Pornstar: Jimmy Michaels
MissaX – Best Birthday Ever – Sadie Summers, Jimmy Michaels
5.51K Views18 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 ...
HussiePass – She’s TWICE His Age! – Sara Jay, Jimmy Michaels
22.11K 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 ...
MommyGotBoobs – A Room With A Cock 2 – London Rose, Jimmy Michaels
13.12K Views10 Likes
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 espe...
MommyGotBoobs – Fucking The New Maid – Isis Love, Jimmy Michaels
20.55K 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...
MissaX – Taking Care of Mommy – Jennifer White, Jimmy Michaels
5.66K 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...
MilfHunter – Hot MILF In The City – Jennifer White, Jimmy Michaels
3.71K 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...
BrazzersExxtra – Movie Night – Charlotte Rayn, Jimmy Michaels
13.77K 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...
BrazzersExxtra – Mother’s Day Gangbang For The Stepmom – Callie Black, Victoria Lobov, Jimmy Michaels, GI Joey, Parker Ambrose, Scott Trainor, Darrius Dawson
4.23K 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 ...
SneakySex – Cheating On Valentines Day – Lila Love, Jimmy Michaels
5.63K 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 – Re-Arranging Their Interiors – Harley King, Jennifer White, Jimmy Michaels, Johnny Love
5.92K Views5 Likes
Jimmy & 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 Jennife...
MomsFamilySecrets – Stepmom Gives Me Free Boner Therapy – S2:E10 – Sasha Pearl, Jimmy Michaels
6.87K 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....
BrazzersExxtra – Nurse’s Threesome Cures All – Lacey London, Tori Montana, Jimmy Michaels
7.19K Views5 Likes
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 fu...
BrazzersExxtra – Watch Where Your Balls Go – Ryan Keely, Jimmy Michaels
4.48K Views5 Likes
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 come...
MyPervyFamily – Incentivizing Good Grades – Charlotte Rayn, Jimmy Michaels
14.79K Views5 Likes
My hot stepmom has been getting calls from my school about my declining grades. I should care, but I more focused on getting pussy in college like a normal person. Unlike a normal person, my stepmom teases me with her...
BrazzersExxtra – Levelling up their fuck game – Annabel Redd, Jimmy Michaels, Jamie Knoxx
9.34K 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...
ZZSeries – MILF U: Part 3 – Ebony Mystique, Jimmy Michaels
6.27K 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-...
LilHumpers – Pervy Pranker Ruins Hen Party – Lilly Hall, Jimmy Michaels
3.20K 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 – This Thing of Ours – Hot Ass Hollywood, Connie Perignon, Jimmy Michaels
6.25K Views4 Likes
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, ti...
MommyGotBoobs – Moving Day MILF – Cory Chase, Jimmy Michaels
7.62K Views4 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...
BrazzersExxtra – Burying The Dick 10 Inch Deep – Sally D’Angelo, Jimmy Michaels
6.98K 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 – Step-Domme – Alexis Fawx, Jimmy Michaels
6.95K Views3 Likes
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 p...
MomsTeachSex – Naughty Gifts For Me And My Stepmom On Mothers Day – S19:E5 – Jennifer White, Jimmy Michaels
5.06K 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...
BangYNGR – Alex Coal Has An Unlimited Desire For Dick – Alex Coal, Jimmy Michaels
5.78K Views3 Likes
Alex Coal dresses up in her favorite onesie and has extreme energy bouncing around the house! This playful teen loves to show off her sexual side while asking for permission to suck any dick that comes in front of her...
BrazzersExxtra – I Want To Fuck Your Manager – Mellanie Monroe, Jimmy Michaels, Air Thugger
7.46K Views3 Likes
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...
MomsTeachSex – Stepmom Makes Him A Man – S14:E9 – Maggie Green, Jimmy Michaels
13.48K Views3 Likes
Jimmy Michaels is shy and not particularly socially adept. He knows that he wants to go to the school dance, but he doesn't have a date and doesn't care to go alone. When his stepmom, Maggie Green, discovers that Jimm...
BrazzersExxtra – Gear Up! – The Best of Sex Toys
4.06K 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!
MilfsLikeItBig – I Wanna Fuck Your Mom – Cherie Deville, Juan El Caballo Loco, Jimmy Michaels, Diego Perez
6.00K Views3 Likes
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 giv...
