https://www.ifuckedyourgf.com/sites/dating-my-stepson/ Wed 15 Apr 2026 02:44:13 +0200 https://www.ifuckedyourgf.com/videos/400572/i-didnt-see-this-cumming-shalina-devine/
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.Shalina has Nikki seated on his lap and riding his ding dong before he knows it. She gets on her side while Nikki spoons behind her and keeps her pussy party going. Getting to her knees, Shalina leans forward and thrusts back as Nikki pounds her. She ends up back on Nikki's stiffie as she rides in reverse cowgirl until he gives her a creampie. Nikki has passed the milf test, but Shalina wants to keep him for herself. ]]> Tue 24 Feb 2026 08:12:41 +0200 https://www.ifuckedyourgf.com/videos/400572/i-didnt-see-this-cumming-shalina-devine/ https://www.ifuckedyourgf.com/videos/377258/interfering-with-milf-stepmom-bunny-madison-her-breeding-plans/
Interfering with MILF stepmom Bunny Madison her breeding plans but when stepdad cancelled on her stepson had to take his place to beed her! First he munched out on her wet pussy before fucking her right there on the dinner table! ]]> Thu 08 Jan 2026 22:24:27 +0200 https://www.ifuckedyourgf.com/videos/377258/interfering-with-milf-stepmom-bunny-madison-her-breeding-plans/ https://www.ifuckedyourgf.com/videos/380519/country-milf-is-too-much-to-handle-s1-e6/
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.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 won't choose Lilly Mae because he doesn't want to be bossed around. Silvia overhears and kicks Sage out. ]]> Wed 07 Jan 2026 23:17:31 +0200 https://www.ifuckedyourgf.com/videos/380519/country-milf-is-too-much-to-handle-s1-e6/ https://www.ifuckedyourgf.com/videos/313953/showing-her-mom-my-best-moves-bunny-madison/
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.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. ]]> Mon 28 Jul 2025 15:37:58 +0200 https://www.ifuckedyourgf.com/videos/313953/showing-her-mom-my-best-moves-bunny-madison/ https://www.ifuckedyourgf.com/videos/310854/her-mom-took-me-for-a-test-drive-cherry-kiss/
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.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. ]]> Mon 28 Jul 2025 13:56:32 +0200 https://www.ifuckedyourgf.com/videos/310854/her-mom-took-me-for-a-test-drive-cherry-kiss/ https://www.ifuckedyourgf.com/videos/312831/her-stepmom-s-traditional-technique-millie-morgan/
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.Crawling on top of Parker, Millie first presses her clit to his mouth so he can eat her pussy. Then she lowers her hips and goes for a cowgirl ride. When it's Parker's turn to show Millie what he can do, he flips her to her back so he can dive deep. She rolls onto her stomach and gets on her knees for a cowgirl dicking down from behind. Millie finishes them both off by riding Parker in reverse cowgirl until he gluts her with his cum shot. When he says he's not going to date Millie's daughter because he can't get past their lifestyle, Millie shoots back that it's fine because his lifeline is short anyway. ]]> Sat 19 Jul 2025 13:54:22 +0200 https://www.ifuckedyourgf.com/videos/312831/her-stepmom-s-traditional-technique-millie-morgan/ https://www.ifuckedyourgf.com/videos/336002/micky-muffin-is-having-a-picnic-with-her-stepson/
This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today's 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. There's 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 inside her. ]]> Tue 13 May 2025 11:26:36 +0200 https://www.ifuckedyourgf.com/videos/336002/micky-muffin-is-having-a-picnic-with-her-stepson/ https://www.ifuckedyourgf.com/videos/273670/manifesting-a-great-fuck-s5-e1/
