Никита Резникова готовит завтрак для сына и его друга Джимми. Джимми чувствует запах вкусной еды и бежит вниз, оставляя своего друга еще крепко спать. Никита подает Джимми тарелку и начинает кормить его клубникой, но когда она замечает, что Джимми смотрит на ее сиськи, она вытаскивает их и запихивает ему в рот. Джимми отплачивает за услугу, кормя ее ртом и киской свой твердый член.

Селина Бенц не перестает думать о великолепном сексе, который у нее был с братом ее подруги этим летом. Она настолько возбуждена памятью, что не может учиться и решает сделать перерыв, чтобы поиграть со своей киской. Когда брат ее подруги заходит к ней, он замечает ее мокрые трусики. Селина признается, что они мокрые, потому что она не может перестать думать об их летней интрижке. Брат ее подруги признается, что тоже не может перестать думать об этом, поэтому дает Селине то, что она хочет: свой член!

Мисс Ракель встречается с парнем, и она надевает очень сексуальное зеленое платье, которое действительно будет сорвано, как только они доберутся до квартиры. Тем не менее, внезапно она получает ужасную новость о том, что он отменяет свидание. Мисс Ракель так расстроена, потому что она фантазировала о том, чтобы обработать свою киску, но теперь этого не произойдет... если только друг ее сына Джимми не зайдет, как он обычно делает. Возможно, он сможет одолжить член этой возбужденной милфе.

Алина Энджел готовит жратву, когда ее сын приходит домой. Без предупреждения его друг Джимми присоединяется к нему. Они забыли взять с собой немного окры, поэтому Алина отправляет сына обратно в магазин. Просто идеальное время, чтобы оставить Джимми в одиночестве. Джимми сходит с ума, потому что, ну, это мама его лучшего друга, и она такая милфа, и она трется о его член, и ее идеальные сиськи выставлены наружу. Что делать Джимми?

Кики Клаут была уволена и ищет новую работу, но решает, что, возможно, продажа нескольких фотографий и видео о себе в Интернете может быть лучшим вариантом; но друг ее сына, Джимми, заходит и замечает, как она регистрируется в Интернете. Он не думает, что у Кики есть все необходимое, поскольку она кажется консервативной. Кики дает Джимми понять, что она была огромной шлюхой еще в колледже, и доказывает, что у нее все еще есть то, что нужно, трахая его прямо здесь и тогда.

После двух недель, проведенных вдали от дома и без члена, Милая Викки настолько возбуждена, что ничто не помешает ей засунуть член в свою киску. Тем не менее, была только одна проблема, ее муж уехал с сыном на бейсбольный матч, и единственный дом - это друг ее сына Джимми, который не хотел идти. Похоже, Джимми оказался в нужном месте в нужное время!

Энди Андерсон не занималась сексом очень давно, потому что ее муж больше не хочет ее трахать. Она отчаянно нуждается в члене и оргазме! Она считает, что ей сойдет с рук трах с Джимми, другом ее сына, потому что никто не заподозрит, что они перепихнулись, чтобы трахнуться.

Джимми учится на массажиста и устал заниматься со всеми своими друзьями-мужчинами. Эсси, девушка его отца, готова предоставить ему вспомогательное тело, чтобы он мог больше часов тренироваться. У Эсси такое горячее тело, что он не может удержаться, чтобы не получить яростный жесткий удар. Эсси польщена и хочет, чтобы этот твердый член массировал ее мокрую киску.

Сексуальная азиатка Фиби Калиб переезжает, и единственный, кто был готов помочь ей, это брат ее подруги Джимми, но теперь он отступает. У Фиби нет другого плана, поэтому, чтобы поощрить его, она готова отдать ему плату в его спальне. Она хочет скакать на его члене, пока он не выдует свою сперму на ее красивое лицо.

Сидни Пейдж пытается разбудить своего пасынка Джимми в школу. Тем не менее, Джимми нужно еще пять минут, чтобы избавиться от бушующего утреннего дерева, которое у него есть. Он был бы не против, если бы Сидни помог ему. Возмущенный этим замечанием, Сидни уходит, оставляя Джимми только свои мечты. К счастью, Джимми контролирует свои мечты, а это значит, что он может уйти от мыслей о том, чтобы трахнуть Сидни хорошо и хорошо.

Джилл Тейлор заходит за школьной помощью к брату своей подруги Джимми. Джимми действительно устал помогать друзьям своей сестры, не получая за это ничего. Поэтому он предлагает заниматься с ней целый год, если она будет делать все, что он захочет. Поэтому Джилл говорит Джимми, чтобы он сделал это быстро, и следующее, что она знает, это то, что ее рот заполнен его твердым членом.

Чарли Феникс готовит ужин в честь Дня благодарения, но ее сын не приготовит его. Это позор, потому что Чарли нужен был кто-то, кто наденет наряд Пилигрима, который она выбрала. К счастью, друг ее сына, Джимми, заходит к нам, и он выглядит так, как будто он мог бы неплохо дополнить наряд. Джимми не намерен надевать этот наряд, но Чарли готов сделать так, чтобы он стоил его времени. Она дает Джимми понять, что если он наденет наряд, то он сможет трахнуть ее, надев его. Джимми не может отказать горячей маме своего друга в таком особом случае, поэтому, конечно же, он набивает Чарли в День благодарения.

Джимми тусуется в гостях у своего друга, в то время как его друг находится в спортзале. В этот момент входит мама его друга Лолли Дэймс и застает его жующим какую-то кашу. Лолли замечает, что Джимми выглядит подавленным, поэтому она пытается заставить его открыться и сказать ей, что не так. Джимми наконец приходит в себя и говорит Лолли, что его девушка бросила его, потому что он плохо целуется. Лолли отказывается верить, что он плохо целуется, поэтому она просит его поцеловать ее, чтобы она могла высказать ему свое мнение. После короткого сеанса поцелуев Лолли замечает выпуклость в штанах Джимми, и, поскольку теперь она знает, как хорошо он может целоваться, она хочет посмотреть, насколько хорошо он может трахаться! Поэтому Лолли отводит его в свою комнату и заставляет его заполнить ее проколотую киску своим большим членом.

Афины Андерсон продлили рабочую поездку. Это очень плохо, потому что Афина была в настроении для какого-то члена. Она решает, что не может подождать еще несколько дней, и просит соседа прийти, чтобы протянуть ей руку... и петух! Видите ли, Афина поймала своего соседа, проверяющего ее в прошлом, поэтому она знает, что он будет более чем готов заставить ее киску кончить; и интуиция Афины верна, потому что, как только ее сосед видит ее в сексуальном белье, он приступает к работе над ее мокрой киской!

