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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 going on a date with Alex Charger. They're going golfing, although Micky doesn't know anything about it. Alex is fine with showing Micky the ropes, especially as Micky shows off her thong when she leans forward in her cute miniskirt. Things are going great until Micky accidentally hits Alex in the dick with her golf club. That cuts the date short as Micky leads Alex inside. Alex coaxes Micky into massaging his cock because he claims it helps him feel better. She offers to kiss his booboo, which is all the excuse she needs to stroke and suck Alex down.Peeling off her thong, Micky goes ahead and spears herself on Alex's hardon to ride him. There's no question about their chemistry as Alex pushes Micky onto her back and bangs her, then gets her on her knees and pulls her hair in doggy. Shifting to reverse cowgirl, Micky rides Alex for all she's worth until he aces her hole with a big fat creampie that helps him forget all about his injury. Runtime: 2:57 Added: 2024-01-25 Tags: blonde milf landing strip pussy
Jessica Ryan is doing laundry when her stepson Jimmy Michaels comes in to ask her a question. He confesses that he is interested in his hot teacher while also fondling Jessica's thongs. Eventually, Jessica realizes that Jimmy really has a thing for older women and their panties. When Jimmy asks Jessica to share a secret to make him feel better, she admits she wants a guy to cum on her panties for her.Later, Jessica is masturbating with her own thong when Jimmy knocks on the door. He asks to see his stepmom's panties and she hesitates before agreeing. Jimmy can see how wet Jessica's panties are, and she admits she was thinking about their previous conversation. She invites Jimmy to make her fantasies come true. Popping those big jugs out, Jessica spreads her thighs so Jimmy can touch her pussy and then rub his dick against her panties.Sliding Jessica's thong aside, Jimmy shoves his dick into her tight twat before he eats her out. Stepmommy takes charge, riding Jimmy in cowgirl. Jessica sucks their combined juices from Jimmy's dick and then gets to her feet so her stepson can take her from behind. Pulling out, Jimmy busts a nut into Jessica's thong and then watches as she pulls it up to cover her pussy in jizz. Runtime: 3:02 Added: 2025-03-05 Tags: hairy pussy panties brunette
It's Christmas time and new stepmoms Tiffany Fox and Ella Reese are in the kitchen trying so hard to be good Christian women. They can't help but get sexual, though, and as soon as that begins happening they reminisce about their college days when they could get dick whenever they wanted. All the while, their stepsons Alex Charger and Parker Ambrose are horsing around despite being told to cut it out.Things come to a head when the boys take the Christmas tree down. When Parker gets mouthy at the pissed off stepmilfs, Ella takes his sassy mouth and pushes it beneath her miniskirt to eat her pussy instead since that's a better use for him. Although Tiffany is initially pissed off at what Ella is doing to her stepson, she quickly does the same for Alex. Then the ladies take their new conquests to the couch, where Tiffanys sucks Enzo's cock and Ella does the same for Parker.Parker is the first to get to enjoy his stepmilf's twat as he slides into her as she lays on her back, and Enzo takes Ella as she's on her side. Then Ella hops aboard Enzos's fuck stick in reverse cowgirl while making out with Tiffany, who is riding Parker in cowgirl. Swapping stepsons, Ella falls to her back so Parker can give it to her and Tiffany takes Enzo in doggy. The dudes switch it up one final time, but as they're finally spent, each pulling out to cum on his own stepmom. Runtime: 1:59 Added: 2025-12-19 Tags: high heels mini skirt shaved pussy
This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today's 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 he's a bit shy in Kira's presence. She slyly asks if he wants to swap. Alex takes Kira up on it, and before he knows it he's getting the rubdown of his dreams with Kira's big tits on his skin and then her hands and mouth on his dick. How can Alex do anything but eat Kira's juicy coochie out in return?Since Kira is already laid out on the massage table, it's 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 Alex's dick until he gluts her with a creampie to round out this first date. Runtime: 2:48 Added: 2024-01-03 Tags: black hair shaved pussy european
Bunny Madison is the newest firefighter, and she's not afraid of anything at all. On her first shift, she walks into one of the bedrooms and sees that there are already two other firefighters there: Kyle Madison and Apollo Banks. Since the boys know there's another room, they tell Bunny she'll be taking that. She tells the boys to go about their business like she's not even there. When the boys don't like that, Bunny inquires whether they were planning a circle jerk later.Escalating the tension further, the boys tell Bunny that they're going to take off their clothes. Bunny responds by taking off her shirt to unveil her incredible boobs. She asks Apollo and Kyle to role play that there is a pussycat in the top bunk and asks how they would rescue it. The boys give their answers, and then Bunny can no longer ignore their hardons. She tells them that she's not their mommy and that they can suck her titties if they start acting like real men.Of course, being in charge means that Bunny can't just take all the pleasure without giving any of her own. She gets on her knees and demonstrates that she can certainly handle two dicks at once. Getting on her knees, Bunny keeps on sucking Apollo's hardon while Kyle gives it to her from behind. Then she rides Apollo while stroking and blowing Kyle. On her side, Bunny has Kyle bang her as he spoons her from behind, while she slurps her own girl goo from Apollo's dong. As Apollo gives it to Bunny one last time, she takes a mouthful of jizz from Kyle. Moments later, Apollo blows his load all over Bunny's stomach. Playing with the cum, she tells the boys that they'd better get used to having her around because they'll be doing this a lot in the future. Runtime: 2:28 Added: 2022-12-07 Tags: shaved pussy blonde ball sucking
