I finally mustered the courage to confide in a few close friends about my secret crossdressing/femboy identity with a sissy kink and something incredibly thrilling happened as a result.

Story:

I've always identified as straight and have made a concerted effort to exude masculinity. Growing up, I was surrounded by sports, had brothers, and was raised in a conservative household by a strict father. However, despite my efforts to conform, there was always this lingering feeling of being different.

My short stature, feminine features, and petite frame contributed to me being treated differently by the guys. Through those struggles, it was easy for me to connect with women on an emotional level. Even though I maintained friendships with guys, I felt more connected to my girlfriends.

In high school, I explored cross-dressing and started by wearing panties to school from time to time. I dressed up more and more on my own in all types of outfits. I even indulged in online role play where I could embrace my feminine side. When I finally moved out of my parents' house, I took the plunge and purchased my very first dildo, fantasizing about having sex with a guy. I convinced myself I was just experimenting or watching too much porn, but deep down, I couldn't ignore the fact that I enjoyed it immensely. However, my denial persisted, leading me to believe that it was merely some shameful fantasy.

I even took it further in college and decided to explore my desires in a more real and immersive way. I dressed up in my most alluring outfit and ventured into a gay bar, hoping to embrace the world that had always fascinated me. As the night unfolded, I found myself in the arms of an older gentleman, captivated by his experience and sensuality. He took me home and took my anal virginity. Despite that, I somehow convinced myself that it was just an experiment. Deep down, I couldn't ignore the fact that I enjoyed it immensely, but my denial persisted, leading me to believe that it was merely a one-time adventure.

I met the love of my life (or so I thought) in college, a wonderful sexually conservative and inexperienced woman whom I eventually married. With her by my side, I convinced myself that I could leave those fantasies behind and fully embrace the life I was supposed to. I put away my feminine clothes, locked away my secret fantasies, and tried to mold myself into the conventional mold I thought I was meant to fit.

While we were married, I grappled with a constant stream of femboy/sissy fantasies. My mind relentlessly fixated on the idea of being with men. These secret desires consumed me, yet I couldn't help but feel an overwhelming sense of shame. I tried to suppress these thoughts, burying them beneath the facade of a loving, committed husband.

However, as time passed, the sexual intimacy issues between my wife and me became a problem. I found myself unable to muster the desire to engage in sex with her at all. Our sex life became strained, leading to arguments and tension within our relationship. I blamed my lack of libido on factors like anxiety and stress, convinced that the issue was something external to our marriage. But deep down, though, I knew the real reason. I craved being feminine, dressing up pretty, and being with a man who appreciated me for it. I also craved the sensation of being penetrated by a throbbing cock, and my wife simply couldn't fulfill that explicit desire.

At last, the mounting pressure compelled me to disclose my truth to her. I explained my cravings, the secret longings I had kept hidden from her, hoping that she would understand and accept me for who I truly was. To my dismay, she couldn't comprehend the relentless intensity of these desires, and she asked for a divorce.

It was a painful separation, a heartbreaking one , but for the best.

Ever since my divorce, I found the courage to confide in three of my closest friends about my true identity. I was surprised by their support and understanding. However, one friend in particular, whom I only knew as strictly heterosexual, went above and beyond to encourage me to embrace my femininity around him.

At first, he assured me that he wanted me to feel comfortable being my authentic self whenever we hung out. Little did I know, our playful evenings of gaming and drinking would gradually evolve into something much more intimate. As the night wore on, I found myself slowly stripping down in front of him. With each piece of clothing that fell to the ground, I shared with him the reasons why I loved dressing in a feminine manner.

To my delight, he responded with unwavering positivity and excitement. It was as if a new world had opened up for both of us. The sexual tension between us grew palpable, and I couldn't help but feel aroused by him. I felt a mutual attraction between us. As our eyes met, it was evident that we both wanted to act on our mutual attraction.

I let myself surrender to my feelings, finally removing my pants and showing him my bare ass in a thong. In that moment, I could sense how excited he was to see me like this.

I asked if I could give him a blowjob.

He eagerly accepted and started fumbling with his belt. As the tension in the room mounted, I crawled toward him, wrapping my hands around his erect dick. I couldn't believe I was about to suck my friends cock. It was a dream come true.

I took the tip of his dick in my mouth, gently sucking it while rubbing my thumb across the underside. It tasted salty but wasn't unpleasant. As my confidence grew, I began to move my head up and down, slowly taking his entire length in my mouth. I could feel my cock pulsing as my friend's cock filled my mouth. It was like nothing I had ever experienced before, being open with someone and vulnerable about who I really was.

I continued sucking his cock, teasing the tip by swirling my tongue around it. It was in that moment I realized that I admitted to myself fully, I loveded sucking dick.

As I began stroking his balls with my hands, he groaned in pleasure. The sound of his voice urged me on, making me want to please him more. I slowly started moving my mouth further, allowing his dick to penetrate my throat. His cock was now lodged deep within my mouth and I began to suck it with all my might. He seemed to enjoy this new sensation, his voice filling the room as he told me to keep going.

After several minutes of passionate head, he could hold himself back no longer. His body began to shake, his legs trembling as he warned me that he was about to cum. I knew what to do.

I started moving my mouth up and down his shaft, licking the head before taking it into my mouth again. It didn't take long for him to finally orgasm, filling my mouth with warm, cum. The sensation of being filled made me smile.

The next day I did it again. He is still straight but says I look cute in a skirt. I can't tell any of our friends about us. But it feels like the start of a whole new adventure.

Yesterday I sucked his cock while he played games. He says he isn't sure how he feels about it still but I'm greatful for what we've done regardless if it's as far as we go.

It's so much different owning this part of myself and not hiding it away. I can't wait for what happens next.