My secretaries – overview
 

I am in my 60s and I have worked in London all my life. I have had four wonderful secretaries over the last 30 years and I thought I would write about them to remind myself of the good times and to share with others what I cannot share with family or friends.

I will give an overview here but will start new threads for each one as there is too much to say to keep in one thread. I will post links to each thread here.

Secretary 1 was “old school”. She was 10 years older than me at the time. Fit and fun. She believed it was the job of a secretary to please her boss. She dressed to please, short skirts, stockings and suspenders and blouses with many buttons undone. In return she expected time off for lunch with friends, to get her hair done and pussy waxed (unheard of back then) and just to shop. She also expected presents of lingerie and baubles and of course big bonuses, Christmas and birthday presents.

Two memorable insights. I was the new guy, just promoted to the level which deserved your own secretary. She had worked at the firm for years and had previously worked for another boss who had retired the day I was promoted. On her first day working for me she handed me the post book with her worn knickers inside and told me I was welcome to explore to see that they were this morning’s pair and also told me that if she made a mistake she expected me to spank her bare ass to punish her. Nowadays that would be unbelievable but to a secretary from the 70s it was fairly common – at least in my first firm. I had heard rumours and her “availability” had been strongly hinted at but I did not expect that. By 10:00 am I had explored her bare pussy with my fingers, by 11:00 am she had had her third orgasm and by noon she had made me cum twice, the first by her mouth and the second taken from behind over my desk. She left at 12:30 for lunch and did not come back until 4pm by which time she bent over my knee because she had been naughty being back so late and deserved to be spanked. This was my first time spanking anybody. It did not do much for me but she loved it and she sucked me dry before she left for the day.

Secretary 2 after an initial “nothing” period became an exhibitionist and tease. She would flash me boobs or pussy every day and sometimes many times a day. She would kiss passionately and would allow me to finger her to orgasm as many times as I cared to do it but she would rub me repeatedly through my trousers during these times but the most she ever did was wank me off a few days a week. They were world class handjobs and sometimes I thought better than sex but no oral or intercourse because she was a virgin and saving herself for her husband (not that she even had a long term boyfriend at that time).

Secretary 3 was somewhat lazy, and would find any excuse not to work. As this would often mean sucking or fucking me rather than doing work I did not mind. She had a husband who ignored her and she craved attention which I was happy to give. In return, lots of sex. I once had to go to the doctor with a very sore penis thinking she had given me a STD but it was just damage from too much sex, she liked quickies when she was insufficiently wet to start so she would be so tight and my doctor, who knew my wife, just said that he wished he could have so much sex with someone that his penis would end up like mine. He ordered 2 weeks rest and she said nonsense and refused to go a day without making me cum with her mouth.

Secretary 4 is my current secretary and my favourite. It is unconventional. She was 19 when she started (I was nearly 3 times her age) is married and money is involved so more of a commercial arrangement than the others but the way it has developed and how she has grown is a real story and I am having the time of my life.

Some people may say my track record is unbelievable and the stories are fiction but I know they are true and I do not care what anyone thinks. If you think they are fiction do not read them. Nobody is forcing you to.

They were all willing participants. Secretary 1 clearly expected sex and had done it before and probably offered sex to the guy after me. Secretary 4 needed the money and having had the experiences I had had with the previous secretaries I was keen to help her financially and benefit. Secretaries 2 and 3 are harder to explain. I found both attractive and hired them in part because of that and because I thought something might happen. Secretary 3 was the classic bored housewife who wanted attention and gave sex in return. Secretary 2 is the hardest to explain. I am not sure whether my experience with secretary 1 meant I expected something with secretary 2 and perhaps instigated something I would not have otherwise done.

I am not in touch with secretary 1. Once I had left the firm and started my own business she did not want to remain in contact. I am in regular contact with secretaries 2 and 3. Secretary 2 invited me to her wedding and we swap Christmas presents and her and her husband and me and my wife meet up a few times a year. Neither her husband or my wife have any idea how intimate we were and yes she remained a virgin for her wedding night. Secretary 3 and I meet up for lunch a few times a year (no sex just friends) and we have a platonic good time. She is in a long term relationship with another woman. She says she is not bi or a lesbian she just loves this person who happens to be a woman. Her new partner does not know about us and neither does my wife.

I will do individual threads and I will probably start with secretary 4 because it is current and so freshest in my mind. If the consensus is that I should write them in order I will consider that. It will take me a while. There will be erotic content but these are true stories and the background and context is important.

Secretary 4
 

This is Part 1 of my adventures with Secretary 4. Please see My secretaries - overview thread for the introduction.

Secretary 3 needed to take some weeks off to look after her husband who had suffered a stroke and so I needed a temp. It was August and temps were in short supply. I contacted three agencies and only one had someone available. They emphasised she was young (19) and had little experience. I had no other choice and so I said send her over.

She had fallen pregnant at 15, married her boyfriend at 16 and had recently started work. Her boyfriend worked in a supermarket stacking shelves and money was very tight. She had had a couple of weeks temping but no other experience.

She was cheerful, eager to help and worked hard. She only asked questions after she had tried to find the answer online or in our files and I appreciated that. She wore the same two very short skirts and about five blouses over the three weeks she temped. The skirts were objectively too short for an office but I felt she had no other clothes to wear. She was slim with long legs and she looked good.

At the end of the three weeks Secretary 3 told me that she had to quit because she needed to spend more time at home and so I needed a new secretary. I thought the temp was too young and inexperienced really but she did brighten the office. I had great views of her bare thighs, down blouse views (she had small breasts and her bra was too big so plenty of nipple views) and frequent sights of her underwear. Unfortunately they were plain cotton but still, life was not bad. I did not think she was deliberately flashing. She was just young and had limited clothes choice because of lack of money.

I decided to offer her a permanent job. She was delighted and gave me a big hug. We talked salary and benefits and she was pleased. It was more the security than anything I was sure.

I then said, I had noticed she had a limited set of work clothes and I understood why but I wanted her to have £500 to buy some work clothes. I handed her the £500 said she should shop over the weekend and the money was for clothes for her to wear to work and not for anything else.

Monday came and she was wearing a new dress. Not as short as her skirts but still short. It was plain navy blue clung to her and she looked good in it. She asked if I liked what she had bought and I said yes. She said she had bought two dresses of different types and she wanted my opinion on what I preferred before she bought more.

The next day she wore the other dress. It was knee length but buttoned from top to bottom. She asked which I preferred and I said both were good and she could wear what she wanted. She said that she wanted to please me and as I was buying it should be my choice. I said I liked both but preferred the one she wore yesterday. She smiled and left the room. About 30 minutes later she came in with some papers for me and she had unbuttoned 5 of the buttons on the bottom and 3 on the top and when she leant over to hand me the papers I had a great view of her breasts inside the too big bra and when she sat down the dress parted and I had the most wonderful view of her legs and bare thighs.

She looked me straight in the eye and said which dress do you prefer now. I stuttered and
said I liked both but perhaps I had underestimated the attractions of the second dress. She laughed and so I did I and she said she was sure she knew what would keep me happy and so she would buy both types.

Feeling bold I said that she should wear something on her legs as bare legs were not really suitable. She said that she was sure I would not appreciate thick tights and anything more sheer would ladder easily and would be expensive. I asked if she had thought of stockings because if you laddered one leg you only needed to change one leg not both.

She laughed again and said she was 19 not 40 and if she wore stockings and suspenders to the office her husband would wonder what work she was doing in London. He had asked her to wear stockings on their wedding day and she said she felt like a tart and would not. I suggested hold ups and she said she had worn those as a compromise on her wedding day but again what would he say and still expensive to buy every week.

I said she could tell him too warm to wear tights on the train into London and so was trying hold ups and as for the cost I would buy them for her. I said if she was willing I would give her £50 a week to buy a supply of hold ups. I knew it was far more than they cost but I also knew the money would be useful for her and I wanted to see if she would do so considering she had unbuttoned so many buttons on her dress without asking.

She said yes, I gave her £50 and she went out to a shop, bought some black hold ups there and then and put on before she came back in my room. She sat opposite me the dress parted again and the view was great. She smiled at me looking, I smiled because of what I saw and the atmosphere was good.

Over the next few weeks she was quite playful. Nothing too overt or suggestive but she made sure I had many views of the tops of her hold ups and good down blouse views. I never touched her or suggested more and we began to develop a comfortable relationship where she knew I was looking and I enjoyed the view. Just as importantly she continued to learn and work hard and I was very pleased with the work side as well.

There was only the two of us in the office and so we had plenty of time to get to know each other. We chatted about our lives. She had had the same boyfriend since 13. She became pregnant whilst taking the pill because she was sick and that rendered the pill less effective. I moaned about my lack of sex at home. She said she had plenty of sex. Her husband wanted it every night and the mornings too on weekends but he rarely lasted more than 3 to 5 minutes. She loved him and liked to snuggle up to him but she needed to help herself from time to time or she would go insane.