Remy Rune is obsessed with breeding. She has come to her sister's wedding with her stepson Leo Valentino as her escort, and she won't stop talking about how she's ovulating and her sister is too. Remy is convinced her sister's new husband even bred her in the limo on the way to the reception.Later, Remy is sharing a bed with Leo who insists she can't have all the blankets because he's cold. Seeing a breeding opportunity, Remy tells Leo that she'll spoon with him for warmth but they can't do more than that. Gradually, Remy lets Leo rub against her ass and then shove it in without moving. Finally, she begs him to just give it to her already.Taking charge, Remy climbs on top of Leo and rides him in cowgirl. Then she lays on her back, thighs spread as Leo eats her out. Remy returns the favor with a BJ, then gets on her knees for a doggy style pussy pounding. Spooning against his bigtit stepmilf once again, Leo shoves back home and gives Remy the creampie she hopes will breed her. Runtime: 1:43 Added: 2026-02-12 Tags: shaved pussy lingerie brunette
Jason asks his stepmom Alexa Payne to get him juice. He immediately spills it and Alexa insists he take his shirt off so she can take care of the stain. Once she has the shirt, Alexa throws it out. She claims that if Jason walked around without his shirt more often she'd maybe be nicer to him. Jason says he'll do it if she will. Alexa agrees.Later, Alexa reminds Jason that he needs to take his shirt off for her to be nicer. In exchange, she shimmies out of her dress. The next thing Jason knows, Alex is pawing at his hardon. Her husband isn't home, so what's the harm in getting it on with her stepson? By the time Alexa has made her point with her hands and her hot lips, Jason is fully on board to fuck.Taking charge, Alexa straddles Jason to ride him in cowgirl, then in reverse cowgirl so he can enjoy both tits and ass. On her back, Alexa spreads herself wide open for Jason to pound that meaty snatch. Then she gets on her knees so Jason can dick her down in doggy until he pulls out to cover her in his cum shot. Runtime: 2:02 Added: 2024-06-28 Tags: shaved pussy big areolas brunette
Gina Gerson is in the middle of saying a romantic goodbye to her husband's boss when her stepson Alex Charger walks in on them. They try to play it off as nothing, but Alex knows. He demands to see what Gina is wearing beneath her robe and she shrugs it off to reveal sexy lingerie.Gina wants to know what she can do to have Alex keep her secret. She begins stroking his thigh and then goes on to remind him that she knows he wants to fuck her. Alex can't deny that he's dreamed about it, so when his hot stepmilf begins stroking him off and sucking the tip, he just leans his head back and lets it happen.Gina gets on her own couch and spreads her thighs so she creates a welcoming sight in her teddy and high heels. Obediently, Alex goes and eats his stepmom out. Once she has sucked Alex off again, Gina climbs on top to ride him in cowgirl, and then in reverse cowgirl. Alex does Gina in spooning, then puts her on her knees for a doggy style pussy pounding. Once Gina has been satisfied, she strokes Alex off until he gives her a mouthful of cum and a promise he won't out her affair. Runtime: 2:26 Added: 2024-07-23 Tags: high heels shaved pussy blonde
Erin Everheart is a housekeeper whose job keeps her nice and fit. The redhead is in the middle of cleaning her client's home when the client's son, Ricky Spanish, comes in. Erin tells Ricky to strip since it's the middle of flu season and his mom doesn't want any germs in the house. Reluctantly, does as he's told.When Ricky is down to his boxer briefs, Erin tells him that he has to take all his clothes off. He has a boner when Erin peels his briefs off. Of course Erin has to milk those germs out of him too. After giving Ricky a handie so he cums in her cleaning bin, Erin insists that there's still one last thing to clean. Hopping onto the counter, she tugs up her miniskirt and pulls aside her thong so he can lick her pussy.Getting to his feet, Ricky shoves himself into Erin's juicy twat. Erin is in charge of sucking their combined juices from his fuck stick before she climbs on top of him to slide down in reverse cowgirl. Turning around, she rides Ricky in cowgirl and then gets to her feet on the ground so he can bang her from behind. Dropping to a crouch, Erin opens wide so Ricky can blow a second load all over her open mouth and slim body, fully completing the decontamination. Runtime: 2:23 Added: 2024-03-13 Tags: mini skirt shaved pussy panties
Sharon White likes to shower with the door open. Her stepson, Alex Charger, walks past the shower and catches her masturbating. Later, Alex walks past another open door to hear and see his stepmom in lingerie masturbating again. He confronts Sharon, telling her this is super inappropriate even after she asks him to join her.The next morning, Sharon waltzes into the kitchen where Alex is eating breakfast and grabs a popsicle. She uses the treat and her wandering feet to make it clear she's hell bent on seducing her stepson. Crawling under the table, Sharon pops Alex's hardon out and begins sucking him off while staring up his body, daring him to deny how much he wants this. When Alex doesn't pull away, Sharon delivers a nice titty fuck and then leads him to the couch.Kneeling, Sharon shows off the way her thong hugs her big ass and then invites Alex to shove it in in doggy. When his stepmilf gets on her back, Alex gets to watch those big nipple titties jiggling as he keeps on pounding her. It's Alex's turn on his back next, which is a joy as Sharon sucks him clean and then rides him in cowgirl. She finishes herself off in reverse cowgirl and then gets off the D so she can cheerfully stroke the cum out of her stepson. Runtime: 1:48 Added: 2025-08-27 Tags: masturbation bras hairy pussy
