https://www.429men.com/models/jimmy-michaels/ Fri 24 Apr 2026 06:45:48 +0200 https://www.429men.com/videos/445661/a-wild-night-with-andie-anderson-andi-avalon-armani-black-cubbi-thompson-danielle-renae-ellie-tay-jade-luv-mandy-waters-savanah-storm-taylor-vixxen-jimmy-michaels-jodie-johnson-johnny-love-juan-loco-kai-jaxon-parker-sims/
Best StepMILFS & Stepson 2024 Compilation ]]> Tue 21 Apr 2026 10:19:14 +0200 https://www.429men.com/videos/445661/a-wild-night-with-andie-anderson-andi-avalon-armani-black-cubbi-thompson-danielle-renae-ellie-tay-jade-luv-mandy-waters-savanah-storm-taylor-vixxen-jimmy-michaels-jodie-johnson-johnny-love-juan-loco-kai-jaxon-parker-sims/ https://www.429men.com/videos/444106/bambi-barton-and-jimmy-michaels-in-a-tense-struggle-for-desire/
Hard times make strong men. Except for Jimmy Michaels, he's weak. And not hard - not yet, anyway. But when his skanky stepsister Bambi Barton is getting changed with her door open, Jimmy snaps a few pics of her juicy tits. Jimmy ain't no dummy! Now off to the bathroom to tug it. Except Jimmy IS a dummy and doesn't lock the door, so naturally Bambi walks in on her stepbrother jerking his meat. To her tits! Jimmy explains he hasn't had sex in a whole year. Bambi feels sorry for him and charitably offers her boobs up to be jerked on. As Jimmy wanks his willy to his stepsister's exposed tits, she feels a pang of pity. How pathetic her stepbrother looks. She decides to jerk & suck her loser stepbrother - somebody has to do it! Jimmy manages to take her to the bedroom and rub on her pussy enough to get her a little wet. Bambi lets her desperate stepbrother slide his cock into her pussy and she's actually mildly impressed as he pounds away at her hole. Until he starts sniffing her pantioes - what a pervert! That doesn't stop this twangy teen from hopping on board and bouncing her fine ass on her stepbro's cock. He even managed to eke an orgasm out of Bambi. She rewarded him by letting him nut in her pussy & boy oh boy did Jimmy ever unleash in there! ]]> Mon 20 Apr 2026 04:45:35 +0200 https://www.429men.com/videos/444106/bambi-barton-and-jimmy-michaels-in-a-tense-struggle-for-desire/ https://www.429men.com/videos/442805/wendy-raine-and-jimmy-michaels-the-ultimate-stepmom-vs-milf-showdown/
]]> Sat 18 Apr 2026 07:29:25 +0200 https://www.429men.com/videos/442805/wendy-raine-and-jimmy-michaels-the-ultimate-stepmom-vs-milf-showdown/ https://www.429men.com/videos/444219/laura-bentley-and-jimmy-michaels-exchange-secrets-in-a-steamy-showdown/
Just a peek, right? Can't hurt, right!!? That's what Jimmy Michaels thinks when he watches his hot stepmom Laura Bentley in the shower. But what happens when she finds out? She wants to talk... oh no!! She is NOT going to tell Jimmy's father. But, she wants a peek at his junk - fair is fair! Laura is impressed with her stepson's cock. She takes off her robe and lets Jimmy remove her underwear. Jimmy goes down on his stepmom, eating her warm, wet pussy. Laura gets horny from getting licked by her stepson and tells him she wants to fuck. Jimmy shoves his hard cock in his stepmother and begins to thrust inside her eager hole. Laura's pussy creams up as her stepson bangs away at it, making her have an intense orgasm. Laura rewards her stepson by taking him deep in her throat. She rides her stepson hard and cums again before letting Jimmy dump his load right in her mouth! ]]> Fri 17 Apr 2026 18:30:06 +0200 https://www.429men.com/videos/444219/laura-bentley-and-jimmy-michaels-exchange-secrets-in-a-steamy-showdown/ https://www.429men.com/videos/443294/dirty-danii-and-jimmy-michaels-risque-bunny-proposition/
