Tugging My Two New Stepbrothers Conor walks in with his new step-sister, Hope Harper, and asks how the first day of school went. She explains that she’s had a great…
Monstercock Trans Takeover 32 Bianca Reis is one of those gals that is simply fucking sexy. This girl is the epitome of sex. Our boy just hops right on that…
Craving Anal SCENE 1: JENNIFER JANE It’s about time we got the stunning European babe Jenifer Jane back on Simply Anal as she is a definite member favorite! She is…
Aly Sinclair 3 Welcome to Aly’s Restaurant, I’m your humble but beautiful hostess Aly Sinclair. Follow me and I will make you more comfortable. Speaking of getting comfortable, let me…
Cheyenne Jewel vs Mistress Kara Welcome to the “Queen of the Mats” Summer Series Tournament on Ultimate Surrender. Today is the moment you’ve been waiting all Summer to see. We…
Bang Theory 7, The Andy is working out in a very sexy outfit and Mike, her personal trainer wonders why she is dressed so sexy. She tells him she want…
Busty Latina Julianna Vega Gives Some Crazy Head! Busty Latina Julianna Vega loves to have a cock in her mouth, she gives a wild blowjob. She has the suction power…
Cheating With The Babysitter 2 Lily is overworked and underpaid. In fact, the only benefit of her babysitting job is that she gets to fuck her bosses ex-husband. Cadey threatens…
Family Pies Vol. 26 Ashley Alexander tells her stepbrother that Halloween is the one night of the year that she can dress super slutty without getting in trouble. Then she…
A DP XXX Parody 2020 AVN Award Winner Best Supporting Actor – Tommy Pistol 2020 AVN Award Nominee Best Parody 2020 AVN Award Nominee Best Comedic Screenplay The gang is…
Sweet Moms Getting Nasty Everyone has a set perception as to how Moms should behave, but just because you’ve given birth at some point doesn’t mean that you’ve forgotten what…
Hot “Sweaty” Sex Tony approaches his sexy wife as she workouts. He films her and tells her a guest is going to arrive soon. Sofi is curiuus who is coming…
Amiee Cambridge, Melanie Hicks and Cory Chase in Stuck in MILF Mansion Vol. 2 Stuck and Fucked Looking For the Remote: My step-mom Melanie is wearing a blue bikini while…
That Sitcom Show Vol. 8: I Love the 80s Crissy and Janet have both fucked Jack and now they need to compare notes. They don’t know Jack is listening in…
Stepdaughter Plays Naughty Nurse for Stepdad Halloween is a big deal in my family’s household, I love decorating the house for the neighborhood! This year I am a bit disappointed…
Vanessa Cage in Step Family Vacation Reunion Step Sisters Break in the Bed: Cory and her step-sister, Vanessa, are walking through the hotel hallways, looking for their room. Corys step-son,…
Melanie Hicks in Fucking My Step Son’s Bully Vol. 5 Fucking the Step Dad: Melanie’s stepson has come home from school with a black eye, and Melanie demands to know…
Nikki Brooks in Free Use Multi-MILFverse – Vol. 2 Aggressive Demands My Cock Anytime She Wants: Nikki and Step Aunt Cory enter a portal that takes them to another Multi…
All Black!!! Monique: This girl is a “Super Freak!” You’ll see a lot more of her in up-coming Darkside Productions. Mia: Very nervous… and very cute. We try to get…
Melanie Hicks in Breaking in the Bed with Step Mom My step-mom, Melanie, calls me into her bedroom this morning. She is wearing a pink bra with matching pink panties…
Nicole Rae in Anal Training Melanie is wearing green lingerie and Nicole is wearing light blue lingerie as they sit next to each other on the Queen sized bed. “Why…
Sophia Locke in Punished Step Mom My step-mom is standing in front of me wearing a white dress with red flowers. She tells me that she is going out with…
Step Mom’s Friend – Truth or Dare Cory is excited that her friend, Cassidy, is coming to spend the weekend at her mansion. Cassidy arrives wearing hot pink shorts with…
Melanie Hicks in Fucking My Step Son’s Bully Vol. 3 Taboo Heat presents Melanie Hicks in Fucking My Step Son’s Bully Vol. 3, another hot video that will definitely make…
Talulah Mae in Fit Step Sister Moving In: My step-mom, Cory, tells me that her step-sister, Talulah, will be coming to stay with us for a few days. A few…
Shay Sights in Anal is the Secret Step Mom Advice My step-mom, Shay, walks into my bedroom and she notices that I am looking pretty sad today. “My girlfriend broke…
Vanessa Cage in Step Family Summer Vol. 2 Side Hustle: Vanessa and her step-sister, Cory, walk into Corys massive walk-in closet. Vanessa asks Cory how she can afford a life…
Melanie Hicks in Step Son’s Bully Reclaimed Vol. 2 Hotel Anal- Luke knocks on the door to the hotel room, and his step-mom, Melanie, opens the door. She is wearing…
Nichole Rae in Stuck Step Daughter Games with Step Dad: I’m wearing a red tank top and jean shorts as I walk into the garage, looking for my step-dad’s new…
Melanie Hicks in Step Daddy Dalmer- Undercover MILF Collecting Evidence- Melanie shows up at David Dalmers house and she is ready for him to take some photographs of her, as…
Sophia Locke in Multi MILFverse Season 2 – Summer Therapy A portal opens up, and Cory and Summer walk through it. Cory sits down with her stepdaughter and her stepson…
Sheena Ryder in New Step Mom Moving In House Rules: Sheena walks up the front steps of her stepsister Cory’s house. Sheena is wearing a pink crop top with matching…
Sydney Paige in First Anal with Stepmom My step-mom, Sydney, walks into my bedroom wearing a bright red dress. She tells me that my father has worked very hard to…
Nikki Brooks in Free Use MultiMILF Vol. 6 – Stuck In A Time Loop Stuck on Step Sister: Cory walks into the bedroom after hearing strange noises coming from the…