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. Runtime: 2:10 Added: 2024-10-18 Tags: shaved pussy blonde european
Juan Loco is playing a video game as his friend Diego Perez hangs out on his phone. Diego's phone dies and Juan tells him that there's a charger in his bedroom. While Diego is in search of the charger, he spies Juan's stepmom Laura Bentley as she's getting dressed. Laura gives Diego her charger then sends him back to play with Juan.Diego comes back and tells Juan his stepmom was flirting, but Laura assures him that she wasn't. When Diego passes by Laura's room again, he finds her rubbing her feet and offers to do it for him. She instructs him to go higher several times, until he finds himself licking her pussy. When Juan comes in and freaks out because he thought Laura liked him, Laura tells them both to take care of her.Getting on her knees, Laura begins the threesome by sucking Juan off while Diego fucks her in doggy. Then Laura rides Juan in reverse cowgirl while stroking and sucking Diego's hardon. On her side, Laura takes another pussy pounding from Diego as she slurps her juices from Juan's hardon. She turns around so that Juan fucks her to a creampie as she primes Diego to cum with one last BJ. Then, she spreads herself out so Diego can fill her up with a second creampie. Runtime: 3:22 Added: 2025-02-14 Tags: fair skin high heels masturbation
Rachel Cavalli is on a journey of spiritual self discovery. She's trying to be a good housewife and stepmom, but her truth is that she secretly can't resist a guy with a big dick. To help maintain accountability, Rachel keeps up a vlog with followers. While she's giving a tour of her new home, she happens upon her stepson Alex Charger in the shower. She sees that nice D and is instantly struck with the need to pounce.After apologizing to Alex, Rachel goes to her bedroom and puts the camera down. She doesn't know that she's still recording as she masturbates with intense concentration. She can't cum hard enough or fast enough. The next day, Rachel finally confesses her fetish to her followers on another vlog and explains that she plans to make amends. Rachel apologizes to Alex once again, but he just drops trou and shows off his big one again. Next thing Rachel knows, she's sucking her stepson off and giving him a titty fuck.Alex takes the time to eat his stepmom's pussy and then shoves it in as she kneels in bed for a doggy style pussy pounding. Riding in reverse cowgirl, Rachel works her way towards a big O. Then she turns around and gives it to Alex in cowgirl. When she's on her back, Rachel takes Alex's big dick one last time until he gives her the creampie she craves. Runtime: 3:04 Added: 2025-12-02 Tags: high heels blonde milf
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. Runtime: 3:16 Added: 2024-11-01 Tags: shaved pussy tall girls european
Diego Perez can't find his stepmom Whitney Oc. He's looking for a phone charger, but when he goes into Whitney's nightstand he finds her dildos. Whitney walks in on Diego staring at the collection, and she's a bit surprised to learn that Diego's girlfriend likes to use similar toys after sex. She offers some advice, but she suspects she'll need to do more.Sure enough, the next time Diego comes to talk to Whitney, it's because his girlfriend broke up with him. Taking Diego to the bedroom, Whitney teaches him how to seduce a woman. She starts with tit massage, then shows him how to use a vibrator to tease the clit. Pulling her thong to the side, Whitney tells Diego to rub his dick on stepmommy's clit. From there, she directs Diego on how to properly push it in.Once Whitney has that dick buried between her thighs, she's all about finishing the job. She sucks Diego off and then climbs aboard for a stiffie ride. Getting to her knees, Whitney guides Diego through doing her in doggy. He makes sure his stepmilf cums as she spreads her thighs on her back. Then, pulling out, Diego nuts on Whitney's belly. Whitney tells Diego they should definitely continue to practice together. Runtime: 2:09 Added: 2025-06-04 Tags: high heels mini skirt toys
Sierra Spunk is doing dishes in the sink while her stepson, Juan Loco, watches. With a busty stepmom like that, why wouldn't Juan have his eyes glued to her tits? After all, Sierra is wearing a top that really shows those sweater puppies off. She point blank tells Juan she's not going to fuck him, but he can touch them. Eventually, she declares that that's enough and kicks Juan out of the kitchen.The encounter gets Sierra thinking, and she realizes that maybe fucking Juan is exactly what her pussy needs. Decking herself out in a lingerie getup with plenty of straps that hug her curves, Sierra goes to Juan's room. Strutting in, she takes charge by popping Juan's hardon out of his pants between teasing words and then strokes and sucks him to prove she's not kidding. When Juan is a believer of his own good luck, Sierra takes things further.Straddling Juan's hips, she climbs aboard for a tit bouncing stiffie ride. When Sierra gets on her knees, Juan sinks balls deep into that coochie as he does her in doggy. When Sierra rolls onto her back, Juan keeps the pussy train running as Sierra urges him to cum inside. Her meaty bare snatch filled with a creampie, Sierra tells Juan to get cleaned up and that she'll see him at dinner. Runtime: 2:06 Added: 2023-06-28 Tags: brunette petite girl-boy
