by lovinglife

Gender: Male
Age: 57
Race/ethnicity: White
Current location: California
Highest education received: College degree (eg., BA, BS)
Occupation: Sales
Relationship status: Very happily married
Religious affiliation: Catholic
How religious are you? A little
Sexual orientation: Mostly heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? High libido
How many sexual partners have you had in your life (including oral sex)? 20-25
How many hookup stories have you here posted before? 1

Threesome at Fisherman’s Wharf

How long ago did this hookup happen? 2 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? They were a middle aged, married couple from the Midwest.  I had recently posted a profile on an adult website as a solo male seeking sensual/erotic massage play and they contacted me when they were about to visit my area. They were the first people I met from the site.

We exchanged a few emails back and forth and agreed that my wife and I would pick them up at the airport and go to lunch. We all chatted pleasantly at lunch for a good hour or more. They were somewhat vague on some particulars about themselves, like what city they lived in, but my wife and I both felt like they were honest, if not completely open. It felt more like an effort to protect their ‘normal’ lives back home than to hide anything from us. We both got the impression that he was probably in law enforcement, though he never said. She worked in the education field.  They were both pleasant and likeable.

Mike was an imposing figure, several inches taller than me and beefy, with a well trimmed full beard.  Margaret was a very attractive woman with a pretty face, ample breasts, long, thick hair, a warm smile and an easy laugh. It was obvious they were deeply in love. It was a second marriage for both and she alluded to how poorly her first husband had treated her and how Mike had come into her life and made her feel loved and safe and special. They had been married about ten years, and she practically glowed when she talked about him.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After lunch we got back in the car, where we could talk privately, and discussed specifics…. who was interested and willing to do what, what the boundaries would be, etc. They did not want me to penetrate her and there was to be no oral between me and either of them, just erotic massage.

My wife had not planned to participate with me (we had had some non-swapping group sex before this and she had lost interest, hence my profile as a solo male) but they really liked her and wanted her to join us.  They invited us both to come to their hotel that evening or the next day to play.

That evening the four of us talked on the phone and we worked out the logistics of our hook-up the next night. My wife had decided against going so we let them know that it would be just me. They said they were disappointed and hoped she would change her mind.  He asked me to please not cum before our hook-up, as they both wanted me to finish on her breasts and wanted it to be a big load.

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? The next morning as we lay in bed, my wife and I diddled each other, as we often do, while my mind’s eye imagined the rendezvous I was scheduled to have that evening, having a hard time believing my good fortune. Without warning, my wife climbed on top of me, inserted my penis into her vagina, and rode me to a quick orgasm. Satisfied, she got out of bed, and, with a big smile on her face, reminded me that I had promised Mile to not cum before meeting with him and Margaret in the evening. She then headed off for the shower, leaving me with a raging hard on and a mind filled with sexual images.

Although we have a great sex life, my wife prefers to be sexually passive and doesn’t instigate sex very often, so all of this was a VERY pleasant surprise. I guessed that the previous day’s conversation and the knowledge of what was planned for later on had her revved up. I was hoping it was a sign that she was excited enough to change her mind and join us. As hard as it was to do, I summoned all my self-discipline and got out of bed without finishing myself off.

Mike and Margaret were staying in an upscale hotel suite near Fisherman’s Wharf. As the time for me to leave got closer, my wife’s mood changed and I could tell something was bothering her. We discussed the situation and it turned out she had become uncomfortable with the whole thing. She is the most important person in the world to me, so, without hesitation, I told her I would cancel. She seemed relieved and I figured I had about an hour to figure out  what I would say to them. As the deadline got close, I was telling my wife my various ideas on how to handle the situation when she suddenly blurted out that I should go. I was pretty surprised and argued against going, as I didn’t want to hurt her, but she pretty much insisted, saying that it was a good opportunity for me and I shouldn’t have to miss out. God I love that woman!

When I got to the hotel I called and let Mike know I had arrived. He said he’d be down in a few minutes, so I took a seat on a couch in the lobby. I sat waiting for what seemed like an eternity, but it was probably only 10 or 15 minutes. I was starting to wonder if they were having second thoughts when he suddenly stepped out of the elevator, greeted me, and invited me to follow him back up to their room.

When we got to their suite, Margaret was sitting in the living room and got up to give me a hug. The three of us then sat and made small talk for a few minutes, and Mike again said how much they had hoped my wife would join us, but that they were happy she had allowed me to come. We then reviewed the rules of play, as previously discussed. But now she added that she didn’t want me touching her pussy either. I had understood from our previous conversations that it would be sensual play only, with no oral and no intercourse, but I was disappointed to hear that I was not to even touch her pussy. Oh well!

