https://www.stepsonporn.com/ja/albums/models/jimmy-michaels/ Thu 30 Apr 2026 00:35:53 +0200 https://www.stepsonporn.com/ja/album/588/kimmy-kimm-tiana-blow-and-eliza-ibarra-pleasuring-lucky-dude-in-the-living-room-photos-jimmy-michaels/
]]> Wed 26 Feb 2025 18:49:15 +0200 https://www.stepsonporn.com/ja/album/588/kimmy-kimm-tiana-blow-and-eliza-ibarra-pleasuring-lucky-dude-in-the-living-room-photos-jimmy-michaels/ https://www.stepsonporn.com/ja/album/259/stepmoms-fertility-juice-s4-e4/
Alyssia Vera always cooks breakfast topless and her stepson, Jimmy Michaels, loves it. When Jimmy gets a phone call from his buddies, he refuses to take a photo and creep on her. Instead, he hangs up the phone and goes to chat with Alyssia. That's when he learns that she's making special tea to help her conceive. Alyssia offers to let Jimmy breed her.Later, Jimmy knocks on the door and finds his stepmilf in bed with lingerie that highlights those stunning big boobs and her serious curves. Beckoning Jimmy over, Alyssia demonstrates right away that she knows how to take care of a man. She strokes him and then gets his pants off so she can gobble that hardon. When Alyssia climbs to plant her pussy on Jimmy's mouth, he obligingly eats his stepmom out while she leans forward to complete their 69.When it's finally time for Jimmy to breed her, Alyssia climbs on top to ride his fuck stick. Once she has her fill of riding with her titties in Jimmy's face, she turns for reverse cowgirl. Jimmy gets to enjoy dicking Alyssia down as she kneels before him in doggy, and then they spoon together until Jimmy has delivered the creampie that will hopefully knock Alyssia up. ]]> Sun 09 Feb 2025 00:00:00 +0200 https://www.stepsonporn.com/ja/album/259/stepmoms-fertility-juice-s4-e4/ https://www.stepsonporn.com/ja/album/141/turning-up-the-heat-s1-e3/
Pristine Edge has convinced her stepson, Jimmy Michaels, to date four of her milf friends plus one mystery lady in an effort to hook him up with a girlfriend. In this episode of Dating My Stepson, Cassie Del Isla will be cooking dinner with Jimmy. Normally Cassie dates older men, but she is making an exception to see how things are with Jimmy. They work together to make a pizza, where Cassie gets increasingly flirty.When Jimmy mentions to Cassie that he likes to date younger women, Cassie realizes that she's going to have to try even harder to get his attention. She claims to have something on her shirt. When Cassie returns wearing just her white lacy lingerie and high heels, Jimmy knows he's about to have a very good time. Sure enough, Cassie hops on the counter and invites Jimmy to eat her smooth bare pussy. In return, she shows him just how well and older woman can suck cock.They come together for the first time with Cassie on a stool that puts her coochie at perfect pussy pounding height. Climbing onto the counter, Jimmy lays down so Cassie can ride the D. She climbs off and stands, putting one foot on a stool to open herself up to a dicking down from behind. As their lovemaking concludes, Cassie gets back on her knees to offer Jimmy a very happy ending all over her face. ]]> Sun 09 Feb 2025 00:00:00 +0200 https://www.stepsonporn.com/ja/album/141/turning-up-the-heat-s1-e3/ https://www.stepsonporn.com/ja/album/340/naughty-gifts-for-me-and-my-stepmom-on-mothers-day-s19-e5/
Jennifer White is a stepmom now. Since Mother's Day is coming up, she begins making a list of things she wants from her stepson Jimmy Michaels. Jimmy's dad is out of town, so Jennifer tells her stepson that she figures she can celebrate together with him.Later, Jimmy calls Jennifer into his room. He has a card and most of the gifts Jennifer wished for. He also has nothing on at all besides a cute little knit hat on his dick. Jennifer is in an awkward spot. She doesn't want to hurt Jimmy's feelings, so she offers to jerk him off. Once Jennifer begins stroking his dick, though, she finds that she wants to fuck her stepson more than she ever would have realized.Soon her handie turns into a blowjob. That turns into a titty fuck. Now that Jennifer has broken her own boundary, there's nothing stopping her from getting naked and climbing onto Spikey's stiffie. She rides him in cowgirl, then in reverse cowgirl. Those big titties bouncing keep Spikey nice and hard as his stunning stepmommy rides him. Getting on her side, Jennifer lifts one leg so Spikey can eat her pussy and then fuck her in spooning until she's moaning. Pulling out, he cums on Jennifer's muff for a real Mother's Day treat. ]]> Fri 07 Feb 2025 00:00:00 +0200 https://www.stepsonporn.com/ja/album/340/naughty-gifts-for-me-and-my-stepmom-on-mothers-day-s19-e5/ https://www.stepsonporn.com/ja/album/133/getting-stepmom-on-film-s1-e6/
