Milf Lady Ava needs to cheer up her stepson after his failed date
Cast: Lady Ava (EU) (58)
Genres: Big breasts, Blowjob, Cum, MILF, Old & young, Shaved, Toy bo
Video language: English
Big breasted MILF Lady Ava needs to cheer up her stepson, who just had a failed date. She knows just the way to pick up the toyboy!
Format: mp4
Duration: 49:54
Video: 1920x1064, AVC (H.264), 7116kbps
Audio: 125kbps
File size: 2.6 GB
Sarah Taylor - Massage And More 1080p
Release Year: 2023
Cast: Sarah Taylor
Video language: English
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 couple's massage.
Format: mp4
Duration: 28:22
Video: 1920x1080, AVC (H.264), 6514kbps
Audio: 191kbps
File size: 1.4 GB
Lady Ava (57) - Fucks with my virgin stepson
Release Year: 2020
Genres: All sex, Blowjob, Cunnilingus, Mature, MILF, Creampie
Video language: English
The 50 year old British Milf Lady Ava has a Virgin stepson she is dying to have sex with. She notices that her virgin stepson is having problems setting up a dating profile, so she decides to give him a helping hand. Lacking confidence, the virgin stepson is ashamed that he has little to no sexual experience. Milf Lady Ava picks up on this and subtly hangs over him, exposing the cleavage of her big breasts. Lady Ava makes her move and gently starts to stroke his big cock. While kissing, the stepson starts playing with her big breasts, giving the British Milf all the signs she needs to go all in. She unzips her virgin stepson's pants, whips out his big cock and starts giving him a juicy blowjob. Making sure he does not cum too quickly, she changes things up and removes her big Milf breasts from her bra. She puts his big cock between her big breasts and slowly starts moving them up and down. The stepson is having the time of his life while the British Milf gets exactly what she was after. Nearing climax, the Milf once again changes things up. She lets the big cock slide from in between her breasts and starts to remove her clothes, exposing her shaved Milf pussy. She lies down and asks the stepson to come and eat out her shaved pussy. Getting hornyer by the minute, the British Milf Lady Ava really wants her stepsons big cock inside of her shaved wet pussy. She bends over and invites the virgin stepson to finally fuck her so that he can finally lose his virginity!
Format: mp4
Duration: 43:23
Video: 1920x1080, AVC (H.264), 7888kbps
Audio: 124kbps
File size: 2.5 GB
Bunny Madison - The Milf Youd Want To Marry 1080p
Release Year: 2023
Cast: Bunny Madison
Video language: English
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 Pristine's, Bunny can't wait to see what Jimmy has to offer as a romantic partner.
Format: mp4
Duration: 25:46
Video: 1920x1080, AVC (H.264), 7594kbps
Audio: 191kbps
File size: 1.4 GB
Pristine Edge - Stepmoms Secret Confession
Genres: MILF, Big Tits, Gonzo, Hardcore, All Sex
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, Jimmy learns that his final date is Pristine herself. Pristine isn't happy about the producers putting her in this situation, but she and Jimmy decide to make the best of it. They agree to sit down to the very nice dinner that's been laid out for them, and soon enough things have moved from awkward to flirty...
Format: mp4
Duration: 32:38
Video: 1920x1080, AVC (H.264), 8409kbps
Audio: 191kbps
File size: 2.0 GB
Sarah Taylor - Massage And More (2023)
Release Year: 2023
Cast: Sarah Taylor
Genres: HD Video, All Sex
Video language: English
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 couple's massage.
When Sarah comes out in her robe, she finds Jimmy trying to cover his hardon up and tells him not to bother. She's seen everything since she has a son his age. Things are going well right up until Jimmy rolls over at the end of the massage with a massive stiffie, only to lock eyes with his stepmom who was checking on the date. Trying to recover the magic Sarah makes a move by joining Jimmy on his massage table and locking lips with him as she grinds against his dick.
