https://www.fapnow.xxx/models/jimmy-michaels/ Thu 02 Jul 2026 10:09:36 +0200 https://www.fapnow.xxx/videos/440803/jessie-rogers-and-jimmy-michaels-share-a-wild-secret-about-a-dirtbag-dad/
When your own son is trash-talking you to his stepmother on St.Paddy's, you know something is off. Jessie listens to Jimmy's concerns but tells him she doesn't want to give up on his dad just yet. But Jessie comes back later looking glum after her date with Jimmy's dad. She confides about the bad time she had with her stepson and that they haven't been having sex. Jimmy moves in to kiss his stepmother, but she stops him...and then pulls him back in. Jessie is horny and she wants her stepson's cock! She jerks and sucks him until he is rock hard and then begins to bounce on his dick with her soaked pussy. Her beautiful ass ripples as Jimmy pounds her hard to orgasm. Jimmy even manages to make his stepmom squirt as he fucks her horny hole! Jessie lets Jimmy cum all over her beautiful ass and then they both promise to keep it a secret. Happy St Paddy's! ]]> Fri 26 Jun 2026 05:17:07 +0200 https://www.fapnow.xxx/videos/440803/jessie-rogers-and-jimmy-michaels-share-a-wild-secret-about-a-dirtbag-dad/ https://www.fapnow.xxx/videos/435426/katie-morgan-and-jimmy-michaels-bring-you-an-unforgettable-show/
Jimmy Michaels dislikes getting ordered around, especially by his stepmom Katie Morgan. To add insult to injury - Katie just lays out by the pool - naked - showing off her big tits and fluffy MILF muff, while he has to do chores.They need to talk! Jimmy approaches his naked stepmother - she can't waltz around without any clothes on!? But why not, she retorts!? It's the human body and it's beautiful! Besides, she is not his real mom. Jimmy confesses he gets...urges. Katie is flattered, but that doesn't solve Jimmy's problem. Katie proposes a solution - her stepson can watch her naked while he jerks off - she thinks it's hot! Jimmy is hesitant, but he can't resist. Neither can his stepmom once she sees her stepson's big, hard cock. She wants to suck it! Katie begins to slurp and slobber all over Jimmy's dick. Jimmy penetrates his stepmom and she starts moaning from his big dick so they move inside. He fucks his stemom's eager hole in doggy while she talks dirty to him. Jimmy ravages his stepmother, making her cum over and over. Once she's been thoroughly fucked - Katie lets her stepson nut all over her hairy muff. ]]> Wed 24 Jun 2026 18:14:03 +0200 https://www.fapnow.xxx/videos/435426/katie-morgan-and-jimmy-michaels-bring-you-an-unforgettable-show/ https://www.fapnow.xxx/videos/442071/laney-grey-and-jimmy-michaels-get-horny-after-hours/
When Laney Grey gets home after a night out, she is horny. Unsatisfied from her outing, she can only think of getting dicked down. Her stepbrother Jimmy Michaels is lying down in his room, but Laney doesn't care. She has an itch that needs scratching. Laney sneaks into her stepbro's room and quietly tries to arouse him. She tells him she is aching for cock and she wants it now. Jimmy is lazy, but he understands what's on the table. Laney pulls out her stepbrother's cock and begins to suck him, getting him nice & hard for her horny little hole. Laney slides her dripping pussy down her stepbrother's cock and begins to thrust until her legs are shaking from an orgasm. Jimmy pounds Laney's fluffy muff, making his horny stepsister cum repeatedly. Laney lets her stepbrother cum all over her pretty face and then tells her he's going back to bed! ]]> Tue 16 Jun 2026 14:22:22 +0200 https://www.fapnow.xxx/videos/442071/laney-grey-and-jimmy-michaels-get-horny-after-hours/ https://www.fapnow.xxx/videos/436580/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! ]]> Tue 16 Jun 2026 01:23:12 +0200 https://www.fapnow.xxx/videos/436580/haley-spades-and-jimmy-michaels-share-a-steamy-moment-of-first-dibs/ https://www.fapnow.xxx/videos/438053/cubbi-thompson-and-jimmy-michaels-discover-a-horny-stepmom-s-wild-solution/
Cubbi Thimpson is a little self-conscious - she married Jimmy Michaels dad and the age gap is getting to her. Cubbi asks her stepson Jimmy if she has let herself go or maybe if she looks different from when they met - she wants to know what's wrong with her!? Jimmy looks his stepmom up & down - her big tits are bursting out of her bikini top and her smooth legs look sexy. Cubbi has an idea - if her stepson can give her some good sex, she will feel fulfilled! Jimmy thinks it's a little disrespectful to his dad, but his stepmom's boobs are so big, juicy & pierced! Jimmy can't help but play with her fat knockers and his stepmother even wants to suck his cock - right there in the pool! Jimmy begins to bang his stepmother from behind while gripping onto her tits, but they get worried his dad will be home soon so they move to Jimmy's bedroom. Jimmy pounds away at his stepmom's eager pussy, stretching her out and making her orgasm all over his cock. Cubbi can't help but cum all over her stepson's hard dick multiple times as he thrusts in & out of her. Once his stepmom is satisfied, she lets Jimmy cum all over her face & in her mouth! ]]> Sun 14 Jun 2026 01:27:04 +0200 https://www.fapnow.xxx/videos/438053/cubbi-thompson-and-jimmy-michaels-discover-a-horny-stepmom-s-wild-solution/ https://www.fapnow.xxx/videos/445370/sydney-paige-and-jimmy-michaels-explore-the-wild-side-of-stepmom-fantasies/
