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How did your first threesome eventuate and is there anything you would have done differently to enhance the experience? The same question for hotwifey

Glassnslate said:
College. There was so much learning at college. This is a favorite memory of mine and almost unbelievable in how it eventuated. Living in close proximity and sharing space with someone is interesting to say the least. This was in the days before communication is what it is now.

In my second year of college I was very inexperienced sexually. In fact, when this happened I had only been sexually active for about 6 weeks. The girl I was with, was very experienced and knew a lot and knew just what to do.

We were hanging out in my dorm room late one afternoon and my roommate came back from the community shower just down the hall, wrapped only in his towel. The wing of the dorm was all guys and everyone walked from the shower/bathroom to the their rooms like that all the time. No big deal.

The conversation is still very clear in my mind and I remember much of it vividly. She, I thought jokingly, said something about what was under the towel. I knew what was under the towel, I had seen it before. We had known each other and played sports together for years. He took it took it playfully and in stride, jokingly and in a fun way showing her what was under the towel. I have seen 3 cocks that were extremely exceptional in person in my life. His was one of them.

“Oh my god” was her response. It went on from there, the three of us. Not just that day but on other days that followed with her, and then eventually other girls too.
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That's what higher education is all about .
 
I was friends with these two women in college. We were all a little older than most traditional students so we all became fast friends.

Then lovers. First with one then with the other. It was all pretty much above board boyfriend/girlfriend stuff.

Then one day the two women started kissing. And it just happened. They were making out while I started fucking one. Then the other.

It was in the mid 90s.

(Didn’t last long - I had strong feelings for one and the other one had strong feelings for me…)
 
I feel like threesomes do not eventuate as often as they could. There are more opportunities that go awry than come to fruition.

Here’s one that should have eventuated, but it never did due to my stupidity. Everything was in place and right but I did not realize it at the time, only later.

I was 21 and in my fourth year of college. I had met and was having an affair with an older woman, in her mid thirties. In appearance she reminded me of Jennifer Tilley of the time (early 2000’s). Same hair, same busty physique, and just the right raspy, husky voice from smoking marboro reds and drinking Zima. Fucking hot woman in every way.

We had causally talked about one of her friends. I had even seen a few pictures. One evening I went over to go out with her and the friend was there too. The friend was about the same age, taller, a little bit heavier physique, but still had all the right curves in all the right places. She was dressed in such a way that it accented her features very well too. The three of us went out for the evening playing pool and having a good time on the town. The entire night my partner kept asking me questions about her friend.

Questions like, “Isn’t she hot?”
“Don’t her titties look great?”
“Look at her leaning over the pool table.”

All kinds of questions and comments all night long. The friend even chimed in too.

I was getting great sex from the woman and did not want to mess it up. So I answered all the questions about her friend very carefully, with an emphasis on not screwing up my great sex. We went home after the outing, I stayed and had great sex with my partner while her friend went home.

Looking back I would have answered my partners questions differently. We were never gonna be a couple, everything we did was just for fun. I had nothing to loose. Even though it turned out the way it did, holy fuck was that a fun night flirting and having fun with those two.
 
My first threesome could easily be foursome or swapping or I don't know what else. My wife's best friend with her BF visited us one day. There were lots of liquors, some joints and frivolous joking talks. But at some point the other guy just passed out right in the armchair. The rest of us were still vigorous and lighthearted, we started dancing and with some slow tune were performing slow dance together hugging each other. Then I started frenchkissing my wife and her friend suddenly joined us with her tongue. That was hot, my wife obviously didn't mind and I made a step forward. Both girls were wearing dresses and my hands found their way under the skirts. No objections from both of them and till the end of the tune they were passionately kissing and I was fingerfucking them both. Soon enough we were on the floor all naked, girls 69-ing each other while I was fucking my wife's pussy and fingerfucking her friend's pussy and asshole.
 
Valendon said:
My first was so, so long ago with best friends--a next door brother and sister right after high school. That memory, and his eventual death from cancer kicked off my Lit writing.

My first orgasm with a boy was from him--and first for him from me, both just from touch, no fucking. He was a year ahead of us in school. When his sister got me to dish about it I was mortified. She hugged me, and we almost exchanged cheek kisses like usual, but our lips met. She laughed and kissed me again on purpose--got mortified about that too. I ended up fucking him not long after, and she and I finally got over the shame of lesbian sex and I was making it with both of them! It took a while, but we moved on to threesomes! Yes--way hot! They experimented with each other, but shied away from it and teamed up on me. Miss them both, fucking cancer.
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That's simultaneously wonderful and awful. So sad you lost your friend. Where in NC are you?
 
When I first met hubby, he loved gangbang porn. I didn't really understand the appeal for him but I'm not one to judge. Then he bought toys and started using them on me in the bedroom, along with some dirty talk, "making me" suck and fuck the different toys. He really got off on that, which got me off. He eventually suggested trying it for real: inviting another guy to our bedroom.
 
FamilyFunMom said:
When I first met hubby, he loved gangbang porn. I didn't really understand the appeal for him but I'm not one to judge. Then he bought toys and started using them on me in the bedroom, along with some dirty talk, "making me" suck and fuck the different toys. He really got off on that, which got me off. He eventually suggested trying it for real: inviting another guy to our bedroom.
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and then what ?
 
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