Ella Knox is ready for a mom and stepson day hanging out with Charlie. They're heading to the beach despite Charlie's protests. Ella reassures Charlie that he's going to have fun even as he complains through the entire drive. When they finally arrive, Charlie keeps on bitching as Ella strips down to just her bikini and heads towards the water. It was too cold for her to swim, so she returns to where Charlie is sitting.As soon as Ella comes back, she tells Charlie she knows he's been staring at her tits. She offers to cheer him up in the car while simultaneously grabbing his cock. Shaking her T&A, Ella gives Charlie a peek at the goods before they go to the car to take care of business. By the time they get seated, Charlie is rock hard. Ella gives him a peek at the goods by popping her big naturals out of her bikini bra and inviting her stepson to touch. Then she eases the car seat back so Charlie can enjoy a look at her muff, followed by some hands on exploration. What Ella really wants, though, is to suck Charlie's cock. Charlie can't say no to such a hot request.Fooling around in the car is fun, but it's no place to fuck like adults. They return home so that Ella can do a sexy striptease just for Charlie. Pouring oil all over her big boobs, she rubs it all in. Then she sucks Charlie's dick once again before climbing aboard to ride the D in cowgirl. Turning around, she gives Charlie an A+ view of that big oiled up ass as she rides in reverse cowgirl. Ella wants Charlie in charge as she lays on the couch and spreads her thighs to welcome him back inside. Taking it in doggy gets her off one last time before she returns to her back. Charlie gives Ella a few final thrusts, then pulls out to bust a nut on her hairy twat. He admits that he feels much happier now. Runtime: 4:47 Added: 2022-10-14 Tags: black hair masturbation hairy pussy
Alex Charger has had a crush on Rebecca Volpetti since they were in school together. When Rebecca confronts Alex about why he's being so grouchy towards her, he admits that he liked her. Rebecca confesses she had a crush on Alex, too. She suggests they give it one shot together so they won't think about it anymore.Before Alex can think twice, Rebecca is walking her fingertips to his dick. She pops out his stiffie and then leans forward to begin sucking him down. Her blowjob removes any doubts Alex may have had. He takes the opportunity to eat Rebecca's pussy the way he's daydreamed about for so long, then lifts one of her legs so he can shove himself into her tight coochie.One position can never be enough. Rebecca rolls onto her side so Alex can spoon behind her and keep the pussy party going. After blowing Alex a second time, Rebecca gets on her knees so she can enjoy the feeling of him pounding her nice and deep in doggy. Sucking Alex off again leads Rebecca to climb on top to ride her stepson in reverse cowgirl. Alex enjoys one final BJ and then Rebecca gets back on top and rides him in cowgirl until he blows his load in a creampie. They agree that this was amazing but they can never do it again. Runtime: 2:18 Added: 2025-04-04 Tags: shaved pussy blonde european
Romeo Price has a condition that has left him wheelchair bound, and to make matters worse he things his hot wife Courtney Taylor is cheating on him. He tells his son Jake Adams that he has a plan to catch Courtney in the act of cheating. It starts with Jake spying on Courtney, who is showing off her new bra and thong for Romeo. The outfit hugs her curves from her enhanced boobs to her big ass. As Romeo and Jake planned, Courtney eventually notices Jake and plays to him without saying anything to her husband. As she slides her high heels on, Courtney rubs her pussy beneath her miniskirt to really entice Jake.When Courtney wheels Romeo into the kitchen, Jake follows behind them where his dad allegedly can't see. Courtney keeps on acting as seductive as possible, then makes an excuse to step behind Romeo's wheelchair where Jake already has his hardon out. She does double duty, stroking her stepson off and sucking his dick between her puffy lips as she encourages Romeo in his efforts with drinking some water. Later, Courtney finds Jake in the living room so she parks Romeo's wheelchair in front of the TV and then goes to the couch to seduce her stepson properly. After another BJ from his bigtit mom, Jake guides his stiffie into her crema filled fuck hole so she can ride him properly. Their coupling gets even hotter when Courtney turns around so she can continue her ride as Jake squeezes that big ass then bangs her doggy style. When she falls onto her back, Jake takes charge and finishes her off before cumming all over her belly. As she enjoys the afterglow, Courtney apologizes to her husband as she points out that she just needed a good fuck. Runtime: 2:03 Added: 2019-03-06 Tags: big boobs tall girls blonde
Busty stepmoms Lauren Philips and Skylar Snow both have stepsons in a scouting program. The boys, Robby Echo and Juan Loco, like to get together for their crafting projects. The stepmoms have to accompany their stepsons, so they've become pretty good friends over time. Today's crafting project is taking a particularly long time. Lauren and Skylar have begun nagging their stepsons about hurrying it up so they're not late for book club, but it's not working. The moms converse between themselves and conclude that the only reason things are dragging like this that the boys are doing it on purpose. They decide that some creative discipline is in order, starting with swapping sons. The idea is that the boys will listen to someone who's not their stepmom better than they're currently listening.Lauren is now in charge of Skylar's stepson, Juan, and Skylar takes care of Lauren's stepson, Robby. Clearly in charge of the