Your first unexpected bisexual encounter (male or female)

[Theo 192]

I’m writing this from memory and unfortunately I get caught up in that memory so please bear with me. There was so much more but I had to constantly remind myself try and keep it short…

My adventure happened about 12 – 13 years ago.  My employer would, every few years, purchase a new piece of medical equipment that I would need to be trained on. It invariably meant I would be traveling somewhere in the country to attend a company sponsored seminar lasting anywhere from a couple of days to perhaps a week. The nice thing was, it was usually located someplace warm and it typically happened in winter or early spring when the temp still struggled to get above the freezing point in Michigan.

 This particular year it was being held near a resort area near Ft. Lauderdale, Florida for 5 days. My hotel happened to be the location of the seminar as well- which I liked. It meant I didn’t need to travel so no need need to rent a car but I still needed to find someplace to eat. I eventually found a local watering hole after walking across the street about two blocks down and one street in. The din was typical chatter, laughter, and pool balls smacking as I walked in.  Not real busy on a Sunday night. I sat in a booth right beside the pool table and ordered a beer. I noticed a couple in their, I’m guessing mid 40s, playing pool. Their booth was on the opposite side of the pool table. With them sitting back in the booth was another gal with very red hair who appeared younger- maybe mid-late 30s. A couple of more beers and a burger later, social introductions had taken place and some alcohol lubricated idle banter ensued. I eventually found myself sitting in their booth and them to be friendly. The younger gal not so much, or so I felt right then. I couldn’t quite put my finger on it, but I could feel that something just wasn’t quite right with her.

 The couple’s names were Nancy and Lloyd although she called him “Bub” for reasons I never did find out. The quiet gal was Tina. After a couple more pitchers of beer, it was suggested that Monday morning would arrive too soon so we reluctantly called it a night but agreed to meet up again Tuesday night at the same place for dinner and drinks.

 We all wound up back at the same place Tuesday about 5:30. We each ordered our food and drinks and began chatting again- except for the redhead Tina.  For some reason, unless they actually addressed her with a question, she remained quiet- almost distant. Not unfriendly, but I got the feeling she couldn’t really care less to be there. The other two, however, were very friendly and outgoing. I assumed (and still do) they were married as they both had on what looked like wedding rings. Again, alcohol fueled conversation was prevalent and as usually happens, the topic turned to sex related themes. Somehow we got on the subject of video porn preferences. There was nothing of significance revealed by any of us although when we confessed to our “darkest kink”, I did specify that watching women pee was up there, I did not expound on the topic, nor did they with theirs, which was public exhibitionism (which never occurred with me while I was with them- much to my dismay). Tina did not contribute although bub made some reference to her liking pussy.

The conversation soon turned a little more sober (less joking and more revealing) discussing likes and dislikes about porn movies. I soon found out they possessed a fairly extensive library of titles both DVD and VHS. We discussed various themes, what aroused us, and it also soon became apparent that they had some amateur stuff as well revealed in a round-about fashion with no real details about the content. Tina, I noticed, had kinda rolled her eyes at the mention of the amateur video collection. It was as if I missed some inside joke or something—which I later found out I had.

 Alcohol induced inhibition lead to an invite to head to their house to view said videos. I would’ve agreed even sober of course. Turns out they lived just a few blocks away and soon enough we were all in their living room mulling over which title to start with. They did have quite a collection. I noticed there were a lot of VHS tapes most of which did not have commercial labels but handwritten words scribbled on them. After Bub brought out beers for everyone, Nancy suggested that we start with some girl on girl action and proceeded to put in a DVD. I also noticed that Tina seemed to be somewhat more interested at this point too. After 15 minutes or so, Bub suggested another video. The question again was asked, which one? I opined that I would enjoy something amateurish which brought on giggling from both Bub and Nancy- Tina displayed little emotion. Bub kind of shrugged his shoulders and pulled one of the hand-labeled VHS tapes out of the box and pushed it into the player. I sat back with a new beer anticipating something unique- I was not disappointed. While I did not recognize the location, I did recognize the cast of characters- they were sitting here with me!! The reason the video tapes were hand-labeled was because these were obviously home-made! I looked over at Bub sitting in his recliner who had a smirk on his face and then to Nancy on the other end of the couch with me who was actually laughing. I did glance at Tina sitting on a beanbag-like chair with her arms wrapped around knees that were drawn up to her chin not displaying any emotion.

