Pornstar: Jimmy Michaels
MissaX – Best Birthday Ever – Sadie Summers, Jimmy Michaels
4.98K Views17 Likes
19 year old Matt (Jimmy Michaels) feels down in the dumps because his stepmother (Sadie Summers) has forgotten all about his birthday. When he confronts her, Sadie apologizes and notes: "I just figured you'd want to ...
MissaX – Taking Care of Mommy – Jennifer White, Jimmy Michaels
5.49K Views8 Likes
Jennifer White introduces this tale of infidelity in voice-over: "I can feel my stepson's eyes on me. Sometimes I wonder: am I the parent, or is this 21-year-old taking care of me?".} Mikey (Jimmy Michaels) and Jennif...
BrattySis – Santas Helpers Get Naughty – S30:E1 – Jill Kassidy, Jimmy Michaels, Xxlayna Marie
3.16K Views2 Likes
Jill Kassidy and Xxlayna Marie are decorating the holiday tree in their itty bitty miniskirts. The girls spy Jill's stepbrother, Jimmy Michaels, and tease him with a set of ornaments that they hold up to look like a s...
MySistersHotFriend – Jill Taylor, Jimmy Michaels
2.45K Views0 Likes
Cute Blonde Jill Taylor Wants Her Friend's Brother's Hard Cock 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 anyt...
MyPervyFamily – Stepmom Needs Me To Breed – Sydney Paige, Jimmy Michaels
1.62K Views0 Likes
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 s...
FamilySwapXXX – My Swap Sis Gets Inspired – S8:E3 – JC Wilds, Selena Ivy, Jimmy Michaels, Peter Fizwall
2.41K Views0 Likes
What would happen if four families each contributed one member to create a new family? In this episode of Family Swap, Peter Fizwall is watching the game with his swap son Jimmy Michaels when his swap wife and swap da...
BigTitsAtWork – It’s Fucking Friday Part 1 – Alexia Anders, Dante Colle, Jimmy Michaels
2.89K Views3 Likes
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, ...
RealWifeStories – Neighborhood Nympho Watch – Marica Hase, Christie Stevens, Jimmy Michaels
3.25K Views2 Likes
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 complaint...
DirtyWivesClub – Athena Anderson, Jimmy Michaels
1.32K Views1 Likes
Tattooed Blonde Athena Anderson Cheats On Her Husband With Younger Neighbor 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 ...
MilfHunter – Hot MILF In The City – Jennifer White, Jimmy Michaels
3.67K Views8 Likes
Black-haired MILF Jennifer White's smoking hot, and so is her house. Turning up the A/C doesn't help her cool down, so she takes matters into her own hands and cuts her jeans into Daisy Dukes before calling for a serv...
DatingMyStepson – Stepmoms Secret Confession – S1:E5 – Pristine Edge, Jimmy Michaels
3.57K Views1 Likes
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 hi...
DatingMyStepson – Riding More Than Bicycles – S1:E4 – Crystal Clark, Jimmy Michaels
2.25K Views1 Likes
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, Crystal Clark is in ...
DatingMyStepson – Turning Up The Heat – S1:E3 – Cassie Del Isla, Jimmy Michaels
3.35K Views2 Likes
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...
DatingMyStepson – The Milf Youd Want To Marry – S1:E2 – Bunny Madison, Jimmy Michaels
2.86K Views2 Likes
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 rea...
DatingMyStepson – Massage And More – S1:E1 – Sarah Taylor, Jimmy Michaels
3.15K Views2 Likes
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, Sarah Taylor is the ...
LilHumpers – MILF Fucks Two Lil Humpers – Ebony Mystique, Jordi El Nino Polla, Jimmy Michaels
2.35K Views0 Likes
Hot MILF Ebony Mystique is interviewing two of the all-time greatest Lil Humpers, Jimmy Michaels and Jordi El Nino Polla! Ebony has some hard-hitting questions--emphasis on the hard--for the guys, but she can't simply...
MomsBangTeens – Mom and Stepdaughter Cottage Life – Armani Black, Violet Gems, Jimmy Michaels
2.56K Views0 Likes
Armani Black and her new stepdaughter, Violet Gems, love the vacation cottage where they're staying, and they both decide that handyman Jimmy Michaels is just what they need to make their vacay even better! Violet is ...