Джимми пошел на пляж и забыл солнцезащитный крем, поэтому у него остался худший солнечный ожог. Хлоя Амур приходит на помощь, чтобы нанести ему немного алоэ. Хлоя для него как вторая мама, но Джимми всегда видел в ней милфу. В ее честь было сделано много дрочков. Он делает ход, но это не приносит ему никакой пользы. Похоже, он вернулся к тому, чтобы немного мечтать о том, чтобы трахнуть Хлою красиво и жестко!

Латиноамериканская красотка Xxlayna Marie находится у своей подруги, чтобы посмотреть фильм, так как день такой холодный и дождливый. Кажется, что даже в одеялах она не может достаточно согреться, поэтому она просит Джимми лечь с ней, и, возможно, его твердый член сможет выполнить свою работу. Это будет тишина, и его сестре никогда не придется об этом знать.

Габи собиралась на вечеринку со своей лучшей подругой, но вместо этого она застряла с братом своей лучшей подруги Джимми и учит его идеальному рецепту гуакамоле и горячего латиноамериканского секса!

Сексуальная красотка Кэти Кинз очень расстроена своей подругой. Кэти наносит визит, чтобы противостоять ей за то, что она возится со своим парнем, но ее нет дома; единственный, кто там , брат ее друга Джимми. Кэти рассказывает Джимми о том, как она узнала о том, что ее подруга и ее парень трахаются. Видя, как они одни, Кэти решает, что хочет отомстить сексу с Джимми, чтобы вернуться к поножовщикам.

Анисса Кейт пытается продать Джимми немного произведений искусства, но Джимми не сдвинулся с места. Аниссе нужно сделать продажу, поэтому она решает вбросить бонус. Если Джимми передаст деньги за пару ваз, то Анисса позволит ему поиграть с ее сиськами и кончить в ее киску. ПРОДАВАТЬ!

Victoria Cakes and Emma are new yoga buddies spending the afternoon together doing tandem stretches. When Victoria's husband, Jimmy Michaels, comes home from work, she isn't shy to demonstrate the unique dynamic they share, manhandling and dominating him right in front of Emma! When Victoria heads off to shower, though, Jimmy looks to assert himself and makes a move on Emma, who is full of energy and down to fuck! Victoria is, of course, the dominant force in this house, and when she catches them cheating, she turns the tables and fucks them both, rocking their worlds and wearing them out in the hottest possible way!

Someone comes to the door and Jimmy Michaels is surprised when his stepmom Alison Rey fluffs her tits and then tries to smooth Jimmy's hair down before going to the door. She flirts with the guy at the door right in front of Jimmy. When Jimmy tries to call her on it, Alison assures Jimmy that it's perfectly natural and that he just doesn't know about the birds and the bees.Later that day, Jimmy comes to tell Alison that he's going to a friend's house. First, though, Alison insists they need to talk about his urges. She offers to let Jimmy be a safe outlet for those urges so he can work through them before he finds himself with a girl and not knowing what he should do. First Alison has her stepson stroke her boobs and then his own cock. Alison likes that dick very much, so she decides to suck it.One thing leads to another and of course Jimmy wants more when his stepmommy wants it. Peeling off the rest of her clothes, Alison crawls on top of Jimmy and shows him how a real woman rides in cowgirl. Then she gets on her knees so he can practice fucking in doggy. Rolling to her back, Alison moans and squeals encouragement to Jimmy until he gets her off. A moment later he pulls out and blows his load all over his stepmom's boobs. Licking cum from her fingertips, Alison tells Jimmy that now he can go out.

Myra Moans and Bianca Bangs are trying on some new outfits as they pepper one another with compliments. The door may be closed, but there's still a crack through which Myra's stepbrother, Jimmy Michaels can see them. Bianca notices and jerks her head to the door to alert Myra. They both understand the assignment: They talk about how sexy they think he is.Later, thinking that the girls were serious, Jimmy shows up in just a towel and asks Myra if he can borrow her shower. He accidentally on purpose drops the towel to show them his dick, and Bianca is the first to react that it's big! They just have to share it in a joint BJ.Bianca gets dibs on Jimmy's cock first as she kneels and takes him in doggy while she eats out Myra. Scooting forward, Myra takes her turn with Jimmy between her thighs while Bianca plants her pussy on her BFF's face. Bianca gets another go when Jimmy takes a seat so she can ride him in reverse cowgirl. Once Myra has finished herself off in cowgirl, the girls get on their knees to stroke Jimmy off until he gives them a nice cum shot to play with and enjoy.

When Daisy Fox goes to the kitchen to find a snack, she realizes there's still a piece of cake left. She's just enjoying her first bite when her stepbrother Jimmy Michaels comes in and claims he was saving it. Daisy tells Jimmy she'll give him a surprise to make it up to him.It's not long before Daisy is calling Jimmy back to the kitchen for his surprise: Her naked with whipped cream on her nipples and her twat. Jimmy licks the cream clean and then goes to work on his stepsister's cake. His tongue goes wild on Daisy's clit, leaving her hot and eager to drop to a crouch and slurp at his dick.The stepsiblings relocate to the couch so Daisy can sink down on Jimmy's fuck stick to ride him in reverse cowgirl. When she turns around, she shoves her little boobs into Jimmy's face so he can enjoy them as he squeezes her ass. Then Daisy rearranges herself onto her knees so Jimmy can do her from behind. Jimmy makes sure to finish his stepsister off before Daisy gets back on the ground so he can nut all over her face. Before they can say anything, Jimmy's dad walks in and catches them.

Jimmy is sitting by himself in the living room thinking and feeling sad. His step mom notices that he is just sitting and not doing anything to feel better. She tries to get him to talk and he just keeps moping. She comes up with an idea to cheer him up by undressing and showing off her amazing body. Jimmy notices and somehow he is feeling better. Stepmom brings him closer and gives him a hug. She then gives him a blowjob and it goes to an amazing banging session. She takes his dick from all positions until he cums all over her face.

Lola Pearl is in the backyard cleaning when her stepson Jimmy tells her he aced an exam. She wants to reward him but he has to choose: video games or something personal. He likes video games but something personal sounds like a better time. She was quick to show off her big round tits and to Jimmy's suprise, she wants him to touch her. What an awesome stepmom! She treats her stepson by sucking his dick and putting his long dick up her tight pussy. You can tell Lola was begging to get fucked, just watch and you'll see.

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.

Voluptuous vixens Jadynn Stone and Kailani Kai are minding their business when prankster Jimmy Michaels sneaks up and delivers them super atomic wedgies. The plot twists when the ladies actually like it, and their pussies get soaking wet. Jokes on Jimmy when the ladies team up to give him a double bubble- buttnaza. This doesn't make him mad, it makes his cock hard, and a wild threesome breaks out.

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.

