[M] How I became a bisexual

So it all started when I was a young teenager (now 38m) and I had a very promiscuous and adventurous girlfriend. I’ve always been very open minded sexually, however I considered myself to be heterosexual. My girlfriend at the time seamed to be far more experimental and confident when it came to her sexuality than me. She was bisexual, into assplay, pegging and MMF, anything kinky really. So most times during sex together she would try “assplay” on me, however at that time I had never done it and I wasnt that comfortable with the idea, untill….
…One night we were at her house drinking and doing ecstasy together. We started some hot & heavy sex and next thing I know she had her vibrator inside me and she was really going for it lol. Woh, I wasn’t sure at first but I could see how much it was turning her on so I thought, fuck it! I completely surrendered and let her do what she wanted to me. Once I relaxed… omg I was in total HEAVEN!! I couldn’t believe that I’d been missing out on this feeling. Gosh, I wanted this feeling more and more. Obviously from this point onwards my views on assplay changed, we would do it all the time. I no longer felt any stigma towards it, I actually fell in love with the pleasure. And on-top of that I began to have other feelings, I felt that there could potentially be something else going on sexually with me, I didn’t know exactly what that was at the time, but I’m definitely excited and nervous to find out. This girl was my first love and I fell so deeply in love with her. But, unfortunately the relationship only lasted a few years. I didn’t know it yet but that relationship would kickstart the beginning of my sexual journey.

Fast forward a few years to me in my mid 20’s. I was mostly single during my 20’s as it was hard for me to find a partner because I was still confused about my own sexuality. I’m now starting to feel a lot more open about the possibilities. At this point Im pretty sure I wasn’t heterosexual anymore. Geez, that first girlfriend really lit a fire inside of me. I was definitely starting to endulge in watching more hardcore kink pornography like MMF bisexual, pegging and transsexual. And I’m now regularly cross dressing alone at home and experimenting with my body. This was a very strange time in my life. I had so many questions. Maybe it was a phase? I knew I wasn’t straight, but was I gay? Bi? I wasn’t sure.

Moving forward another 5-6 years to my early 30’s and Ive now accepted the fact that I’m definitely, and at the very least, a bisexual man. Im able to look at guys in a different way now, I feel an attraction. Not just men, but trans women too. I definitely knew I had deeper desires and I was 100% ready to throw myself into it and see what happens.

I started dating a wonderful woman who was just as kinky and just as experimental as me. She had always fantasised about pegging a man in total cross dressed sissy outfits but had never done it. Well, we were a match. We instantly began an incredibly open and comfortable relationship. We both experimented in all kinds of sexual roleplays, kink, taboo and pegging. Gosh it was good. It was the first time I’d found a partner to peg me and we both got extremely excited over doing it. She loved to give it to me and I loved to take it! She was also fascinated by bisexual men, she would regularly masturbate to bisexual, gay male, and transexual porn, it was a huge turn on for her. I felt exaclty the same. She was the first person I ever told about my bisexual and transexual erges. We would masturbate together watching all kinds of queer porn, and wow, we would have the most amazing nights together exploring every single deepest secret desire, nothing was off limits. We could, and did act out anything we wanted to on each other, everything!! What an amazing time that was, she was such a beautiful person and together I think we unlocked the next level of desires in both of us. Unfortunately that relationship slowly dissolved and in the end we mutually agreed to go out seperate ways.

Around 35 and single again, I said hello to the gay dating app “Grindr”!! I was now confident in who I was and my sexuality. I like women, I like men, I like transexuals, so yeah I’m definitely queer. I would meet up and fuck all types on Grindr. Bisexual guys, gay men, transexuals, straight men that had girlfriends but were experimenting, all kinds and all shapes. I also started visiting Gay Spas. If you don’t know they are kind of like a club where they have a bar but also saunas, pools, spas and cruising lounges where you could find one guy for private sex in a private room, I could join in on group sex or, well, you can pretty much use your imagination on the possibilities in those places, anything can happen. No strings. No commitment. Just sex. At one of the spas I me the first guy I ever dated, Danny. He was a young gorgeous guy and we were very attracted to each other. But as I’m still not “out” and all this is still my own private little secret life, that didn’t really work for him. Danny wanted a full commitment relationship, I just couldn’t, I wanted to, but I couldn’t.

Moving along another 5ish years and I’ll be 39 next month. I have a wonderful and beautiful queer partner, a woman, not just a woman but an amazing woman. We share everything together and are very honest and open about who we are sexually. While she knows me and understands me, some of my past is still quite secret. Ive never told my full story to anyone before.

I’m so comfortable with where I am at now. I love being queer! Although if you ever met me, or even just took me on face value, you would never guess it. I work in the construction industry, I’m a man’s man, 6.1″ with a solid build. I guess that’s why I am able to keep it such a secret, nobody would ever expect it. I feel so much better for sharing it. Maybe one day I’ll come out to my friends and family, I don’t know. But for now it remains my own private adventure :)

Source: reddit.com/r/gonewildstories/comments/11fs4iv/m_how_i_became_a_bisexual