Pristine Edge has convinced her stepson, Jimmy Michaels, to date four of her milf friends plus one mystery lady in an effort to hook him up with a girlfriend. In this episode of Dating My Stepson, Jimmy learns that his final date is Pristine herself. Pristine isn't happy about the producers putting her in this situation, but she and Jimmy decide to make the best of it. They agree to sit down to the very nice dinner that's been laid out for them, and soon enough things have moved from awkward to flirty....

Attentive new stepmom Sybil Stallone is left in charge of her overly horny stepson Jordi El Niño Polla. When she catches him looking at naughty pictures of women's asses, she is on a mission to find every dirty pic he stashed in his room. Her lack of clothing and his touchy hands lead to a hardcore fuck worthy of their own selfies.

Sharon White has a thing for her stepson, Jimmy Bud. He's been working out and those muscles are really starting to make Sharon hot. She begins dressing in increasingly sexy and revealing outfits designed to capture Jimmy's attention, but nothing is working. When Sharon resorts to taking Jimmy's sweaty shirt and sniffing it as she masturbates, she's not exactly holding the moan. Jimmy can't help but overhear. He comes out to see what's going on and suggests that his stepmommy can keep going if she wants. He'll even help with his hands on Sharon's tits and then sliding lower to rub her clit for her....

Hot blonde MILF Wendy Raine thought she and her husband would have some quality time together on their resort vacation, but all he wants to do is play games on his phone. Luckily, hot redhead employee Aaliyah May strolls by and gets Wendy's attention. She tips the waitress with a flash of her big tits, then walks in on her in the employees-only bathroom and licks her pussy! She brings the sexy teen back to her room and makes her squirt, and they lick each other and scissor around a vibrator. Best vacation ever!

Kendra Lust. Kendra Spade. Both are gyrating, shaking, moving to the music in the club, catching your eye. But the cougar is the one that catches Bambino, dragging him into the bathroom for some fun times away from prying eyes and puffing bouncers. She shoves his face into her round supple tits pulling back the clingy dress before dropping to her knees to wrap her tongue around his throbbing cock. She's got the energy AND the experience to blow Bambino's mind? Until Kendra Spade walks in and interrupts the endeavor. Well, what's better than having taboo bathroom sex with one Kendra?

After raven-haired bride Keira Croft gets ready with her bridesmaids, she takes a few minutes to take some nudes and send a nasty video to her sidepiece... before her mother-in-law to be, Sedona Reign, catches her and decides to teach the bride a lesson in being a slut! The red-haired MILF spanks Keira, then they lick each other's pussies before Sedona fucks Keira's mouth and pussy with a toy and makes her squirt. Keira licks it up and both babes fuck themselves on their dildos and scissor around a vibrator. It's a good thing the groom can't see the bride before the ceremony!

Lulu Chu and her bestie booked a stay at the RK Hostel, and before showing them to their rooms, stern manager Phoenix Marie tells them all the rules they have to follow. But when Phoenix catches Lulu shamelessly masturbating with a vibrator, dildo, AND buttplug, she pulls the petite hottie to her room to teach her how to follow orders properly. Phoenix fucks Lulu's pussy with the dildo and even gets out her own toys to stretch the rule-breaker's tight ass. Then the blonde MILF instructs Lulu how to play with her pussy and ass too!

Stepmom Nicole Aria notices that Johnny is very stressed sitting by himself studying. She decides to sit next to him and ask what is going on. He explains that he is worried about trying new things with his girlfriend. By new, he explains that he has never tried anal. Stepmom steps in and takes all his worries out of the way. She explains how much she loves anal and how she wants to teach him so he can be ready for his girlfriend. With no time to waste, they go to the bedroom and stepmom takes Johnny’s huge cock up her butthole. At first slow and then at full force from all positions. All leading to him cumming all over her pretty face.

Brittany Andrews wants to be the best stepmom possible to her new stepson Chris Lockwood. The curvy milf is all alone since her husband is out of town on a long trip, so she brings Chris breakfast in bed to improve their relationship. She tires to set the tray down on Chris's lap, but his morning wood makes it impossible to balance....

Bespectacled babe Cory Chase is selling cosmetics door-to-door when she’s invited into Coco Lovelock’s home. While Cory is giving her sales pitch, Coco’s boyfriend Johnny Love walks in with a huge morning erection! Coco immediately sends him away, but blonde nymph Cory eagerly follows the well-hung stud into the kitchen and introduces herself. It isn’t long before the pair are having some sneaky sex behind Coco’s back - that is, until Coco walks in on her boyfriend cheating! Horny MILF Cory appeases Coco by eating out the pretty brunette’s tight pussy, and then they take turns getting fucked by Johnny. The raunchy threesome ends with Johnny treating both Cory and Coco to a hot facial, and they make sure to clean up every last drop before sharing a kiss.

