Redhead roommates Holly Molly and Mina Vona D find themselves in quite the predicament while getting ready for a party: they're both wearing the same dress! Mina's boyfriend, Jimmy Bud, helps diffuse the situation and convinces her to change into something else, and she agrees, deciding to take a quick shower before. But when Holly loses an earring under the bed and gets stuck while reaching for it, Jimmy creates a new predicament when he mistakes the lookalike for Mina! Jimmy slips his dick inside Holly's pussy while her ass juts out from under the bed, only for Mina to walk in on them! Although Mina's pissed off, she can't remain angry at her ashamed and apologetic boyfriend—especially not with his hard cock still throbbing in front of her face! She starts to suck him off and eventually, taking pity on her equally horny roommate, she shares Jimmy's cock with her in a wild pre-party threesome!
Damion Dayski is horny AF and wants a piece of his girlfriend, Alina Lopez's, ass. But she's too busy studying to give a shit about his erection. Good thing for him, her MILF of a stepmom, Christie Stevens, is there. Damion gets busted by Christie as he jerks off watching her clean. She's into his big thick dick, but not the mess it makes. So, she puts a condom on his dick right before he cums. When Alina comes looking, she's pissed that Christie stole her boyfriend's semen and steals the fully loaded condom back for her own cum-suption. Christie follows Alina and wrestles her down for Damion's cum. Within a few minutes, the wrestling turns into a scissoring fuckfest. Damion watches and soon realizes that has more cum and he's happy to share.
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.
Smoking hot redhead Sidney Summers and Damion Dayski have a unique relationship, with pranks and fucking foremost on their minds. When Damion pulls down Sidney's pajama pants while she's doing the dishes, she spills soapy water all over her tits and gives chase. Unable to find Damion, Sidney goes to clean up, only for Damion to surprise her with an attempted cum blast from close range. Although Damion just misses, Sidney is primed to get him back, but when she sneaks up on Damion to pull his pants down, his hard dick springs to action and taps her in the face, reminding her that while pranks are fun, a good fuck is way more satisfying. In the end, Sidney gets Damion's dick, as well as the last laugh.
Classy & upscale cum addict Cherie lives a luxurious life with her husband Mike, who is happy to sate her fixation when he can provide. But he is constantly depleted, his tank on empty as Cherie has a ravenous appetite. When Mike's family friend Apollo comes to town for a golf tournament, Cherie sees an opportunity to extract new material from the young buck – she just has to make sure Mike doesn't catch them!
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.
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!
Sexy MILF Katrina Thicc is excited to meet Damion Dayski, a college stud who happens to be friends with her son. Damion is immediately drawn to Katrina's juicy ass, checking her out in the kitchen. Katrina quickly catches on, so she draws herself a bath and masturbates. Damion spies on her and decides to make his big move, stripping down and slipping into the bath with his hard cock at the ready. Katrina's initially surprised, but she ends up appreciating the bold approach, not to mention Damion's massive dick. Just when Damion thinks he can't get any luckier, Katrina invites him to finger and fuck her ass. Wet and intense anal sex ensues, with Damion blowing a big load of cum all over Katrina's big ass.
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!
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!
Elsie has her new fuckboy Apollo over, but seems more interested in her nails than she does getting him off. When Ebony, Elsie's new stepmom spies Apollo trying to please her disinterested new stepdaughter - she decides to put his tongue to use where it will be appreciated. When Elsie catches them in the throes of some heinous action, her jealous streak comes out & a totally inappropriate threesome ensues!
Damion Dayski's girlfriend needs to tell him to calm the fuck down! He's into his girlfriend's mom, the short-skirted, sassy, MILF Naomi Foxxx. Damion's girlfriend catches him putting his phone in strategic places to film under Naomi's tiny, leather skirt. When the girlfriend exposes Damion's pervy prank to her mom, Naomi doesn't even bat an eye. Thicc and lusty Naomi was in on it all along! Furious, Naomi's daughter storms out of the room. What a relief when Naomi and Damion can finally enjoy each other's company alone.
Uptown Jenny is tired of Juan Loco's jerky ways. She would have never moved in with her new hubby if she knew his adult son was such a dirty mess! When Juan stands off with her over some spilt milk, Jenny lets her hubby know that if he doesn't stand up to Juan, her booty will be on permanent lockdown. Jenny goes to the bedroom alone to prove her point, and to play with herself and her toy ribbed glove. Meanwhile in the next room Juan is rocking his cock rocket so hard he's shaking shit in Jenny's room! Pissed and horny, Jenny pervs on Juan and gets up close and personal with his cock right as he reaches blast off. Impressed with his load and his size, she decides the only way to deal with this dick is to fuck some sense into him.
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.