With the rules sorted out, he and I disrobed. He came and stood in front of me and reached out to take hold of my penis. I did the same to him. His cock was slightly longer than mine, but very thick at the base and tapered toward the head, sort of like a traffic cone. I had never seen one shaped like that before and was intrigued. She had never seen two men play with each other before and enjoyed the sight of us exploring each other as she sat on the couch. Next, he went and stood behind me, massaging my shoulders, and asked her to get some ice and rub it on my nipples. This was a first for me, and the sensation of her rubbing my nipples with the ice set my hips rocking, which caused my butt cheeks to make momentary contact with the head of his cock several times. He asked if I liked that and I told him it was interesting and felt kind of good. He asked what I would do he tried to put it in me and I told him I would run naked down the hall to get away before I would allow that! All three of us had a good chuckle over that image and he asked me to head to the bathroom with him so we could shower together.

I had fantasized about showering with another guy since I was a teen. But back when I had first pictured it, I was a skinny young guy with little body hair, as were my fantasy shower-mates.  So now, here I was, finally getting into the shower with another guy, but he was  big and beefy and hairy and gray and bearded. Definitely NOT the way I had pictured it for all those years, LOL!

We got in the shower and took turns soaping each other up, working each others cocks to attention. It didn’t feel particularly erotic or exciting to me, but it was a fantasy fulfilled (sort of) and it was different from my usual weeknight activities, so I enjoyed it for what it was, some harmless fun that ticked something off my bucket list. The best part of the shower was the anticipation of what was to follow!

When we got out of the shower we toweled off and went back out to the living room. Margaret had changed into a cute little ‘French Maid’ outfit and had opened a bottle of wine and set out some snacks. So, the three of us sat around nibbling on cheese and crackers, sipping wine and carrying on a very normal ‘get to know you’ type of conversation as he and I sat naked on our towels on the couch and she sat in an arm chair across from us, dressed in her cute little maid’s outfit with a view of the Golden Gate out their living room window. It was fun, picturesque, and surreal at the same time.

After about 15 minutes of snacking and talking, she stood up and walked toward the bedroom, inviting us to follow. She then took off her maid outfit and lay down across the bed. He and I proceeded to give her a four-handed massage, front and back, head to foot, for about 20 minutes. She loved the sensations of four hands caressing her body and she sighed and moaned with pleasure over and over as our hands glided over her. Her body was smooth and firm and I thoroughly enjoyed touching her all over.

Next I lay across the bed and they both massaged me for about 15 minutes. She had some of the best breasts I’ve ever had the pleasure to touch. They were large, full and firm, yet soft and supple. She leaned her body over mine and slowly, gently ran her breasts up and down my torso several times, stopping each time to drape them over my face. It was wonderful! They stroked my cock together and the combination of both their hands on my shaft and cockhead at the same time was fantastic.

I told them that I could go all night like this, and that I didn’t want to hog all the attention. So he and I traded places and she and I gave him the same treatment I had just gotten. We started with him face down and rubbed his back for about 10 minutes before he turned over.  When he did, we rubbed his chest… and legs…. and cock, of course!  It didn’t take too long before he and Margaret started kissing passionately. The love and admiration I had sensed the day before at lunch was being demonstrated in a very intimate, passionate, and physical way, before my very eyes. I suddenly felt very privileged to be present, more like an honored guest in their marriage, rather than simply a trading partner for an erotic massage.

As they continued to kiss, they got more and more into each other and seemed to be less and less aware of my presence. I continued massaging him for a minute or two, but as they become lost in each other I started to caress them both at the same time. He started to finger her pussy and she moaned her approval and appreciation as I watched intently. She repositioned herself so she could suck his cock as he continued to lay on his back with his head on the pillow. I put my face close to her face to watch as she went up and down his shaft, listening to the sounds as she sucked him and he fingered her. I massaged his balls and he reached out with his free hand to play with my cock as she sucked him.

Without a word, she swung a leg over him, mounted him, and slid his cock inside her pussy. I put my head down by his knees so I could witness their union, but the room was semi-dark and I couldn’t see things quite as clearly as I would have liked. One of the things they had told me they wanted me do for them was to suck on their nipples as they made love. As this seemed like the right time, I started going back and forth between them, pausing long enough each time I switched to enjoy the spectacular scene in front of me as she rocked on top of his body and he rose up to meet her motions. It was pretty obvious sucking their nipples really heightened their pleasure, and that pleased me. He actually liked his nibbled on and I was afraid of hurting him, but he kept telling me to go harder.

All too soon they were both cumming. When their orgasms finally stopped, she rolled off of him toward me, so I moved out of the way, over to the side of the bed and sat with my back against the headboard. She ended up laying flat on her back right up against me, with her knees up, her feet against the headboard and her head at my toes. This put her hips left hip right against my right hip, with her thighs pressed together. Mike immediately got up to use the bathroom. I admired her body and the satisfied smile on her lips as she lay there. After a minute or two I impulsively reached over and touched her in such a way as to suggest she move her knees away from each other. She willingly spread them apart revealing her freshly fucked pussy to my view. I could see his creamy load oozing out of her pussy, caught up in her pubic hair, and the smell of his cum wafted up to me.

