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Old 08-11-2022, 02:32 PM
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Default Mature women, senior women, cougars ETC.

I would like to hear some stories and possibly pictures of senior women (mature women. No rule on age limit). I would love to hear any stories you have. The reason I am asking about this is because I am beginning to get older now and I often find myself wondering about my sexual activity in my senior years. I have always had a fascination about swinging and or wife sharing. I still have that strong desire as of right now. But it does not necessarily have to be about swinging and wife sharing. Any story about older women will do. I will start the thread with my own story. I do not have long list of these stories and also unfortunately I do not have any pictures of my adventures from over the years. I only have a few so here is my first story about an older woman. If this thread gets plenty of activity I will post more stories later.

When I turned 30 years old I was training horses for a living. I met many very rich people from all over the world. One of which was a woman named Gloria. Gloria was at the time, I do not know her age because she would not tell me but told me she had kids much older than me. She looked very much like Elizabeth Taylor in her older years. Gloria was from Australia. I could tell she was interested in me but I was oblivious to her wanting to have sex with me. She was visiting my town and had a motel room she said she was interested in seeing my horses. Clueless I said sure, I’ll pick you up and bring you to my house to see my horses.

While we were out looking at my horses, she kept making jokes about sex and how cute I was. (Still clueless) It was hot outside and we were beginning to sweat. She was wearing a dress and I noticed she was not wearing a bra and I could see her nipples through the material. She grabbed her dress pulled it up almost to crotch level and started waving it. She said it is a good thing I am not wearing panties. That was where I clued in. We decided to go back to her motel room and she asked me to stop a liquor store to pick up some wine. Now remember Gloria was ultra-rich. She owned properties in Several different countries and owned something to the nature of 200 very expensive horses.

I told her I didn’t have enough money to buy the wine she was wanting she said don’t worry, you don’t need to pay anything and I’m going to take good acre of you tonight. I said OK and when we got back to the motel room, I was trying to open the wine and pour us some wine but she didn’t let me finish. As soon as we walked into the motel room it was almost as if she changed into a completely different person. She barked at me in a very commanding voice, Get your clothes off you gorgeous bastard in her Australian accent. Now get on the bed! I did as I was told. In a verry aggressive manner of which I had never seen, she came over to me and stood up on the bed and straddled me while standing. She walked up so that I could see up her dress. Her pussy was shaved at the bottom and still had a patch on the top. Now this is in the early 90s so that was common.

I had never been in this situation before when the woman was so aggressive and dominating. All my life I had been the dominate one. On one had I was a little scared and on the other hand it was a very big turn on. She still looked good for her age but I was used to being with women much younger than me. So, this was my first cougar. She squatted down over my face and grabbed my hair on top of my head and pulled it to her pussy and said, LICK IT! I did as I was told. She let out a very loud moan and said that’s a good boy. She stood back up and said take my dress off. I done as I was told. She was just a little bit over weight and she had these very big, I think DDD tits with nice areola and a nice figure. I could see a little grey in her pubic hair. I nice salt and pepper look. She told me to lay back down and she grabbed my cock and started sucking it with enthusiasm.

I was enjoying her blowjob because he was very good at it. She jumped on top of me and put my dick in her pussy and rode me hard. After a little while she went from pumping to rocking on me and when she did she let out a very loud orgasm. She said since you gave me what I want now you can gat anything you want. She laid down beside me. I was a little shy and afraid to let her know what kind of hidden desires I had. So, I just said I wasn’t sure. She said, Well, let me tell you everything I like, then you pick one out all the things I like to do. I said OK. She named off a list of many things but all I remember was the first thing she was, I was I like anal. She said a few other things I remember like golden showers and a something about being spanked. There was a long list but that is all I remember. So, I jumped on the anal thing. She said, you got it. She bent down and put my dick in her mouth but she wasn’t sucking it she was lubing it up.

I remember how she jumped on top of me and guided my dick into her asshole. Every single time before with all with women before her it was take your time and go slow when doing anal. Not with her. She just sat down on my cock and it slid right in and she went to pumping. It didn’t take long until I came and when I did, she said that’s a good boy. At that point I was about to get up and she said, NO, you lay back down! I did as she told me. She said you are not leaving. I am not through with you. She went to the bathroom and came back with two wash clothes. One hot and one cold. She cleaned my dick with the hot cloth even though I didn’t see anything dirty on my cock. She then cleaned it again with the cold washcloth.

