Pornstar: Jimmy Michaels
SisSwap – 2 Broke-ass Girls – Freya von Doom, Jill Taylor, Jimmy Michaels, Nicky Rebel
2.77K 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...
DatingMyStepson – Turning Up The Heat – S1:E3 – Cassie Del Isla, Jimmy Michaels
3.78K 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...
BrattySis – Hide And Seek With My Stepsister – S27:E1 – Delilah Day, Jimmy Michaels
3.45K 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...
MilfsLikeitBig – Cleanliness Is Next To Fuckliness – Casca Akashova, Jimmy Michaels
6.02K Views2 Likes
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...
MilfsLikeItBig – Finding My Stepmom’s Toy – Quinn Waters, Jimmy Michaels
4.92K Views3 Likes
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 ...
BrazzersExxtra – Dunkin’ On The Neighborhood MILF & Lesbian’s 1st Cock – Rosalyn Sphinx, Arietta Adams, Kate Dee, Jimmy Michaels, Damion Dayski
4.74K 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...
BrattySis – Santas Helpers Get Naughty – S30:E1 – Jill Kassidy, Jimmy Michaels, Xxlayna Marie
3.68K Views3 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...
RKPrime – Room And Boobs – Gabriela Lopez, Jimmy Michaels
4.59K Views0 Likes
Jimmy Michaels' disorganization when preparing to leave for the next leg of a trip with his girlfriend is causing problems, especially because he isn't even packed and there's still laundry to sort. To make matters wo...
DirtyMasseur – Masseur Swap – Mz Dani, Jimmy Michaels
6.41K Views1 Likes
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 l...
BrazzersExxtra – Welcome to Humper’s Park 1 – Hazel Moore, Ebony Mystique, Jimmy Michaels, Diego Perez
3.49K 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 ...
MomsFamilySecrets – Stepmom Gives Me Free Boner Therapy – S2:E10 – Sasha Pearl, Jimmy Michaels
7.79K 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
4.20K 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...
RKPrime – Take A Dip In My Pussy – Gabriela Lopez, Jimmy Michaels
5.67K Views1 Likes
Hot and horny Gabriela Lopez has an appetite for some hard cock, so she invites her neighbor Jimmy Michaels over asking for help with her pool. Jimmy has a look and Gabriela uses the opportunity to show off her curves...
LilHumpers – MILF Gets Grocery Store Dick – Ashlyn Peaks, Jimmy Michaels
5.92K Views2 Likes
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 takin...
MilfsLikeItBig – My Friend’s Mom’s Ass – Nadia White, Jimmy Michaels
4.44K Views1 Likes
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 ...
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
8.81K 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...
MySistersHotFriend – Katie Kinz, Jimmy Michaels
3.19K 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...
TeensLikeItBig – Spying On My New Step Brother – Aubree Valentine, Jimmy Michaels
10.82K Views1 Likes
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 ...
LilHumpers – Sneaky Librarian Gets College Cock – Mandy Waters, Krissy Knight, Jimmy Michaels
7.83K Views4 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...
MyPervyFamily – Stepmom Needs Me To Breed – Sydney Paige, Jimmy Michaels
2.10K Views1 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...
LilHumpers – Stuffing The Turkey – Advoree, Jordyn Falls, Jimmy Michaels
5.54K Views2 Likes
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 th...
LilHumpers – Pervy Pranker Ruins Hen Party – Lilly Hall, Jimmy Michaels
3.53K 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...
MommyGotBoobs – Safe To Say I Fucked Your Stepmom – Katie Morgan, Jimmy Michaels
5.79K Views0 Likes
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 bu...
HussiePass – She’s TWICE His Age! – Sara Jay, Jimmy Michaels
22.38K Views11 Likes
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 ...
BrazzersExxtra – Movie Night – Charlotte Rayn, Jimmy Michaels
14.07K Views7 Likes
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...
MommyGotBoobs – Moving Day MILF – Cory Chase, Jimmy Michaels
7.82K Views5 Likes
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 tall...
BangBus – Ava Takes Jimmy’s V-Card – Ava Sinclaire, Jimmy Michaels
8.00K Views1 Likes
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 Av...