 To say I was stunned would be putting it mildly. I didn’t expect this in a million years and all I could do was stare at the TV. While we all (except Tina) were not self-conscious and had no problem occasionally somewhat discretely massaging our groin area during the previous girl/girl video and commenting on the various scenes, THIS was different. I was now significantly aroused looking at the naked bodies that just happened to be of the same people I was sitting with. I stole glances at both Bub and Nancy and both seemed as engrossed in the video as me. And for the first time, I caught sight of Tina in the video. While not unattractive, I had never considered her as spank bank material before. Boy, was I wrong. While she was too thin for my tastes, her fiery red bush had me instantly hard. I really loved the ginger pussy that was flashing on the screen. But it was equally obvious from the video that Tina would never be a potential home wrecker- for me anyway. She was into women plain and simple. I was glued to the scene playing in front of me- Nancy was buried face deep into Tina’s pussy and it was obvious by the look on Tina’s face that she loved it. It all started making sense- Tina’s ambivalence towards me, her obvious infatuation with Nancy right now on the screen, and the fact that she’s always with them- at least anytime I’ve been with them. Yep, she was Nancy’s play toy for sure.

A rush of lust coupled with the alcohol already onboard and I was suddenly without inhibition. I frantically pushed my shorts down enough to free my stiff dick not caring what anyone might think and began massaging my guy. As if on cue, the others begin wiggling from their sitting positions and doing the same. I glanced over at Bub and saw his prick sticking out and getting a workout as well. Turning back to look at Nancy sitting beside me at the other end of the couch, I got a good look at strands of curly dark hair sprouting between the fingers of her hand slowly circling her mound. I instantly thought of the red bush sitting across from me and quickly took a peek. Tina, however, had not pushed her slacks down and, instead, had a hand obviously working her pussy over but from inside her clothes- all while her eyes were glued to the action on the screen.

This went on for several minutes while various scenes unfolded on screen. Most involved the girls although a couple included Bub and Nancy engaged in various stages of coitus and oral sex. I heard Bub say something to Nancy about changing places and she smiled and readily agreed. Bub proceeded to stop the video (probably a good thing cause I was getting close to cumming) and said something about taking this in the other room- which turned out to be a bedroom. I was a little nervous as we all pulled our pants and shorts up, but I decided to just follow their lead. Before anything progressed, however, I had come to realize I needed to empty my bladder first. Voicing my desire, I was directed down the hall to the first door on the right. Coming out, I met Bub obviously needing to do the same. After he finished, I heard Nancy and Tina in the kitchen carrying on a low-voiced conversation. Shortly thereafter, Nancy worked her way into the bathroom. When she came out she was naked. She slid by me as Tina went in. I wanted to see that red bush and the stream coming out of it so bad I almost said something. I just didn’t feel comfortable enough. I felt funny standing by the bathroom door so I wandered back to the kitchen where a nude Nancy, and now a nude Bub were getting beers from the fridge. I made some stupid comment like I was over dressed or something as I peeled off my shorts. Nancy grinned up at me and handed me a beer and then said something like “follow me” or “this way”, or something like that. I followed Nancy and we headed back down the hall with Bub following behind me. Tina was walking out of the bathroom as the toilet flushed. I was hoping she would be naked as well but I was disappointed. Damn, I wanted to see that red bush!

