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What’s your gender? Man
How old are you? 32
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? South Florida, USA
Highest education received: College degree (eg., BA, BS)
What’s your occupation? IT
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 50, 55-60 if counting oral
How many hookup stories have you here posted before? Over 15

The Russian & The Equestrian

How long ago did this hookup happen? Senior Year of University (age 22)

What was your relationship status at the time? Single

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? For less than a week

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? During my final semester of university, a few of my friends and I went to a bar in the downtown area of our University. Compared to places around campus, this was in the “upscale” side of town. While there, my friends and I met a group of three girls: a Russian, a horse-back rider, and their friend whom I wasn’t attracted to and therefore forgot all details about.

“The Russian” was born and raised in Russia. I’m not sure when she moved to the USA, but she still had her (very thick) Russian accent, which I found to be extremely sexy. She was barely 5 feet tall, had reddish brown hair, and bright blue eyes. Her breasts were very small (probably a 32 A), but her ass was incredibly toned and rested on equally incredibly toned legs. I later found out that she modeled on the side- and had quite the portfolio- but I wouldn’t say her face was drop-dead gorgeous. Don’t get me wrong, she was pretty; but by no means would I have thought her as impressive if she didn’t have that Russian accent. Also, her modeling background must have taught her a thing or two, because she had quite the sex appeal. The way she stood, the way she looked at you, and the way she spoke all conveyed extreme sexuality and made her incredibly alluring. The Russian accent definitely boosted her up a few points, too.

The Russian’s friend was The Equestrian. I’m not sure how they met or became friends, because they were complete opposites. The Equestrian came from a very rural background in some Southern state and spent her entire life on a farm. She spent her life tending to horses, didn’t wear a lot of make-up, and was extremely fit. She was also astonishingly beautiful, which would have been much more obvious had she paid more attention to using make-up. Anyway, she was around 5’7″, 120lbs, had average boobs (34 B, probably) and a great ass attached to her thin frame.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We all got along really well. As the night went on, we all danced with one another, got drunk together, and took a lot of pictures together. On the dance floor, both the Russian and Equestrian made their way on either side of me, making me feel like I was in the center of what could be an incredible encounter. (Unfortunately, no threesomes took place.) Both girls seemed to be fighting for my attention and I really couldn’t make up my mind who to pursue. So, taking a gamble, I tried to get friendly with both of them, hoping to keep both doors open for potential sex with each of them.

When the night finally came to an end, we all exchanged phone numbers. It’s too long ago to remember how it happened, but I wound up taking The Russian home alone with me that night. When we got into my room, I gave her a white t-shirt to change into so she wouldn’t be stuck in her uncomfortable dress. I was hoping she would change in front of me, giving me an opportunity to make a move, but she left the room. When she came back wearing nothing but the t-shirt, I immediately got hard. Not only was her incredibly toned ass peaking out of the bottom of the t-shirt, but her tan nipples were partially visible through the thin cotton. I immediately embraced her and kissed her. She was very receptive to kiss me, but she didn’t go into the motions of “we’re gonna have sex!” which I was hoping for.

Instead, we made out on the bed for a really long time, with her hands continuously making sure I didn’t go between her legs. Not sure if she was playing hard to get or trying to take things a little slower, I tried for her breasts. Now she had no problems. She let me raise the shirt over her tits and play with her breasts. She made some comment in her thick Russian accent along the lines of, “You think in America boobs are such a big deal.” Well, whatever, yes we do!

Eventually she broke it down to me that she wasn’t going to have sex with me. Internally, I thought, “then why did you come home with me?” but I can’t honestly remember the rest of the night. I’m a very convincing person, so if I felt there was a shimmer of hope, I would have tried to persuade her. But I didn’t get laid; and now I wasn’t sure if it was too late to pursue The Equestrian.

After The Russian went home the next morning, I waited until the afternoon to text The Equestrian. She was excited to hear from me and told me about how her and her friend couldn’t find The Russian last night. Apparently, I got The Russian to come home with me without her friends knowing about it! I knew from this point that if I could get The Equestrian to sleep with me before The Russian told her what happened, I would be golden. So, I invited The Equestrian to hang out that night…and she agreed.

