Current location: US
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
How religious are you? Not at all
Sexual orientation: Mostly heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? Submissive
How many sexual partners have you had in your life (including oral sex)? Who’s counting?
How many hookup stories have you here posted before? This is my first one
One Fantasy Down…A Lot More To Go
How long ago did this hookup happen? A month 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…)? Gangbang
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? I was lucky enough to have sex with 5 gorgeous guys who had 5 gorgeous, big cocks. Four of them were black, in their late 20s / early 30s who I’d never met before; they were very fit…in fact the one guy I liked the most was a personal trainer with dreadlocks and a phenomenal body covered with tattoos. The fifth guy was my boyfriend (let’s call him R)…tall, caucasian in his mid forties, with beautiful silver hair – which I have a massive fetish for. And last but not least…a recent friend I’ve made: Tall brunette in her 30s, very attractive and sexy with a beautiful body covered in tattoos (let’s call her V)
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I always had gangbang fantasies and had discussed it with R plenty of times. That said, it was a bit hard for both of us to find a group of guys we trusted to make that happen and to be honest…we’re not great in planning ahead so we kept postponing it. Until I met V at a sex party; my gangbang fantasy came up in the conversation and she very kindly offered to help me organize it and also participate. So we set a date, I gave her my requirements (and she made sure all guys met every single one of them!) and she invited 4 gorgeous guys.
This was planned a long time before it actually happened; during the planning stage I felt very excited but the closer I came to the actual date, the more nervous I became. It was a combination of performance anxiety with some nervousness around how R would feel watching me get fucked by 4 guys (although we’ve had a lot of group sex before, this event was a first).
All nervousness went away though once these 4 men entered my apartment. I was waiting for them with R while V had gone at a bar in the neighborhood to meet with them and bring them all together at my place.
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? Once they all arrived, I went down on my knees and started sucking their cocks. V actually encouraged me to put two cocks in my mouth…which was an awesome first for me. Then one of them picked me up, put me on the bed and a lot of them started fingering me while I was sucking some other guy’s cock. Who was who, is a little bit of a blur at the moment…I do remember lying on my back at some point and having Dreadlocks fucking me. I had my eyes closed and he said “open your eyes”…and I did. Meanwhile, V had already started fucking one of the other guys and we were taking turns on who was fucking who. It was pretty hot to watch her and it was even hotter to watch her blow R.
There were plenty of times when I had a cock inside me and a cock in my mouth (which I love btw). I do remember R interrupting me at some point to give me a a couple of vodka shots…After spending a fair amount of time fucking all of them, the condoms were really starting to dry me up (which unfortunately happens to me regardless of how much lube I use). So I went to the bathroom where I called R and V to tell them what’s going on…V responded “That’s fine we’ll just make them cum”. As I came out of the bathroom Dreadlocks was there…he picked me up, put me on top of my dresser and started fucking me. We broke a frame with a piece of art that was lying on the dresser but…it was totally worth it! Once this happened we moved in front of the bathroom door which had a mirror…I was facing the mirror and he was behind me. The door opened and it was R who I started sucking off…god that was hot!
Then I fucked one of the other guys right by the window of my apartment before they all moved me back to my bed. V started licking my pussy while I was sucking off another guy…then at some point, as I was lying on my back Dreadlocks along with one more started jerking off close to my face. Dreadlocks came first and then the other guy did. I then started sucking off guy number 3…for a long time…until he came in my mouth. By that point…guy number 4 had already cum with V. I didn’t have an orgasm right then and there and neither did R. When it all ended we spent a little bit of time hanging out before people started to leave… I must admit all guys were really nice…I was surprised by how polite and respectful everyone was before, during and after the event.
And then the best part of the night came when my V, R and myself lay in my bed, had some food and started talking about everything that had gone down.
Did you have an orgasm? Did your partner(s)? I had an orgasm when I had sex with R after everyone left and he did too. The rest of the guys came and V…well she had a few orgasms!
What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? Every guy was wearing a condom and I’m also on birth control pills. I did not discuss STIs before that.
What were your REASONS for having this hookup? It was one of my wildest fantasies!
Were alcohol or drugs involved? If so, how much? Alcohol yes… No drugs as far as I know but not sure if people had any before the event (or even during the event when I didn’t notice)
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 spent a quite a bit of time with my V and R talking about it…it was really interesting to relive the whole thing from different perspectives. When V left the apartment, I had great sex with R and we both had an orgasm. Although he did feel a bit awkward at times he shook it off very easily and very fast. I definitely want to do it again and next time I’d like it a bit rougher!
I personally felt amazing. Not only had I realized my fantasy, I also enjoyed it a lot more than I thought and it also brought me closer to R. As far as the rest of my partners go…I will be forever grateful to V who made it happen; apart from dreadlocks who I’d like to fuck again…the rest I don’t really think about.
To whom did you talk about the hookup? How did they react? I talked about it to my 2 best friends who are both gay men. They were momentarily taken aback but then they started asking questions about the whole thing and were interested in hearing what happened. We didn’t spend a lot of time discussing it.
Was this a consensual and/or wanted experience for you? For your partner? Yes and yes!
Do you regret this hookup? If so, why? Not at all…it was one of the best sexual experiences I’ve ever had.
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 two guys coming on my face and Dreadlocks fucking me in front of the bathroom door as R opened it were the best parts. Chatting with V and R, and the sex I had with R straight after were up there too.
It hasn’t changed my sexuality but it confirmed my desire to try new things. I would totally like to have one again…this time a bit rougher.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? Not at all negative
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