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StepSiblingsCaught.com Episodes - Season: 27
Happy Hump Day - S27:E1

Happy Hump Day - S27:E1

Megan Marx spies her stepbro Nick Stokes coming home from school. She tells him happy hump day and gives him a hug, leaving Nick confused. Later, Megan tells Nick happy hump day yet again and shares that she heard his girlfriend talking about how big his dick is. It may not be Wednesday, but it's the day Megan has decided to hump him. They're interrupted by Megan's mom arriving home. Megan hasn't given up on hump day. She waits a few days and then tries again. This time she gets Nick's hand down her shorts to feel how wet she is. Megan can feel how hard Nick is, too, and she wants to suck him off. Fortunately, it's hump day so she can blow Nick as long as her heart desires. Straddling Nick's hips makes it simple for Megan to slide down and ride her big dick stepbrother in cowgirl. She turns around for reverse cowgirl and then drops to her knees for doggy. Megan finishes off on her back with her thighs spread for Nick to dive nice and deep. He pulls out and covers Megan in cum just as Megan's mom comes home.
9.21 496 10 Jul 17, 2024
Stop Peeping And Come Fuck Me - S27:E2

Stop Peeping And Come Fuck Me - S27:E2

Nikki Nutz is in the bathroom washing his hands when he realizes his stepsister Leo Ahsoka has come in the other door. Instead of just leaving, he hides behind the door he exited from to peep on her as she undresses and steps into the shower. Leo wets herself down and then begins spraying herself on the clit to masturbate. When Leo realizes that Nikki is watching, she confronts him. Her anger quickly turns to the realization that she can get some actual dick to help her cum. Taking Nikki's hand, Leo leads him her bedroom and instructs him in exactly what she needs: A pussy eating. In return, Leo pops Nikki's hardon out so she can stroke and suck him in a BJ that leaves her smiling like a cat that got the cream. Straddling Nikki's hips, Leo sinks down onto his hardon for an enthusiastic cowgirl ride. She climbs off long enough to suck her juices from the D, then gets on her knees so Nikki can do her in doggy. On her side, Leo enjoys some spooning sex before Nikki rolls her onto her back so she can take him as she holds her knees up. When she is finally sated, Leo gives Nikki a nice BJ until he pops in her mouth for an added bonus.
9.41 383 10 Aug 6, 2024
Dont Make A Mess On My Dress - S27:E3

Dont Make A Mess On My Dress - S27:E3

Allie Addison is all dressed up to go out with her friends. Her stepbrother, Rion King, tells her that she has to finish her chores before she leaves. Instead of changing into something more appropriate for housework, Allie does her chores wearing the tight little miniskirt and high heels. Rion can't keep his eyes to himself and Allie notices. The next time Rion gives Allie a hard time, she takes the dress off along with her panties so she can finish sweeping in just her heels. Rion pops an instant boner. A few days later, Allie wanders in and asks Rion if he ever took of his hardon problem. Rion is confused at first, but Allie reaches out to accidentally-on-purpose spill his snack. She peels off her clothes so she can clean it up without getting dirty. When Allie finishes and then lifts one foot onto the couch, Rion takes the hint and licks her coochie clean. Climbing onto Rion's lap, Allie slides down in cowgirl and then reverse cowgirl in an effort to help him release all that cum. She gets on her knees so Rion can do her in doggy. When Allie rolls onto her back, she squeals her delight with Rion inside her. Then she gets on her belly and uses both hands to give herself a nice facial as her stepbrother pops to create yet another mess.
9.36 355 14 Aug 27, 2024
Does Stepsis Shave Her Pussy - S27:E4