Money was a big issue. He did not earn much in the supermarket. They had a grotty flat because they could not afford better and they had debts from when she was not working which they had to pay off. She was so pleased I offered her the job and she said she was determined I would not regret hiring her when she was so inexperienced.

I said I was glad she was working for me, she learned quickly, worked hard and had a bright future. We got on well together despite the age gap and she always created a good atmosphere in the office.

Part 2 to follow.

Wonderful Work
 

Great descriptions! Looking forward to reading more. :):)

Secretary 4 Part 2
 

Over the next weeks things naturally continued. We chatted more and more about our home lives and life in general. It became usual for her to give me a kiss (on my cheek) when she left each evening and on Friday she would give me a hug. As the weeks went by these were tighter and longer but still platonic.

She suggested I take her out for lunch or drinks in the evening and I said given the age difference everyone would assume she was my sugar baby and I did not want people to think of her like that. We agreed to a drinks night in the office every week. She would tell her husband that she had met a girl in another office in the building and would go for a weekly drink and I said I would tell my wife I had a client dinner.

During these evenings I would teach her about different wines. We explored mainly French (white burgundy and red Bordeaux) but occasionally I would bring a new world wine.

After a couple of drinks she would tease mercilessly. It was always a button dress day and extra buttons were undone during the evening until just one held the dress together. One evening she unbuttoned all buttons and she had taken off her bra and was wearing a transparent sheer black thong. This was my first full view of her very small and pert breasts. Her pussy was bare except for a small thin line of hair above the lips and there was a clear wet patch formed.

She smiled and said that she had some money over from the £500 I had originally given her and she thought she would treat herself to some new underwear. On the basis that I had paid she thought I should see her in one of them.

I said she looked lovely and I was very excited and enjoying the evening. She said she was excited too but we had to keep to the same rules “look but not touch”.

I asked her how many pairs she had bought and she said two. I gave her £300 and said buy more and you can wear every day.

Of course, with the drinking she became even more flirtatious and at the end we hugged twice. Once before she buttoned the dress back up so I had bare breasts pressed into my chest and the second time with the dress rebuttoned. The kiss on the second hug was on the lips. No tongue, still respectful but not entirely platonic either.

I wanted to run my hands over her body so badly but this was her game and by playing by her rules things were progressing. I was rock hard every day for virtually all day and I must have masturbated twice or three times a day after all I was seeing.

From then on, the goodbye kiss every day was on the lips and the Friday hug lasted at least 2 to 3 minutes with some light kissing.

Life was good.

Part 3 to follow

Part 3
 

It was now November. Only 3 months had gone by since she first temped for me but so much had happened.

This day was different. She came in wearing tights. I said what is wrong you are wearing tights. She said she and her husband had argued the night before. It is freezing cold in London in November and he said she had said she was wearing hold ups because it was too hot. He had also seen the new thongs in the wash and asked why was she wearing sexy underwear to work.

She said she wanted something nice to wear for herself as she was working hard and she told him nobody saw the thongs as they were covered by her clothes. He accused her of wanting me and she laughed and said I was 3 times her age and he should grow up.

Anyway, she continued to wear the thongs but appeased him by wearing tights. I had a sad face. She said she had two pairs of hold ups left in the office and she could sneak them into this week’s wash and pretend they were from last week but no more.

I said why not buy more and wash them and keep them in the office. She said so you want me to come to work in tights and take off clothes to change into hold ups. Said like that it sounded bad. I smiled weakly and she said OK but let’s be clear you are paying me £50 a week to take off clothes not just to buy and wear hold ups. I smiled weakly again and thought this was going to go downhill fast.

But, I was wrong. She said if you would pay £50 to take off tights what would you pay to take off everything but put hold ups back on. I instantly said triple but if you are keeping things in the office why not buy a suspender belt and wear stockings. She instantly said yes. So I gave her another £200 to buy a few suspender belts and black seamed stockings and she went off to the shops again.

When she came back she opened the shopping bag and went off to change. After about 10 minutes she came into my room. I could see she was wearing the seamed stockings and she said I cannot take off my dress. I do not have the courage. Will you undress me please?

Silly question. I did. I unzipped the back of her dress and left it fall to the floor. She was naked except for a black suspender belt and black seamed stockings. I wanted to fuck her her immediately but somehow managed not to. I gave her a hug and kept my hands on her back and kissed her cheek and sat down again.

She sat opposite me and we talked. She said she did not know what to do now. She did not want to cheat on her husband but she was as horny as fuck from our times together and she loved how I lusted after her but was respectful and the money was great and a huge turn on.

I said I would not do anything she did not want to do. When I was in the office with her it felt as if I had overdosed on Viagra. I was permanently hard and I felt 30 years younger. She said she masturbated at home all the time because she could not climax with her husband.

After a pause she said that since working for me she had this fantasy of being taken by me. She said she did not want to follow through but light touching by me would be OK. I could touch her bum and thighs during the day if I wanted but no more. She would not touch me but if I wanted to masturbate she would not mind. She said she would like to hug and properly kiss on our drinks evening. She also said she would like two drinks evenings a week. I said that was worth more than £150 a week and said she should have £200 a week

We hugged and kissed and I spent the next hour kissing her and stroking her bum and thighs. It ended only because she rubbed her clit furiously with her own hand and climaxed loudly. I hoped she would masturbate me but she did not but she ground into me with her body and said your turn. So I did I rubbed my right hand up and down my cock whilst if fondled her and I came all over her back and bum. I just spurted and spurted and spurted.

We spent most of the day hugging and kissing and me exploring her body but without me touching her pussy. She did however finger herself frequently and by the end of the day she had climaxed 7 times and I had cum three times.

When we left we hugged and kissed properly. It was not a drinks evening, that was the next day, but it felt right and we did.

The next day she kissed me on the lips when she came in. I fondled her bum and thighs throughout the day and she wa so wet it dripped onto her thighs. The drinks evening was fantastic, she stripped to just suspenders and seamed stockings immediately and we spent the evening kissing and roaming hands on each other. I was everywhere within an inch of her pussy and she spent about 20 minutes kissing and nibbling the inside of my thighs my stomach just above my cock and caressed my bum throughout. I was in real danger of coming on her face from the attention but managed not to.

We were breathless and horny and I was determined not to spoil a good thing by breaking the rules but I knew she wanted to but could not admit it. It sounds frustrating and teasing but it was really hot. I felt I could have lifted a 20 pound barbell with my cock it was so hard and she was so aroused that her pussy lips were gaping open and her juices were running out of her. Yet she had not touched my cock and I had not touched her pussy.

I asked if I could eat her out. She said she had never had that done to her but she wanted to try. So i did. Slow but firm licks along the inside of her pussy lips. Deep exploration of her insides. Teasing the juices out of her whilst touching gently her clit. Teasing it, lightly sucking it, firmly pressing my tongue on it and up along its length and down again. She was squirming. She was shaking. She was holding my head in place tightly. Her legs closed together gripping me. I concentrated just on her clit. Firm fast strokes, playing with the tip. Sucking the whole clit protruding. I wanted this to be so memorable for her and not just because it was her first time being eaten out. She groaned louder and louder and there was no doubt she was loving this and she started breathing very deeply and quickly and just screamed, Fuck Fuck,Fuck and practically crushed my head with her legs. She went limp and started crying. She sobbed and sobbed.

I held her and asked if she was ok. She took a while to speak. She said it was absolutely fantastic but she never intended to cheat. She wanted the attention and the money but did not expect to be so carried away that she could climax like that with me. She said she had to go. She took off her stockings and suspenders, put on her dress, quickly kissed me and left.

I just stayed there. My face soaked in her juices. My cock throbbing, wondering whether she would be back the next day or had I fucked it all up.

The next day was a Friday and she messaged me to say she needed to think and she would not be in. My mind was racing. Would she quit. Had I gone too far. I had an agonising weekend thinking all the worst things.

Part 4 to follow

Part 4
 

The weekend was agonising. Would she come in on Monday? Would she just stop everything? Could I cope if she did? I kept thinking of her crying. Had I corrupted her and did she regret what she had done? But then I just thought of her body and how much I wanted her. Round and round I went.

I left my house on Monday with mixed feelings. Excitement that we might continue the fun, and fear that it would stop forever. When I arrived at the office she was there. She was wearing one of the all button dresses (all buttons done up) and seamed stockings. I took these as a good sign.

I asked how she was and she said OK but we needed to talk. She said she would get me my coffee and come in and chat. She did, and did not lift up her dress or unbutton any buttons as she usually did and so I did not know what she was thinking. She had brought in a coffee too and so I thought this was going to be a long talk.

She said she liked me and was grateful for the job. She had showed some flesh to keep the temping job. When I offered her the permanent job she said she was overjoyed and the clothes money was unexpected and much needed. She had decided to dress sexily to keep me interested and it was fun. She said she was excited by how much attention I paid her, that I obviously wanted her but did not lunge or grope and treated her well and I spent the time to teach her the office side. The hold ups seemed harmless and were exciting to wear. She could tell I was hard all day and it gave her a thrill. On top of that £50 a week meant a great deal to her and it seemed OK.

