Dropping My Balls In Her Moms Pocket This season on Dating my Stepson, were taking a new twist. The guys are looking for love, but they need to date the potential girlfriends mom first. If it works out, hell date the daughter right on the spot. Todays date is Rebecca Volpetti. The date is Alex Charger. Rebecca has prepared a date in her game room where they will play pool. They take shots as they chat, but Rebecca realizes she likes Alex so much that she needs to seduce him. Once Alex has enjoyed a bunch of pool shots against Rebeccas ass and pussy, they agree that theyre two consenting adults and that anything can happen while theyre on a date. To that end, Rebecca is soon top off with Alex sucking her nipples and palming her pussy beneath her miniskirt. A moment later, Rebecca is on her knees with Alexs dick in her mouth as she enjoys an intense blowjob. Alex gives right back, licking and lapping at Rebeccas clit. Getting to his feet, Alex shoves into that greedy cooch. Rebecca moans at the completion, then stands up and leans forward over the table so Alex can do her from behind. The couple get back on the pool table together so Rebecca can ride in cowgirl. Turning around, Rebecca rides Alex in reverse cowgirl until he pops inside her. Dripping with Alexs creampie, Rebecca gives him permission to date her da

Riding More Than Bicycles Pristine Edge has convinced her stepson, Jimmy Michaels, to date four of her milf friends plus one mystery lady in an effort to hook him up with a girlfriend. In this episode of Dating My Stepson, Crystal Clark is in it to win it. Shes already into younger guys, so Jimmy is right up her alley. She cant wait to drain Jimmys balls as she fucks him right

A Game Of Dare Always Spices Things Up This season on Dating my Stepson, were taking a new twist. The guys are looking for love, but they need to date the potential girlfriends mom first. If it works out, hell date the daughter right on the spot. Todays date is Shalina Devine, mom to Amirah. The date is Alex Charger. Shalina wants to make sure Alex chooses Amirah, so she sets him up to play a game of truth or dare. Alex admits that he cheated when he was younger, then tells Shalina his longest relationship was six months. When Shalina chooses dare, Alex tells her to show him how she chops wood. That gives them an excuse to get close together. When they get rained out, Alex sits down to a meal where he has to admit hes vegan. After another round of truth or dare, Shalina lets Alex get busy a different type of meat as she shows off her tits and then her ass. Soon Shalina is sucking Alex off and then hes eating that juicy pussy. Since Shalina is already on her back its simple for Alex to adjust his position to glide home into her greedy twat. From there they spoon together and then Shalina rolls to her side for a doggy style dicking down. When Shalina gets on top, theres no stopping her until shes sated. She rides in cowgirl before turning around and riding in reverse cowgirl until she has milked a creampie and a promise to really consider choosing Amirah fro

Candlelit Romance This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On todays episode, Alex Charger and Shalina Devine are enjoying a candlelit dinner date. Its a bit awkward for the stepmom and stepson to be dining romantically, but they have both been into each other for a long time. Shalina tries to deny the chemistry between them, but she cant keep slapping Alex away. Finally giving in to her urges, Shalina lets Alex kiss her. Their passion is almost animalistic as Shalina gets to her knees and unbuttons Alexs pants. Once she lays hands on that hard dick, she cant stop from sucking and stroking. Shalinas tits are heavy and tender as she uses one hand to feel herself up and even rub her pussy while she continues to blow Alex. Leaning forward, Shalina moans as Alex finally comes into her from behind. She sucks their combined juices off his dick and then lays back so he can give it to her on her back. Climbing onto Alexs lap, Shalina rides him in cowgirl for the intimacy. Turning around, she goes for it in reverse cowgirl until he blows his nut inside her in a hot creampi

Country Milf Is Too Much To Handle This season on Dating my Stepson, were taking a new twist. The guys are looking for love, but they need to date the potential girlfriends mom first. If it works out, hell date the daughter right on the spot. Todays milf is Silvia Saige, mom to Lilly Mae. A southern country belle, she needs to know if Sage Roux can handle her and her daughter. Sage has a bit of a culture clash with Silvia, but he does his best. Silvia thinks its cute! When Sage tries to barbecue, Silvia makes a comment about having lots of experience with meat. She leads him inside and begins questioning whether he knows how to treat a lady. Sage is going to have to demonstrate that he knows what hes doing to get to Lilly Mae. He begins by licking and sucking Silvias tits, then getting on his knees to eat her pussy. Silvia comes back with a blowjob, then leads Sage to her bedroom. Once Sage is prone in her bed, Silvia climbs on top of him to ride like the cowgirl she is. Turning around, she leans back so her tits are held high as she bounces in reverse cowgirl. Sage dicks Silvia down from behind as hse leans forward in cowgirl, then flips her onto her back so he can make that milf moan with a creampie. While Silvia is cleaning up in the aftermath, Sage confesses to the camera that he wont choose Lilly Mae because he doesnt want to be bossed around. Silvia overhears and kicks Sa

