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Mommy's Boy 99

When stepmothers are hot and horny and stepsons are well hung and with erotic endurance, it makes for content such as what fantasies are promised.


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Mommy's Boy - Karen Fisher

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Karen Fisher - Breakfast In Bed
Released: November 9, 2022

Karen Fisher is in her room, all nice and cozy under the bed covers. Her husband, Jared Buchan, enters the room with some food so Karen can enjoy breakfast in bed. As Jared talks about their family life, Karen seems a little nervous, but Jared doesn't notice.

Jared then realizes that he forgot to bring part of the breakfast, so he leaves the room to go get it. Once Jared is out of sight, Karen lifts up the bed covers to reveal that her stepson, Juan Loco, was hiding under there and eating out Karen's pussy! Karen tells Juan that he should sneak out before Jared comes back and possibly catches them. But Juan convinces Karen that this is too much fun, and he goes back to hiding under the bed covers...

Mommy's Boy - Jennifer White & Bella Rolland

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Jennifer White & Bella Rolland - Apparent Misconceptions About Anal Sex
Released: October 19, 2022

Jennifer White walks down the hall with a laundry basket. She knocks on the door of her stepson, Joshua Lewis, but when he doesn't answer, she opens the door. Jennifer is then shocked to catch Joshua masturbating in front of his laptop, and Joshua is mortified! Things only get worse when Jennifer gets a glimpse of Joshua's laptop and discovers that he's watching anal porn...

Mommy's Boy - Rachael Cavalli

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Rachael Cavalli - Such A Cheeky Boy
Released: October 5, 2022

Rachael Cavalli is shocked when she finds out that her stepson, Ricky Spanish, was caught doing something naughty at the mall. The shop owner decided to let Ricky off with a warning, but Ricky's problems aren't over yet, because Rachael is very upset with him for misbehaving. She tugs Ricky by his ear, leading him to the couch and scolding him. He tries to protest, but Rachael cuts him off, accusing him of talking back to her...

Mommy's Boy - Jupiter Jetson

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Jupiter Jetson - Keep It Down, You Two!!
Released: September 21, 2022

Tyler Cruise has an important test tomorrow, so he REALLY needs a good night's rest. Unfortunately, that's not happening... because his stepparents, Jupiter Jetson and Clarke Kent, are having loud sex in the other room! Tyler pounds on the wall and tells them to keep it down, but they don't seem to be stopping. After some tossing and turning in bed, poor Tyler still can't get any rest, so he resolves to do something about it and marches out of his room.

Tyler barges in on Jupiter and Clarke, asking them to stop making so much racket. But his stepparents don't seem keen on lowering their volume. Jupiter tells Tyler to loosen up - surely he doesn't need to go to bed THIS early. Jupiter and Clarke then suggest that Tyler join them. Having a little fun would definitely help Tyler to loosen up, plus it might also tire him out so he can finally get some rest afterwards. Tyler is shocked at first, but then realizes that he may as well enjoy himself if he's going to be kept up anyway!

Mommy's Boy - Sarah Vandella & Kimmy Kimm

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Sarah Vandella & Kimmy Kimm - Caught Lez-Handed
Released: August 24, 2022

Mommy's Boy - Misty Stone & Daya Knight

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Misty Stone & Daya Knight - Get Along, You Two!
Released: August 4, 2021

Mommy's Boy - Natasha Nice

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Natasha Nice - Family Getaway
Released: August 10, 2022

Andrew Light and his stepmom Natasha Nice are excitedly trying to decide where to go for vacation. With Natasha being at work all the time and Andrew studying hard at college, they haven't had much time to spend together for the past couple of years, so they're looking forward to going on a trip just the two of them. The only question is: where on EARTH will they decide to go?

As they chat, Andrew can't help but sneak glances at Natasha's gorgeous breasts, especially since her nipples are perky and barely hidden by her top. On that note, Natasha comments on how Andrew's room is ALWAYS the chilliest in the house. This makes Natasha think of a place they could vacation to- what about skiing in the Alps? Andrew is a bit flustered, so he suggests that maybe they go somewhere warmer instead...

Mommy's Boy - RayVeness

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RayVeness - Sketchy Behavior
Released: July 20, 2022

RayVeness is talking with a friend on the phone when her stepson, Rico Hernandez, comes into the room. Unbeknownst to her, he seems to be drawing something in his sketchbook while gazing perceptively at her. In fact, Rico is currently studying at a fine arts college, but what possibly could he be drawing right now? When Rayveness ends the phone call, she finally notices Rico, but before she can see what he's drawing, he scurries away from the room...

Mommy's Boy - Sarah Vandella

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Sarah Vandella - Always Come Prepared
Released: July 6, 2022

Sarah Vandella marches into her stepson's room with a tube of sunscreen in her hand. It seems like he forgot to pack sunscreen AGAIN, and the last thing he needs during his school camping trip is a nasty sunburn. Her stepson's nowhere to be found, so she decides to pack it into his overnight bag for him, only to find a pack of condoms. Her eyes go wide- what are THESE?! When Nade Nasty, her stepson, enters the bedroom, he's embarrassed that Sarah has found his secret...

Mommy's Boy - Lauren Phillips

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Lauren Phillips - Keeping The Boys Apart
Released: June 15, 2022

Elias Cash and Juan Loco, two stepbrothers, are in their shared bedroom. However, they can't stop bickering with each other, getting so loud and rowdy that their stepmother, Lauren Phillips, soon barges in. She tells them off, wishing they'd get along better, and tries to figure out a way to keep the boys apart in their cramped apartment. Maybe THEN everyone would FINALLY get some peace...

