This season on Dating my Stepson, stepmoms are throwing their stepsons a bone by hooking them up with their single friends. Today’s milf is Sophia Locke, who is also Arin Jones’s stepmom. She just doesn’t think any of her friends are going to love Arin the way she thinks he deserves. Sophia has put together Arin’s perfect date, a floor picnic with all of his favorite foods and a jacket for his favorite team. Sophia goes to change into a slutty cheerleader costume that makes it clear she’s going to go all the way with him. Kneeling behind Arin, Sophia massages his shoulders. Then she kneels in Arin’s lap and pops her big tits out right in front of his face. Arin is putty in Sophia’s hands as she gets on her knees beside him to suck his dick…

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This season on Dating my Stepson, stepmoms are throwing their stepsons a bone by hooking them up with their single friends. Today’s milf is Diana Grace, who is BFFs with Gunnar Bishop’s stepmom. They’re going to have a coffee date where they try different coffees and creams. Both are excited to see where the day leads. The coffee tasting isn’t Gunnar’s cup of tea, but he perseveres the best he can. When he’s served a coffee with ghost pepper in it, Gunnar overheats and peels his shirt off. Diana is happy to match him, popping her boobs out of her dress. From there, it’s easy to coax Gunnar into eating her pussy and then showing her what he’s got down under. Diana can’t wait to get her mouth around that nice cock for a good BJ. Gunnar shows his strength by lifting Diana up and holding her upside down so they can have a vertical 69…

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This season on Dating my Stepson, we’re taking a new twist. The guys are looking for love, but they need to date the potential girlfriend’s mom first. If it works out, he’ll date the daughter right on the spot. Today’s milf is Talia Mint, who has planned a massage to see how potential date Sam Bourne looks without all those clothes in the way. At first, everything is on the level as Talia uses a towel to protect Sam’s modesty during his massage. Things get hotter as Sam’s boner becomes evident while he’s on his back. Talia reaches down to cup it, then ditches the towel and goes full vixen on him. Next thing Sam knows, his potential date’s mom is naked and massaging his dick…

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This season on Dating my Stepson, we’re taking a new twist. The guys are looking for love, but they need to date the potential girlfriend’s mom first. If it works out, he’ll date the daughter right on the spot. Today’s milf is Sharon White, who is newly divorced. She’s allegedly looking for someone for her daughter, but if she finds a dude for herself she’s not going to argue. Sharon’s date today is Sam Bourne, who Sharon immediately thinks is nice, young, and definitely her type. The date itself is going to be Sam teaching Sharon some English. Sam is confused, but Sharon knows this will give her excuses to touch Sam and have him touch her. Their lessons get hands on when Sharon asks Sam to touch her boobs. A hot minute later, Sharon is kissing him and then sucking Sam’s dick…

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This season on Dating my Stepson, we’re taking a new twist. The guys are looking for love, but they need to date the potential girlfriend’s mom first. If it works out, he’ll date the daughter right on the spot. Today’s milf is Shalina Devine, who could not be hotter or hornier. She’s ready to take on Nikki Nutz, who’s been looking for love. Shalina has decided to play a game with Nikki that breaks the rules of the show, but that’s fine because she loves to date younger guys. Blindfolded, Nikki is supposed to guess what Shalina puts in his hand. She’s quick to drop her top so that Nikki is grabbing her boobs. As soon as the blindfold comes off, Nikki dives face first into Shalina’s pussy. In return he earns himself a BJ that rocks his world…

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This season on Dating my Stepson, we’re taking a new twist. The guys are looking for love, but they need to date the potential girlfriend’s mom first. If it works out, he’ll date the daughter right on the spot. Today’s 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 it’s 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 he’s doing to get to Lilly Mae. He begins by licking and sucking Silvia’s tits, then getting on his knees to eat her pussy. Silvia comes back with a blowjob, then leads Sage to her bedroom…

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This season on Dating my Stepson, we’re taking a new twist. The guys are looking for love, but they need to date the potential girlfriend’s mom first. If it works out, he’ll date the daughter right on the spot. Today’s milf is Millie Morgan, mom to Sarah. She has set up a date where she gives Parker a palm reading followed by a nice massage out in her backyard. Before the massage, Millie has Parker take his shirt off. To make him feel more comfortable, Millie takes hers off, too. Then Millie insists Parker needs to take his pants off. She can’t believe how big that dick is. As Millie takes the excuse to let her hands roam Parker’s body, she secretly oils her own tits up and uses them to deliver the massage. As soon as Parker rolls over and she sees his hardon, Millie knows they’re gonna fuck. She takes him inside and then lays him down in bed so she can blow that nice fuck stick…

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This season on Dating my Stepson, we’re taking a new twist. The guys are looking for love, but they need to date the potential girlfriend’s mom first. If it works out, he’ll date the daughter right on the spot. Today’s 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…

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This season on Dating my Stepson, we’re taking a new twist. The guys are looking for love, but they need to date the potential girlfriend’s mom first. If it works out, he’ll date the daughter right on the spot. Today’s 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…

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This season on Dating my Stepson, we’re taking a new twist. The guys are looking for love, but they need to date the potential girlfriend’s mom first. If it works out, he’ll date the daughter right on the spot. Today’s 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. Their game reveals that Alex wants to take care of Texas’s daughter but he’d also fuck the hell out of her for a first date. Alex can feel the connection between himself and Texas, and finds that he’s less interested in her daughter than in her. They come together with a kiss that turns into Alex eating Texas’s pussy. She pops those big naturals out for Alex to enjoy, then crawls forward to suck her new lover’s dick…

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