As we got to the bedroom, I noticed Bub sporting an almost upright dick. Mine was thickened but standing up at all.  Somewhere on the way back from the bathroom, Tina had dropped her pants and underwear as she as now naked from the waist down. I could not take my eyes away from her pussy. It was even better than I expected. Her muff was carrot-top red. Almost orange and so thick and only slightly curly- not kinky at all, not that it mattered to me. She swiftly jumped up on the bed and lay back on her back. Nancy was next as she bent over from the foot of the bed and began licking the inside of Tina’s thighs and working her way up to that ginger hairy heaven. Looking up at Tina, I could see, for the first time, she was truly now enjoying herself. I could do nothing at the moment but stand there and begin to stroke at the scene that was unfolding. I was getting immensely aroused. Bub had worked his way behind Nancy and was rubbing his cock along her ass crack. He looked at me and gave me a kind of nod that suggested he was asking me if I liked what was happening. I, of course, nodded back. Within minutes, Tina was groaning out her orgasm. Not the stereotypical writhing, but more of a lifting her pelvis up pushing her pussy into Nancy whose lips were smothering Tin’s clitoris. Eventually Tina’s spasms subsided and Nancy sat up using the back of her hand to wipe off her very wet face.

Standing on her right side and looking up at me smiling, Nancy reached her right hand out and beckoned me to step closer to her. I took a couple of steps towards her as she grabbed my bouncing stiff penis and guided it into her mouth. I was thrilled to say the least and to her credit, she had a talented tongue. After I’m guessing 20-30 seconds and without taking me out of her mouth, she then signaled by waving her left hand for Bub to come over on her left side. He stepped up and she grasped him and after a couple more swirls of her tongue over my head, she pulled me out and put him in. Funny thing- I was not able to take a step back as she held a firm grip on my hard penis and basically wouldn’t allow me enough slack to step back. I really didn’t care as I figured that meant she was probably going to put me back in her mouth momentarily. She did not disappoint and neither did she let go of Bub when she switched back to me. I remember looking down as she continued sucking me and thinking it strange that just a few inches away was another hard dick essentially pointing right at me. Now I’ve been in a few threesomes over the years and they were all MMF (I was never lucky enough to land a FFM). But even then, there was no “crossing of swords” or any other male male contact ever made in any of those situations and I was always perfectly comfortable.

   Now when I say it felt “strange”, I don’t mean I felt bad or uncomfortable- it was just… surreal. That’s the word- surreal. Things were happening so fast I just couldn’t process it fast enough. Understand that as I describe this scene, time was going by much much faster than I can explain and put it to pen here. I don’t remember feeling anything by this time because, as I stated before, my thought process was numb- I couldn’t process what was unfolding. I remember staring down as my cock appeared and disappeared in Nancy’s mouth, I could see her cheeks puffing in and out as she continued to swirl her tongue around the swollen head and yet, there was another swollen head just a foot away and I couldn’t stop glancing at his straining member as well. I was mesmerized by the whole thing.

After a few moments (10 seconds? 90 seconds? I have no clue), she withdrew me and I assumed she was going for Bub when she tugged me closer and I saw that she was pulling Bub at the same time. Not quite understanding, I none-the-less managed to lean in and at that moment I began to recognize what she was doing. She pulled our cocks TOGETHER! (Frotting is the term I found out years later). Again I’m stunned- Bub and I are facing each other, his cock is pressed against mine and Nancy has her hands, her fingers intertwined, wrapped around both our pricks and is stroking both of us like one giant dick. Looking down at Nancy’s face, I see her looking up at Bub with a slight smile. Even as naïve as I was then, I was beginning to comprehend the reality that they both most likely had played out this scenario before and it most likely had to do with Bub’s desires. I looked up at him and noticed his head leaning back slightly and his eyes were getting a glassy look to them. Still not fully grasping the unfolding scene, I did notice that Nancy had slowed her stroking and was now, more or less, just concentrating on maintaining pressure to keep our cocks mashed together. I also began to sense Bub slightly pushing against me. It was more like he was pushing his pelvis forward- thrusting. His cock head had now slid above mine as Nancy had released just enough pressure to allow his thrusting. Both our pricks were wet with her saliva and, I noticed, both our slits were slightly parted leaking our clear precum. I actually thought for moment how could I be oozing precum? I wasn’t even aware at the moment that I was horny or aroused. That’s how bizarre this whole thing was to me. I couldn’t understand how I could be aroused- let alone produce precum.

