https://www.429men.com/tags/supportive-pleasure/ Fri 17 Apr 2026 18:25:22 +0200 https://www.429men.com/videos/249737/jack-and-mike-s-pilate-angels/
Gia and Tommy are excited for their work-out date, and invite their protective stepfathers to come make sure they’re doing all the moves correctly. Jack and Mike love watching their little girls keep good health, and are surprised at seeing how flexible they are. After a hard session, Gia and Tommy ask their stepdads for a helpful cool down massage. ]]> Sat 28 Feb 2026 22:22:11 +0200 https://www.429men.com/videos/249737/jack-and-mike-s-pilate-angels/ https://www.429men.com/videos/305330/this-is-halloween/
Jack and his stepdaughter Keira invite their middle-eastern friends Calvin and his stepdaughter Penelope to celebrate Halloween with them. Being new to America Calvin and Penelope don’t know much about Halloween so Jack and Keira show them what they do. After Keira and Penelope put on some sexy costumes, Calvin is not happy with how exposed his stepdaughter is and wants to leave. Jack convinces him to stay by swapping stepdaughters and playing a fun game. Every time the girls do a fun lap dance their stepdads reward them with a tasty treat… their hard cocks! ]]> Sat 28 Feb 2026 16:17:18 +0200 https://www.429men.com/videos/305330/this-is-halloween/ https://www.429men.com/videos/277266/dear-dream-diary/
Danny Steele finds his stepdaughter’s diary, and it outlines a lot of suggestive scenarios she’s dreamt up. To make matters worse, they’re all about him. Dakota Burns can’t seem to get the idea of fucking Danny, Leana Lovings, and Nicky Rebel out of her head. In a panic, Danny calls Nicky to see what they should do about the risque dreams. Nicky rushes over to see for himself, but they are unexpectedly caught when Dakota and Leana walk in on their stepdad’s reading the diary. ]]> Sat 28 Feb 2026 12:58:48 +0200 https://www.429men.com/videos/277266/dear-dream-diary/ https://www.429men.com/videos/404583/stepfamily-unites-in-a-wild-fuck-sesh-to-save-the-multiverse-suki-sin-and-alexia-anders/
Everyone Cums Everywhere, All at Once (Part 3 of 3): Suki must finally use her powers to reign Alexia in, but the only way to do so is to join forces as an entire stepfamily. This means Alexia, Suki, James, and Leo must have an all-out family fuck sesh to save the multiverse. As Suki fucks her entire stepfamily, her powers grow, and she can feel the rift between her and Alexia begin to close. Everyone just wants to show Alexia how much she is cared for, and nothing says “I love you” like two big cocks. ]]> Sat 28 Feb 2026 11:49:55 +0200 https://www.429men.com/videos/404583/stepfamily-unites-in-a-wild-fuck-sesh-to-save-the-multiverse-suki-sin-and-alexia-anders/ https://www.429men.com/videos/400108/gothy-nana-hungry-for-a-threesome/
What’s up, Nana lovers? It’s Mylf Classics time, so whip out those cocks and get ready for a blast from the past. This one comes from PervNana, a series packed to the brim with the most perverted GILF moments imaginable. Published in January of 2022, this one is an absolute banger, and we can’t wait to revisit it. In this scene, hot mama Rayveness gets a visit from her step-granddaughter and her step-grandson. Billy and Jane haven’t seen their step-grandma in a while, and she’s looking wilder and sexier than ever. They’re not sure if it’s okay for a nana to dress in such spooky, alluring clothes - worse yet, they can’t believe how fucking hot she looks. It becomes quickly apparent that their stepnana has a raging sex drive, and all she can think about is fucking them. Jane wakes up one night to find Rayveness sneaking into her bedroom, and she’s making her way for Jane’s tiny red bush. Is she seriously about to have her pussy eaten by her step-grandma? If this is how their stay with her starts, just imagine all the fucked up things that’ll happen next… ]]> Sat 28 Feb 2026 01:35:22 +0200 https://www.429men.com/videos/400108/gothy-nana-hungry-for-a-threesome/ https://www.429men.com/videos/270029/abandonment-issues/
Payton’s husband has been out for a long time and she’s getting tired of waiting for him. To make things worse, Elias, a young boy Payton doesn’t know, shows up in her house and tells her he might be her husband’s son. To settle this, Payton and Elias request a DNA test. Two weeks later, the results come back and Elias’ identity is revealed. It turns out that Payton’s husband is quite a player and he’s been playing around with other ladies and his small cock. Determined to get revenge on an abandoning husband and father, Payton convinces Elias to fuck her hard like her man never did. Elias accepts, pounding his newly-met stepmom’s pussy and showering her with cum–the perfect payback! ]]> Sat 28 Feb 2026 00:36:21 +0200 https://www.429men.com/videos/270029/abandonment-issues/ https://www.429men.com/videos/386054/a-double-resolution-solution/
More than anything, Alexander and Parker want to finally fuck some chicks and lose their virginity. Meanwhile, their stepsisters, Eva and Gia, are trying to go on a New Year’s road trip. However, Eva and Gia are in a bit of a pickle because they have no car. The four come to an agreement with which everyone can be happy. In exchange for letting the girls use Alexander’s car, Alexander will fuck Gia, and Parker will fuck Eva. The girls are starting to get immensely turned on by how taboo it is to fuck each other's stepbro, but Alexander and Parker want to make their first time unforgettable, so they propose they fuck their own stepsisters. ]]> Fri 27 Feb 2026 23:12:39 +0200 https://www.429men.com/videos/386054/a-double-resolution-solution/ https://www.429men.com/videos/296271/lonely-guy-pounds-a-hot-milf-s-asshole/