She laid down beside me and we talked for a little while. She told me how she got so rich. She said she was so damn pretty when she was young all the men from around the world would pay her handsomely just to be with them. She became an equine geneticist in college that some rich man paid for and some men gifted her with money which she never spent. She either put the money in the bank or invested it. And they gave her very expensive jewelry which she promptly sold and put the money in banks around the world. Being in the horse world made her be able to meet some of the richest men in the world and all of them spent money on her just to spend time with them. She was gifted expensive horses and houses in several countries and of course cash. She did have a very charming personality. I could tell she must have been some kind of treat when she was young.

After talking she said I’m ready to go again, are you? I said sure. She put my dick in her mouth and worked on it until it was hard again. She told me to stand up next to the bed and she got on her hands and knees and backed up to me said I want you to fuck me as hard as you can and do not stop until I tell you too. I put my dick in her and went to town fucking her as hard as I could. She was loving it and making lots of noise and screaming and hitting the bed with her fist and grabbing the covers. I was going hard and I was starting to get winded. I was in shape but there is only so much a guy can do. I was about to lose my hard-on from exhaustion abut she finally came with a scream and fell forward on the bed.

Finally, I laid down and was catching my breath and she crawled up next to me and put her head on my chest and said you were a good boy again. Again, you get anything you want. Again, I was scared to say anything. I guess she sensed I was afraid to say anything. She said, look, I have been around a few times so you are not going to offend me. I did not really know what to ask for so I didn’t say anything. She said, here, let me suggest a few things. She said did you like fucking my ass? I said yea. She said, do you like golden showers. I didn’t say anything. I guess she must have seen a look in my eye. She said Well that is what we are going to do. She started sucking my dick again until it got hard and she said I want you to jackoff and don’t stop. She then straddled me and positioned her pussy just about my dick. Just as I was starting to get into it, she started peeing on my cock. I had never done that before so at that point I came and was shooting all over my stomach.

She went and got another washcloth and cleaned me up and as soon as she was through, she said it is time for you to leave now. I never did see her again but we did keep in contact through mail. One day about the year 2000 I did not receive anymore mail form her. I guess she may have passed away. I hate to think of it but I do not know how to get in touch with her other than the P.O. Box in Australia.
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Old 08-12-2022, 08:16 PM
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nectcouple nectcouple is offline
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I've posted stories here about my 58 year old wife and the times I've shared her with a friend of mine, but I don't recall if I've shared this recent visit...

Jim got to the house around noon as planned. I answered the door and greeted him. Tammie was right behind me to give him a hug and a kiss on the cheek. We moved into the living room and talked for about an hour. Tammie sat beside me on the leather couch while Jim sat on the matching love seat to the left of us. The seats sit at 90 degrees to each other to encourage conversation but eventually, when I went to pour myself another coffee, Tammie moved to sit with him on the love seat.

Tammie was wearing a robe over her clothes since it was cool in the house and we sat and talked about the weather, guns, his new jeep and his boat and whatever else and just got caught up. All the while, Tammie gave him a hard time about how long it had been since we'd seen him, too, lol.

Eventually, we got to talking about massages and chiropractors (I've never gotten a professional one of either) and as we relaxed and got more comfortable, Tammie threw her legs over Jim's lap and he started rubbing her bare shins. I noticed him slowly working his way up her exposed legs up to her knees I knew he wouldn't be able to help himself and sure enough, he occasionally worked his way over her knees while we talked and that is actually pretty amazing because Tammie has extremely ticklish knees and no one except me (and only occasionally...if she is very relaxed) can touch them without her jumping out of her skin!

Anyway, I watched them as we talked and I remember we were talking about our edc's and he took his out and emptied it because it was poking him in the side and we didn't need any accidents! His is a small HK, about the same size as my S&W Shield which I’d left in the bedroom. I got up to go grab mine to show him and I noticed his hands were up to Tammie's thighs, under the hem of her robe. I could see her bare legs and although I didn't know what she was wearing, I wondered if she was wearing shorts or just her panties under there.

When I came back out of the bedroom with my empty Shield, Tammie was in the same position with her eyes closed. His hands were under her robe, massaging her thighs but he stopped, took his hands out of her robe and took my Shield to compare the two guns.
After we were done examining both and comparing them, I went back to the bedroom to put mine away. Returning to the living room, I sat on the couch and the three of us continued to catch up.

