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May 16
Crystal Rush - Learning Some New Moves - S4:E1
Released: May 16, 2024
This season on Dating my Stepson, we're taking a new twist. The guys are looking for love, but they need to date the potential girlfriend's mom first. If it works out, he'll date the daughter right on the spot. Today's date is Rion King trying to impress Crystal Rush, mom to McKenzie.
May 21
May 21
Ivy Wild - Room For Two
Released: May 21, 2024
Looking so fine and fuckable in her bright red dress, Ivy Wild is curvy, sexy, and already excited at the thought of the dildo she's about to get dirty with. She gives her titties a nice squeeze and jiggle, then goes deep with her toy until she's squealing in sexual delight.
May 5
Jade Maris & Kathryn Mae - Swap Family Secrets - S9:E2
Released: May 5, 2024
What would happen if four families each contributed one member to create a new family? In this episode of Family Swap, Katheryn Mae wakes up and realizes when the rest of her swap family pours in that it's Mother's Day. Jade gives her swap mom a card and a gift of lingerie. Clarke Kent got his swap wife a vibrator. Diego Perez is just along for the ride.
May 15
May 15
Blaire Johnson - Stepmoms Massage - S2:E9
Released: May 15, 2024
Blaire Johnson is always so tight after a workout. Her stepson Kai Jaxon comes in to bring her some ice to help with the soreness. Blaire likes the way Kai makes her feel, so when he offers her a massage she agrees instantly. She even makes up other areas that hurt and tells Kai that she prefers it when her massage is really deep...
May 9
Kylie Rocket - Coach Boosts My Confidence - S2:E3
Released: May 9, 2024
Kylie Rocket is training hard with her coach Bruce Venture for her first boxing fight. When Bruce deems Kylie ready, they go to the desk to strategize. Kylie is feeling a little bit nervous, especially when Coach tells her that she might get punched in the face.
When Kylie says she wants to back out, Bruce freaks out. He wants to know how to convince her she's tough. Eventually Kylie insists that Coach Venture give her a reason to go on with the tournament. She wants a sexy reason, which Coach is reluctant to give right up until Kylie is on her knees with her lips around his dick. Then Bruce can't get her shorts off fast enough...
May 19
May 19
Rubi Rico - Hot Pink
Released: May 19, 2024
A hot pink vibrator is Latina stunner Rubi Rico's newest toy, and she can't wait to put it to the test. Spreading her thighs, she hikes up her miniskirt and tries it over her panties before stripping down. Once this coed really gets to masturbating, she won't stop until she's squealing her pleasure.
May 3
Pristine Edge - Playing My Cards Right - S1:E3
Released: May 3, 2024
This season on Dating my Stepson, Jayden Marcos is taking a new spin towards finding love. She has decided to go on a date with the potential girlfriend's mom. If it works out, he'll date the daughter right on the spot. Today's date is with Pristine Edge, mom to Rachel.
May 19
May 19
Cherries - Tasty
Released: May 19, 2024
It's always fun to see when and where Cherries decides to get naked. Today, the urge strikes the teen as she's preparing a snack in the kitchen. The fruit tastes even better without any clothes on, especially when she pinches her nipples and squeezes her bubble butt with her sweet and sticky fingers.
May 17
May 17
Marina Gold - When Pranking Your Stepsis Goes Right - S32:E5
Released: May 17, 2024
Nikki Nutz loves to prank his stepsister Marina Gold. When he finds Marina napping on the couch, he grabs a sausage and rubs it against her face so he can pretend he had his dick in Marina's mouth. Instead of being freaked out, Marina is instantly horny.
May 16
May 16
Megan Marx - Show Me How You Jerk Off - S11:E1
Released: May 16, 2024
Oliver Flynn is doing the dishes when his stepsister Megan Marx approaches him. She asks what he uses when he jerks off. Despite his best judgement Oliver engages, and Megan asks if she can watch. Oliver agrees.
Megan initially keeps her back turned as Oliver is beating his salami, but she can't help sneaking peaks. It's super hot to watch her stepbrother stroking himself off. She announces that she wants to masturbate too, and Oliver agrees. Megan tells Oliver to be careful because she'll steal his cum if he fucks her, but he doesn't believe it. He gives in to Megan's breathy pleas to shove it in...
May 15
May 15
Maddy May - Real Pleasure
Released: May 15, 2024
Maddy and Isiah have familiar chemistry and bring it to another level when they fuck. Isiah starts with licking her pussy and asshole before she flips over and shows off her incredible deepthroat skills. They fuck in multiple positions while including a hitachi and Maddy has a ton of orgasms throughout the video. There's POV during part of the blowjob and while she rides his cock. The scene ends with Maddy sucking his cock until she makes him cum in her mouth.
May 20
May 20
Cherries - Under My Dress
Released: May 20, 2024
Don't be fooled by her long dress and sweet smiles: Cherries is a teen with a do me attitude that will stop at nothing. She enjoys indulging in tit and pussy play, especially as her clothes hit the ground and her fingers can easily roam all over her certified nubiles body.
Dec 30
Dec 30
Kathryn Mae - Ill Show You What Girls Want - S21:E1
Released: December 30, 2023
When Kathryn Mae walks into her home after work, she finds her stepson Max Fills moping on the couch. She's instantly concerned. Sitting beside Max, Kathryn tries to suss out what's going on. It takes some time, but eventually Max opens up.
May 10
Jade Maris & Vanessa Marie - Sharing Stepbros Bed - S32:E4
Released: May 10, 2024
Jade Maris just can't get comfortable in her bed. Her friend Vanessa Marie reminds her that it's Memorial Day so there'll be a sale soon. They decide to go around the house to see what kind of bed Jade should get. After simulating sex acts on one of the beds, the girls decide to go try her stepbrother's bed.
May 19
May 19
Ivy Wild - On Fire
Released: May 19, 2024
Whenever well rounded mama Ivy Wild is feeling the urge to make herself cum, this redhead doesn't hesitate at all to get her panties off and her hands all over her cream filled twat. Sure her huge naturals deserve some attention too but her hairy pussy is the real goal for her talented fingers.
May 14
Lana Smalls & Sera Ryder - Those Will Turn Your Cum Blue Stepbro - S33:E1
Released: May 14, 2024
Lana Smalls and Sera Ryder are getting ready to have a Memorial Day party. Lana's date backed out last minute, and so did Sera's. When Lana's stepbrother Ricky Spanish walks in, they realize that they can have some fun after all.
Ricky is eating blue corn chips and the girls tell him it'll turn his cum blue. He'd better get it all out as soon as possible. When Ricky runs to his room to masturbate, the girls barge in and tell him that he has to be really, really hard for the blue cum to come out. They offer to help, which leads to them blowing him as they kneel side by side...