It would have been just that if her husband had not become jealous. However his jealousy and her anger at him made her braver than she thought she was. She also wanted it to be clear that I wanted her and was paying her for my sexual pleasure not just to wear good clothes. She did not really mean to be naked. She just said it. But when I offered £150 a week, she wanted the money and she said yes.

I asked her if she wanted to stop and just be my secretary. No nudity, stockings or anything. I said I liked her, she worked hard and I would keep her and continue to teach her to the best of my ability.

She said on Friday she wanted that but not now. She had looked hard at her life over the weekend. She had had a child too young, had married too young and was unlikely to make anything of her life until I gave her a chance. Not only did I offer a permanent job to someone with virtually zero experience I gave her the opportunity to have additional money and never once treated her with anything other than respect. She looked forward to seeing me, chatting with me and having fun with me. She has more conversation with me in a morning than all week with her husband.

Her husband wants her to pack in the job and have a second child. She does not. She wants to provide a good home and life for her son. She has an idea and she thinks I will like it.

She said she wanted to buy a place to live and no longer rent. Her husband and her wages together was enough to pay the mortgage with a small amount over but hopefully life would be easier as she progressed and she had pay rises. But, she could not afford the deposit. She said she wanted me to lend her £40,000.

If I did that, she would go all the way every day. I could have as much stockings, nudity, sex, blowjobs, massages anything I wanted as many times a day as I wanted every day if I wanted. For that she wanted £500 a week of which £400 would repay her loan and the other £100 would give her some spending money of her own.

I was silent. Not because I did not want to fuck her but because she was only 19 and in the space of 3 months I had prompted her to go from a shy loyal wife to someone who stripped nude for me and was offering to suck and fuck me senseless every day. I thought I had become a bad person.

I said I would really like to but I was concerned she would regret this and be angry with herself and me.

She said this was her decision to offer this. She wanted it. As she was saying this she stood up, stripped off, came around my side of the desk. She unzipped me, took my cock in her hand and said “we could start now”.

I said yes and she started licking the head of my cock and gently encased it with her mouth. She slid her mouth down a few inches and back up again and just repeated it with her tongue swirling around my head. I was about to cum but I did not want to do so in her mouth. I pushed her over the desk and entered her from behind. She was tight but more than that I tried to stay still because my cock was throbbing from her mouth and I did not want to cum but she had other ideas. She was squeezing my cock with her pussy muscles. I was not moving an inch and she was gripping my cock and moving it inside her. I just spurted. All my sneers at her husband who lasted a few minutes at best and yet I had shot my load in about the same time.

I needed to sit down and she sat beside me and had a huge smile on her face. Did you like that she said. I said yes but I wanted to last longer. I wanted to show you what I could do. She said there is plenty of time for that. It will take 2 years to repay the loan and she hoped she would be working for me for many years beyond that.

I said no wonder her husband lasted a few minutes and she said no, she virtually never does that to him. He just cums quickly anyway.

She said her aunt taught her that. She said that having a baby so young and marrying so young would mean she would probably be on her own at 25 with a child and guys would want girls without the baggage. She said her aunt made her practice kegel exercises and made her move a banana with these muscles to make sure men would be interested.
She had not done that to her husband in a very long time but does do the kegel exercises every day. She said she practised on a banana yesterday to make sure she could do it to me today.

We kissed and cuddled and my cock started stirring again and she spent the next 30 minutes devouring my cock. How someone so young with just 1 boyfriend/husband could suck cock this well was a mystery. But suck it well she did and when I climaxed for the second time I just groaned very loudly. I was spent and shattered.

We cuddled again and I held her tight. She whispered in my ear, rest for a while because it is my turn to be satisfied next.

Part 5 to follow.

Outstanding recounting of your experiense stocking lover

Part 5
 

I must have dozed off. When I woke up, her naked breasts were pressed into my back and her hand was gently cupping my balls and stoking my cock. I was semi hard. 2 cums in 90 minutes was more than my old body should be able to manage but my cock was starting to think differently.

I smiled and said sorry I must have fallen asleep. She did not say a word and instead took me fully into her soft wet mouth and god I became hard again. She licked and she sucked and she caressed my balls. She seemed to be everywhere on and around my cock and balls at the same time and I just erupted in her mouth and she swallowed it all.

This was embarrassing, 3 quick cums in succession. I am in my 60s not 16. I said I thought it was your turn. She said we have years to enjoy each other this is me pleasing you. You are lending me a ton of money and paying me well and I want you going home tonight exhausted and drained and not regretting one minute of today. I laughed. How could I regret this. You are as fit as fuck, beautiful and I am having a great time.

She said it is not over yet. We have all afternoon to go. Maybe tonight could be an unexpected work late night so we could have the evening as well. I knew then her husband did not appreciate what he had. She was a pleaser and skilled beyond her years with her mouth and pussy but he did not take full advantage. He had never eaten her out so she rarely gave him blowjobs and he did not care because all he wanted was missionary, cum and fall asleep.

I asked her how she learned to lick and suck like that and she said her aunt again. Bananas have more than one use. I laughed and said perhaps I should meet her aunt and she playfully thumped me in the arm and said no way. I am not sure from what she said whether her aunt was a high priced escort or just a serial mistress to rich men. However, she was extremely skilled sexually and once my secretary had fell pregnant decided to teach her how to please a man.

I said what about a woman and for the first time since I have known her she blushed.

Part 6 to follow

Secretary 4 - Part 6
 

I thought there was going to be a great revelation but there was not. She said her aunt had wanted to teach her how to please a woman orally but she could not bring herself to let her aunt do that to her or for her to do that to her aunt.

She had never been with a woman and I have been the only person to eat her out. Talking of that. She said, it was her turn to be pleasured and she lay on her back, spread her legs and said “eat me”.

I did. She was soaking wet already and I kissed her thighs and licked her lips slowly and gently. I teased and probed with my tongue and allowed my finger to circle her clit whilst I probed deeper with my tongue. I went deep inside her pressed my tongue against the roof of her pussy and explored her clitoris. I sucked on it. It was a hard nub. I licked it slowly I circled it I devoured her pussy. I pressed firmer and firmer against it whilst moving off and exploring her pussy again. I kept this up. Teasing her clit. Tracing my tongue between her slit. Alternating slow fast faster and slow.

She was squirming and breathing deeply and starting to moan. I did not stop. I had cum 3 times. She was going to remember this. I stopped and moved up her body to kiss her deeply and passionately whilst my finger teased her clit. She could taste her own juices on my tongue and smell herself on my face. I moved firmer and faster on her clit. She was in a rhythm now building to a climax. Her nipples were rock hard as I sucked on them and teased her.

I slowed, kissed her breast, her stomach. her thighs and went back to her pussy. Her clit needed the softness of my tongue. I needed her to climax. I wanted to make her scream. Her breaths were very deep and fast now. She was thrusting her pussy into my face. Forcing my tongue firmer on her clit. She wanted it faster and harder and I could not deny her release. She was nearly there I could tell she was shaking it was close. I slowed down and she shouted no! fuck! faster please faster! and I did and she let out this really low growl and went into a kind of mini spasm.

My job was done. There was no doubt that it was a job done well.

Part 7 to follow

Nice story.

But how does this move from monday morning to afternoon? How come you guys can be cooped up in your office all day with not a single meeting? Thiught the exec class didn't do anything else?

Was wondering the same thing....

That is easy.

I own the firm, I have no other employees. I have always believed meetings are overrated.

My work is the giving of advice in a highly specialised field. Originally this would have been by letter, then fax and now email. There are, of course, phone calls but not as many as one might think.

I am also of the age that I am senior enough to pick and choose what I want to do and have decided that these escapades are a useful and enjoyable way of spending my time.

Some people decide to retire and take up gardening. I prefer to work effectively part time and take up fucking.

I am enjoying it so far.:)

Lucky man!

I look forward to hearing further about your secretary project.

Keep the post coming please.

Secretary 4 - part 7
 

I felt great. I had cum three times and I had just given her a body shaking orgasm. I looked at her for what seemed a long time but was probably only 30 seconds.

She was lovely, her hair was disheveled and her make up smudged but she looked so hot. I gazed and enjoyed what I saw but was disappointed that my cock did not rise to the occasion. I was greedy. I wanted more but my body had had enough.

She told me to stop staring. She became shy and turned on her side and said cuddle me. So I did. My hand cupped her breast and I kissed her neck and said thank you. She laughed and said I should be thanking you. I have had a huge orgasm and I am being paid for it.

We talked some more about how this would affect work. She said she did not want to be naked all day and every day and did want to do some real work and continue to learn from me. She knew that for the first few days or weeks I would want non stop sex, but she hoped we could settle down to a compromise where we did work and play.

