to echo a be at miss
 

for me it was a girl who my roommate had taken to a resort wedding. he had tried but had no luck and couldn't seal the deal. fast forward to present and we find this girl out one night as we are on the roommates brothers stag. I get into a fight and she proceeds to help me. one thing led to another and I end up giving her a ride hone but drop roommate off first. she had big tits and liked to play the skin flute but I could have been better off not doing her.

a near miss. met a girl on line and we went and played pool. she looked way better than her pic so we made a wager for the last game. I won and the wager was for a blow job. she was a real champ and sucked me dry swallows every drop.

got back to her place and I started playing with her tits. she had great tits but they were covered in zits and scars. I suddenly got a headache and left before I went any further.

Years ago I was talking to my wife's friend in the street and she told me she was out of scotch and was going to buy a bottle. I replied I was going to the liquor store to buy some beer and I would get the scotch for her. I brought her a bottle and dropped it around her house later. She invited me in, she opened the bottle and had a glass. We got talking and 'things happened'. Short version, she undressed me and rubbed my cock until it was hard as I undressed her, dropped to my knees, saw her pussy was shaved smooth and I pulled her lips open and I licked her clit until she orgasmed. She pushed me on my back, sat on my cock and fucked he hard until she orgasmed a second time. As I was about to cum in her pussy, she got off my cock and rubbed it fast until I orgasmed over my chest and stomach.
She moved away about two weeks later.. Sighs...

I think half the women I have ever fucked are ones I shouldnt have but at the times I just didnt care

I fucked an ex girlfriend the week before her wedding to someone else, I had an affair with the HR director at a company I was working for and it was her husbands company. I had sex several times with a girlfriends mother.

I had numerous affairs when I was with one girlfriend included with some of her freinds

Luckily I was never caught out with most of them, the only one which was found out about was one I was seeing as she had asked me to take a load of nude boudior type pictures which ended up very explicit. I very stupidly put them on my computer and forgot to have it password protected. My girlfriend said she found them accidentally when looking for something on my computer but they were hidden so she had to snoop to find them. She packed her bags and left and on that same day I went straight round to the other woman and we were together for several months a just a sex thing. That ended after I was in a near fatal car crash and became a bit too messed up. I ended up signed off work for over a year and used the internet dating to find woman and had sex with far too many

For me it is my first cousin. Her dad is my mum's brother. I've been fucking her for years - over thirty. In fact it was me who popped her cherry. I also knew someone who boasted that he regularly fucked his sister. True or not? I don't know. But I suspect it is true.

The guy who boasted to me that he regularly fucked his sister told me that she used to wank and occasionally suck her boyfriend off when they got off the bus after school; how he used to watch them; how much he got turned on and how he had to wank himself off later. He joked one night to her about having to relieve himself, and about how envious he used to get. She volunteered apparently, and that's how it started. He'd finger her sometimes and he got her to suck his cock on the odd occasion. Then, one morning when their parents went shopping, they ended up naked in bed and they fucked - using one of their parents condoms. As I said before, not sure if it's true or not, but judging by the amount of detail he gave me, I suspect what he told me had an element of truth to it

