https://www.429men.com/tags/fingering-anal/ Tue 14 Apr 2026 17:57:12 +0200 https://www.429men.com/videos/355307/prince-david-finds-his-princess-lily-thot-with-a-butt-plug-test/
Prince David is looking for the Princess of his fantasies, so when he visits Princess Lily he presents her with a butt plug, if it fits her asshole that means she’s the one! ]]> Sat 28 Feb 2026 18:26:05 +0200 https://www.429men.com/videos/355307/prince-david-finds-his-princess-lily-thot-with-a-butt-plug-test/ 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/382007/anal-fuss-syren-de-mer/
Syren catches Carlos, her gooner stepson, jerking off to anal porn on Mother’s Day. The milf is initially shocked to see her boy’s particular taste in women, but instead of being mad or disgusted about it, the whole situation sparks her curiosity. As it also turns out, Syren is ready to get back into the dating world, so she wants to know if she is missing out on the fun and how to act if a guy asks her for some backdoor fun. Desperate, she begs Carlos to tell her how it works and why people enjoy it so much. Her stepson doesn’t really want to talk about it, so she has to turn things up a notch to get his attention. With Mother’s Day around the corner, Syren gets herself some sex toys, the perfect hook to convince Carlos to help her open up her asshole. Seduced by his stepmom’s persistence, Carlos ends up pounding Syren’s hole open, making her finally understand what all the anal fuss is about. ]]> Thu 26 Feb 2026 10:10:23 +0200 https://www.429men.com/videos/382007/anal-fuss-syren-de-mer/ https://www.429men.com/videos/300371/quality-time-with-jackie/
Jackie picks out some new lingerie to impress her husband - since he isn’t around much, Jackie first shows her stepson, Kai. She knows she probably should show off her tits to her stepson, but it might be fun, and it would be a little exciting to turn on a young stud. Kai can’t believe he’s watching his stepmom change into lacy underwear, and he can feel his cock getting hard as his stepmom shows off her body. Things get a bit wild when Jackie lets Kai rub her tits. As her stepson massages her breasts, Jackie puts her hand down into her underwear and rubs her clit. Her pussy is getting wet, and if this keeps up, she may have to let Kai go all the way. But their little fling is interrupted, and they’ll have to wait to play again another day. Neither of them has to wait too long for that day to come. Kai finds his stepmom in his bedroom, lying on his bed with a sex toy. Jackie uses a vibrator on her pussy while she thinks about the fun she and Kai had the other day. She insists Kai help her stimulate her clit, and Kai happily obliges her request. Later on, Jackie wakes Kai with a surprise. She wants his cock inside of her, and she needs it ASAP. She’s been thinking about him nonstop, and she won’t be satisfied until she’s getting fucked by her stepson. Kai again gives his stepmom what she wants. The lucky stud fucks his stepmom in the ass, pushing his cock in as deep as it will go and holding nothing back. He wants to give the sweet milf his load, and she wants it just as badly. Kai busts a massive load for Jackie, cumming hard all over her asshole and shooting rope after rope of hot sticky cum. ]]> Wed 25 Feb 2026 13:07:34 +0200 https://www.429men.com/videos/300371/quality-time-with-jackie/ https://www.429men.com/videos/262967/lilly-needs-dick/
Lilly’s life has become mundane and sexless. All she wants is some affection and for a handsome stud to fill up her fantastical milf pussy. Her stepson, Nicky, has been traveling all of Europe, fucking to his heart’s content. When Nicky comes home, Lilly wonders what her stepson’s dick might feel like inside of her and what it might be like to be one of the girls his stepson’s been fucking. It doesn’t take long to find out. When she explains her woes to Nicky, he makes a bold move and kisses his stepmom hard on the mouth. Things quickly escalate, and soon Nicky and Lilly are fucking all the time. They know what they’re doing is taboo, but it’s too hot to stop, and Lilly’s been in need of a good fucking for a long time. She wants to go as far as she can, so she lets Nicky pound her asshole. He stretches her out like she’s never been stretched out, and Lilly never realized anal sex could feel this good. It makes it even better knowing that although Nicky has been sleeping around, she now has his cock all to herself. ]]> Mon 23 Feb 2026 04:30:52 +0200 https://www.429men.com/videos/262967/lilly-needs-dick/ https://www.429men.com/videos/283542/camel-clutch/
