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Dad Crush – Penelope Woods & Rissa May – Happy 18th Birthday! You Can Finally Join Us – You’ll Love Anal Sex As Much As Your Stepsis

Penelope Woods & Rissa May – Happy 18th Birthday! You Can Finally Join Us – You’ll Love Anal Sex As Much As Your Stepsis
Released: December 3, 2025

I couldn’t wait to be 18. Everyone kept telling me how much fun I would have at that age, but I didn’t believe it until my stepdad and stepsister got me my birthday gift. Now that I’m a woman, I’m old enough to be a part of their little secret. Apparently, they’ve been hooking up for a long time, and now, I was finally able to join them. I didn’t know if I was going to like fucking, but the second my stepsister took my top off, and my stepdad put his fingers inside my tight pussy, I knew I was about to have the best birthday ever. They even got me a butt plug! I’ve never had anything inside my ass, but my stepdaddy knows better, so if he thinks I’ll love it, I’m sure I will. Besides, I want to get my butthole ready for his dick. I’ve heard anal sex is the best gift someone can get.

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Pure Taboo – Reagan Foxx & Rissa May – The Last Train Home

Reagan Foxx & Rissa May – The Last Train Home
Released: November 25, 2025

A teen girl, Diane (Rissa May), packs her bags while her stepmom Maura (Reagan Foxx) argues loudly with her stepdad Frank (Charles Dera) and her stepbrother Scott (Axel Haze) in the next room. It’s revealed that Maura and Diane moved in with Frank and his stepson Scott after Maura got divorced and remarried. What this led to, however, is a toxic environment where both men have been making sexual advances on Diane. At this point, she’s had enough and decides to run away. She begs her stepmom to come with her, but Maura is too scared to leave and be out alone in the world again, so Diane leaves her behind.

A few months later, however, Diane returns in defeat, unable to survive on her own. She’s let in by her stepmom, who dryly invites her inside, her eyes filled with resentment. Diane learns that Maura has had to endure Frank and Scott’s behavior all by herself- especially considering that once Diane left, they turned all their frustrations onto her. Maura has grown to accept this, but still blames her stepdaughter for abandoning her in the first place.

Diane begs for forgiveness and asks to be accepted back into the family, something which Maura will consider only on one condition: Diane needs to submit herself sexually to her and the rest of the family’s whims. Diane accepts, pulling down her shorts while Maura dons a large strapon. Maura fucks her stepdaughter in the ass, and when the two men arrive home, they hungrily join in as well. This leads to a filthy foursome where the men relish in having Diane come back to be their little sex slut, honoring the occasion with a family sex train.

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Blacks On Blondes – Rissa May – Rissa May Preps Her Ass For College

Rissa May – Rissa May Preps Her Ass For College
Released: November 7, 2025

When Mr. Scotty P finds out his stepdaughter has been flashing her tits on the lake and having sex in public with her boyfriend he is given no choice but to confront her. Rissa May is surprised that her stepfather had found out but when he tells her he will not be telling her mom she is relieved. In fact since she is now talking about sex with an older man maybe he can help her get prepped for college. Anal prepped that is. Rissa knows when she enters college this fall the boys are going to be wanting more than just pussy.

College guys are like that. Mr. P is of course a bit shocked by Rissa asking him to fuck her in the ass but when she pulls out those massive titties of hers he decides to go for it. Sucking those sweet meat melons can get a pecker hard fast and lickity split he had it tucked deep into Rissa’s mouth. Damn can she suck a dick. Only thing better than her mouth on your cock is her tight twat. Slick and clean it’s a wonderful place to park a meat torpedo. After a few positions of pussy tapping it’s onto the main course – that winking pouting brown eye of hers. After some fumbles at first, hey it is her first time, Mr. P is balls deep in backdoor tail and plowing away. Rissa is soon riding the assgasm train to heaven as Mr. P slams that hole like he owns it. A fountain of cum in the face is Rissa’s reward for a job well done.

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Dog House Digital – Rissa May – Suprise Her With A Giant Cock

Rissa May – Suprise Her With A Giant Cock
Released: October 15, 2025

Get ready for a deep pounding ! This babe is horny and needs to fuck and suck a big dick! Do not miss her get a surpise of her life!

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Spizoo – Rissa May – Rissa May Teases Husband To Cum on Her Natural Tits

Rissa May – Rissa May Teases Husband To Cum on Her Natural Tits
Released: October 15, 2025

Knowing how to keep her husband, Ryan Driller, in bed is Rissa May’s specialty. The brunette with natural big tits plays a game while the stud gets ready for work, even going as far as taking off her thong and letting him sniff it. Moving back to the bed, Rissa waits for him to take the bait while rubbing her shaved pussy, and was delighted once he joins her. Ryan takes over, teasing her clit and pleasuring her with a pussy licking. Not one to sit back, the busty babe gives him a sensual blowjob-handjob combo and titjob before spreading her legs to be finally fucked. The married couple enjoys each other’s company in missionary, reverse cowgirl, doggystyle, and spoons. Eventually, the husband pulls out and cums all over Rissa’s tits.