Moving lower on the table, Sarah takes that nice erection in her mouth to stroke and suck. Mounting Jimmy, Sarah rides him in cowgirl with long strokes of her hips. Then she gets to her feet so Jimmy can love on her from behind. He presses her onto the table on her belly, diving nice and deep. Turning onto her back, Sarah spreads out for Jimmy to give her a grand finale before he pulls out and cums on her landing strip twat. As she basks in the afterglow, Sarah asks Jimmy to remember her.
Format: mp4
Duration: 28:22
Video: 1920x1080, AVC (H.264), 6514kbps
Audio: 191kbps
File size: 1.4 GB
Pristine Edge - Stepmoms Secret Confession 1080p
Release Year: 2023
Cast: Pristine Edge
Video language: English
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, Jimmy learns that his final date is Pristine herself. Pristine isn't happy about the producers putting her in this situation, but she and Jimmy decide to make the best of it. They agree to sit down to the very nice dinner that's been laid out for them, and soon enough things have moved from awkward to flirty..
Format: mp4
Duration: 32:38
Video: 1920x1080, AVC (H.264), 8409kbps
Audio: 191kbps
File size: 2.0 GB
Pristine Edge ( Wrong Number, No Problem)
Release Year: 2023
Cast: Pristine Edge
Genres: Feature, Hardcore, All Sex ,Couples ,Anal
Video language: English
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, Jimmy learns that his final date is Pristine herself. Pristine isn't happy about the producers putting her in this situation, but she and Jimmy decide to make the best of it. They agree to sit down to the very nice dinner that's been laid out for them, and soon enough things have moved from awkward to flirty...
Format: mp4
Duration: 48:43
Video: 1920x1080, AVC (H.264), 5750kbps
Audio: 125kbps
File size: 2.1 GB
Bunny Madison - The Milf Youd Want To Marry (2023)
Release Year: 2023
Cast: Bunny Madison
Genres: Milf
Video language: English
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 Pristine's, Bunny can't wait to see what Jimmy has to offer as a romantic partner.
For this date, Pristine has arranged for the lovebirds to share a romantic boat ride. Bunny puts her goods on display right off the bat with a bikini. Of course Jimmy likes what he sees. As the boat ride goes on, Bunny tries to come on to Jimmy, who seems oblivious to the moves. At the end of the ride, Jimmy continues to ignore Bunny. Fed up with Jimmy's obvious disinterest, Bunny hides part of her necklace and tells Jimmy that she wants to role play that they've been married a while and he has to turn her on. Jimmy goes looking for the necklace, which of course leads her clothes coming off and to Jimmy going in for a pussy feast.
The date is finally back on track as Jimmy licks the clit and finger bangs Bunny. He gets a blowjob in return, which leads to the inevitable fucking. Bunny starts them out by riding Jimmy's stiffie while her big boobs brush his face. Turning around, she keeps bouncing in cowgirl. Bunny gets on her knees so that Jimmy can nail her in doggy. As soon as Bunny rolls onto her back, Jimmy dives nice and deep, making her moan one last time. When he pulls out to cover Bunny's smooth twat in cum, then immediately asks if Bunny thinks they could have a threeway. As soon as he says it, he knows that he fucked up.
Format: mp4
Duration: 25:46
Video: 1920x1080, AVC (H.264), 7594kbps
Audio: 191kbps
File size: 1.4 GB
Hot Lady Prepares A Guy To Date
Release Year: 2014
Cast: Julia Ann & Jessy Jones
Genres: Cuckold, MILF, Blonde, Wife, Blowjob (Pov), Tittyfuck (Pov), Big Tits, Valentine's Day
Video language: English
Jessy Jones has his first date ever, and his lady friend Julia Ann can tell that he's pretty nervous, since he's never even kissed a girl before! Being the busty MILF that she is, Julia decides that she'll be nice and teach Jessy a thing or two about women before he goes off on his big date!
The first lesson she teaches him is how to kiss, but after that he gets to learn the really fun stuff: how to fuck titties, how to go balls deep in some tasty wet MILF pussy, and how to bust a nut all over a pair of big tits!
