Exploring your bi side - when it all goes sideways!

LeSabreur

I listen intently
Joined
May 17, 2025
Posts
68
Life is a wild ride, and sometimes the ride gets a little bumpy. I've had a number of experiences that didn't go as expected, and while uncomfortable at the time, they add to the rich texture of life! I hope that you find them amusing and invite you to share your own adventures. 😉

1. My first time exploring with another man. I responded to a couple posting on AFF who wanted a bi-friendly straight guy to play with them in a MMF vixen-stag scene. It was going to be the husband's first ever bi experience. Since it would be mine, too, I chatted with them briefly and set off to their home. They were very nice, average looking, mid-30s, and of course we spent some time with the usual pleasantries and awkwardness. I sat between them on the sofa. Soon she was topless and I started caressing her breasts and kissing her while he rubbed my cock through my pants. He knelt before me and undid my pants, and I stood and dropped them to the floor, sitting back down to continue playing with his wife's breasts. He took me in his mouth and started giving me a blow job...nothing special there, just the typical bobbing action. She was coaching him on..."come on, honey, suck on that big cock!" It became quite clear that she really didn't want to do anything with me, that this was all about her husband sucking his first cock. She went on to explain that he had received a diagnosis of terminal brain cancer and they wanted to work on his bucket list of experiences! :oops: It's hard to describe the buzz-kill feeling of that moment. Ummm...and having told me this, you expect me to remain aroused and hard so your dying husband can suck me off? If I'm honest, I can't even recall what happened next. Did I cum? Did I flee? I have no recollection of the end of this interaction other than feeling...well...good luck to you both and HOLY SHIT!

2. My second time exploring with another man. Another couple from AFF looking for a vixen-stag, MMF experience with a bi-friendly guy. I chatted with him a bit and discovered that we both worked for the same company, though in different departments and didn't know one another. We met at a local mall and had a nice conversation; his wife had enjoyed a long relationship with another man, but now he had moved out of the area and he was searching for a guy for her. We went out to his car and he showed me a bunch of polaroids of her, going from family-friendly snapshots to XXX-rated ones. She was a pretty, ordinary-looking woman, active in her local church and Girl Scouts, but clearly a highly sexual creature with a voracious appetite, as seen in the steamy pics he shared with me. We agreed to meet at his house to have a stroke session, leading to more if both of us felt comfortable. If the chemistry was right, I would later be introduced to his wife as a coworker and we'd go from there. I arrived at his house while his wife was out somewhere. He put some MMF porn on the TV, and we were soon sitting in his living room with our pants down, stroking our cocks. His phone rang, and he saw that it was his wife. She was coming home sooner than expected and bringing a woman from church with her to pick something up at the house. She was only a few blocks away! I scrambled to pull my pants up and ran down his driveway fastening my belt. My car was parked on the street, and I got in and started the engine just as she pulled around the corner and into the driveway. Damn, that was a boner-killer! The tragically sideways part of this story is that, about a week later, the guy suffered a sudden hemorrhage and bled to death! :oops: Fuck me, I'm 2 for 2 killing off bisexual husbands!

3. My third time exploring with another man. This was a contact through Yahoo, I think. Not a couple, but a married guy, like me, who was bi-curious and wanted to have his first experience. He explained that he worked at a fabrication shop out in the country, and was the only guy there on the day we were to meet. He gave me directions and told me where to park, keeping my car out of sight in case anyone came by. I drove out to the place and texted him. He gave me some detailed instructions how to enter the building in order to avoid "the boss's security cameras." As we walked through the shop, he further guided me where to walk to avoid the indoor cameras, and we proceeded to a large break room in the back of the place. It had a sofa and we both sat down and started chatting. He showed me some nude pictures of his wife and I showed him some of mine, and soon we both had our cocks out and were stroking. At that point we heard some people enter the shop. We frantically stuffed our cocks back into our pants and he told me to hide in a closet while he went out to talk to them. He came back in several times, telling me to be patient, that they would be leaving soon, but it went on and on, and I was pretty much sick of hiding in a closet! When they finally left he was very apologetic, but I had had enough and we parted ways. I chalked it up as a win, because at least I hadn't killed him! :)

4. My fourth time exploring with another man. I had been chatting with another guy on Yahoo for a few weeks. He lived in my town, was single, but had a long-distance relationship with a woman who was very sexually adventuresome. He shared pictures of them having sex in all sorts of public places, and their wish was to add another man to the mix. Again, they sought a bi-friendly guy as both had the fantasy of some male-male play. He was a very nice guy, and soon I was chatting directly with his girlfriend, who lived in another state. As our schedules weren't aligning, a couple of months passed before we hoped to get together. Meanwhile, he didn't want to wait and wanted to have his first experience. He invited me to his home one evening, wanting to suck me off. His girlfriend would be on the phone with him while we did this. I arrived at his house and entered. We chatted only very briefly, then got down to business, as men tend to do. I stripped totally naked, him still fully dressed, getting quite a thrill just from that alone...naked in front of a stranger (really, we'd never actually met before) in a stranger's home. It was quite arousing, made more so by his girlfriend on speaker phone, urging him on. I lay back on the sofa in his living room and he proceeded to suck my cock, which had sprung quite rigidly to life. For a first-timer he was not too bad, and soon had a finger in my ass and was massaging my prostate. I was moaning, he was moaning, she was talking dirty to us both...I was dripping pre-cum all over the place, thinking to myself, "finally, after all these aborted attempts, it's finally going to happen." Then we saw a bright flash of lights sweep over us, and a car pulled into the driveway. Doors could be heard opening and thumping shut. We ran out of the living room and into a bathroom, me naked with my heart pounding, him urging me to be quiet. My clothes were left lying in a pile next to his sofa. His college-aged son (who lived there) came through the front door and called out for his dad. He whispered that we should just wait and be quiet, that the kid would soon leave. The kid didn't leave, but kept calling out for his dad, who kept reassuring me in urgent whispers that the son would leave. After about ten minutes, the dad told me to sit tight (as if I had a choice), and left the bathroom to greet his son. He was very awkwardly trying to get him to leave, but his son wanted to know whose car was in the driveway, and wanted to know why his dad was acting so strange. It went on and on, all the while I'm stark naked in some strange house with people I've never met arguing in the next room. His dad finally admitted that he had a friend over. The son thought that he knew all of his dad's friends, and didn't recognize the car, so wanted to meet the person. He finally told his son that it was actually a lady friend, and that they were hoping for some privacy. The son grudgingly agreed to leave. I did NOT want to continue, but ended up agreeing to stay after multiple reassurances that the son would not return until much later. It took a lot of oral work to get me hard again, but, in the end, we finally consummated the arrangement. This one I counted as a double win: again, no killing, and I finally completed the experience. 😅
 
