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What’s your gender? Man
How old are you? 58
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? USA
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Sales
What’s your current relationship status? Engaged/Married (open)
Religious affiliation: Christian
How religious are you? Not at all
What’s your sexual orientation? Mostly heterosexual
Any other term(s) that describe your sexuality or sexual identity? Hig libido
How many sexual partners have you had in your life (including oral sex)? 15-20
How many hookup stories have you here posted before? 3

Erotic Massage Trade with My Wife and My Best Friend

How long ago did this hookup happen? 9 years ago

What was your relationship status at the time? In a relationship (monogamous)

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? For more than 3 years

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? My wife and my long-time friend. My wife is a very attractive white woman in pretty good shape. We had been married over 25 years at the time. My friend is a handsome, masculine white man who was in his mid-forties at the time. He is in excellent shape and I have known him even longer than I’ve known my wife. My wife and I have always had a good sex life (although she has always been on the passive side) and doesn’t have quite as high a libido as I do. My friend’s wife has a non-existant sex drive and at the time of this encounter, his marriage had already been sexless for years. He and I had masturbated together many times before, so we were very comfortable with each other.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My wife and I have a massage table and I had been fantasizing about trading four-handed erotic massages with her and another person. My friend was game but my wife was only willing to do draped, non-erotic massages. So, meeting on our common ground, we did a non-erotic massage trade. Each of us took a turn receiving while the other two stayed clothed, working in unison to provide a soothing, relaxing, four-handed massage, with a sheet draped over the midsection of the person being massaged. We all enjoyed it and started doing it every month or so. Although it was highly sensual, I had resigned myself to the fact that my wife was not comfortable with it progressing to anything erotic. She knew that was what I ultimately wanted, but I respected her boundaries and never did anything to push her past her comfort zone.

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? Our trades had been going on for about six months. On this particular day, my wife was the first one to receive a massage. We worked on her for about an hour. Afterward, she decided to take a shower and rinse off the massage oil before helping our friend give me my massage. My back was sore that day, so while she was down the hall showering, I took off my shirt and lay down on the massage table, figuring my friend could get a head start on my back. He stood at the head of the table and started rubbing my shoulders and back. It was really feeling good, especially as his hands reached way down to my lower back, which was extra tight. The next time his hands got down there his fingertips slipped under my belt and rubbed the top of my buttocks. I hadn’t realized how sore I was in that region and I moaned a little to let him know how good it felt. I tugged my pants down a couple of inches to give him a bit more access on his next pass. We continued this pattern with me inching my pants downward a couple more times to give him more and more access. By the time my wife re-entered the room a few minutes later, the top half of my butt cheeks were showing over my belt line and my friend, who was shirtless too, was running his hands up and down my back to my buns.

Now, my wife had helped the two of us massage each other’s backs, chests, legs and arms quite a few times, but there must have been something about the visual of walking into the room and finding our handsome, shirtless friend rubbing my back with my pants halfway down my ass that excited her, because she came right over to the table told me to turn over on my back. As soon as I did, she grabbed my pants at the ankles and – without another word – and without even undoing my belt – ripped them right off of me, along with my underpants and (very nearly) my gentleman bits!

I was pretty surprised and VERY pleased, as she had always wanted everyone to stay ‘covered’ before. She told me to roll over onto my stomach and they proceeded to give me an excellent four-handed massage, going in tandem from my ankles, up my legs, across my exposed buns and up my back to my shoulders in long sweeping motions, without any sheet in the way over my mid-section. The sensations were fabulous!

After about 10 minutes of that, she asked if I wanted to ‘turn over,’ which I did! As I lay there face up, completely naked, they started doing the same whole-body strokes up and down my front side, passing tantalizingly close to my now fully-erect cock but never touching it. My whole body was shaking in anticipation.

After a while, I heard them whispering something I couldn’t quite make out, and then I heard my friend say “Okay, how about at the same time?” and with that they each wrapped a hand around my cock and held it tight. WOW!!! What a feeling! Each of them had touched my cock plenty of times before, but never at the same time, and never in front of each other!

They used their oiled-up hands to stroke my very happy cock for a minute, then went back to massaging the rest of me. Every time they went over my mid section one or the other (or both) would graze my cock and I would jump a little bit. Then he took a firm hold of my cock and started wanking it hard while my wife massaged my chest, neck, and scalp. This combination put me in a state of ecstasy. Finally, my wife suggested I finish myself, so I jacked off all over my stomach as he gently squeezed my balls and my wife watched and encouraged me to cum.