Filled Up Before

Learning Some New Moves This season on Dating my Stepson, Jayden Marcos is taking a new spin towards finding love. She has decided to go on a date with the potential girlfriends mom. If it works out, hell date the daughter right on the spot. Todays date is with Pristine Edge, mom to Rachel. Pristine deals cards to Jayden, but eventually the date turns into strip poker. Things start getting spicy as Pristines luck turns sour, although Pristine tries to remind herself that theyre here for her daughter. Once her tits are out, though, Pristine gives in to the chemistry between herself and Jayden. She crawls across the table, palms his boner, and makes it clear he can have anything he wants. Once Jayden has sampled Pristines pussy with his tongue, he stands up and shoves it in. Then Pristine crouches in front of him, licking his balls and shaft clean. She gets to her feet and leans forward over the table so Jayden can do her from behind. As they wind down, Pristine sits Jayden down and demonstrates her fitness by fucking him in cowgirl until hes ready to pop. She gives Jayden a handie until he blows on her stomach, and they both bask in the afterglow of a goo

Her Mom Took Me For A Test Drive This season on Dating my Stepson, were taking a new twist. The guys are looking for love, but they need to date the potential girlfriends mom first. If it works out, hell date the daughter right on the spot. Todays milf is Cherry Kiss, mom to Lindsay. Parker Ambrose, the potential suitor, is a bit confused about the show’s premise, but he’s game since the normal dating scene isn’t working out. Once they’ve returned from their dinner date, Cherry tells Parker they aren’t done yet. She wants to make s’mores and then have him for dessert. Coming up behind Parker as he roasts a marshmallow, Cherry wraps her arms around him. She gently maneuvers him back against the counter to kiss her way down his body to pop his hardon out. Assuring Parker that her daughter won’t be home for a while, Cherry goes on to suck him off. Determined to take Parker for a thorough test drive, Cherry gets to her feet and lifts one leg to the kitchen counter so Parker can shove in from behind. Laying Parker on the ground, Cherry licks her own juices from his dick and then mounts him. Cowgirl makes this mommy moan as she rides. Getting on the counter, Cherry opens up for Parker one final time. He pumps Cherry to climax and then enjoys his own orgasm as Cherry kneels in front of him. Now Parker knows he’ll choose Cherry’s daughter

There Is No Resisting Her Mom This season on Dating my Stepson, were taking a new twist. The guys are looking for love, but they need to date the potential girlfriends mom first. If it works out, hell date the daughter right on the spot. Todays milf is Texas Patti. Alex Charger is back once again, looking for love in the form of his potential girlfriend’s mom. Patti wants her daughter to meet a guy who’s kinky like her. The date Texas has prepared is a game of Would You Rather that will let her get to know Alex better.

Showing Her Mom My Best Moves This season on Dating my Stepson, were taking a new twist. The guys are looking for love, but they need to date the potential girlfriends mom first. If it works out, hell date the daughter right on the spot. Todays milf is Bunny Madison, mom to Becky. Bunny has prepared a floor picnic as a date with Parker Ambrose. They begin chatting, and the chemistry between them definitely sparks. They go outside to play a variety of games in Bunny’s magnificent backyard. The longer they play, the hornier Bunny gets. When they play foosball, Bunny tries to distract Parker with her big boobies. Deciding to take Parker and his dick for a test drive is the next natural step for Bunny, who eases Parker onto his back so she can enjoy every inch of his hardon. First she sucks him off, and then Bunny climbs aboard for a ride on that nice stiffie. Parker takes Bunny to the couch to really have his way with her. After enjoying a pussy feast, Parker shoves it back in and bends Bunny nearly in half with his dicking down. Getting to her knees, Bunny watches over her shoulder as Parker gives her one last fuck in doggy right through a creampie. Parker tells Bunny that he’s not interested in her daughter, but he’d do this again with Bunny herself.