Format: mp4
Duration: 34:49
Video: 1920x1080, AVC (H.264), 11796kbps
Audio: 124kbps
File size: 3.1 GB
Experienced Lady Prepares The Guy To Date
Release Year: 2014
Cast: Julia Ann & Jessy Jones
Genres: Cuckold, MILF, Blonde, Wife, Blowjob (Pov), Tittyfuck (Pov), Big Tits, Valentine's Day
Video language: English
Jessy Jones has his first date ever, and his lady friend Julia Ann can tell that he's pretty nervous, since he's never even kissed a girl before! Being the busty MILF that she is, Julia decides that she'll be nice and teach Jessy a thing or two about women before he goes off on his big date!
The first lesson she teaches him is how to kiss, but after that he gets to learn the really fun stuff: how to fuck titties, how to go balls deep in some tasty wet MILF pussy, and how to bust a nut all over a pair of big tits!
Format: mp4
Duration: 34:49
Video: 1920x1080, AVC (H.264), 11796kbps
Audio: 124kbps
File size: 3.1 GB
Pretty Lady Prepares A Guy To Date
Release Year: 2014
Cast: Julia Ann & Jessy Jones
Genres: Cuckold, MILF, Blonde, Wife, Blowjob (Pov), Tittyfuck (Pov), Big Tits, Valentine's Day
Video language: English
Jessy Jones has his first date ever, and his lady friend Julia Ann can tell that he's pretty nervous, since he's never even kissed a girl before! Being the busty MILF that she is, Julia decides that she'll be nice and teach Jessy a thing or two about women before he goes off on his big date!
The first lesson she teaches him is how to kiss, but after that he gets to learn the really fun stuff: how to fuck titties, how to go balls deep in some tasty wet MILF pussy, and how to bust a nut all over a pair of big tits!
Format: mp4
Duration: 34:49
Video: 1920x1080, AVC (H.264), 11796kbps
Audio: 124kbps
File size: 3.1 GB
Pristine Edge - Stepmoms Secret Confession (2023)
Release Year: 2023
Cast: Pristine Edge
Genres: Milf, Big Tits
Video language: English
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, Jimmy learns that his final date is Pristine herself. Pristine isn't happy about the producers putting her in this situation, but she and Jimmy decide to make the best of it. They agree to sit down to the very nice dinner that's been laid out for them, and soon enough things have moved from awkward to flirty...
When Pristine learns that Jimmy has fucked every single one of her friends, she asks the producers to stop the date. Eventually she agrees to do a final interview, at which point she admits that she has the hots for Jimmy. Jimmy overhears her but pretends not to when he walks in and cuts the interview short. Frustrated, Pristine pops a tit out for Jimmy to suck. Once she makes the first move, Pristine decides to carry through with the real deal. She starts with a blowjob, then quickly moves on to a titty fuck and more.
Jimmy gets just enough time to eat that pussy out before Pristine is all over him. She rides him while her big boobies push against his chest, then turns around for reverse cowgirl. Getting on her knees, Pristine welcomes Jimmy back inside her tight cooch. Once Jimmy and Pristine have enjoyed themselves in missionary, Jimmy explodes all over his stepmom. How could he not pick her as the winner of this wild ride of a dating show?
Format: mp4
Duration: 32:38
Video: 1920x1080, AVC (H.264), 8409kbps
Audio: 191kbps
File size: 2.0 GB
Experienced Pretty Lady Prepares The Guy To A Date
Release Year: 2014
Cast: Julia Ann & Jessy Jones
Genres: Cuckold, MILF, Blonde, Wife, Blowjob (Pov), Tittyfuck (Pov), Big Tits, Valentine's Day
Video language: English
Jessy Jones has his first date ever, and his lady friend Julia Ann can tell that he's pretty nervous, since he's never even kissed a girl before! Being the busty MILF that she is, Julia decides that she'll be nice and teach Jessy a thing or two about women before he goes off on his big date!
The first lesson she teaches him is how to kiss, but after that he gets to learn the really fun stuff: how to fuck titties, how to go balls deep in some tasty wet MILF pussy, and how to bust a nut all over a pair of big tits!