Does Stepsis Shave Her Pussy - S27:E4

Hailey Rose can't find her phone. Her stepbrother, Max Fills, hasn't seen it either. While Hailey searches, Max describes what she's wearing to the friend he's chatting with. The friend encourages Max to find out what his hot stepsis's pussy looks like. When Max hangs up, he goes to Hailey's room and works his way up to asking. Hailey is chill about it, offering to let Max touch it. Max establishes that Hailey has a shaved pussy and that he's good at rubbing Hailey's clit. She tells him that if he can make her cum she'll suck his dick, so Max goes to work with his tongue until Hailey's moaning. In return, Max gets a nice BJ and even a titty fuck. Straddling her stepbro's hips, Hailey shoves her miniskirt up and her thong to the side so she can go for a stiffie ride. As soon as she wiggles out of her clothes and turns around, she sinks back down for reverse cowgirl. Then Hailey gets on her knees so Max can do her in doggy. They end up with Hailey on her back, her big naturals jiggling with every thrust. Just after Max has pulled out to cum on Hailey's shaved cooch, their parents walk in on them!
9.39 376 8 Sep 11, 2024
One And Done - S27:E5

One And Done - S27:E5

Bianca Bangs is moving into the new home she'll share with her parents and stepbrother Juna Loco. As she puts her clothes away, Juan knocks on the door. He snags a pair of Bianca's panties while telling his new stepsister that they're bound to see each other naked by mistake. They decide to get naked together to get the awkwardness out of the way. When Juan's stiffie springs free, Bianca wants to touch. Juan isn't opposed. Once Bianca has her hands on that nice hardon, she can't stop stroking him off. She gets Juan on his back in bed so she can rub herself against him and then pull her thong aside so she can slide him into her greedy cooch. Now that she has kicked off a cowgirl ride, Bianca wants it all. She goes for reverse cowgirl and then falls to her back. Juan isn't shy about shoving himself balls deep into that nice twat. He does Bianca in doggy next, then lets her suck him off. Just as Juan gives her a facial, Bianca's mom walks in and catches them in the afterglow.
8.66 241 7 Sep 25, 2024
Two Ghosts And One Stepbro - S27:E6

Two Ghosts And One Stepbro - S27:E6

Ricky Spanish is checking out some ghost decorations when his stepsister Lana Smalls and her friend Molly Little walk in. Lana is talking about wanting to fuck her stepdad, and she gets an idea when Ricky mentions that his dad is going to be looking in on the ghosts. The girls wait for Ricky to leave and then come back in, naked, to put the ghost costumes on themselves. Ricky returns and shoves his dick into first Lana's mouth and then Molly's. Molly goes on to sneeze, which causes her and Lana to each lift their sheets. Acting surprised it's Ricky instead of his dad, the girls exchange glances. Molly announces she wants to see Lana fuck her stepbrother, so the threesome relocates to the couch to make that happen. The girls kick it off with a double BJ. Then Lana gets on her knees to eat Molly out as she enjoys getting dicked down in doggy for Molly's eyes only. After the girls have swapped out so Molly can enjoy Ricky's hardon, Lana rides her stepbrother in reverse cowgirl. She cedes the D to Molly and trades out for riding Ricky's tongue. Molly gets on her back for Ricky to do her one last time, and then Lana takes it for the home stretch as she splays herself for Ricky. Pulling out, Ricky gives the girls a nice pop to enjoy.
9.47 379 9 Oct 10, 2024
Stepsisters Slutty Sweater - S27:E7

Stepsisters Slutty Sweater - S27:E7

Scarlett Alexis is so excited for fall. She's admiring all her sexy sweaters when her stepbrother Jay Romero comes in and asks her how she plans to stay warm with all her clothes cut so slutty. In response, Scarlett claims Jay just wants to look at her tits. She lifts her sweater and shoves Jay's face into her chest so he can motorboat her boobs. Just as things are getting good, the stepsiblings are interrupted by their parents. Later, the 'rents take off and Jay promises Scarlett's mom that he won't let Scarlett dress like a whore. Going to Scarlett's room, Jay tells her about his promise and Scarlett suggests Jay take her clothes off so she isn't dressed too slutty. Jay obediently goes for Scarlett's jugs and then rubs her pussy beneath her miniskirt as she gives him a handie. Still dressed nice and slutty, Scarlett gives Jay a blowjob. Jay crouches and peels Scarlett's panties off, leaving her tiny miniskirt so he can fuck her while she's still dressed to invite his attention. On her knees, Scarlett takes a doggy style dicking down. Then she gets naked, which means Jay has kept his promise. She rides his fuck stick until she's squealing and then gets on her belly to suck him off until he busts a nut for her. Before they can enjoy the afterglow, they get caught by Jay's dad.
9.04 283 9 Oct 16, 2024
Can Stepsis Handle A Big Cock - S27:E8