Kelly Caprice gets her stepson Jimmy to scrub her back in the shower. Jimmy was too horny to handle it and ran off. Kelly said she didn't mean for him to run away but offers him a view of her naked body to help him jack off. After taking too long, Kelly took matters to her own hands and started shoving his dick right in her mouth. Her body is something out of a story book because it's TOO perfect. The way her tits pop and jiggle when she gets fucked, her ass throwing it back, and her tight creamy pussy gripping his cock. All of that makes for a great fuck.

Stepmom Charli wants her Stepson Jimmy to help her out deciding which is the best lingerie to wear. Jimmy doesn't think it's too appropriate. She explains it's to surprise his dad and that he shouldn't feel weird at all, she isn't his real mom, she is his stepmom. Jimmy agrees and his stepmom comes in a few times into the room to showcase what she is wearing. Each time she comes in, she looks hotter and hotter. Jimmy decides to take pictures with his phone and asks her to bend over to get a better look. Once done, Jimmy goes to the restroom to jerk off from all the excitement. Stepmom hears him from outside and comes in; she catches him in the act and ask what he's doing. He says he is sorry and won't do it again. She teases him at first but tells him not to worry, she figured he was taking photos and doesn't care about it. However, she wants to help him out so she begins to jerk him off. This leads to her sucking him off and then taking it to the bedroom where they have a wild banging session. He fucks her from all positions until he cums all over her face.

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.

Jimmy Michaels is making a sandwich when his stepsister Jade Valentine joins him in the kitchen. She has to scoot by him, and he jumps like he’s been goosed. Every time Jade comes anywhere near him, Jimmy acts spooked. It’s understandable since Jade corners Jimmy and asks if he’d cum right away if she touched him. They decide to find out, but they’re interrupted mid-handie.Later, Jade sneaks into Jimmy’s room so they can finish what they started. They start with kisses as Jade strokes her hands all over her stepbro. Then she shows off her titties and gets naked so Jimmy can eat her pussy. In return, Jade pops out Jimmy’s fuck stick to gobble him down in a lusty BJ.Climbing on top of her stepbrother, Jade goes for a stiffie ride in cowgirl and then turns around to keep the pussy party going in reverse cowgirl. Jimmy pleases her by not cumming right away, so she gets on her knees for a doggy style dicking down. When Jade has moaned her release with Jimmy spooning behind her, she gets back on her knees and takes a nice mouthful of his cum shot.

Lily Lou and JMac arrive at a fancy house party but can't focus due to obscene levels of horniness. Lily wants to "go commando," but JMac insists they must keep cool during the party. The glistening trail of juicy juice trickling down Lily Lou's leg indicates one thing: she's struggling! The couple sneaks pervy exchanges while mingling with the crowd (Is that Nia Bleu and Jimmy Michaels I see?), fingering buttholes, jiggling tits, and even a sneaky cock-sucking. JMac eventually peels off into another room, where he finds a horny party host, Nia Blue, awaiting him with an expectant butthole. Meanwhile, Lily Lou's arousal levels boil over, flipping a freaky switch that has her clambering around the hallway on all fours, dripping cum, fingering her pussy, and double-throating whatever combination of cocks she encounters. She bursts in on JMac and Nia Bleu, and the three-party guests let their filthy instincts flow in ropey rivulets all over the sheets. You know what they say: two is a company, three's a fucking party!

Katie Morgan is ready to take a shower but realized she needs her step son Jimmy's help. He gets him to walk into the bathroom with her and he's a little jumpy about it because he doesn't want to get a boner. But Katie needs to him to scrub her down so she makes him take off his clothes. Once she notices Jimmy has a boner there's no going back, she needed his cock NOW. She told him not to worry about the boner, she's real good at taking care of those. She jacks him off with soap and water before putting her mouth over it and suck it dry. They move on to the bedroom where she fucks Jimmy's hard dick like crazy. The way her ass bounces on his ass is so hot, I want it right now.

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!

Jimmy is helping his new step-grandma, Seka, get her home cleared up for a little spring cleaning. Seka's horny friend, Foxxxy, is over to check out the young meat. Foxxxy manages to sneak around Seka, getting some hot action in with Jimmy. But when Seka catches on – she is tempted to join the fray herself!

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!

Jimmy just wants to try some butt stuff with his girlfriend, Violet, but she is a little hesitant. Fortunately for Jimmy, Violet's stepmom Luna is not. Now, he must figure out how to get his dick in his girlfriend's stepmom's ass without getting caught!

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 dean of an elite college is charged with shaping her students into upright men. Their first lesson: how to treat a woman right.

Hot MILF Ashlyn Peaks has been getting it on with her son's college buddy, Jimmy Michaels. She's been so busy getting dicked down by a younger guy that she barely knows (or cares) what day it is. When Ashlyn's son and daughter stop by to surprise her on Mother's Day while she's in the middle of getting hot and heavy with Jimmy, she's caught off guard and tells her fuck buddy to sneak out of the house before he's seen. However, horny Jimmy would rather have some sneaky fun and keep fucking his big natural beauty behind the siblings' backs – and Ashlyn just can't resist his big cock! Afterall, this is her day, and she should get what she really wants!

Jimmy's stepsister, Tigerlilly, stopped by to visit him. The moment she arrived, Jimmy's best friend, Kai, was instantly infatuated with her. From there, Kai made a bet with Jimmy. First one to fuck her would get 50 bucks. Jimmy was reluctant at first but eventually shook hands on the bet. Tigerlilly was approached in several different ways. Eventually, Kai was about to win the bet until Jimmy interrupted. Tigerlilly, tired of all the back and forward, propositioned that they should both fuck her at the same time. And that's just what they did. She took two cocks at once in several different positions. Chocking on dick while getting her pussy blasted. Finally, it all culminated with two huge loads all over her face.

Vanessa is getting her workout on when she sees her lazy stepson Jimmy through her window. She calls him inside to hold her feet while she does sit ups. She asks him when is the last time he worked out and you can hear crickets. So to motivate him she is willing to show him her tits if can do 15 push ups. Jimmy bodies them easily. So to up the stakes, if he can do 50 sit-ups, she will show him her pussy. It was a mountain for Jimmy to climb but he gets it done and Vanessa is a woman of her word and shows him her pretty tight pussy. Jimmy is amazed and now Vanessa is horny from working out or just from the fact she has such power to motivate him. Either way she lets him know he has earned a bonus. She pulls his dick out and puts it in her mouth. After slobbing on his knob, she asks him can she sit on it. Jimmy cant think of anything that sounds better. She rides him and he fucks her back and the real workout has begun. There is certainly nothing wrong with Jimmy's cardio as he fucks her in length. Vanessa shows him the benefits of a good work out.

