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Tomboyz – Erica Candfield – Skater Girl Needs to Learn Her Place

Erica Candfield – Skater Girl Needs to Learn Her Place
Released: November 19, 2025

Erica’s a classic butch girl who skateboards and has zero respect for authority, especially her parents. Tired of her shenanigans, they’ve found her so long she’s practically doing hard time, and they are on the verge of sending her to military school. But Erica doesn’t care about rules or consequences, so she’s been sneaking out every chance she gets, cruising the streets in full rebel mode, dressed like a manly skateboarder… until her overprotective stepbro Rion catches her red-handed. When he tries to stop her, she ditches her whole outfit and skates down the street in a bikini. When he finally catches her, Rion’s torn between telling mom and dad about it or cutting his stepsister some slack. She needs to learn some manners, or else, she’ll be sent off to military school, so perhaps a steady hand and a firm cock will make her come to her senses…

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Tomboyz – Khloe Mendosa & Hazel Grace – Butch Babes Want Dick Too

Khloe Mendosa & Hazel Grace – Butch Babes Want Dick Too
Released: November 8, 2025

Hazel is madly in love with Khloe, a girl in her class who is attracted to Hazel’s butch style. The girls are constantly fooling around at Khloe’s place while their parents are not around. One day, Khloe breaks the news to Hazel: she invited Astin, a friend of hers, to join them. Hazel feels she is not manly enough for Khloe, so she is not fully on board with the plan, but she likes Khloe so much that she decides to humor her. She is about to discover the perks of a juicy dick and the world of pleasure she’d been missing out on.

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Tomboyz – Red Eviee – Footjob, Titjob, Hell Yeah! My Little Stepsis Wants to Be a Rocker

Red Eviee – Footjob, Titjob, Hell Yeah! My Little Stepsis Wants to Be a Rocker
Released: October 20, 2025

I used to be close to my stepbrother, but ever since he became a rock star, he has no time for me. I was missing him so much, I have been sneaking into his room to smell his clothes and ride my dildo at the same time, picturing it’s his cock. That and wearing his clothes was the only way I found to feel close to him. Then, it all escalated because suddenly I didn’t only want to wear his clothes, I wanted to be him. I even started hiding my big tits to look like him! When he discovered what I was doing, he let my boobs out and kissed them, making me love being a woman again. Then, he substituted my dildo for his dick and asked for a foot job. His cock felt way better, and I could already taste it. When I finally got to put it in my mouth, I knew neither of us was going to stop until he fucked my ass. I wanted him inside me forever. If this is what it takes for him not to ignore me anymore, he can fill any of my holes anytime.

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Tomboyz – Journey Love – My Stepdaughter Was Hiding a Perfect Body Underneath That Jersey (Journey Love Debut)

Journey Love – My Stepdaughter Was Hiding a Perfect Body Underneath That Jersey (Journey Love Debut)
Released: October 6, 2025

I love football and I’m really good at it, but I was afraid I wouldn’t make the team just because I’m a woman. My stepdad is a football legend, so I sneaked into his closet and borrowed his old football gear, thinking that dressing like a guy would increase my chances. He walked in on me while I was rubbing the jockstrap, imagining what it would feel like to have a dick. As soon as he realized I was trying to make the team, he gave me some pointers, but I didn’t want to listen to him.

He’s an old man! That’s when he made a bet with me to prove I was wrong: One Game. If I lost, I’d have to listen to his advice, follow his lead, and do whatever he said. I couldn’t even tackle him! My body weighed nothing to him, so of course I lost. The first thing he made me do was take off his uniform right in front of him. I don’t think he ever pictured how hot my naked body is because he looked shocked and had a boner. That was fine, I still had to do whatever he said, and I figured that if I let him fuck me, he would help me make the team. I even wanted him to shower me with his cum while I wore his football helmet.

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Tomboyz – Breezy Bri – Young Cowgirl Surely Knows How to Ride

Breezy Bri – Young Cowgirl Surely Knows How to Ride
Released: September 25, 2025

I was hoping that moving to this city would be something, but it turns out everything here has something to say about the way I dress. Sure, some might think I look kinda butch, but that’s the way I was raised. Thankfully, Danny, my loving step-uncle, has my back. He’s so sweet. He even gave me his lucky hat to help me get through my school days. His gesture gave me the confidence to stand up for myself and fight back against my bullies. I don’t really know how to thank him. He’s been feeling kinda lonely lately, and I haven’t seen him dating for a while now. Maybe I can show him my support by showing him my wildest cowgirl side?

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Tomboyz – Angel Gostosa – Who Fucks Best? 5 Minutes, Your Stepsis’ Pussy, and Your Friends Behind the Door: Go!

Angel Gostosa – Who Fucks Best? 5 Minutes, Your Stepsis’ Pussy, and Your Friends Behind the Door: Go!
Released: August 24, 2025

My stepbrother is so competitive. Sure, I am too, but that’s only because I know I’m better than him at everything, including sports! Even our teammates know it. He wanted to put himself at the top again by bragging about how good he thinks he is at eating pussy. Excuse me?! I’m bi. Nobody can lick a cunt like me. Of course, there was no way to prove it, or at least I thought that was the case until his friend brought a fake pussy. We took turns licking it, and I was so gentle with it that I was getting turned on, but we still couldn’t know who would make a real woman cum quicker´.