I noticed that Tammie had laid back against the arm of the love seat and Jim's hands were back under the hem of her robe, massaging high on her thighs. I knew that at least occasionally he had to be bumping against her crotch and I wondered if he was occasionally rubbing against her panty covered pussy or even moving her panty aside to play inside it.

Tammie joined the conversation less and less and her occasional sigh or groan gave me a clue to what he was doing to her as we talked. I figured he was rubbing the crotch of her panties with the back of his hand and getting her ready. I knew they both were getting turned on by it and I was getting turned on by watching.

I already knew Jim had gotten laid only once in the last year thanks to his wife's issues and the fact that we hadn't been able to together at all, so I knew we was enjoying the playing he was doing. What I didn't know, is that Tammie was wearing a short nitie under her robe and no panties at all! He was having fun stroking and playing with her pussy as he held up his end of the conversation. Tammie tried to join in the conversation, but had a harder time while she was getting her pussy fingered. If she didn't have her eyes closed, she was looking at Jim as he and I talked.

(I talked to Jim later and he told me he had no idea she wasn’t wearing panties until he discovered it on his own while sitting there stroking her legs. He said he felt the back of his hand touch her crotch and although he felt her heat, he still didn’t know until I went back into the bedroom the second time and he turned his hand over and felt her naked and shaved pussy lips) Anyway, I saw that Tammie was squirming around a bit and she eventually she decided she'd suffered enough and said, "Alright, guys. What's next?"

I suggested that since he had already started a massage, we should go to the bedroom where he could continue it properly so that's what we did. We went to the bedroom and she and Jim spent a few minutes undressing, kissing and exploring while I took video on my phone. I actually wanted to set up my video camera but I’d forgotten about it and it wasn’t charged or ready to go, dammit!

Tammie dropped the robe and I finally saw what she was wearing, although I still didn't know she had no panties on until she got up on the bed. When I saw that, I suddenly knew what Jim had been enjoying in the living room.

Tammie got Jim naked as I was undressing and then she laid down on the bed and he began to massage her back and shoulders. She says she likes my style of massage but she loves his big hands.

I kept videoing and he eventually climbed on the bed and continued to massage her. He had a hard-on, of course, and he couldn't help but drag it over her back and butt, leaving a glistening pre-cum trail behind. She held and stroked his cock whenever it was within reach and whenever I got too close to the action, she'd grab or even suck on mine. She's good at keeping us both hard and ready.

I kept going back and forth from recording them and getting my dick sucked on, while Jim concentrated on massaging and playing with her body. She sucked on him whenever she couldn't reach my cock and his massage got more and more sexual.

He climbed in between her thighs and continued the massage and I saw that his cock kept bumping into her pussy and ass every time he leaned forward to massage her shoulders and neck. She kept lifting her butt to encourage the contact and wiggled it whenever his cock met her pussy.

He eventually gave up the massage, grabbed her by the neck and shoulders and drove himself into her and I heard her groan. As he started fucking her slowly, I continued to video for a few minutes and then climbed up by her head so she could continue to suck on me.
I took over the effort, grabbed her by her hair and began to fuck her mouth, which she likes a lot. Before he could cum in her, he stopped and pulled out. I pulled out too and took over in her pussy while he moved up on the other side of her head. He turned her head and let her lick her juices off him before he started fucking her mouth like I had been.

We traded off a couple more times until I decided to get more video of it all. Tammie's pussy was starting to get red and I lost count of how many times she orgasmed, but it was pretty obvious when she did. She’d orgasmed on my cock a couple of times and I know she did on Jim's cock too. My cock head is bigger than his but he has a wider root to his shaft than I do. Tammie loves them both and loves that although they're about the same size, they're different like that. Of course, we use them different, too. Probably because he's so sexually deprived, he fucks a lot harder and more urgently than I do. I'm calmer, although just as urgent at the end, of course.

Anyway, when I decided I wanted more video, I was in her pussy and I went for it and unloaded hard inside her. I kissed her neck and then pulled my wet, but still hard cock out of her. Jim went back to her pussy and drove himself into it and took up where I left off. Before I went to the dresser to grab my phone, I went back to her head so she could suck my cock clean…another favorite of hers.
I must have videoed for another 30 minutes as they fucked in a number of positions. Jim has a lot of stamina, which always amazes me considering how little he actually gets to have sex. (He admits to masturbating at least once or twice a day though, so that helps, I suppose.)