When Jimmy Michaels walks into his new stepmom Dirty Danii's room, he's not sure what to expect. She lures him in and tells him that as stepmom and stepson, they should be able to rely on each other. And Danii REALLY needs Jimmy's help. The guy she hired to dress up as the Easter bunny for her party later cancelled at the last minute, but she has the outfit and needs Jimmy to play the role. He's really unsure, but Jimmy humors his stepmom and tries out the bunny costume. Danni thinks her stepson looks perfect and she offers him a deal - wear the costume to the party and she will make him cum! Danni pulls out her big tits and puts her stepson's hands on them. Jimmy squeezes and sucks them and then his stepmom pulls out his cock and starts to blow him. Jimmmy fucks his stepmom in doggy, making her cum quickly. He flips her over and fucks her with his big stiff cock, giving his stepmom another orgasm. Danii rides and twerks all over her stepson's swollen member until he pulls out and nuts in his stepmom's mouth and all over her face. Happy bunny day everyone! ]]> Tue 14 Apr 2026 12:17:50 +0200 https://www.429men.com/videos/443294/dirty-danii-and-jimmy-michaels-risque-bunny-proposition/ https://www.429men.com/videos/444729/anissa-kate-and-jimmy-michaels-discuss-dad-s-important-advice/
Being a stepmom isn't easy & Anissa Kate really wants to have a healthy relationship with her new stepson Jimmy Michaels. Jimmy has always been a little stand-offish with her so she decides to confront him. When he heads to the bathroom during their conversation, Anissa gets a gander on his phone only to find steamy pictures of herself in his gallery! She knows how important it is to Jimmy's father that they get along, so she decides to fulfill Jimmy's stepmom fantasy. Anissa shows off her big, perfect tits and lets Jimmy squeeze & fondle them. Then Anissa sucks her stepson's already stiff cock before climbing on top and sliding it into her hot MILF pussy. Jimmy pounds his stepmom hard, fucking her to multiple orgasms as she moans in pleasure. Her big tits and tight pussy were on display while she wriggled & jiggled on her stepson's hard meat. After Jimmy got his stepmom off, she sucked the cum right out of his balls and into her mouth and even swallowed it all! ]]> Sun 12 Apr 2026 03:05:02 +0200 https://www.429men.com/videos/444729/anissa-kate-and-jimmy-michaels-discuss-dad-s-important-advice/ https://www.429men.com/videos/443841/red-eviee-and-jimmy-michaels-give-you-a-double-dose-of-pleasure-in-twin-peeks/
When Red accidentally walks in on her stepbrother Jimmy - she doesn't expect to see what she saw... her stepbro has a big one! She can't help but take a good peek before exiting. Bit Jimmy ain't no dummy though - he is wise to Red's eyes! Later, when Jimmy confronts her about scoping his junk, Red plays dumb. But then something comes over her and she confesses her sin to her stepbrother. Now, Jimmy wants a peek too - fair is fair! Red pulls out her big natural tits and shows them off to Jimmy. Jimmy wants to touch his stepsister's big boobs and she lets him, but she wants to touch him back! It doesn't take long before Red is on her knees sucking off her stepbrother's big dick in the kitchen! They move to the couch and Red bends over for Jimmy, exposing her wet pussy to her stepbrother. Jimmy porks Red from behind while she moans from being stretched out. She rides her stepbro with her greased up pussy, dripping all her juices on him. Jimmy bangs his stepsister out until she cums hard on his cock and then Red lets him dump his load directly in her mouth! ]]> Fri 10 Apr 2026 12:40:53 +0200 https://www.429men.com/videos/443841/red-eviee-and-jimmy-michaels-give-you-a-double-dose-of-pleasure-in-twin-peeks/ https://www.429men.com/videos/445154/callie-brooks-and-jimmy-michaels-have-fun-with-my-maraca-in-a-steamy-scene/
