Latest updates featuring JImmy Michaels

I've had a crush on Jimmy ever since I can remember, and now he finally broke up with his girlfriend and wanted to come over. I knew this was my chance, but I am a tomboy, so I needed my stepmom's help to dress more femininely. She handed me a gorgeous, tight, red dress, but I knew Jimmy would laugh if he saw me wearing that because that's not my style! Then, my stepmom tried something different to make me feel more feminine. She took off my clothes so I could show my boobs and started squeezing them to remind me it's okay to have them. Then, she fingered my pussy and licked it until it was time for me to open the door for Jimmy. When I was with him, he confessed he had always liked me too. He dropped off his pants so I could give him a blowjob. Right when I was sucking his hard dick dry, my stepmom caught us! I thought I was in trouble, but instead, she grabbed Jimmy's cock and taught me how to suck it! If you think that's too hot, wait until you know what happened next.

London River has been around for a while, but we can never have enough of her; that's why she is the Mylf of the Month on our site, in our hearts, and in our wildest fantasies. London used to be a stripper, and we can tell because nobody knows how to seduce someone as well as she can. If her gigantic boobs or curvy ass are not enough, her moves will leave anyone breathless. She even loves eating pussy while she is getting fucked and sitting on people's faces! What else could we ask for? She is ready to prove to anyone why she is the Mylf of the Month, but when you look at her, you won't need any evidence. Her dirty mind and horny body belong here, and if you haven't seen what she can do yet, brace yourself because you won't be able to stop thinking about her.

Della is excited to meet her boyfriend Jimmy's family for the first time ever on Thanksgiving. She knows that they are super big on this holiday and that they have a couple of sacred traditions that they must follow every year. Della wants to fit in with the family so badly, so she feels obligated to do anything Jimmy's folks ask of her. However, weird things keep happening. For starters, they're all dressed like pilgrims, taking the holiday seriously. Secondly, Della is haunted by visions of a turkey-headed person who turns out to be Peter, Jimmy's dad. Oddly enough, she's not creeped out by the situation but quite the contrary–she's horny as hell! She can imagine what her boyfriend's family is expecting of her but she isn't sure if she can honor the traditions the way they expect. Yet her worries quickly wash away as her soon-to-be mother-in-law takes charge of the situation.

What's up, Mylf lovers? We love getting experimental with our Labs series, and this is a chance for us to try new things and see the type of porn you want to see on our site. This time around, we're gooning big time. So, what does it mean to be a Gooner? Well, Gooners love jerking off and being in that constant state of horny and on the verge of cumming. After building up your load and letting it drive you crazy when you finally cum it's like an otherworldly release. Building up those massive loads and being at the absolute edge around the clock is what it's all about. In this episode of Gooners Paradise, Jimmy is gooning all the time, and his stepmom, Taylor, is sick of it. But things take a weird turn when her tits fall out of her shirt. Godamn, they're huge, and she lets Jimmy cop a feel. Maybe the solution to him jacking off all the time is just giving him some pussy, so he has something to fuck. Like a good and helpful stepmommy, Taylor lets Jimmy play with her massive jugs and use that sweet, juicy pussy of hers whenever he wants. Jimmy gets to enjoy every inch of her body, fucking her thighs and letting his cock slide against those wet lips, all before fucking her and getting to bust the massive load he's been building all over her face! Is Gooners Paradise something you want to see more of? Let us know in the comments!

Stepsisters Lola and Nikki are beautiful and vivacious, but they just don't like one part of their bodies: their small tits. Determined to change their luck, they buy a mysterious cologne that is supposed to make their boobs bigger. They put a little on their chest without any effect. They put on more, but still, nothing happens. Finally, while they are arguing, they spill all the cologne. Bummed and convinced that they have been scammed, the poor girls give up their dream of having huge tits. Meanwhile, their stepbrother Jimmy, who was playing video games in the living room, catches the magical scent of the cologne, so he goes to his stepsisters' room to see what's going on. As he barges in and smells the strange perfume, his cock becomes enormous! As soon as Lola and Nikki realize that the cologne (kinda) worked, they go crazy on their stepbro's dick. Eager to mitigate the effect, the girls put their kinky mouths and juicy cunts to Jimmy's service. Maybe, if the boy cums all over his stepsisters' tits, the effect might still work!

Serena gets home after a boring party with his boyfriend Nicky, and she's so horny all she can think about is fucking him right then and there, only there's one problem: Nicky's buddy Jimmy is playing video games in the living room. At least Nicky thought it'd be a problem, but Serena's need for cock only grows stronger at the idea of having an audience watching her! So Nicky tries to convince his roommate to let them fuck in front of him, but his little slut of a girlfriend is so hot it doesn't take much convincing. Soon enough, she's stuffing her boyfriend's cock down her throat, riding him and getting pounded in doggy, all while Jimmy watches, and she stares back at him with a grin on her face! She lets Nicky cum deep inside her horny little pussy… but wait, there's more! Serena's such a nympho that one cock would never be enough, so after her boyfriend leaves to take a shower, she trades a blowjob for a ride home and ends up sucking Jimmy's cock and letting him fuck her pretty face until he cums all over it!

