Long Anticipated Threesome

by Monark

What’s your gender? Man
How old are you? 42
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? Bristol UK
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Chemist
What’s your current relationship status? In a serious relationship (open)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 70+
How many hookup stories have you here posted before? 1

Long Anticipated Threesome

How long ago did this hookup happen? A couple of months ago

What was your relationship status at the time? Same as current status

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? I met my present partner, H, about two years ago on a dating app and there was instant chemistry. She’s a year younger than me, and we’re both fit and young looking for our age. After a few hours of chatting and drinking martinis, we ended up kissing in the street, and one thing led to another and we were soon fucking. She’s petite and very pretty with a cracking bum and the most perfect pair of breasts I’ve ever laid eyes upon. The sex was really explosive for a first time date and I was very keen to see her again.

After a few months of sporadic dating with her, we decided to become a more serious couple. I’m polyamorous and she was fascinated by the polyamorous lifestyle, so we carefully incorporated that into our relationship. She had often expressed an interest in having sex with another woman, and we had talked about it, but it had never quite precipitated. During this time I was still in contact with another woman, G, who I had been meeting sporadically for casual sex over the space of a few years. She’s a slim, elegant lady in her early 30s, with a bob of vibrant red hair. She’s possibly the most sex-positive person I’ve ever met, and she has a very fluid attitude to sex and sexuality. I’d often thought that she’d make an excellent first female partner for H, but due to a whole host of random reasons it had just never quite worked out until just recently.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? H and I finally moved in together this spring, and after yet another hypothetical conversation about lesbian sex and threesomes, I said why don’t I just contact G and invite her over. H was a little hesitant, but quite quickly decided that she’d rather do it and regret it than prevaricate and then regret never trying. I contacted G, who eagerly agreed to meeting up, and we managed to arrange a date that Friday afternoon. I was nervously excited for the rest of the week. I’d had a couple of threesomes previously, but they’d both been pretty unsatisfying, and never with a pair of such beautiful women with whom I shared such excellent sexual chemistry. I really hoped they liked each other as much as I liked them!

The morning arrived and H and I both woke up feeling excited and horny! Within a few minutes of waking, she had stroked my semi hard cock into a full erection and had sucked me to orgasm. I offered to return the favour, but she was keen to save her energies for later. We’d originally arranged to meet at 3pm at our house. G was in the city because of a business meeting and ended up arriving quite late to the house. I was still surprisingly nervous and I sipped a glass of red wine to stay calm. H sat opposite me wearing a dark summer dress which looked great on her petite body. I think she was also nervous, but I actually think she was more intrigued as she’d never met G before. When G arrived, I opened the door and she greeted me with a big smile. I actually hadn’t seen her for over a year so it was great to see her. She was wearing high leather boots over tight fitting jeans which really accentuated her legs. On top, she had a simple blouse under which I knew she wasn’t wearing a bra.

I made the introductions and we sat and chatted for quite a while. H admitted to her inexperience with women and her slight reticence and G was very understanding. They were keen to get to know each other before initiating anything sexual, and I began to relax as it slowly became obvious that they were getting on and were into each other. Finally, G looked at her watch and said that it was high time we headed to the bedroom if we were going to fuck before she had to get back on the road…

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? We quickly headed upstairs and G suggested that I make myself scarce for five minutes while they undressed each other and got to know each other a little more intimately. I duly hung back, and when I got to the bedroom a short while later, the pair were sprawled on the bed naked and kissing passionately. It was the single most intensely sexy thing I’ve ever witnessed in my life. I slowly got undressed while watching them explore each other, in no hurry at all to disturb the scene in front of me. Once I was naked, G looked up and beckoned me over. I added myself to the jumble of naked limbs and began stroking H and kissing her while G bent down and began sucking at my already very hard cock.

What happened next was extremely intense. We fooled around for about several hours, alternating between fucking, licking, kissing, fingering and just watching each other being stroked and played with. H eagerly got her first taste of pussy and licked and fingered G to the first of several orgasms.
G’s second orgasm came while she was on all fours, with her face buried in H’s cunt, and my cock pushing into her from behind. H came loudly when G licked her out expertly while I kissed her and fondled her breasts. (Did I mention H has the best tits I’ve ever seen?) H rode on me reverse cowgirl while kissing G, who in turn was stroking and fondling the base of my cock and my balls, and also fingering herself to yet another orgasm.

In the end we just sort of collapsed into an exhausted puddle of naked flesh. I hadn’t cum at all (possibly residual nerves from the meeting), and H had cum only once (very loudly). I’m not sure how many orgasms G had, but I think at least 3.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, not even close

Did your partner have an orgasm? Yes, multiple

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? G was late for an appointment and actually in a hurry to get home, so we kissed her goodbye.
When she got home, she texted us that she’d been wet between the legs all the way home and was very keen to meet us again for a rematch. H was initially very positive about the whole experience and was also keen to repeat it as soon as possible. However in the months since, we still haven’t managed to arrange a good date for the three of us so we’re still waiting for round two. H has subsequently cooled a little on the whole thing, and I now fear it might not happen again. However, we have recently exchanged a few messages as a group, and perhaps it’s on again…

G sent us some explicit photos and videos from a recent holiday to act as an appetizer, and H is defintitely somewhat keen again. G and I have also messaged each other individually, and hopefully we’ll find the time to meet within the next month. The photos she sent were super sexy and I’ve always really enjoyed fucking her.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Thought it was an important experience to have

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

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? No-one else

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? The sight of my loving partner naked with another beautiful woman giving each other pleasure. I could have sat and watched them for hours.

What was the WORST thing about this hookup? That my partner is still so uncertain about repeating it, despite seeming to have an excellent time.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It changed my thoughts on threesomes, which I’d previously thought very disappointing.
Turns out you need to have really good sexual chemistry with both of your partners!

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

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

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? As a polyamorous man, I find casual sex to be a very important part of my sexuality.
I love my partner very much, but loving sex with her is very different to casual sex with another partner, and I need both in my life to feel fulfilled.

What do you think about the Casual Sex Project? It’s great!

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