Videos Featuring Jimmy Michaels

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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...
Gangbang Part 1 Brazzers
Gangbang Part 1 Brazzers
Katrina Colt is lapping up the hot loads of Damion Dice and David Lee when her boyfriend, Jimmy Michaels, stumbles in with the hopes of proposing to his pervy partner. Jimmy is pissed and even more so when two more half ...
Super Happy Brazzers
Super Happy Brazzers
Voluptuous vixens Jadynn Stone and Kailani Kai are minding their business when prankster Jimmy Michaels sneaks up and delivers them super atomic wedgies. The plot twists when the ladies actually like it, and their pussie...
Good Tongue Hussie Pass
Good Tongue Hussie Pass
In honor of Jimmy Michaels' return, we brought in none other than stacked MILF megastar Joslyn James for her first ever Hussie Pass appearance. Featuring Joslyn James, Jimmy Michaels. Original release date: June 11th, 20...
The Lookalike Brazzers
The Lookalike Brazzers
Kimmy Kim takes her new BF Jimmy Michaels over to her place for some casual fucking... but this gets interrupted by Kimmy's taller lookalike roomie Kimora Quin, who teases the couple and flirts with Jimmy. Jimmy tries to...
Pervy Pranker Reality Kings
Pervy Pranker Reality Kings
Little Humper Jimmy Michaels tries to crash his new stepmom's bachelorette party and look down her bestie Lilly Hall's top. After he cuts a peephole in the shower curtain and hides behind it, he gets an eyeful of Lilly's...
Cure All Brazzers
Cure All Brazzers
Sexy home care nurse Lacey London has her hands full with an aging patient, but what makes matters more complicated is the rivalry between stepsiblings Tori Montana and Jimmy Michaels -- who both desperately want to fuck...
Movie Night Brazzers
Movie Night Brazzers
Charlotte Rayn is enjoying a movie night with her new husband when her new stepson, Jimmy Michaels, tries to butt in and watch alongside them. Jimmy's dad would rather he go clean up the mess in his room, however, and le...
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-...
Every Pie Brazzers
Every Pie Brazzers
Jimmy just wants to try some butt stuff with his girlfriend, Violet, but she is a little hesitant. Fortunately for Jimmy, Violet's stepmom Luna is not. Now, he must figure out how to get his dick in his girlfriend's step...
Safe to Say Brazzers
Safe to Say Brazzers
Katie Morgan is a hot blonde with a body that won't quit. Her new stepdaughter is not the nicest to her boyfriend, Jimmy Michaels. Jimmy wants to get busy and has got a condom to prove it. But his girlfriend is too busy ...
Desperate Times My Pervy Family
Desperate Times My Pervy Family
Hard times make strong men. Except for Jimmy Michaels, he's weak. And not hard -- not yet, anyway. But when his skanky stepsister Bambi Barton is getting changed with her door open, Jimmy snaps a few pics of her juicy ti...
New Maid Brazzers
New Maid Brazzers
Isis Love is a brunette sex pot with big tits and a perfect booty. And Jimmy Michaels is in trouble. When Isis shows up to clean his house, he can't turn a corner without getting a boner and cumming his joggers! Doesn't ...
Hard Stroke Brazzers
Hard Stroke Brazzers
Nina Diaz likes to play croquet, but she prefers to play with her tits and pussy between strokes. Peeping Jimmy Michaels sneakily turns the sprinklers on, getting Nina's top all wet before she takes him to the bedroom to...
Borrow It Nuru Massage
Borrow It Nuru Massage
Kylie Rocket sneaks her boyfriend, Jimmy Michaels, into a private room, making sure to keep things quiet as she does. It turns out that Kylie's parent, Laney Foxxx, won't allow her to bring boys home. Kylie doesn't think...
Kyler and Jimmy Part 3 See Him Fuck
Kyler and Jimmy Part 3 See Him Fuck
Newbie Twenty-one-year-old Little Jimmy Michaels and coed cutie Kyler Quinn shower after fucking. Featuring Kyler Quinn, Jimmy Michaels. From the web series: Kyler Quinn and Jimmy Michaels. Original release date: January...
Room with a Cock 2 Mommy Got Boobs
Room with a Cock 2 Mommy Got Boobs
The highlight of London Rose's day is when young stud Jimmy Michaels sneaks past her clueless husband to give her the sexual satisfaction she craves. However, on this particular morning, London's husband is being especia...
What She Wants Bang Bros Network
What She Wants Bang Bros Network
Stepmom Charli wants her Stepson Jimmy to help her out deciding which is the best lingerie to wear. Jimmy doesn't think it's too appropriate. She explains it's to surprise his dad and that he shouldn't feel weird at all,...
XXX Ray Glasses Brazzers
XXX Ray Glasses Brazzers
Jimmy Michaels gets a new pair of x-ray specs... just in time for his roommate's girlfriend (the sexy big-titted Amber Alena) to come over. Jimmy puts on his specs and gets to ogle Amber's naked body. Amber quickly notic...