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Sounds like Fate is sending you a message. Maybe it's so when you finally get to fully relax and enjoy m-m fun it'll make it that much more awesome when you cum? Kind of like edging on a grand scale.
 
I was a little nervous reading story 3, it had all the elements of a horror movie, “hello, is anyone here?” 🤣
 
At the time I wasn’t exploring my bi side, but it was at least kind of bi and now when I look back at the event I get really aroused.

Myself and a few others, three guys and three girls went skinny dipping. I was 17 and really wanted to see these girls naked.

When we got out of the water two of the guys held me by my arms while the third guy dragged my penis and began playing with it, stroking me and laughing. The girls laughed too.

I was angry, humiliated and couldn’t believe what was happening. I realized to my horror that despite me not wanting this to happen my penis liked it. I was getting and erection. I struggled and failed to get free.

The guy was laughing and asking me if this is what I did when I wish I had a girl with me. Suddenly I was cumming, hard, spurt after spurt of semen shooting as I watched helpless as my penis emptied itself.

The girls thought it was hilarious, just a bunch of guys fooling around. I did end up dating one of the girls soon after. These days I remember that and really enjoy every opportunity to be naked in front of other and masturbate for them, or more.
 
At the time I wasn’t exploring my bi side, but it was at least kind of bi and now when I look back at the event I get really aroused.

Myself and a few others, three guys and three girls went skinny dipping. I was 17 and really wanted to see these girls naked.

When we got out of the water two of the guys held me by my arms while the third guy dragged my penis and began playing with it, stroking me and laughing. The girls laughed too.

I was angry, humiliated and couldn’t believe what was happening. I realized to my horror that despite me not wanting this to happen my penis liked it. I was getting and erection. I struggled and failed to get free.

The guy was laughing and asking me if this is what I did when I wish I had a girl with me. Suddenly I was cumming, hard, spurt after spurt of semen shooting as I watched helpless as my penis emptied itself.

The girls thought it was hilarious, just a bunch of guys fooling around. I did end up dating one of the girls soon after. These days I remember that and really enjoy every opportunity to be naked in front of other and masturbate for them, or more.
I can only imagine how awfully humiliating that must have been at the time, but in hindsight I'm sure it has been a part of shaping your sexuality. It appeals very much to my CFNM fantasies, and reads like one of those letters that many of us used to read so fondly..."Dear Penthouse, I never believed that this could happen to me, but one day...."
 
A few times I went on dates with guys I met online. Twice I had some awkward experiences when the guy ejaculated prematurely.

One guy climbed onto the bed and knelt over me and suddenly began to ejaculate all over my stomach.
68.media.tumblr.com/31ad7308d7724e53e283d202d790217d/tumblr_nk9fqwach31uocdxao1_r4_1280.gif

Another guy began to cum as soon as I gave his cock a kiss..
https://49.media.tumblr.com/b6373e1b0250f87dafdf2c3aba32c687/tumblr_o2oa3a2Mua1u0dx4fo1_400.gif
 
A few times I went on dates with guys I met online. Twice I had some awkward experiences when the guy ejaculated prematurely.

One guy climbed onto the bed and knelt over me and suddenly began to ejaculate all over my stomach.
68.media.tumblr.com/31ad7308d7724e53e283d202d790217d/tumblr_nk9fqwach31uocdxao1_r4_1280.gif

Another guy began to cum as soon as I gave his cock a kiss..
https://49.media.tumblr.com/b6373e1b0250f87dafdf2c3aba32c687/tumblr_o2oa3a2Mua1u0dx4fo1_400.gif
I'm really good at premature ejaculation. I warn anyone who might touch my cock, but it has happened. Not without being touched, though.
I'd like to go on an actual date with a guy.
 
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Life is a wild ride, and sometimes the ride gets a little bumpy. I've had a number of experiences that didn't go as expected, and while uncomfortable at the time, they add to the rich texture of life! I hope that you find them amusing and invite you to share your own adventures. 😉
These are great. Thanks for reminding us that not every time will be like a porn movie. Lol

The first one wouldn't have stopped me, that fourth one would have for sure. Lol

When I think about it, I think I had more opportunities with coworkers than I realized but I wasn't looking for that back then.. if only!
 
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