Jimmy Michaels and Jay Romero listen at the door to see if Jimmy's stepmom, Jessica Ryan, is camming. They open the door to check and realize that Jessica is indeed giving Internet strangers a taste of her goods. The phone glitches, prompting Jimmy and Jay to knock on the door and invite themselves in for a closer look at the goods before she ushers them out.The next day, Jessica catches the guys as they come to her bedroom door and asks if they have any ideas. When Jimmy shows his stepmilf an outfit, she agrees and changes into it for them. Calling the guys in, Jessica has Jay hold the camera and film her as she strikes provocative poses on the bed. Jessica's miniskirt hikes up to show her hairy pussy, but she claims her fans really like to watch her get eaten out by one guy while sucking another guy off. Michael gets the cooch while Jay takes the BJ.On her side, Jessica takes Jay's cock in her pussy while stroking and sucking her stepson. Jimmy lays prone on the bed while Jessica rides in reverse cowgirl while she slurps her juices from Jay's fuck stick. Then she turns around and rides in cowgirl so Jimmy can knead her ass and tits. Falling back onto her side, Jessica spreads her thighs for Jimmy while guzzling Jay's dick until Jay and Jimmy both nut for the camera. As Jessica lounges like a satisfied cat, she tells them they should join her at the same time next week. ]]> Fri 07 Feb 2025 00:00:00 +0200 https://www.stepsonporn.com/ja/album/133/getting-stepmom-on-film-s1-e6/ https://www.stepsonporn.com/ja/album/478/stepmom-makes-him-a-man-s14-e9/
Jimmy Michaels is shy and not particularly socially adept. He knows that he wants to go to the school dance, but he doesn't have a date and doesn't care to go alone. When his stepmom, Maggie Green, discovers that Jimmy isn't intending to go, she decides to take matters into her own hands. Busty Maggie gets Jimmy up off the couch and says that she'll measure him for a suit so he looks quite handsome. The only catch is that Jimmy has to strip down to his boxer briefs so she can measure the fit appropriately.When Jimmy obeys his stepmommy's admonition to take off most of his clothes, it becomes painfully clear that he has a big boner. Maggie tries to measure around it, but eventually she can't take it anymore. She pulls Jimmy's briefs down to start stroking him off. Then Maggie shoves him back against the wall and pops her big jugs out so that he can suckle mama's huge tits. Now that Maggie has begun to help Jimmy out, she won't quit until he has gotten his rocks off, with her help of course. She guides him to the bed, where she lays Jimmy down and goes to town sucking and stroking him off. Then she lays down and invites Jimmy to have his way with mom.Even as he's sliding on home, Jimmy can't believe he's getting his dick wet in his stepmom's twat! He curls up behind Maggie to spoon with her. Then Jimmy rolls onto his back so that Maggie can climb on top and ride him like her personal steed. Jimmy gets a crack at Maggie's snatch again as he gets his stepmom on her hands and knees to take her in doggy. Rounding out their educational lovemaking, Maggie flips onto her back and lets Jimmy take her home one last time in missionary. When she's had enough pleasure, Maggie gets on her knees to suck Jimmy off until he pulls out of her mouth to nut all over her face in a cum shot that drips down her massive boobs and leaves them both feeling great. ]]> Thu 06 Feb 2025 00:00:00 +0200 https://www.stepsonporn.com/ja/album/478/stepmom-makes-him-a-man-s14-e9/ https://www.stepsonporn.com/ja/album/170/crushing-on-my-friends-hot-mom-s2-e6/
