This post is sponsored by Trust Massage Oil.


What’s your gender? Man
How old are you? 30
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? UK
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your current relationship status? Single
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)? Around 300

Three in a Bed (Part 2)

How long ago did this hookup happen? A little over a year ago

What was your relationship status at the time? Single

How would you best classify this hookup? Group sex

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? They were the girls I’ve nicknamed Natalie and Holly. Natalie was a work colleague and regular hook-up – tall, slim, brunette. Holly was an acquaintance and regular hook-up of hers – also tall, ever so slightly curvier and golden blonde. We’d had an amazing threesome a couple of weeks before (subject of a previous post) and had arranged to do it again.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Natalie and I had instigated it and Natalie had quickly got Holly on board with it. I had booked a hotel for us to go to (but not the same one we went to the first time). There were no nerves or hesitation at all this time, we all just met in the hotel bar and went straight to the room.

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 we were in our room, the girls started making out and undressing each other whilst I stood and watched. Within a few minutes they were both completely naked, playing with each other’s breasts and licking each other’s nipples. Holly got on top of Natalie and I undressed and started kissing Holly’s arse cheeks and then licking Natalie’s pussy. Then the girls took turns sucking my cock – first Natalie, then Holly.

Eventually, Holly stopped and told me she wanted my cock inside her instead, so she lay on her back and spread her legs wide and I started fucking her. Meanwhile, Natalie straddled Holly’s face and had her lick her pussy. Soon, Natalie started fingering Holly’s clit and Holly was now moaning too from underneath Natalie. This spurred me on and I fucked Holly harder.

After that, Natalie decided it was her turn. She got on all fours on top of Holly and the two of them kept kissing and playing with each other and Natalie backed up to me to have me enter her from behind. Natalie started fingering Holly and I watched as she gradually brought her to orgasm, all whilst I kept progressively fucking Natalie harder doggy style and tried not to come myself. As soon as Holly came I had to pull out of Natalie.

At that point, I told Natalie I was going to make her come. I lay on my back and went down on her as she sat on my face. Holly watched us to begin with, then eased herself on to my cock and started riding me in the reverse cowgirl position. My hands were free to explore both their bodies, and I played with Holly’s arse cheeks and Natalie’s breasts. The three of us kept going like that until Natalie had a shuddering orgasm with my face buried in her pussy and I couldn’t contain myself anymore and came inside Holly.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

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? Natalie and I were on a high and lay on the bed talking. Holly was quieter, and immediately had a shower, got dressed and pretty soon went home. Natalie and I toyed with the idea of staying at the hotel and having some more sex, but decided we were both too worn out! We tried to convince Holly to do it all again a few weeks later, but she’d decided she didn’t want to do it again. I kept hooking up with both girls separately for some time afterwards though.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), It was easy / convenient

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

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

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Very

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

To whom did you talk about the hookup? How did they react? Only Natalie. We both loved it and wanted to do it again, but Holly decided against it.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Very hot sex with two very attractive women!

What was the WORST thing about this hookup? Natalie and I were left wondering if it had had a negative effect on Holly for some reason, as she was quiet and distant afterwards and then decided she didn’t want to do it again.

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

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

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