Then, one of his friends pointed out the only way to sort that out. My stepbrother and I went to the room, and as they heard from the door, we fucked each other, trying to see who could come the other cum quicker and harder. I thought I was going to win in a second, but he was so good. His cock was bigger and fatter than I thought, and he knew how to use it! Still, I was not going to lose. It might have taken me longer than five minutes to make him cum, but it was the best fuck he’s ever had.

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Tomboyz – Ahanu Reed – “Orgasms Are the Best, Step-Daddy! I Want Them Every Day” (Ahanu Reed’s Debut)

Ahanu Reed – “Orgasms Are the Best, Step-Daddy! I Want Them Every Day” (Ahanu Reed’s Debut)
Released: August 12, 2025

Before today, I’ve never had an orgasm or even sex! I didn’t even know if I was missing out on much, but my classmates kept teasing me, and I was sick of it. I wished I knew how it felt to cum just so they would stop bullying me, but I didn’t imagine it would be my stepdad who would help me. He read my diary and discovered all about how inexperienced I was. He got so worried that he spied on me, while I was masturbating, just to make sure I could make myself cum. When he saw I couldn’t, he came out of my closet and told me how much he wanted me to be prepared for anything the world throws my way…

I didn’t know what he meant until he grabbed my hand and guided it through his pants. His dick felt good and hard, but I didn’t know if I should have been touching it. All my doubts disappeared when I got a taste of his cock. I licked it just a little bit, only to tell my friends I did, but the second that happened, I wanted more. Later in the day I even had to look for him so we could finish what we started. When he said how tight my pussy was, I got so turned on nothing would have taken me off his dick. Orgasms are the best! I want them every day now.

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Tomboyz – Raee Ripley – No Clothes at All

Raee Ripley – No Clothes at All
Released: July 25, 2025

Raee, a free-spirited teenager with a preference for more masculine clothes, clashes with her well-meaning but overprotective parents. Her mother is especially over–judgmental of her daughter’s fashion choices and doesn’t let her express her authentic self. One day, a new batch of “girlie clothes” from her mother pushes Raee to her breaking point. She defiantly rejects them and, in an act of rebellion, explores her stepdad Quinton’s masculine wardrobe. Her experiment is cut short by Quinton’s unexpected return.

The sight of his young stepdaughter in his clothes brings up a horny spark Quinton didn’t know he had in him. Instead of scolding her, Quinton, surprisingly, proposes a deal: he’ll ensure Raee’s fashion choices are respected if she does him a kinky favor. Raee is wary, but the promise of parental acceptance and the chance to finally be herself prove too tempting. She agrees, showing her stepdad that she might be tomboyish, but she’s no stranger to making men happy.

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Tomboyz – Chloe Temple – Paint Your Lips Milky White

Chloe Temple – Paint Your Lips Milky White
Released: July 13, 2025

Chloe, a tomboyish girl who’s broke just accepted a babysitting gig because she really needs the money. Her boyfriend, however, didn’t like that she put her work before their relationship, so he called her in the middle of her gig and started arguing with her. Chloe tried to reason with him, but the guy said some nasty things and broke up with her on the phone, leaving her sad. Juan, her new boss, walks into the room and discovers a sad Chloe crying on his couch. Juan comforts the poor girl and tries to convince her that any guy would be happy to have her. Chloe shares her insecurities with him, explaining how men don’t like tomboyish girls like her. Juan confesses his kink for masculine gals and kisses her. Chloe is shocked by Juan’s move, but Juan eases her up and shows how real men treat beautiful tomboy girls like her.

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Tomboyz – Penelope Reed & Khloe Kapri – The Mechanic Gals’ Nipple Kink

Penelope Reed & Khloe Kapri – The Mechanic Gals’ Nipple Kink
Released: June 29, 2025

Khloe and her stepmom, Penelope, give off a rather masculine vibe. After her father abandoned her, Khloe spends most of her time with Penelope, helping her repair cars, idolizing her stepmom, and trying to be exactly like her. They’ve grown extremely close and share so much in common…they even have the same taste in men. They’ve recently discovered that both of them have a crush on the same guy, Ethan, who grew up on their block. One day, Khloe discovers her stepmom’s kinky nipple clamps.

After teasing her, she goes to the bathroom to try them on. Suddenly, Ethan walks in on her and makes her feel embarrassed, rushing to her room to hide from the guy she likes. Ethan goes behind Khloe and makes her feel better. The two share a moment that soon turns into kinky nipple play. Penelope walks by and stumbles upon the scene of her stepdaughter’s tits being sucked by her crush. Rather than feeling shocked, Penelope is instantly aroused by the scene, making eye contact with her stepdaughter while she fingers herself. Exchanging glances, Penelope and Khloe agree that there’s nothing better in life than sharing…

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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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