What’s up, TeamSkeeters? Today, one of our hottest scenes ever becomes a certified Classic. Originally released on September 16, 2022, this one has the hottest MILF in the world, Cory Chase, taking care of her lonely stepson Joshua! See, his father works all the time and barely has time to connect with him anymore, so Joshua grows lonelier and sadder about it until his awesome stepmom takes the lead to help him regain some of his confidence and happiness. Cory is an absolute perv, but she starts coyly asking if his friends ever talk about her. Of course they do, she’s hot as fuck. Then she asks what he thinks and well, he’s a dude after all, so he’s not about to lie about it. Cory starts feeling his cock through his shorts and even talking about her is making him hard. She pulls his cock out and starts sucking it slow and deep. They know it’s wrong and they shouldn’t be doing it, but it feels so right. Before they can start to have some real fun though, he gets too excited and Cory gets scared that his dad might hear, so she sends him to bed. So the next morning neither of them can stop thinking about the other, evidenced by the fact that when she goes to his room he’s as ready to fuck her as she is to take his cock! She rides him slowly before he suggests she goes on all fours, but he mistakenly puts his cock inside her asshole instead of her pussy. She worries that it might be too much and leaves his room on the spot, but later that day, when his father falls asleep on the couch, Joshua comes over and she spreads her legs so he can fingerfuck her pussy hard. She goes on all fours and tells him that he can decide whatever hole he wants to fuck with his big cock, because bad boys put it in dirty holes, and she’s as dirty as it gets! Joshua pounds the shit out of his stepmom’s asshole until she drops to her knees and begs for him to paint her pretty face full of cum! ]]> Fri 27 Feb 2026 20:19:15 +0200 https://www.429men.com/videos/296271/lonely-guy-pounds-a-hot-milf-s-asshole/ https://www.429men.com/videos/297349/what-stepfamily-is-for/
Alex Jett’s girlfriend breaks up with him and he loses his job in the same week, so he’s pretty bummed out. Luckily, he lives in a free use household with his stepmother Rachael Cavalli and his stepsister Ava Madison, who are more than happy to let him use their bodies as he pleases and comfort him as much as possible in the most naughty way! ]]> Fri 27 Feb 2026 20:18:19 +0200 https://www.429men.com/videos/297349/what-stepfamily-is-for/ https://www.429men.com/videos/330224/everyone-cums-everywhere-all-at-once/
Sukis life has become mundane. She cant quite remember when her happiness faded and every day became a slog, but nothing excites her anymore. Her stepfamily upsets her more than anything. They used to be the light of her life, and now theyre more like strangers occupying her melancholy world. Her stepdaughter, Alexia, is someone she doesnt recognize anymore. Alexia is brash and mysterious, and it only seems the rift between them is widening. Her husband, Leo, is aloof and out of touch with reality. Suddenly and without explanation, Sukis life seems to change. While meeting with Wendy, an auditor with a short fuse and little patience for late payments, Suki seems to be elsewhere. Its like time has stood still, and her stepson, James, and her husband, Leo, speak to her, but it isnt the James or Leo she knows from her timeline - these people are from another dimension and explain she is the last puzzle piece to a possible apocalypse. ]]> Fri 27 Feb 2026 17:56:39 +0200 https://www.429men.com/videos/330224/everyone-cums-everywhere-all-at-once/ https://www.429men.com/videos/346916/don-t-worry-just-swap/
Bunny and Mona are always concerned about the well-being of their beloved stepsons, Diego and Ellias. The two busty stepmoms can’t bear the thought of the boys getting sick or getting hurt if they were to leave the house. But all Diego and Ellias want to do is fuck hot girls, so they hatch a scheme to sneak out of the house. Their plan is foiled when Bunny catches them in the act. Now, Bunny and Mona will need to think of a way to keep the young studs content with staying home. Luckily they’ve got just the right idea. Ellias will fuck Bunny, and Diego will fuck Mona. The stepsons can’t believe their luck as they slide their cocks deep inside each other’s stepmoms. These milfs love every second of it, and even though they know it’s wrong, it just feels so right. So right, in fact, that they decide to spice things up and swap. ]]> Fri 27 Feb 2026 13:38:55 +0200 https://www.429men.com/videos/346916/don-t-worry-just-swap/ https://www.429men.com/videos/281093/my-stepmom-s-changing-in-front-of-me-why-can-t-i-look-away-god-am-i-sick-dee-williams/
I can’t believe I have to share a room with my stepmom, stupid hotel! No privacy, no nothing. Wait, is she changing in front of me? Why is she doing that? Why can’t I look away? God, am I sick? Has she always been this hot? Let’s just go to sleep and don’t pay attention to… her incredible tits and body oh my god! She won’t notice if I jerk my cock, right? Fuck, she did, alright, there’s still time to get out of this so I’ll just… I’ll just… fuck it, I’m gonna pound her pussy like an animal until I fill her up to the brim! ]]> Fri 27 Feb 2026 13:34:19 +0200 https://www.429men.com/videos/281093/my-stepmom-s-changing-in-front-of-me-why-can-t-i-look-away-god-am-i-sick-dee-williams/