Nov252023
Creampie
Jimmy Michaels is unwinding in his room when his new stepmother, Sydney Paige, requests his sperm and assistance with bill payment. Despite his dad's lack of interest, Jimmy is too scared to jerk off and shove his cum inside her. Sydney helps by sucking her stepson's cock, and Jimmy becomes engrossed in her fluffy muff.
- Natural tits
- Big boobs
- Deep Throat
- Blowjob
- Masturbation
Nov242023
Big ass
The author loves Charli Phoenix's videos and hired her after discovering a website for ordering porn stars. They recently encountered one of the hottest huge tit MILFS.
- Stockings / Lingerie
- Ball Sucking
- MILF
- Doggy style
- Reverse Cow Girl
Nov232023
Creampie
- Big boobs
- Deep Throat
- Blowjob
- Masturbation
- Creampie
Nov232023
Big ass
Charli Phoenix prepares Thanksgiving dinner but her son can't attend. She needs someone to dress her in the Pilgrim costume. Jimmy, her son's friend, fits in and makes Charli's absence worthwhile. Jimmy fucks Charli on Thanksgiving Day.
- MILF
- Doggy style
- Reverse Cow Girl
- Cum in mouth
- Big boobs
Oct252023
Threesome FFM
In this episode of Family Swap, JC Wilds and Selena Ivy, Peter Fizwell's swap wife and daughter, deliver food while he and his son Jimmy Michaels watch a game. They discuss their enjoyment of being a swap family and Selena suggests they would be better off if they all fucked already. The foursome Selena dreams of becomes the exchange family when they cowgirl Jimmy and Peter, and Jimmy gives Selena a dog fuck. They both agree that this is the closest their swap family has ever been.
- Facial
- MILF
- Blowjob
- Shaved pussy
- Hairy pussy
Oct52023
Big ass
Jimmy, a depressed friend, is visited by his friend's mother, Lolly Dames. Lolly tries to talk to Jimmy about his bad kissing habits, which led to his girlfriend's divorce. After flirting, Lolly notices a bulge in Jimmy's pants and becomes curious about his fucking skills. She asks Jimmy to insert his cock into her pierced pussy.
- Deep Throat
- Pussy Licking
- MILF
- Doggy style
- Reverse Cow Girl
Oct22023
Cum in mouth
Athena Anderson's husband is on a work trip, and she craves a cock. She invites her neighbor for help, who is eager to make her cock cum. Athena's instincts are spot on, as he works on her sexy knickers.
- Deep Throat
- Pussy Licking
- Ball Sucking
- MILF
- Doggy style
Sep302023
Spanking
- Big ass
- MILF
- Piercing
- Shaved pussy
- Big boobs
Sep282023
Boy / Girl
In the episode of Dating My Stepson, Pristine Edge persuades her stepson Jimmy Michaels to date four of her milf acquaintances and one mystery woman. Despite her upset situation, they make the most of it, forming a flirtatious relationship. After discovering Jimmy has cheated on her friends, Pristine confesses her feelings to Jimmy, who interrupts the interview. Pristine then performs a full-body sex show, resulting in Jimmy blowing up his stepmother, making her the winner of the dating game show.
- Step Family
- Facial
- Cum in mouth
- MILF
- Deep Throat
Sep272023
Glasses
Pristine Edge convinces her stepson Jimmy Michaels to date four of her milf acquaintances and one mystery woman. Dating My Stepson's Crystal Clark goes all out to get Jimmy a girlfriend, seizing every opportunity to touch his body. After a romantic tandem bike trip, Crystal offers to take Jimmy for stretches, but he falls to his knees and takes a hint. Crystal takes Jimmy inside with her trimmed muff, and Jimmy runs her over, causing Crystal to twitch with pleasure.
- Step Family
- Outdoors
- Facial
- MILF
- Deep Throat
Sep262023
Boy / Girl
Pristine Edge convinces her stepson Jimmy Michaels to date four of her milf acquaintances and one mystery woman. In this episode of Dating My Stepson, Cassie Del Isla and Jimmy work together to cook a pizza, focusing on flirtatiousness. Jimmy confides in her that he prefers younger women. Cassie invites Jimmy to eat her nude pussy, demonstrating how good an older woman can suck cock. Their passionate exchange ends happily, with Cassie falling back on her knees.
