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StepSiblingsCaught.com Episodes - Season: 5
Step Brother Crashes Sisters Pajama Party - S5:E1

Step Brother Crashes Sisters Pajama Party - S5:E1

Elsa Jean has her friend Alana Summers over for a slumber party. They share some girl talk, and then Alana models a bra and panties for Elsa. Soon they're snapping photos to send to the object of their desire, unaware that Elsa's stepbrother Alex D. is peeping on them. Things heat up when Alana discovers Elsa's hidden stash of sex toys and suggests that they practice together by sticking dildos to the mirror and then riding them. The girls take turns videotaping the other sliding down onto the dildos. Alana even shows Elsa some new tricks while Alex secretly whips it out to masturbate until he hits the door and gives himself away. Now that the gig is up, Alex walks into the room and steals Alana's phone. To get it back, Alana offers to suck Alex's dick and then volunteers Elsa to fuck her stepbrother. Soon Alex finds himself with both Alana and Elsa taking turns wrapping their soft little lips around his stiffie. Alana goes first until Elsa warms up to the idea, but watching her friend deepthroat her stepbrother is incredible foreplay. Next thing Elsa knows, she has climbed on the bed so Alana can lick her bald twat and Alex can slide deep inside. Alex's big dick is great practice for the boy Elsa's been crushing on, and Elsa soon abandons herself to the sheer pleasure. When her stepbrother lays on the bed and lets her practice riding a real hardon, Elsa eagerly takes him up on the offer while Alana watches and masturbates. Getting up on her hands and knees, Elsa cries out her pleasure as Alex brings her off doggy style. Moments later, he reaches the end of his endurance and pulls out just in time to send a stream of hot jizz down Elsa's smooth back for Alana to lick up and snowball with Elsa.
8.74 1940 9 Jun 13, 2017
I Can Show You How - S5:E2

I Can Show You How - S5:E2

Tight coed Carolina Sweets primps in front of the mirror, feeling up her tits and kissing her reflection as she pretends she's speaking to a guy. Her stepbrother Rion King spies her mid-kiss and decides that this is his chance to make a move on his hot stepsister. He suggests that the way to a man's heart is through a blowjob, and that she should practice sucking dick. She tries it out on a dildo with Rion giving advice. Next Rion coaxes Carolina to flash her tits and pussy. His next trick is to get her to try her skills on him so that he can give her a real critique. She does such a good job that Rion explodes in her mouth so that Carolina can swallow every last drop. She may think that's the end of her lessons, but Rion has other things in mind. When he comes into her room with a dildo and offers to show her how to ride a dick, she eventually agrees. Even though Carolina starts out going to town on her freshly shaved pussy with the dildo, Rion wants something a little more personal. Pulling her forward on the bed, he pushes deep into her greedy little twat and starts pounding away. She takes a doggy style pussy pounding next before climbing on top of Rion's dick for a real stiffie ride that leaves her totally sated. Getting on her knees so that she can rub her stepbrother off, Carolina smiles with bliss as she takes a second mouthful of hot jizz.
8.96 1926 11 Jun 25, 2017
My Step Sisters Toys - S5:E3

My Step Sisters Toys - S5:E3

Tyler Nixon spies on his stepsister Marley Brinx as she's on the toilet, and she freaks out. He watches her get naked to take a shower, while telling him that he can't get a girl off. He keeps spying on her as she soaps up her medium boobs and flat belly. She pays extra special attention to her landing strip pussy. When Tyler finally leaves the bathroom he finds Marley's collection of sex toys strewn throughout her room. He almost gets caught when Marley comes to her bedroom to masturbate, but he hides at the last minute and gets quite a show when she uses those toys on her juicy fuck hole. Once she is totally lost in the throes of passion Tyler takes his chance to finger bang his stepsister. When she starts fucking herself with a dildo, Tyler substitutes his stiffie for her toy to prove he can get her off. By the time Marley realizes that she's been banging Tyler she's far too horny to stop. She agrees to get him off, riding his hard cock and then laying on her back with her knees up to her shoulders so he can pound her deep and hard. Once he has brought her off again, she sucks his member until he gives her a mouth full of jizz to enjoy playing with.
8.76 1143 13 Jul 10, 2017
Who Wants It More - S5:E4

