37:29MommysBoy – Natasha Nice – The Birds & The Behinds
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 […]
30:32MommysBoy – Karen Fisher – Breakfast In Bed
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 […]
38:31MommysBoy – Siri Dahl – Cooking Up An Anal Surprise
Siri Dahl prepares to make dinner while wearing nothing but an apron. As she finishes up a phone call with a friend, it’s revealed that this is a sexy surprise for her husband, because she believes her husband will be home early while her stepson, Ricky Spanish, is out of the house for music practice. […]
37:01MommysBoy – Rachael Cavalli – Blind Without My Contacts
Rachael Cavalli is brushing her teeth before bed when her stepson Tyler Cruise accidentally walks in on her to do the same. Although he offers to come back, Rachael easily shares the space with him. Tyler’s a little awkward around her, especially since Rachael’s only been his stepmom for a few weeks. As Rachael takes […]
34:45MommysBoy – Caitlin Bell – You’re Good Enough For ME, Sweetie!
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 […]
43:42MommysBoy – RayVeness – Sketchy Behavior
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? […]
42:16MommysBoy – Linzee Ryder – Only One Bed
Joshua Lewis, his stepmom Linzee Ryder, and his stepdad Evan Stone arrive at a vacation rental after a long day of traveling. They’re surprised, however, when they notice that the rental only has one bed! Evan looks frustrated and checks the listing, confirming that, indeed, it WAS supposed to have two beds. Something must have […]
34:05MommysBoy – RayVeness – Best Seat In The House
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 […]
38:07MommysBoy – Lauren Phillips – Keeping The Boys Apart
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 […]
43:09Kenzie 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 […]
40:35MommysBoy – Sarah Vandella – Always Come Prepared
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 […]
39:30MommysBoy – Penny Barber And Chloe Surreal – Visiting Family
Penny Barber has taken her stepson Ricky Spanish to visit family for the weekend. When they arrive, they are greeted by Penny’s stepniece Chloe Surreal, and they all exchange pleasantries. They haven’t had a chance to spend much quality time together, so Chloe is super excited to get to know her stepaunt and stepcousin better […]
42:34MommysBoy – Natasha Nice – Stepson’s Endurance Training
Nick Strokes has just started dating a girl, but is having trouble with cumming way too early since he’s still a virgin. He shares this issue with his stepmom Natasha Nice, whom he trusts. Natasha suggests that Nick’s premature ejaculation can be solved with ‘endurance training’, where he would stop himself before climaxing to practice […]
40:55MommysBoy – Dee Williams – Fun With Shapes
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 […]
43:39MommysBoy – Siri Dahl – Cucking His Stepmom’s Boyfriend
Jayden Marcos enters the kitchen for breakfast and sees his stepmom, Siri Dahl, with her boyfriend, Chad Alva. Jayden doesn’t seem fond of Chad, and it soon becomes clear why: as Siri makes Jayden’s breakfast, Chad’s crude behavior shows that he’s crass and a moocher. Jayden grows increasingly angered by Chad’s disrespect towards Siri. Eventually, […]
38:59A 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 […]
41:08MommysBoy – Katie Morgan And Reagan Foxx – Such A Thoughtful Boy!
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. Days later, Reagan has dinner ready, but she realizes that Juan is over at Katie’s house helping […]
34:17MommysBoy – Rachael Cavalli – Such A Cheeky Boy
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 […]
33:14MommysBoy – Mona Wales – Rear View
Mona Wales is just doing her everyday chores, getting ready to clean the floor, when she is pleasantly surprised as her stepson, Tyler Cruise takes a seat nearby. He wants to spend some quality time with her and is happy to stay out of her way and chat while she cleans if that’s okay. Mona, […]
37:01MommysBoy – Jennifer White And Bella Rolland – Apparent Misconceptions About Anal Sex
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 […]
36:19MommysBoy – Lauren Phillips – No Pants, No Problem
It is a beautiful morning. Lauren Phillips gets out of bed and walks down the hall, not realizing that she is totally naked from the waist down. She enters the bathroom and greets her stepson, Dan Damage, who is shocked when he sees that Lauren isn’t wearing any pants. Lauren giggles when she realizes her […]
36:58Max Fills arrives at his friend Apollo Banks’s house and runs into Pristine Edge, who is Apollo’s stepmom. Pristine is on a stepladder, setting up the living room for an upcoming party as she warmly greets Max. As Max sits down nearby and makes smalltalk with Pristine, he notices that she isn’t wearing any underwear, […]
30:13MommysBoy – Penny Barber – M-O-M Spells… Sex!
