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Tomboyz 25


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Tomboyz - Sofie Reyez

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Sofie Reyez - “She’s a Filthy Little Sex Demon!” Goth Tomboy Is Daddy’s New Fucktoy
Released: March 21, 2026

Sofie doesn’t feel pretty, but underneath all those baggy clothes and, as her mom puts it, “demonic shit” she wears, there’s a tight, sexy body aching to be released. Thankfully, her stepdaddy gets to show her just how pretty she is, and in the process, help her find what she’s been looking for all these years: a monster cock to pound her little pussy…

Tomboyz - Nico Luva

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Nico Luva - “Sometimes I Forget You’re a Girl…” I Finally Fucked My Best Friend
Released: March 13, 2026

I've had a crush on my best friend since forever, but sometimes, I feel like he doesn't even remember I'm a girl. I used to be okay with that, but now I'm sick of it. I want him to see me as a woman, and to take me - fuck me hard, make me his. So I played a little dirty. I invited his bully to hang out with us. He's a perv, so I knew if I showed off my panties, he'd start messing with me. My best friend might finally be jealous enough to do something about it. If he makes the first move, I'm going to ride and suck his cock so hard that he'll never forget I'm a girl ever again…

Tomboyz - Daydream Daisy

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Daydream Daisy - The Coach's Bat Throbbing Inside You Will Make You a Star Player
Released: February 21, 2026

Spring training is coming, and this time, I was going to do anything for a spot on the boys' team. The only issue was that I needed to practice with someone, but nobody wanted to do it with me. They thought I was too boyish for their team, even though I'm actually a girl. All I wanted was more training. Then, I got what I wanted: a practice partner who wouldn't go easy on me. I just never thought it would be the coach! He said that I could become a star player, and I was willing to do whatever it took to prove him right.

Tomboyz - Della Cate

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Della Cate - Our Dirty Little Cosplay Secret: Tomboy Daughter Finally Loses Her Virginity
Released: February 7, 2026

Della is very passionate about anime and manga, and has always dreamed of going to a convention in cosplay. However, since her religious mother doesn’t approve of her “satanic” interests, she absolutely forbids her from engaging in such devious acts. Not willing to give up on her favorite thing in the whole wide world, Della starts cosplaying in secret…in the privacy of her room. But then, Juan, her goofy stepdad, barges into her room one day to find his precious daughter cosplaying. Della prepares for the worst, but she didn’t expect this revelation: Juan is a huge anime nerd as well! Without telling his wife about it, he decides to support her and join in. Trying different cosplays together starts as a bonding moment between Della and Juan, but things soon heat up, and the quality time turns unexpectedly sexual.

Tomboyz - Lucy Lotus & Jade Valentine

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Lucy Lotus & Jade Valentine - Jade’s First Lap Dance: Bisexual Tomboy Daughter Meets My Favorite Stripper
Released: January 23, 2026

Jade, a rebellious tomboy who fantasizes about her first time with a woman, “convinces” her conservative stepdad, Jason, into helping her with her quest. Jason agrees to invite his favorite dancer, Lucy, to their place so Jade can satisfy her curiosity on the condition that he can watch the whole thing. Lucy comes to visit them and instantly seduces Jade with an intimate lap dance. Suddenly, Lucy’s hips move towards Jason and, in the blink of an eye, the exotic dancer is swallowing his cock! This makes Jade too self-conscious, but Jason reassures her that it’s not a big deal and that the best way to feel comfortable around women is with Jason’s thick meat by her side!

Tomboyz - Selina Bentz

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Selina Bentz - “You’re Wet As Fuck!” What's Selina Hiding Under Those Baggy Clothes?
Released: January 10, 2026

I like dressing the way I dress — why should I have to change that? My mom is always saying she wants me to dress more feminine, but I feel like “me” when I’m in my baggy clothes. Who gives a fuck if I’m a tomboy? The only person who seems to understand is my stepbrother. He’s always been supportive, but recently, things between us have changed… It started at the store. He was helping me try on clothes, and somehow it ended up with his hands down my briefs.

Tomboyz - Angel Cake

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Angel Cake - This is No Place for a Woman, But My Tomboy Stepdaughter Can Earn My Respect With Her Pussy
Released: December 21, 2025

I would do anything to prove to my stepdad that I can work in the construction industry. He thinks that the place where he works is no place for a woman, but I'm going to prove him wrong. I'm a tomboy, and I don't mind using my tits and my pussy to show him how it could be to have a girl like me around. I know what I have to do to work in a man's world, and my hands are not the only part of my body I know how to use. I'm used to dealing with wood, so pleasing my stepdad's dick should come naturally to me. In fact, I've seen bigger dicks, but if he gives me a chance, I'll shut up and put it in my mouth to prove how much I want this.

Tomboyz - Erica Candfield

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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…

Tomboyz - Khloe Mendosa & Hazel Grace

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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.

Tomboyz - Red Eviee

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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.

Tomboyz - Journey Love

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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.

Tomboyz - Breezy Bri

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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?

Tomboyz - Angel Gostosa

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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´.

Tomboyz - Ahanu Reed

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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...

Tomboyz - Raee Ripley

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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.

Tomboyz - Chloe Temple

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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.

Tomboyz - Penelope Reed & Khloe Kapri

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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.

Tomboyz - Madison Wilde

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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.

Tomboyz - Selina Imai

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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!

Tomboyz - Sasha Tatcha

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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.

Tomboyz - Miss Raquel & Marina Vaylor

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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.

Tomboyz - Lucy Foxxx

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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.

Tomboyz - Daisy Love

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Daisy Love aka Shrooms Q - Fuck Me to Prom
Released: March 25, 2025

High School is almost over and amidst the flurry of promposals and excited chatter, Johnny overhears a disheartening snippet of conversation. His best friend, Daisy, a cute yet shy girl with a tomboyish attitude, hadn't been asked to the prom. Touched by his friend’s sadness, he decides to take action and take her “as friends.” Daisy's face lights up with surprise and gratitude. Despite her excitement, Daisy can't shake off a feeling of insecurity. She turns to her dad, seeking his guidance and reassurance. The caring father gives his girl a nice dress for the prom that used to be her mother’s, but Daisy doesn’t feel quite like herself in that outfit. When prom night finally arrives, Johnny shows up at Daisy’s door in a suit to pick her up only to find that she hasn’t even dressed up yet. Johnny eventually learns that Daisy doesn’t want to wear a girly dress for the prom, so he offers to use his suit instead. Touched again by her friend’s support, Daisy suits up to get ready to go, but she doesn’t realize that her new look prompts Johnny to see his friend in a different light. A spark of lust ignites between the two friends, who decide to skip prom and go straight to the fun part.

Tomboyz - Decay Raee

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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.

Tomboyz - Juniper Ren

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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.