Who Wants It More - S5:E4

Kiley Jay and her friend Carolina Sweets are in bed together when Carolina starts stroking Kiley's belly and breasts. When Kiley isn't totally into it, she offers to go seduce Kiley's stepbrother Van Wylde instead. Carolina becomes even more determined when Kiley reveals that Van has one ticket to an EDM festival and decides to see if Van will give her the ticket instead of Kiley. The girls relocate to Van's room where they try to win his affection. Once Van figures out what the girls are up to, he offers the tickets to the girl with the best tits. Kiley lets Van feel up her boobs, and after a brief hesitation she joins Carolina in sucking and stroking her stepbrother in a double blowjob. Carolina takes her time undressing herself and Kiley and then escalates things further by suggesting that they fuck Van. Kiley wants the ticket badly enough to agree, and it's not long before the girls are taking turns riding Van's face and stiffie. When they have each gotten off, they work together once again to bring Van to climax until he hits Carolina's face with his cumshot. Only then does he reveal that the extra ticket is for his friend, meaning that all of their efforts were for nothing.
8.9 1747 6 Jul 28, 2017
My Step Sister And Her Hot Friend - S5:E5

My Step Sister And Her Hot Friend - S5:E5

Alex Blake is flirting with her friend Carolina Sweets's stepbrother Kyle Mason when he calls his stepsister ugly. Later, the girls come up with a plan to fuck with Kyle's head: They get naked and tell Kyle that they're paralyzed and that they need him to use some lotion to massage them until they're loose. Kyle drops the lotion onto Alex's belly and rubs it into her tits and landing strip twat. When Kyle moves on to give Carolina the same treatment, the girls reveal that they can move. Alex whips out Kyle's stiffie and starts sucking while Carolina watches. Her stroking hands and slurping mouth entice Kyle to accept Alex's blatant invitation when she spreads her thighs and invites him in. Watching the show they put on leaves Carolina horny and daring, and when she presents his ass to him in a challenge he gladly takes her up on it. Soon he is balls deep in Carolina's creamy bare fuck hole, pounding away as Carolina moans her deep excitement. Eventually Carolina flips onto her back to watch Kyle fucking her, an unbelievable sight that somehow gets her hotter than ever. As Carolina comes down from her powerful climax, Alex takes her place in front of Kyle on her hands and knees. His hips thrust overtime to please the blonde coed while she buries her face in Carolina's creamy snatch to feast on her friend's juices. When Kyle has played stud properly to completely satisfy Alex's needs, the two girls get onto their bellies and work together to deep throat his big dick. Their combined efforts bring him off, priming him to shower them in a hot double facial of cum.
8.85 2058 13 Aug 3, 2017
Keys To The Pussy - S5:E6

Keys To The Pussy - S5:E6

Stepsisters Gina Valentina and Kiley Jay are in a serious competition with one another to get the keys to their adopted brother T. Stone's car. Kiley makes breakfast for T., but Gina tries to one-up her. In retribution, Kiley pretends to leave the room, but in reality she crawls beneath the table to give T. a hot wet blowjob. Then she peels off her shorts so that T. can fuck her tight bald pussy on the floor until he fills her with a creampie of cum. They only catch is that they both have to be quiet since their stepmom is still in the room! Later, Gina offers to give T. a blowjob if he will promise the car to her this weekend. Leaning forward, she sucks the tip while stroking T.'s dick. Gradually she works her way up to a full-blown deep throat BJ with plenty of time spent sucking T.'s balls as well. She's so turned on by sucking cock that she throws her thong to the ground and turns around to let T. go to work banging her cum craving landing strip pussy until he fills her with a big shot of jizz. When Gina and Kiley realize that T. has promised the car to both of them, they try to confront him. He offers the car to whoever fucks him best, which leads both girls to race to give him the best blowjob possible. They take turns fucking him, helping each other out as T. bangs the other. When he has finally satisfied both teens, T. watches in pleasure as they work together to stroke and suck him off in a race to get a facial of cum. Only then does T. reveal that he's taking his own car this weekend because he has a date.
8.99 2320 27 Aug 27, 2017
Step Sisters Dirty Secret - S5:E7

Step Sisters Dirty Secret - S5:E7

Brick Danger finds his stepsister Amara Romani's diary and discovers all of her dirty fantasies and secrets, including that she uses her mom's vibrator to get off. He can't help but whip out his stiffie and start stroking it. When Amara finds him jerking it to her diary, Brick offers to keep her secrets in exchange for a hand job. Brick tries to help Amara enjoy herself by taking off her bra and caressing her tits. When he suggests that she start sucking, she leans forward and opens her mouth for a sweet wet blowjob. Peeling off her shorts and thong, Amara lays back on the bed while Brick strokes her clit with one finger while sliding another onto her tight snatch. As Amara is about to cum, Brick slides his dick into her and starts fucking. Now that she's had a taste of Brick banging her, Amara starts calling some of the shots when she turns around and asks him to fuck her from behind. He is happy to oblige, anchoring both hands on Amara's hips and burying himself deep in her greedy fuck hole. Laying down on the bed, Brick pulls Amara up so that she is straddling his fuck stick. He slams into her from underneath, bringing her off again and again. When Amara is finally satisfied, she begs Brick to let her taste his cum. He obliges, letting her lick and stroke his stiffie until he gives her a facial with plenty of jizz landing in her mouth.
8.8 744 5 Sep 5, 2017
Keep Going - S5:E8