Jill Kassidy and Xxlayna Marie are decorating the holiday tree in their itty bitty miniskirts. The girls spy Jill's stepbrother, Jimmy Michaels, and tease him with a set of ornaments that they hold up to look like a set of balls. When Jimmy joins them, Xxlayna tries to tell him that they've both been super good this year. Jimmy counters that his stepsister has done an awful lot of sucking various dicks to be considered good.When Jill tells Jimmy that they're going to dress as Santa's helpers for her mom's fundraiser, he shrugs and says he'll believe it when he sees it. Later, when the girls show up in their sexy elf costumes, they find Jimmy dressed as a reindeer. They did promise to help, so after flashing their tits they drop to their knees to deliver a teamwork blowjob. Jimmy is all too happy to let two lovely elves have their way with him.Moving to the couch, Xxlayna lets Jimmy pound her in doggy as she eats Jill out. The girls swap spots so Jill can enjoy the same treatment. Next up is a reverse cowgirl ride, courtesy of Xxlayna. Jill bends herself nearly in half as Jimmy dicks her down on her back while Xxlayna rides Jill's tongue. The girls finish off by stroking Jimmy off until he gives them a double facial to enjoy and swap through cummy kisses.

Dirty talking, flashing, and erotic boundaries are crossed when a group of co-workers, Alexia Anders, Dante Colle, and Jimmy Michaels complete to be the first to finish their report by the end of the day. 'Work hard, play hard' is the company motto so naturally, a naughty surprise awaits the winner!

A "neighborhood watchman" (Jimmy Michaels) receives a call from Christie Stevens, the big-breasted supervisor of a quiet gated community, because a strange disturbance in someone's home has been causing some complaints. A sexy investigation inside the house— Jimmy's dick stiffens at Christie's huge tits— quickly reveals a Nymph (Marcia Hase) vigorously jacking off her pussy and slamming her ass cheeks against the window. No wonder she's got the neighbors' attention! Christie throws herself in first, while she and Marcia 69 like there's no tomorrow. It's only a matter of time before they bring Jimmy's hog into the mix for a raunchy BGG melee. Marcia and Christie trade licking, riding, sucking, and slamming before Jimmy coats them both in cum. As the watchman and supervisor lean back, bodies ablaze with post-coital bliss, the nymph disappears. Where does she roam? What does she seek? Suburban pleasure in all its forms — on to another neighborhood she wanders, pussy glistening and tits in the wind.

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!

Callie Black is excited to celebrate her first Mother's Day as a brand-new stepmom. After her husband wakes her up by sucking on her tits, she decides to have some holiday fun by masturbating in bed… only for her new stepdaughter, Victoria Lobov, to want in on the action! She eats Callie out and then fingers her pussy over breakfast, before she's interrupted by her friends Jimmy Michaels and Parker Ambrose. While Victoria goes to pack for their beach trip, the two hotties can't help but want to show their appreciation for her fine MILF by sneakily fucking Callie in front of her husband! Once he leaves (and both Darrius Dawson and GI Joey show up) the real fun begins. Callie sucks the four men off, enjoying the taste of their cocks, before letting them take turns fucking her pussy. Not wanting her new stepmom to have all the fun, Victoria gets in on the gangbang and has the four men pound her tight holes! Once Callie and Victoria are spent, the men take turns cumming in Callie's mouth! Talk about the perfect Mother's Day gift!

Cherie and Bunny, both MILFs with perfect tits, haven't fucked for months. On top of that, Bunny has snapped Cherie's fave sex toy in half! They argue until Jimmy, the plumber, arrives. Both MILFs grab Jimmy, wanting him to fix some household leaks … And supply his hard cock on demand! Cherie wins the tug of war and drags him to the kitchen, where she teases Jimmy with her tiny thong until he sneakily eats her pussy under Bunny's nose! After Bunny leaves Cherie drags Jimmy to the bathroom to fix the sink and soaks her round tits with the nozzle before making Jimmy motorboat them! Bunny calls Jimmy into the bathroom and drops her towel before giving Jimmy an intense blowjob, leading to Jimmy fucking her tight pussy against the wall! Cherie hears Bunny's loud moans and busts them, then drags Bunny back to the bedroom for some long overdue fucking! Jimmy sneaks back in to watch before Cherie and Bunny toss him on the bed and use his hard cock before he shoots hot cum all over both their tits! On top of that, Jimmy even fixes Cherie's toy … Before getting kicked out!

Barbie is strong, sexy, and hungry for cock! When her boyfriend isn't able to satiate her appetite (even after fucking her twice in one day), Jimmy Michaels and Max Fills decide to try their luck at satisfying her. Barbie lifts Jimmy up and sucks him off, before letting him eat and fuck her. Just when she thinks she thinks the fun's over, Jimmy tags Max in! Barbie deepthroats the two of them, lets them pound her tight pussy, and has them cum all over her face! Unfortunately for them, even after they're done, Barbie's hungry for more!

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.

When "Coach" (Jamie Knox) sees Jimmy Michaels eating Annabel Redd's pussy in the bathroom, he determines to (ahem) level up their fuck game. The couple's activities progress to a massage table in another room, underneath which coach has hidden for an unobstructed view of Girl1's tits while Jimmy makes 'em swing. When Jimmy leaves for a breather, Coach reveals himself to Annabel, putting her through a wringer of extreme positions before Jimmy returns — hiding just in time. When Jimmy and Annabel get back to boning, Coach can't help himself and pops his head up to encourage Jimmy. It's a positive learning experience, and the duo brings Annabel to a BBG, cum-drenched finale. New level achieved!

Jimmy Michaels heads into a coffee shop for a quick caffeine fix, but finds more than he bargained for. The barista, Ashlyn Peaks, is smoking hot and has huge tits. Jimmy lays on the charm and Ashlyn is DTF. Once Ashlyn sends the rest of her customers away, she lets Jimmy come behind the counter to give her a good dicking and a face full of cum.

Charli Phoenix is ass up, bent over making the bed as her husband gets ready to leave for work. Little does hubby know the minute he exits Charli's got a hot date with the enormous dildo she's tucked into the sheets, and she intends to soak the freshy made bed with all her squirt. If it wasn't for her pesky college aged new stepson, Jimmy Michaels, she'd have the whole house to herself. When Charli catches Jimmy peeping and jerking off, she invites him in to gape her, squirt her and feed her a hot creampie.

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!

Katrina Colt is lapping up the hot loads of Damion Dice and David Lee when her boyfriend, Jimmy Michaels, stumbles in with the hopes of proposing to his pervy partner. Jimmy is pissed and even more so when two more half naked dudes, Dorian De Ilsa and Lawson Jones stumble out of the closet. Jimmy leaves in a huff only to greet Alex Mack and Oliver Davis at the door. They have two tickets to gangbang and push past Jimmy to get to the fun. Oliver points out what a great job Katrina is doing handling all the cocks in this crazy gangbang and Jimmy realizes this is opportunity to stop trying to beat them and just join the fun.