StepSiblingsCaught – Three Of Us Take A Bite Of My Stepbrother – S23:E7 – Eliza Ibarra, Kimmy Kimm, Tiana Blow, Jimmy Michaels
2.83K 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...
Milfty – Thanksgiving Stuffing – Juliett Russo, Jimmy Michaels
8.86K Views3 Likes
After realizing that she has to cook the entire Thanksgiving dinner by herself, Juliett Russo is worried she won’t be able to pull it off. Lucky for her, stepson Jimmy Michaels is more than willing to assist her in th...
BrazzersExxtra – Pillow Humpers – Michelle Anderson, Jimmy Michaels
6.35K Views3 Likes
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 de...
LilHumpers – Lil Humper Gang Finds A MILF To Fuck – SlimThick Vic, Jimmy Michaels, Elias Cash
6.82K Views3 Likes
Lil Humpers Jimmy Michaels and Elias Cash might be out to skateboard, but they never pass up the opportunity for humping! When they spot hot blonde MILF Slimthick Vic bent over in her garden, they rock paper scissors ...
BigTitsAtWork – It’s Fucking Friday Part 1 – Alexia Anders, Dante Colle, Jimmy Michaels
2.95K 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, ...
RKPrime – Scandalous Interview – Melody Foxx, Jimmy Michaels
3.21K Views2 Likes
Melody Foxx has her skirt up and her legs spread while seated at her home office desk while Jimmy Michaels' face is pressed up against her pussy, licking it like there's no tomorrow! Unfortunately for Michael, Melody ...
BrattySis – Fun And Games On My Stepbros Cock – S27:E3 – Bianca Bangs, Chloe Temple, Jimmy Michaels
1.71K 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 – Rim Like You Never Rimmed Before – Bailey Base, Jimmy Michaels
5.32K Views2 Likes
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 in...
MilfsLikeItBig – Finding My Stepmom’s Toy – Quinn Waters, Jimmy Michaels
4.72K Views2 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 – Massaging Your Hubby’s Cock – Jayla Page, Jimmy Michaels
3.26K 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...
LilHumpers – MILF Gets Grocery Store Dick – Ashlyn Peaks, Jimmy Michaels
5.66K 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...
DatingMyStepson – Massage And More – S1:E1 – Sarah Taylor, Jimmy Michaels
3.19K 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 ...
RKPrime – MIlf Catches A Runaway – Richelle Ryan, Jimmy Michaels
6.65K Views2 Likes
When Richelle Ryan catches Jimmy Michaels raiding her fridge after breaking into her house, she quickly learns that the runaway is just looking for something to eat... and in need of a bath! The sexy Milf graciously a...
RKPrime – Jimmy Saves Christmas – Miss Raquel, Jimmy Michaels
5.84K Views2 Likes
When naughty Jimmy Michaels stole his new sexy step-mom's panties, put them in a box and gave them back to her on Christmas day, he didn't expect that the rest of his family would treat him like this. They left him al...
MommyGotBoobs – A Surprise For His Stepmom – Jessica Ryan, Jimmy Michaels
10.02K 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...
DatingMyStepson – The Milf Youd Want To Marry – S1:E2 – Bunny Madison, Jimmy Michaels
2.90K 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...
MilfsLikeitBig – Cleanliness Is Next To Fuckliness – Casca Akashova, Jimmy Michaels
5.88K 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...
BrattySis – Santas Helpers Get Naughty – S30:E1 – Jill Kassidy, Jimmy Michaels, Xxlayna Marie
3.21K 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...
SeeHimFuck – See A Country Boy Fuck – Kyler Quinn, Jimmy Michaels
9.27K Views2 Likes
Boy Oh Country Boy 🤠 Do we have a treat for you today! 21-year-old Nashville newbie Jimmy Michaels makes his See H🕴️M Fuck debut today and we swear: we checked the kid's ID... TWICE! ✅✅ We paired HIM up with the lovel...
BrazzersExxtra – RAMming Her Software – Summer Hart, Jimmy Michaels
4.96K 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:...
MommyGotBoobs – Hard Drive, Harder Dick – Osa Lovely, Jimmy Michaels
7.75K Views2 Likes
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...