Massage And More Jimmy Michaels 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, Sarah Taylor is the lucky lady who gets to date Jimmy first. The date that Pristine has arranged is a couples massage

Massage Queen This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On todays episode, Russian widow Kira Queen meets up with her date Alex Charger for a massage date. Kira is eager to learn more about this outgoing and handsome young man, so she comes up with a plan before ever laying down on the massage table. When Alex comes into the room, he begins the massage but finds that hes a bit shy in Kiras presence. She slyly asks if he wants to swap. Alex takes Kira up on it, and before he knows it hes getting the rubdown of his dreams with Kiras big tits on his skin and then her hands and mouth on his dick. How can Alex do anything but eat Kiras juicy coochie out in return? Since Kira is already laid out on the massage table, its simple for Alex to spoon behind her and slide on home. That kicks off quite the fuck fest as Kira gets on her knees for a doggy style pussy pounding. When Alex lays down on the table, Kira goes for broke riding him in reverse cowgirl and then cowgirl. She keeps on pumping Alexs dick until he gluts her with a creampie to round out this first date

Going Overboard On Her Pussy This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On todays episode, Kira Queen is paired up with Sam Bourne. Kira still lives with her stepson, so shes on the show to find a boy toy for herself. Their date is to go on a boat with Sam manning the oars to take them around a nearby lake. When Kira has had enough, Sam brings them back to the dock so they can move the party indoors. Everything is going smoothly until Sam falls into the lake. Kira leads Sam indoors to the closest part of the house, where she begins to undress him so he can warm up. Kneeling in front of Sam, Kira tugs his jeans off and sees that hes packing a really nice cock. Knowing that Sam will heat up even more if she strokes it, Kira gives him a handie. That of course leads to her going back to her knees to suck him down and even pop those big jugs out for a titty fuck. No longer cold, Sam does some pussy exploration with his tongue that gets Kira moaning. Although he could go on feasting like that forever, Sam decides to get his dick wet as he takes Kira right there in that little bunk bed. They go to town in spooning and then Kira turns over so that Sam can keep her party going from behind. Getting Sam onto his back, Kira uses the bunk bed for leverage as she rides in cowgirl and then reverse cowgirl. She keeps up the good work until he fills her to the brim with a creampie, leaving just enough cum dripping down his own hardon for Kira to suck him clean

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

Turning Up The Heat 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, Cassie Del Isla will be cooking dinner with Jimmy. Normally Cassie dates older men, but she is making an exception to see how things are with Jimmy. They work together to make a pizza, where Cassie gets increasingly flirty

Playing My Cards Right 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

The Milf Youd Want To Marry 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, Bunny Madison is ready for her date with Jimmy. A college friend of Pristines, Bunny cant wait to see what Jimmy has to offer as a romantic partner

Coming Clean This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On todays episode, Micky Muffin is having a picnic with her stepson Sam Bourne. They both confess to the cameras that the week in the house has changed their opinions of each other. They initially agree to go with the flow and not make things awkward, but they get flirty together with the fancy food and find themselves coming together for a deep kiss. Taking things back inside the house, they find that their chemistry has really ignited. Sam pushes Micky onto the couch to pepper her with kisses and eventually finds himself with his face between her thighs. He licks and suckles, then closes his eyes in bliss as Micky returns the favor by blowing him. Theres no question that these two are going to go all the way. Sam eventually seals the deal as he sinks his cock deep inside. When Micky falls to her side with Sam spooned behind her, of course he follows her down to keep on going. Micky gets to her knees so Sam can give her a doggy style pussy pounding. Then she mounts him, enjoying every inch of his nice long dick as she rides in cowgirl. Turning around, Micky keeps on bouncing in reverse cowgirl until Sam cums insi

Filled Up Before Dinner

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 Sage out.