Cinco de Mayo has to be one of the funnest holidays out there. Tacos & music - what's not to love! But some people get a tad TOO excited, if that's even possible. When uber-MILF Callie Brooks comes home to see her pale gringo stepson, Jimmy Michaels, decked out in a sombrero & rocking the maracas - she is a little concerned. But Jimmy assures her he's been given a pass by his Mexican buddy Julio from college. Checks out, right?? Convinced, Callie can't help but get into the infectious spirit of the festivities as she dances it up with her stepson. But all that bumpin' & grindin' with his hot stepmom gets Jimmy poking through his poncho! Callie is feeling frisky so she shakes & jerks her stepson's stiff maraca. Jimmy goes wild with Callie's jiggly tits & phat ass, shakin' & slappin' them to his heart's content. His stepmom throws it back on his hard cock, her amazing ass twerking it up on Jimmy's dick. Jimmy makes Callie cum mucho hard as he slams her perfect pussy. Finally, Jimmy celebrates the date by unloading in his stepmom's face. Happy Cinqo De Mayo, amigos! ]]> Sat 04 Apr 2026 01:32:50 +0200 https://www.429men.com/videos/445154/callie-brooks-and-jimmy-michaels-have-fun-with-my-maraca-in-a-steamy-scene/ https://www.429men.com/videos/443706/haley-spades-and-jimmy-michaels-share-a-steamy-moment-of-first-dibs/
Dibs! A pretty common way amongst stepsiblings to call front seats, best views or even prime beds or bedrooms. Haley Spades is just too fast for her stepbrother Jimmy Michaels on their family vacation and calls dibs on the nice bed - leaving Jimmy a nasty old couch or crappy bunk. Jimmy at least gets to shower first but he takes forever and Haley isn't having it. She walks in on her stepbrother and catches him jerking off! Haley offers to finish him, if it'll speed things up and free the shower. Jimmy is surprised but accepts the offer and Haley begins to jerk her stepbro's big boner right there in the bathroom. She pulls her tits out to help him a bit and even drops to her knees to suck her stepbrother's cock. But Haley gets horny and tells her stepbrother they should go to the bed together. Jimmy eats his horny little stepsister's pussy and then thrusts into her from behind. Haley is impressed with her stepbro's big dick as he pounds away at her tight little pussy. Haley rides her stepbro, twerking her little butt all over his cock. Jimmy fucks his stepsister real good, making her cum repeatedly on his stiff knob. He finishes by nutting all over Haley's face - she excitedly runs to get her turn in the shower now! ]]> Fri 03 Apr 2026 15:53:40 +0200 https://www.429men.com/videos/443706/haley-spades-and-jimmy-michaels-share-a-steamy-moment-of-first-dibs/ https://www.429men.com/videos/438779/busty-cece-mecta-slammed-deep-by-jimmy-michaels/
Use code FilthyKings for a FREE WEEK of Filthy Kings! Featuring Jimmy Michaels, CeCe Mecta ]]> Thu 12 Mar 2026 15:46:17 +0200 https://www.429men.com/videos/438779/busty-cece-mecta-slammed-deep-by-jimmy-michaels/ https://www.429men.com/videos/437344/stepson-rails-stepmom-alyssia-seductive-gigi/
Use code FilthyKings for a FREE WEEK of Filthy Kings! Featuring Jimmy Michaels, Gigi Dior, Alyssia Vera ]]> Mon 02 Mar 2026 03:58:07 +0200 https://www.429men.com/videos/437344/stepson-rails-stepmom-alyssia-seductive-gigi/ https://www.429men.com/videos/337211/desperate-big-boobs-blonde-milf-makes-big-dick-stepson-breed-her/
Big boobs petite blonde MILF Sydney Paige wants to have a baby but as her husband isnt quite being able to perform she turns to her stepson and asks him to breed her before convincing him with a blowjob and making him rail her with that big dick too ]]> Sat 28 Feb 2026 19:57:58 +0200 https://www.429men.com/videos/337211/desperate-big-boobs-blonde-milf-makes-big-dick-stepson-breed-her/