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Devil’s Film – Rissa May & Elizabeth Skylar – Cheaters Caught Red-Handed – Rissa May, Elizabeth Skylar & Seth Gamble

Rissa May & Elizabeth Skylar – Cheaters Caught Red-Handed – Rissa May, Elizabeth Skylar & Seth Gamble
Released: October 3, 2025

Elizabeth Skylar is slightly concerned about her boyfriend Seth Gamble’s behavior of late. Not only has he let his business partner’s teen, Rissa May, live at their house, but it’s starting to feel like the two of them are getting way too close. Seth casts this off as mere suspicion, assuring Elizabeth that he’s been acting nothing short of responsible around Rissa. After all, she’s just a teen, and he’s a grown man; he’d NEVER do anything inappropriate with her!

Elizabeth seems somewhat reassured and leaves the house to go to work. With her gone, however, her worst fears are confirmed as Seth and Rissa start fucking in the kitchen. It turns out that these two have indeed been fucking right under Elizabeth’s nose! But when Elizabeth comes back unexpectedly, Rissa hides under the kitchen table and starts blowing Seth while Elizabeth chats with him. After a bit more sneaking around, Elizabeth finally discovers them fucking… but rather than run off in anger, she decides to join in. After all, it’s not cheating if everyone gets to play, right?

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Deeper – Rissa May – Novelty

Rissa May – Novelty
Released: September 18, 2025

A cigar shop employee is at the service of an exacting customer.

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Adult Time – Rissa May – Stepsisters Guessing Game

Rissa May – Stepsisters Guessing Game
Released: September 15, 2025

Axel Haze is hanging out with his stepsister, Rissa May, when he notices her getting a bit frustrated while texting on her phone. Turns out she’s been on this new dating app all week, but has been getting rejected non-stop! She’s desperate to lose her virginity, but she’s so over-eager that she’s obviously scaring away all the dudes she’s been matching with on the app…

That’s when Axel gets a sneaky idea to help his stepsister AND get some action for himself. He pretends to know ‘someone’ who has the hots for her and offers to hook her up with this ‘mystery person’. In reality, this person is actually him… but she doesn’t have to know that just yet! He sneakily suggests that Rissa wear a blindfold during the encounter under the guise of playing a ‘yes’ or ‘no’ guessing game. That way, she won’t come on too strong and get to know who the person is slowly. Rissa loves the idea and eagerly accepts.

The next day, Rissa is lying naked on the bed with a blindfold on, eagerly awaiting her ‘mystery person’. Axel enters and loves the sight of her, so he eats her out and fucks her while she asks ‘yes or no’ questions to determine his identity. Eventually, she takes off the blindfold and cheekily admits that she KNEW it was her stepbrother the entire time… and she wants MORE.

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Devil’s Film – Rissa May – Stepsister’s Guessing Game

Rissa May – Stepsister’s Guessing Game
Released: September 15, 2025

Axel Haze is hanging out with his stepsister, Rissa May, when he notices her getting a bit frustrated while texting on her phone. Turns out she’s been on this new dating app all week, but has been getting rejected non-stop! She’s desperate to lose her virginity, but she’s so over-eager that she’s obviously scaring away all the dudes she’s been matching with on the app…

That’s when Axel gets a sneaky idea to help his stepsister AND get some action for himself. He pretends to know ‘someone’ who has the hots for her and offers to hook her up with this ‘mystery person’. In reality, this person is actually him… but she doesn’t have to know that just yet! He sneakily suggests that Rissa wear a blindfold during the encounter under the guise of playing a ‘yes’ or ‘no’ guessing game. That way, she won’t come on too strong and get to know who the person is slowly. Rissa loves the idea and eagerly accepts.

The next day, Rissa is lying naked on the bed with a blindfold on, eagerly awaiting her ‘mystery person’. Axel enters and loves the sight of her, so he eats her out and fucks her while she asks ‘yes or no’ questions to determine his identity. Eventually, she takes off the blindfold and cheekily admits that she KNEW it was her stepbrother the entire time… and she wants MORE.

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Erotica X – Rissa May – A Romantic Summer Getaway

Rissa May – A Romantic Summer Getaway
Released: September 10, 2025

Rissa May and Seth Gamble just wanted some time off for themselves. A nice place with some sun, a pool and non stop romance. And that is what they found, the good looking lovers let their impulses free and engage in sun soaked love making that will stay forever in their memories.

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First Class POV – Rissa May – Tantalizing Curvy Rissa May Indulges Her Cravings for a Cock

Rissa May – Tantalizing Curvy Rissa May Indulges Her Cravings for a Cock
Released: August 7, 2025

Rissa May easily distracts her adoring partner while in a light pink lingerie that perfectly hugs her big natural tits and round ass. The curvy brunette easily takes his two fingers into her mouth and moans when he takes out his cock to replace them. She expertly delivers a sensual and sloppy blowjob-handjob combo and lies back on the bed to have her soft boobs tittyfucked. The stud caresses and fingers Rissa’s shaved pussy before sliding his rod in and fucking her in missionary. The busty cutie then rides her lover in cowgirl and reverse cowgirl, making her thicc assets bounce and jiggle. They continue in doggystyle, missionary, and sideways missionary until the stud pulls out to facefuck Rissa until he cums into her open mouth and onto her face.