SneakySex – Summertime Shenanigans – Ari Alectra, Jimmy Michaels
1.83K Views0 Likes
Jimmy Michaels just expected some fun in the sun and burgers when he goes to his girlfriend's house, but what he didn't expect was his GF's bestie Ari Electra trying for a taste of his sausage! Ari busts in on Jimmy w...
SisSwap – 2 Broke-ass Girls – Freya von Doom, Jill Taylor, Jimmy Michaels, Nicky Rebel
2.44K Views0 Likes
Freya and Jill get waitress jobs to make ends meet. They practically earn nothing, but, in the meantime, their stepbrothers Jimmy and Nicky are making it big time, with tons of money from the stock market business. Th...
FamilyStrokes – Not a Kid Anymore – Armani Black, Molly Little, Jimmy Michaels
3.62K Views2 Likes
Armani is shocked to catch his little stepson, Jimmy, having rough sex with his new girlfriend Molly. The fierce stepmom stops them in the act, making a hell of a scene. This makes Jimmy so mad that he decides to conf...
BrazzersExxtra – Gear Up! – The Best of Sex Toys
3.99K Views3 Likes
Even the best performers sometimes like to use a bit of extra fire in bed. Dildos, vibrators and pocket pussies, oh my! Here are some of our hottest examples of toys adding an extra dimension to a good fucking!
StepSiblingsCaught – Three Of Us Take A Bite Of My Stepbrother – S23:E7 – Eliza Ibarra, Kimmy Kimm, Tiana Blow, Jimmy Michaels
2.78K Views3 Likes
Tiana Blow and her friends Eliza Ibarra and Kimmy Kimm are having some girl talk. Tiana announces that she's been having a dry spell and her friends tease her by claiming she's jealous of how much ass Kimmy is getting...
MomsFamilySecrets – Stepmom Gives Me Free Boner Therapy – S2:E10 – Sasha Pearl, Jimmy Michaels
6.79K Views5 Likes
Sasha Pearl is doing dishes when her stepson Jimmy Michaels joins her in the kitchen. He tells her that he's gonna go out for a while, but when Sasha quizzes him about where he's going and with whom he gets flustered....
MyFamilyPies – Fucking My Stepdad On The Sly – S29:E4 – Chloe Temple, Jimmy Michaels, Danny Steele
3.73K Views1 Likes
Chloe Temple has a new stepdad and stepbrother, and she's really loving the life with two unrelated guys in the house. She spends plenty of time flirting with her stepbrother, Jimmy Michaels, but won't fuck him becaus...
CumSwappingSis – Cum To The Dark Side – S4:E1 – Chanel Camryn, Penelope Kay, Jimmy Michaels
2.17K Views1 Likes
Chanel Camryn and Penelope Kay are having fun daydreaming about characters from their favorite star saga. The talk turns to cocks, and then ultimately to Penelope's stepbrother, Jimmy Michaels. The girls flirt with Ji...
MomsTeachSex – Naughty Gifts For Me And My Stepmom On Mothers Day – S19:E5 – Jennifer White, Jimmy Michaels
4.99K Views3 Likes
Jennifer White is a stepmom now. Since Mother's Day is coming up, she begins making a list of things she wants from her stepson Jimmy Michaels. Jimmy's dad is out of town, so Jennifer tells her stepson that she figure...
BrattySis – Fun And Games On My Stepbros Cock – S27:E3 – Bianca Bangs, Chloe Temple, Jimmy Michaels
1.69K Views2 Likes
Chloe Temple and her friend Bianca Bangs are enjoying a game of ring toss. They ask Chloe's stepbrother Jimmy Michaels to play with them, but he declines. The girls decide to take the game to Jimmy. They bring the rin...
BrazzersExxtra – Mother’s Day Gangbang For The Stepmom – Callie Black, Victoria Lobov, Jimmy Michaels, GI Joey, Parker Ambrose, Scott Trainor, Darrius Dawson
4.18K Views6 Likes
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 ...
BrattySis – Hide And Seek With My Stepsister – S27:E1 – Delilah Day, Jimmy Michaels
3.06K Views2 Likes
Delilah Day is feeling bored, so she gets her stepbrother, Jimmy Michaels, to play hide and seek her. She tells him that if he wins he can play with her tits. Before Jimmy can protest, Delilah runs off and begins to h...
