MommysBoy

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41:34

MommysBoy – Chloe Cherry And Sheena Ryder – Family Intervention

April 1, 2021

Sheena Ryder enjoys putting on holiday events for her daughter Jessie Saint and her stepson Jake Adams. Right now, she has hidden eggs for the kids to hunt. Jake is totally into searching for Easter eggs, but Jessie isn’t feeling it. She has her own private way of getting into the Easter spirit. She peaces […]

32:22

MommysBoy – Christie Stevens – Lounging Around The House

November 24, 2021

Christie Stevens pleasantly chats with her stepson, Rico Hernandez, who is busy playing on his phone while lounging around. Christie is worried that Rico is not active enough lately and tries to encourage him to exercise more. When Rico is not receptive, Christie wonders to herself what she can do to get him to exercise… […]

36:30

MommysBoy – Dee Williams – You’re The Same Where It Counts

November 10, 2023

Ricky Spanish approaches his stepmom, Dee Williams, saying that he wants to talk about something. Ricky admits that ever since a recent family reunion, he’s been questioning if he’s actually adopted, because he didn’t look like anyone else at the reunion. Dee tells him that first of all there’s nothing wrong with being adopted, but […]

46:02

MommysBoy – Jessica Ryan – Yogasm

February 9, 2023

Joshua Lewis is hanging out when his stepmom, Jessica Ryan, strolls into the living room and rolls out her yoga mat. As she gets into her routine, Joshua becomes increasingly flustered — how can he NOT when she sticks her juicy ass up into the air like that?? Finally, Jessica notices that he’s flustered and […]

33:58

MommysBoy – Pristine Edge – Her Date For The Night

February 23, 2022

Jay Romero finds his stepmother, Pristine Edge, dressed up for a night out and looking excited. But then she gets a text message, and after reading it she becomes sad. When Jay asks Pristine what’s wrong, she explains that her husband (Jay’s other parent) was supposed to take her out to a nice dinner for […]

42:30

MommysBoy – Reagan Foxx – The Oedipussy Complex

7 months ago

Reagan Foxx has recently gone back to school, studying to become a licensed therapist. One day, she comes home from a lecture and asks her stepson, Juan Loco, if he would help her practice for an upcoming exam by roleplaying as a patient for her. Juan agrees, and they begin their session… eventually focusing on […]

45:41

MommysBoy – Sophia Locke – Measuring Mama

11 months ago

Jimmy Michaels has to make a shirt for a home ec assignment, starting with measuring the person who will be wearing the shirt: his own stepmom, Sophia Locke! Sophia is happy to help Jimmy as he grumpily breaks out the measuring tape. They innocently start with her bust, which unexpectedly turns Jimmy on as his […]

40:25

MommysBoy – Aaliyah Love And Lauren Phillips – A Fine Young Man

January 13, 2022

Aaliyah Love is having a lively conversation with her best friend, Lauren Phillips. When asked about her love life, Aaliyah proudly says that she’s seeing a younger man who’s perfect in every way! Lauren is envious as she wishes that SHE could have a perfect boyfriend, too. She jokes that maybe she should date Aaliyah’s […]

46:05

MommysBoy – Alison Rey – A Mom’s Job To Ask

June 10, 2021

Alison Rey is having a relaxing day… until she finds a laptop sitting out with porn on it. She’s shocked as she realizes that the laptop belongs to none other than her stepson, Jay Romero. As awkward as it is, it seems like it’s finally time to have a real talk with him. When she […]

39:10

MommysBoy – Marie McCray – Meant Every Word

January 27, 2022

43:15

MommysBoy – Freya Parker And Penny Barber – Stepmom’s Silver Tongue

2 months ago

A teen, Tyler Cruise, has recently begun dating a girl, Freya Parker, and Freya has mentioned that she likes dirty talk. But Tyler is TERRIBLE at dirty talk, and goes to his stepmom, Penny Barber, for tips. That’s when Penny hatches a WILD plan: Tyler will secretly wear an earpiece next time he and Freya […]

30:33

MommysBoy – Dee Williams – Two-Player Game

2 months ago

Ricky Spanish is in the middle of gaming when his stepmom, Dee Williams, scolds him for making such a mess of everything. Frustrated, Dee starts collecting the trash around him, but Ricky gets an unexpected eyeful when it’s revealed that Dee isn’t wearing any panties under her VERY short skirt! Suddenly, playing video games is […]

38:59

MommysBoy – Brittany Andrews – It’s Just A Coincidence, Sweetie!