Unannounced My Friends Hot Mom
Unannounced My Friends Hot Mom
Alina Angel is making some grub when her son comes home. Unannounced, his friend Jimmy is tagging along. What they forgot to bring was some ocra so Alina sends her son back to the store. Just the perfect time to get Jimm...
Two for Bianca Hussie Pass
Two for Bianca Hussie Pass
Nipply Twenty-two-year-old "jackrabbit" Bianca Bangs makes her Hussie Pass debut today, and seeing as she's never been with two studs at the same time, we called in James Angel and Jimmy Michaels for this 1st ever BBG th...
MILF Off Brazzers
MILF Off Brazzers
Cherie and Bunny, both MILFs with perfect tits, haven't fucked for months. On top of that, Bunny has snapped Cherie's fave sex toy in half! They argue until Jimmy, the plumber, arrives. Both MILFs grab Jimmy, wanting him...
Feed Me Brazzers
Feed Me Brazzers
Charli Phoenix is ass up, bent over making the bed as her husband gets ready to leave for work. Little does hubby know the minute he exits Charli's got a hot date with the enormous dildo she's tucked into the sheets, and...
Aussie Barbie Brazzers
Aussie Barbie Brazzers
Barbie is strong, sexy, and hungry for cock! When her boyfriend isn't able to satiate her appetite (even after fucking her twice in one day), Jimmy Michaels and Max Fills decide to try their luck at satisfying her. Barbi...
Big Barista Brazzers
Big Barista Brazzers
Jimmy Michaels heads into a coffee shop for a quick caffeine fix, but finds more than he bargained for. The barista, Ashlyn Peaks, is smoking hot and has huge tits. Jimmy lays on the charm and Ashlyn is DTF. Once Ashlyn ...
After the Club Reality Kings
After the Club Reality Kings
Alexis Tae is dancing with her BF James Angel at the club when they spot sexy couple Summer Col and Jimmy Michaels across the dance floor. They beckon them over, and as the girls are shaking their booties, Alexis discove...
Two for Wilde Hussie Pass
Two for Wilde Hussie Pass
Long-haired Latina cutie Madison Wilde returns to the Hussie Pass set today for her 1st ever on-screen BBG threesome, and we matched her up with our very own Brian OMally and young buck Jimmy Michaels for today's dazzlin...
Fuck Friday Part 1 Brazzers
Fuck Friday Part 1 Brazzers
Dirty talking, flashing, and erotic boundaries are crossed when a group of co-workers, Alexia Anders, Dante Colle, and Jimmy Michaels complete to be the first to finish their report by the end of the day. "Work hard, pla...
Go Commando Brazzers
Go Commando Brazzers
Lily Lou and JMac arrive at a fancy house party but can't focus due to obscene levels of horniness. Lily wants to go commando, but JMac insists they must keep cool during the party. The glistening trail of juicy juice tr...
The Mover Brazzers
The Mover Brazzers
Dominant lesbian couple Brittany Andrews and Misty Stone are moving into a new place and having a pair of movers (including Jimmy Michaels) lug their stuff inside. The couple take a liking to Jimmy and do what they can t...
World Whoppers Scene 4 Zero Tolerance
World Whoppers Scene 4 Zero Tolerance
Description not available. Featuring Lily Starfire, Jimmy Michaels. From the film: Natural Whoppers of the World. Original release date: January 27th, 2024.
Two for Hill Hussie Pass
Two for Hill Hussie Pass
Mississippi newbie Serena Hill makes her Hussie Pass debut today, and she wanted to participate in her 1st ever BBG threesome, so we brought in James Angel and Jimmy Michaels for this unique update. The scene initiates w...
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...
Grocery Dick Reality Kings
Grocery Dick Reality Kings
Jimmy Michaels is stocking shelves at the grocery store when one of his Lil Humper buddies points out stacked MILF Ashlyn Peaks and her big melons. Jimmy's all ready for some air humping when he espies Ms. Peaks taking a...
Bodega Bro Brazzers
Bodega Bro Brazzers
Jimmy is just living his life as a convenience store clerk when stunning lesbian couple Jordyn and Gaby waltz into his bodega. He watches them get nasty with each other before Gaby goes out to have a smoke. He thinks he ...
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 realize that Jessica is indeed giving Internet strangers a taste of her goods. The pho...
Titty Tutorial Brazzers
Titty Tutorial Brazzers
Gorgeous Jordyn Falls is following along with a DIY shirt tutorial on her laptop. Usually, these tops don't work for Jordyn, as her incredible big tits just pop right out of them! Jordyn calls her roommate, Jimmy Michael...
Suffocate You Hussie Pass
Suffocate You Hussie Pass
MILF megastar Jennifer White is back again, and we just had to pair the sexy cougar up with our blushing 21-year-old stud Jimmy Michaels for this week's Hussie Pass update. After the Johnny Robins interview portion of th...
Another Gamer Reality Kings
Another Gamer Reality Kings
Jimmy Michaels gets a little insecure when he learns his hot blonde gamer gf Aria Banks has been playing online with another guy every night. He shows his girl there are some things he can do better, like eating her puss...