Jimmy Michaels has a crush on Alexis Malone, his friend's mom. Alexis is hot as hell, so it's no surprise she has attracted his attention. Alexis tries to shut Jimmy down, moving away from him, but he continues to look for excuses to put his hands on her.When Jimmy walks in on her in some sexy lingerie, Alexis has had enough. She tells him she's not his mommy and inquires whether he'll go away if she fucks him. Jimmy can get with that picture, so Alexis pops her big boobs out and hikes up her miniskirt to shove Jimmy's face between her thighs.At Alexis's encouragement, Jimmy shoves it in and fucks her hard enough to make those boobies jiggle. He lets her ride him in cowgirl, then climb off to suck her juices from his fuck stick before riding him again. On her knees, Alexis takes a doggy style pussy pounding that leads to some spooning sex. He cums all over Alexis's landing strip twat before being kicked out. ]]> Thu 06 Feb 2025 00:00:00 +0200 https://www.stepsonporn.com/ja/album/170/crushing-on-my-friends-hot-mom-s2-e6/ https://www.stepsonporn.com/ja/album/150/massage-and-more-s1-e1/
Pristine Edge has convinced her stepson, Jimmy Michaels, to date four of her milf friends plus one mystery lady in an effort to hook him up with a girlfriend. In this episode of Dating My Stepson, Sarah Taylor is the lucky lady who gets to date Jimmy first. The date that Pristine has arranged is a couple's massage.When Sarah comes out in her robe, she finds Jimmy trying to cover his hardon up and tells him not to bother. She's seen everything since she has a son his age. Things are going well right up until Jimmy rolls over at the end of the massage with a massive stiffie, only to lock eyes with his stepmom who was checking on the date. Trying to recover the magic Sarah makes a move by joining Jimmy on his massage table and locking lips with him as she grinds against his dick.Moving lower on the table, Sarah takes that nice erection in her mouth to stroke and suck. Mounting Jimmy, Sarah rides him in cowgirl with long strokes of her hips. Then she gets to her feet so Jimmy can love on her from behind. He presses her onto the table on her belly, diving nice and deep. Turning onto her back, Sarah spreads out for Jimmy to give her a grand finale before he pulls out and cums on her landing strip twat. As she basks in the afterglow, Sarah asks Jimmy to remember her. ]]> Thu 06 Feb 2025 00:00:00 +0200 https://www.stepsonporn.com/ja/album/150/massage-and-more-s1-e1/ https://www.stepsonporn.com/ja/album/138/stepmoms-secret-confession-s1-e5/
Pristine Edge has convinced her stepson, Jimmy Michaels, to date four of her milf friends plus one mystery lady in an effort to hook him up with a girlfriend. In this episode of Dating My Stepson, Jimmy learns that his final date is Pristine herself. Pristine isn't happy about the producers putting her in this situation, but she and Jimmy decide to make the best of it. They agree to sit down to the very nice dinner that's been laid out for them, and soon enough things have moved from awkward to flirty.When Pristine learns that Jimmy has fucked every single one of her friends, she asks the producers to stop the date. Eventually she agrees to do a final interview, at which point she admits that she has the hots for Jimmy. Jimmy overhears her but pretends not to when he walks in and cuts the interview short. Frustrated, Pristine pops a tit out for Jimmy to suck. Once she makes the first move, Pristine decides to carry through with the real deal. She starts with a blowjob, then quickly moves on to a titty fuck and more.Jimmy gets just enough time to eat that pussy out before Pristine is all over him. She rides him while her big boobies push against his chest, then turns around for reverse cowgirl. Getting on her knees, Pristine welcomes Jimmy back inside her tight cooch. Once Jimmy and Pristine have enjoyed themselves in missionary, Jimmy explodes all over his stepmom. How could he not pick her as the winner of this wild ride of a dating show? ]]> Thu 06 Feb 2025 00:00:00 +0200 https://www.stepsonporn.com/ja/album/138/stepmoms-secret-confession-s1-e5/ https://www.stepsonporn.com/ja/album/137/riding-more-than-bicycles-s1-e4/