Mommy's Boy - RayVeness

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RayVeness - Best Seat In The House
Released: June 1, 2022

Tyler Cruise and his stepmom RayVeness are watching a movie together. It's a passionate romance movie, which they didn't realize BEFORE starting to watch it. It makes them a little uncomfortable, and RayVeness even tells Tyler that he doesn't have to watch it with her, but Tyler decides to stick around.

But little does RavyVeness knows, Tyler is secretly getting turned on by the movie, so he strategically places a couch pillow over his crotch to hide his growing hard-on...

Mommy's Boy - Natasha Nice

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Natasha Nice - To Those Who Wait
Released: May 25, 2022

Natasha Nice is approached by her stepson, Alex Mack, who demands steak for dinner. Natasha already bought something else for dinner but she immediately caves anyway, saying she'll go back to the grocery store to get steak. This pleases Alex, who flirtily says that he'll have Natasha for dessert, and he leaves the room. Natasha realizes that she's spoiling him way too much, giving him whatever he wants - including her pussy. She resolves to teach him a lesson about entitlement.

Mommy's Boy - Shay Sights

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Shay Sights - A Poke Behind The Curtain
Released: May 11, 2022

Jayden Marcos is sitting in the living room watching his stepmom, Shay Sights, put up some new curtains. He can't help but stare at her ass and lick his lips, apparently quite horny. When Jayden confesses his attraction to Shay, she is pleasantly surprised. Although this situation is SUPER naughty, she can't help but be turned on by this young, hormone-filled teen. She invites him over to her with a look of pure lust in her eyes...

Mommy's Boy - Kenzie Taylor & Caitlin Bell

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Kenzie Taylor & Caitlin Bell - You Know Us So Well
Released: May 4, 2022

Kenzie Taylor and Caitlin Bell, a married couple, are bickering as Caitlin tries to clean up the living room. Codey Steele, their stepson, is about to enter the living room when he sees them bickering. He is concerned as he observes them briefly. Codey then greets the stepmoms and tries to improve the mood, though it's still tense.

Codey becomes more worried, admitting that he's afraid they'll divorce. Kenzie and Caitlin admit to knowing they have things they need to work through, including how to be physically close again. Codey begins suggesting ways for them to reconnect. He starts by suggesting a shoulder rub, which Caitlin and Kenzie agree to...

Mommy's Boy - Dee Williams

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Dee Williams - Fun With Shapes
Released: April 27, 2022

Chase Arcangel is studying for an upcoming math exam but is becoming frustrated. His stepmother, Dee Williams, asks him what's wrong, and he tells her how he's struggling with geometry. Dee is sympathetic and offers to help. Chase accepts, so Dee begins trying to verbally teach Chase some aspects of geometry. However, Chase seems to be distracted by Dee's cleavage. Dee notices, and realizes she can use the attraction to make the lesson easier for him to follow...

Mommy's Boy - Natasha Nice

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Natasha Nice - The Birds & The Behinds
Released: April 13, 2022

Natasha Nice is doing some cleaning in her living room when her stepson, Juan Loco, walks in. He appears a little nervous and asks if he can talk to her about something personal. Natasha assures him that he can talk to her about whatever he likes, and invites him to sit down with her on the couch. Juan reveals that he has a question about sex- but not just ANY kind of sex... he wants to know about ANAL sex...

Mommy's Boy - Caitlin Bell

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Caitlin Bell - You're Good Enough For ME, Sweetie!
Released: April 6, 2022

Ricky Spanish is sulking in his bedroom, and his stepmom Caitlin Bell asks him what's wrong. Ricky explains that his girlfriend broke up with him just before prom to go with a different guy instead. Caitlin tries to console him. He asks Caitlin why girls think he's not good enough for them, he's just as good as those other guys, just in different ways! Caitlin agrees and coddles Ricky, saying he's sweet, sensitive, kind - all those things would be plenty good enough for HER!

Caitlin keeps insisting that he's a real catch - those high school girls don't know what they're missing out on. Ricky feels a bit better but is still sad and pouting - he even had a special surprise planned, with a limo and hotel for the girlfriend and they were going to... He stops himself from continuing. Caitlin gently encourages him to continue, she thinks she knows what he's about to say and won't judge. He admits they were going to have sex for the first time and both lose their virginity...

Mommy's Boy - Marie McCray

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Marie McCray - I'll Show You Mine
Released: March 30, 2022

Marie McCray is lounging around when her stepson, Rico Hernandez, stops by for a quick hello. He's on his way to his bedroom to chat with a girl, and seems quite excited. Marie grins and wishes him luck, sending Rico off. Marie reflects that Rico always seems to be hanging out with one beautiful girl after another. It doesn't surprise her though- Rico is VERY handsome, after all...

Mommy's Boy - Katie Morgan & Reagan Foxx

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Katie Morgan & Reagan Foxx - Such A Thoughtful Boy!
Released: March 16, 2022

Reagan Foxx chats with her stepson Juan Loco, who is on his way out. He says that he's going to visit an 'older lady', Katie Morgan, who has just moved into the neighborhood. Juan has offered to help Katie with some chores, such as cleaning her pipes. Reagan is proud that Juan is helping who she assumes is a sweet old lady...
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