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What’s your gender? Man
How old are you? 64
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Canada
Highest education received: Post-graduate degree (currently pursuing)
What’s your occupation? Retired
What’s your current relationship status? FWB and Group sex together
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 50+
How many hookup stories have you here posted before? 0

Our First Threesome

How long ago did this hookup happen? 6 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 have known my partner for more than 1 year. She had mentioned trying a threesome and I agreed immediately. She wanted to experience having two men at one time.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We created a couples profile on a dating website and both participated in actively looking for a suitable male.

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? After messaging several different men of various ages, I messaged Mark about doing a threesome and immediately received a yes. Mark’s profile had revealing pictures, exhibiting a healthy sized penis. It was difficult to tell his exact size, although he appeared larger than average.

Alice chatted with him and he sent her several nude pics. She told me he had seemed friendly, so she set up a meeting for the following day. When Alice told we were meeting him the next day I was somewhat taken back. I didn’t think anything would happen this fast. The next day Alice hadn’t heard from him and we began thinking he was all talk. A few minutes later he answered her text asking for her address.

Alice rushed off to shower and meanwhile, Mark kept messaging her phone. I pretended to be Alice in hopes he wouldn’t change his mind. Alice came out of the shower and put on a very sexy nightgown. Mark wasn’t sure which building she was in, so I went downstairs to meet him. He was friendly and we chatted on our way back to the apartment.

Once in the apartment, I indicated to Mark to sit next to Alice on the couch and I sat across in the chair. I did this on purpose to let Mark know we were open.
Mark didn’t waste any time and began playing with her nipple. He pulled her hand over to his crotch, which Alice rubbed a few times.

His directness surprised me, here I thought there would be a lot more nervous talk. Instead, Mark unzipped his pants putting Alice’s hand back on his crotch. My sightline was blocked by his knee, but I did see Alice look down at his penis in surprise. I would have given anything to know what her thoughts were at that exact moment. She continues stroking his cock, glancing, but not staring at it. Mark uncrossed his legs revealing a massive cock. He wasn’t erect, but he still had substantial girth. He stood up and dropped his pants, moving closer to Alice with the obvious indication for her to start sucking.

I thought what a great way to get started, knowing how much Alice enjoyed giving blowjobs. I got up, walked over, standing next to Mark and dropping my pants. My cock was hard from watching the two of them. Looking down, I was in awe of Alice taking Mark’s cock in her mouth, the sheer size of his knob was imitating. Alice switched over my cock and after 30 seconds I was close to coming. I’m not sure Alice realized or sensed how close my orgasm, but she returned to sucking Mark. Watching Alice suck another man’s cock was enormously erotic for me.

I can’t remember who suggested moving to the bedroom, but once there we all stripped off our clothes. Mark and I lay back on the bed with Alice between our legs, taking turns sucking our cocks. I eventually moved off to the side leaving Alice on her knees sucking Mark. I touched her very wet pussy and knew at that stage Alice was enjoying herself. She loved giving blowjobs to me, so I imagine sucking two cocks at the same time would be twice as exciting for her.

I edged up beside Alice with the idea of sucking Mark’s cock. My idea was to help Alice give him a blowjob, however, staring at his cock made me wonder if I’d be able to. I never considered it would be as thick as Mark’s cock was. Reaching out, I took hold of the base of his cock. Alice looked surprised as I began to take his cock head into my mouth. It felt warm, spongy not hard like I had imagined. I was only able to get the knob and tiny bit of his shaft into my mouth before it hit my gag reflex. It certainly wasn’t anywhere close to the depth Alice was able to swallow. After few sucks and shared licks of his cock with Alice, I turned it back over to her.

Mark decided it was time to fuck Alice and stood at the edge of the bed with Alice on her back and he pulled her ass to the edge. He grabbed a condom and despite her wetness, asked for lube. I had positioned myself so that I had a clear view of what was about to happen. Mark’s cock pressed against Alice’s pussy, and his knob sunk inside stretching her lips wide. Mark pulled back before sinking two-thirds of his cock making Alice moan. He pulled out and repeated this same move. This time his full cock went inside. Alice moaned/grunted with pleasure.

Alice grabbing my cock and began sucking while Mark continued fucking her. Mark was hitting deep and during this time I believe she had her first orgasm because he commented on feeling her muscles clenching his cock. Mark asked me if I wanted to fuck Alice but I told him no he should continue. Mark got Alice to move into the doggy position and after some fumbling, slammed his cock home. It looked and sounded like Alice had several orgasms in this position. Mark was banging Alice’s pussy hard, achieving maximum penetration. Mark and I were asking Alice if she wanted Mark to fuck her more. At first, she didn’t answer, but finally, she said, “fuck me” several times.

After resting for several minutes, Mark asked me if I wanted some of his cock which I declined. I was unsure if he wanted me to suck it or take it anally. Alice was positioned, head hanging over the edge of the bed and Mark standing with his cock ready for a blowjob. I climbed between Alice’s legs and with Mark pulling open her pussy lips apart, providing me with easy access to her clit I began licking her. I don’t think Alice had an orgasm while I was licking as it didn’t take her long to get Mark ready to cum. We each stood on either side of Alice’s head with the idea of cumming on her tits. Not surprisingly, Alice did have Mark ready as he let multiple spurts of thick cum fly over Alice’s shoulder and neck. I wasn’t far behind and my spurts landed on her upper part of her breasts.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

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? We fucked afterward and both had very intense orgasms. It was obvious we were both hooked on doing more threesomes and foursomes.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

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? 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? Nobody

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? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The sex was fantastic.

What was the WORST thing about this hookup? Nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes, we want more sex with multiple people at the same time.

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!