https://www.fapbox.com/models/jimmy-michaels/ Fri 05 Jun 2026 02:41:52 +0200 https://www.fapbox.com/videos/33719327/stepmom-motivation/
Being in school is hard, especially when you're 19. Sometimes you just want to take the day off, watch some TV & relax. My stepmom Kitten Latenight doesn't really agree with me. She says my grades are too low & I'm fooling around with girls. I (Jimmy Michaels) am not fooling around with girls, unfortunately. Kitten makes an offer I can't refuse - my stepmom will show me around the ins & outs of women if I get my stuff together & get good grades. Deal!! She lets me squeeze her big fat breasts & suck on her nipples first. Then she takes my cock out & sucks & jerks it. She shows me how to play with her clit before allowing me to slide my hard dick inside her MILF pussy. She grinds into me hard & fast, I think I made my stepmom cum! I fuck her while she lays on her back, legs spread wide open... while she squeezes her big tits together, I can't hold it anymore & pop all over my stepmom's face as she licks up my cum. ]]> Mon 17 Mar 2025 11:23:51 +0200 https://www.fapbox.com/videos/33719327/stepmom-motivation/ https://www.fapbox.com/videos/33718990/i-let-my-horny-wife-fuck-our-young-neighbor-charlotte-rayn/
My Stepson's best friend Jimmy was over a few days ago visiting my boy Johnny. Turns out he spied on my sexy wife Charlotte while she was having a shower. I confront him & he tries to say it was an accident until I tell him that I won't tell my stepson if he does me a favor and fucks my wife good. Jimmy seems a little shocked when she steps out of the bathroom in sexy lingerie, but that quickly turns to excitement when he sees her big naturals again. My wife is impressed with his young hard boner and orgasms a few times. I smack her fat titties & grab her the whole time she is getting fucked. Jimmy eventually pulls out and cums all over my wife's pretty face! ]]> Mon 09 Sep 2024 15:16:08 +0200 https://www.fapbox.com/videos/33718990/i-let-my-horny-wife-fuck-our-young-neighbor-charlotte-rayn/ https://www.fapbox.com/videos/33767423/creamed-by-my-creepy-stepson/
We bring you the horniest stepmoms (MILFS) craving young cock and creampies. ]]> Thu 20 Jun 2024 00:44:49 +0200 https://www.fapbox.com/videos/33767423/creamed-by-my-creepy-stepson/ https://www.fapbox.com/videos/33721279/she-s-twice-his-age-with-sara-jay-jimmy-michaels/
We just had to bring the lovely Sara Jay right back so that we could pair her up with newbie 21-year-old Jimmy Michaels for what turned out to be on helluva scene! After we chat a bit with our stars, Sara Jay shows Jimmy her ample assets and gives him a little sample of what's to come. Jimmy then lubes up Sara Jay's huge wonderful boobies and big luscious ass - and of course you just gotta titty fuck those big ole' funbags! Sara Jay then gives him a footjob and a rimjob before Jimmy returns the oral favors and proceeds to get on with the fucking. Sara takes his cock missionary, cowgirl, reverse cowgirl and doggystyle until it's time for Jimmy to unload onto her bootylicious backside. As usual, we catch up with our two friends in the shower after... ]]> Thu 14 Dec 2023 20:13:01 +0200 https://www.fapbox.com/videos/33721279/she-s-twice-his-age-with-sara-jay-jimmy-michaels/ https://www.fapbox.com/videos/33750647/suck-his-dick-fuck-em-sideways-with-lolly-dames-jimmy-michaels/
Unique big booty MILF Lolly Dames (FKA Unicorn Lollipop) makes her return to Hussie Pass this week, and as we do with all cougars, we paired her up with young buck Jimmy Michaels for this steamy update. After the Johnny Robins interview portion of the program, our two stars start to get naked, and let me just say that watching Jimmy's face as he lubes up Lolly's lovely lady lumps is worth the price of admission alone! As Lolly twerks her glistening 40-inch ass for us, Jimmy slides his head underneath and laps away are her meaty vag. Lolly then goes spread-eagle as Jimmy continues to lick and suckle on her clit, followed by her slobbering on Jimmy's rock-hard prick before eating his ass and giving him a slippery footjob. Jimmy titty-fucks her for a bit before the fucking starts, first missionary, then Lolly takes her pussy for a regular and reverse cowgirl cockride, bouncing her bootyliscious backside the entire time. ]]> Thu 14 Dec 2023 15:57:19 +0200 https://www.fapbox.com/videos/33750647/suck-his-dick-fuck-em-sideways-with-lolly-dames-jimmy-michaels/ https://www.fapbox.com/videos/33756729/milf-gets-some-boy-weiner-with-brittany-andrews-jimmy-michaels/
47-year-old Milwaukee MILF superstar Brittany Andrews makes her long awaited Hussie Pass debut today, and of course we just HAD TO pair her up with our very own 21-year-old boy wonder “Little” Jimmy Michaels for this great scene that was shot a mere TWO days ago! After the interview portion of the program, Jimmy steps in and lubes up Brittany's big, lovely boobies and rather luscious backside. Brittany then goes down on the young buck, sucking his dick, eating his ass, letting him titty-fuck her ample breasts, and giving him a stocking-clad footjob. Jimmy returns the favor by eating the cougar's pussy before Brittany gets on all fours for some doggystyle action. The two proceed to fuck cowgirl, piledriver, 69, on their sides, and missionary until Jimmy can hold out no longer and finishes on her gorgeous face. After, we catch up with the two in the shower and it looks like Jimmy is ready to go again... ]]> Sat 04 Nov 2023 21:09:27 +0200 https://www.fapbox.com/videos/33756729/milf-gets-some-boy-weiner-with-brittany-andrews-jimmy-michaels/ https://www.fapbox.com/videos/33723759/you-re-good-with-your-tongue-with-joslyn-james-jimmy-michaels/