Penny Barber is helping her stepson, Spikey Dee, practice for a spelling bee he will be competing in shortly. Penny checks the index cards with words provided by the school, and is surprised to see that the first word Spikey has to spell is ‘vulva’. Spikey doesn’t know what that word means, so she explains […]
39:57MommysBoy – Spencer Scott – Still Not Weaned At Eighteen!
Spikey Dee’s almost 21, but he STILL lives at home with his stepmom Spencer Scott. The truth is, he just loves to cuddle with her… there’s really nothing else like it! He doesn’t care if boys his age don’t do stuff like that with their stepmoms- he loves Spencer and doesn’t want their relationship to […]
43:15A 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 […]
36:50MommysBoy – Rachael Cavalli – Panefully Shameless
Ricky Spanish is busy taking care of cleaning out the pond in the front yard while his stepmom, Rachael Cavalli, takes care of cleaning the windows from the inside. But to his shock, he soon realizes that Rachael is accidentally flaunting her bombastic boobs as she merrily cleans away! Ricky briefly stares but then tries […]
32:31MommysBoy – Cory Chase – There’s No ”I” In Pregnancy
A meddling stepmom, Cory Chase, keeps insisting that her stepson, Codey Steele, and his pregnant wife, Laney Grey, attend prenatal classes. It’s clear that both Codey and Laney think that Cory is a bit much but Cory seems oblivious to this. In fact, Cory insists on showing Codey and Laney some techniques from when SHE […]
23:51MommysBoy – Natasha Nice – Family Getaway
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 […]
46:02MommysBoy – Jessica Ryan – Yogasm
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 […]
45:39MommysBoy – Dee Williams – Gape Minds Think Alike
Dee Williams is having a busier day than usual. Not only does she have to clean up all of her stepson Jayden Marcos’ clothes off his bedroom floor, but he’s also asked to borrow her laptop since his is out of battery. But Dee will do anything for her pride and joy, so she hands […]
35:07MommysBoy – Spencer Scott – Be Each Other’s Cheerleaders
Spencer Scott returns home with her stepson, Apollo Banks, who seems like he’s down in the dumps. It turns out that Apollo’s basketball team just lost a crucial game, and a lot of the fumbles and screw-ups were because of Apollo’s misplays. He just can’t believe how BADLY he played- he’s SO embarrassed. Will he […]
38:34MommysBoy – Lauren Phillips – Stepmom’s Double Trouble
In the early morning, Lauren Phillips sneaks into her house, slipping off her high-heeled shoes so she can quietly tiptoe inside. However, she is spotted by her stepsons, Tony Sting and David Lee (who are also stepbrothers). Tony and David say they’ve seen various signs that she’s been up to something ‘fishy’, so they got […]
37:37MommysBoy – Penny Barber – Be Polite To Our Guest, Young Man!
Penny Barber has invited her friend Kendra James over for lunch, but the kitchen is a TOTAL mess! Good thing she’s got her stepson, Jay Romero, to help clean the place up. But when Penny asks Jay to lend some elbow grease, he just groans, complaining that he’s supposed to go hang out with his […]
39:04MommysBoy – Dana Vespoli – Pussy For Dinner
A single parent, Dana Vespoli, comes home from a stressful day at work and is furious to learn that her layabout stepson Austin Pierce didn’t make dinner like he promised he would – and judging from the mess, it looks like he didn’t help with cleaning the house either. When Austin asks Dana to make […]
38:29MommysBoy – Lexi Luna – Alternative Relaxation
Lexi Luna is busy vacuuming when her stepson Tyler Cruise walks in from another room, looking a little bothered. It turns out that Tyler has a big test coming up and is having trouble studying because of all the noise Lexi is making with her chores. Would it be possible for her to stop cleaning […]
38:47MommysBoy – Syren De Mer – Out Of The Picture
Syren De Mer and her stepson, Tyler Cruise, are busy packing away some personal belongings. Tyler’s biological parent cheated on Syren, which has led to him running away and leaving Tyler and Syren behind. They’re both resentful, but especially Syren, who should’ve known her husband was cheating — after all, SHE was once his mistress, […]
38:32MommysBoy – Jupiter Jetson – Keep It Down, You Two!!
