Boy / GirlDatingMyStepsonThis season of Dating my Stepson involves men dating the mother of a potential girlfriend before pursuing their love interests. Juan Loco aims to win over Tiffany's mother, Cassie Del Isla, by teaching him how to treat a lady. They engage in a romantic feast, with Cassie revealing her sultry figure and Juan tackling her from behind. Despite Cassie's blessing, Juan believes he will continue searching for another partner.Cassie del IslaJuan El Caballo LocoPutting In The Effort - S4:E2
This season of Dating my Stepson involves men dating the mother of a potential girlfriend before pursuing their love interests. Juan Loco aims to win over Tiffany's mother, Cassie Del Isla, by teaching him how to treat a lady. They engage in a romantic feast, with Cassie revealing her sultry figure and Juan tackling her from behind. Despite Cassie's blessing, Juan believes he will continue searching for another partner.
Boy / GirlDatingMyStepsonIn the episode of Dating My Stepson, Micky Muffin and her stepson Sam Bourne are on a picnic, where they admit their perceptions of each other have changed after spending a week in the house. They begin to flirt and kiss deeply, and their chemistry blossoms when they return inside. Micky follows her down, and Sam pounds her on her knees, while Micky rides in cowgirl fashion, loving every inch of his long dick.Micky MuffinSam BourneComing Clean - S3:E4
In the episode of Dating My Stepson, Micky Muffin and her stepson Sam Bourne are on a picnic, where they admit their perceptions of each other have changed after spending a week in the house. They begin to flirt and kiss deeply, and their chemistry blossoms when they return inside. Micky follows her down, and Sam pounds her on her knees, while Micky rides in cowgirl fashion, loving every inch of his long dick.
Reverse Cow GirlAmerican DaydreamsSydney Paige helps her stepson Jimmy get ready for school, but he's still feeling burnt out. Sydney offers to help, but Jimmy refuses. Sydney leaves Jimmy with his fantasies, allowing him to fantasize.Sydney PaigeJimmy MichaelsHot stepmom Sydney Paige gets fucked by stepson in his wildest dreamsHD
Sydney Paige helps her stepson Jimmy get ready for school, but he's still feeling burnt out. Sydney offers to help, but Jimmy refuses. Sydney leaves Jimmy with his fantasies, allowing him to fantasize.
Reverse Cow GirlMy Dad's Hot GirlfriendBrittany Andrews' stepson, Max, is caught shoplifting and needs to be picked up. Despite his father's high income, Brittany believes they can resolve their differences and if Max can give her a fuck, she can keep his secret.Brittany AndrewsMax FillsLonely housewife Brittany Andrews takes a cock from stepsonHD
Brittany Andrews' stepson, Max, is caught shoplifting and needs to be picked up. Despite his father's high income, Brittany believes they can resolve their differences and if Max can give her a fuck, she can keep his secret.
GlassesDatingMyStepsonPristine 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.Crystal ClarkJimmy MichaelsRiding More Than Bicycles - S1:E4POV
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.
Boy / GirlDatingMyStepsonPristine 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.Cassie del IslaJimmy MichaelsTurning Up The Heat - S1:E3
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.
Boy / GirlDatingMyStepsonIn 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.Sarah TaylorJimmy MichaelsMassage And More - S1:E1POV
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.
Threesome FFMBrattySisJosh prepares to beat the flesh in his room when his stepsister, Barbie Brill, and her companion Liz Ocean come in. They make out, and Josh is blindfolded by them. They start a threesome, riding Josh's tongue and Barbie's fuck stick. Barbie sits on Josh's face, while Liz takes turns on the disco stick. They both indulge in a double facial, earning a double blowjob from their BJ.Barbie BrillLiz OceanJoshStepsis Needs To Know Who Gives The Better Blowjob - S28:E1POV
Josh prepares to beat the flesh in his room when his stepsister, Barbie Brill, and her companion Liz Ocean come in. They make out, and Josh is blindfolded by them. They start a threesome, riding Josh's tongue and Barbie's fuck stick. Barbie sits on Josh's face, while Liz takes turns on the disco stick. They both indulge in a double facial, earning a double blowjob from their BJ.
CreampieMrs. CreampieStepmother Naomi Foxxx is trying to support Juan, who broke a condom and ended a romantic relationship. Unintentionally, she notices Juan's erect penis, feeling moist and recalling her love for creampies.Naomi Foxxx -Juan LocoBusty ebony MILF Naomi Foxxx loves a good Creampie!HD
Stepmother Naomi Foxxx is trying to support Juan, who broke a condom and ended a romantic relationship. Unintentionally, she notices Juan's erect penis, feeling moist and recalling her love for creampies.
Step FamilyAmerican DaydreamsRion plans to give his stepmother, Rachael Cavalli, a Mother's Day gift, hoping she will find it endearing. Rion has been fantasizing about Rachael since his dad's remarriage.Rachael CavalliRion KingRion can only dream of fucking his stepmom Rachael Cavalli on Mother's Day!HD
Rion plans to give his stepmother, Rachael Cavalli, a Mother's Day gift, hoping she will find it endearing. Rion has been fantasizing about Rachael since his dad's remarriage.
MassageTaboo VR PornDuring college track tryouts, you are hurt and your redhead stepmother offers a massage. Your groin becomes firm, and she wants to massage more. A few days later, she tries to be nice but can't handle your strong cock. She tries to ride it once, but you're guaranteed to fuck your stepmother again.Sophia LockeMassage by Multiorgasmic Redhead StepmomVR
During college track tryouts, you are hurt and your redhead stepmother offers a massage. Your groin becomes firm, and she wants to massage more. A few days later, she tries to be nice but can't handle your strong cock. She tries to ride it once, but you're guaranteed to fuck your stepmother again.