Format: mp4
Duration: 34:49
Video: 1920x1080, AVC (H.264), 11796kbps
Audio: 124kbps
File size: 3.1 GB
Lady Lyne - Stepmom Goes On Dates
Release Year: 2022
Cast: Lady Lyne
Genres: Big Tits, Brunette, Clips, HD, MILF, 1080p, Busty, Couch, Cowgirl, Dean, Doggy Style, Lingerie, Step Mom, Mom And , On Her Knees
Video language: English
Lady Lyne may be married, but this busty babe can't just keep her body for one person. She knows her stepson Charlie Dean has a crush on her, but what she doesn't realize is that he likes to watch her as she's undressing and bathing. When Charlie finds Lyne's unlocked phone and realizes that she's been going on dates with other people, he decides to take his shot at tapping that...
Hiding behind the couch, Charlie watches Lyne get dressed in some hot lingerie and a sexy dress in preparation for her date. Eventually Lyne notices Charlie. He confronts her about what she's about to do, and she concludes that if she fucks Charlie he won't tell on her. There's a moment of conflict, but Lyne is hot for the cock and Charlie seems nicely endowed. It's an easy yes for her to get down on her knees and suck her stepson's cock down.
Charlie is nice and hard as Lyne sits him on the couch so she can ride his dick while he kneads her huge titties. He fingers her clit as she stands up to change positions, then spoons with her as they keep the party going. Getting on her knees, Lyne takes a doggy style pussy pounding before she re-mounts her stepson in reverse cowgirl. When Charlie has glutted her with a big creampie, Lyne dredges her fingertips through her treat and licks it up before sucking the last few drops from Charlie's fuck stick.
Format: mp4
Duration: 38:43
Video: 1920x1080, AVC (H.264), 9045kbps
Audio: 191kbps
File size: 2.6 GB
My Pervy Family - Red, White & Let Stepmom Cheer YOU Up!!
Release Year: 2024
Studio: My Pervy Family
Cast: Riley Jacobs, Chris Lockwood
Genres: Brunette, Big Tits, Hardcore, Milf, Old Young, Family Roleplay, Pussy to mouth, Blowjob, Deepthroat, Cumshot, Cum swallow, Big Dick, Ass, Handjob, Cheating, Stepson, Reality, POV
Video language: English
When your 4th of July party plans fall through, you can always count on family to be there. Chris Lockwood finds himself in this situation and reluctantly hangs out with his stepmom Riley Jacobs while his dad is out getting food for the BBQ. Riley is determined to keep her stepson's spirits up and insists they shoot off some fireworks together. She gets a little excited when she's waving around a sparkler and her top accidentally drops, exposing her perky tits to her stepson. Chris is hesitant but with a little convincing by some big tits, he is fondling his stepmother's boobs in no time. Riley decides to jerk her stepson and is pleasantly surprised by his big schlong. After she sucks her stepson off, she greases his pole with her wet, MILF hole. It doesn't take long before Chris has his stepmom cumming on his big dick as he takes her from the back. Riley tells Chris she wants him to cum in her mouth, she makes sure to get rid of all the evidence by swallowing her stepson's big load!
Format: mp4
Duration: 24:38
Video: 3840x2160, AVC (H.264), 14658kbps
Audio: 125kbps
File size: 2.6 GB
Cassie Del Isla - Turning Up The Heat (2023)
Release Year: 2023
Cast: Cassie Del Isla
Genres: Milf
Video language: English
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.
When Jimmy mentions to Cassie that he likes to date younger women, Cassie realizes that she's going to have to try even harder to get his attention. She claims to have something on her shirt. When Cassie returns wearing just her white lacy lingerie and high heels, Jimmy knows he's about to have a very good time. Sure enough, Cassie hops on the counter and invites Jimmy to eat her smooth bare pussy. In return, she shows him just how well and older woman can suck cock.
They come together for the first time with Cassie on a stool that puts her coochie at perfect pussy pounding height. Climbing onto the counter, Jimmy lays down so Cassie can ride the D. She climbs off and stands, putting one foot on a stool to open herself up to a dicking down from behind. As their lovemaking concludes, Cassie gets back on her knees to offer Jimmy a very happy ending all over her face.