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Tag Team POV – Rissa May – Tag Team POV

Rissa May – Tag Team POV
Released: August 30, 2025

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Step Siblings Caught – Rissa May & Sawyer Cassidy – Laundry Room Lock In – S30:E3

Rissa May & Sawyer Cassidy – Laundry Room Lock In – S30:E3
Released: August 21, 2025

Sawyer Cassidy is helping her friend Rissa May do laundry. Rissa is also doing clothes for her stepbrother, Ethan Seeks. Rissa has just finished telling Sawyer that she thinks Ethan is cute when the girls realize they’re stuck in the laundry room.

Ethan shows up and tells the girls it’ll be 10 minutes. He overhears them talking about him while they wait, and so he sticks his dick through the hole where the handle was. Rissa talks Sawyer into touching it and then blowing it together. Things are just getting hot when the garage door opens to signal that Sawyer’s mom is home. Ethan lets the girls out and they all run to his room so they can finish what they’ve started…

The girls begin by letting Ethan feel up their big naturals. Then they blow him again until Rissa climbs on top and starts riding the D. Sawyer goes for a reverse cowgirl ride that only stops when it’s Rissa’s turn once again. On her knees, Rissa fondles Sawyer’s clit while enjoying a doggy style pussy pounding. Sawyer gets on her back and spreads her thighs wide open for Ethan to finish her off in missionary. Just as Ethan has covered Rissa’s tits and Sawyer’s torso with cum, his mom walks in on the three of them.

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Brazzers Exxtra – Rissa May – Panty Raid

Rissa May – Panty Raid
Released: August 4, 2025

Rissa May is playing panty dress up while unbeknownst to her, Parker Ambrose and Josh Rivers are peeping. As she exits the room, the two sneak in and have at her panty drawer, licking and sniffing all her undies like total pervs! Rissa returns and the jig is up. She finds each sneaky sniffer and gives them both an IRL panty perv sex experience they won’t forget.

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Missa X – Addison Vodka & Rissa May – A Teaching Moment pt. 2

Addison Vodka & Rissa May – A Teaching Moment pt. 2
Released: June 30, 2025

In Part 1, stepdad Michael (Ryan Driller) lectured his stepdaughter Lilly (Addison V) about spending too much time cooped up with her phone instead of being out in the real world with her friends. Then he taught her a thing or two about making love, in hands-on fashion. Now, in Part 2, Lilly’s best friend Anna (Rissa May) is shocked when Lilly informs her of what she’s been up to, wondering if Lilly and her stepdad have gone way too far. But Lilly is convinced -she’s stopped using her phone and it’s her turn to lecture Anna.

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Hard X – Rissa May – Jiggly Rissa May

Rissa May – Jiggly Rissa May
Released: July 19, 2025

Watch as all natural Rissa May get fucked by Lucas Frost’s big cock between her big tits and deep in her ass.

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Deeper – Angie Faith & Rissa May – Larger Than Life

Angie Faith & Rissa May – Larger Than Life
Released: July 3, 2025

A man dreams of plenty, and gets double from the women in his waking life.

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NF Busty – Rissa May – Finals And Foreplay – S21:E12

Rissa May – Finals And Foreplay – S21:E12
Released: June 23, 2025

Rissa May has a serious crush on Damon Dice, her college tutor. Now that the semester is over, she confesses to her friend that she has been stalking Damon’s socials and that she knows he’s single. The doorbell rings and Rissa gets off the phone, fluffs her big naturals, and then calls for Damon to come in.

Rissa has set it up to pretend that she is studying the female reproductive system. She makes it clear that she doesn’t understand. In fact, she needs Damon to give her a hands on demonstration. Damon initially tries to resist, but Rissa is insistent and Damon is more than a little bit interested.

Sitting on Damon’s lap, Rissa guides his hands to her tits and twat. Once they have shared a kiss, Damon capitulates completely. He jiggles those boobies and then gets between Rissa’s thighs to trace the alphabet with his tongue. In return, Rissa drops to her knees and sucks Damon’s stiffie with all the passion she’s been saving up.

Rissa finishes her BJ with a nice soft titty fuck. Hopping onto the table, Rissa spreads her thighs so that Damon can enter her. He dives nice and deep, leaving Rissa wanting so much more. She gets it when Damon takes a seat, letting her climb aboard to ride in reverse cowgirl.

Back on her feet, Rissa watches over her shoulder as Damon pushes into her from behind. She leans forward to let him have his wicked way with her until he gives her the orgasm she craves. Returning to her knees, Rissa strokes the cum from Damon’s hardon and then sucks the tip until he’s cleaned out.

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