In that moment I felt connected to both of them and my wife at home too. I remember thinking that I had just witnessed something beautiful and loving that couples don’t often share with strangers they’ve just met. These two didn’t just have sex in front of me, they had truly made love to each other. And I had gotten to watch and share in it by lending my hands and my mouth to intensify it for them. And now, here we were, the two of us naked on a bed together, with her husband in another room and my wife in another city as I watched his cum leak out of her. And everyone knew and everyone was okay with it and there was nothing for any of us to hide. It felt very freeing and I sensed a huge wave of appreciation for my wife welling up inside of me. Suddenly I wished she was there too, so I could tell her how much I loved her.

When Mike came back to the bedroom he brought a hand towel and placed it on Margaret’s abdomen. He started pressing her lower abdomen through the towel and it seemed to send waves of intense pleasure through her. I wish I had asked what he was doing (if it had a name) and what it did for her, but I didn’t, I just watched. Then they asked me if I was ready to cum on her breasts. I said I was and knelt beside her. I then stroked my cock as they verbally encouraged me to shoot my load all over her breasts. She fondled my balls to help and I soon shot the most massive load I have ever had, all over those big, gorgeous breasts of hers. We all admired the mess for a couple of minutes and then they kissed. I thought about asking if I could take a picture of my cum all over her breasts to help me remember the moment, but I hesitated too long and he cleaned her up with the towel.

Afterward, we all sat or lay there on the bed, naked and chatting, for about 10 minutes. Then we all got dressed and went down to the wharf to get some food. It was about 8:30 PM, so we were pretty much the only ones around except for the workers. We ended up getting clam chowder at one of the sidewalk eateries and stood around eating and talking about everyday stuff. It was back to surreal for me, as I thought about how ordinary it was to get some food with friends and yet how extra-ordinary the evening had been.

As I dropped them off at their hotel Mike said that we would probably never see each other again, but that they both had enjoyed meeting me and my wife. He also that they were both thankful she had let me come play with them and that they both wished she had come too.

Did you have an orgasm? Did your partner(s)? Yes, all three of us had orgasms.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? No precautions were taken as they were married and there was no oral or penetration between me and either of them.

What were your REASONS for having this hookup?: To quote another contributor “Life is short and sex is fun.” That pretty much sums it up for me. That, and the ability to do it with my wife’s permission.

Were alcohol or drugs involved? If so, how much? We each had a glass of wine.

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? As I drove home I kept replaying the nights events in my mind. I was also looking forward to sharing my joy with my wife and to telling her how much I loved her and how much I appreciated the the opportunity to play. But when I got home my mood quickly went from ecstatic to regretful. It seems that sitting home alone all evening, imagining all the things I was doing with Mike and Margaret, had gotten the better of her, and she was upset. I suddenly felt terribly selfish and like a prize fool.

At first she said she didn’t want to know what happened or didn’t happen. So I sat with her, watching TV, holding her hand. But slowly, she started asking a few questions. The more questions I answered, the more interested and relaxed she became. In fact, she seemed to be getting a bit aroused. We ended up taking a hot shower together and I got to rub my body against her smooth, feminine one, which was MUCH MUCH better than my shower with Mike, LOL! Then we went to bed and had what seemed to me to be some of the hottest, most intense sex we’d ever had.

In the end, she said she was still happy with her choice to stay home, but she also had a nagging feeling that she had missed out, and that was what was bothering her. I think that hearing the story from me afterward made her feel like she WAS part of it without having to actually participate. So, without realizing it at the time, we probably made the best possible compromise…. I got to play and she got to enjoy the adventure through me.

As far as Mike and Margaret, I never expected to hear from them again in any way, shape, or form. Our goodbye at the hotel sounded pretty final to me. But they have texted greetings to me and my wife on most major holidays since our hookup. Sometimes they simply ask about our holiday plans and other times they inquire if my wife and/or I have had any further sexual adventures. They have suggested all four of us talk by phone sometime, but so far we haven’t done that yet.

It was a wonderful experience and I will always cherish the memory of witnessing their lovemaking. Although the sexual play between me and them was casual, it was anything BUT casual between the two them. That blending of loving sex and casual sex made for a fabulous combination!

To whom did you talk about the hookup? How did they react? Besides my wife, as described above, the only other people I told the story to was couple who had turned me on to the swinger website that made it all possible. My wife and I had had same-room, non-swap sex with them before. They had wanted full swap and my wife was not interested, so they had moved and but remained platonic friends. They were very supportive and happy for me.

Was this a consensual and/or wanted experience for you? For your partner? Yes, for all three of us. (Or four, if you count my wife!)

Do you regret this hookup? If so, why? Absolutely not!

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? It’s hard to say which aspect was best. Watching them make love and helping intensify the sensations for them was awesome. Making passionate love to my own wife afterward was spectacular too. But probably the best part was how much love I felt for my wife for letting me enjoy this special night. There was no worst.

I think this experience helped me appreciate how fun and rewarding casual sex can be for me even as a ‘third wheel.’ I’d gladly 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

Anything else you want to add about this hookup or anything else? Group sex is something that I find immensely enjoyable and deeply satisfying. Writing this story has reminded me of how much I miss group sex and how much I would like to have it in my life again on a fairly regular basis, preferably with my wife as an enthusiastic participant!

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