Oh No
 

My sister's best friend, "Margaret" was just one of my "shouldn't haves." At the time, I was young and free and irresponsible, sleeping on my sister's couch for a few weeks. Margaret was much older than I was, 30ish...a magnificent divorcee MILF... before the term MILF existed. That first meeting, the three of us had run errands in town together. Although I was pretty naive at the time, I sensed there was something very horny about Margaret. We finished the day back at Margaret's apartment. My sister saw all the flirting and later commented on it. I told her Margaret seemed like a fun person and left it at that. Days later, in a bold move on my part, I showed up at Margaret's apartment, alone. "I was just in the neighborhood and wanted to say Hi" was my excuse. Margaret invited me in. She seemed friendly, but a little nervous. We sat down on the couch together and talked for a while. Eventually a simple touch led to a kiss and a kiss led to necking. The problem was, Margaret's two kids kept walking in on us. Funny as hell, the song: "Just the Two of Us" was playing on the stereo. Well, since it WASN'T just the two of us, Margaret and I decided to continue our activities at my sister's place. My sister was at work. We ended up fucking...on my sister's bed. Years later, when I told my sister about it, she was more angry at Margaret than at me. (Hey...we changed the sheets. Get over it, Sis!) It was a "shouldn't have" because Margaret ended up getting married to a guy named Paul. That same week, Margaret and I wound up in bed again. It was my first experience being "the other man." Shortly after, I started bleeding out of my cock. I went to a young female doctor who diagnosed "something like a bladder infection" and gave me drugs to clear it up. That was it, for Margaret and I. I shouldn't have slept with Margaret during her wedding week. I felt bad for her new husband. My sister thought we "shouldn't have" fucked in her bed. Margaret remained best friends with my sister up until my sister's death a couple of years ago. I saw Margaret several times over the years when we'd wind up visiting my sister on the same day. It was always cordial. Although I've never cheated on a lover, I've been in three cheating relationships as "the other man." Strange but true, in all three cases the husband's name happened to be Paul. Now, if I meet a guy named Paul, I'm tempted to say..."Paul, huh? What's your wife look like?"

...the girl who gave me Chlamydia. It was a one-night stand.

I shouldn't have used an expired condom.

Best Friend’s Sister
 

It was when we were in college. She had come to visit for a weekend and was two years older then me. He was out of the room at a party and she came in and used the shower. No big deal, I wasn’t much of a party guy and I stayed in. Then she walked out fully naked and not even caring. She had big natural breasts and a nice round fit ass, so I go turned on. She saw my boner, smirked, and started kissing me. We then had sex, on his bed, and he never found out. It was my first time, it was great, but it didn’t lead to anything and it could have broken a friendship I still have today apart.

My first wife...
 

But only the very last night I was with her. She told me she had been fucking someone else. It took me all night to find out the whole story. It turned out that she was climbing out of bed and leaving me and our kids alone at night to meet my boss for sex. I could not abide by her sneaking around and cheating on me, but I fucked her that night anyway. It was a reclamation of sorts but it was also a hate-fuck, but unfortunately, she got the last laugh...

A week later, while on National Guard duty, I had to take a leak and when I was standing at the urinal, it felt like I was pissing hot sand! When I checked, I found the front of my tighty-whities full of yellow discharge. The b*tch had given me Gonorrhea! One hell of a parting gift!

Third year of college I went out drinking with my high school friend Dan, and his beautiful half-Chinese friend Siu. After a few shots Siu was all over me and Dan was the nonplussed third wheel. We went back to Dan's share-house and the three of us chatted on the couch, then he was ready for sleep. As he walked to his room, Siu emerged in just a thin white tank-top and white panties leaving little to the imagination. We started making out standing up and were getting hot & heavy Elaine style.

I realised things were weird when Siu yelled out to Dan "you don't need your bed tonight, you take the couch" grabbed my hand and led me to his bedroom door. I could see he wasn't happy with that proposal so we took the couch and had a good 30 minutes of finger-banging and other near-sex. I held back despite the drunken urges because something felt off about the situation.

Turns out I was right. Dan had come out as gay to his close friends the previous year, including me. Siu was a newish friend who didn't believe him and was convinced she was the woman to fuck him straight. A few weeks before, she had got him drunk enough for his only ever fuck with a woman. For him, it confirmed he was gay. For her, it was a sign he could be converted. Coming on to me was part of the plan to get him jealous and interested in her.

It messed up my friendship with Dan, mainly he lost respect for me even though I held back a bit with Siu and didn't know about his drunken sex with her. I was also seeing another woman (more friends with benefits) back home at the time and he thought I'd cheated on her.

Thinking, drinking, and lust can be an uncomfortable mix.

Feel better. She probably gave it to your boss as well....

Boss gave it to her supposedly but, now that you mention it, you could be right! Lol! :D

I was a 20 yr old virgin and my next door neighbor was a good looking 20 yr old
with a 4 yr old kid, they were living with her mom, just the 3 of them.