Skylar Snow has some incredible melons, and she knows how to use them to make everyone want her. Today she's wearing a short skirt and a low-cut top that capture her stepson Nick Stokes's attention right away. When Skylar asks Nick what he wants her to put on the grocery list, he comments that he could have some melons. Skylar can work with that. She mentions that she wants some meat, at least six inches but preferably eight. Nick tries to say that he's too busy to help his stepmom go shopping because he has homework, but he can't put her horniness off forever. When Nick is helping carry the grocery bags in, Skylar drops something and bends over to pick it up. The sight of her thong beneath her miniskirt makes Nick pop a boner so intense it rips through the shopping bag....

Jay Snakes's wife has been getting on his case about the mess, and his hot blonde stepdaughter, Amalia Davis, takes the chance to mess around! She flirts with him in the kitchen and even takes out his dick, then goes to her room and puts in a butt plug. When she bends over and shows Jay the toy, he just has to come lick her pussy and play with that ass, then take her to the laundry room where he can fuck her tight little holes!

Dolly Diore has prepared breakfast for her stepson Charlie Dean and her husband Steve. She tries to get Steve to leave the table so she can flirt with her stepson, but Steve is too absorbed in his tablet. Instead, he is oblivious as Dolly flirts mercilessly with Charlie.

La bonita Lily Rader ha invitado a su novio a divertirse ya que la casa está vacía. Tan pronto como él llega, ella apenas puede mantener sus manos o labios fuera de él. Se aventuran en el piso de arriba donde ella le hace una mamada impresionante. Luego se disculpa y va al baño. Mientras tanto, Cory Chase entra a la casa. Se le ha asignado la tarea de asegurarse de que la pequeña joven rubia se mantenga fuera de problemas. Cuando sube las escaleras, encuentra al joven desnudo en el sofá. Ella está molesta al principio.

College students Coco Lovelock and Jay Bangher are too hungry to wait for dinner, so Jay licks Coco's pussy behind her stepmom's back in the kitchen, then Coco sucks her bf's cock. When busty MILF Naomi Foxxx catches Coco with a mouthful of cum, she punishes the blonde for spoiling her appetite by fingering her pussy, then brings her to the bedroom to scissor. Jay is just going to have to wait while his girlfriend 69s with her stepmom!

Armani Black and Mandy Waters are hanging out as they complain about how much their stepsons eat. Mandy complains her stepson Parker Amrbose is also going through an awful lot of tissues and toilet paper with all the masturbating. Armani confesses that she solved that problem by just letting her stepson Jimmy Michaels cum inside her. Mandy loves the idea, but she has no idea how to go about it. Armani cheerfully tells her...

Aria Valencia is waiting for her boyfriend to take some boner pills for a really good time. Juan claims that he has taken three of them, which leaves them enough time to make out before the pills really kick in. As they're kissing on the couch, Juan's stepmom Katrina Colt gets nice and touchy feely with him while telling Aria to treat Juan right. Aria is convinced that Katrina wants to fuck him, but Juan claims that's not true at all....

Blonde teen Demi Hawks is so horny before her appointment with Dr. Cory Chase, she fingers herself in the waiting room! She wants the hot MILF to give her a very thorough exam, and Cory makes sure to check every part of Demi's pussy before sliding her fingers inside. That twat is in perfect condition, but just to make sure, Cory licks it, then pulls out a vibrator to give her patient some extra special treatment. But the doctor needs some attention too, and the babes 69 on the table!

Diego Perez is getting ready to beat his meat to some nice porn. His stepmom, Skylar Snow, lets herself into his room. Dressed in an itty bitty PJ outfit, she's a super hot milf. When she offers Diego a towel to jerk off into, Skylar claims that a stepmom always knows. Later, Diego is staring at Skylar's big ass as she cleans in the kitchen. Skylar confronts him and describes in detail what she thinks he's daydreaming---

Hailey Rose is enjoying sitting by the pool with her boyfriend, Max Fills, rubbing oil on her back and her big boobs, at least until her new stepmom, Carmela Clutch, interrupts! Her BF keeps staring at her stepmom's huge tits and ass, especially after Carmela takes off her bikini top, so Hailey takes him inside. She's not in the mood anymore, so Max starts to jack off... and the MILF comes in and takes over! When Hailey catches her stepmom with Max's dick in her hand, Carmela tosses the teen down and sits on her face, then scissors with her before telling Max to join in the threesome!