Luna Star has just moved into a house with a pool in the backyard and she's invited blonde Charli Phoenix over to enjoy it. Luna's husband is faithfully doting on them. He has no idea, but sexy Luna and Charli are more than just 'friends.' Thank god for oblivious husbands! When new pool guy Damion Dayksi arrives, the two MILFs can't take their eyes off of him. Luna and Charli take turns sneakily seducing big-dicked Damion until they finally agree that three is more fun!
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!
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.
Here at The Cougar College, we train only the finest young men and women in the delightful art of power dynamic deviancy. From aspiring feline prowlers to brash young prey looking for an experienced woman to take charge, Cherie DeVille is here to train the brightest minds and deepest throats in the classic art of seduction. With her today are two cougar cadets - the gorgeous Kylie Rocket and devious Juan Loco - looking to benefit and learn from her wealth of experience and skills, keeping meticulous notes on how to engage, entice, and envelop a partner. Though, I don't think this young pair was quite ready for such a direct and, uh, hands-on experience… One with drooling tongues, pounding cocks, and more than enough things to take home and study!
Apollo is having sex with his GF Katie, when he tries for her ass again – but he is quickly & mercilessly rejected before anyone can get off. Dejected, Apollo reverts to his sex toy to get his anal fix, only to be humiliatingly caught by Dalia. Their horny roommate Willow spies the whole ordeal & schemes a way to get her eager asshole in Apollo's line of fire – leading to some intense, sneaky anal!
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.
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.
Penelope Kay and Lucy Doll have set up a tent in the living room for some sexy lesbian sleepover action, and horny roommate Damion Dayski is intrigued. When Penelope catches Damion spying on them, she makes it clear that she wants to fuck him, but first Penelope needs to do a bit of scissoring with Lucy inside the tent. After Penelope orgasms, she just wants to go to bed, annoying Lucy, who storms out of the tent. Seeing his opening, Damion sneaks inside and cozies up next to Penelope with his hard dick at the ready. When Penelope grinds into Damion's cock, she likes what she feels, leading to her opening her butt flap pajamas for some easy-access fucking. Once caught by Lucy, her initial shock and outrage softens when she sees Damion's massive, hard cock. It turns out Damion has more than enough dick for a satisfying threesome.
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!
Besties Kenzie Love and LaSirena are getting in the holiday spirit, wrapping gifts and decorating, as boyfriend Damion sits and watches the show. Who wouldn't want to see two curvy and flirtatious bodies, perky tits straining against soft holiday outfits… It's the girls' favorite time of year and in their excitement, they become more playful and flirtatious - a scissoring joke here, grazing a boob there… Damion thinks it's all innocent fun only to come back from a break to find Kenzie and LaSirena in a compromising, hot, sweaty position. Did Christmas just cum early, or will these presents stay wrapped up for the time being?!
Tru Kait has invited her new bestie from college Laney over for the night. Laney crosses path with Kait's new stepbrother Apollo and a spark ignites. As Kait & Laney have a sexy pillow fight leading to some steamy lesbian action, Apollo watches enviously. When Kait leaves for a moment, he takes the opportunity to get it on with Laney. But when Kait returns to find Apollo mysteriously in her room, she takes advantage and uses him to get her rocks off while Laney sneaks around trying to get hers too!
Jewelz Blu and Damion Dayski are getting gussied up for a retro party but just can't seem to keep their hands off each other. Horny Jewelz services Damion's big cock, but then she wants her fix too! All this fucking around tips off Jewelz's new stepmom, the thick and beautiful Callie Brooks, who decides to get into the mix. Blonde Callie gets turned on watching the young couple fuck and finally steals Damion away for a little fun of their own. When petite Jewelz finally catches the two together, it leads to a totally depraved threesome!
Angela White is smoking hot and Damion Dayski knows it... to the point that he can't help but follow her hypnotic ass to her car. After unintentionally startling Angela, Damion gets even more sucked in by her perfect big natural tits, not to mention her flirtatious banter. Angela takes control of the situation by giving Damion a sloppy blowjob and tit job through the car window, and then she invites him inside for a ride. From there, they pull up to Angela's mansion, slip past her oblivious husband, and get down to fucking, only to be interrupted by unperturbed household staff, which gives Angela the chance to show off her multitasking and fucking skills. A smooth pick up does end up with Damion getting caught and chased around, but Angela, always in control, just slips away in her hot ride.
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.
Drop dead gorgeous Olivia Starks is enjoying her day out near the pool – her ass and all her delicious curves are oiled up and glistening in the sun. It's even so distracting that Jimmy Bud can't help but stare and fall into the pool fully clothed. Olivia helps pull him out and pats him down, only to notice the growing bulge in his pants. She gives him some needed mouth-to-cock resuscitation and peels him out of his wet clothes for some high energy hardcore anal sex!
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.