Nicky is preparing for his wrestling competition and his stepmom Anissa really wants him to win the state championship. His coach told him no partying, no distractions, and especially no girls. Seeing he’s struggling with this last rule, Annisa finds the perfect way for him to combine training and some tension release: an anal fuck session with his stepmom! ]]> Sun 22 Feb 2026 21:30:39 +0200 https://www.429men.com/videos/283542/camel-clutch/ https://www.429men.com/videos/245150/once-a-milf-always-a-milf/
What’s up, MYLF lovers? Care for a classic AnalMom scene with the lusty Jenna Noelle? We know that being a hot milf is not easy, and Jenna really goes the extra mile to keep her body tight and stunning. Lucky for her, Damon is more than happy to help her reach her fitness goals. Yet, being a milf not only means staying bootylicious. Her ability to seduce is part of the charm, and Damon is the perfect guy to seduce and confirm the obvious: she still got it! ]]> Sun 22 Feb 2026 21:05:11 +0200 https://www.429men.com/videos/245150/once-a-milf-always-a-milf/ https://www.429men.com/videos/270854/let-s-cool-your-body-down-asteria-s-anal-adventure/
My innocent little Asteria… she’s so cute but so inexperienced. We’ve been dating for a while but she barely lets me touch her. It doesn’t help that she’s so fucking hot! She doesn’t even know how hot she is! She looked incredible in that summer dress but now she’s wearing a see-thru bathing suit?! Are you kidding me?! God, her ass looks amazing… I don’t think I can take it anymore, if she won’t give up her pussy, I’m taking that ass for a spin! ]]> Fri 20 Feb 2026 23:19:08 +0200 https://www.429men.com/videos/270854/let-s-cool-your-body-down-asteria-s-anal-adventure/ https://www.429men.com/videos/349436/stay-would-you/
After Ike helps his neighbor Hyley move a mattress she invites him to stay over saying that she’s been feeling lonely and would love some company. Ike stays and quickly learns that this lonely mylf is dying to get his cock in her juicy pussy! ]]> Wed 18 Feb 2026 23:57:53 +0200 https://www.429men.com/videos/349436/stay-would-you/ https://www.429men.com/videos/401903/a-gift-for-your-butt/
What’s up, Mylf lovers? We’ve got a wild Classics update, so let’s get started! This one comes from the always-kinky AnalMom series. It was originally published on December 30th, 2021. It’s a wild ride, so we knew we had to bring it back as a Classics scene! In this episode, Oliver gets his stepmom, Audrey, anal beads for her birthday. He can’t wait to see the look on her face when she sees the kinky gift. Though much to Oliver’s surprise, she wants help with her new gift, and it’ll be up to him to play with his step-mommy’s asshole. Oliver gets to work, and stretching out his stepmom’s butthole is not something he ever thought he’d experience. Kinky milf Audrey loves how taboo it is, having her stepson play with her booty. She wants his cock bad, and it wouldn’t be a proper birthday without an ass fucking. Oliver gives his sweet stepmom what she wants and fucks her until he shoots out a hot sticky load. ]]> Tue 17 Feb 2026 17:00:29 +0200 https://www.429men.com/videos/401903/a-gift-for-your-butt/ https://www.429men.com/videos/366910/save-the-business/
Raquel and her husband are having money issues. They just opened a restaurant by spending their life savings and it’s about to go out of business. Determined not to let their dream die, Raquel takes a job as a massage therapist to try to make some extra money. One day, she goes to massage one of their restaurant clients, Nicky Rebel, a millionaire who proposes to help them pay their bills if Raquel helps him fulfill his anal fantasies. ]]> Mon 16 Feb 2026 06:32:44 +0200 https://www.429men.com/videos/366910/save-the-business/ https://www.429men.com/videos/429351/hailey-on-the-mind/
When their dad isn't home, Max is the man of the house, and that means he gets to fuck his stepsister, Hailey, any time he wants. Max's sex drive is through the roof, and he's always looking to fuck around and feel up Hailey's huge tits. Their stepmom Amanda can't be bothered by stepsibling squabbling and tells them to keep down all the noise. Amanda sets up a date between Max and her best friend so that he can expand his freeuse horizons. ]]> Sun 15 Feb 2026 03:42:37 +0200 https://www.429men.com/videos/429351/hailey-on-the-mind/