MILF Ebony Mystique is hungry for dick, but finds herself alone at MILF U. Deciding to take matters into her own hands, she fingers herself on her bed and teases her ass with a butt plug when Jimmy Michaels—a soon-to-be groom—shows up at the manor looking for his friends. Luckily, he finds Ebony instead! Deciding he needs some practice in the bedroom if he's ever going to satisfy his future wife, Ebony sucks his cock before teaching him how to properly fuck her ass. Once she's satisfied, Ebony lets Jimmy fuck her pussy and her face, before he cums all over her!

Gem Jewels wants to go out clubbing, but her boyfriend isn't having it. After he insists that she stay home, Gem takes the opportunity to overtly tease Jimmy Michaels, her boyfriend's son and a college dude who is suddenly more interested in fucking Gem than his brand-new drone. Jimmy realizes he can put his drone technology to pervy use, flying it in through an open window to spy on Gem, who is masturbating in bed. After knocking Jimmy's drone out of the air, Gem invites him in to give her the big cock her man can't. From there, a close call where Jimmy has to hide under a blanket is the only thing that interrupts intense anal sex... until Gem's boyfriend barges in right at the end for a drone's eye view of his cuckolding.

Sexy blonde shoplifter Mellanie goes to a clothing store with stealing on her mind. After she harasses the cashier, security guard Air Thugger monitors the situation, catching Mellanie's eye. She flashes him her juicy tits and signals that she wants to give him a BJ. As Air Thugger leads Mellanie to the back office for shoplifting, Mellanie grinds her thick ass on his crotch then pulls out his cock for a sneaky BJ and some hot couch sex before Jimmy, head of security, walkie talkies Air Thugger to stop fucking Mellanie and bring her to the back already! Jimmy tries to assert his authority but gets insanely horny when Mellanie unzips her dress, revealing a head-to-toe body stocking full of stolen goods! While Jimmy gawks, Mellanie shoves his face into her ass and tits before fucking Jimmy and Air Thugger so intensely they forget to detain her, leading to a double cumshot for the curvy thief!

Avery Black and Zoey Sinn have booked a girls-only glamping adventure that turns out to be more trailer park than resort. Regardless, they plan on getting down and dirty in their tent, so they make the best of it and get into some hot scissoring action. Little do they realize that the farm help, Jimmy Michaels, is watching all their pervy moves. When they discover a gloryhole in their tent, they're not mad, they want a piece of that hot dick and make use of it. And if it weren't for that pesky farmer they would have gotten away with it, too. The girls go on a farm wide cock hunt and track down Jimmy's dick and conquer his cock in a trailer, in the classiest threesome a trailer can offer.

Jimmy & his pal Johnny are playing craps like a coupla neighborhood toughs when the interior designer Jimmy's stepsister hired shows up to their house. Jimmy instantly falls in lust with stylish new sexpot Jennifer, which gives Johnny a chance to try his luck with his long-time crush, Harley. They sneak around & press the girls for some intense action and manage to score pretty big. Jimmy pulls the ultimate Chad-move & ends up re-arranging both girls' interiors!

Jimmy is just living his life as a convenience store clerk when stunning lesbian couple Jordyn & Gaby waltz into his bodega. He watches them get nasty with each other before Gaby goes out to have a smoke. He thinks he has no chance with Jordyn, but when she starts nabbing items, he seizes the opportunity to unlock a near impossible achievement – nailing a hot lesbian! Jimmy is convinced he's an uber Chad until he realizes he is totally being played! Was it worth it?? You'll just have to decide for yourself.

Petite Chloe Temple is introducing her boyfriend, Jimmy Michaels, to her dad and new stepmom. Jimmy is nervous but Chloe assures him that everything will be fine. At the house, MILF Cherie DeVille has forgotten the couple was coming over and was just about to slip into a bubble bath. Flaunting her perfect body in a little, lacey robe, Jimmy can't believe how hot Cherie is! It's only a matter of time before Jimmy stumbles upon Cherie masturbating in the bath, and the MILF takes him for the ride of his life. When Chloe finally busts them, she decides that she could learn a thing or two from Cherie and the threesome spends the afternoon sucking, fucking, and cumming their brains out!

Yum Thee Boss and her man stumble into a seemingly empty shoe store to do a lil shopping. Little do they know, the foot fetishist salesman, Jimmy Michaels, is watching behind a gloryhole wall while they browse. Yum's man doesn't get her hard-on for heels and takes a hike to let her peruse the shoes. It doesn't take long for Yum to discover a nice hard cock in a pair of strappy sandals looking like it'll fit just right. Yum rocks that cock 'til all the shoes drop and eventually drags Jimmy out from behind the wall to finish the fuck the right way.

Kimmy Kim takes her new BF Jimmy Michaels over to her place for some casual fucking... but this gets interrupted by Kimmy's taller lookalike roomie Kimora Quin, who teases the couple and flirts with Jimmy. Jimmy tries to be faithful, but a classic case of lookalike confusion leads him to get a blowjob and sex from Kimora. Kimmy catches the cheating couple, but instead of starting a fight, she decides to make it a steamy threesome!

Cherie Deville's son Dave's pop punk band goes viral with their latest track 'I Wanna Fuck Your Mom', and Cherie's not too happy about being the presumed titular MILF…or is she? After sending Dave to his room, she gives the rest of the band members (Diego Perez, Jimmy Michaels and Juan Loco) a scolding - but she's got more than just that to give them! She wants to know if they truly wanna fuck her, and if they're up to the task! After Jimmy proves himself worthy, Diego and Juan Loco join for a foursome, with Cherie's pussy and mouth taking on all their young hard cocks!

Curvy cutie Jayla Page isn't getting any attention from her pencil neck husband, so she reacts logically by sabotaging her pipes and calling over a pair of plumbers. Plumbers, immy Michaels and Will Pounder, solve the issue quickly and are rewarded by Jayla squirting all over them. Jayla then lures then men into her shower for a double blowjob and steamy threesome. All right under her husband's nose!

Connie Perignon and Hot Ass Hollywood are in the living room relaxing, gaming, and scrolling on their phones. But when Jimmy Michaels comes to the fridge looking for a snack, he catches a glimpse of Connie's sweet, tight pussy. Jimmy can't help himself and starts jerking off behind the unsuspecting women. Finally, tattooed Connie and big-titted Hot Ass Hollywood catch the little pervert and put him to work! Jimmy thinks he's living out a real-life fantasy, but the women are less impressed, fucking Jimmy as they scroll on their phones and continue to play video games. Jimmy better bring his A-game because, although eager to cum, these two thicc goddess are hard to impress!