Format: mp4
Duration: 30:04
Video: 1920x1080, AVC (H.264), 7222kbps
Audio: 191kbps
File size: 1.6 GB
Perfect MILF Elena Torres is fucking her stepson
Release Year: 2023
Cast: Elena Torres, Petr the Boy
Genres: Blowjob, Cum, Hardcore, MILF, Shaved, Toy boy, Pussy Licking, Beautiful, Doggystyle, Orgasm, Big Nipples, Tattoo, Lingerie, Nice Ass, Cum on Tits, Blonde, Cum in Mouth, Cunnilingus, Czech
Video language: English
MILF Elena Torres is one fucking hot stepmom and the dream of every stepson. Her own stepson loves being around her and most importantly IN her. MILF Elana Torres and her stepson share a very naughty secret together. They are having a sexual affair and fuck whenever they can. They love fucking in the living room when they are together. She will suck his cock, he will lick her wet pussy and they will fuck all afternoon. This toyboy sure knows how to please a mature lady and he always makes MILF Elana Torres come. See them fucking around in the living room and having the time of their lives!
Format: mp4
Duration: 32:25
Video: 1920x1080, AVC (H.264), 5016kbps
Audio: 126kbps
File size: 1.2 GB
MILF Elena Torres is fucking her stepson in the living room
Release Year: 2023
Cast: Elena Torres (41), Petr the Boy
Genres: Blowjob, Cum, Hardcore, MILF, Shaved, Toy boy, Pussy Licking, Beautiful, Doggystyle, Orgasm, Big Nipples, Tattoo, Lingerie, Nice Ass, Cum on Tits, Blonde, Cum in Mouth, Cunnilingus, Czech
Video language: English
MILF Elena Torres is one fucking hot stepmom and the dream of every stepson. Her own stepson loves being around her and most importantly in her. MILF Elana Torres and her stepson share a very naughty secret together. They are having a sexual affair and fuck whenever they can. They love fucking in the living room when they are together. She will suck his cock, he will lick her wet pussy and they will fuck all afternoon. This toyboy sure knows how to please a mature lady and he always makes MILF Elana Torres come. See them fucking around in the living room and having the time of their lives!
Format: mp4
Duration: 32:25
Video: 1920x1080, AVC (H.264), 5016kbps
Audio: 126kbps
File size: 1.2 GB
Be Each Other's Cheerleaders
Release Year: 2023
Studio: Mommy’s Boy
Cast: Spencer Scott, Apollo Banks
Genres: Blonde, Piercings, Big Tits, Fingering, Milf, 69, Family Roleplay, Facial, Pussy to mouth, Blowjob, Deepthroat, Titty Fuck, Ass, Gagging, Stepson, Cheerleader, Big ass, straight, ball play
Video language: English
Spencer Scott returns home with her stepson, Apollo Banks, who seems like he's down in the dumps. It turns out that Apollo's basketball team just lost a crucial game, and a lot of the fumbles and screw-ups were because of Apollo's misplays. He just can't believe how he played- he's embarrassed. Will he ever be able to live this down?
Spencer tries to be a good stepmom and reassure Apollo that this isn't big a deal. makes mistakes- it's just a part of life. If he only knew the number of times made mistakes, he'd feel a lot less bad about it all. But Apollo is near-inconsolable, lamenting that even the cheerleaders on their team seemed pissed at him by the end of the game. Suddenly, this seems to give Spencer an idea...
Spencer tells Apollo to wait right there as she goes up to her bedroom for a minute. And when Apollo sees her come back into the living room, his jaw . Spencer's dressed up in her old cheerleader outfit, and she wants to cheer her stepson up! She performs a cute cheering routine for Apollo, which brightens his mood a bit. Seeing as this new tactic is working, Spencer decides to cheer Apollo up even more with some playful and energetic sex!
Format: mp4
Duration: 35:07
Video: 3840x2160, AVC (H.264), 14648kbps
Audio: 125kbps
File size: 3.7 GB
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