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LilSis.com Episodes - Season: 2
How A Real Cowgirl Rides - S2:E1

How A Real Cowgirl Rides - S2:E1

Jay Romero is looking to choose a new stepsister, but first he gets to go through the potential newcomer's room and see what she's all about. His first contestant is River Lynn, a real country girl who likes to get down and dirty on the farm. While River watches remotely, Jay goes through her room and commentates on his impressions. When he finds her vibrator hidden in a guitar, River can't believe it. When Jay and River come face to face, River wastes no time in coming on to him. Practically before Jay knows what's up, his potential little stepsis has crawled into his lap with her miniskirt riding high as they make out. There's plenty of time for the two to get intimately acquainted as Jay suckles River's titties and licks and finger fucks her juicy cooch. In return, her blowjob is sloppy and oh so enthusiastic! They come together in cowgirl, of course, and then move on to reverse cowgirl with River moaning and squealing. A doggy style pussy pounding is next on their agenda as they fuck to see if they're compatible, complete with using River's belt as a makeshift harness. They finish off with Jay spooned behind River, where he pulls out and nuts on her landing strip. They may have had fun in bed, but they both know that River is not the little stepsister that Jay is looking for.
9.09 357 13 Jan 9, 2024
Theres No I In Threesome - S2:E2

Theres No I In Threesome - S2:E2

Juan Loco is looking to choose a new stepsister, but first he gets to go through the potential newcomer's room and see what she's all about. His potential stepsister, Liz Jordan, is a team player taking it to the extreme both on and off the volleyball court. She and her BFF Maya Woulfe are inseparable, and Juan is going to have to accept that. Juan goes through Liz's room and finds her extremely sporty, but he worries that he'll never get any time alone with her since Maya is always around. Liz manages to set Juan's worries aside when she and Maya change into matching lingerie to double team him. Together, they demonstrate that a blowjob and a fuck are both better when two girls are sharing one guy. The girls start with Maya riding Juan's face as Liz rides his dick. Then Maya gets to go for it in reverse cowgirl as Liz makes sure her BFF is loving every moment of it. Liz gets some in doggy next, and then Maya lays down on her back and spreads her thighs so Juan can bring her off. After pulling out to nut on Maya's twat, Juan tells Liz that he is looking forward to having her (and by extension Maya) as a new little stepsis.
9.16 460 19 Jan 17, 2024
Do You Like My Toys Stepbro - S2:E3

Do You Like My Toys Stepbro - S2:E3

Jayden Marcos is looking to choose a new stepsister, but first he gets to go through the potential newcomer's room and see what she's all about. Scarlet Skies is a total nerd in a way that could be super fun. Scarlet has plenty of fandoms that she's into, but Jayden is initially taken aback by what he sees. There's a lot to take in, from period authentic items to stuffies to a massive vibrator. When Scarlet joins Jayden in her room, she offers him an explanation about the sex toy and offers to show him all the features. Then he offers to show him some of his features. Leaning in, Jayden samples Scarlet's pussy with his tongue. In return, she goes to town sucking him off in an enthusiastic blowjob. Hitching up her miniskirt, Scarlet climbs on top of Jayden to ride him in boy cowgirl and reverse cowgirl. She gets on her knees for a doggy style dicking down, then rolls onto her back so Jayden can finish her off and then pull out to nut on her muff. They've barely finished when Jayden informs Scarlet that she didn't win because she's just too weird for him. That's okay; she still has her limited edition vibrator to keep her company.
9.11 365 12 Jan 26, 2024
Goth Girl Put A Spell On Me - S2:E4

Goth Girl Put A Spell On Me - S2:E4

Jodie Johnson is looking to choose a new stepsister, but first he gets to go through the potential newcomer's room and see what she's all about. Anna Claire Clouds has defined her entire personality by her witchy nature, which comes off as a bit goth. Jodie, on the other hand, is more traditionally religious. When Jodie enters Anna Claire's room, he is immediately spooked by her aesthetic. That being said, he is intrigued when he finds her tantric massage supplies. When the two are finally allowed to meet face to face, Anna Claire doubles down on her astrology banter which just leaves Jodie confused. Anna Claire knows can fix his confusion and stress with massage and maybe a little something extra. After a few minutes, she goes for the penis massage Jodie saw in her tantra book. Delivering that kind of massage is super hot and leaves Anna Claire wanting more. She peels off her outer witchy clothes to reveal some hot black lingerie beneath before straddling Jodie and fucking him in cowgirl. Jodie gives some intimate massage of his own as he eats Anna Claire out. When Jodie slides back home, Anna Claire can't bite back a moan. They go for it in doggy, and until Jodie blows his load in a creampie. At the end, he tells her that they're too different to be stepsiblings even though this was fun.
7.8 233 13 Feb 6, 2024
Sweet And Sexy - S2:E5

Sweet And Sexy - S2:E5

Max Fills is looking to choose a new stepsister, but first he gets to go through the potential newcomer's room and see what she's all about. Initially Max is surprised at what he finds while exploring her room. Eventually he finds that Angel Gostosa is a bit of a freak who keeps a hidden dildo and stores whipped cream in her closet. When Max calls Angel on being a basic bitch, she is determined to prove otherwise. The whipped cream isn't for her; she sprays some on her hand and has him eat it. It's clear that instantly turns her on, so Max keeps spraying and eating the cream. It's not long before they're making out in Angel's bed with their clothes coming off between kisses. Things escalate from there, with Angel getting whipped cream licked from her tits and then enjoying a pussy licking. When she gets her own turn to blow Max's fuck stick, she takes it with enthusiasm. Sinking down onto Max's hardon, the horny Latina rides him with total abandon. They're good together, so Angel keeps the party going on her knees with Max dicking her down from behind. Spooning together, they keep on making out as Max muffles Angel's moans with his own mouth. Then he does her on her back, driving nice and deep until he's ready to pop. Pulling out just in time, Max cums on Angel's chest as they agree they'd be excellent stepsiblings.
8.84 298 6 Feb 20, 2024
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