Summer Col is a shy hottie with a new man, Jimmy Michaels, who she hasn't gotten to home base with yet. Summer wants to impress Jimmy with her sexual openness and doesn't know how. Her pervy roomie, Bella Rolland is happy to teach her a thing or two about being a baddie. After a few pussy poppin' tips, it's time for some buttplug training. Next, Bella has set up a gauntlet of tasks for Summer that leads to some hardcore girl-on-girl sex swing strap-on action. When Jimmy shows up, Summer is primed and ready to get this hardcore threesome rolling.

Jimmy Michaels gets a new pair of x-ray specs... just in time for his roommate's girlfriend (the sexy big-titted Amber Alena) to come over. Jimmy puts on his specs and gets to ogle Amber's naked body. Amber quickly notices that Jimmy's perving out on her, but she's pissed at her boyfriend and decides that hopping on Jimmy's cock might not be a bad idea. The two fuck repeatedly, while avoiding being caught by the roommate.

Gorgeous Jordyn Falls is following along with a DIY shirt tutorial on her laptop. Usually, these tops don't work for Jordyn, as her incredible big tits just pop right out of them! Jordyn calls her roommate, Jimmy Michaels, into the room to help her take some sexy pics for her boyfriend. From the floor, Jimmy has an amazing view right up busty Jordyn's shirt. The video tutorial warned about nip-slips, but Jimmy is about to witness a whole damn tit-slip!

Jimmy Michaels goes to visit his friend... only the friend is out running an errand, so Jimmy has to chat with sexy MILF Nadia White for a bit. As Nadia cleans, Jimmy gets a good look at her nice ass, then Nadia lets him have her way with it. Hot anal action ensues!

Jimmy's new older stepsister Erin got injured in a minor fender bender recently. While Jimmy tries to get frisky with his girlfriend Dixie, Erin interrupts them by ringing a bell & demanding service from her new stepbrother. Jimmy is frustrated by Erin's demands, but she keeps his interest as they get increasingly sexual – leading to Jimmy cheating with his new stepsister! Dixie catches on but instead of getting mad, she gets even – and demands to be serviced herself in a hot threesome!

Jimmy Michaels is the quintessential perv, running through the public streets and stealing clothing right off women's bodies! Adorable Daya Knight is his next unsuspecting target. Jimmy spies on her before stealing her top and running away with it. Daya's gorgeous natural tits get a breath of fresh air as she runs after the thief. Jimmy takes shelter in a private backyard, where he stumbles upon curvy Dee Williams lounging by the pool. Dee and Jimmy get into some sneaky sex before Jimmy has to hide from Dee's husband! Jimmy doesn't know it yet but waiting inside for him is a very vexed Daya - Dee's new stepdaughter!

Important businessman Jimmy Michaels is getting a couple's massage with his prudish wife. Masseuse Jayla Page goes to work on the couple, but her intentions are anything but professional. While wifey is distracted, Jayla seduces and fucks Jimmy, making use of a special gloryhole to avoid detection. Sneaky Jayla is eventually caught, but Jimmy gets his happy ending.

Lesbian couple Rosalyn & Arietta excitedly await their friends Damion & Jimmy's arrival so they can catch up & shoot some hoops together. Arietta can't help but be turned on by Damion's massive bulge – leading to her lover catching them & then Rosalyn's first EVER cock in a hot threesome! Meanwhile, stepmom Kate Dee hunts Jimmy for some sexy MILF action…

When a new couple moves into the trailer park, they are delighted by the hospitality and generous invitation to Hazel Moore and Diego Perez's party trailer. However, Jimmy Michaels ditches his girlfriend when he sees Ebony Mystique shake her beautiful, round, butt cheeks in the trailer next door. Gorgeous Ebony is looking for fresh meat and Jimmy is just what she needed! Jimmy keeps a rotating feed of Diego and Hazel into Ebony's trailer - it looks like this gang just can't be satiated! However, sneaking around only lasts so long because, when all the players find out what's happening, they opt for a sloppy foursome instead!

Jimmy Michaels, Jovan Jordan & Vivianne DeSilva have just arrived home after a win for the guys' baseball team. Jimmy scopes nerdy Willow Ryder for the first time, but Jovan warns him to stay away from his precious daughter. Willow tempts & teases Jimmy & against his better judgement; he fools around with her. Luckily, single stepmom Vivianne is thirsty for some big cock & keeps Jovan distracted for a while. Everybody manages to get their rocks off, before inevitably – Jovan catches Jimmy fucking his nerdy daughter and is less than pleased!

Syren De Mer is working her waitress job, she's bored and the tips are shit. Enter Jimmy Michaels, who just wants a cup of coffee but is about to get a lot more than that! Syren decides to show off her perfect big tits, in hopes of make a few more dollars in tips. Jimmy can't believe his eyes! Syren wants to have a little more fun and crawls onto the counter to twerk for Jimmy. Before they know it, Jimmy has his whole fist inside of Syren's ass as she cries out in pleasure. Jimmy just came in for lunch but he's about to get a whole damn anal snack!

Payton Hall loves to knit. When Jimmy Michaels, the local handyman, arrives to fix the toilet, Payton pulls the ol' - here's a refreshing glass of lemonade - and then - whoops! She spills it all over his shirt, landing Jimmy in the shower. Payton decides to knit Jimmy a cock cozy as an apology. To get the job done, she creeps into the bathroom and spies his cock size while he's hard and stroking. Jimmy catches her and he's immediately embarrassed. But she assures him there's nothing to be embarrassed about and gifts him the cock cozy with the added touch of her hand, and pussy.

Horny Sophia Leone prays for the days her roommate, Jimmy Michaels, goes to the gym. It means she can watch porn and masturbate as loud as she wants! But when brunette Sophia's phone dies mid-porn, she breaks the house rules and goes looking for it in Jimmy's room. When Jimmy unexpectedly comes home, sneaky Sophia hides in his closet so she won't get busted. Jimmy is about to get the perfect pump at home... just not the kind he expected!

Dominant lesbian couple Brittany Andrews and Misty Stone are moving into a new place and having a pair of movers (including Jimmy Michaels) lug their stuff inside. The couple take a liking to Jimmy and do what they can to tease him throughout the day. When Jimmy's coworker leaves for a bit, Brittany and Misty stick Jimmy under a couch while they sit on it and play with each other. Eventually, the hot couple let Jimmy join them for a threesome.

Armani Black and Summer Col sneak into a public bathroom and take advantage of the privacy by getting down and dirty on the sink counter. They get busted by the janitor who is more interested in busting a nut than giving them a hard time. All the while, Jimmy Michaels is watching from a gloryhole in the bathroom stall. After the janitor cums, the ladies tell him to take a hike and Jimmy ceases the opportunity by sticking his dick through the hole and beckoning the horny babes his way. The ladies take his rock hard cock for a joyride and make a squirty, cummy, threesome mess of the space. Wait till the janitor gets a load of this.