Stepmom Plays My Pervy Family
Stepmom Plays My Pervy Family
Cinco de Mayo has to be one of the funnest holidays out there. Tacos and music -- what's not to love! But some people get a tad too excited, if that's even possible. When uber-MILF Callie Brooks comes home to see her pal...
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...
Cum Fast Step Siblings Caught
Cum Fast Step Siblings Caught
Jimmy Michaels is making a sandwich when his stepsister Jade Valentine joins him in the kitchen. She has to scoot by him, and he jumps like he's been goosed. Every time Jade comes anywhere near him, Jimmy acts spooked. I...
Cozy Cock Brazzers
Cozy Cock Brazzers
Payton Hall loves to knit. When Jimmy Michaels, the local handyman, arrives to fix the toilet, Payton pulls the ol' -- here's a refreshing glass of lemonade -- and then -- whoops! She spills it all over his shirt, landin...
Manning Up Mom Swapped
Manning Up Mom Swapped
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 ladie...
Kyler with Jimmy See Him Fuck
Kyler with Jimmy See Him Fuck
Twenty-one-year-old Nashville native Little Jimmy Michaels gets his asshole rimmed by Kyler Quinn. Featuring Kyler Quinn, Jimmy Michaels. Original release date: January 14th, 2021.
Intense Affair My Friends Hot Mom
Intense Affair My Friends Hot Mom
Andie Anderson hasn't had sex in a very long time because her husband won't fuck her anymore. She is in desperate need of some cock and an orgasm! She figures she can get away with fucking Jimmy, her son's friend, becaus...
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 wear the Pilgrim outfit that she picked up. Luckily, her son's friend, Jimmy, stops by ...
Hotter MILF Filthy Kings
Hotter MILF Filthy Kings
Description not available. Full title: Who's the Hotter MILF? Let's Find Out. Featuring Gigi Dior, Alyssia Vera, Jimmy Michaels. Original release date: September 21st, 2023.
Special Way My Sisters Hot Friend
Special Way My Sisters Hot Friend
Sexy Asian Phoebe Kalib is moving out, and the only one that was willing to help her out is her friend's brother Jimmy, but he is backing out now. Phoebe doesn't have another plan, so to encourage him, she is willing to ...
Annoying Stepmom My Pervy Family
Annoying Stepmom My Pervy Family
Description not available. Featuring Wendy Raine, Jimmy Michaels. Original release date: April 8th, 2023.
Country Boy See Him Fuck
Country Boy See Him Fuck
Boy oh Country Boy -- Do we have a treat for you today! 21-year-old Nashville newbie Jimmy Michaels makes his See Him Fuck debut today and we swear: we checked the kid's ID... twice! We paired Him up with the lovely Kyle...
Richelle and Jimmy Hussie Pass
Richelle and Jimmy Hussie Pass
This special Christmas Day update features uber MILF Richelle Ryan and our very own Little Jimmy Michaels playing the Adults Only version of Elf on the Shelf. Of course, the scene starts with Richelle having to find The ...
Mom Ass Brazzers
Mom Ass Brazzers
Jimmy Michaels goes to visit his friend... only the friend is out running an errand, so Jimmy has to chat with sexy MILF Nadia White for a bit. As Nadia cleans, Jimmy gets a good look at her nice ass, then Nadia lets him...
Trio Smash Brazzers
Trio Smash Brazzers
Petite Chloe Temple is introducing her boyfriend, Jimmy Michaels, to her dad and new stepmom. Jimmy is nervous but Chloe assures him that everything will be fine. At the house, MILF Cherie DeVille has forgotten the coupl...
Two for Mochi Hussie Pass
Two for Mochi Hussie Pass
Hawaiian cutie Mochi Mona makes her Hussie Pass debut today, and owner Brian OMally tapped our good friend Jimmy Michaels to be his wingman in this split-filled BBG threesome scene! Director Johnny Robins kicks things of...
Jimmy Weiner Hussie Pass
Jimmy Weiner Hussie Pass
Milwaukee MILF superstar Brittany Andrews makes her long awaited Hussie Pass debut today, and of course we just had to pair her up with our very own 21-year-old boy wonder "Little" Jimmy Michaels for this great scene tha...
Stepmom Motivation Filthy Kings
Stepmom Motivation Filthy Kings
Being in school is hard, especially when you're 19. Sometimes you just want to take the day off, watch some TV and relax. My stepmom Kitten Latenight doesn't really agree with me. She says my grades are too low and I'm f...
Horny AF at My Friends Hot Mom
Horny AF at My Friends Hot Mom
Miss Raquel has been dating a guy and she is putting on a very sexy green dress that will indeed be ripped off as soon as they get to the apartment. Still, suddenly she gets the dreadful news that he is canceling the dat...
Kyler and Jimmy Part 1 See Him Fuck
Kyler and Jimmy Part 1 See Him Fuck
Coed Kyler Quinn sucks off country boy Little Jimmy Michaels. Featuring Kyler Quinn, Jimmy Michaels. From the web series: Kyler Quinn and Jimmy Michaels. Original release date: January 14th, 2021.