Can Stepsis Handle A Big Cock - S27:E8

Matty settles on the couch to take some seriously sexy selfies. She's not aware that there's a motion activated camera in the living room. When there's motion detected, her stepbrother Alex Charger checks and gets one hell of a show. When Matty figures it out, she calls Alex in and insists that if he wants to see her pussy he has to show off his dick. Pulling Alex's pants down, Matty is shocked at how nice that cock is. She asks permission to touch it, then goes right for a blowjob. Sucking and slurping, she revs Alex up and then lays back and spreads her thighs so he can eat her pussy. Matty gets her complete satisfaction as Alex settles between her thighs to tug her thong aside, flip her miniskirt up, and shove on home. They spoon together and keep on fucking. Then Matty climbs onto Alex's lap and bounces away in reverse cowgirl while rubbing her clit. Turning around, Matty continues to ride in cowgirl and then gets on her knees so Alex can finish her in doggy. Kneeling before her stepbro, Matty sucks Alex off until he delivers a nice mouthful of cum for her to enjoy.
9.31 263 13 Oct 22, 2024
Thankful For Stepbros Cock - S27:E9

Thankful For Stepbros Cock - S27:E9

Diego Perez is helping his stepsister Lexi Lore and her friend Sophia Sterling peel corn for Thanksgiving dinner. He asks the girls what they’re thankful for and they both talk about each other’s tits. Diego claims he’s thankful for clingwrap. Whitney Oc, Diego’s mom, is scandalized by the conversation. Later, the girls walk in where Whitney and Diego are sitting at the table dressed only in clingwrap and a few skillfully placed pasties. Whitney just sighs and tells the girls to sit down. When Whitney needs to call her husband, the girls instruct Diego to unwrap them. Once they’re nude, Lexi and Sophia go to town sucking Diego’s hardon. All they want is some Thanksgiving dick. Diego is happy to oblige, letting Lexi ride him in reverse cowgirl while licking Sophia’s pussy. Sophia gets fucked on the table by her friend’s stepbro. Then Lexi takes her turn getting pounded on the table. Sophia enjoys a dicking down from behind, and then they work together to finish Diego off right before Whitney walks in and sees that they’ve been fucking.
8.85 245 7 Nov 15, 2024
Do You Cum Fast Stepbro - S27:E10

Do You Cum Fast Stepbro - S27:E10

Jimmy Michaels is making a sandwich when his stepsister Jade Valentine joins him in the kitchen. She has to scoot by him, and he jumps like he’s been goosed. Every time Jade comes anywhere near him, Jimmy acts spooked. It’s understandable since Jade corners Jimmy and asks if he’d cum right away if she touched him. They decide to find out, but they’re interrupted mid-handie. Later, Jade sneaks into Jimmy’s room so they can finish what they started. They start with kisses as Jade strokes her hands all over her stepbro. Then she shows off her titties and gets naked so Jimmy can eat her pussy. In return, Jade pops out Jimmy’s fuck stick to gobble him down in a lusty BJ. Climbing on top of her stepbrother, Jade goes for a stiffie ride in cowgirl and then turns around to keep the pussy party going in reverse cowgirl. Jimmy pleases her by not cumming right away, so she gets on her knees for a doggy style dicking down. When Jade has moaned her release with Jimmy spooning behind her, she gets back on her knees and takes a nice mouthful of his cum shot.
9.14 196 9 Nov 24, 2024
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