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 Veronica Leal dating Alex Charger. Veronica is a super fit fun mom, who is ready to test Alex to make sure he'll be the perfect fit for her daughter.Very spiritual, Veronica leads Alex inside to interview him. Her room is a reflection of her personality, which weirds Alex out, but he tries to be openminded as Veronica attempts to manifest his spirit. Once Veronica has seen Alex's aura, she opens herself to him. She immediately finds herself overwhelmed by Alex's sexual energy.Unable to help herself, Veronica is soon sucking Alex down in a voracious blowjob. She can't stop there. Rolling to her back, she invites Alex to cum inside. He tugs Veronica's thong aside dives deep, making her throw her head back in delight. Spooning together as they keep fucking leads to Alex laying on his back while Veronica rides him in cowgirl. Then he gives her a pussy pounding in doggy and lets her finish them both off as she rides him to a creampie in reverse cowgirl. Although Veronica feels guilty, Alex points out that their chakras have aligned perfectly now and that will transfer to Veronica's daughter. ]]> Mon 23 Dec 2024 18:07:25 +0200 https://www.ifuckedyourgf.com/videos/273670/manifesting-a-great-fuck-s5-e1/ https://www.ifuckedyourgf.com/videos/307912/there-is-no-resisting-her-mom-texas-patti/
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.On her back, Texas watches with hungry eyes as Alex shoves into her landing strip snatch. They spoon together and keep on fucking. Then Texas gets on her knees for Alex to show her how he does it doggy style. They finish with Texas on top, first riding in cowgirl and then turning around to pump a creampie out of Alex in reverse cowgirl. Texas gives permission to fuck (or date) her daughter. ]]> Mon 16 Dec 2024 19:32:38 +0200 https://www.ifuckedyourgf.com/videos/307912/there-is-no-resisting-her-mom-texas-patti/ https://www.ifuckedyourgf.com/videos/302161/a-game-of-dare-always-spices-things-up-s4-e4/
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 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 he's 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 he's eating that juicy pussy.Since Shalina is already on her back it's 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, there's no stopping her until she's 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 from Alex. ]]> Sun 17 Nov 2024 11:55:59 +0200 https://www.ifuckedyourgf.com/videos/302161/a-game-of-dare-always-spices-things-up-s4-e4/ https://www.ifuckedyourgf.com/videos/301014/dropping-my-balls-in-her-moms-pocket-s4-e5/
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 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 Rebecca's ass and pussy, they agree that they're two consenting adults and that anything can happen while they're 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 Alex's dick in her mouth as she enjoys an intense blowjob. Alex gives right back, licking and lapping at Rebecca's 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 Alex's creampie, Rebecca gives him permission to date her daughter. ]]> Sun 17 Nov 2024 08:03:29 +0200 https://www.ifuckedyourgf.com/videos/301014/dropping-my-balls-in-her-moms-pocket-s4-e5/ https://www.ifuckedyourgf.com/videos/156251/my-stepmum-loves-riding-more-than-bicycles-crystal-clark/
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. She's already into younger guys, so Jimmy is right up her alley. She can't wait to drain Jimmy's balls as she fucks him right.Today's date is a romantic tandem bike ride with the ultra sexual Crystal. She pulls out all the stops, taking every opportunity to run her hands all over Jimmy's body. When the bike ride ends, Crystal offers to do some stretches with Jimmy that are merely foreplay to getting off. Jimmy can take a hint as he drops to his knees and eats the milf out from behind. Jimmy lays Crystal down on the yoga mat to enjoy the pussy buffet, then takes his own turn on his back so Crystal can go to town sucking the D down before shifting into a 69.Since Crystal is already on top of Jimmy, she keeps the party going by sliding her trimmed muff down to take him all the way inside. Her stiffie ride is just the beginning; Crystal gets on her back once again so that Jimmy can slam into her. On her knees, she takes a doggy style pussy pounding that leaves her twat twitching in delight. Crystal has just enough time to get on her back before Jimmy blows his load all over her face and tits in exactly the happy ending she was hoping for. ]]> Fri 16 Aug 2024 18:15:42 +0200 https://www.ifuckedyourgf.com/videos/156251/my-stepmum-loves-riding-more-than-bicycles-crystal-clark/