Crossdressing in A Bachelor Party – Erotic Experience of a Crossdresser

Hello guys, my name is Phalak. I am a male-to-female crossdresser with a fair complexion and slim body akin to femboys. I always had a fantasy about being a girl, as I have always had a feminine nature.

Part 1: Discovering the Secret Love for Crossdressing

When I was in school, even then, I liked spending time with the girlies. In fact, I was very feminine-looking. Boys in my class used to always bully me for my feminine behavior. I still remember, one day in school, a bully asked me to remove my pants in the washroom to check If I was a boy.

Geez, school was tough for me. In school, I used to be in denial and constantly fighting with my crossdressing nature, but you know what? As I was growing up, I slowly started embracing my feminine side.

I guess it’s puberty that helped me to make peace with my body and feelings. To be honest, college life was probably the happiest phase for my inner girl, living alone, away from home, and crossdressing most of the time.

As I said, I always felt more comfortable with girls, sharing secrets and even copying their mannerisms. My girlfriends always helped me in my crossdressing journey. My best friend Anjali, the hottest girl I know, probably helped me the most.

We became friends because I was so feminine and she was kind of tomboyish with a dominating nature. We used to share everything, even clothes. Anjali always supported me and encouraged me to embrace my true self. She even helped me learn about makeup, dressing up, and everything feminine.

Part 2: Seizing the Opportunity

One day she invited me to a bachelorette party of her step sister. I told her, “What will I do among other girls because I didn’t know anyone in her family?” But she insisted and told me that it was only a girls’ party, and I had to also crossdress completely. Anjali had known about my desire to fully embrace my feminine side and saw this party as the perfect opportunity.

I left home, excusing that I was going to Anjali’s home for group studies. After this, I reached Anjali’s home, and the moment I entered her room it was glamour all around me. Her friends and sister were getting ready; some girls were doing makeup, some were checking their fits, and others were lounging around. The scene was like a dream come true for me.

Anjali welcomed me and said, “Are you ready to become one of us today?” OMG, I was feeling so good but also shy at the same time since it was only girls around me, and I was the only boy there.

Anjali wanted to dress me, so she asked me to remove my clothes. I just followed her instructions. Honestly, it was really embarrassing for me to get naky-naky in front of girls. All the girls were laughing at me. After this, I took a shower and then Anjali removed my body hair. She guided me through every step, making sure I felt comfortable and excited about the transformation. After this, we took a hot girls’ shower together and dried each other up.

Part 3: Male-to-Female Transformation Begins

Anjali: “Now wear this bathrobe, baby, and go sit in the dressing room.”

Me: “Yes, babe!”

She first gave me breast forms to wear. I was surprised that she had prepared all this for me. After wearing breast forms, I felt so good, the feeling of having boobs was truly amazing. Then, she started doing my crossdressing makeup. Starting with mascara, then blusher on cheeks, then bright red lipstick, and finally, a wig.

After getting ready, when I saw myself in the mirror, I felt so emotional because I was looking like a hot girl. Then she put earrings in my ear. After this, she asked me what type of dress I would like to wear. I wanted to look sexy, so I said, “Dress me like a total baddie.”

She gave me a red lacy bra, matching panty, and a red figure-hugging gown to wear. The gown was deep-necked, revealing my cleavage. Then, a hot necklace and rings on my fingers. OMG, I was looking like a total diva. I got an erection after seeing myself in the mirror.

While we were going to the hotel, Anjali kept reassuring me during the drive, telling me how amazing I looked and how much fun we would have. I was nervous but excited, trusting Anjali to guide me through this new experience.

After reaching the party place, I felt so relieved as there were girls only, and some of them even gave me compliments. Then I started enjoying the party and drinking. The party got steamy and sensual when three hot male strippers entered the party wearing sexy underwear, and all the girls started cheering.

All those strippers were big boys with hairy chests and jacked bodies. Their moves were so erotic and sensual. My eyes were just on their bulges peeking through their tight underwear.

Part 4: Living My Crossdresser Fantasies

Anjali: “Hey boys, give my friend some fun,” pointing at me.

Then the strippers walked to me and started dancing around me. I was already feeling excited and this got me even more excited. I was feeling like a total slut, drunk and wild.

Anjali gave a tip to the boys to get intimate with me. All the girls started cheering. Then one of the strippers kissed me on my lips; oh, that was so hot. I kissed him like it was my last kiss. I started kissing his neck and nipples, too. As I said, I was drunk and wild.

Suddenly, all the girls started shouting, “Blow him, blow him!” The stripper picked me up and put me on the table. After this, he removed his underwear and started swinging his hammer of a cock in front of my face. I almost fainted after seeing his cock. He came close to me and asked me to hold it.

I touched his thick cock and gave a sweet kiss on his dick head. It got really hot, to be honest. I was literally sweating. After this, I started sucking his dick. All I can say is it was the best experience of my life to date.

Part 5: Getting Fucked by a Stripper

I sucked his cock and licked his balls, totally like a wild thing. Umm, he was moaning in pleasure. He pushed his dick deeper into my mouth. I was gagging, all wet with saliva, my eyes watering. After this, the stripper took me to a room in the hotel and threw me on the bed. Anjali had told the stripper that I was a boy.

To be honest, I felt a bit intimidated because he was very big and muscular. I gave him full control like a sissy. Then, he removed my dress and made me stand in front of him to humiliate me. I was standing there in a bra and panty in front of a horny stripper. He started kissing my body—”Ummmmm, aaaahhhhh, yes baby, ummm, aaaahhhh.”

Then he removed my bra and panty. OMG, he saw my little dick and was shocked. After this, he made me stand against the wall and started licking my ass, which felt very soothing. He started talking dirty to me to make the experience even hotter. After this, the stripper started fingering my ass, stretching my hole slowly. It felt so good.

I said, “Please fuck me.”

Then he put a pillow under my ass to lift it; my legs were on his shoulders, in a position ready to get fucked. He placed his dick at my entrance and slowly started pushing. I could feel his dickhead sliding inside me. “Aaaahhhhhhh aaaaaahhggg aaahhhh,” I felt a bit of pain but was also enjoying it.

I started crying out in orgasm, and this got him even more excited. I guess I triggered his masculinity. He started slut-shaming me, “Take it, bitch, that’s what you wanted, fucking whore.”

I was crying in orgasm, “Ahhh, ohhhh.”

After fucking me for a straight 30 minutes, he gave me a golden shower. Yes, that six-foot stripper came on my face. OMG, I tasted his hot thick cum. It was amazing. I felt like a total slut, lying with a stranger in the same bed, all wet and dirty.

Part 6: Embracing the New Identity

After all this, I came out of the hotel along with Anjali and her friends. All the girls appreciated me for embracing my feminine side. Anjali hugged me and said, “I am proud of you, my girly.” She complimented my looks while showing me the party videos.

I said, “Thank you, babe. Without you, I couldn’t have done that. Thanks for giving me the best night of my life.”

Anjali: “Always here for you, darling. Now let’s get back home.”

After reaching home, I sat in front of the mirror and started self-reflecting. This was the first time I saw myself as a woman and fully embraced my femininity. Not even for a second did I think that I was a boy. After this affirmation, I decided that this is how I want to live.