by Jack

Gender: Male
Age: 51
Race/ethnicity: Caucasian
Current location: AZ
Highest education received: College degree (eg., BA, BS)
Occupation: Sales
Relationship status: Married
Religious affiliation: Protestant
How religious are you? Not at all
Sexual orientation: Heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? Open minded to occasional swinging
How many sexual partners have you had in your life (including oral sex)? 100+
How many hookup stories have you here posted before? 0

 MW Hookup with MW

How long ago did this hookup happen? 3 years

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…)? One-night stand

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? He was about 6’1″, a little overweight, in his 50’s, decent looking.  She was 5’5″, average, decent looking. We had connected through a swinging website, this was our first meeting. They came by our hotel, we had a few drinks and appetizers at the hotel restaurant. The conversation was ok, we all knew what we were there for, it was just a matter of if we all connected on a level enough to be comfortable with playing with each other.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? As mentioned before, it was somewhat planned, but these types of things always have some awkwardness to them. We had a few drinks and appetizers, I finally decided to move things along and asked if everyone wanted to go to the room. Indeed, everyone was interested.

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 got to the room, and immediately everyone started to strip down, initially we stood there naked with our respective spouses, running, etc. That lasted all of a minute or so, as we swapped spouses, and staked out our sides of the huge king bed.  My wife hopped in the bed, he stood to the side of the bed for a few minutes, while she played with his cock.  She stroked and sucked it while it got rock hard, he hopped in bed. I was already in bed with his wife, sucking on her tits, she was stroking my cock. We had agreed to use condoms, but I glanced over and saw my wife on her back, legs pinned behind her ears his cock moving in and out of her wet pussy, no condom.  She didn’t seem to mind.  He then laid on his back while my wife started stroking his cock with both hands, doing so in such a way to almost taunt me.  She enjoyed playing with his cock, it was pretty large, I’d say about 8″ long and very thick, and was uncut. Right up her alley, as I’ve always accused her of being a bit of a size queen.  She then expertly rolled a Magnum condom on his cock. That kind of surprised me, how smoothly she was able to put the condom on, I probably wouldn’t be able to put one on myself that smoothly, hopefully that skill is like riding a bicycle, do it once or twice and you remember, not something that requires constant practice. Anyway she hopped on his hard cock cowgirl style and rode him, making sure to dangle her big 36D’s in his face. She rode him for several minutes, and he blew a big load into the condom. She got up, went to the bathroom.  All this time I was going down on his wife, but she was pretty much a dead fish compared to my wife. My wife comes back into the room and says “ready for round 2?” They work his cock back up, and she slips a condom on, and goes reverse cowgirl for several minutes. He blows another load. His wife was so inactive that I could never really get it up.

Did you have an orgasm? Did your partner(s)? I did not orgasm with his wife, but I sure did with my wife after they left, I blew a big load. He came twice with my wife. I think my wife came at least once.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? He eventually used condoms with my wife. I did not penetrate his wife, just oral sex. We didn’t discuss history, but condom use was expected.

What were your REASONS for having this hookup? We like to occasionally play with others.

Were alcohol or drugs involved? If so, how much? Just a few drinks in the restaurant.

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? They left, we had a cursory follow up on line. This was a one time hookup.  My wife thoroughly enjoyed herself. I thoroughly enjoyed watching my wife with him. I was pretty indifferent as to his wife.  She really didn’t do much for me.  It made me really appreciate my wife.

To whom did you talk about the hookup? How did they react? Only my wife. She was happy with the hookup.

Was this a consensual and/or wanted experience for you? For your partner? It was consensual for the both of us, she was initially hesitant, but really got into it and enjoyed herself.

Do you regret this hookup? If so, why? Not at all. I only wish his wife was as into it as my wife. In all honesty, it probably would have been even hotter as just a MMF hookup. I think my wife would have easily handled both of us.

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? Best, seeing my wife in action. Worst, his wife’s inactivity. The thing is, I think she’s into the concept of swinging, she just has poor sexual abilities, especially compared to my wife.

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

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

Anything else you want to add about this hookup or anything else? Would love to see my wife in action again!

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