Videos Featuring Jimmy Michaels

Total Videos: 157 Videos in 33 Sites Sorted by Most Viewed
Re-Sort by: Most Viewed | Most Recent   —  Note: The Next Video of Jimmy will be published on: June 4th, 2026

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Jimmy and Jazmyn 50 Plus MILFs
Jimmy and Jazmyn 50 Plus MILFs
Jazmyn James, who's 52 years old, is a mother, and is from Miami, says this is your lucky day. "I want you to fuck me in the ass today,...
Greasing Up GILF AF
Greasing Up GILF AF
Seka Black really likes her step-son's best friend and today she won't miss the chance to have some fun with him. First that naughty GILF asks him to lick her wet pussy and next she invites him in her bedroom to fuck her...
Her Software Brazzers
Her Software Brazzers
Curvy redhead Summer Hart is Jimmy Michael's personalized AI assistant. When Jimmy's date stands him up, Summer comes to life in order to help the poor guy satisfy his needs. She provides him with everything he needs: bi...
Shower Help Bang Bros Network
Shower Help Bang Bros Network
Katie Morgan is ready to take a shower but realized she needs her step son Jimmy's help. He gets him to walk into the bathroom with her...
Get on Film Cheating Mommy
Get on Film Cheating Mommy
Jimmy Michaels and Jay Romero listen at the door to see if Jimmy's stepmom, Jessica Ryan, is camming. They open the door to check and r...
Not Cheating If Cheating Sis
Not Cheating If Cheating Sis
Madison Wilde sets up a video camera and shows herself off in front of it. She's waiting for her stepbrother, Jimmy Michaels, to join h...
Bunny Day My Pervy Family
Bunny Day My Pervy Family
When Jimmy Michaels walks into his stepmom Dirty Danii's room, he's not sure what to expect. She lures him in and tells him that as stepmom and stepson, they should be able to rely on each other. And Danii really needs J...
Boffing Sera Devils Film
Boffing Sera Devils Film
Jimmy Michaels has just finished giving his new babysitter, Sera Ryder, the tour of his house. Things have been going swimmingly, and he has full confidence that Sera will do a fine job looking after his progeny. It just...
Turkey Stuffed My Friends Hot Mom
Turkey Stuffed My Friends Hot Mom
Charli Phoenix has Thanksgiving dinner ready to go, but her son won't be making it. That's a shame, because Charli needed someone to we...
Sexy Xxlayna My Sisters Hot Friend
Sexy Xxlayna My Sisters Hot Friend
Latina babe Xxlayna Marie is at her friend's to watch a movie since the day is so cold and rainy. It seems that even with blankets on, ...
MDay Gangbang Brazzers
MDay Gangbang Brazzers
Callie Black is excited to celebrate her first Mother's Day as a brand-new stepmom. After her husband wakes her up by sucking on her tits, she decides to have some holiday fun by masturbating in bed... only for her new s...
MILF U Part 3 Brazzers
MILF U Part 3 Brazzers
MILF Ebony Mystique is hungry for dick, but finds herself alone at MILF U. Deciding to take matters into her own hands, she fingers herself on her bed and teases her ass with a butt plug when Jimmy Michaels -- a soon-to-...
Pussy Sandwich Brazzers
Pussy Sandwich Brazzers
Jimmy Michaels is the quintessential perv, running through the public streets and stealing clothing right off women's bodies! Adorable Daya Knight is his next unsuspecting target. Jimmy spies on her before stealing her t...
Waffle Cum Brazzers
Waffle Cum Brazzers
Syren De Mer is working her waitress job, she's bored and the tips are shit. Enter Jimmy Michaels, who just wants a cup of coffee but is about to get a lot more than that! Syren decides to show off her perfect big tits, ...
Jimmy and Bad Scoreland
Jimmy and Bad Scoreland
This Bad Bella scene has a serious social message. Too much time on a smartphone has a negative effect. Here we have Jimmy Michaels hunched over his phone in the bedroom when he should be hunched over Bella and pleasing ...

 

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