by Older man with younger girlfriend

Gender: Male
Age: 36
Race/ethnicity: Hispanic
Current location: Santa Fe, New Mexico
Highest education received: Post-graduate degree (currently pursuing)
Occupation: Student
Relationship status: In a younger older relationship
Religious affiliation: None
How religious are you? A little
Sexual orientation: Heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? I’m learning more about myself, but still don’t find myself attracted to men
How many sexual partners have you had in your life (including oral sex)? Hundreds? I’ve lost count
How many hookup stories have you here posted before? None

An Itch We Had To Scratch

How long ago did this hookup happen? 5 days ago

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? One night stand, hopefully it happens again

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? My girlfriend is 21 and amazingly gorgeous; she stands five foot two, weighs about 125 pounds, has B cup breasts that are perky and amazing, has a great ass that has a beautiful heart shape, a small sharp waste, and a very beautiful face with high cheekbones.
The other woman has just turned 18 she stands about five foot three has a nice tight dancer’s body. She has some tattoos and several piercings, kind of alternative looking. She had a very small vagina.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My girlfriend and I like to go to a lot of shows. We mostly listen to electro music so this involves interacting with a lot of younger people. We had met this girl at one of these functions and talked for a while there was a lot of flirtation. One night we were complaining to her that we have been looking for a woman to have a threesome with and she told us that she would be interested. We never did anything with her because she was underage. Over the years we have actually have become friends and there was always a little bit of innuendo but nothing this sort of exchanging pictures or anything. Last week she was complaining about her boyfriend and how she was feeling sexually neglected we decided to ask her over for dinner. I guess you could say we instigated it. We didn’t mind having her over for dinner as we’ve done this before. She’s recently turned 18 so my girlfriend and I talked about the possibility of playing with her. Her and I were talking earlier that day and she said that she would be very interested in having sex with us because her boyfriend was not pleasing her. My girlfriend and I have had multiple threesomes all with women over the last 2 years, and find it extremely erotic and enjoyable.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? Things started off with just dinner a couple of drinks, well a lot of drinks. As the night progressed we started flirting quite a bit. We decided to teach her a little bit and my girlfriend flashed her breasts as she was sitting on my lap. We could tell she enjoyed it because she smiled and complimented my girlfriend on her breast. We asked if we could see her and she played coy as she pulled it out. I think all of us were getting a bit turned on with the idea as I could feel myself stiffening up inside my pants. To be in the company of two beautiful women that were both interested in me is an amazing feeling. As this continued I sent my girlfriend back down on my lap slowly pull down her pants specifies open revealing her freshly shaved pussy our friend squirmed at the sight. She said how beautiful we were together. I asked her if we could see her ass, she obliged by taking down her pants and bending over. We asked her to remove her panties. She did, revealing a clean shaven small 18yo pussy that looked very tight. 
My girlfriend motioned for us to go into the bedroom where she sat on the bed and pulled our friend close to her. They began kissing and our friend slipped my girlfriends pants and panties down and off, as she did this that are friends had panties off as well bending her over to place her head in my girlfriends pussy. She started licking her, while bending over the bed I begin licking the other woman from behind. Everyone was extremely aroused. We decided to all take a shower together, the girls started off by kissing and to my surprise both got down and again taking my cock into the mouths. They showed my cock, sliding it back and forth between each other’s mouths while fingering each other. As I got out of the shower my girlfriend began to suck on her clit, slide her fingers gently into her tight 18 year old pussy. I decided to climb behind my girlfriend slide my cock into her slowly. This went on for a few minutes and we return to the bed.
We all give each other head for a short time, each of us switching partners. There was 69ing by the girls I would take turns entering each of them and occasionally pulling my cock out for them to taste each other. As the other woman was being eaten by my girlfriend I decided that I would slide my cock deep into my girlfriend. I asked the other girl to also enter her with her fingers. as everything progressed my girlfriend decided she would like to play with some toys as well. She penetrated our young friend with an 8 inch vibrator as she sucked my cock. The night ended as all of us got tired. Each of us have our orgasms, and all of us seem to have felt satisfied. This young girl has a boyfriend, but promised that we would definitely have another experience.

Did you have an orgasm? Did your partner(s)? We all had orgasms. I came once, my girlfriend have one prolonged orgasm and ejaculated twice, our young friend had 1 slight orgasm.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? There were no condoms involved, we get tested often, and I have a vasectomy.

What were your REASONS for having this hookup? This was an itch that needed to be scratched two years in the making.

Were alcohol or drugs involved? If so, how much? A six pack of beer and a half bottle of tequila was shared

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? We all seem to be fine. My girlfriend and I look forward to playing with her again. It may be hard considering she was cheating. The experience was extremely enjoyable.

To whom did you talk about the hookup? How did they react? We’ve only talked to each other about it, with one exception. I did mention it to an older married friend of mine and she was extremely excited. She started asking my girlfriend about details, and if we would ever consider playing with somebody older. We think that she may be interested in having us, and I think we both like that idea.

Was this a consensual and/or wanted experience for you? For your partner? This experience was consensual by all parties

Do you regret this hookup? If so, why? Absolutely no regrets

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? The best thing about this hook up was the fact that we got to fulfill a fantasy that I think we all had. The worst, probably that she has a boyfriend and it will take some time before we do it again. For my girlfriend and I this has just confirmed once again that we enjoy sharing other women with each other.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

Anything else you want to add about this hookup or anything else? Sex should be healthy, enjoyable, erotic, and experimental. It is nice to live in a day and age where monogamy is not the only option. It is equally enjoyable that I have found a partner that is as interested in sexual exploration As I am.

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