Anyway, believe it or not, just as I was beginning to wonder if he was having problems cumming because I was there with them and videoing, our dog started whining at the bedroom door! So, for both reasons (...my suspicion that he was having issues that I was there videoing and to shut the dog up) I shut off the video, grabbed my pants and left the bedroom. I took Byson to the living room and sat there with him and less than 10 minutes later, I heard them open the bedroom door and come out.

Jim had his pants with him and went into the bathroom to clean up. Tammie asked me if I was okay. I told her why I left and she told me that Jim started and stopped a number more times to prolong it until he couldn't hold out any longer. He pulled out of her pussy eventually and sprayed his cum all over her tits and face. Then she said her pussy was sore thanks to the two of us, lol!

Jim cleaned up and came out of the bathroom dressed to find me wearing pants and holding and kissing a bottomless Tammie. I was squeezing her naked ass and pulling her cheeks apart for his viewing pleasure, lol.
He visited for another 20 minutes or so and then left.

Btw, I talked to both Tammie and Jim afterwards about him not cumming inside of her despite him having had a vasectomy and is safe. Jim said that he sometimes has trouble cumming inside her because the guilt of his cheating on his wife gets in the way and fucks with his mind so he pulls out and has to jerk off to finish. I guess that explains it. It’s kind of what I figured although I also thought maybe it was because of my presence there. Tammie says he's only cum inside her once before, even when they’ve met alone so I guess that fits. But that's also why I never get silky seconds, too!

Lastly, I'd let her fuck whoever she wanted to but luckily for me, she doesn't want to fuck everyone in sight! She has expressed a desire for a third guy, though, so we’ll see what happens there!

EDIT: I looked for a photo to add but all I have are hardcore photos and vids, which I cannot post in this section.

Last edited by nectcouple; 08-12-2022 at 08:29 PM. Reason: Addition
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Old 08-13-2022, 01:43 PM
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WOW! That was a great story!
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Old 09-27-2022, 08:34 AM
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Many of you will have seen photos I've posted of Amelia. We've been acquainted since 1998 and intimately so since (I think) 2003. Amelia is 17 years older than me - and I'm now 60. As those similarly 'afflicted' will appreciate, it's quite hard to indulge your toyboy fantasies at this age, even though many of them haven't really moved on since I was in school!!!

I LOVE showing or sending her the comments that are put on her photos. I think it does two (selfish) things for me; one - it emphasises the control thing because it confirms that her naked photos are being seen all over the world and two - hopefully - it increases her confidence and confirms that guys DO want to see her naked etc!

I suppose there's also a certain level of narcissistic pleasure in it for me too because she's mine and I get to hear how much other guys want to play with her or use her.

She's always been submissive to me to some extent - even before she knew what it meant. Amelia is one of those archetypical submissive women who presents as a stroppy mare to the rest of the world, always in charge, always in control and 'don't give me any shit' but behinds closed doors, that all drops and she loves to be 'made to do...'!!

That said, it never been the kind of D/s that often verges on abuse. My thing is simple; 'It's not about making you do things you don't want to do - it's about finding out what you WANT to be made to do'! Most women of that 'persuasion' will have things they've long wanted to be 'made to do'!

We worked together for probably ten years i which time she ascended to Head of HR. It would have made for an 'interesting' disciplinary' if it had some to light that the Head of HR has sucked me off in the main meeting room or that I'd fucked her arse over her own desk - amongst many, many things we got up to (and got away with!) at work.

One thing I did in the every early stages was to ban her from wearing a bra to work. It was a little bit of a test from me and she complied. She had a thing for flimsy, flamboyant fabrics which were inevitably semi-see through and with her huge nipples, her braless state was pretty much continually obvious to everyone. The guys in my office would often comment on it - having no idea what was going on between us. I often wondered if her husband noticed the change in her and her attire? I doubt it - she once suggested that he wouldn't have noticed if she'd been naked - and one one occasion, pretty well proved it (another story).

She 'managed' the bra ban in typical Amelia style though - she just bought a bunch of bras which left her nipples exposed! You can see a few in one of her galleries. She rang me and called me over to her office one day; "I've got something to show you" and as I walked through her door, she spun her chair round to show me her open blouse - and beneath it, a completely open bra!