Pervert Step Son Bang Bros
Pervert Step Son Bang Bros
Today we have a special one for you guys. Maggie Green is casually walking in her home when she finds her stepson Jimmy jacking off to a Penthouse video. She's tired of him jacking off all the time and leaving the door o...
Spring GILF Brazzers
Spring GILF Brazzers
Jimmy is helping his new step-grandma, Seka, get her home cleared up for a little spring cleaning. Seka's horny friend, Foxxxy, is over to check out the young meat. Foxxxy manages to sneak around Seka, getting some hot a...
Dunking Brazzers
Dunking Brazzers
Lesbian couple Rosalyn and Arietta excitedly await their friends Damion and Jimmy's arrival so they can catch up and shoot some hoops together. Arietta can't help but be turned on by Damion's massive bulge -- leading to ...
Lolly and Jimmy Hussie Pass
Lolly and Jimmy Hussie Pass
Unique big booty MILF Lolly Dames (FKA Unicorn Lollipop) makes her return to Hussie Pass this week, and as we do with all cougars, we paired her up with young buck Jimmy Michaels for this steamy update. After the Johnny ...
Two for Mona Hussie Pass
Two for Mona Hussie Pass
Hawaiian cutie Mochi Mona makes her Hussie Pass debut today, and owner Brian OMally tapped our good friend Jimmy Michaels to be his wingman in this split-filled BBG threesome scene! Director Johnny Robins kicks things of...
Little Quickie My Pervy Family
Little Quickie My Pervy Family
Description not available. Featuring Jimmy Michaels. Original release date: July 8th, 2023.
Forget the Pie Filthy Kings
Forget the Pie Filthy Kings
Description not available. Featuring CeCe Mecta, Jimmy Michaels. Original release date: November 23rd, 2023.
Shoe Shop Brazzers
Shoe Shop Brazzers
Yum Thee Boss and her man stumble into a seemingly empty shoe store to do a lil shopping. Little do they know, the foot fetishist salesman, Jimmy Michaels, is watching behind a gloryhole wall while they browse. Yum's man...
Their Interiors Brazzers
Their Interiors Brazzers
Jimmy and his pal Johnny are playing craps like a coupla neighborhood toughs when the interior designer Jimmy's stepsister hired shows up to their house. Jimmy instantly falls in lust with stylish new sexpot Jennifer, wh...
Fuck Ranch Brazzers
Fuck Ranch Brazzers
Avery Black and Zoey Sinn have booked a girls-only glamping adventure that turns out to be more trailer park than resort. Regardless, they plan on getting down and dirty in their tent, so they make the best of it and get...
Big Butt Gaby My Sisters Hot Friend
Big Butt Gaby My Sisters Hot Friend
Gaby was going to a party with her bestie, but instead, she got stuck with her bestie's brother Jimmy and teaches him the perfect recipe for Guacamole and hot Latina sex! Featuring Gaby Ortega, Jimmy Michaels. Original r...
Fave Position Moms Family Secrets
Fave Position Moms Family Secrets
Spencer Scott has a secret and it's all about her stepson Jimmy Michaels. She wants him, and with him engrossed in a football game she knows just how to get him. She sits beside Jimmy on the couch and expresses her inter...
How Slutty My Friends Hot Mom
How Slutty My Friends Hot Mom
Kiki Klout was laid off and is looking for a new job, but she decides that maybe selling some pics and videos of her self online might be a better option; but her son's friend, Jimmy, walks in and catches her signing up ...
Happy Ending Reality Kings
Happy Ending Reality Kings
Masseur Jimmy Michaels's professionalism is put to the test when hot influencer Jordyn Falls and her friend show up. Jordyn takes her tits out right in front of him, and her friend oils up Jordyn's booty and tells him to...
Masseur Swap Brazzers
Masseur Swap Brazzers
Mz Dani is pissed at her husband, who bought her a solo massage for her birthday instead of wanting to do something as a couple. Mz Dani proclaims to her friend on the phone that she's ready to fuck the next guy who look...
Glaze of Glory Brazzers
Glaze of Glory Brazzers
Armani Black and Summer Col sneak into a public bathroom and take advantage of the privacy by getting down and dirty on the sink counter. They get busted by the janitor who is more interested in busting a nut than giving...
Sara and Jimmy Part 2 Hussie Pass
Sara and Jimmy Part 2 Hussie Pass
Busty blonde MILF Sara Jay sucks and fucks newbie country boy Little Jimmy Michaels. Featuring Sara Jay, Jimmy Michaels. From the web series: Sara Jay and Jimmy Michaels. Original release date: January 13th, 2021.
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, she cannot get warm enough so she asks Jimmy to lay with her and maybe his hard cock ...
Leila and Jimmy Hussie Pass
Leila and Jimmy Hussie Pass
Newbie MILF Leila LaRocco makes her Hussie Pass debut today and we paired her up with Little Jimmy Michaels, who's making his monthly appearance here on the site. After we get to know a little about the bikini bodybuilde...