- Step Family
- Facial
- Cum in mouth
- MILF
- Blowjob
Sep212023
Spanking
- Big boobs
- Deep Throat
- Threesome
- Blowjob
- Creampie
Sep132023
Boy / Girl
In the Dating My Stepson episode, Pristine Edge convinces her stepson Jimmy Michaels to date four of her milf acquaintances and one mystery woman. Sarah Taylor, having a child of the same age, gets to date Jimmy first. After a massage, Jimmy makes eye contact with his stepmother. Sarah locks lips with him, sucks and strokes him, and gives him a hip-swinging cowgirl ride. Jimmy dives in deep, pressing her into the table. Sarah urges him to keep her in mind.
- Step Family
- MILF
- Blowjob
- Cow Girl
- Brunette
Sep82023
MILF
- Big cock
- MILF
- Latino
- Big boobs
- Glory Hole
Aug222023
Cum on ass
- Big cock
- Bikini
- Big ass
- MILF
- Piercing
Aug102023
Cum in mouth
Mandy Waters and Armani Black are upset about their stepsons' excessive food intake due to masturbation. Armani explains that by allowing her stepson Jimmy Michaels to get inside her, she can cure the issue. They sit next to Parker and Mandy, showing them how to manage Jimmy's sperm at home. They engage in reverse cowgirl action, pushing themselves to the limit by slapping their stepmothers' behinds. Armani gives Parker a deep throat blowjob, and Jimmy reciprocates by giving his stepmother sperm.
- Cum swallowing
- Facial
- Cum in mouth
- MILF
- Blowjob
Jul222023
Creampie
Peter Fitzwell sends naked photos of his wife Vivianne De Silva to step-nephew Jimmy Michaels, who finds himself in trouble. They drag him to his chamber, where Jimmy is instructed to remove the photos. Jimmy enters as his step-aunt and step-uncle have sex, beating Vivianne's facehole, and teasing her about her mutilated mouth.
- Latino
- Natural tits
- Big boobs
- Deep Throat
- Threesome
Jul202023
Threesome FFM
- Outdoors
- Step Family
- Bikini
- Spanking
- Threesome FFM
Jul192023
MILF
- Big cock
- MILF
- Brunette
- Step Family
- Big boobs
Jul132023
MILF
Jimmy Michaels and Ricky Spanish, Sarah Taylor's and Katrina Colt's stepsons, are socializing together. Sarah plays a video game with Jimmy, while Ricky wants his stepmother to treat him the same way. Sarah advises them to rape each other's stepsons, but Katrina is hesitant. They divide their time, giving Jimmy a handie and Sarah sucking Ricky dry. They perform a reverse cowgirl routine on each other, with Ricky following suit. Katrina agrees with Sarah's assessment that she should get along with her stepson.
- MILF
- Deep Throat
- Blowjob
- Cow Girl
- Shaved pussy
Jul122023
Boy / Girl
Jimmy Michaels, Sasha Pearl's stepson, becomes agitated when Sasha questions his plans and who he is with. Sasha recommends immersion therapy to help him avoid flinching in front of her. Jimmy agrees and undergoes multiple sessions, including one where she shows him her breasts. Sasha wants more than just to let Jimmy get away with it, so she summons him for additional counseling and gives him a deep throat suck. Jimmy enjoys riding him and fucking Sasha, putting a creampie between her thighs.
- Facial
- Creampie
- Teen
- MILF
- Deep Throat
Jul82023
Old & Young
Jimmy Michaels, a pervert, doesn't surprise his stepmother Armani Black when he tries to get close to her. Armani appreciates his secret advances, calling her 'Mommy' and making her wet. She licks her stepson's drenched pussy and leads him into the living room, where she uses her lubricated crotch to slide down his flesh. Armani stealthily puts Jimmy's load in her mouth, barely evading detection.
- Big boobs
- Deep Throat
- Titty Fuck
- Blowjob
- Masturbation
Jun242023
Spanking
- Natural tits
- Deep Throat
- Blowjob
- Masturbation
- Creampie
May172023
Threesome MMF
Jimmy Michaels and Spikey Dee play video games when Armani Black, Jimmy's stepmother, enters the room. Armani, dressed as a maid, flirts with Spikey, jokingly mentioning she's after his cream pie. Armani then appears in a bra and thong, sucking Jimmy down and riding him like a cowgirl. The boys switch places, and Spikey fills Armani's coochie with his load.
- Creampie
- MILF
- Blowjob
- Stockings / Lingerie
- Shaved pussy