new plan, Lauren tells Juan to take his pants off and then keep working on his project. When Robby continues goofing off, Skylar reluctantly follows Lauren's lead. The boys are still not working fast enough for Lauren, so she instructs Skylar to play with Robby's dick. Juan sees an opportunity, so he goofs off more to encourage Lauren to play with his dick, too. Things heat up as the boys are ordered to play with the boobies next, which of course leads to Skylar leaning forward to suck Robby off and Lauren giving Juan the same treatment. Once the moms are committed to pleasuring their friends' stepkids, there's no pulling them away from the D until they get what they want.Climbing into the laps of their respective partners, Skylar sinks down onto Robby's fuck stick and Lauren fills her pussy with Juan's. The ladies bounce in reverse cowgirl, enjoying a big titty stiffie ride as the boys do their best to suckle the boobs bouncing around near their faces. Skylar gets on her back next as Lauren gets on her knees for doggy, each of them moaning in delight as the other's stepson gives it to them nice and hard. The girls switch positions, with Robby fucking Skylar in doggy and Juan getting Lauren off as he kneels between her thighs. Juan pulls out to bust a nut all over Lauren's muff, while Robby blows his load on Skylar's ass. The ladies take some time to play with their gift, but then instruct the boys to get back to work while they get cleaned up. In fact, instead of book club, they talk about going on the prowl for some more younger cock. Runtime: 2:32 Added: 2022-05-13 Tags: fair skin shaved pussy hairy pussy
Annie King has just arrived home and is putting away groceries with her stepson Jodie Johnson when her phone rings. It's her husband, telling her that he won't be home for the holiday weekend like he promised. Annie says she and Jodie will have fun anyway.Later, Jodie is getting ready to barbecue when Annie comes out in a patriotic bikini and asks him to rub suntan lotion on her. She urges him closer and closer to her big bazongas, and soon Jodie is kneading those tits like it's his job. When Annie turns around and rubs Jodie's crotch, she finds him nice and hard for her to suck him off nice and sloppy.Their fun takes a hardcore turn as Annie climbs to straddle Jodie and sink down until she's full of dick. She rides him in cowgirl, then in reverse cowgirl. Jodie gets to take charge as he pounds his stepmom in doggy. Annie lets Jodie finish her off on her back. When he knows he's sated his stepmilf, Jodie pulls out and cums on her stomach. Annie suggests they shower and do it again since they have all weekend. Runtime: 3:03 Added: 2024-05-22 Tags: puffy nipples shaved pussy blonde
Apollo Banks has just gotten his personal trainer license and he's so excited. His stepmom, Spencer Scott, asks if he knows how to deal with clients. She's not talking about younger women, but older ones of the cougar variety. Spencer suggests that she can train him and he can train her at the same time. Spencer agrees and says she's going to go get changed.Returning to the kitchen in a tight white sports bra and shorts, she tells Apollo to forget she's his stepmom. Her come ons are blatant as she role plays a cougar who likes younger men. Yelling at Spencer to get her deeper into her stretch is just the beginning as Spencer bounces and jiggles away. When his stepmommy bends forward, Apollo realizes her tight shorts are split at the pussy and she's not wearing any panties. Spencer tells Apollo he can't bother his clients with those details when they're in the zone and asks what he's going to do. In response, Apollo pulls out his hardon and sticks it in.Although Spencer is surprised, she doesn't want her stepson to stop doing her. Turning around, she sucks her own juices from Apollo's fuck stick before having him lie down. When Apollo finds himself beneath his bigtit stepmother, all he can do is hold on for the ride as Spencer bounces away in cowgirl. He gets to take charge once again when Spencer gets on her back and lets him pound her landing strip twat. When he pulls out and gives her a nice cum shower, Apollo learns that Spencer plans to recommend his personal training service to her cougar friends. Runtime: 2:50 Added: 2022-08-24 Tags: shaved pussy tall girls blonde
Saint James can't stop staring at his hot stepmom Rachel Cavelli. She's stunning even when she's cleaning the house with her big ass and big tits. Saint decides to ask if his dad is taking care of Rachel properly. Instead of getting mad, Rachel tells her stepson that if he ever needs any help she's here for him.Later that night, Saint finds he can't sleep. Rachel's offer of help is going round and round in his head. He gets out of bed to go talk to Rachel, and finds her in her bra and panties rubbing lotion all over her soft skin. When Saint hops into Rachel's bed, she's happy to help him out just as she promised. Rachel begins by stroking Saint's hardon and sucking his dick. She crawls up his body to straddle him, then sinks down on his fuck stick in cowgirl. Turning around for a reverse cowgirl ride, she bounces away as she moans. When Rachel gets on her knees, Saint takes charge by dicking her down in doggy while pulling her hair and spanking that ass. They wind down with Rachel on her back and Saint giving his enhanced stepmilf a pussy pounding until he delivers a creampie that leaves Rachel smiling. Runtime: 1:31 Added: 2024-03-01 Tags: hairy pussy blonde big areolas