Car Squirter Reality Kings
Car Squirter Reality Kings
Blonde teen Krissy Knight gets so horny over her stepmom's new convertible, she just has to rub herself all over it. She video calls her boyfriend Jimmy Michaels, who rushes right over in time to see her squirt in the ca...
Feed Jimmy My Friends Hot Mom
Feed Jimmy My Friends Hot Mom
Nikita Reznikova is making breakfast for her son and her son's friend, Jimmy. Jimmy smells the delicious food and runs downstairs, leaving his friend still fast asleep. Nikita serves Jimmy a plate and begins to feed him ...
Fucking Skills My Friends Hot Mom
Fucking Skills My Friends Hot Mom
Jimmy is hanging out at his friend's place while his friend is at the gym. That's when his friend's mom Lolly Dames walks in and catches him munching on some cereal. Lolly notices that Jimmy looks kind of down though, so...
It is Important My Pervy Family
It is Important My Pervy Family
Being a stepmom isn't easy and Anissa Kate really wants to have a healthy relationship with her new stepson Jimmy Michaels. Jimmy has always been a little stand-offish with her so she decides to confront him. When he hea...
Coach Peepers Brazzers
Coach Peepers Brazzers
Jimmy Michaels is supposed to be training under the watchful eye of his stern football coach, Coach Peepers (Jay Slayher)... but he's a little distracted right now. Jimmy's cute girlfriend Clara Trinity has broken into t...
So Much Love Hussie Pass
So Much Love Hussie Pass
The lovely Sandy Love makes her Hussie Pass debut today and seeing as she's a sexy cougar, we just had to bring back our MILF loving friend Jimmy Michaels for this better-late-than-never update! After our director helps ...
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, ...
Brittany and Jimmy Hussie Pass
Brittany and Jimmy Hussie Pass
Forty-seven-year-old Milwaukee MILF superstar Brittany Andrews makes her long awaited Hussie Pass debut today, and of course we just had to pair her up with our very own Twenty-one-year-old boy wonder "Little" Jimmy Mich...
Fuckliness Brazzers
Fuckliness Brazzers
Casca Akashova is a big breasted blonde babe with a real desire for cleanliness. She's a clean freak! She even irons her towels. When she walks in on Jimmy Michaels post cum in his filthy room she's appalled. She just wa...
Bossy Step Brazzers
Bossy Step Brazzers
Jimmy's new older stepsister Erin got injured in a minor fender bender recently. While Jimmy tries to get frisky with his girlfriend Dixie, Erin interrupts them by ringing a bell and demanding service from her new stepbr...
Kyler and Jimmy Part 4 See Him Fuck
Kyler and Jimmy Part 4 See Him Fuck
Boy Oh Country Boy, do we have a treat for you today! Twenty-one-year-old Nashville newbie Jimmy Michaels makes his See Him Fuck debut today and we swear: we checked the kid's ID... twice! We paired Him up with the lovel...
Fuck Your Mom Brazzers
Fuck Your Mom Brazzers
Cherie Deville's son Dave's pop punk band goes viral with their latest track ‘I Wanna Fuck Your Mom', and Cherie's not too happy about being the presumed titular MILF…or is she? After sending Dave to his room, she gi...
Two for Serena Hussie Pass
Two for Serena Hussie Pass
Mississippi newbie Serena Hill makes her Hussie Pass debut today, and she wanted to participate in her 1st ever BBG threesome, so we brought in James Angel and Jimmy Michaels for this unique update. The scene initiates w...
Here at Home Mom Wants Creampie
Here at Home Mom Wants Creampie
Blaire Johnson wasn't expecting to have feelings about her stepson Jimmy Michaels spreading his wings and leaving the next, but it turns out she really does. Jimmy approaches Blaire one day while she's ironing and asks f...
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 and he's a little jumpy about it because he doesn't want to get a boner. But Katie n...
Drone Peeper Brazzers
Drone Peeper Brazzers
Gem Jewels wants to go out clubbing, but her boyfriend isn't having it. After he insists that she stay home, Gem takes the opportunity to overtly tease Jimmy Michaels, her boyfriend's son and a college dude who is sudden...
Step Domme Brazzers
Step Domme Brazzers
When stepmom Alexis Fawx has had enough of being treated like a maid by her lazy new stepson Jimmy Michaels, she decides to show him her other side, going through her closet and transforming into a domme in order to put ...
Sharing is Caring from My Pervy Family
Sharing is Caring from My Pervy Family
Description not available. Featuring Vivianne De Silva, Jimmy Michaels, Peter Fitzwell. Original release date: July 22nd, 2023.
Bending Over American Daydreams
Bending Over American Daydreams
Jimmy went to the beach and forgot sunscreen so he's left with the worst sunburn. Chloe Amour comes to the rescue to put some aloe on him. Chloe is like a second mom to him but Jimmy has always seen her as a MILF. Many j...