She had never paid any attention to me, on a friday night she was outside, and I
tried to get her to come over, as my parents were out of town for the weekend.
I didn't do anything special, I was just watching TV, but she came over anyway.

We lived in a neighborhood of really small houses, low-income I suppose, we had
a couch that unfolded into a bed, and I was on this bed watching late-night TV.
I made her a drink, we laid on the couch, and an hour later she put her hand
on my crotch and asked if I was horny.
Apparently she was, and by now I was, but I was a virgin and I think she knew it,
I did the usual college boy stuff, always having condoms around, so I had one just
in case, but I never expected to wear it.

Anyway, we ended up fucking - my first time ever - I push my cock inside here,
and promptly blew my load. I don't think I was in her ten seconds before I came.
I went limp right after that and that really pissed her off, and she got up and went
home.

What stunned me is the next night she did exactly the same thing, this time we
fucked and I could not believe how tight she was, the muscle control she had, she
could make her pussy like a clamp and really tighten up around me.
This was the second time I ever had sex, I got into a little pumping action,
and with her tightening around me on a whim, she was having a lot of fun
with me.
This time it took about 3-4 minutes before I blew my load in her - but what she
didn't know is I never got the condom on, I popped way up inside her.
She said 'uh oh - something feels really warm and slippery down there', and she
reached down and felt my cum coming out of her.

She freaked out and jumped off the couch-bed, first because I only lasted 3 or 4
minutes and she wanted more, but mainly because she said 'This is the wrong time
of the month for this because I am not on the pill and I'm ovulating right now'.
I was scared to death when she said that, I knew what it meant, I flopped back
on the bed, and she went home.

A month later she told me she was 'late', and a couple of weeks after that her family
and her moved, I never saw her again, and we also moved a couple of months after that.

About 12 years later, I went to visit my mom, and she says to me 'You'll never guess
who we hired last week - remember Karen that used to live next door to us?'
Yes - it was the gal I lost my virginity to!
I about had a heart attack, and even moreso when my mom told me this gal had an
11 yr old daughter along with the now-15 yr old one.
I was SURE the 11 yr old was mine, but I checked into it real close, and I wasn't.

Since then I have been with only about 12-15 women, divorced twice, and NONE of
them have had anything even close to the pussy muscles this gal had - even the
chicks that didn't have any kids, how Karen could be that tight after having one at
age 15 is beyond me.

Below is a picture off the web, it is not her, but it looks incredibly close to her.

When I first finished school I moved to a remote corner of my state. Zero dating options, a lot of poverty etc. I meet a girl who was in her mid 30s who worked for the same company and lived about 90 minutes away. She was not horribly cute but was smart and flirty. As I get to know her she spends a lot of time talking about sex and how horny she is all the time. One day she came to my place and we went to the movies, dinner etc. I was about to show her the door when she said "if you'd let me I'd really like to suck your cock. We can even fuck if you'd like, I'm on the pill." I oblige her and get an average 2 minute blowjob at which point she says she want me in her. We fuck a number of times after that. She surprised me a lot by showing up unannounced and spending the weekend. I get noisy and search, no pills. Go to her house for a weekend and do the same, no pills. Start pulling and praying at that point as she has a latex allergy and can't wear condoms, or so she says. She spends more time at my place to the point she starts spending the night during the week and driving to her job in the morning. If I wasn't home she'd stay parked in my driveway. I went to a friend's house from school, didn't mention it and when I came home the next morning she was parked in my driveway having slept in her car. She'd call 40 times a day and hang up on my home phone. We break it off and she continued to come to my house and sit in the driveway. Most often I'd drive back to work and sleep on the couch in my office. Her greatest breakup line was "I can't believe you'd do this to me, I love you. I love you, you fucked me in the ass!" Moral of the story, run from crazy.

Yes definitely run from the crazies, however, in my experience, the crazies were the hottest fucks. They have no inhibition and no limits but there's always a price to pay. If they just constantly text and call you then you're lucky but it's when they start stalking.