Juan Loco has been put into Ava Stone's care to watch over him while his mom is gone. Always a good boy, Juan is on his best behavior. Something about that leaves Ava wanting to break through that good exterior. She tells Juan that he ought to have some fun, and that she's not his mommy.Before Juan can process what's going on, Ava has popped out her big tits with their pierced nipples. Juan's eyes are glued to those sweater puppies as Ava kneels and tugs his hardon out to stroke. Opening wide, she sucks in a BJ that promises so much more pleasure. Then Ava gets to her feet and hikes her miniskirt up so Juan can feast on her greedy cooch.There's nothing naughtier than fucking the girl in charge, and Ava definitely wants it. She leans forward to urge Juan to fuck her from behind. Sitting Juan down, Ava climbs aboard to ride him in reverse cowgirl, and then cowgirl. Juan gets his dick wet one last time as Ava lays on the table with her thighs spread. Then Ava drops to her knees so that Juan can blow his load on her face and boobs. Runtime: 1:58 Added: 2023-08-02 Tags: mini skirt blonde milf
Sophia Locke is emptying the dishwasher when her stepson Anthony Pierce walks in. He goes right for the candy, but Sophia stops him. She claims it'll give him x-ray vision and that she knows how much he masturbates so she knows he couldn't handle it.Later, Sophia is back in the kitchen, this time unpacking groceries. This time, the milf is wearing a sheer dress that she claims means Anthony stole the candy and has x-ray vision when he comes in and asks about it. Since Anthony can see all of Sophia, she insists on seeing all of him. Once Sophia lays eyes on that nice dick, she knows she has to suck it. Hopping onto the counter, Sophia lets Anthony sample her pussy juices, too.The bigtit redhead is in charge as she lays Anthony down and straddles his hips to ride him in cowgirl. Turning around, Sophia remounts Anthony in reverse cowgirl so she can bounce her way to another big O. Anthony shoves back into Sophia from behind as she leans over the kitchen island. When Sophia climbs onto the island, her twat is the perfect height for Anthony to give her every he's got, right up to a creampie. Runtime: 2:33 Added: 2025-11-26 Tags: fair skin shaved pussy redhead
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. Runtime: 2:13 Added: 2024-11-20 Tags: black hair mini skirt european
Liv Revamped is getting ready for her Halloween party. She's decked out in a sheer robe with sheer lingerie beneath. Her stepson, Johnny Palms, tries to tell her that what she's wearing is inappropriate. Liv puts Johnny in his place, telling him that this is an adults-only Halloween breeding party. Everyone will be in black robes to preserve anonymity. Johnny storms out of the room, but not before he gets the bright idea to attend the party after all.Cloaked in a black robe, Johnny woos his stepmother at her own breeding party. She chooses him to take back to her room. Starting with a blowjob, Liv makes sure that her secret lover is nice and ready for her. Just sucking cock and knowing what's to come makes Liv so hot that she pops her tits out to let her hard nipples feel the breeze and then spreads her thighs so she can rub down her own pussy. She's nice and wet when she climbs into bed and wiggles her ass in invitation for her secret lover to fuck her.Johnny doesn't hesitate to slide it in and bang his hot stepmommy in doggy. Liv is loving every second of it until she turns around and realizes who it is that's banging her! After a moment, she decides fuck it, she's having a great time. That leads Liv to go to work riding Johnny's hardon in reverse cowgirl and then in cowgirl. Johnny's hands are everywhere, squeezing Liv's tits and kneading her ass as she gives it to him. Then he takes charge once again, rolling Liv onto her back and pounding her until he gluts his stepmom with a creampie. That's just the finish Liv wanted, and she basks in the aftermath while commenting that if this doesn't work out Johnny will have to come to the Christmas breeding party, too. Runtime: 2:52 Added: 2022-10-28 Tags: lingerie milf trimmed
Karina King is lounging in her room when her stepson Alex Charger comes to ask about the laundry. He finds a naughty statue and insists on hearing where Karina got it. Karina eventually admits that when she was in college, her friends got together and gave her a trophy for being the biggest slut.Alex doesn’t believe that Karina could possibly be the biggest slut, so she whips off her robe to show off the lingerie she’s wearing as proof. Next thing Alex knows, he’s making out with his stepmommy and then getting his dick sucked. Determined to prove her sluttiness even further, Karina climbs aboard to ride Alex’s hardon.Cowgirl is good as Karina leans back to improve the angle of penetration. Even better is when Karina turns around to ride Alex in reverse cowgirl. When she finally lets Alex have control, Karina lays back and watches him work as he dicks her down. They spoon together as they continue to fuck and then Alex gets to indulge in Karina’s ass as he does her in doggy. As Karina finishes Alex off with her hands, they agree she is indeed a big slut and they should keep working on it. Runtime: 2:07 Added: 2025-01-02 Tags: fair skin masturbation shaved pussy
For Valentine's day, Scarlette Moon and Whitney Oc have both purchased some sexy ass lingerie. The girls are modeling for each other and playing with some frosting when they hear their stepsons coming home. Slipping into robes, they welcome Parker Ambrose and Alex Charger home with promises that they're going to get with their crushes.Parker and Alex both have each brought flowers for the other's stepmom. Alex gives his to Scarlette and Parker delivers his to Whitney. The milfs confess that they have crushes on their stepsons and immediately set the flowers aside. Dropping to their knees, Whitney blows Parker's dick and Scarlette gives head to Alex. Then the guys guide their milfs to the couch to eat their pussies.Taking seats, Alex pulls Scarlette into his lap for a cowgirl ride as Parker mirrors him with Whitney. Swapping milfs, Parker bones down his stepmom as Scarlette leans forward over the table beside Whitney, who's enjoying the same from her stepson. The mommies get on the table on their backs, the perfect position for one last dicking down from their stepsons. Then they get on their knees so Whitney can get a Valentine's treat from Alex right in the face and Scarlett can take hers from Parker on her titties. Runtime: 1:05 Added: 2026-02-06 Tags: shaved pussy bras redhead