2 months ago

A single stepmom, Brittany Andrews, complains to her stepson, Diego Perez, about the quality of romance novels, claiming that she could write them better — they’re just so unrealistic! Diego supportively encourages her to write her own romance novella and, feeling a burst of inspiration, Brittany commits to the idea. A few weeks later, Diego […]

39:39

MommysBoy – Cherry Kiss – My Stepson’s Into ANAL Porn?!

2 months ago

Cherry Kiss suspects that her stepson, Jimmy Michaels, may be addicted to porn, but when she sneaks onto his laptop to find out, she’s horrified to find that he’s not into just ANY porn… but ANAL PORN! She goes through Jimmy’s Adult Time account to learn more about his habits and is SHOCKED when she […]

40:55

MommysBoy – Bianca Beauchamp – Raunchy Realtor

2 months ago

Bianca Beauchamp is desperate to get her lazy stepson, Parker Savage, out of the house once and for all. All he does is lay about all day, eating food and playing video games. Enough is enough. That boy needs to spread his wings and get out in the big wide world- and if he isn’t […]

32:03

MommysBoy – Sophia Locke – But You Can’t Get Remarried!

2 months ago

A recently-divorced stepmom, Sophia Locke, is trying to move on with her life when her stepson, Zayne Archer, confronts her about her upcoming marriage to another man. Sophia is thrown off by how upset Zayne is, thinking that he’s there on behalf of his parent to get them back together. But after some probing, she’s […]

42:10

MommysBoy – Cory Chase – In The Hot Seat

6 months ago

A stepmom, Cory Chase, and her stepson, Max Fills, love to tease each other, including racing to see who gets to sit in their favorite chair. When Max manages to throw his butt into the chair first during their latest race, Cory cheekily refuses to give up, and boldly sits on his lap! Cory is […]

33:15

MommysBoy – Lexi Luna – Tricking His Nearsighted Stepmom

6 months ago

A nearsighted stepmom, Lexi Luna, is expecting a lover to arrive, and tells her stepson, Max Fills, to let him in on the way out. But when Max answers the door, it’s a delivery of flowers and a note, which he assumes is from the lover for Lexi. So Max brings the gifts to Lexi’s […]

40:13

MommysBoy – Penny Barber – Coddling Her Boy

6 months ago

Penny Barber is frustrated since her stepson, Ricky Spanish, has been fighting with everyone in the newly blended family lately. When she confronts him about it, Ricky eventually admits that he used to get all the attention he wanted, so he’s not used to having to share attention with others. Penny is sympathetic, and offers […]

39:21

MommysBoy – Lauren Phillips – You Did Say ‘ANYONE’!

6 months ago

A husband and wife, Derrick Pierce and Lauren Phillips, agree to open up their relationship for a bit of fun. But when Derrick returns home one day and finds his cheeky wife in bed with their own stepson, Max Fills, he’s shocked! Lauren coyly reminds him that they both agreed that they were allowed to […]

42:56

MommysBoy – Sophia Locke and Madi Collins – Invite Your Little Friend, Step-Son

8 months ago

Sophia Locke and her stepson Jodie Johnson are in a sexual relationship, although Sophia worries that Jodie might not find another nice young woman to actually settle down with. She convinces Jodie to invite over one of his friends, Madi Collins, who Sophia KNOWS has a major crush on him. When Madi comes over, Sophia […]

39:49

MommysBoy – Lauren Phillips – Mile High Mama

9 months ago

Lauren Phillips tries on a flight attendant uniform for the first time and models it for her stepson, Josh Rivers, who says she looks great. It is revealed that Lauren is about to start a new job as a flight attendant. Lauren admits that she’s feeling a bit nervous about starting her new job. Seeing […]

36:40

MommysBoy – Lexi Luna – Free-Use Study Session

10 months ago

A stepmom, Lexi Luna, and her stepson, Tyler Cruise, have a free-use arrangement, which they flaunt by shamelessly having sex right in front of Tyler’s tutor, Laney Grey. But this isn’t the first time the duo’s pulled such a stunt and Laney is DETERMINED to still teach Tyler the best she can. As the daring […]

44:49

MommysBoy – Katrina Colt – Butt’s Not To Like?

11 months ago

A stepmom, Katrina Colt, sees her stepson, Victor Ray, looking sad in his room instead of going out with his friends, and asks what’s wrong. It turns out that his friends were talking about how great anal sex is, but Victor told his friends that he thinks anal sex sounds weird. Now all his friends […]