I said I was concerned she would regret what she had done and she told me to stop worrying. She had decided she wanted this and had made me the offer so stop worrying and hold me tight.

She then said enough of this. You need to rest. I need some food. Let’s go to eat. So we did. She dressed, ensured her dress had many buttons unbuttoned both top and bottom but not so many as to be sl*ttish and off we went. Nothing fancy, we went to the wine bar across the road and sat in a booth. She sat next to me and I had a lovely view of her breasts when I turned to face her. She had left her bra off and had unbuttoned another button. I felt so good and did not mind when the young waitress looked unhappy about us together. Not sure if it was the age difference or the unbuttoned dress but I sensed her disapproval. Perhaps she did not and it was just me.

We talked about life and work and our thing and it was relaxed and fun. She said she liked being fucked over the desk and liked sucking me in my chair but the sex on the floor made her feel cheap. She thought there was room in the filing room for a sofa bed. We could still play in my office but more for blowjobs and quickies. For long sessions she would like to be in a bed. We could close the door so nobody would see the sofa bed and she could leave it with sheets etc on so it could be converted in seconds. I agreed.

She leaned across and kissed me on my cheek and run her hand over my cock through my trousers. It stirred but only became semi-hard. She said right, you need more rest, so in the meantime you can finger me. So I did as I was told.

She unbuttoned a couple of more buttons to give me access and opened her legs. I turned towards her, moved my hand over her stocking tops direct to her pussy and started rubbing her. She was very wet and leaned it to me and said I want a quick climax. Be firm and fast. So I did. I rubbed her juices over her clitoris and pressed firm and rubbed fast. Only breaking to make sure she was well lubricated with her own juices. No problem with that. She was not quite dripping like a river but she was so so wet. Her breathing quickened her body stiffened and she let out a very silent gasp. She held my hand and said stop I have cum. I wanted the waitress to be there to have seen that. I don’t know why but I did. But she had not been near us and nobody witnessed.

She kissed me again. This time on the lips and said she had the best job in the world and the best boss. I smiled. I knew this was wrong. I knew she was just being nice to me but I did not care. I had just given a fit 19 year old an orgasm in a wine bar and I felt 30 years younger.

Part 8 to follow

Secretary 4 - Part 8
 

We walked back to the office from the wine bar. She hooked her arm in mine and huddled in. It felt good. As soon as we opened the door to our office the phong rung and she answered it. It was a call I should take, so I did.

The call was long. 40 minutes had gone by and I was distracted because I was thinking of all we had done that day. She came in with a coffee for me and I mouthed to her “take off your dress”. She smiled and slowly unbuttoned each button and just stood there naked except for her stockings and suspenders. She sat on the chair in front of my desk and inserted a finger into her pussy and took it out and licked the wetness off it.

My cock was hard again and I wanted the call to end but could not. She spread her legs and slowly rubbed her clit. She was giving me a show whilst I tried to concentrate on the call. She was pacing herself. Speeding up and then slowing down when she was close to o climax. I thought she was going to finish herself off a few times but always she slowed down just before.

The call ended and she said get here now. She pulled down my trousers in one swoop and swallowed me whole. She licked, she sucked, she cradled my balls - if I had not already cum 3 times that day I would have exploded but instead I was just light headed from the pleasure.

She pulled me down onto the floor and just sat on me guiding my cock into her pussy. She was so wet and hot but tight at the same time I gasped. She moved up and down, slowly but firmly. This was good. She found a good rhythm and I just lay back and enjoyed. She would intermittently stop and use her pussy muscles to massage my cock inside her and then she would ride me again.

This was better than good it was fucking great. She was in complete control. She seemed to know exactly when she needed to slow down before I climaxed and when to start up again. Her breathing became more shallow more often but I don’t think she climaxed. We were not in sync because a few times she stopped before I needed her to, I think because she wanted to control her own climax, but she was definitely controlling mine.

I have no idea how long this lasted I was in heaven. My groans were getting louder each time she stopped. A few times I continued thrusting but she was having none of it and said stop. Leave this to me. I did. She continued riding me, slowing and quickening. Teasing that orgasm but stopping before I did. Then all of a sudden she changed tack and just rode me faster. No pretence at control. I wanted to cum and was happy for her to continue at this pace. She did and I was thrusting as she was riding. My cock seemed huge inside her and I knew I was close but wondered could I climax. Was there anything left. There was and I did. I groaned so loudly I surprised myself. I felt each spurt leave my body. Again and again each spurt eliciting another groan until I was completely spent. I had been well and truly fucked.

Part 9 to follow.

Secretary 4 - Part 9
 

I thought it was over but she had other ideas. She gripped my cock with her pussy muscles and ground against me. She pulled me in and tried to masturbate herself on my cock. However, my cock was not up to the task. I had cum and no amount of attention could keep it hard. It softened despite everything she tried and slipped out of her.

She moved up my body and thrust her pussy into my face. I knew what she wanted and my tongue explored her. My sperm dribbled out of her pussy onto my face and so did her juices. My face and neck were already wet.

I aggressively licked my tongue along her clitoris starting at the base and flicking the nub. I sucked on the nub as if I was giving it a blow job. She likes that and her squirming intensified. I alternated between licking, sucking and exploring the full length of her pussy lips but every time I moved away from her clit she pressed harder into me willing me to go back to her clit.

Her breathing became shallower and her moans were still quiet but noticeable. There was so much juice escaping from her it was dripping off my face and down my neck. She was grinding into me more, her moans were getting louder and I thought I would slow down to build up the orgasm. Don’t fucking stop she shouted and forcibly grabbed my head and pushed it into her pussy. I went back to her clit and continued to build her orgasm. She was close I was sure and I pressed and licked her clit in a very firm and regular rhythm. Her breathing intensified, her moans were distinct now. Still not loud but very distinct. She became more vocal, yes yes she said, don’t stop, oh yes and then her body shook and she just said stop I cannot take any more and moved back a few inches.

She leant down and kissed me and said that was good. Then she kissed me again, moved off my face and lay down beside me, snuggling up to me. I was a mess. I had my sperm and her pussy juices all over me but I did not care.

We snuggled and talked. She said this was great and new and exciting but she did not want to spend all day and every day having sex. She did want to do her job, gain more experience and learn. Then she quickly said, of course, I want the sex too.

I asked her if she was feeling guilty and she said no. Not at all. This was different. It was not cheating in the conventional sense. She was being paid for sex and happened to enjoy it. I said are you OK with that aspect, being paid and she said yes. She said I don’t feel a prostitute. Women often give sex for security. They marry someone who is good enough for many reasons and accept that sex is part of the deal. This is similar. I am not paying her per session. I am helping her to buy a house and she is repaying me with sex.

She said she loves her husband but the sex is not good. The sex with me is great but she does not love me. She said she wonders if we might have had an affair if the payment thing had not arisen and she thinks we might have but cannot be sure.

She said she is having feelings for me. Not love but just cares about me and wants to please me. She likes that we have drinks and meals and that we can cuddle up and chat. Without that she would feel a prostitute. I said I like her and am very happy with how things have turned out. We just lay there in silence. Both realising we had to get up but just enjoying the closeness and silence.

Part 10 to follow.

Secretary 4 - Part 10
 

Our first day of full sex had come to an end.

I left that evening feeling fantastic and could not believe how many times I had ejaculated nor that I had managed to satisfy a young woman so many times.

This was the start of a 9 year adventure. There are so many stories and so much fun. From now on my descriptions will not be so detailed. In truth there is little variation between one blowjob or intercourse than another and if I keep describing them we will all be bored.

Instead I will post about the situations we found ourselves in and what she wanted to do and where. Without giving away too much. The idea of being paid for sex made her so horny and brought out an adventurous and exhibitionist streak that she did not know she had. Living 30 miles away from where she worked allowed her to have two separate lives and she was determined to play up the sexy/slightly sl*tty secretary to the max.

As she said in her own words “Cock sucking, cum swallowing, pussy flashing mistress each day - wet wipe carrying, food making and clothes washing mother each night and weekend”.

More adventures to follow.

Part 11
 

The following weeks fell into a comfortable pattern. She said to me her “job” was to please me and she did. She arrived in work about 30 minutes before me. She would arrive in her “wife” clothes. Trousers and jumper or dress and leggings or thick tights and underneath plain cotton knickers and a boring bra.

By the time I had arrived she had changed into “my secretary” clothes. The button dresses were rarely worn (kept for when we were outside the office together), now it was very short (just covering her butt short) very tight dresses. Always seamed stockings with a suspender belt (full on show as dresses were so short). Never a bra and knickers were occasional.

Who needs viagra when you walk into your office and your secretary stands up to greet you, her dress does not cover her pussy and she is standing there in seamed stockings and suspenders waiting to hug and kiss you. I do not care how old you are, you will be rock hard. In fact you will be stiff on the train on the way in because you know what you will see.