Touche Madame!

She also knew I had a thing for women's feet so on occasion - especially in the summer months - she'd come across to our office in bare feet, knowing damn well how much it would distract and disturb me!! She extended this by keeping a pair of thong sandals under her desk so whatever the weather, she could wear them at work and tease me (the ones in the outdoor photos).

I did try to get my own back one day. I started work a little earlier than Amelia and I'd hatched a plan. With careful timing, I managed to shoot a load of cum into her sandals just as she arrived at work then went back to my desk as she came in. I knew she'd put her bag down and change her shoes and loved the thought of her sliding her bare foot into my still-warm cum.

She rang me, called me over and as I went into her office, spun her chair round, flexed her sexy, spunk-covered feet at me - saying nothing - and went back to work! Once again levelling up...!

Over time, her love of cum became more and more apparent. She sees it as her reward for dong a good job! She also sees it as a little power trip because to her, that means she's finally taken control from me, whatever the context - and often, she's right!! I visited her some months ago - when I'd bought her the magnetic balls for her nipples - and we were playing with them in her kitchen. She was topless and I was basically adoring and enjoying her tits. I slid her trousers down and she stepped out of them. Now I have a major weakness for her thighs - always have had - and one thing I've always wanted is for her to wank me off onto a pair of black, lace-top hold-ups! I digress....

So I sort of slid to the floor, still playing with her tits, fondling her and stroking her thighs. In her usual way, she parted her legs and she was as wet as anything - as always - and I found myself very simply wanking myself silly at the feel of her skin. She stepped out of her trousers and her sandals and I had one arm wrapped around her thigh while I 'enjoyed myself' with my other hand.

In no time at all, I was spunking over her bare feet and she was grinning like the proverbial Cheshire cat!! So much for the Dom in me!!

She can do that though - with remarkable efficiency!! It happened a few weeks ago. I TOLD her as I put the butt plug in her that I was very definitely gong to fuck her arse once the big one had opened her up a little. Never happened!! She ended up on her back with her head over the edge of the bed with me face-fucking her (my choice!) but once again, I ended up playing with her lovely tits, 'making her' eat my balls and wanking over her while sort of sitting across her face. Next thing, I'm blowing a huge load all over her face and that of course is the end of the show!!

SO much more I'd wanted to do but not now - and she laughs, and she loves it because she became too much for me and I lost control - YET AGAIN!!

She did it to me in the car one lunchtime. We were in the back of the car, she had her tits out and I was playing with them and she was playing with my cock. It got to the point where I had to warn her; "If you keep that up, you're going to make one hell of a mess!"

She just smiled and continued to work on my cock. She did no more than to basically squeeze me off with one hand, catching my cum in the other. She then proudly showed me her hand full of spunk - then licked it all up and swallowed it. I almost fainted! Totally unexpected yet somehow also utterly typical. Thoroughly pleased with herself, big smile and back to work....!
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Old 09-27-2022, 02:56 PM
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When I was just going off to college, I developed the job in my neighborhood of "moving stuff", usually for the local ladies. For the most part it was just that, moving boxes ect from one place to another. But, as it turns out, several of the ladies were horney, and I think they talked amongst each other, so I wound up fucking several of them. That job continued during summers and holidays throughout college, with me eventually fucking over a dozen of them, all living within a mile of my parents house.

The first, a lady named Jill, who was in her mid 40's, with her kids already off to college, and a lawyer hubby who worked all the time. She had me work several times, and I noticed that she was always dressed in a very sexy way. I had occasion to have several downblouses, and she had very nice tits with dark pointy nipples. On one particular day, I was in the closet in her bedroom, taking down boxes of clothes that she had stored over the summer, for fall wear. She was dressed in a pair of shorts that showed off her legs to advantage, and a loose blouse, with obviously no bra. I was up on a small ladder, and she was holding my leg or hip to "steady me". I was in a t shirt and pair of running shorts. Every time I looked down, I could see her nipples peeking out of her blouse, and pretty soon I got a bit of a woody, as 18 year old guys are prone to do. From her perspective, my dick was about the same level as her eyes, and I caught her a few times staring at the buldge in my shorts.