Crazy was alot more fun before cell phones, facebook and the internet, etc.

Perhaps she wasnt crazy and genuinely loved you, but all you wanted was a fuckbuddy? It can get intense early in a relationship, perhaps she didnt realise people need a bit of their own space

Mothers Best Friend
 

I do like to keep a certain amount of anonymity but this happened to me when I was a single guy.

I was back visiting friends and my parents and had gone for a night out. In a nightclub I bumped into my mothers best friend, they'd been mates for as long as I can remember and had met when she had initially worked for my mother. The friend, let's call her Anne, was 10 years or so younger than my mother with a very slim figure and bushy hair. Think of a 45 year old Cher.

I hadn't seen her for ages and we had a really long catch up and a fair few drinks. My mates knew me too well and all made their excuses with a knowing wink or a sly smile, they all knew her too as she was a regular at parties involving my family and friends.

Anyway we eventually left the club and decided to share a taxi home, being the chivalrous type I offered to drop her off first and then pay for the taxi myself. She thought it would be nice to come back for another drink, I wasn't putting up much of an argument and just hoped it was late enough or early enough in the morning that my parents wouldn't wake up.

We got back to my parents and didn't have a drink instead we went into the living room and she proceeded to drop to her knees and grapple for my belt buckle. Ahh needless to say I was hard immediately and she seemed pleased with what I had to offer.

She then proceeded to give me the greatest blow job I think I've ever had and even though I was 23 at the time she also introduced me to my first female on male rimming session.

I then watched her undress, she had little boobs, perky for her age with nipples that I can only describe as like midget gems (a U.K. sweet!). A remarkable slim and tight figure and a big bush (which I love).

She then pushed me into a chair (a chair that is reserved solely for my fathers ass and no one else). Straddled me and gave herself a loud shuddering orgasm that even my best attempts to muffle couldn't stop.

Happy that I'd satisfied her and still be young and relatively selfish I looked forward to enjoying myself and using this milf in a few of my favourite positions. Just as I was bending her over and asking her to spread her ass cheeks for me. I heard a bedroom door open and someone walk along the upstairs hall and into the toilet.

Anne found this hilarious whilst I panicked and wrestled her onto the floor, my hand over my mouth and laying on her to stop her moving, we both laid like that until the footsteps when back along the hall and the bedroom door closed.

Thankfully 'little Rob' was still more than up for a session and after giving an a long and wet oral and rimming session I ended up cuming inside her. I've always played safe on one night stands and she did have a bit of a reputation but the excitement got the better of me.

(I'm friends with her children and part of me was excited about 'seeing where the came from' -yeah I know weird!)

Anyway. We kept on having a bit of a kiss and a cuddle and then she said she was leaving, my chivalry had gone out the window so I was happy to let her walk home alone.

Next morning, basking in the glow of shagging a woman at one time i has referred to a Aunt Anne I woke up early only to find my mother with a face like thunder and my dad with a big grin on his face.

Turns out my parents were awake the whole time but both were too embarrassed to come down and intervene at the time.

My mother just hoped that I'd been sensible (which I hadn't) and that she was a nice girl and worth it (she was)

I didn't go home until Christmas that year about 4 months after Anne and I had had our fun. On Christmas morning she turned up at my parents home and said that she had some amazing news! Fuck I thought she's pregnant and was picturing whatever the 1999 version of Jeremy Kyle was.

Thankfully she had just been proposed to and had accepted, turns out she had had a partner all along!

A lucky escape!

Anne also has two daughters, one of whom I've managed to sext with, but would love to fuck.

Edit - Thinking about this more and just found a pic on my Facebook of me as a toddler on her shoulders :D

My experience with this crazy was during the days of aol. I ended up marrying more crazy after that.
I think when mankind looks back through the ages, the no crazies rule will come in a close second only to not getting involved in a land war in Asia.

I think its pretty obvious she had really fallen in love, that's what made her so horny in bed and unhappy about getting sidelined.

My mistake
 

So I never actually had intercourse with this woman, but it still fits here.