After I recovered, my wife left the room, so my friend could undress and get on the table for his turn. When she returned, we massaged his back as usual, with the sheet draped over him. Then, when he turned over to go face up, I started running my hand under the sheet, grazing his cock until it was nice and hard.

I pantomimed to my wife, asking if it was okay with her if I removed the sheet to work on him, and she gave me the okay. Her eyes got big when she saw his cock, which is a true 7-1/2″ long by 7″ around. (Mine is more average than his) We continued massaging his front side together but she carefully avoided touching his cock – although she certainly stole more than a few admiring glances at it….

After a bit of overall massage, I took his cock in my hand and she watched as I stroked him and made him moan and squirm. He eventually was overcome by the situation and grabbed his cock away from me, quickly stroking it to a strong orgasm as I continued to massage his pubic area. My wife was at the head of the table and I was at the foot. As he came, several streams of cum shot straight up to our eye level and I saw my wife’s eyes go wide again at the power of his ejaculation. She then looked over at me and we grinned at each other. My wife then handed me a towel with a big smile on her face. I wasn’t sure why she was handing it to me, but as I reached for it I saw that the backs of my hands and forearms were covered in my friend’s cum.

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? Afterward, the three of us went to a local taqueria and got some lunch. We were all zoned out from our massages and a little dazed from the day’s ‘extra’ events, so conversation lagged a little. After lunch, he headed home and my wife I ran some errands. That night, my wife and I had some pretty intense sex.

The next day, he called me and said he couldn’t believe we had actually done all of that and that he had masturbated in front of my wife. He wanted to know what she thought of him and make sure that everything was okay between her and me. I assured him that everything was fine and that she and I had had hot sex that night, proving that she was not just ‘okay’ with it, but was apparently pretty turned on. He said he had been worried and was greatly relieved that all was well between us, especially between me and my wife.

The three of us continued trading massages off and on for the next couple of years with the two of them giving me some amazing orgasms together. Sadly, my wife had no interest in receiving erotic massages so she always stayed covered and got a ‘standard’ four-handed massage. She also refrained from touching our friend’s cock, but she gladly watched me stroke him to orgasm many times as we did our trades and it always seemed to turn her on.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting, Hoping or expecting it would lead to something more, 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 didn’t give a clear ‘yes’, but I didn’t give a ‘no’

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

Did your partner(s) consent to this hookup? They didn’t give a clear ‘yes’, but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? Only my wife and our friend.

How would you best summarize people’s reactions about this hookup? Relatively positive

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 sensations of their four hands gliding all over my body as I lay there completely naked was out of this world! There was a sense of trust and vulnerability that magnified the amazing physical sensations. But the very best thing is that it was the beginning of more sexual openness in my marriage, which led to some other adventures.

What was the WORST thing about this hookup? I got a sudden, pounding ‘sex headache’ just after my wife ripped my pants off. I guess it was too exciting for me. That definitely put a damper on things for me, but if that was the price to be paid, it was totally worth it!

I really wanted to watch my wife stroke him to orgasm (and watch him give her an orgasm too) so I was disappointed that she wouldn’t interact with him on that level.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Definitely! For one, it opened my marriage! My wife not only accepted me and my friend playing together, but fully supports it. I have a higher libido than she does – and as I said before, he is in a sexless marriage – so it provides a ‘safe’ outlet for both of us that she thinks is natural and healthy.

Second, it helped me accept this part of my sexuality. I have always identified as ‘straight’ (never been physically or romantically attracted to another guy) and yet – since childhood – I have always been fascinated by cocks. It always confused me, but having my wife’s understanding and full support to play with another guy’s cock freed me to accept and enjoy this seemingly incongruous aspect of my sexuality without any embarrassment or shame. The fact that it actually turns her on to watch makes it even better!

As if all that isn’t good enough, this experience was so positive that it opened us to further explorations. (see my other stories: Group Play at Tahoe and Threesome at Fisherman’s Wharf).

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

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

Anything else you want to add about this hookup? My wife and I continue to have a very happy marriage and active sex life. My friend and I still enjoy the extra ‘benefits’ of our friendship with my wife’s full support.

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? Done right, I think casual sex can be great! If a romantic relationship was required to indulge in a little cock play, I would just do without it. Casual sex allows me to enjoy the purely sexual pleasures of same-sex play without having to do other things that go against my grain.

What do you think about the Casual Sex Project? I love it! My wife and I read a couple of stories together in bed almost every night. Sometimes we laugh, sometimes we cringe, sometimes we applaud them and sometimes we say ‘They sound like someone we’d like to be friends with!”

Thank you so much for providing this forum!

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