 With absolutely no forewarning, I felt a sudden jolt-  Bub had just thrusted against me not hard but with an obvious sense of urgency. His head was leaning further back and his eyes were all but closed. I thought to myself, “holy crap, he’s gonna cum”. I immediately looked down at our cocks. Both of our scrotal sacs were taut- his especially so. It looked like a wrinkled prune and I could feel the rougher grating of his taut sac against my shaft. I stared at his cock head in disbelief. I knew what was about to happen but couldn’t believe it would. Sure enough, I saw a small rivulet of opaque liquid ooze out from the tip of Bub’s purple head and then rapidly slide off running onto the head of my cock. I could feel Bub begin to spasm again as he pushed his prick into mine sliding it up and this time a spurt of cum jumped about two inches from his head and practically all of it plopped onto mine. It was very warm, almost hot, and of course wet. I stared in disbelief unable to make sense of all the sensations I was feeling. I couldn’t believe how hot his cum felt on my cock, and with Nancy’s hands sliding up and down and making both of our cocks wet and sticky with his cum. Another short spurt sent some more hot fluid onto my swollen member and with no time to even react, I felt my body move of its own accord and I found myself pushing my cock back into Bub’s. I felt detached from my body- it was simply reacting to primal responses. Without conscious input from me, my legs and feet shuffled forward a half step or so to increase/maintain friction. Almost simultaneously a contraction grabs my lower back and pelvic area and I looked down just in time to see my penis push out its pent up creamy cargo as the first wave of an orgasm overtakes me. Another wave begins to wash over me and more cum spurts out my slit opening. It’s amazing how much male liquid is covering our pricks. Everything is covered in cum- our cocks, Nancy’s hands, and some has spilled onto the floor. Cum is still oozing out of mine while Bub’s ejaculations have ended. I’m getting weak in the knees and Nancy must’ve anticipated as she has already released her grip on both of us. I start to back up a little trying to feel for the edge of the bed and I see her right hand is working her pussy over. I sit down as does Bub on her other side, while Nancy just lays back and proceeds to rub one out- it did not take long for her body to convulse in pleasure.

We all took a few minutes to catch our breaths and Tina, at some point, had gotten up and retrieved a couple of wash clothes so we could clean up. We wound up back in the living room and grabbed our drinks. We eventually watched some more videos and about an hour later, we took turns masturbating right where we were sitting. When they dropped me off back at my hotel, we said our goodbyes and there was no pretense of exchanging names or phone numbers and no phony sentiment of “let’s keep in touch” because we all knew we would never see each other again anyway. I did not go back to that watering hole the next two days- and then I flew home.

 I spent the next two years trying to process what had taken place. I questioned my sexuality. I mean, I had never touched another guy’s dick ever in my life, let alone mix cum. I eventually learned, however, to accept it for what it was- just an experience. I guess what was even more difficult to accept was admitting to myself the fact I enjoyed it- a lot. I also came to realize that the experience did not make me gay lol. Once I accepted everything, I was able to relax. To this day, I still frequently masturbate to that memory.

 This is why, in my profile, I list myself as a “straight” male. But when I describe myself, I state that I’m “passive bi-male”.  I have never sought another encounter like that one since. It’s not that I wouldn’t do it again- in fact, IF the opportunity for a couple with a bi-male ever presented itself again, I could do it easily without a thought. Having said that, I need to make clear that I have absolutely no interest or desire for sex with another male on my own. If I see an image of a nude male whether in picture or porn, it does nothing for me. Not a thing. My weenie doesn’t even flinch. In fact, it’s just a step away from being somewhat repulsive to me. Put a female in the mix, however, and I can get aroused. Show me a closeup of a cock cumming, and I can and will masturbate to it. I don’t understand it, I just accept it.

But even with this memorable experience, I can still say with utmost sincerity- a PEEING pussy tops everything every time for me. 🥰

[Bacardi 9,105]

My very first kiss was with another girl. I had been questioning my sexuality since I was in my teens. I had a lesbian friend that would often tease me with kissy faces, grab my books and all that other silly stuff. One day at lunch, in front of the entire school, she took the teasing to the next level and actually kissed me. It was magical to say the least, and it was my first real kiss! I think that was the beginning of the end for me. From that day forward I was into women but fought it because I was also "Christian" at the time.