Was a little drunk at my five year high school reunion, had a good time with dancing with many different girls. Towards the end of the night the dj started playing slow songs and after a couple of dances I was heading off the floor. A girl I had known since sixth grade came up and put her arms around me and said she wanted to dance with me. Peggy was may a little heavy, definitely not fat, had a nice rack. The problem was her face. Narrow and angular, with a large bent nose. Really not very attractive. I maneuvered us over into the dark corner of the dance floor that faced away from where people were standing and reached up and felt one of her boobs. She gave me this shocked look, I asked her if she had never had here boobs felt up while dancing. She said no, but it was ok if I did. I told her I wouldn't mind doing it more after the event and we made plans to meet afterwards.

So we met at a place where our crew would go while in high school to party, a dark tree lined street in the neighborhood, the trees blocked the street lights. I got there first, when she pulled up I got out and got into her passenger seat. We kissed, I rubbed her boobs for a while. I stopped and told her that I wasn't interested in a relationship but thought we could still have some fun tonight. She said no problem. We started kissing again, I unbuttoned her dress by her breasts and reached inside. She was wearing both a slip and a bra. I pulled the straps off her shoulders and took them off her arms and pulled her slip down to her waist. Then I reached around and unhooked her bra and took it off. I think it surprised her because she gave out a little gasp when it came off. I undid the rest of he buttons in the bodice and reached in to feel her bare boobs. Then I opened her top and started licking and sucking her nipples while rubbing the inside of her thigh. After a while, I moved up to occasionally rubbing her crotch, then started rubbing it exclusively. She started breathing a little heavier, so I reached up under her dress and pulled her panty hose and panties down to her knees. She kicked her shoes off and I pulled them all the way off. I then rubbed her clit and sucked on her nipples until she came.

She said that she really enjoyed that and asked what I wanted. I suggested we go to a place I knew that was a lot more isolated since she probably didn't want to suck my dick right here. She tried to be cool about it and agreed, but was obviously bothered by the idea. I told her I would drive and we got into my car. I suggested if she wanted she could get started on the way and she was "really?" and I said sure. I undid my pants and pulled my dick out, then pulled away from the curb. She leaned over and took me in her mouth and I have to say she had pretty good technique. She took the occasional break to use her hand, but always got back to sucking. At one point I told her I'd push on the back of her head when I was going to cum and she should swallow it as fast as I came. I came just as we got to our destination and she chugged it down like a champ. Told me she had never swallowed before but it wasn't as bad as she thought it would be. So we walked back to our isolated place, she sucked me a few more times and I fingerbanged her a couple of times. Took her back to her car, said goodbye, and figured that was that.

It wasn't. She started calling me every damn day. It got so I would walk outside when the phone rang so my mom could honestly say I wasn't there. Every once in a while, I'd make the mistake of answering the phone and she'd keep me on the line for an hour. My parents were out of town for about a month and she got me on the phone and started saying she'd like to see me. So I asked her if she wanted to come over since we had the house to ourselves. What should she wear? Doesn't matter since I'd be undressing her in the front hall, but I told her a denim skirt and short sleeve blouse, but no bra or panties. I was sort of trying to scare her off. I reminded her I wasn't looking for anything permanent. She came over anyway, dressed as I had instructed. I stripped her in the front hall as promised, led her down to the rec room and had my way with her. When we were done I told her to stop calling me because nothing was going to come of this. She finally did. I started grad school that fall, moved out and decided the $1/month to get an unlisted number was worth it.

Never heard from her again, I figure she was trying to make a relationship out nothing. About two years later I got a card in the mail, unsigned, that said on the front "Who died and made you God?" There was a return address and it took me a week to think it might be her. My friends had lots of suggestions as I had been playing the field over the past years.

I had TWO, that I should have never done!
 