It's sexy Simone's birthday. She's in the middle of stripping out of her clothes, revealing her huge boobs and a thick round ass, when her dorky husband sneaks up behind her and cops a feel. Simone doesn't have time for him, her best friend got her a bday masseur and he's on his way! When Jimmy the masseur knocks on her door, Simone slips out her tits, surprising him so much he drops his table on his toe! When Jimmy sets up his table, the husband is confused by the hole in the middle and shoves his head in. While he's stuck, Simone lets Jimmy motorboat her wet tits after he accidentally squirts oil all over them. After Jimmy gets hubby unstuck, he leaves and Jimmy starts rubbing Simone down, enjoying every curve. Simone whips off her towel and touches her pussy, then takes advantage of Jimmy's obvious boner, giving him hot BJ then fucking his brains out on the table! When hubby comes back, Jimmy thinks fast and sticks his head through the massage table hole and eats Simone's pussy, hidden by a towel. Hubby leaves, then Jimmy and Simone get back to oily, intense fucking, leading to Simone giving Jimmy's cock a serious milking until he shoots cum all over her! Hubby busts Jimmy naked on the massage table and chases him out as Simone relaxes, playing with the cum on her tits.

Sexy Roxie Sinner pays a visit to an old friend's home to catch up. The only problem is that this friend has two annoying college roommates (Jimmy Michaels and Damion Dayski) who've pitched a literal tent in the living room and are generally being obnoxious. Roxie can't help being intrigued by the attention-grabbing guys and winds up fucking them under her friend's nose.

Aubree Valentine's new stepmom is worried her son, Jimmy Michaels, is having sex now that he's in college, so she pays Aubree to snoop around his bedroom and find out. Aubree sneaks into her stepbrother's room and is shocked to discover he's been masturbating to pictures of her, but she can't help but feel a little flattered too... and turned on! She makes herself comfortable and rubs her pussy, until Jimmy walks in on her. Now face to face, and both horny, the sexual tension between the two finally leads to what Jimmy's been hoping for: sex with his new stepsister!

Jimmy Michaels is enjoying a baseball game with his friends when he accidentally throws a ball right through MILF goddess Ryan Keely's bedroom window! Inside, Ryan is enjoying her favorite dildo when the baseball comes crashing through. The poor Jimmy goes to search for the lost baseball but he finds a half-naked and horny Ryan instead. Even though Ryan is pissed at first, she eventually decides to trade in her dildo for a real-life upgrade!

The ever-horny Nina Rivera is on the computer, having video sex with a stranger. They can't see each other's faces because they both desire privacy, but they do get a good look at the other person's clothing and appealing genitals. They dirty talk and masturbate together, but just when they're both about to cum, Nina's dad calls her down for dinner. Nina has to go downstairs, leaving them both horny and unsatisfied. When she goes to sit down at the table, she notices that her new stepbrother, Jimmy Michaels, is wearing the same shirt as the guy she was video chatting with. The two lusty individuals were just camming with each other! It doesn't take too long before Nina sneakily teases Jimmy under the table, before they both slip upstairs and fuck in Nina's bedroom.

Curvy redhead Summer Hart is Jimmy Michael's personalized AI assistant. When Jimmy's date stands him up, Summer comes to life in order to help the poor guy satisfy his needs. She provides him with everything he needs: big boobs, lots of oil, and a tight pussy. But is Summer really just here to please Jimmy, or does she have other plans?

Jimmy Michaels is obsessed with his new stepmom, Jessica Ryan. She thinks he's sweet but what he really wants is to fuck her, peeping on her any chance he can get! Jimmy leaves Jessica a gift, which she thinks is from her husband, in the form of a suction cup dildo. She tests it out in the shower, and when she catches Jimmy jerking off to her, she decides to discipline him... and get herself off too!

Jimmy Michaels is looking through his dad's room for money, but what he ends up finding is his stepmom's dildo! When the sexy Quinn Waters catches him with it, she dismisses him from the room and then decides to have some fun with her toy. Jimmy sneaks back into the room once Quinn is all wet and gets to put his dick in her sweet pussy. Probably not the family bonding Quinn's husband was hoping for...

Nina Diaz likes to play croquet, but she prefers to play with her tits and pussy between strokes. Peeping Jimmy Michaels sneakily turns the sprinklers on, getting Nina's top all wet before she takes him to the bedroom to suck and ride his cock!

Mz Dani is pissed at her husband, who bought her a solo massage for her birthday instead of wanting to do something as a couple. Mz Dani proclaims to her friend on the phone that she's ready to fuck the next guy who looks at her. It looks like her friendly masseur will be the lucky guy, but Jimy Michaels, who was waiting for his own massage, has his own ideas. In the middle of Mz Dani's massage, Jimmy knocks on the door and beats up the masseur, stealing his outfit in the process. Jimmy then continues Mz Dani's massage, eventually transitioning into hot sex, as if he were a natural masseur.

Jimmy Michaels stumbles upon a workout video tape featuring the one and only Luna Star. Jimmy can't keep his eyes off the bombshell as she stretches out her perfect body, showing off her big tits and fine ass. Seeing how Jimmy's all alone, why not pull out his dick and jerk off along to the video? This video tape, however, is unlike any other, as Luna can not only watch Jimmy stroking his big cock, but also reach out for it, magically pulling Jimmy into the TV set for the fucking of a lifetime! But will Jimmy be able to make it back to his couch afterwards, or will he be stuck there forever? We suppose spending the rest of his days with Luna wouldn't be a bad tradeoff!

When stepmom Alexis Fawx has had enough of being treated like a maid by her lazy new stepson Jimmy Michaels, she decides to show him her other side, going through her closet and transforming into a domme in order to put him to work! Wearing a pair of knee-high boots and wielding a flail, Alexis whips Jimmy into cleaning up, but this dominant Milf soon finds herself aroused by his submissive obedience, craving more than just a tidy house - she wants his big cock!

Isis Love is a brunette sex pot with big tits and a perfect booty. And Jimmy Michaels is in trouble. When Isis shows up to clean his house, he can't turn a corner without getting a boner and cumming his joggers! Doesn't help that she hates panties and hates bras. Isis doesn't think he should be embarrassed, she's into it and assures Jimmy that it's totally normal to have a rocket in your pocket ready to blast off at any second. In fact, she's impressed by the number of huge loads and lack of refractory period he has. Isis lends Jimmy a helping handjob and shows him how to control his cumming, while sliding in and out of her perfect wet pussy.