Relieving Tent Brazzers
Relieving Tent Brazzers
Sexy Roxie Sinner pays a visit to an old friend's home to catch up. The only problem is that this friend has two annoying college roommates (Jimmy Michaels and Damion Dayski) who've pitched a literal tent in the living r...
Like Never Brazzers
Like Never Brazzers
While Jimmy Michaels is stuck cleaning up the mess his roommate (Bailey Base) left in the kitchen, Bailey's being lazy. Bailey's feeling horny, however, and masturbates until she decides to have some fun with Jimmy inste...
Moving Day MILF Brazzers
Moving Day MILF Brazzers
Horny MILF Cory Chase has some movers coming over today and she's eager for them to handle more than her boxes. When a pair of movers arrive, including Jimmy Michaels, Cory initially ignores Jimmy in favor of his taller ...
Twice His Age Hussie Pass
Twice His Age Hussie Pass
We just had to bring the lovely Sara Jay right back so that we could pair her up with newbie 21-year-old Jimmy Michaels for what turned out to be on helluva scene! After we chat a bit with our stars, Sara Jay shows Jimmy...
Level Up Brazzers
Level Up Brazzers
When "Coach" (Jamie Knox) sees Jimmy Michaels eating Annabel Redd's pussy in the bathroom, he determines to (ahem) level up their fuck game. The couple's activities progress to a massage table in another room, underneath...
Ball Watch Brazzers
Ball Watch Brazzers
Jimmy Michaels is enjoying a baseball game with his friends when he accidentally throws a ball right through MILF goddess Ryan Keely's bedroom window! Inside, Ryan is enjoying her favorite dildo when the baseball comes c...
French Kate Mrs Creampie
French Kate Mrs Creampie
Anissa Kate is trying to sell Jimmy some art, but Jimmy isn't budging. Anissa needs to make the sale so she decides to throw in a bonus. If Jimmy hands over the cash for a pair of vases, then Anissa will let him play wit...
The Turkey Reality Kings
The Turkey Reality Kings
Jimmy Michaels and his Little Humper buddy show up a little early for Thanksgiving dinner. Advoree isn't quite ready yet, but she tells them to make themselves at home... and next thing you know, Jimmy's teabagging the t...
Lucky Dirtbag My Pervy Family
Lucky Dirtbag My Pervy Family
When your own son is trash-talking you to his stepmother on St.Paddy's, you know something is off. Jessie listens to Jimmy's concerns but tells him she doesn't want to give up on his dad just yet. But Jessie comes back l...
Thirsty Nerdy Brazzers
Thirsty Nerdy Brazzers
Jimmy Michaels, Jovan Jordan, and Vivianne DeSilva have just arrived home after a win for the guys' baseball team. Jimmy scopes nerdy Willow Ryder for the first time, but Jovan warns him to stay away from his precious da...
Away from Home My Friends Hot Mom
Away from Home My Friends Hot Mom
After two weeks of being away from home and not getting any dick, Sweet Vickie is so horny that nothing will get in her way of stuffing a cock in her pussy. Still, there was only one problem, her husband left with her so...
Fertility Juice Moms Family Secrets
Fertility Juice Moms Family Secrets
Alyssia Vera always cooks breakfast topless and her stepson, Jimmy Michaels, loves it. When Jimmy gets a phone call from his buddies, he refuses to take a photo and creep on her. Instead, he hangs up the phone and goes t...
Young Neighbor Dirty Wives Club
Young Neighbor Dirty Wives Club
Athena Anderson's husband has his work trip extended. That's too bad, cause Athena has been in the mood for some cock. She decides that she can't wait a few more days and has her neighbor come over to give her a hand...a...
Scrub and Fuck Bang Bros Network
Scrub and Fuck Bang Bros Network
Kelly Caprice gets her stepson Jimmy to scrub her back in the shower. Jimmy was too horny to handle it and ran off. Kelly said she didn't mean for him to run away but offers him a view of her naked body to help him jack ...
Hubby Cock Brazzers
Hubby Cock Brazzers
Important businessman Jimmy Michaels is getting a couple's massage with his prudish wife. Masseuse Jayla Page goes to work on the couple, but her intentions are anything but professional. While wifey is distracted, Jayla...
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...
Our Thing Brazzers
Our Thing Brazzers
Connie Perignon and Hot Ass Hollywood are in the living room relaxing, gaming, and scrolling on their phones. But when Jimmy Michaels comes to the fridge looking for a snack, he catches a glimpse of Connie's sweet, tight...
Armani with Jimmy Hussie Pass
Armani with Jimmy Hussie Pass
Latina cougar Armani Black makes her 1st appearance on the Hussie Pass set today, and as we do with most MILFs, we paired her up with Little Jimmy Michaels for today's anal MILF update. After director Johnny Robins condu...
River and Jimmy Devils Film
River and Jimmy Devils Film
River Lynn is visiting her boyfriend Johnny Palms at his parent's house, the two of them holding hands and walking in the sun. They don't get to see each other much since they both attend different universities, so they'...