The 1st was my good buddy's younger sister. I was driving home late after the BAR closed and didn't get lucky with any girls that night! Then I seen my buddy's sister walking home from so place and since it was real late, I pulled over to see if she wanted a ride? She got in and we drove around and was talking, then I parked in a nice secluded place and while talking she kept on getting closer to me in the car. The next thing I remember besides me being a bit intoxicated and I wasn't sure if she was or not, but we started making out and exchanging plenty of tongue! I know later her hand was rubbing my crotch and I was getting somewhat excited, so maybe I started rubbing her breast too! In a short time, she had my growing cock out and I heard her say " I Love sucking cocks!".
Then she went down and sucked on mine till I was rock solid. Then she removed her bottom clothing and jumped on top, riding my cock till I went off inside here! Later I drove her home and was glad that I never heard anything about this and I have always had regrets that I let it happen. I did at the same time drift away from my buddy and his wonderful family too!
The 2nd was a girl that I met at a Drive In Restaurant and it was like a double deal, cause she had a GF with her and I had a buddy with me. We started going out, but she never told me that she was just Divorced and had a baby too. It wasn't for about 2 months till I found out, but by that time we had SEX and adventures many times!
I was starting to drift away from her and starting finding new girls to go out with, but going to the same places I would run into her and she had No Problems in coming up to me and my friends telling them that she is Pregnant and that we're getting married soon! After this went on for awhile, I found out she was only pissed at seeing me with other girls and wasn't Pregnant. I don't believe any of my friends believed her in the first place, but I just started going to different places again and was hoping that I wouldn't ever have another deal like this happen again!
I guess life is just what you make it and you continue on~
:o

I think you're absolutely desperate to lose your virginity, and while it's often quick and unsatisfying, it's satisfying enough to want more. And lots of it!

I lost my virginity to a good looking girl, but after that it was for quite some time a case of 'anything will do'. I'm talking about the ages of say, 17-19. Yes, some half-decent ones in there, but more than my share of fright-nights! :eek:

The ones less experienced than me at that age could sometimes be less than satisfying, simply through their own inexperience and sometimes fear of getting pregnant (even with condoms involved), fear of oral, fear of whatever. Sometimes, there was the odd one who was willing to go to bed, sometimes even for the sake of getting rid of their own virginity, but who lacked any sort of personality. They could look great, but couldn't buy a personality at the charisma counter in Woolworths. Some of them could be seen as 'I really shouldn't have...'

But one stands out, when I got drunk one night and one girl who had a fancy for me, and I'd known for a long time but never fancied myself hauled me back to her flat. I, in my drunkenness, thought I was just going to crash on her sofa. She was still a teenager, plain looking and maybe the best part of 20st in weight (280lbs, American friends).

Now, I was really pissed (in the British sense of the word...I mean I was very, very drunk!) and she started undressing me. I honestly believed my boots and jeans were coming off to make me more comfortable under a duvet on her sofa :D

Anyway, I'm naked and getting aroused by her hand job, blow job actions rather than any conscious decision of my own, but now aware what she was doing. Well, guys, as the philosopher says, 'a stiff prick has no conscience'.

Fuck it...just do it!

I roll onto her and I'm in, when suddenly I realise that the whiff of body odour I once got off her in a pub wasn't just an unfortunate incident at the end of a hot day, but routine. She didn't do washing under her arms, didn't do deodorant :eek:

I'm fucking a very fat, exceptionally smelly woman! :eek:

I gagged and gagged at the horrific smell. I mean, it was rank!!!!

I don't care how drunk I was, when she asked me to go down on her I was still sober enough to imagine it would be no different down there and mumbled the words 'I just want to fuck you' at her, even though I now didn't, and sober never would have.

I should have said 'sorry, I'm too drunk to perform', left and maybe slept under a tree in a park or something, but by now it was 'well, any and every hole is your goal', (we all like to crank the numbers up at that age, don't we?) so I finished off, rolled off her and thankfully fell asleep. When I awoke in the morning -on the sofa, she went to her own bed- it was like the entire flat had taken on the aroma of her armpits (and fanny -UK meaning of the word again) and I gagged again before managing to dress, stumble into the morning sun and promptly throw up at the kerb. :D

And that, fellas, is the stand-out one that I really really shouldn't have...