 Now I identify as bisexual and asexual. I feel attracted to both men and women, but not in a sexual way. If that makes any sense lol.

[Guest UnabashedUser]

Outstanding writing of an actual occurrance.

Inspiring.

As a youth who smoked too much weed and drank too much alcohol (given that all up btw) there was a time when a close friend and I were doing those things and watching porn.  We'd watched porn together dozens of times, and had gone from hands in t he pocket stroking to taking it out and masturbating in the open while we watched m/f porn in a darkened bedroom.

Suppose it was inevitable but not surprising that one day friend brought over some MMF porn, which I hadn't seen, and when it got to the point where the two guys were getting it on, he reached over and asked if he could help me and what the hell -- it's one guy helping out another and so we both stroked each other off to an incredible orgasm.

We continued this activity for about a dozen times and then a sexy girl came into my life and took care of  my hardon needs from that point.

Today watching porn, I don't shy away from  MMF scenes, but don't seek out gay scenes although I have nothing against it.  That being said, if I see a fat cock exploding with a huge cum shot, it tends to get me hard.

 

[Sweets 4,504]

Mine wasn’t unexpected it was kinda planned. I thought I was showing up to meet a couple to have a threesome.  What I didn’t expect was an orgy.  I had a mmf threesome with my ex husband and the guy of this couple. His girl friend wasn’t  aware and I guess it was a secret.  Not sure why.  Well I met them at the bar where he worked. There was another guy there. So I was thinking ok either this isn’t happening or it’s turned into a 4 some.  We a few drinks waited for him to get off work then headed to their place which was right across the street.  When we got there we had some more drinks and was chatting when the door bell rang.  What I thought was another couple arrived but it just ended up they were all co works of my friend from the bar.  Next think I know we are passing a joint around.   The one guy who showed up was giving me serious fuck me eyes.  I got up to get another drink from the kitchen and he followed me.  Things got very friendly.   We went back to the living room.  The girl he came with was having a problem lighting the joint to get a drag. So I went over took it from her lite it took a long drag from it then kissed her while exhaling the smoke into her month.  The next think I know I’m licking the other girls pussy who was sitting on the couch next to her boyfriend.  It was kinda weird because they all watched me and it felt like a me and her was putting on a show.   After I made her cum I remember the guy who was eyeing me fucking me.  After the guys came the guy I had the original threesome with had his girl friend lay on the ground and I got on top in a 69.    Like Teo said it was kinda of a weird experience, I was acting out the motions but I felt I was an on looker too.  I didn’t have an omg orgasm.  I think it was because I was in a unfamiliar Situation.  It was like I couldn’t relax.  I had another encounter with the same group. still no orgasm.   The 2 times I had mmf threesome was the same way.  It really didn’t play out how I imagine.  I think I was more to nervous than anything. My ex was definitely bi but I think he was worried about the other guy thinking he was gay so they always stayed apart from one another. And he didn’t want to be caught licking my pussy after the other came inside me. Even though he really wanted to. My fantasy is to just have one on one with a female and be able to explore each other with out a show.  Just enjoy each other. I definitely have fantasies of a mmf threesome too but where the guys aren’t afraid to touch each other and everyone gets pleasure from it. 

[Kupar 12,355]

45 minutes ago, Sweets said:

