Tomboyz – Madison Wilde – Make Me an American Woman Again

Madison Wilde – Make Me an American Woman Again
Released: June 16, 2025

Years ago, when Madison was just entering her teenage years, she moved to Mexico, leaving her stepbrother, Nade, behind. A couple of years later, out of the blue, Madison returned as a promising young woman, eager to apply for college back in America, just as Nade had planned. They agreed to study together, but the Madison who stepped off the plane was not the same girl Nade remembered. Time and distance had deeply changed her. Madison no longer carried herself with the grace and poise he associated with her; instead, she adopted a tomboyish attitude that Nade was not especially fond of.

Embracing Mexican culture and identity, she had a certain rejection of Americans and American culture, which she expressed openly and without hesitation. Shocked by his stepsister’s transformation, Nade realized it was his job to make Madison American again in the only possible way: fucking the Tomboy out of her!

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Tomboyz – Selina Imai – She Was One of the Guys, But a Bikini Uncovered Her Hot Body

Selina Imai – She Was One of the Guys, But a Bikini Uncovered Her Hot Body
Released: May 30, 2025

Selina has always been my best friend because she used to act like one of the guys. She likes video games and dresses up in baggy clothes. I didn’t realize how much everything would change once we got invited to a pool party. She didn’t even get in the water, wore the same clothes she always wore, and looked uncomfortable. As soon as she left, I followed her into her room and realized she was acting like that because she hated the idea of wearing a bikini, but since she was trying one on, this was the first time I got to see her smoking hot body!

Her curves were better than any I’ve seen. Her ass was big, her tits perky, and she had the sexiest belly ring. I swear, the second I saw her like that and with her hair loose, my body remembered she was a woman and all I wanted to do was prove I was a man. I needed her, I needed her right there and my cock was getting harder and harder the longer I stood there. I knew it was time to make a move, I was desperate for her pussy and I was going to get it.

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Tomboyz – Sasha Tatcha – She’s One of the Guys (Unless They Want to Fuck)

Sasha Tatcha – She’s One of the Guys (Unless They Want to Fuck)
Released: May 12, 2025

I had enough! Nobody took me seriously because I’m a woman, so with my stepbrother’s help, I pretended to be a guy. Ever since I started acting like one, I became close friends with Donatello. The problem was that I was crushing on him, but he thought I was a dude. I knew that I had to be with him, so I decided to confess everything. Turns out, he was also falling for me! He finally uncovered my tits and licked them until I felt like a woman again. To thank him, I sucked his cock dry and let him pound me in any position he wanted to. While my face was covered in his cum, I only had one question. Could I still be one of the guys? He said yes! As long as we still get to fuck, of course.

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Tomboyz – Miss Raquel & Marina Vaylor – Your Stepmommy Will Teach You How to Suck His Cock Like a Woman

Miss Raquel & Marina Vaylor – Your Stepmommy Will Teach You How to Suck His Cock Like a Woman
Released: May 3, 2025

I’ve had a crush on Jimmy ever since I can remember, and now he finally broke up with his girlfriend and wanted to come over. I knew this was my chance, but I am a tomboy, so I needed my stepmom’s help to dress more femininely. She handed me a gorgeous, tight, red dress, but I knew Jimmy would laugh if he saw me wearing that because that’s not my style! Then, my stepmom tried something different to make me feel more feminine. She took off my clothes so I could show my boobs and started squeezing them to remind me it’s okay to have them. Then, she fingered my pussy and licked it until it was time for me to open the door for Jimmy. When I was with him, he confessed he had always liked me too. He dropped off his pants so I could give him a blowjob. Right when I was sucking his hard dick dry, my stepmom caught us! I thought I was in trouble, but instead, she grabbed Jimmy’s cock and taught me how to suck it! If you think that’s too hot, wait until you know what happened next.

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Tomboyz – Lucy Foxxx – A Tomboy Sucked My Cock Next to Our Team!

Lucy Foxxx – A Tomboy Sucked My Cock Next to Our Team!
Released: April 13, 2025

Having a woman on the basketball team sucks. What’s the point if we can’t fuck her? Lucy is cool, but she doesn’t even dress like a girl. She’s always wearing oversized hoodies and baggy pants, so I don’t even know what her body looks like, and now I need to sleep next to her and the rest of the team because we traveled for a game. I was so curious about what was hiding underneath her baggy clothes that I spied on her while she was in the bathroom. Damn, she looked fine. I don’t know why she covers up those perfect tits or why she thinks she looks ridiculous in those sexy panties, but I was definitely into her. Imagine how I felt when she jumped into my bed to confront me and touched my dick by accident. Riding my cock and sucking it while the team was next to us was definitely on purpose, though.

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Tomboyz – Decay Raee – Two Trainers for One Tomboy

Decay Raee – Two Trainers for One Tomboy
Released: March 18, 2025

Raee’s a small and skinny tomboy who has identified as a lesbian most of her life, but lately, she has been craving for cock. Her fantasy goes beyond getting some man meat in her mouth as she secretly yearns for two hot and muscular studs to fuck her real nice. Determined to make her wet dream come true, Raee has two men in mind for the job: Joey and Mike, the trainers in her gym. These two hung hunks are always checking her out and like to compete for her attention. She immediately puts her body to work, shaking her sweet ass to seduce the two men. Eventually, she comes clean and tells the guys what she wants. Both trainers are always fighting for her attention, but Raee’s proposal puts an end to their competition, with the guys joining forces to gag Raee with dick, stuff her pussy and paint her face creamy white.

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Tomboyz – Vivianne DeSilva & Juniper Ren – You Can Be a Tomboy, Just Suck Your Stepdad’s Cock First

Vivianne DeSilva & Juniper Ren – You Can Be a Tomboy, Just Suck Your Stepdad’s Cock First
Released: March 10, 2025

My mom doesn’t get me at all! She wants me to wear pretty skirts and dresses, but that’s not who I am. I like wearing pants, hoodies, and beanies, and I think I look great in them. What if I like being a tomboy? Why That just makes me even hotter. The only person who’s on my side is my stepdad. He is even willing to defend me to my mom, but I need to do something for him first. I already knew he wanted to fuck me because I could see the big lump inside his pants every time I was close to him, but I didn’t think he would do something about it, but he didn’t leave me any choice but to suck his cock and let him pound me just so I can keep wearing my clothes. At least my pussy was feeling really good riding his dick, so I think it was a pretty good deal.

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