By the time you have taken your coat off and sat down a coffee has materialised on your desk and she is there. She may be sitting with her legs apart willing you to look or she may have taken off her dress and is standing there naked except for the stockings and suspenders. Whatever, it does not matter you just want to fuck her there and then. Sometimes she wants that. Fast and hard bent over my desk. Other times she unzips me, takes me into her mouth and sucks the life out of me. What is never in doubt is that I will ejaculate within 30 minutes of walking through the door.

Life is so so good I just wish I had found her 10 years earlier (not really as she would have been underage but my sentiment is clear). My wife keeps asking when I am going to retire and whilst I am vague with her, the answer is not as long as I am being sucked and fucked like sex had just been invented and we were the first to discover it.

Earlier someone asked how we could do this. The simple answer is, I engineered it so I can, and I do, and I am loving it. Despite being in my 60s I genuinely feel as if I am a teenager but with my own nymphomaniac on hand. I am not delusional. I am paying her a shitload of money but it is so worth it. There have been a few occasions when I have wondered if my heart could take the strain and I keep on thinking what a way to go.

Part 12 follows

Part 12 - buying the sofa bed
 

I had promised her that I would buy a sofa bed for the filing room and on this morning after she had knelt before me and swallowed every drop of sperm I could shoot into her mouth she went into her room and came back dressed in one of her button dresses. Put your coat on she said we are going to buy a sofa bed.

We went to John Lewis (a U.K. department store) and went to the sofa bed section. There was a great many to choose from. A sales guy in his 50s came over and asked if he could help. Secretary 4 said yes, we want a very solid and sturdy sofa bed. He showed us one and she asked for it to be unfolded. She jumped on it and as she did so the sales guy had a clear view of stockings top and suspender belt. His eyes widened. She continued bouncing on the bed and we were both having a great view. She raised her legs bent at the knee and her freshly shaved pussy was clearly visible for a few seconds. The sales guy had formed a tent in his trousers and was openly staring.

Not sturdy enough she said. This bed is going to have a lot of action. We need one that will not break. He wa s eager to show us more and said Let me show you another one. It is more expensive but it is solid. He unfolded it and it seemed solid. She jumped on it again. Rolled around, opened her legs, closed them and generally moved on it. He was transfixed.

Come and try it she said to me and I did. It was comfortable and firm. She cuddled into me and said to the sales guy, this might do. She then climbed on top of me simulating riding me. We were both clothed. Well we were but she had no underwear on and she did this for a minute or two. Stopped and said we will buy it.

The sales guy did not say anything for a few seconds and then said good, come with me and pay. We went to a till and she whispered in my ear but loud enough for the sales guy to hear “I want you deep inside me on that bed and I want you to fuck my brains out”. By this stage the sales guy was just open mouthed. He took my credit card, the sale was done and off we walked. She grabbed my hand and we kind of skipped out of his sight.

We jumped into a taxi after we had left John Lewis and she said that was so much fun. Did you see his face. I love being your mistress. I am so boring at home. This is a different side to me. Feel me she said and took my hand onto her pussy. She was wet. Very very wet. If you cannot fuck me when we get back you have to eat me out for as long as you can. As she said that she started to play with herself in the taxi. Oh god she said I am so horny…..

Part 13 to follow

Part 13 - after the home move
 

Monday morning, she had had the Thursday and Friday off to move into her new home. Surprisingly, I was in before her. She was due in today and so must just be late. Five minutes later she walked in wearing a long court and underneath it trousers and a mummy jumper. Her husband must be much happier with her dressed like that for work.

We kissed and she said, let me change and I will come in to you. When she came came back 10 minutes later, wow! Her hair was in pigtails, she had a white school uniform blouse undone to the waist. Her school skirt rolled up so much at the waist so that it did not cover her pussy even when standing. Her pussy was completely smooth and there was a glint of wetness between her lips. Black seamed fishnet stockings, black suspender belt and 4 inch heels completed her outfit. What a sight.

She walked to me, sat on my lap and kissed me deeply and passionately. When I was clearing out for the move I found my old school uniform she said. I thought I would wear it today as a thank you to you. My new home is lovely and I could not have bought it without your help. She kissed me again. She ground her body into me and my stiff cock became even stiffer.

She stood up, pulled my trousers and boxers down and sat back on my lap. She put me inside her and slowly rocked. She was wet and hot and this felt good. She slowed down and kissed me deeply again. She hardly moved but her pussy muscles were working overtime on my cock. She was kissing me so passionately at the same time. I had not climaxed in 5 days and I just knew I would not last long. I could feel my cock stiffen more and so could she. She changed gears and moved up and down on my cock furiously. My breathing became very very shallow. I tried to hold back to enjoy it more but could not. I let out a huge roar and just exploded. Jet after jet just spurted out of me and into her. All along she was kissing me deeply and hugging me tightly.

Oh my god, that was so good

Part 13 continued
 

She climbed off me and slid between my legs. She took me in her mouth. Despite climaxing hard I was still semi stiff. She licked and sucked me. She took each ball in her mouth and gently sucked. She alternated between caressing my balls with her hand teasing the head of my cock with her tongue and just taking me whole in her mouth.

I could not believe it. I was hard again. No rest, no recovery time. She did not waste it. She climbed back up, put me inside her and rode me furiously. She was warm, wet and tight and gripped me like a vice. This was not slow love making. She was fucking me hard. With hardly any warning I erupted again and spurted even more of my spunk in her. This time I went soft and slipped out of her.

I told her to lie down and moved to go between her legs but she stopped me and said not yet. Hold me, kiss me and tell me how happy you are that I am your secretary. Make me feel loved and wanted and treasured. Hold me tight.

I did. Her bare breasts were hard against my chest and I held her head in both of my hands whilst I kissed her on the lips and said “you make me feel so happy I could burst with joy, thank you for being with me”. She started crying. I tried to comfort her but she just sobbed and sobbed. Full on tears and a heaving chest. I just held her tight and waited for the tears to subside.

What is wrong? Nothing she said, I am just being silly. I don’t believe that tell me I replied. The words came tumbling out of her mouth.

I love my husband very much and when I think of what I am doing I feel a wh*r*. But I do not want to stop. It is not just the money and the life you have helped me with. I love you too. It is not the same. It is a different kind of love. I feel wanted, desired, cared for and yes I want your cock inside me all day long. I feel alive and so naughty when I am with you. I think of you all the time. I wonder what you are doing. My husband fucked me last night and I had to stop myself from telling him to do what you do to me. All I could think of was hurry up and cum so I can plan what I will do to you in work today. I do not want to leave my husband and I do not want to jeopardise your marriage either but I need to know you really care for me and that I am not just a woman who you pay to fuck.

I held her tight, I kissed her gently on the lips and I said I think you are great, you are sexy, intelligent, caring and just lovely. I think about you all the time and I pinch myself every day because I cannot believe you want to spend time with me. I love you in a similar way you love me. Now hold me too, so we can enjoy this moment.

Part 14
 

We have had a huge amount of fun. More orgasms than I can count and sexually I have never been happier. She has grown in confidence as a secretary and has evolved sexually.

Once when she had done a mistake she insisted that I spanked her. Did nothing for me but she loved the fact that I was disciplining her. She has discovered that she has both submissive and exhibitionist tendencies.

The wine bar near the office has good food and we often go there. It is part of a chain and one of the waitresses there is great fun. We have developed a rapport with her and she often chats if quiet. Secretary 4 loves to play with my cock through my trousers or lift up her skirt so that the waitress can see she is wearing just stockings and no underwear. I would like her to take out my cock but she is nervous of going that far. I have fingered her to climax a few times.

We have told the waitress that we are secretary and boss and that I am paying for the additional benefits and she is fascinated. She has joked she wants to work for me and whilst secretary 4 plays along with it she has made it clear that my cock is for her alone and not any other “employee”. We have fun and I am happy.

There are mishaps. The day the sofa bed arrived we fucked all day well into the evening. There was a big gap when we just cuddled and I used my tongue and fingers to make her climax. I could not manage a fourth time and stayed only semi hard despite hours of caressing and sucking. However before she left it sprung into action and she jumped on me and I climaxed inside her. The fourth time that day.

The time had flown by and it was very late. She changed into her going home clothes and left. When she arrived home hubby was horny and started fondling her as soon as she arrived. Her pussy was soaking wet from all day climaxing and 4 loads of my cum and she managed to evade his grasp by saying she needed to pee. She cleaned up and thought she had managed to get away with it but her wet knickers were in the laundry basket and he must have been suspicious because he brought them into the living room and started ranting.

She played the innocent and said they were from the day before when he had fucked her but he said they could not be because they were too wet. She called him a moron and did he think she had had a quickie at the train station and he said no you are fucking your boss. She stormed off to bed calling him mental and of course he was not 100% sure and he was horny and so she made him apologise profusely before she let him shag her.

From then on she always cleaned herself up before going home. She was sure he checked the laundry basket every night but there was no evidence.