MonsterCurves – Give My Friend A Happy Ending – Jordyn Falls, Jimmy Michaels
2.85K Views0 Likes
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...
LilHumpers – Pervy Pranker Ruins Hen Party – Lilly Hall, Jimmy Michaels
3.14K Views4 Likes
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 Lill...
BrazzersExxtra – The Big Titty Milf-Off – Cherie Deville, Bunny Madison, Jimmy Michaels
3.51K Views1 Likes
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 ...
BrazzersExxtra – Tag Teaming Aussie Barbie – Barbie, Jimmy Michaels, Max Fills
5.46K Views1 Likes
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. Ba...
ExxxtraSmall – I’m a Physical Actress – Molly Little, Jimmy Michaels
5.62K Views1 Likes
When petite cutie Molly gets a knock on the door, she discovers that her parents hired acting coach Jimmy Michaels to help her with her auditions. Mr. Michaels tries to do some facial expressions exercises with Molly ...
MySistersHotFriend – Katie Kinz, Jimmy Michaels
3.01K Views0 Likes
Coed Hottie Katie Kinz Revenge Fucks Her Friend's Brother 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 on...
MomsBangTeens – Car Squirter Makes Nice With Mean MILF Threesome – Penny Barber, Krissy Knight, Jimmy Michaels
4.57K Views0 Likes
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...
BrazzersExxtra – Levelling up their fuck game – Annabel Redd, Jimmy Michaels, Jamie Knoxx
9.30K Views4 Likes
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, underne...
SneakySex – Cheating On Valentines Day – Lila Love, Jimmy Michaels
5.60K Views5 Likes
Lila Love planned a special V-Day surprise for her boyfriend: a trail of rose petals leading to her bedroom, and her waiting for him on the bed, ass up and ready to be tasted. But Lila's roommate Jimmy Michaels gets h...
BrazzersExxtra – Thirsty Stepmom & The Coach’s Nerdy Daughter – Vivianne Desilva, Willow Ryder, Jovan Jordan, Jimmy Michaels
5.78K Views0 Likes
Jimmy Michaels, Jovan Jordan & 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 preciou...
BrazzersExxtra – Welcome to Humper’s Park 1 – Hazel Moore, Ebony Mystique, Jimmy Michaels, Diego Perez
3.21K Views0 Likes
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 ...
BabyGotBoobs – Big Titty Barista – Ashlyn Peaks, Jimmy Michaels
5.88K Views1 Likes
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 Ashl...
BrazzersExxtra – Gape, Squirt, Feed Me My Creampie – Charli Phoenix, Jimmy Michaels
5.92K Views0 Likes
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, ...
MonsterCurves – My Sweaty Workout – Advoree, Jimmy Michaels
5.64K Views0 Likes
Advoree's getting sweaty outside as she lifts weights and squats, but it's her tiny exercise top and shorts that are really getting a workout keeping her big tits and bangin' booty contained! Advoree's not done sweati...
LilHumpers – Sneaky Librarian Gets College Cock – Mandy Waters, Krissy Knight, Jimmy Michaels
7.42K Views2 Likes
After Jimmy Michaels gets too horny in the college library and cums all over his blonde GF Krissy Knight's notes, she tells him to fuck off while she studies... so he does, starting with humping hot librarian Mandy Wa...
BrazzersExxtra – I’m Here For The Gangbang: Part 2 – Katrina Colt, Dorian Del Isla, Damon Dice, Oliver Davis, Jimmy Michaels, David Lee, Alex Mack, Lawson Jones
8.46K Views1 Likes
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 ha...
ZZSeries – MILF U: Part 3 – Ebony Mystique, Jimmy Michaels
6.24K Views4 Likes
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-...
BrazzersExxtra – Dunkin’ On The Neighborhood MILF & Lesbian’s 1st Cock – Rosalyn Sphinx, Arietta Adams, Kate Dee, Jimmy Michaels, Damion Dayski
4.34K Views1 Likes
Lesbian couple Rosalyn & Arietta excitedly await their friends Damion & Jimmy’s arrival so they can catch up & shoot some hoops together. Arietta can’t help but be turned on by Damion’s massive bulge – lea...
BrazzersExxtra – Massaging Your Hubby’s Cock – Jayla Page, Jimmy Michaels
3.23K Views2 Likes
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, Ja...