Katie Morgan is a hot blonde with a body that won't quit. Her new stepdaughter is not the nicest to her boyfriend, Jimmy Michaels. Jimmy wants to get busy and has got a condom to prove it. But his girlfriend is too busy studying to give a shit about his erection, wrapped or not. Good thing for him Katie, her MILF of a new stepmom, is there. He gets off in a condom watching Katie clean on her hands and knees, sticking her tushy out for the world to see. Jimmy jacks off into a condom and leaves it for Katie to find. Katie can't believe his audacity or his load size. Katie confronts Jimmy and gives his cock a lesson.

Charlotte Rayn is enjoying a movie night with her new husband when her new stepson, Jimmy Michaels, tries to butt in and watch alongside them. Jimmy's dad would rather he go clean up the mess in his room, however, and leave them alone. Jimmy's got a few tricks up his sleeve, however, and after the old "vacuum against his cock trick" doesn't help get him some alone time with his hot stepmom, he finds another way to take his dad out of the equation! Let's just say Charlotte's in for a big surprise when she sticks her hand in the bucket of popcorn - and the treat she discovers is too good to pass up!

Osa Lovely has a peculiar seduction strategy when it comes to Jimmy Michaels, who just happens to be dating Osa's boyfriend's daughter. After she bakes a majestic laptop made completely of chocolate, Osa pretends that she's having computer troubles. Luckily, Jimmy is tech savvy and eager to make a good impression because he's meeting Osa for the first time. Jimmy, though, can't believe what he's seeing, and tasting, when faced with the infamous "laptop". From there, Osa shows Jimmy that she's far more interested in his hard cock than her hard drive, leading to big tits worship, sneaky sex, a tasty dessert of cum.

Casca Akashova is a big breasted blonde babe with a real desire for cleanliness. She's a clean freak! She even irons her towels. When she walks in on Jimmy Michaels post cum in his filthy room she's appalled. She just wants him to tidy up but he's too busy playing video games. She decides to take matters into her own hands and tries to clean it for him. Only takes a second for her to end up knuckles deep in his splooge sock. Next, she finds his laptop and dirty search history. She realizes not only is his room dirty, his mind is filthy. Casca decides there's only one way to deal with a dirty perv like him; to fuck and suck him clean.

Horny MILF Cory Chase has some movers coming over today and she's eager for them to handle more than her boxes. When a pair of movers arrive, including Jimmy Michaels, Cory initially ignores Jimmy in favor of his taller co-worker... but she changes her tune when she finds out that Jimmy is the other employee's supervisor (power is hot!). Cory quickly corners Jimmy, feeling up his cock and letting him play with her tits. Jimmy came to move Cory into a new house, but now he finds himself moving his cock into Cory's nice MILF pussy.

Jimmy Michaels is supposed to be training under the watchful eye of his stern football coach, Coach Peepers (Jay Slayher)... but he's a little distracted right now. Jimmy's cute girlfriend Clara Trinity has broken into the fieldhouse, eager to get a taste of Jimmy's dick. Jimmy thinks he's getting away with this, but Coach Peepers has caught on and sneakily spies on the young couple. When the inexperienced Jimmy runs out of breath trying to eat pussy and needs a time out, Coach Peepers tags in to save the day for the disappointed and horny Clara. The coach knows how to drill a woman properly. Eventually, the coach goes into hiding again, allowing Jimmy to finish the job. But will Jimmy be more impressive on his second try?

The highlight of London Rose's day is when young stud Jimmy Michaels sneaks past her clueless husband to give her the sexual satisfaction she craves. However, on this particular morning, London's husband is being especially nosy and persistent in his annoying requests and intrusions. London quickly realizes that she needs to redirect her husband's focus if she wants enough alone time with Jimmy to take every inch of his hard cock, so she uses his peculiar obsession with his wardrobe to draw his attention to the mountain of laundry in their bedroom. But before that, London and Jimmy are forced to play a tense version of musical chairs, with Jimmy finding as many creative ways as possible to hide in a small space. Once they get rid of London's husband, the only way to properly celebrate is with intense sex.

Today we have a special one for you guys. Maggie Green is casually walking in her home when she finds her stepson Jimmy jacking off to a Penthouse video. She's tired of him jacking off all the time and leaving the door open, she doesn't want her stepson to grow up a pervert. She catches him one more time jacking off in the living room and couldn't take it anymore. She had to do something about it so to touch her stepson a lesson, she takes out of her boobs and confronts him. He admits that he's a virgin boy and needs help talking to girls. Lucky for him Maggie is the type of stepmom who knows her job is to help out her stepson. She lets him grab and play with her boobs before getting real down and dirty. Watch Maggie Green teach her stepson how to fuck while dominating him with her curvy figure. Watch until the end where Maggie helps her stepson blow a huge load all over her face.

While Jimmy Michaels is stuck cleaning up the mess his roommate (Bailey Base) left in the kitchen, Bailey's being lazy. Bailey's feeling horny, however, and masturbates until she decides to have some fun with Jimmy instead, sneaking up behind him and pulling down his pants for a surprise rimjob! Jimmy tries to continue cleaning but it isn't easy when he's got Bailey's tongue rimming his asshole while she fondles his dick and balls! It doesn't take long before Bailey's giving Jimmy a blowjob and is on all fours, panties to the side while she gets pounded doggystyle on the kitchen floor!

Michelle Anderson has a laugh when she catches Jimmy Michaels humping a pillow, and she pulls out her phone to record the oddly intriguing sight. Not long after, however, curiosity gets the best of Michelle and she decides to give pillow humping a try herself, only for Jimmy to peep on and record her in return. When Michelle catches Jimmy, she serves up some punishment for the peeping perv by sitting on his face until she has her way with his cock!

We got a newcomer, Jimmy Michaels, on the bus. This young guy is here to fuck some girls. We find Ava Sinclaire jogging on the streets. We convince her to get in the van. Once inside Jimmy works his magic. He tells Ava he's a virgin! She feels bad for him. So she takes off her top to help the cause. She has giant bouncy tits. Jimmy laches on to her boob. She loves it. She begs to fucked by him. He's more than happy to comply. He fucks her perfect pussy in six different ways. So much for being a virgin. He cums all over her pretty face. Ultimately we decided to leave him behind with her. You can't win them all.

Sexy home care nurse Lacey London has her hands full with an aging patient, but what makes matters more complicated is the rivalry between stepsiblings Tori Montana and Jimmy Michaels - who both desperately want to fuck her. As they vie for Lacey's attention, Tori wins out thanks to some trickery, giving her alone time for some hot scissoring and pussy-eating. But when Jimmy stumbles in looking for Lacey, Tori decides on some next level trickery to show her seductive powers over Jimmy, which ultimately culminates in a scorching threesome after a shocking revelation under the blankets. After draining Jimmy's cock of all his cum, it's clear that Lacey has a healing touch.