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? I can’t remember what The Equestrian and I did that night, but I know we made it back to my bedroom. From the moment we walked in the door, our hands were all over each other and we were making out like oxygen could only be found in the back of one another’s mouth. It was sloppy, wet, and really fucking passionate. In the middle of all of our kissing, she pauses for a moment and tells me, “I thought you liked [The Russian] last night. [Ugly friend] tried to tell me that she thought you were flirting with me, but I just thought you were flirting with [The Russian].” I told her some nonsense about how I thought they were both attractive, but I really had my eyes on her more than her friends. Maybe that wasn’t non-sense. I guess it was true.

But anyway, we continue making out and finally the clothes start coming off. When I start to suck on her breasts, The Equestrian absolutely loses it. She starts moaning, running her fingers through my hair, and biting my neck. Apparently, this was her soft spot. So, wanting to turn her on as much as I could, I just kept sucking on her nipples and playing with her breasts until she couldn’t take it anymore. She tells me to “come here,” pulls my boxers down, and begins to give me head. After a few minutes, I get her out of her jeans and panties and position her for missionary sex. I open her legs, successfully skip past any inquiries for a condom, and enter my cock into her pussy. She gasped, shut her eyes tight, and sort of winced with pain. I immediately noticed she was a little bit dry. I asked her if she wanted me to go down on her, but she said something to the effect of “No, just fuck me. I want to make you cum.”

Not needing to be told twice, I began thrusting into her. It wasn’t super dry, but it also wasn’t really wet. It was just somewhere in between. I was enjoying it (and she seemed to be, too) but I could tell I wasn’t going to cum. After sticking with missionary for a long time, I pulled out with the intentions of flipping her over for doggy style. I wanted to see her big ass bounce off of my cock. But, unfortunately, when I pulled out, she expressed some pain. She told me how she had some type of medical condition which prevented her from getting really wet, and thus never really enjoyed sex too much. She continued by telling me that she didn’t initially intend to have sex with me, but I had found her weakness (her breasts) and just couldn’t take it anymore. She told me that sucking her nipples had given her an orgasm (I hadn’t realized) and that she wanted to to feel me inside of her and make me cum.

I could have told her that I would try to “cum quickly” or “be gentle” and continued to fuck her in various positions. But instead, I was honest and told her that I wasn’t going to cum. I thought it was difficult for me to cum from having sex, but later in life I learned it was just that I jerked off too much!

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, not even close

Did your partner have an orgasm? Yes, one

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? The Equestrian and I continued to see each other for another two weeks or so. She wound up finding out that I had taken The Russian home, but also knew that I didn’t sleep with her. Regardless, we didn’t get sexual with one another again. I felt like she was testing me out, to see if she wanted “something more” with me.

I continued to see her without having sex because I thought she was a really good person and very beautiful. I was about to graduate from University and I was trying to prepare myself for the idea of a serious relationship. As it wound up, we spent the next few weeks getting to know each other and I really started to fall for her. We made food together, went to her horse stables together, and I kept getting mixed signals. Ultimately and unfortunately, The Equestrian didn’t feel I was what she was looking for. When I asked her if she would be interested in a real relationship, she sort of changed the subject. After a few days, contact with her became less and less frequent until we permanently drifted apart.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Thought it was an important experience to have, Intoxication, To feel better about myself, To feel more desirable, To feel more confident, To cheer myself up, I was feeling lonely, Power / Dominance, Making new friends, It was easy / convenient

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’

How wanted was this hookup for your partner at the time? I don’t know / I’m not sure

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? The guys who were with me the night we all met got the details out of me. I think one of them may have slept with the ugly friend, too. Ultimately though, after that first night, we never all got together again.

How would you best summarize people’s reactions about this hookup? Relatively positive

Did you get emotionally hurt as a result of this hookup? Very

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? I wasn’t quite able to cross “Russian” off of my list, but at least I got to feel some Russian tits and tongue in my mouth.

Also, it was cool that The Equestrian was the second girl I was able to make cum just from sucking on her nipples.

What was the WORST thing about this hookup? The Equestrian and I wouldn’t have worked out- our lifestyles were too different. Deep down, I knew it, but I was so desperate to be in a real relationship before I graduated that I convinced myself I really, really liked her. This made it quite painful when I was ultimately rejected.

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

All things considered, how NEGATIVE was this experience? A little negative

You have a hookup story to share? Submit it here!