Mine wasn’t unexpected it was kinda planned. I thought I was showing up to meet a couple to have a threesome.  What I didn’t expect was an orgy.  I had a mmf threesome with my ex husband and the guy of this couple. His girl friend wasn’t  aware and I guess it was a secret.  Not sure why.  Well I met them at the bar where he worked. There was another guy there. So I was thinking ok either this isn’t happening or it’s turned into a 4 some.  We a few drinks waited for him to get off work then headed to their place which was right across the street.  When we got there we had some more drinks and was chatting when the door bell rang.  What I thought was another couple arrived but it just ended up they were all co works of my friend from the bar.  Next think I know we are passing a joint around.   The one guy who showed up was giving me serious fuck me eyes.  I got up to get another drink from the kitchen and he followed me.  Things got very friendly.   We went back to the living room.  The girl he came with was having a problem lighting the joint to get a drag. So I went over took it from her lite it took a long drag from it then kissed her while exhaling the smoke into her month.  The next think I know I’m licking the other girls pussy who was sitting on the couch next to her boyfriend.  It was kinda weird because they all watched me and it felt like a me and her was putting on a show.   After I made her cum I remember the guy who was eyeing me fucking me.  After the guys came the guy I had the original threesome with had his girl friend lay on the ground and I got on top in a 69.    Like Teo said it was kinda of a weird experience, I was acting out the motions but I felt I was an on looker too.  I didn’t have an omg orgasm.  I think it was because I was in a unfamiliar Situation.  It was like I couldn’t relax.  I had another encounter with the same group. still no orgasm.   The 2 times I had mmf threesome was the same way.  It really didn’t play out how I imagine.  I think I was more to nervous than anything. My ex was definitely bi but I think he was worried about the other guy thinking he was gay so they always stayed apart from one another. And he didn’t want to be caught licking my pussy after the other came inside me. Even though he really wanted to. My fantasy is to just have one on one with a female and be able to explore each other with out a show.  Just enjoy each other. I definitely have fantasies of a mmf threesome too but where the guys aren’t afraid to touch each other and everyone gets pleasure from it. 

A fascinating story. Thanks for sharing it.

[oliver2 3,899]

1 hour ago, Sweets said:

My ex was definitely bi but I think he was worried about the other guy thinking he was gay so they always stayed apart from one another. And he didn’t want to be caught licking my pussy after the other came inside me. Even though he really wanted to.

😪
 

Quote

fantasies of a mmf threesome too but where the guys aren’t afraid to touch each other

The best kind of threesome fantasy in my opinion 😈
 

[oliver2 3,899]

Less graphic than the above, but - I went out with fairly masculine girl who was in the process of realising she was a trans guy, and from how I felt about that situation, describing myself as heterosexual felt like a, uh, simplification.

Edited February 3, 2021 by oliver2

[Guest UnabashedUser]

9 hours ago, Sweets said:

And he didn’t want to be caught licking my pussy after the other came inside me.

Really want to try this!!

[oliver2 3,899]

5 minutes ago, UnabashedUser said:

Really want to try this!!

I’m guessing you’re willing to go down on Bonnie after you’ve cum inside her

[Guest UnabashedUser]

1 hour ago, oliver2 said:

I’m guessing you’re willing to go down on Bonnie after you’ve cum inside her

Yes, doesn't matter which opening I've cum in either. If  Bonnie and I were ever in a MMF scene I'd give it a go.  HBU?

[oliver2 3,899]

14 hours ago, UnabashedUser said:

Yes, doesn't matter which opening I've cum in either. If  Bonnie and I were ever in a MMF scene I'd give it a go.  HBU?

I’ve never tried eating ass, but I’ve no objection to getting cum in my mouth or on my face, and really... getting to interact with another guy’s dick is a pretty large part of an MMF scenario. That and being able to watch the other two going at it, and being watched. 

Edited February 4, 2021 by oliver2

[Guest UnabashedUser]

3 hours ago, oliver2 said:

I’ve never tried eating ass, but I’ve no objection to getting cum in my mouth or on my face, and really... getting to interact with another guy’s dick is a pretty large part of an MMF scenario. That and being able to watch the other two going at it, and being watched. 

The possibilities are endless and fun to imagine.  Wouldn't mind trying a MMF at some point -- Bonnie and I have discussed it.  The opportunity has not presented itself.  Have done FFM a couple of times and that was far better than one can imagine.  You can read about it here in a post I made in 2017 after a hot session.

 

[Ms. Tito 2,039]

On 2/3/2021 at 3:18 AM, oliver2 said:

😪
 

The best kind of threesome fantasy in my opinion 😈
 

Yessss

[LovesToWet 3,408]

I haven't had a real life experience but I have found I enjoy watching a hard cock peeing and also men wetting. Definitely unexpected as my go-to is women wetting and peeing.

Not sure what I would do if I saw it in person as I have only recently started enjoying it. Not sure if this counts

Edited May 2, 2022 by LovesToWet