Drunk Santa
 

While stationed in the UK, I went to a squadron Halloween party. I rode with a friend so I could drink freely. I borrowed the squadron's Santa costume and then wore a mask and sunglasses so no one knew who I was. (I was enlisted and almost everyone else was an officer) The party was crazy as hell with standing room only for all the English gals attracted to exciting pilots and free booze. I found a corner to sit in and immediately had girl after girl sitting on my lap many grinding and others groping me as they told me what they wanted for Xmas. I did my own exploring as most of the girls were in sexy as hell costumes that made easy access to tits and pussy. Bottles of beer kept magically appearing on the table next to me and I kept killing them. The lights were getting darker as the night went on and I had danced with quite a few gals, all slow music grinds. One gal totally out of my league danced me to a bedroom where she just pushed me on my back on the bed and pulled my pants down and sucked me to half a hard-on before putting a rubber on me and proceeded to ride me. My spirit was willing and that was about all. I reached down and pulled off the rubber and was able to concentrate enough to nut in her. Afterward, I managed to find my friend, and escape the party. I went home to my wife threw up in the toilet and passed out in bed. She mentioned my smells the next day, booze, cigarettes, and perfume. We laughed and I felt guilty as hell. The next day the gal started calling the squadron 3-4 times a day asking for "Dan" the name I gave her. My exploits at the party were noticed, but no one knew or suspected it was me. My buddy kept my secret and I was sick with myself for a while after. I still remember snippets of that night with pleasue and disgust in myself.

The first girl I fucked - I must have been 16 - she was 18 - I got the crabs!!

Met a lady online, some relationship to my business. Nice chat, nice lady, a little repressed. I was going to visit her city and proposed dinner, she happily accepted.
Met her, she wasn't that pretty or well built, still nice dinner and conversation, walked around riverwalk. As I was putting her in cab to her house we kissed, just a normal post dinner kiss,wound up tongue locked, she put her tounge in my mouth first, which led back to my hotel room.
She was pretty shy, had to convince her I liked to see tjings, but we gor naked. Her body was nothing special, smallish tits, wide hips, unremarkable nipples, bushy pussy. But she did get into having her pussy licked, came that way and also 2x with fucking. Morning comes and we have a nice morning ride, she got really wet and came hard from doggy, and shower.
I figured nice out of town fuck, msybe occasional FWB. So far, so good.
Later that day I get this e mail that professes true love, saying that I had "completed her as a woman". I tried all the standard "this was nice, lets see what develops" language. Shouldn't have, but met her the next night for more dinner and sex play. She had shaved her pussy, which made eating her more pleasureable. She sucked me and swollowed. Next morning, in the shower she asked for anal, came pretty hard from it. She wasn't a?screamer, but she came easily and hard.

So better sex, but she clearly didn't know the difference between fucking and true love.
It took 2 weeks of e mails, varying between "you taught me to like sex" to "I've never cum more than once with a man" to " I've never done anal before, but now I'm using my vib in my ass every day to "how dare you seduce me, take advantage of me and make me do vile things like oral and anal sex to " I shaved my pussy for you, didn't you appreciate it?"

Finally she stopped writing, but after a lot of recriminations..
I've enjoyed a rich sex life, but this is one I should have passed on.

Previous marriage
 

In my previous marriage my then wife had three sisters. I had long term affairs with two of them. Wife found out about one,

Way too many to count and remember. I was fortunate enough to be in a position where having fun with lasses was like shooting fish in a barrel due to looking the part, dressing the part, learning how to talk to women and having a job and a position of power that put me in a situation where I was constantly meeting new women daily.

The upside was I got to have fun with a large number of very cool lasses. And while I'll never speak ill of anybody I've spent time with, it got to a point at the end for me where I'd get the lass naked and I was mentally done. Sex had became too much of a lottery. But the thing I learnt is that you can never tell until their clothes are off how much fun a lass is going to be. I was surprised that some I thought would be a riot were really not and others who I expected not much from were so much fun.