For Her Day Brazzers
For Her Day Brazzers
Hot MILF Ashlyn Peaks has been getting it on with her son's college buddy, Jimmy Michaels. She's been so busy getting dicked down by a younger guy that she barely knows (or cares) what day it is. When Ashlyn's son and da...
Two for Madison Hussie Pass
Two for Madison Hussie Pass
Long-haired Latina cutie Madison Wilde returns to the Hussie Pass set today for her 1st ever on-screen BBG threesome, and we matched her up with our very own Brian OMally and young buck Jimmy Michaels for today's dazzlin...
You Saw Mine My Pervy Family
You Saw Mine My Pervy Family
Just a peek, right? Can't hurt, right!!? That's what Jimmy Michaels thinks when he watches his hot stepmom Laura Bentley in the shower. But what happens when she finds out? She wants to talk... oh no!! She is NOT going t...
Hard Drive Brazzers
Hard Drive Brazzers
Osa Lovely has a peculiar seduction strategy when it comes to Jimmy Michaels, who just happens to be dating Osa's boyfriend's daughter. After she bakes a majestic laptop made completely of chocolate, Osa pretends that sh...
Your Manager Brazzers
Your Manager Brazzers
Sexy blonde shoplifter Mellanie goes to a clothing store with stealing on her mind. After she harasses the cashier, security guard Air Thugger monitors the situation, catching Mellanie's eye. She flashes him her juicy ti...
Sara and Jimmy Part 1 Hussie Pass
Sara and Jimmy Part 1 Hussie Pass
Curvy MILF Sara Jay give newbie Little Jimmy Michaels a rimjob. Featuring Sara Jay, Jimmy Michaels. From the web series: Sara Jay and Jimmy Michaels. Original release date: January 13th, 2021.
Finding Her Toy Brazzers
Finding Her Toy Brazzers
Jimmy Michaels is looking through his dad's room for money, but what he ends up finding is his stepmom's dildo! When the sexy Quinn Waters catches him with it, she dismisses him from the room and then decides to have som...
Pillow Humpers Brazzers
Pillow Humpers Brazzers
Michelle Anderson has a laugh when she catches Jimmy Michaels humping a pillow, and she pulls out her phone to record the oddly intriguing sight. Not long after, however, curiosity gets the best of Michelle and she decid...
Pump and Hump Brazzers
Pump and Hump Brazzers
Horny Sophia Leone prays for the days her roommate, Jimmy Michaels, goes to the gym. It means she can watch porn and masturbate as loud as she wants! But when brunette Sophia's phone dies mid-porn, she breaks the house r...
Taking Dick My Sisters Hot Friend
Taking Dick My Sisters Hot Friend
Selina Bentz can't stop thinking about the great sex she had with her friend's brother over the summer. She's so turned on by the memory that she can't study and decides to take a break to play with her pussy. When her f...
Sandy and Jimmy Hussie Pass
Sandy and Jimmy Hussie Pass
The lovely Sandy Love makes her Hussie Pass debut today, and seeing as she's a sexy cougar, we just had to bring back our MILF loving friend Jimmy Michaels for this better-late-than-never update! After our director helps...
Creepy Creamer Filthy Kings
Creepy Creamer Filthy Kings
Description not available. Featuring Jimmy Michaels. Original release date: June 24th, 2023.
Cute Jill My Sisters Hot Friend
Cute Jill My Sisters Hot Friend
Jill Taylor stops by for some school help from her friend's brother Jimmy. Jimmy is really tired of helping out his sister's friends without getting anything for it. So he offers to tutor her for an entire year if she do...
Hump Park Part 1 Brazzers
Hump Park Part 1 Brazzers
When a new couple moves into the trailer park, they are delighted by the hospitality and generous invitation to Hazel Moore and Diego Perez's party trailer. However, Jimmy Michaels ditches his girlfriend when he sees Ebo...
Jimmys V Card Bang Bus
Jimmys V Card Bang Bus
We got a newcomer, Jimmy Michaels, on the bus. This young guy is here to fuck some girls. We find Ava Sinclaire jogging on the streets. We convince her to get in the van. Once inside Jimmy works his magic. He tells Ava h...
My Solution My Pervy Family
My Solution My Pervy Family
Description not available. Full title: My Horny Stepmom's Solution. Featuring Cubbi Thompson, Jimmy Michaels. Original release date: August 31st, 2024.
Doubles Match Family Swap
Doubles Match Family Swap
What would happen if four families each contributed one member to create a new family? In this episode of Family Swap, Serena Hill and her swap mom Jessica Ryan have just gotten nice and sweaty playing tennis. They walk ...
Sexy Hottie My Sisters Hot Friend
Sexy Hottie My Sisters Hot Friend
Sexy hottie Katie Kinz is very upset with her friend. Katie makes a visit to confront her for messing around with her boyfriend but she is not at home; the only one there is her friend's brother Jimmy. Katie tells Jimmy ...
Pussy Snack Brazzers
Pussy Snack Brazzers
It's sexy Simone's birthday. She's in the middle of stripping out of her clothes, revealing her huge boobs and a thick round ass, when her dorky husband sneaks up behind her and cops a feel. Simone doesn't have time for ...