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 […]
30:47MommysBoy – Penny Barber – We MUST Be More Careful!
A stepmom, Penny Barber, is scolding her stepson, Ricky Spanish, for having been caught looking at nudes on his cell phone at school. Shockingly, however, it’s revealed that the nudes were actually of Penny herself! They have been in a secret relationship together, and thankfully no one recognized her in the photos. If she HAD […]
32:12MommysBoy – Rachael Cavalli – A Gooner Like His Stepmom
Rachael Cavalli is doing chores when she catches sight of her stepson, Josh Rivers, jerking off while watching porn on a laptop. Josh is embarrassed that Rachael saw what he was doing, but Rachael tries to assure him it’s okay. Josh admits that he’s a ‘gooner’ – someone who is obsessed with porn. Wanting to […]
33:58MommysBoy – Pristine Edge – All-Nighter
Pristine Edge is pulling an all-nighter as she works hard at her laptop, trying to keep her eyes open. Meanwhile her stepson, Ricky Spanish, happens by and notices that she’s up waaaay later than normal. When he questions her about it, it’s revealed that she has an important deadline she has to meet but she’s […]
35:04MommysBoy – Natasha Nice – To Those Who Wait
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 […]
42:24MommysBoy – Cory Chase – If Your School Won’t Teach You..!
A school nurse, Cory Chase, arrives home with her stepson, Apollo Banks, who is a student at the school. Cory has been pushing for better sex ed in the school, and is frustrated because of the principal’s repeated refusals. Cory knows that it’s normal for lots of people Apollo’s age to have sex on the […]
29:45MommysBoy – Vanessa Sky And Queenie Sateen – Whoops! You’re Not My Stepmom!
Queenie Sateen has invited over her friend Vanessa Sky, so they can treat themselves to lounging by the pool together in their swimsuits. Vanessa asks about Queenie’s stepson, Lucas Frost, and Queenie says that he’s still at school. Queenie then helpfully applies suntan lotion to Vanessa’s beautiful bikini-clad body, and they both lie down on […]
30:08MommysBoy – Shay Sights – A Poke Behind The Curtain
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 […]
37:54MommysBoy – Siri Dahl – Freeloader
Siri Dahl is dusting the living room when her stepson, Cole Church, comes in to lazily watch some TV. He’s supposed to be helping more around the house, which he isn’t, and it’s clear that Siri is not impressed. She tries to drop a few hints that maybe it’s time for him to move out […]
47:06Tyler Cruise can be a bit of a handful for the family. He especially likes to cause trouble for his stepsister, Tiffany Watson, who thinks he’s a total brat. One day, Tiffany returns from shopping and Tyler grabs the bag from her, curious about her purchase. He quickly finds a pair of sexy lingerie and […]
33:14MommysBoy – Sarah Vandella And Kimmy Kimm – Caught Lez-Handed
Apollo Banks chats with his stepmom, Sarah Vandella, a piano teacher who is on her way out to teach a lesson with Kimmy Kimm, one of Apollo’s schoolmates. As they chat, there are hints that Apollo has a crush on Kimmy… But after Sarah leaves the room, Apollo thinks back over some of Sarah’s recent […]
44:05MommysBoy – Reagan Foxx And Charlotte Chanel – Work Him To The Bone
Charlotte Chanel is very busy getting the house ready for her stepsister Reagan Foxx’s impending arrival. It’s been two whole years since they’ve seen each other, not to mention that Reagan’s still not met Charlotte’s stepson Oliver Davis. Reagan arrives soon after, and she’s thrilled to see Charlotte again and finally make Oliver’s acquaintance. Charlotte […]
36:29MommysBoy – Lauren Phillips – Step By Step
Lauren Phillips is about to go on a hot date when she notices that her stepson, Rico Hernandez, seems down in the dumps. Oh dear… what’s happened? Rico shyly reveals that he’s been trying to get intimate with this new girl he’s seeing, but no matter what he tries, things always end up getting awkward […]
41:36Pristine Edge leads her stepson, Jimmy Michaels, up to the front door of a house. Pristine looks very annoyed with her stepson, and orders him to knock on the door. It turns out that this is the house that Jimmy and his pals toilet-papered the night prior, and Pristine wants him to apologize. This is […]