At a certain moment, she had her hand on my hip, and as I turned to come down the steps, my cock wound up under her hand. At first she pulled her hand back, then said, "oh, I'm sorry". But then she smiled and said "well, I'm not really sorry, that buldge of yours looks good", and replacing her hand, " and it feels good too". I came down the steps, with her hand staying on me dick, and she said "it feels big, and so hard, what does it look like?" Now, I was no player by any definition of the word, but I had fucked a few girls, so I asked her "do you want to see it?". "Oh, yes, I haven't seen a really hard cock in a long time". With that, I pulled my shorts down, and it popped straight out and up. "You could touch it if you like", I said.

With that, she grabbed hold of it, fondled it a bit, jacked it a bit, then kneeled down and took it in her mouth. I was 18, so I came in her mouth in about 30 seconds, but she swollowed it all. Then she stood up, took off her top and shorts, and I got to feel and touch and rub and suck, until she came on my finger. By that point I was hard again, so she led me to the bedroom, and we fucked, and fucked, and fucked, you know the drill, 18 year old guys and horney mid 40's ladies are a good match once the guy gets drained enough to last more than a few seconds.

We fucked our way through the summer, at least a couple of times per week. Usually I would come over, work for about an hour, then fuck the rest of the afternoon. She even introduced me to butt sex, which it turns out that she liked that almost as much as regular fucking.

When I came home for the holidays, she had lots more stuff for me to "move", and had a pussy that hadn't had attention since late summer, so I got laid a lot. She was very multi orgasmic, and the first "screamer" I had ever been with. At that age, having a woman's pussy clench around your cock repeatedly while she screamed "oh god, oh god, fuck me, fuck me, fuck me". is a pretty nice experienced.

Also, I began to get "moving jobs" from some of her close friends, who seemed to be "handsy", and wore clothes where I could see their tits every time they bent over, which they seemed to do a lot. I wound up fucking 3 more of them during the course of 4 weeks at home. So, obviously cougars talk.
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Old 09-28-2022, 04:17 AM
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Reading this thread it's kinda nice to see that other guys were having similar thoughts and experiences. Looking back through my own, it's very clear to see where and how a lot of my 'perversions' started but also, I seriously can't believe the amount of front I must have had when I was younger!! For a guy who's not particularly confident around other people, I did quite well with ladies - though sometimes at a cost!!

I've had a thing for older women since I was 13 - probably earlier actually - because my first-year primary teacher was a gorgeous woman who I clearly remember as wearing light brown stockings (maybe tights) but the important thing was that she wore beige leather, heeled Scholl exercise sandals - and she had really pretty feet!

That's 53 years ago!!

June Wragg was the only attractive woman in the school - and she was an absolute sweetheart too. I never wanted to move up from her class!

So, 13 - my then-girlfriend's mum. Oh my god she was hot! Flaming red, curly hair, Maureen was the original MILF and in 1975, that term hadn't even been invented! I remember one day which affected me profoundly when I was in their kitchen and she'd been in the bath. She came down in just a big, white towel - still quite wet - and I was 'affected' shall we say??!!

She's in her 80's now but looking at her Facebook photos, I still would....!!!

Before I left school I was having a thing with a friend of my mother's. Sue was 24 and had the biggest rack I'd ever seen at that age. We never actually had full sex but we came very close on many occasions and spent a lot of time rolling around naked together, fumbling, sicking, licking, fondling etc. Unfortunately word reached the wrong ears and we were kept well apart after that but we had months of fun together.

I started work at 16 at a local engineering business and there was only one woman on the shop floor. Gladys was 59 and she had a real 1940's 'glamour' about her - dyed, black hair, always perfect makeup and in particular, fabulous, scarlet lipstick which she'd re-apply several times a day.

Gladys worked shorter days than the rest of us and on the odd occasion, I'd happen to be in or close by the canteen as she was changing to go home. For work, she wore the classic, shapeless, sexless bib and brace overalls but underneath....

French knickers, stockings and suspenders!!

FUCKING HELL!!!!

And for whatever reason, she made no attempt to hide herself if she noticed me watching.

I genuinely have no idea how this progressed but somehow - having noticed the two inches of silky, creamy thigh above her stockings, I eventually contrived somehow for her to let me touch her!! Thinking back, I still can't believe it! This 'respectable' married 59-year-old woman allowing this randy 16-year-old to touch her bare thigh??!! Well I wasn't complaining!