Pristine Edge has convinced her stepson, Jimmy Michaels, to date four of her milf friends plus one mystery lady in an effort to hook him up with a girlfriend. In this episode of Dating My Stepson, Crystal Clark is in it to win it. She's already into younger guys, so Jimmy is right up her alley. She can't wait to drain Jimmy's balls as she fucks him right.Today's date is a romantic tandem bike ride with the ultra sexual Crystal. She pulls out all the stops, taking every opportunity to run her hands all over Jimmy's body. When the bike ride ends, Crystal offers to do some stretches with Jimmy that are merely foreplay to getting off. Jimmy can take a hint as he drops to his knees and eats the milf out from behind. Jimmy lays Crystal down on the yoga mat to enjoy the pussy buffet, then takes his own turn on his back so Crystal can go to town sucking the D down before shifting into a 69.Since Crystal is already on top of Jimmy, she keeps the party going by sliding her trimmed muff down to take him all the way inside. Her stiffie ride is just the beginning; Crystal gets on her back once again so that Jimmy can slam into her. On her knees, she takes a doggy style pussy pounding that leaves her twat twitching in delight. Crystal has just enough time to get on her back before Jimmy blows his load all over her face and tits in exactly the happy ending she was hoping for. ]]> Thu 06 Feb 2025 00:00:00 +0200 https://www.stepsonporn.com/ja/album/137/riding-more-than-bicycles-s1-e4/ https://www.stepsonporn.com/ja/album/249/stepmoms-favorite-position-s3-e8/
Spencer Scott has a secret and it's all about her stepson Jimmy Michaels. She wants him, and with him engrossed in a football game she knows just how to get him. She sits beside Jimmy on the couch and expresses her interest in the game. When Jimmy asks her favorite position, Spencer replies reverse cowgirl and then elaborates that it's a sex position.When Jimmy's team scores, Spencer leaps to her feet and cheers as Jimmy gets a look up her miniskirt. They embrace, and that's all it takes for them to get busy with each other' Soon enough Spencer has her lips and fist wrapped around Jimmy's fuck stick as she gives in to all that dark desire by blowing him. Shucking her dress, she climbs aboard to ride Jimmy in cowgirl.Now that his well rounded stepmilf has gotten his dick wet, Jimmy isn't about to let her go with just one position. He gives her a full on pussy pounding as she lays on her back. Then he lets Spencer dominate him again with a reverse cowgirl ride. After finishing Spencer off one last time in doggy, Jimmy rubs one out into his stepmommy's waiting open mouth so she can take his load until it drips down her chin. ]]> Wed 05 Feb 2025 00:00:00 +0200 https://www.stepsonporn.com/ja/album/249/stepmoms-favorite-position-s3-e8/ https://www.stepsonporn.com/ja/album/224/stepmom-gives-me-free-boner-therapy-s2-e10/
Sasha Pearl is doing dishes when her stepson Jimmy Michaels joins her in the kitchen. He tells her that he's gonna go out for a while, but when Sasha quizzes him about where he's going and with whom he gets flustered. Eventually it comes out that Jimmy gets boners around Sasha and he needs out of the house for a bit.Faced with Jimmy's problem, Sasha suggest immersion therapy. She tells him to whip it out right now because it'll never happen again if he pulls it out and jerks off in front of her. Uncertainly, Jimmy complies and pops pretty much immediately. When it comes time for Sasha to give Jimmy another boner therapy session, she lets him see her big boobies. Later still, Sasha is about to get in the shower when Jimmy needs another session. This time, she asks to do it and delivers a handie that gets him off right away. Sasha has now seen enough to know she wants more than just watching Jimmy get off. She dresses in a sheer nightie and calls Jimmy in for more therapy. This time she sucks him down in a deep throat BJ. When she climbs on top of Jimmy and begins to ride him, Jimmy is uncertain but willing to go with the flow. He gets to fuck Sasha in doggy and then on her back as those juicy boobies boune. When she rolls to her side, Jimmy spoons behind her until he pops a creampie between those long tanned thighs. ]]> Wed 05 Feb 2025 00:00:00 +0200 https://www.stepsonporn.com/ja/album/224/stepmom-gives-me-free-boner-therapy-s2-e10/