31:22MommysBoy – Pristine Edge – A Man With Manners
Pristine Edge is exasperated by her stepson, Juan Loco, constantly forgetting his manners. From putting his elbows on the table to speaking with his mouth full, Juan just can’t seem to get it through his skull that he needs to shape up. Pristine is growing tired of constantly reminding him, wondering why it doesn’t seem […]
33:50MommysBoy – Sophia West – Milking Every Second
Sophia West and her stepson, Oliver Davis, are waving goodbye to Sophia’s husband, who’s off to a sports game. The minute he’s out of sight, however, Sophia and Oliver exchange a wicked grin. It’s soon revealed that Sophia and Oliver have been waiting desperately for some alone time so that they can finally have sex […]
37:32MommysBoy – Sofie Marie – Car-Crossed Lovers
Tyler Cruise goes to his stepmom, Sofie Marie, and tells her that he wants a car. Sofie says she’s not going to just give him a car, so he’ll have to earn the car by helping around the house with various chores. Tyler agrees to the arrangement, unaware that Sofie has the hots for him […]
36:30MommysBoy – Dee Williams – You’re The Same Where It Counts
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 […]
42:37MommysBoy – Reagan Foxx – Best Behavior
Reagan Foxx has just moved in with her new husband and her stepson, Alex Mack. She desperately wants to get to know Alex, but to her dismay, whenever she approaches him he just runs away! Could she be doing something wrong? Why doesn’t he want to spend time with her? One day, she finally confronts […]
35:17MommysBoy – Reagan Foxx – Some Quality Family Time
It’s family movie night and Robby Echo, his father, Dan Ferrari, and his stepmom, Reagan Foxx, are about to watch a movie together. As Robby flops down between Dan and Reagan, he’s ready to hangout, although Reagan seems to have more than just the movie on her mind… When Dan isn’t looking, Reagan’s eyes hungrily […]
40:43MommysBoy – Lexi Luna – My Pesky Boy Has The Wrong Remote!
Josh Rivers is hanging out in the living room when his stepmom, Lexi Luna, comes in. She’s got some VERY important business to take care of in her bedroom and she wants to make it crystal clear that Josh is NOT to interrupt her. Josh doesn’t mind, of course, since he’ll just be chilling in […]
32:39MommysBoy – Ryan Keely – Nobody’s Good Enough For You
Rion King is lusting after his stepmom Ryan Keely, so he keeps sabotaging her dates. He calls her pretending to be the next guy she was planning to go out with, tricking Ryan into thinking that the guy is a two-timing sleazebag so that she cancels the date in disgust. Mission accomplished! When another potential […]
38:24MommysBoy – Kit Mercer – Just Be Yourself
Tyler Cruise excitedly waits for his new stepmom, Kit Mercer, to arrive. Once she arrives, it’s obvious that he lusts for her, though he tries to play it cool. Tyler takes Kit’s suitcase for her, wanting to impress her, but it’s too heavy for him. Kit finds this endearing, and tells him not to worry […]
33:58MommysBoy – Pristine Edge – Her Date For The Night
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 […]
31:46MommysBoy – Codi Vore – Giving Thanks
A considerate stepmom, Codi Vore, has made a special Thanksgiving meal for her stepson, Oliver Davis, who is home from college. She spends hours preparing the feast only to be met with a stepson who doesn’t give her any gratitude! Oliver already ate with friends before arriving, is too busy on his phone, only thinking […]
36:40MommysBoy – Lexi Luna – Free-Use Study Session
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 […]
40:30MommysBoy – Lauren Phillips – Stepmom’s Secret Drawer
Lauren Phillips has caught her stepson Tyler Cruise watching porn on his cellphone, so she’s decided to confiscate it for a few days as punishment. But Tyler is going stir-crazy without his phone, so he decides to sneak into Lauren’s bedroom to get it back. When Tyler enters Lauren’s bedroom and starts poking around, he […]
40:25MommysBoy – Aaliyah Love And Lauren Phillips – A Fine Young Man
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 […]