London Rose is a total milf who isn't above using her charms to help herself and her son out. When her son's probation officer, Charles Dera, her up, London admits that she's aware of her kid's transgressions but doesn't know what to do anymore. She doesn't want her son to go to jail, so she agrees to see Charles and then runs to her bedroom to get herself all dolled up. Decking herself out in some sexy lingerie, London covers it with a dress, high heels, and some makeup. She finishes up just as Charles rings the doorbell.When London catches Charles checking her out, she knows that he'll be putty in her hands. They discuss her kid's behavior, but Charles admits that it's looking grim. London takes action into her own hands. Sitting on the counter so her miniskirt rides up her thighs and spreading her legs so Charles can see her lingerie, London asks if there's anything they can do. When Charles hesitates, London reaches out and cups the D so she can feel how nice and hard he is. Sinking to her knees, she unzips Charles's pants and ignores his protests as she takes his big hardon into her mouth. Sucking him nice and deep into her throat, London demonstrates that she really is willing to do whatever it takes to keep her son out of jail.Charles can't take another moment without participating. Helping London to her feet, Charles gets her onto the counter so she can spread her thighs and let him have full access to feast on her creamy twat. Their oral sex is just the warmup act. After delivering another thorough pussy licking as London leans forward over the counter, Charles slams his dick into her from behind while delivering some spankings to demonstrate he's in charge. They take things to a stool so Charles can lift both of London's legs high into the air and dominate her landing strip snatch. London loves it so much she squirts her delight, which just leaves Charles ready to blow his load. He hangs on long enough for London to put her big tits in his line of fire. Replete, Charles agrees that he can make the problems with London's son go away right before they agree to meet up next week for another fling. Runtime: 3:08 Added: 2022-01-07 Tags: black hair masturbation bras
Alex Charger has detention and Veronica Leal is there to supervise him. Alex tries to ask for help, but Miss Leal isn't interested. She has other things to do, like go to a date that she's late for because of Alex. When her date officially cancels, Veronica goes nuts at Alex telling him that it's all his fault.After a few moments, Veronica apologizes and tries to make it up to Alex. She has an idea of how they can both make the best of the detention situation. At first, she writes notes asking Alex how big his dick is. Then she writes a note telling Alex she wants to suck his dick. Alex attempts to decline, but Veronica sits in front of him and tells him that she lost her date so he will be fucking her. They begin with Alex eating her pussy, and then Veronica makes good on her promise to suck him off.Suddenly Alex finds himself in the position of getting to fuck the most popular teacher in school! He gets Miss Leal on her back on the desk, then fucks her in doggy as she leans forward over his chair. Moving to the couch in Veronica's office, Alex takes a seat while Veronica rides him in cowgirl. When Miss Leal turns around and gives it to him in reverse cowgirl, Alex delivers the creampie that she was hoping to get from her cancelled date. Runtime: 2:12 Added: 2024-04-24 Tags: high heels shaved pussy bras
When you see busty and hot Tais Mercedes out on the town in her hot little evening gown, you may be tempted to daydream about taking her home and fucking her. Only if you're willing to let this wildcat be in charge! Her big tits and hairy cooch are all yours but only on her terms! Runtime: 1:37 Added: 0000-00-00 Tags: big boobs high heels hairy pussy
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. Runtime: 2:06 Added: 2024-10-03 Tags: blonde big areolas european
Lexi Luna brings her accountant Juan Loco some water to drink as they sit together and go through her finances. Juan is well qualified in the financial department, but he's still pretty awkward with such a hot woman who's so comfortable with being in charge. When Juan announces unprovoked that he's experiences with girls in addition to finances, Lexi puts him in his place. Booping Juan on the nose, Lexi tells him to stay put and that she'll be right back.Lexi goes to her bedroom, where she slips her dress off so she can put some sheer black lingerie on. From her bra and matching thong to her stockings complete with garter belt, she's as hot as it gets. Juan is diligently working away when Lexi returns dressed like the milf of his dreams. Lexi tells Juan to go ahead and seduce her, but when he fumbles the offer she takes charge. Grabbing his hands, she puts first one and then the other on her tits. Then she pulls her thong aside and shoves Juan's face into her pussy so he can show her whether he's any good with her mouth.From there, Lexi continues to call the shots. She has Juan get to his feet so she can evaluate his hardon, then drops to her knees so she can suck it while stroking her own clit. This horny mama can't wait to get her kicks, so she leans forward with the support of the desk chair and urges Juan to shove it in from behind. From there, Lexi sits Juan down in the chair and impales herself on his fuck stick so she can ride him while shoving her big boobies into his face. Turning around, Lexi continues her ride in reverse cowgirl. She winds up leaning backwards on the chair with Juan pounding between her thighs until he pulls out to blow his load on her belly. Sated, Lexi suggests they may need another session tomorrow. Runtime: 3:45 Added: 2022-08-31 Tags: mini skirt shaved pussy bras