In honor of Jimmy Michaels' return, we brought in none other than stacked MILF megastar Joslyn James for her first ever Hussie Pass appearance. After the Johnny Robins interview portion of the program, Jimmy starts to blush as he lubes up Joslyn's ginormous round boobies and luscious 39-inch backside. Joslyn gets on her knees and proceeds to give Jimmy a very sloppy gagjob. She follows this up by rimming Jimmy's asshole and giving him a slippery feet-crossed footjob. He returns the oral favours by licking and sucking on Joslyn's big throbbing clit. After Jimmy titty-fucks her for a bit, Joslyn hops on top and takes her vag for a mesmerizingly bouncy cockride. Joslyn and Jimmy fuck like rabbits in a number of great positions. For the grand finale, Joslyn puts her ankles behind her ears as Jimmy plows away, then pulls out and erupts on her slit. ]]> Fri 01 Sep 2023 20:06:34 +0200 https://www.fapbox.com/videos/33723759/you-re-good-with-your-tongue-with-joslyn-james-jimmy-michaels/ https://www.fapbox.com/videos/33748856/an-anal-milf-for-little-jimmy-featuring-armani-black-with-jimmy-michaels/
Latina cougar Armani Black makes her 1st appearance on the Hussie Pass set today, and as we do with most MILFs, we paired her up with Little Jimmy Michaels for today's anal MILF update. After director Johnny Robins conducts the interview portion of the program, Armani stands, gets naked, shows us her butt plug, and finally uses her fingers to get her juices flowing. Jimmy makes his way into the scene with some lube for Armani's incredible tits & luscious backside, which she then twerks for us. Armani then begins to suck and slobber on Jimmy's stiff prick, 1st on her knees, then in between his legs. She gives him a slick footjob before Jimmy fucks her lubed-up breasts. Jimmy goes down on Armani to suckle on her MILF pussy, and then we get to the fucking. Jimmy 1st fucks her pussy missionary, and then it's all anal after that, as Armani takes all of Jimmy in her ass via doggystyle, cowgirl, reverse cowgirl, and folded up like a pretzel. ]]> Sun 13 Aug 2023 01:41:18 +0200 https://www.fapbox.com/videos/33748856/an-anal-milf-for-little-jimmy-featuring-armani-black-with-jimmy-michaels/ https://www.fapbox.com/videos/33818318/ok-if-i-smother-you-with-jennifer-white-jimmy-michaels/
MILF megastar Jennifer White is back again, and we just had to pair the sexy cougar up with our blushing 21-year-old stud Jimmy Michaels for this week's Hussie Pass update. After the Johnny Robins interview portion of the program, our two stars begin to undress each other and as usual, Jimmy's face is priceless! He applies some motion-lotion to Jennifer's perky breasts and bootyliscious ass, which she of course twerks for us. As Jimmy goes in for a closer look at her bouncing lubed-up backside, Jennifer grabs him by the back of the head and shoves his face into her pussy and ass. Jimmy eats her out from behind, then with Jennifer spread-eagle on her back. Jennifer gives Jimmy a quick footjob before she starts to suck, slobber and gag on his rock-hard prick, including a little 69 action with her on top and him gasping for air. Jennifer then takes her pussy for a reverse cowgirl cockride, blowing Jimmy a bit before switching to regular cowgirl. ]]> Fri 11 Aug 2023 02:39:58 +0200 https://www.fapbox.com/videos/33818318/ok-if-i-smother-you-with-jennifer-white-jimmy-michaels/ https://www.fapbox.com/videos/33782546/1st-threesome-fantasy-fulfilled-featuring-serena-hill-with-james-angel-and-jimmy-michaels/
Mississippi newbie Serena Hill makes her Hussie Pass debut today, and she wanted to participate in her 1st ever BBG threesome, so we brought in James Angel & Jimmy Michaels for this unique update. The scene initiates with director Johnny Robins leading the interview portion of the program, followed by Serena allowing us to watch her get naked and warm up her very meaty vag, 1st with her fingers and then with a pink vibrator. James & Jimmy proceed to lube up the spinner's tanlined tits & cute little ass, which she kinda twerks for us. Serena then gets on her knees for the contractually obligated "Row Row Row Your Boat" double blowjob that is required in all BBG/MMF scenes (Google it!). After that, it's just a ball of flesh with James on one side, Jimmy on the other, and Serena sucking dick or eating ass or giving a footjob while getting rough-fucked and choked until the guys pull out and each cum on her pretty little face. Afterwards, in the shower, we found that there was still ]]> Thu 10 Aug 2023 00:09:16 +0200 https://www.fapbox.com/videos/33782546/1st-threesome-fantasy-fulfilled-featuring-serena-hill-with-james-angel-and-jimmy-michaels/