A few weeks later he turned up at the office unannounced (which meant he had taken an afternoon off work and travelled in 30 miles) but as luck would have it we were genuinely frantically busy on a project and it was crystal clear we were working hard. He made some feeble excuse about a romantic surprise date night in London but she made him wait in reception for two hours whilst we finished the project. He saw first hand how hard she worked and of course we were super professional.

She was in the bathroom when he arrived and heard me greeting him. She managed to change out of her sl*tty work clothes into her home clothes but had to stuff her work clothes in the cistern in case he needed to use the bathroom. He did and saw nothing.

That was a very lucky escape.

A bigger lucky escape was when her period was late (usually very regular). He had only cum inside her once that month (she has deliberately decided to make him cum from her hands or mouth - he does not last long and then he falls asleep before he can get inside her) but I had come inside her about 30-40 times.

She was not pregnant and we breathed a sigh of relief.

Part 15
 

The weirdest experience was meeting her mother. She had a hospital appointment in London and arranged to meet up with her at the office.

Her mother insisted on meeting me and saying how grateful she was to me for helping her daughter. She asked her daughter for a cup of tea and whilst she went out to make it her mum spoke to me.

She said her son in law is convinced you are fucking my daughter. I have told him he is being silly but to be clear I am not stupid you obviously are. She has more confidence and is more mature by far, and constantly speaks so well of you. Nobody helps a new employee out as much as you have without a reason and that reason is pretty obvious.

She said you are obviously paying her well and treating her well and she is happy. Don’t screw up her marriage. Be more careful and try and leave her with some desire to fuck her husband because he has complained to my other daughter’s husband that since she has worked for me their sex life is about 90% less and she is clearly not happy having sex with him.

My secretary at that point came in with the tea and her mother acted as if she had not said a word and just chatted generally. I did not know whether to mention anything but decided her mother was an ally and would calm down my secretary’s husband provided we were not caught. So I continued the pleasantries and kept quiet.

Loving it :) Keep them coming!

Thoroughly enjoying this thread. Looking forward to the next update :)

Your tale was so exciting, and erotic. It's a fantasy I'm sure many of us dream about. I have really enjoyed each and every adventure, each building up the suspense of what happens next, and my imagination was running wild as I pictured that delightful girl teasing you so much. It's very rare that a story gets me hard, but yours definitely does.
Thank You.

Keep them coming
 

Superb, really enjoying your experiences with this delightful and sexy secretary of yours. So happy that she is experiencing proper knicker wetting sex now with you. No girl should have to put up with 'wham bam thank you ma-am' sex, the husband doesn't know what he's missing,

Part 16 - My Secretary and the waitress
 

I have mentioned before how we had become friendly with a waitress in our local wine bar. I would love to describe threesomes and riotous sex with her but there has not been any.

However, we have flirted with her shamelessly and she has participated. My secretary, virtually every time we are in the wine bar and it is quiet, hitches up her dress so that she can see she is wearing stockings and suspenders and no underwear and often will stroke me when she is talking to us. Usually through trousers but sometimes she unzips me and fondles my hard cock directly. Never pulls me out but it is obvious what she is doing.

I have fingered her to climax a few times and the waitress has always stayed to watch and has a huge smile when my secretary tries to keep the conversation going whilst she is climaxing from my fingers.

She has told her my fingers could make a stone orgasm and my tongue is amazing. She has told us she is engaged and happy with him but she has said she is fascinated by our dynamic.

We have had one experience with her. It was my birthday and my secretary invited her to celebrate with us. No expectations about sex but she promised her great fun, food and wine. The only condition was that the waitress had to wear a dress and stockings/hold ups and had to prove at some stage in the evening that they were stockings/hold ups and not tights.

She agreed and the night was set. Cocktails at the Savoy, a great dinner in a cosy restaurant and late night drinks were agreed upon.

She turned up in a little black dress and so did my secretary. They had obviously co-ordinated their clothes. They both wore a plain gold necklace and black nylons. I quickly discovered my secretary was wearing black stockings and no underwear but I was respectful of the waitress and did not ask or allow my hands to wander.

Cocktails at the Savoy were superb. We drank three in quick succession and were in a great mood. We had fun. We chatted mainly about our time together and how it had started and the waitress asked many questions and seemed genuinely interested.

We left the Savoy for the restaurant and in the taxi the waitress slid up the side of her dress to prove she was wearing hold ups. We all laughed and the mood was great.

In the restaurant we had a booth and my secretary insisted we all sit on the same side with me in the middle. My secretary went in first and as she sat down she hitched her dress to her waist so I would have full access. The waitress gasped but we reassured her nobody could see. The table cloth was long and we were both next to her.

I explored throughout the meal but made sure it was gentle and occasional so that the waitress did not think she was a third wheel. Two bottles of wine later and the alcohol was affecting all three of us and we were laughing and giggling constantly.

My secretary then said she needed the bathroom and as is usual both women went together. I did too but was back before them. When they returned my secretary said they were changing places and to my delight and surprise the waitress hitched up her skirt to the waist and sat down. I had the briefest of glimpses as she quickly sat down but I still saw that she was wearing hold ups with a lace band, no underwear and there was a thin pencil line of hair leading up an inch from the top of her pussy.

I looked across at her and smiled. She said she had never done anything like this before. She was not going to fuck me or even touch me but she had masturbated so many times to the stories my secretary had told her that she had to experience some of the fun. I could touch her but no kissing. I looked at my secretary who was beaming and mouthed “happy birthday”.

I ordered a bottle of champagne and the conversation continued as before except now my hand was wandering up the stockings of the waitress along the bare white skin to her exposed pussy. My fingers traced her pussy lips. She was already wet. I nibbled her ear and asked if that was allowed at the same time as my finger found her clit and caressed it. Mmm, she said, which I took as a yes and spent the next 35 minutes drinking champagne chatting to both women, stroking the waitress’ clitoris and pussy lips whilst my secretary had unzipped me and was fondling my cock casually. Every time the waitress was building to a climax I slowed down and teased her lips or caressed her thigh. The tables were turned and she was now struggling to maintain a conversation through shallow breathing and the build up to an orgasm.

I had my own issues though. My secretary knew what I was doing. She tried to time her stroking of my cock to my stroking of the waitress’s clitoris. We were all slightly drunk at this point and the timing was out. It was great fun though and we could not quite get off. The waitress squirmed and gripped my fingers but she was not quite there. I stopped. I thought this was just not going to work.

The waitress turned to me and said in a deep slightly menacing voice. Don’t you dare stop. I need this now. That focused me and I renewed my attention to her clitoris. My secretary slowed down my fondling and I concentrated on making the waitress climax. I did not have to wait long. Her breathing became more rapid. Her pussy started contracting. She was stifling a moan and then it happened. She convulsed. She really shook. Her face contorted and she just blurted out F…U….C….K and kind of slumped. She was loud. The people in the booth across heard and looked. But of course they could not see anything.

My climax was building too. My secretary had speeded up and was intent on me ejaculating. I tried not to but it was futile. I groaned and spurt after spurt jetted out of my cock. She caught most in her hand but some was in my underpants and a wet spot quickly formed in my trousers. She took out her hand showed the results to the waitress and then licked my cum off her hand and dried it with a napkin.

We were all silent for a minute and then the waitress said I need another drink. I gave her mine and ordered another bottle of champagne. We chatted as if nothing had happened. We laughed and had a great time.

Nothing more happened. I arranged separate cars to take us to our respective homes and that was the end of a fabulous night.

It was never repeated. We remained friendly with the waitress and flirted but she did not want to come out with us again. She said she had a great time and an unforgettable experience but at the end just before she climaxed she wanted my cock inside her. If we continued again she would want to fuck and that would screw up her relationship and impending marriage.

My secretary also did not want to repeat it. A lovely birthday present for me but she has been there. So aroused by my fingers that only a cock would do and she knew that the waitress would want me to fuck her and she did not want to share me with anyone else.

Part 17 - The new sofa part 1
 

One Monday the new sofa arrived. It was placed in the filing room.

When they arrived she had only a shirt on - no underwear at all and only two buttons done. We had not locked the door. We rarely have visitors and just did not lock the door and so when they walked in they had a good eyeful. Her shirt just about covered her pussy and bum but it was clear she was not dressed for work.

It was 2 middle aged guys and they stood and stared and then one recovered and asked where she wanted the sofa bed. He emphasised the bed. She directed him to the filing room and she followed them in. I went as well.

The sofa bed was covered in plastic and she asked if they could wait a short while whilst she took off the plastic and would they please take it away. They quickly said yes. They were enjoying the view.

She went over to the sofa bed and bent from the waist pulling at the plastic. Her shirt rode up and her very pert naked bum was completely visible. I was instantly stiff and guessed they were too.

She asked one of the guys to pull the plastic off the left side whilst she pulled it off the right and both guys rushed to the left hand side. Of course they were now seeing her bare breasts down her shirt and I could not see but I expected they could see her bare pussy too.

With all the plastic off she asked them to show her how to convert it into a bed which they did. She then jumped on it bouncing up and down. Her bare pussy was now clearly visible and they were mesmerised.