What's up, Mylf lovers? You know a Labs update means it's time to get experimental, so let's have some fun! This concept is easy to understand - we're going all in on the twin! Twin Share is an experiment in which we use movie magic to create a 'twin' of your favorite babes. This idea has proven to be very alluring to many people, so we knew we had to put our name in the hat and try it out for ourselves. In this episode, Ellie's 'sister' needs a place to stay after losing her job. Ellie thinks she should come live with her and her stepson, Jimmy. Ellie's sister takes the invite, but her relationship with Jimmy quickly becomes Risque. When Ellie catches Jimmy messing around with her sister, she doesn't mind - she wants to watch and get a turn. Jimmy fucks his stepmom's sister and his stepmom, giving both milfs the dick down. He can barely tell them apart, and they both take cock like champs. Jimmy busts his load, hoping it becomes a regular part of their daily lives.

Jimmy has his work cut out for him when both his stepaunt and stepmom start coming on to him. His stepaunt, Alexa, is looking for a young stud's cock, as it feels way better than any cock an older guy can give. But Jimmy's stepmom, Artemisia, is weary of Alexa and does what she can to keep Alexa away. Alexa finds her way to Jimmy anyway and starts stroking his cock, showing the guy what an older woman can do. When Artemisia sees this, she has no choice but to show Jimmy that she has the only pussy he'll ever need, and if he's horny, he can fuck her instead. Things get even more intense when Artemisia and Alexa battle it out head to head. Now, Jimmy has to please both milfs, using his cock to please his stepmom and stepaunt simultaneously.

The Draft 2 (Part 1 of 3): It's time for another year of fantasy football, and this season, things are as hot as ever! Nade surprises the rest of the draft crew when he reveals his stepsister, Slimthick, is looking to join their fantasy league. Not surprisingly, Tiffany, Jimmy, Joey, and Nicky are not into the idea and huddle together to plan against adding her. But Slimthick is cunning and uses her natural allure to snag Logan's vote. And she doesn't stop there - Slimthick reels in Tiffany and Jimmy's vote by using her unrivaled sexual prowess. It looks like this season of the Draft is shaping up to be unforgettable!

At ease, soldier - it's a brand-new TeamSkeet Features update! Khloe comes from a family of discipline, drive, and focus. But she isn't your average Army brat - she's got an insatiable sexual appetite and is always looking for a good time. When Khloe fails a class, she meets with Mr. Joey one-on-one to see if there is anything she can do to change his mind. Her plan is foiled, and as a circumstance, Khloe has to attend the TeamSkeet Reform School for Rebellious Teens. Even boot camp and the overly demanding drill sergeant Kira aren't enough to stop Khloe's lust. Bunkmates Khloe, Freya, and Chloe sneak Jimmy into their room and let the lucky soldier bang them simultaneously. When Memorial Day rolls around, Khloe keeps her goody-two-shoes stepbrother, Parker, from telling her stepdad, Miles, about her failing grades. Khloe sucks Parker's cock during the pledge, only to be caught by Miles. To keep her sex drive in line once and for all, Miles fucks his stepdaughter along with Parker. It looks like Khloe is a pretty tough cadet, after all!

When petite cutie Molly gets a knock on the door, she discovers that her parents hired acting coach Jimmy Michaels to help her with her auditions. Mr. Michaels tries to do some facial expressions exercises with Molly but she's getting bored and doesn't see the point in them. Molly explains that she's more of a physical actress and if Mr. Michaels wants to teach her anything he better whip out his cock and bang her from behind!

What's up, Mylf lovers? It's time to celebrate March's Mylf of the Month, and we couldn't think of anyone better than Anissa Kate! This French hottie has been melting hearts on Mylf since 2019, so she is more than deserving of this prestigious title. Her rocking body and sweet, sweet curves are enough to drive anyone wild! See Anissa do what she does best in this brand-new Mylf of the Month celebration.

At ease, soldier - it's a brand-new TeamSkeet Features update! Khloe comes from a family of discipline, drive, and focus. But she isn't your average Army brat - she's got an insatiable sexual appetite and is always looking for a good time. When Khloe fails a class, she meets with Mr. Joey one-on-one to see if there is anything she can do to change his mind. Her plan is foiled, and as a circumstance, Khloe has to attend the TeamSkeet Reform School for Rebellious Teens. Even boot camp and the overly demanding drill sergeant Kira aren't enough to stop Khloe's lust. Bunkmates Khloe, Freya, and Chloe sneak Jimmy into their room and let the lucky soldier bang them simultaneously. When Memorial Day rolls around, Khloe keeps her goody-two-shoes stepbrother, Parker, from telling her stepdad, Miles, about her failing grades. Khloe sucks Parker's cock during the pledge, only to be caught by Miles. To keep her sex drive in line once and for all, Miles fucks his stepdaughter along with Parker. It looks like Khloe is a pretty tough cadet, after all!