BrazzersExxtra – Mother’s Day Gangbang For The Stepmom – Callie Black, Victoria Lobov, Jimmy Michaels, GI Joey, Parker Ambrose, Scott Trainor, Darrius Dawson
4.69K 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 ...
RKPrime – Business Trip Bone – Casca Akashova, Jimmy Michaels
4.75K Views2 Likes
Blonde bombshell Casca Akashova and her colleague Jimmy Michaels are annoyed to find out they have to share a hotel room during a business trip. During their stay, Casca gets a call from her horny husband who wants to...
LilHumpers – Parkouring Her Pussy – Lila Lovely, Jimmy Michaels
5.04K Views0 Likes
Little Humper Jimmy Michaels is out doing a little parkour when he spots hot blond MILF Lila Lovely bent over as she wheels a trash bin. Jimmy treats that big booty to some air-humping action, and when she spots, him ...
BrazzersExxtra – Shoe Shop Til Dick Drops – YumTheeBoss, Jimmy Michaels
2.19K Views1 Likes
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 ...
MilfHunter – Hot MILF In The City – Jennifer White, Jimmy Michaels
4.16K Views9 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...
RKPrime – Naked Roommate Prank – Val Steele, Jimmy Michaels
4.55K Views1 Likes
Val Steele wants to see what her roommate Jimmy Michaels would do if she walked in on him totally naked, and it turns out he instantly gets hard and hangs up on his girlfriend! Val keeps her camera rolling as he eats ...
MommyGotBoobs – A Surprise For His Stepmom – Jessica Ryan, Jimmy Michaels
10.36K Views2 Likes
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...
BrazzersExxtra – Bodega Bro Unlocks Impossible Achievement – Jordyn Falls, Gaby Ortega, Jimmy Michaels
5.35K Views0 Likes
Jimmy is just living his life as a convenience store clerk when stunning lesbian couple Jordyn & Gaby waltz into his bodega. He watches them get nasty with each other before Gaby goes out to have a smoke. He think...
StepSiblingsCaught – Three Of Us Take A Bite Of My Stepbrother – S23:E7 – Eliza Ibarra, Kimmy Kimm, Tiana Blow, Jimmy Michaels
3.25K 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...
DatingMyStepson – Massage And More – S1:E1 – Sarah Taylor, Jimmy Michaels
3.54K Views3 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 ...
MomsBangTeens – Car Squirter Makes Nice With Mean MILF Threesome – Penny Barber, Krissy Knight, Jimmy Michaels
4.90K 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 – Burying The Dick 10 Inch Deep – Sally D’Angelo, Jimmy Michaels
7.14K Views3 Likes
Some people say you can fuck your grief away, and that's exactly what queen cougar Sally D'Angelo does at her husband's funeral. Yes, she's sad. Yes, she cries. But with the helping hand of the funeral director, Jimmy...
MommyGotBoobs – Fucking The New Maid – Isis Love, Jimmy Michaels
20.94K Views9 Likes
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...
BrazzersExxtra – The Big Titty Milf-Off – Cherie Deville, Bunny Madison, Jimmy Michaels
3.90K 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 ...
CumSwappingSis – Cum To The Dark Side – S4:E1 – Chanel Camryn, Penelope Kay, Jimmy Michaels
2.48K 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...
ExxxtraSmall – I’m a Physical Actress – Molly Little, Jimmy Michaels
5.97K 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 ...
RKPrime – Jumping For Joy – Bailey Base, Jimmy Michaels
2.68K Views0 Likes
Red-haired goddess Bailey Base is trying to have a chill time in her backyard, bare chest and boobs oily, when she starts suspecting her neighbor Jimmy Michaels is spying on her. The crafty pervert put a trampoline ri...
LilHumpers – MILF Fucks Two Lil Humpers – Ebony Mystique, Jordi El Nino Polla, Jimmy Michaels
2.91K 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...
BrazzersExxtra – RAMming Her Software – Summer Hart, Jimmy Michaels
5.13K Views2 Likes
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:...
BrattySis – Fun And Games On My Stepbros Cock – S27:E3 – Bianca Bangs, Chloe Temple, Jimmy Michaels
1.99K 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...
DirtyWivesClub – Athena Anderson, Jimmy Michaels
1.58K Views2 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 ...