Unplanned encounters

[star003]

Have you been in a situation where you had a great sex with someone whom you didn’t expect that would ever happen? something unplanned, maybe a conversation or a trip or something else which brought you close and to a point of no return.
any stories to share?

 

[Mandalorian]

https://terb.cc/xenforo/threads/quickest-sex-with-civy.845597/#post-8422965

 

[Valcazar]

Woman I knew in College. There had been sparks back then but nothing ever happened.
I left town for grad school.
Came back years later for a wedding and turned out to be staying in the apartment above her and her boyfriend.
She asked if I had a date for the wedding so I brought her along.
By the time we were dancing post-wedding the bride was asking whether we needed a closet somewhere for a quickie.
We walked home and fucked until just before midnight, at which point she said she had to go because that was about as late as she could sell having just stayed at the reception. (She then walked downstairs and home.)

 

[y2kmark]

Woman I knew in College. There had been sparks back then but nothing ever happened.
I left town for grad school.
Came back years later for a wedding and turned out to be staying in the apartment above her and her boyfriend.
She asked if I had a date for the wedding so I brought her along.
By the time we were dancing post-wedding the bride was asking whether we needed a closet somewhere for a quickie.
We walked home and fucked until just before midnight, at which point she said she had to go because that was about as late as she could sell having just stayed at the reception. (She then walked downstairs and home.)

She had an open relationship. He just didn't know about it...

 

[IM469]

Have you been in a situation where you had a great sex with someone whom you didn’t expect that would ever happen? something unplanned, maybe a conversation or a trip or something else which brought you close and to a point of no return.
any stories to share?

If I take ' you had a great sex with someone whom you didn’t expect that would ever happen?' as in 'I didn't expect the sex to be great', then I have had the occasional encounter where my partner was quiet, reluctant but when in bed she went crazy. I met a quiet beautiful girl at a sales convention. She was talking very quiet and seemed very shy. I had this Genghis Khan fucks snow white fantasy rolling in my head when I finally got her to my hotel room.

Naked and kissing, she quickly went nuts grabbing, sucking and making me feel like I entered the ring with a female wrestler . Her passion and enthusiasm began to scare me a little. The scenario felt like Amazon Girl meets 12 year old boy scout. Then something unexpected happened which I hope doesn't happen again. She suddenly jammed two fingers up my ass. I paused the session and explained that I don't do ass play as I have no curiosity to discover where shit comes from. She suggested that if she was bad, I could fuck her in the ass. I told her I had a childhood trauma and I can't do ass penetration. I got her to wash her hands and our session continued. Yes the sex was great but completely unexpected. In fact I got more than I bargained for on many fronts.

 

[Valcazar]

She had an open relationship. He just didn't know about it...

He eventually figured it out.

 

[xix]

She had an open relationship. He just didn't know about it...

More like sociopath as soon as I read it.

 

[Valcazar]

More like sociopath as soon as I read it.

That's also a valid interpretation.

 

[io2471]

After our freshman year of college, my friend took a summer internship and met a girl. He was way too into her way too. Will call her Kim. Kim asked him if he had anybody he could introduce her friend "Susan" to. Enter this guy. WHile i was good enough looking, and incredibly fir at the time (just finished my freshman season as Division 1 oarsmen), I think most would say she was half a step out of my league. We double dated a couple times. Went out on our own twice. The first time, both sloppy drunk we made out a bit. The next, sober, we made out again, but as soon as i went to slip my hand under her short, she grabbed both my wrist, pushed me away. Not long after, school started up..and she didn't seem interested, but i was. I tried to stay in touch, and to get my self invited to visit her at school ( 3 hours away). She was on her school's kick line, so even if we didn't hook up but i was partying with a crowd of kickline girls, still a win win, right? Anyhow, a weekend came up that a lot of our peers were home from school...and i managed to get myself invited over. When i showed up the front door was open, and she yelled come in. She was sitting on the coach, with 1 knee to her chest, the other leg hanging. I sat to the side with the bent knee, which was the end she was closest to, with my arms along the back of the couch. She leaned into me, and I was trying to decide if I should hold her more,, try to kiss her etc......before I could even finish my though she was stood up, turned facing me tongue down her throat. After couple minutes she broke our lip lock and said "cmon" and ran up the stares. When I go there she kisses me again, turned me so my back was to her bed, and kind of shoved me onto the bed and then I followed her lead. She kicked me out an hour later, before her parents got home. I only talked to her a couple times after that. It took her forever to return my calls the first couple times, and then I never herd from her after a few attempts, so i just stopped. Ironically, I transferred colleges teh next year, and had classes with Kim (the friend whom my friend was into.). She wouldn't give me the time of day, and my friend told me he never got so much as a kiss from her.

 

[GameBoy27]

A good friend, who moved here 25 years ago from overseas, invited a bunch of us to dinner to celebrate the arrival of his younger sister. It was her first trip to Canada and we had never met before. After dinner, several of us went to see a band. She was a beautiful redhead and we had a great time chatting. After everyone left, I suggested we go for a nightcap at a funky little bar, since it was her first time to Toronto. As we were sitting in the back corner, chatting away, she leaned into me and we started kissing. She was staying at another friend's place which was close by. She said, let's hop in a cab and go back there. At this point, I'm pinching myself to make sure it wasn't a dream.

Next thing, we're on the bed making out and grinding together. She was such a great kisser, but maybe I was taking too much time. Because she said, are you ever going to take my clothes off? lol

So off came the clothes and I immediately went down on her natural red bush. She was delicious. She said she thought about bringing condoms on her trip but decided not to. Thankfully I had one in my jacket pocket. That saved the evening. I wanted to fuck her for as long as I could and in as many different positions because I only had the one cover. I eventually pulled out and shot all over her beautiful, milky white tits. We then fell asleep in each others arms.

I was woken up with her stroking my cock. She pulled down the sheets and proceeded to give me a wonderful BJ to completion. After her shower, she sat down beside me on the couch, wearing a white bathrobe. After a minute or two, she opened her robe, spread her legs and frantically started rubbing her pussy. I sat beside her caressing the inside of her leg until she had a huge orgasm.

It was one of the the hottest, most memorable random hookups I've ever had. Not in a million years did I ever thing the evening would've gone like that. She's back overseas, married with a couple kids now. My friend eventually found out. I remember him laughing when he said "hey, you fucked my sister."

She looked very similar to this woman.

 

[anon1]

^^^
I hate you.

 

[Joyrection]

Happened to be at my usual downtown lunch spot and was eating solo at the bar. The bar hardly had anyone in it but there was a lady having a drink two seats over. I usually keep to myself as I like my solitude and hitting on some woman in a bar that I frequent could raise some issues. Anyway we exchanged greetings and the engaged in conversation. She had a condo downtown that overlooked Lake Ontario and she asked if I would like to see the view. I thought to myself, heck, why not, the conversation was flowing well and she was very enjoyable company. We went back to her place and it did indeed have an incredible view that I could see from the back of her head while we were in doggy. It was an unexpected pickup. We stayed in touch for many years after that and had many more adventures.

 

[newguy20]

High school.
Walking to class and this normally shy, but very attractive, girl starts walking beside me and holding my hand.
We didn't know each other that well but we hung out with some of the same people.
I wasn't exactly getting all the ladies' attention, so I was kind of shocked that she was giving me any attention.
We talked a little through class and walked home together. She invited me in to her house and up to her bedroom.
She completely took the lead, as I had no idea what was going on or what I had done to deserve this.

Three months later, she died of cancer.
A month or so after that, I learned that she had done the same thing with one of my high school buddies and neither one of us had spoken about it.

 

[star003]

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