All alone on the wicked streets in the middle of the night, Helly Mae Hellfire fell in with another street-walker who let her work her alley, so long as she…

Sexy blonde Kate Kennedy is head-over-heels for her new dominant boyfriend Rob Piper. She can’t wait to sneak her hot sadistic sexual top into her step-mothers vacation home for some…

Lacy Jane has the perfect set of curves and assets to lure any man. In her purple bikini top, denim shorts, and classic black heels, this blonde bimbo is ready…

Jovan Jordan was nervous as hell to meet his girlfriend’s mom Amy Anderssen, and he could barely believe his eyes when he finally saw her. From her thick booty to…

Mazee is a lucky guy. His girlfriend is the sexy Nicole Kitt, who brings Mazee to her place to fuck. When they get in though, Mazee meets another hottie; Nicole’s…

Having fucked sexy MILF Cherie Deville, Van Wylde sets off to help put Kayla Kayden’s step-grandmother down for a nap and find out exactly what is going on in this…

Introducing your hot girlfriend to your nudist’s parents can be a terrifyingly embarrassing experience, but Tomi Taylor couldn’t be more comfortable! She’ll do anything to fit into the family, and…

Nick Stokes really likes his new stepmom, Queenie Sateen. Like, really, really likes her. They get along so well whenever they’re alone, whether it’s watching movies, cleaning up in the…

Buxom Asian MILF Sharon Lee is excited for her stepson to move into the house. She tells her daughter Jasmine Grey the news, and the young honey is anxious to…

Giving dads the chance to fuck pornstars is our goal and that’s exactly what we did. Meet Peter and Logan, two lucky dads that visited our studio for us to…

Leggy, busty blonde MILF Venera Maxima meets muscular stud Lorenzo Viota for a Russian language lesson, but they wind up sharing the international tongue of anal sex. Venera strips down…

This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today’s episode, Shalina Devine is supposed to have a date…

Spencer visits her son’s principal after an urgent call. It seems that Spencer’s son has been secretly stealing money from the PTA, an expulsion-worthy offense, something the proud mother just…

Imagine having special x-ray vision goggles that can see through clothes! The lucky Juan Loco crashes a birthday party wearing the infamous goggles to “spy” on some of the party…

We met Real MILF’s Angelina Bonnet as she was out for a stroll in a local park. She was totally down to show us her tits! She came all the…

Kendra Lust has been enjoying a double life for as long as she can remember. An air stewardess by day, and a high-class call girl by night in every city…

When Danny D’s stepmom Syren De Mer called him up and told him she had a big surprise, the last thing he was expecting was that she bought a big-ass…

Imagine Danny D’s surprise when he showed up to meet the in-laws and came face-to-face with the gorgeous Romanian stripper from his bachelor party. That’s right, his new wife’s mom…

Olivia has been struggling to make ends meet, so she can’t turn down her son’s friend when he flashes the cash for a quick peek at her tits. Once Xander…

Busty housewife Lisa Ann has a pretty big secret: every time her loving husband heads off to work, she meets up with her boyfriend Isiah to satisfy her addiction to…

Pete is nervous about meeting his girlfriend’s mom Makayla for the first time. The sexy milf loves a good spa day so she meets the young couple in the sauna…

Asian MILF August Taylor is a recovering buttaholic, she just loves having things stuck up her juicy booty! So when she meets Keiran Lee and finds out he’s a way…

Markus Dupree finally meets his Canadian neighbor Makayla Cox sneaking a peek over his fence as he’s sun tanning, but she’s hot so he invites her over! When Makayla injures…

Reminiscing about an old boyfriend she never should have broken up with while masturbating sends MILF Alena Croft back in time to fix her sex life! Meeting up with a…

Xander Corvus could use some extra cash so he’s decided to answer an ad asking for some help with manual labor at a mansion. Things go from weird to weirder,…

Eliza Ibarra is meeting her new stepmom for the first time, but she wasn’t expecting a busty blonde MILF like Alura Jenson! With Eliza off in her room studying and…

Big-tittied MILF Chanel St. James takes a nice, relaxing bubble bath getting herself warm and wet, because she knows what she’s about to do next will not be easy. She…

Danny D meets his girlfriend’s mom, Amber Jayne, for the first time, and much to his and Amber’s daughter’s surprise, she’s recently become a nudist! Danny can’t help but want…

On the day after his high school reunion, Zac Wild pays a visit to his old high school bully’s house and meets his drop-dead gorgeous mother, Cherie Deville. Planning to…

For three long years, Cléa Gaultier dreamed of the day when she’d hear Charlie Dean’s knock at her door. Meeting on a summer holiday, the couple kept up a long-distance…

High school student Shouichi Kaneshiro doesn’t give a damn about his schoolwork or the swim team anymore – all he wants is to meet up with hot MILF Morisawa Sensei…

Kieran is making plans to see his Dad for dinner later that night to meet his new stepmom for the first time. Meanwhile, Kieran goes up on MILFTracker.com to find…