Brianna Coppage is trying to work through paying the bills when her stepson, Parker Ambrose, begins throwing a basketball in the house. She tells Parker to knock it off, but he comes back and says that it doesn't look that hard. They decide to give Parker one day to run the household to see how he'd do.It turns out that Parker doesn't know how to do much. Brianna finds him with a pan on fire on the stove while the phone rings and the fire alarm goes off. When Parker realizes that Brianna was right about him not being able handle a full day of being in charge, he accepts his punishment with grace: Getting on his knees, he eats his stepmilf's pussy.Brianna wants more than that, so she leads Parker to the couch where she pops his hardon free to suck him off. Stepmommy needs some action as Brianna gets on her knees on the couch for Parker to dick her down in doggy. When Brianna gets Parker on his back, she sucks him free of their combined juices and then rides him in cowgirl. Brianna winds things down on her side and then her back, with Parker keeping her fuckfest going until he cums inside his stepmom for a nice creampie. Runtime: 2:44 Added: 2025-09-17 Tags: shaved pussy milf enhanced
Jay Romero has enlisted and his boot camp date is coming up fast. His stepmom, Emily Addison, doesn't think Jay is ready. She finds him in the living room, sprawled out on the couch in his fatigues and surrounded by a mess of junk food. Emily tries to be kind to Jay at first, but his monotone responses to her attempts at conversation quickly piss her off. Since Emily believes Jay's dad hasn't done right by his kid and that Jay is going to burn out, she decides to take matters into her own hands. Stepping in front of Jay, Emily puts her hands on her hips and uses her most intimidating voice to begin commanding him like a CO would. At first she gets Jay to begin cleaning up his mess. Then she orders him to drop and give her some pushups and situps. When Jay is on the ground doing as he's told, Emily claims that he has looked up her skirt. That's not acceptable behavior of a Private, so she tells him to get to his feet and pull his pants down. Next thing Jay knows, Emily has popped her big boob out and shoved it in his face to suck so she can keep on role playing as his CO while telling him that he's the only Private in boot camp still sucking his stepmommy's titties. Emily wasn't turned on by any of this at first, but having Jay suckling her boob really does it for her. She notices he has some chub, so she decides to use that to her advantage.Bending over, Emily tells Jay to stick it in. Her running monologue as Jay fucks her from behind indicates that he should pretend he's having bayonet practice by doing her in time. Dropping to her knees, Emily sucks Jay off and even gives him a titty fuck as she lets the pretense of being his CO drop. She gets on her back and remains in charge as Jay slides into her cooch and gives it to her just like she tells him to. Then she shoves Jay onto his back and rides him hard in cowgirl. Once Emily is sated there's nothing for her to do but use her tits and mouth to bring him off. With stepmommy still bossing him around, Jay obeys orders to cum all over Emily's face and boobs to cover her in his jizz. Although Emily claims this is a good start, she tells Jay that they'll still need to work on him between now and when he heads to boot camp. Runtime: 1:31 Added: 2022-05-18 Tags: high heels mini skirt milf
Pristine Edge and Sophia Locke have just returned from shopping. They see their stepsons, Jimmy Michaels and Juan Loco playing video games. Grabbing the controls, the ladies tell the guys that they'll never attract ladies like that. Exchanging knowing looks, the ladies go to change into sexy tennis dresses.The guys immediately agree to play tennis when they lay eyes on their stepmoms, but they suck at it. When the ladies begin berating them about not being able to take charge, Juan snaps and grabs Sophia's tits. Pristine cajoles Jimmy into giving her the same treatment, then tells her friend to take care of her stepson. The ladies lift their miniskirts so the guys can learn some pussy eating skills.Swapping so they're each taking on their own stepson, Sophia and Pristine each show off their BJ skills. Then Pristine gets on her knees for Jimmy to do her in doggy while Sophia rides Juan in reverse cowgirl. Pristine goes back to Juan so she can take his dick on her back while Sophia gets her own doggy dicking down from Jimmy. Switching once again, Sophia rides Juan in cowgirl as Pristine rides Jimmy in reverse cowgirl. The girls each get on their backs and spread their thighs so Juan can do Pristine and Sophia can take a pounding from Jimmy until both guys pull out to blow their loads. Runtime: 3:09 Added: 2024-06-27 Tags: fair skin mini skirt shaved pussy
This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today's episode, Alex Charger and Shalina Devine are enjoying a candlelit dinner date. It's 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 can't 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 Alex's pants. Once she lays hands on that hard dick, she can't stop from sucking and stroking. Shalina's 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 Alex's 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 creampie Runtime: 2:24 Added: 2024-03-07 Tags: blonde european thongs

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