I know I complimented her on her sexy underwear, her makeup and basically (horribly contrived really) said 'all the right things' and it wasn't long before we we'd progressed to kissing occasionally. Essentially, we'd look out for days when there weren't many in the building and we could be sure of being undisturbed for a few minutes and we'd usually take up station by the canteen door which gave us a long view down the workshop and with that being the only route in or out, we'd see anyone coming before they saw us.

From kissing, it went to me standing behind her wit my hands in her bra, gently rolling her nipples - which she adored - and that soon led to her playing with my rock-hard 16-year-old cock while I did it. I was in heaven!!!

I was only there nine months but I so wished I'd been in a position to make more of what I'd started with Gladys. In subsequent years, I've often calculated her age with respect to mine and I have no doubt she'd have stayed just as glamourous as she was when I knew her.

Two months before my 17th birthday, my band were playing a show in Sheffield and our singer (quite a bit older than me) had arranged for four ladies he knew to be there to see us play. After the show and while we were loading our gear, one of them came over to me in a fluster and said ;"Why are you still here? You're supposed to be with Hazel".

I had not idea what she was talking about but within minutes, I was in the back of a car with Hazel, one of the other women and the other woman's boyfriend. We arrived at what emerged to be Hazel's house and while I sat - still mildly bemused by the whole thing - in her lounge, it became quite clear that the somewhat heated discussion taking place in the kitchen was about me and my age!

Cut past that and the others left so it was just me with Hazel, who - it also emerged - would be 34 the day before I would be 17 and it also became abundantly clear that we were going to bed together!!

I still had no idea how this had come about!

Anyway....

Lots of kissing, cuddling, fondling and undressing took place before the doorbell rang - and this was close to midnight - who'd be ringing the door at nearly midnight? Turned out is was the other guys from the band who'd come to take me home!

Sorry fellas - not happening!! We were only getting started and there was no way I was letting this moment go now!! Got rid of them and back to the lovely lady! One enduring memory from that night is the image I had/have of following her up the stairs - Hazel by now completely naked and gorgeous - and making our way to her bed.

Sleep? Forget it! I slept from 6am to around 7:30 and we got up around 11:30. Either side of that, we just had non-stop sex! I'd wanted something like this for a long time and was delighted to find that unlike the stereotypical teenager, I didn't go off in a couple of minutes and we had a thoroughly wonderful LONG time.

Unexpectedly around lunchtime on the Sunday, our singer rocked up again (he lived a lit nearer than I did) to take me home! I much have been absolutely unbearable and I know I was like a dog with two dicks! Unfortunately they guys hadn't told me family where I was and my mother had been going bats! The police were involved and all sorts of chaos came down - all because the other guys were married and didn't want their wives to know what had gone down!

Ho hum....!!

A couple of years later, I'd been out 'with the lads' and two of us dropped into a local pub for a last drink before going home. On the dance floor, I noticed my ex-girlfriend's sister and sister-in-law. Her sister was a moose but the SIL? Oh yes!! I'd always fancied her. I was 19 by now and she'd be 39. Irish - another green-eyed redhead - and properly hot!!

Margaret (the SIL) spotted me and hauled me onto the dance floor. She'd clearly had 'enough' to drink and as she ground herself into me, she explained very clearly that I was going to be taking them home "...and you're dropping HER off first!" gesturing towards my ex's sister!

She went on to tell me hat she'd always fancied me but would never let anything happen while I was with C "but now you're not..."!!!

Margaret deserves a story all her own - we had LOTS of fun! That went on to be what I still consider perhaps the most honest relationship of my life. She wanted sex with a younger man (me) and I wanted her. We were both happy with that! Funny thing was though; her old man was banging another woman and there's no way on earth she could have been nearly as sexy as Margaret was. How could he not know what he had at home??!!

I left home at 20 to move in with a woman who was 33 the day after my 20th birthday. That went on for a couple of years and we were at it like rabbits! I then moved away but after a short time in my new town ,started a brief thing with a lovely divorcee who worked in the kitchen where I did my electronics training.

Pauline was 20 years older than me, had gorgeous brown eyes, a canyonesque cleavage that smelled wonderful when I stood near her and she also had very pretty feet AND wore exercise sandals to work! It started with me servicing her car which quickly led to me servicing her - gorgeous!!!

Then along came Carole....
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