Gauntlet Brazzers
Gauntlet Brazzers
Summer Col is a shy hottie with a new man, Jimmy Michaels, who she hasn't gotten to home base with yet. Summer wants to impress Jimmy with her sexual openness and doesn't know how. Her pervy roomie, Bella Rolland is happ...
Helping Hand My Pervy Family
Helping Hand My Pervy Family
Dibs! A pretty common way amongst stepsiblings to call front seats, best views or even prime beds or bedrooms. Haley Spades is just too fast for her stepbrother Jimmy Michaels on their family vacation and calls dibs on t...
Plumber Cum Brazzers
Plumber Cum Brazzers
Curvy cutie Jayla Page isn't getting any attention from her pencil neck husband, so she reacts logically by sabotaging her pipes and calling over a pair of plumbers. Plumbers, immy Michaels and Will Pounder, solve the is...
Armani and Jimmy Hussie Pass
Armani and Jimmy Hussie Pass
Latina cougar Armani Black makes her 1st appearance on the Hussie Pass set today, and as we do with most MILFs, we paired her up with Little Jimmy Michaels for today's anal MILF update. After director Johnny Robins condu...
Neighbor Nympho Brazzers
Neighbor Nympho Brazzers
A "neighborhood watchman" (Jimmy Michaels) receives a call from Christie Stevens, the big-breasted supervisor of a quiet gated community, because a strange disturbance in someone's home has been causing some complaints. ...
Black Friday BFFs
Black Friday BFFs
Suddenly, they get interrupted by a knock on the door, it's Jimmy Michaels with a camcorder telling them he got them on tape stealing all those clothes. To Jimmy's delight, these girls are willing to do the naughtiest th...
Two for Bangs Hussie Pass
Two for Bangs Hussie Pass
Nipply 22-year-old “jackrabbit” Bianca Bangs makes her Hussie Pass debut today, and seeing as she's never been with two studs at the same time, we called in James Angel and Jimmy Michaels for this 1st ever BBG threes...
Stepmom Needs Me My Pervy Family
Stepmom Needs Me My Pervy Family
A new stepmom, a new paradigm. Jimmy Michaels is just trying to relax in his room when Sydney Paige -- his new stepmother -- sits on the edge of his bed to have achat. Not only does she want him to help pay bills, but sh...
Horny Massage My Daughters Hot Friend
Horny Massage My Daughters Hot Friend
Jimmy is a studying masseur and is tired of practicing with all his male friends. Essie, his dad's girlfriend, is willing to lend a helping body for him to get more hours of training. Essie has such a smoking hot bod tha...
Wildest Dream American Daydreams
Wildest Dream American Daydreams
Sydney Paige is trying to wake her stepson, Jimmy, for school. However, Jimmy needs five more minutes to get rid of the raging morning wood he's got. He wouldn't mind if Sydney gave him a hand. Disgusted by the remark, S...
A Surprise Brazzers
A Surprise Brazzers
Jimmy Michaels is obsessed with his new stepmom, Jessica Ryan. She thinks he's sweet but what he really wants is to fuck her, peeping on her any chance he can get! Jimmy leaves Jessica a gift, which she thinks is from he...
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...
Sexting Her Brazzers
Sexting Her Brazzers
The ever-horny Nina Rivera is on the computer, having video sex with a stranger. They can't see each other's faces because they both desire privacy, but they do get a good look at the other person's clothing and appealin...
The Cookie Girl Cheating Sis
The Cookie Girl Cheating Sis
Myra Moans is trying to make a vid for her social media to talk about her favorite makeup products. Her stepbrother, Jimmy Michaels, keeps getting in the video frame. Myra brings Britt Blair on to talk about the cookies ...
Fave Mistake Family XXX
Fave Mistake Family XXX
It only took a week for stepmommy Cherry Kiss to acknowledge that her new stepson Jimmy was flirting with her and it only took one chance in the hallway to have Jimmy on his knees slurping Cherry's sweet pussy juices! Th...
Enjoy the Show My Pervy Family
Enjoy the Show My Pervy Family
Jimmy Michaels hates getting ordered around, especially by his stepmom Katie Morgan. To add insult to injury - Katie just lays out by the pool - naked - showing off her big tits and fluffy MILF muff, while he has to do c...
Spying on Him Brazzers
Spying on Him Brazzers
Aubree Valentine's new stepmom is worried her son, Jimmy Michaels, is having sex now that he's in college, so she pays Aubree to snoop around his bedroom and find out. Aubree sneaks into her stepbrother's room and is sho...
Horny After Hours My Pervy Family
Horny After Hours My Pervy Family
When Laney gets home after a night out, she is horny. Unsatisfied from her outing, she can only think of getting dicked down. Her stepbrother Jimmy is lying down in his room, but Laney doesn't care. She has an itch that ...
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 her so she can see what kind of trouble they can get into. She asks Jimmy if he likes ...

 

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