A new stepmom, a new paradigm. Jimmy Michaels is just trying to relax in his room when Sydney Paige - his new stepmother - sits on the edge of his bed to have achat. Not only does she want him to help pay bills, but she's asking for his sperm too! That's right - Jimmy's dad is shooting blanks and Sydney figures if she sources the sauce from the stepson, results will be similar. Jimmy's stepmom asks him to jerk off and shove his cum inside her but he is way too weirded out for that. But after a little more persuading from this hot MILF - Jimmy is jerking off while squeezing her tits. Sydney begins to suck her stepson's stiff cock - to help of course! It doesn't take long before Jimmy is balls deep in his hot blonde stepmom. He pounds her fluffy muff and it creams right up. Jimmy jangles his dick deep inside Sydney until he unleashes a huge nut inside her eager MILF pussy! ]]> Mon 08 Jun 2026 23:31:20 +0200 https://www.fapnow.xxx/videos/445370/sydney-paige-and-jimmy-michaels-explore-the-wild-side-of-stepmom-fantasies/ https://www.fapnow.xxx/videos/437809/armani-black-and-jimmy-michaels-can-t-resist-just-a-quickie/
Jimmy Michaels is a pervert and everyone knows it. So when he tries to feel up his stepmother Armani Black, she's not particularly shocked. What is surprising though, is that Armani secretly likes it! It makes her wet when Jimmy calls her 'Mommy' and rudely takes his cock out in the kitchen and tugs it in front of her. What a bad boy! She can't help but touch her dripping MILF pussy. Her husband is in the shower - he takes long showers. Maybe... just a quickie? Aramni wants her stepson's young, hard dick in her mouth, she sucks him right there in the kitchen. Her mature pussy is soaked from blowing Jimmy. She takes her stepson to the living room and slides down his meat with her greased up hole. Armani twerks all over Jimmy and then lets him hit it from the back. Jimmy pounds his stepmom to an intense orgasm as her big pierced tittties bounce with each thrust. Armani takes her stepson's load in her mouth just as she hears her husband getting out of the shower, narrowly avoiding being caught! ]]> Fri 05 Jun 2026 01:48:41 +0200 https://www.fapnow.xxx/videos/437809/armani-black-and-jimmy-michaels-can-t-resist-just-a-quickie/ https://www.fapnow.xxx/videos/438879/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! ]]> Thu 28 May 2026 22:34:33 +0200 https://www.fapnow.xxx/videos/438879/red-eviee-and-jimmy-michaels-give-you-a-double-dose-of-pleasure-in-twin-peeks/ https://www.fapnow.xxx/videos/436101/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! ]]> Mon 18 May 2026 15:27:05 +0200 https://www.fapnow.xxx/videos/436101/callie-brooks-and-jimmy-michaels-have-fun-with-my-maraca-in-a-steamy-scene/ https://www.fapnow.xxx/videos/437763/wendy-raine-and-jimmy-michaels-the-ultimate-stepmom-vs-milf-showdown/
]]> Fri 15 May 2026 17:10:48 +0200 https://www.fapnow.xxx/videos/437763/wendy-raine-and-jimmy-michaels-the-ultimate-stepmom-vs-milf-showdown/ https://www.fapnow.xxx/videos/450114/horny-milf-kat-marie-filled-deep-by-stud-s-load/
Use code FilthyKings for a FREE WEEK of Filthy Kings! Featuring Jimmy Michaels, Kat Marie ]]> Thu 14 May 2026 08:28:07 +0200 https://www.fapnow.xxx/videos/450114/horny-milf-kat-marie-filled-deep-by-stud-s-load/ https://www.fapnow.xxx/videos/439917/charlotte-rayn-and-jimmy-michaels-discover-the-rewards-of-academic-success/
My hot stepmom has been getting calls from my school about my declining grades. I should care, but I more focused on getting pussy in college like a normal person. Unlike a normal person, my stepmom teases me with her juicy tits, but when I try to grab them she facepalms me! She tries to motivate me to improve my grades, a little studying - a lot of tits! I go back to her after I've asborbed some college crap and try again, she shows me her beautiful ass but that's STILL all I get for now. If this keeps up, I might actually learn something. Finally, after like 3 hours of studying, my stepmom decides to reward my hard work by sucking my hard cock. I turn around and slam her MILF pussy from behind while I watch her big tits knock together - it reminded me of a physics problem I was working on earlier. What's happening to me!? Anyway, I kept pounding my hot stepmom and made her orgasm for all her sexy troubles & then unloaded all over her myself. I'm definitely getting better grades this semester! ]]> Wed 13 May 2026 23:32:06 +0200 https://www.fapnow.xxx/videos/439917/charlotte-rayn-and-jimmy-michaels-discover-the-rewards-of-academic-success/