Keep Going - S5:E8

Nina Skye needs her stepbrother Tyler Nixon to agree to letting her tutor him so that she can become a TA. He is reluctant to agree. When Nina sees him staring at her dark nipples through her sheer white shirt, she offers to flash her tits at him when he gets a correct answer. Tyler gets one of her questions right, so she delivers by showing off her medium boobs. The next correct answer gets him a peek at her landing strip pussy beneath her thong. When she agrees to let him touch her twat, he knows that he's in business. Soon Tyler is finger banging his stepsister as she tries to hold back her moans of pleasure. Reaching out to pinch her nipples and massage her tits, he makes sure that it's good for Nina. When Tyler drops to his knees to feast on Nina's creamy slit, her moans grow even louder. Then he whips out his hardon and pushes it deep into her greedy snatch. It's a surprise at first, but one that Nina loves. Primed for a full on pussy pounding, Nina gasps her excitement as Tyler works his hips. Then he takes her spot on the chair so she can ride his fuck stick before leaning over the table to take it from behind as they explore different positions. Dropping to her knees, Nina sucks Tyler off before giving him another stiffie ride. Once she has exploded with delight, she once again blows him, this time with her glasses on, until he gives her a facial of hot cum.
8.72 1125 23 Sep 29, 2017
Spilt Milk - S5:E9

Spilt Milk - S5:E9

Davina Davis and her stepbrother Logan Long argue over breakfast, causing the milk to get spilled. Logan puts in his headphones and kneels on the floor to clean up the mess. When he reaches up to hang on to the stool, he slides a finger into Davina's creamy twat and starts finger banging her. Although it feels good, Davina slaps his hand away and adjusts her panties and miniskirt. Then she peels off her shirt and demands that Logan wash it. Later, Davina walks in on Logan stroking his dick in the bathroom. They argue, but Davina leaves to change her clothes. When she is naked in her bedroom, Logan stumbles into her from behind and finds himself fucking his stepsister. She loves his big dick, and leans over on the bed so he can pound into her properly. Now that they're committed to banging each other, Davina and Logan hold nothing back. She rolls onto her back so Logan can grope her tits as he hammers her trimmed snatch. Then she strokes him for a few moments before climbing onto him for a stiffie ride in her greedy fuck hole. When she has gotten off, Davina kneels in front of Logan and uses her sassy mouth and small hands to bring him to the brink. He cums in her face, much to her displeasure, and she kicks him out of her room.
8.73 1313 15 Oct 17, 2017
Trick Or Treat - S5:E10

Trick Or Treat - S5:E10

Cadey Mercury is having a sleepover with Alex More. The girls change into PJs while complimenting each other's choices in underwear. Alex looks particularly hot in her nearly-lingerie matching bra and thong. They're getting ready to watch a movie when Cadey's stepbrother, T Stone, suggests that they watch a monster porn movie. When the movie starts to get scary, T puts on a Halloween mask and pulls down Alex's clothes to finger her from behind. Alex keeps as quiet as she can with Cadey right beside her. Even when T whips out his hardon and starts fucking her, Alex doesn't make a sound. He only leaves when he has filled Alex's tight twat with a creampie of cum. Later that night, Cadey realizes that she's still frightened from the movie. She goes to get T to sleep with them in the living room so that she feels safe. He comes with her, but his price for protection is that he pulls Cadey's underwear down and slides his fingers into her snatch. When he has spread her cream everywhere, he rolls her onto her back and slides balls deep into her greedy twat while Alex sleeps beside them. When Alex wakes up, she is instantly interested in joining them. Positioning herself on top of Cadey's face, Alex gasps in delight as her girlfriend goes to work with her magical tongue in time to T's thrusts. Then the girls switch spots so that Cadey is riding Alex's mouth as T bangs her. Getting on her hands and knees, Cadey enjoys T's attention from behind while once again burying her face in Alex's muff. Fully satisfied, the girls work together to give T a double blowjob that ends in a mutual facial of jizz.
9.04 2281 12 Oct 26, 2017
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