She said to me boss, you need to come and try this out and at that point I think one of the delivery guys was about to have a heart attack. Enough though I wanted to fuck her, I did not want an audience.

Later I said, these guys need to get back to their deliveries. Let me show them out, lock the door and then you and I can really try out the bed. The guys were smiling and as I showed them out, one of them said I will be thinking all afternoon about you two trying out that bed. I laughed and said whatever you imagine I promise you it will be even better for me.

It was but the detail will have to wait until my next post.

Part 18 - The New Sofa Part 2
 

I let out the delivery men, locked the door and returned to the filing room. My secretary was already naked, on the sofa bed, with her legs wide open and one hand rubbing a breast and the other rubbing her clitoris.

I am wet, honey and I want you to fuck me hard now she said. No delay just pull your trousers down and get inside me. So I did as I was told. I climbed on the bed undid my trousers and put my cock inside her. I was hard from her show and I just thrust away hard and rapidly. She was very wet but could still grip me and within a couple of minutes I knew I was going to cum. I pulled out intending to go down on her but she said don’t stop get back inside me. I did and started thrusting again but as soon as I did I could feel my orgasm approaching and I groaned just shooting my sperm inside her.

Sorry, I said but you told me to get inside. She laughed and said I wanted you to cum quickly. It will take you a while to get hard again and until you do you can touch and lick and bring me off many times.

Kiss me first she said, so again I did as I was told. I kissed her full on the mouth, our tongues probing each other’s mouths. I nibbled her bottom lip I kissed and caressed her neck and ears and then I moved down between her legs. I spread her pussy lips and just explored with my tongue. Her outer lips, her inner lips, her clit. They all were lavished with attention. Her breathing increased, she started to writhe, I had her attention now. I focussed more on her clit and she produced even more juice. My face was very wet and she was writhing noticeably now. The moans were starting, she was enjoying it and I had no intention of stopping but wanted to last it out. She was either hornier than I thought or I mistimed it because she shook and groaned loudly. Her first orgasm of the day.

I did not stop. I wanted her to have more and I just continued. She continued moaning. I wanted her to have a second one but it was not happening yet and so I varied the pace, I teased I probed and the I found the right spot and the right rhythm and she became very vocal. Yes, yes yes, that’s it don’t you dare fucking stop. Yes yes yes. She climaxed with force. Her legs gripped my head as she did and she said stop. I need a break.

We cuddled and kissed. I played with her hair she ran her hands over my chest and we talked. I needed that she said. My husband fucked me twice last night. Trying to prove a point. I did not climax once despite thinking of all the things you do to me. I ended up going to the bathroom and finishing myself off.

I do not want to get out of this bed today. I need you inside me again so let me get you hard again and I will get on top. She did. It took about 20 minutes of using her hand and mouth before I was hard enough but she did it. She got on top of me put me inside her and used my hard cock as a dildo. She just thrust down on me and back up fast and repeatedly. She was breathing hard and so was I. She climaxed first but did not stop until I did. It was so good I could not think of anything but how good it was. She had done all the work but I was exhausted.

She got up and went to her bag and then came back. Go to the bottom of the bed she said and watch me. I did and she took the handle of her hairbrush and put it inside her. She thrust it in and out. She pressed it against her clit and teased around her lips. She had a good rhythm established. She quickened her pace and I could see that she was building up to a great orgasm. She did. She shook she groaned she gripped that hairbrush like it was in a vice.

I was hard again but she said she needed a break and so she spent the next 20 minutes sucking me and playing with my cock. I was not about to cum and her jaw was aching and so we just cuddled. I fell asleep and she woke me by sucking me before she had to leave to go home. What a way to wake up. This time she just continued until I spurted and she swallowed every drop.

We kissed again and she cleaned up and changed into her wife clothes to go home.

Another great day at the office.

Part 18 - her father in law
 

This is not about my secretary and me. This is about her father in law and is as she told it to me.

She and her husband met in school and have been together ever since. His mother and father are divorced and he is close to his father.

After they had been dating about a year his father offered them to go on holidays with him and paid for it. It was 2 weeks in Majorca. They had one room with two double beds and the father was happy for her and her then boyfriend to share a bed.

Like all teenagers they were always horny and they would have sex in the morning when the father showered. Again in the afternoon by slipping back to the room and in the night she would give him a handjob in bed trying to be quiet with his father in the next bed.

She noticed his father looking at her sunbathing at the pool. She was topless like everyone else. She was uncomfortable at first but became used to it. When her boyfriend rubbed in sun tan lotion the father looked even more but she decided it was harmless.

A few nights into the holiday his father was quite drunk and fell asleep as soon as they went back to the room and she gave in to her boyfriends demand for sex. She thought she saw his father looking but could not tell.

Nothing was said the next day and again the father fell asleep quickly. Her and her boyfriend had sex again and whilst the father was sleeping facing them she did not see his eyes open.

By the end of the first week sex when they came back to the room was the norm and she did not think any more of it until she looked across and his father was clearly masturbating under the duvet watching them. She told her boyfriend who was about to climax and he ignored what she said.

The next day she spoke to him and asked him to speak to his dad. He did and said to her that his father was horny. He had heard and seen them every night. He had seen her topless every day and he was not harming anybody so why not let him watch and masturbate. After all, he was paying for the holiday and he could not be expected to leave the room.

She was not happy at this but went along with it provided they stayed under the duvet. That night as her boyfriend was thrusting inside her she saw his father sitting on the edge of the bed stroking his cock looking at them. Her boyfriend continued thrusting and the sheet came down and her breasts were clearly visible. At that point his father grunted and ejaculated into his hand. He stayed watching until her boyfriend grunted and stopped thrusting.

The next night her boyfriend removed the sheet. She knew then that he had arranged this with his father. She was on her back naked with her boyfriend thrusting inside her and his father was stroking his cock watching them. Her boyfriend ejaculated and pulled out. As he did so he moved her legs to the side so that they were splayed wide but facing his father. His father went to the edge of their bed to get a closer look and as she felt her boyfriend’s cum ooze out his father ejaculated all over their sheets.

This happened every night thereafter. His father did not try to touch or ask her to help him but he moved very close and ejaculated on their bed.

She still resents the father and her husband for this. She felt used and ashamed of what happened and realised that her husband had arranged this with the father.

The good Friday
 

It was a busy 10 days. Year end deadlines meant we were constantly busy from 8:30am to 9pm. We had time for good morning and good evening kisses but nothing else. We finished late on a Thursday night and I said Friday would be a sofa bed day.

When I arrived in the office on Friday morning she was already under the duvet on the sofa bed. She stood up, kissed me,and told me to get undressed whilst she poured me a coffee. She was completely naked and had freshly shaved her pussy. Despite seeing her naked hundreds of times I was still mesmerised.

I lay on the bed and she handed me a cup of coffee. I took a sip and she took my cock in her mouth and started sucking. I was hard in seconds. She stopped, climbed on top of me, put me inside her and slowly rode me. She was very wet and tight. I have been gently playing with myself waiting for you she said. I did not want to waste any time.

As she said this she moved faster. She was also contracting her pussy muscles gripping and releasing me. I don’t think I lasted a minute before I shot a huge load into her. She climbed off, kissed me and said drink your coffee while I cuddle you and chat. So I did and we did. A leisurely time. All along she was intermittently stroking my cock which was responding to her efforts.

She climbed on top of me again but this time her pussy was above my face. Whilst she sucked my cock I explored every inch of her pussy and this time she was quickly breathing hard and fast and on the edge of an orgasm. I continued and she had a big climax.

She resumed sucking me but I stopped her. She was soaking wet from her juices and my cum and I wanted to go deep doggy style. So I did. I really pounded her as hard and fast as I could manage. For whatever reason I was not even close to climaxing myself and I just kept going. She climaxed again but I continued. I was short of breath and slowed down a little but kept pounding. She was writhing and pressing hard against me, moaning with pleasure and imploring me to fuck her harder and faster. I did and she was on the brink again. Oh fuck, don’t stop, don’t stop, don’t stop she shouted and with that let out a deep groan and climaxed.

I was still hard and not ready to cum but could not manage any more. So I pulled out and we cuddled and she stroked my cock lazily whilst we talked.

She turned on her side and said put the tip in and I did. I lay still and she just gripped and released me slowly and lazily. It was just the head of my cock and it was fabulous. Every time she squeezed I could feel that I was getting nearer to ejaculating but not quite. After about 10 minutes of this I needed to cum and started thrusting she said don’t but it was too late. After the second thrust I was over the edge and had placed another deposit in the bank of secretary pussy.

It was only noon and we still had the rest of the day.

To be continued ………

The good Friday - Part 2
 

By this stage I was tired. We lay down and cuddled and chatted. We talked about how good this was. She said she was worried at first that she become a prostitute. But she no longer thought that. She said she cared for me, I obviously cared for her and whilst neither of us wanted to mess up our marriages she did not want this to stop either. I assured her that I agreed with her 100%.

