Anissa Kate sends a text to her son's friend's phone pretending to be her son. When he arrives, to his surprise he's all alone with his friend's mom. Anissa takes this opportunity to get what she wants, his stiff cock deep inside her.
Bigtit milf Krissy Lynn knows that her new stepson, Tony, resents her for marrying her father. She tries to be motherly to him anyway. Sometimes that means nagging him about helping out around the house. Sometimes that means cooking him dinner. No matter what Krissy tries, Tony refuses to accept her. When he finally snaps at Krissy that he doesn't know why his dad married a ...
Chloe Lamour came home from the gym and as usual her step son Sam Bourne kept staring at her. When she went to change he was peeking through the door playing with his dick. When Chloe was in the shower Sam sneaked into the bathroom and started to masturbate. Chloe got upset. She confronted him. If it was her body he wanted she would give it to him to stop this ...
Ava Addams is a stacked mommy with a very special holiday tradition: every year her daughter brings home a new boyfriend to meet her parents, and every year Ava fucks his brains out. This year it's Tyler's turn. He tries to resist his girlfriend's mom's giant tits, but resistance is futile when she sneaks into his room decked out in Christmas lingerie.
Aderes Quin just got stood up from a date that she was waiting for due to not having some cock in awhile. She finds Elias waiting for her son to arrive from being out with his girlfriend. Aderes always thought that Elias was one of her son's better looking friends. She asks how come he's not out with some girl and he says that he doesn't have any experience. Well now Aderes can make up for getting stood up, by making Elias's cock stand up.
New real estate agent Raven Lane has a proposition for Chuck: leave her stepmom and be her client instead. The newly minted realtor tells Chuck some of the inside scoop that might entice him to give her his business, and then offers him an extra perk as she takes off her clothes! Chuck is motivated to switch as he plays with her pretty tits and licks her pussy. Raven sucks and rides him, showing him she'll be much more ...
Eclectic and vivacious babe Little Puck loves dressing up and putting on a performance both on and off camera, in particular taboo roleplay, and she often hosts theme parties in her spare time. Being a huge fan of dirty talk, the big-boobed hottie is always on the lookout for someone who has a mouth as filthy as hers, and she adores sloppy, messy sex with a partner who is game for anything. Despite Little Puck’s extravagant ...
Emerald Loves is a devoted mom willing to do anything for her stepson Jodie. When she learns that her precious boy is being bullied at school, she confronts Jodie’s bully and tells him to back off. The guy is kind of an asshole, but Jodie won’t take no for an answer, so she convinces him to leave her stepson alone after sucking his dick. Proud of her deed, she marches back to her place and tells Jodie that ...
Redhead MILF Sophia Locke is working in her home office when her wireless speaker starts to go off with sexy sounds of a porn video, she immediately assumes her son is watching porn, but as she opens the door, she sees her son's friend Max looking at his phone and abruptly hides it. Max explains that he wants to learn a few tips because he is going on a date and doesn't want to fuck up his first date, not knowing how to fuck a girl. Sophia hasn't had dick in some time, and now she wants to teach Max some great tips for her next fuck session.
Katalina Kyle is so hungry and finds her son's friend eating the last of the meat in the house. Feeling bad he comes up with a great idea, he makes her a B.L.T. a boner lettuce tomato. Watch this sexy Milf swallow a big cock to please her appetite.
Odessa comes home from work feeling terrible. Her boyfriend Sam Shock sees that Odessa is having a rough time, so he comes in to give her feet a massage. Slipping Odessa's high heels to the side, Sam digs his thumbs into the arch of her feet. Moving his hands further up Odessa's body, Sam continues his massage between her thighs ...
Melanie Hicks catches her son's friend, Jodi, stealing money from her nightstand. Jodi confesses that his friend, Melanie's son, put him up to it so they could buy festival tickets. Melanie thinks they can work something out. Since her husband hasn't been providing the dick, she has Jodi pound her pussy good. In return, Jodi gets money for his festival tickets. Looks like a win-win situation for lucky Jodi.
Jordan Maxx needs a handyman to fix a ton of things around the house and she remembers that Rion, her son's good friend, is pretty good with tools. She has him fixing under the kitchen sink, her front gate, and the legs of her couch. All the while her wet pussy is beginning to throb and she needs to see if he can fix the leak with his tool between his legs.
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 milf is Bunny Madison, mom to Becky. Bunny has prepared a floor picnic as a date with Parker Ambrose. They begin chatting, and the chemistry between them definitely sparks. They go outside to play a variety of games in Bunny’s magnificent backyard. The longer they play, the hornier Bunny gets. When they play foosball, Bunny tries to distract Parker with her big boobies. Deciding to take Parker and his dick for a test drive is the next natural step for Bunny ...
Britney Amber has wanted to fuck her step son Damon ever since he moved home to finish his nursing degree. Because she can't think of a reason for him to touch her on a personal level, she comes up with a scheme for him to touch her on a professional level. She asks him to see if he can find her birth control ring inside her. She would ask her husband but he doesn't know she is on birth control. Just as Damon kneels between her legs and inserts a finger, his father walks in. They convince him that nothing is going on. That it is purely clinical. When he leaves, Damon continues fingering Britney in attempt to locate her birth control ring. Britney ...
It’s January 2025, and we’re kicking off TeamSkeet All Stars with a fucking bang! You know her, you love her, you can’t stop jerking off to her - it’s the incredible Myra Moans to get this year started! Myra is beyond cute. She’s a tough little cock demon who loves riding until she’s milked her lovers dry. For that reason, we knew we had to make this legendary spinner an All-Star. We’ve been working with Myra since 2023, and we simply can’t get enough. Every role she’s in, she’s a goddamn star and a show stealer. This petite babe may seem innocent, but don’t let her small perky tits or her charming smile fool you. She’s ...
Skylar Snow is ovulating, so when she gets home she finds herself with high cravings of her husband, but unfortunately, he chooses work over her needs. That’s when lucky visitor Johnny Castle finds himself willing and able to step in and fulfill Skylar’s needs.
Jenna Starr is home getting off in the shower with a stiff dildo. Jay, her son's friend, stops by and hears her enjoying herself in the shower. Curious, Jay takes a look and can't help to get turned on. Knowing that he's enjoying what he's seeing, she invites him in to replace is hand with her tight wet pussy.
After Chanel Grey runs far away from home and her mother's boyfriend, Keiran Lee, comes to get her, the pair have to be spend the night in motel room together. Having a hard time nodding off while sharing a bed with someone as sexy as Chanel, Keiran tries to discreetly jerk off to help get some shut eye. When Chanel catches him and sees how big his dick is, however, she offers to give him a hand!
Claudia Valentine has a delicious peach booty, and her son’s best friend can’t help but notice as she makes them a sandwich in the kitchen. Turns out, the MILF wants a different kind of lunch meat in her tight ass, and her son’s best bud is the perfect guy to supply it.