She said it is difficult at home and with her family. She rarely has sex with her husband now. Partly because she is worn out from her times with me but also because it us boring and unsatisfying. I said she should be careful because he is so suspicious. She said don’t worry I will wank him off or give him a blowjob most nights. It takes 2 minutes and so and I don’t have to clean myself up again.

She also said her mother was distant with her. It was not having sex with me it was because of the money she was receiving. She did not want to think of her daughter doing that for money.

Her older sister repeatedly says she wants to meet me and perhaps she could work for me part time too. Not happening she has told her but she is becoming more insistent and hinting that I might like a change or a threesome. She said she denies everything but sister does not believe her.

I asked if she had told anyone and she said not directly but had said how kind and helpful I had been to her to her best friend.

She cuddled in and started playing with my cock. It was limp and nothing was stirring. She said she was still horny and so I said play with yourself for me and she did.

She sat at the end of the bed, spread her legs wide and circled her clit with one finger. Very slow but direct. She massaged her breasts with her other hand and all the time looked me straight to n the eyes. She kicked her lips with her tongue and continued slowly rubbing her clit and massaging her breasts.

She stopped. Came over to me deep kisses me and then went back to the end of the bed. She increased the pace of her finger on her clit. Still slow but more direct. This continued for about 20 minutes. Her breathing quickened and became more shallow. She then placed three fingers inside her rubbing the roof of her pussy and increased the pace substantially. She used her other hand to rub her clit and both hands were moving fast now. The fingers inside her were quite violent in their movements and the moans coming from her throat were loud and animalistic.

Her face was becoming contorted,her hands were a frenzy of movement and her breathing was very fast and shallow. Long moans were coming out of her mouth and this was going to be an explosive orgasm. She let out one long scream, her body just shook and convulsed and all she could utter was an elongated f u c k.

She came over to me and deep kissed me again and said - this has to be the best job in the world.

To be continued…….

The good Friday - Part 3
 

I must have fallen asleep because a couple of hours had gone by and I was unaware. She was still cuddling me but I felt strange. Disoriented, woozy and definitely not right. I started speaking to her but she said I was slurring my words and she freaked and called an ambulance.

She dressed me, which was hard because my hands and legs were not co-ordinated and I was half dressed at the edge of the sofa bed when the paramedics arrived. She told me later she had knowing looks from the young guys as she had thrown her dress back on. It was very short and she had not had time to put underwear on and so it was obvious what we had been doing with us both not properly dressed and me sitting on a disheveled bed.

They did some quick checks, put an oxygen mask on me and said they were taking me to the hospital. She put her boring mummy clothes and her underwear into a bag and came into the ambulance with me.

At the hospital as I was hooked up to the machines and she changed out of her fuck me clothes into her mummy clothes and waited until my wife arrived. When she did she said her goodbyes and left.

I was obviously unwell, my blood pressure was very low, I was still slurring my words but there was no sign of a stroke and my ECG was fine. I was worried my wife was worried and I kept thinking some nurse is going to say something about being brought in by a young girl wearing next to nothing. But nobody did and when the blood tests came back it was clear that I had had a massive infection and so IV antibiotics were ordered.

By Monday the scare was over, I was getting back to normal, the doctor was intending to change me to oral antibiotics and discharge me the next day. However, my secretary knew nothing of this. I left the office without my phone and my wife knew nothing of my relationship with my secretary and so did not think to tell her anything. She had rung the hospital but the hospital would not tell her anything.

Around noon she came to the ward to see me. Visiting time was at 3pm but she could not wait. She said she had imagined all sorts, heart attack, stroke she had no idea. She knew you could not die from too much sex but she joked I was an old guy so who knew what the effects were.

We were both relieved I was ok and she climbed on the bed for a cuddle. One of the nurses came in and she got off the bed and sat back on the chair. The nurse was not amused but it felt good.

After the nurse had gone I asked her to get back but she would not. She said too risky. What if my wife came early or if the nurse said something. We debated this and I asked for a blowjob but she she said she was not comfortable and she just wanted to make sure I was OK. She said she had better go and leant over to give me a kiss. As she did I grabbed her ass and the kiss was a long and passionate one. She moved away and looked me straight in the eye and said. Get well soon, get back to the office because you owe me another day in bed as you ruined the last day by getting ill.

Saturday shopping
 

I became obsessed with the thought of fucking her after her husband and with him fucking her after me. I wanted her to be wet from his sperm and vice versa.

She was not at all keen. She thought he would find out about us. He was already very suspicious. I said it just needed careful thought and planning.

I worked on various ideas all of which she dismissed but one idea she thought would work. The following Saturday she would wear a skirt and no tights or stockings and would let him have good flashes of her bum and thigh. He always groped her on a Saturday morning before she went to the supermarket anyway but this time she would let him fuck her before she left.

Instead of going straight home from the supermarket she would go to the hotel next door and come to a room I would have pre-booked. Fuck me and then go home to him and let him fuck her again.

The plan worked wonderfully. He was horny when he woke up and she played with him but said they had to get breakfast. She showered and changed into a skirt, and whilst making the coffee and breakfast his hands roamed everywhere.

After breakfast she bent down to load the dishwasher. She knew he could see her tiny thong and that was enough. He kissed her and stuck his hand up her skirt. She was already wet from thinking of what was going to happen and unzipped him and told him to be quick. He was, about 5 thrusts later he grunted and ejaculated inside her.

She grabbed her car keys, told him to tidy up the kitchen and if it was all done when she came back he could finish what he started.

She did a quick shop. She said she thought his cum was dripping down her legs but it was not. Some had come out into her thong but it was not a big mess. She said she wanted a quickie with me. She could not be late back and this whole thing was a treat for me.

She unzipped me, took me into her mouth and worked her magic. I was straining hard at both the thought of what was going to happen and the skill of her blowjob. She laid flat on the bed, opened her legs, pulled her thong to one side and said fuck me now fast. I did. She was sticky with his cum and very wet. I was extra hard just thinking that he had pounded her a short while ago and it was his juice mingled with hers. She squeezed with her pussy muscles as I thrust fast and hard and very quickly I groaned loudly and shot a load of cum in her. She stood up, pulled her thong back in place, kissed me on the cheek and left.

I had to wait until Monday to find out the rest. She said she went back home, the kitchen and living room was immaculate. He was sat in the living room and when she went to kiss him he put his hand up her skirt and inside her pussy and swirled his finger in my cum.

He had no idea. He said you did not clean yourself up. She said no I thought you might want second helpings. He did not need any other encouragement and thrust into her on the sofa there and then. He did not last long and he soon shot a second load into her.

She said it was an interesting day. She was horny but unsatisfied. His two fucks and mine in total lasted less than 5 minutes and she did not even get worked up. She did not bother masturbating afterwards as it hardly seemed worthwhile.

She was glad I lived out my fantasy but she did not want to do it again. After the initial excitement of doing the plan it did nothing for her. Afterwards she felt used. Strangely, not by me. She and I had spent hours fucking constantly ensuring we each were totally satisfied and this was a fantasy for me to enact. She knew she was doing this for me. Her husband bore the brunt of her anger. He was happy to thrust away for a minute or so deposit his cum in the pussy bank and let her go shopping. On her return he did the same thing. No attempt to kiss or cuddle let alone try and satisfy her. She was a pussy for him to thrust into and a receptacle for his sperm. He is a selfish bastard.

Of course telling me all this had the desired effect. I held her, I kissed her and I made sure she felt wanted before getting between her legs and teasing her clit with my tongue. She deserved attention after Saturday and I made her beg for my cock to be inside her. As the gentleman I am, I acceded to her request and after 3 orgasms from my fingers and tongue I pounded away with my hard cock. I could not get her to a fourth orgasm as it was too much for me and I shot another load but I held her tight and talked to her and caressed her hair and back and she did not seem to mind at all.

No more fun that day though. There was work to do which did have to be done before we left for the day and we had to content ourselves with the occasional kiss and hand hold whilst we did what needed to be done.

Not good news
 

Big news for secretary 4 yesterday. She has decided to stop our sexual arrangement. Not completely yet, but I am on notice.

Nothing bad has happened between us, quite the reverse we are as good as ever but she has changed. She has made enough money for the house , she has a good amount of savings put by and she has decided she wants another child.

Obviously our fucking has to stop, she wants to ensure the child is her husband’s. We have talked about it and we have agreed oral and hand jobs only until pregnant. Once pregnant we can fuck again but she is going to take at least a year off after the birth.

She says she wants to come back afterwards and continue our arrangement then but I think it is too soon to make definite plans. I am happy for her but said that it will stop.

Everything is uncertain at this point. She realises that it will be hard for me to give up what I have but she is not keen for me to replace her as she wants to come back. Confusing times.

Some of your other secretaries?
 

How about sharing some of your earlier adventures?

would love an update
 

Hope all is well.

Would love an update!