Crushin On Stepmo

Stepsis Wants To Play Doctor Juan Loco is in medical school and his stepsister Rissa May Kassidy and her BFF Jill Kassidy want to know all about it. When Juan says there arent a lot of girls so hes not getting much of a sex life, they offer to help him unload his cum. They want to play doctor and Juan agrees, but to his surprise the girls leave the room and come back dressed in scrubs. Even though Juan thought hed be playing doctor, the girls are ready to go. They get on their knees and tell Juan theyll have to drain his balls of cum or else hell need to have his prostrate milked. Still playing along, Juan lets them whip his cock out and suck him off. He doesn’t cum, though, which means his two hot and naughty nurses need to take things even further. Laying Juan on his back, Jill straddles him for some medicinal fucking in cowgirl before Rissa tries her hand in reverse cowgirl. Getting on her knees, Jill lets Juan fuck her in doggy while she feasts on Rissas coochie. Juan finishes Rissa off as she lays on her back with Jill sucking her big naturals and then riding her friends face. Finally Juan is ready to blow, which he does all over Jills face and glasses so the girls can play with their well earned

The Best Life Jill and Maximo enjoy a romantic date night at home. In the morning Maximo has a surprise vacation of a a lifetime planned for her

Interracial Creampie! Jill Kassidy gets an IR creampie from Jason Luv. Jills looking hella hot in her black fishnet lingerie with a garter, stocking and matching heels to boot. She shows off her sexy body then makes her way outside where she meets up with Jason. They make out at the top of the stairs then Jill gets on her knees to shove that BBC down her throat. Jill sucks and slobbers on that massive cock then leads Jason inside to the bedroom. She gags on that dick some more before shedding herself of her clothes and spreading her legs so Jason can lick her pretty pussy good. Once shes nice and wet, Jason slides his huge cock deep into her tight snatch. Jill moans for more as her pounds away at her with his thick BBC. She stops to lick her pussy juices off of that monster cock then jumps on top so she can ride that big dick hard. Jill gets a hard pounding from that massive BBC then begs Jason to give her a creampie which she happily pushes out of her pussy so everyone c

Big Is

Virtual Vacation Ban

Sharing Methods Jill is new in town. She has dreams to be an actress and is doing everything she can to improve her chances. After landing a small part tv series, she meets tori, an actress on the show who sees potential in her. One of Jills first scenes is a sex scene and she is nervous about it. Tori, acting as a mentor, takes it upon herself to coach jill through the scene. After a couple of one on one sessions, Tori decides to up the ante actual sex with the actor she hooking up on screen. Tori just happens to be dating him but is more than happy to share

Jill Kassidy Sucks Three Cocks At The Same Time Sitting in the kitchen while playing on her phone, Jill Kassidy gets questioned by her stepfather about why she didn’t go to school today. When there’s someone at the door, Jill’s surprised to see that her principal and one of her teachers have come to check to see if she has an excuse for her absence. Without a good reason for skipping school, her principal, Steve, recommends that Jill gets a spanking as her punishment. They make Jill stick her ass out as she grabs onto the table and when she lifts up her skirt they see that she’s not wearing any panties! Her teacher and principal take turns spanking her bare butt cheeks until Jill gets a little frisky and starts making out with Steve. Her teacher, Rich, grinds his crotch against Jill’s tight ass as she reaches down and feels his bulge getting bigger in his pants before getting on her knees to orally service both their cocks. She takes Steve’s cock in her tiny mouth first, he is the principal and all, the switches from on dick to the other, making sure to stroke whichever big cock isn’t in her mouth. Feeling left out, Jill’s stepdad pulls his thick dick out and feeds it to his stepdaughter as she savagely strokes both the other boners. They try to see of Jill can fit all 3 cocks in her mouth at once but there’s just too much dick so Jill gets back to single sucking while double stroking. Jill unbuttons her shirt allowing her horny cocksmen to play with her perky tits nipples as she sloppily sucks their hard dicks. She spits all over those cocks as the guys rub them across Jill’s pretty face and reach down to start playing with her tight schoolgirl pussy. With spit dripping down her chin and completely surrounded by cocks Jill’s determined to drain every one of all its cum and she bobs her head and deep throats those dicks. The guys lay her on the bar top and hang Jills head upside down off the side of it so they can take turns fucking her face and feeding her their balls while licking her pussy too. She has them sit on the couch as she plays with herself and gives them a little show before crawling onto the couch and letting the guys play with her young body while she gags on their dicks some more. Jill gets back on her knees as her principal, teacher, and stepdad shoot their massive loads into her hungry mouth before swallowing it all

Skinny Dip Dicking Blonde bombshell Jill Kassidy is skinnydipping in the deep end and her mom’s boyfriend, Duncan Saint, can’t take his eyes off her. With that amazing body and firm ass, who could? When fit Duncan approaches the teen, she gives him the most incredible ‘fuckme’ eyes and heads into her bedroom. Duncan follows and finds horny Jill using a vibrator on her tight, wet pussy. Before long, Jill has whipped out Duncan’s massive cock and is giving him a deep, wet, sloppy blowjob. Petite Jill rides Duncan so good that before long he’s unleashing a massive load right down her throat, just in time for Jill’s mom to come in and bust the two in the act!

Second Appearance

Taboo Triangle Ep 4

XXXMAS Jill Kassidy The Sins Life Christmas Special IS HERE!! Kissa invites pretty girl Jill Kassidy over for Christmas and obviously get her a Sins shirt in her stocking!! Then Santa Claus Johnny Sins comes home and he has a very special box for the girls... with A GIANT PENIS INSIDE!! Find out what the girls do with their Christmas present that makes it cum all over their pretty faces!! A Sins Classic remake from 2014...!! MERRY CHRISTMAS WE LOVE YOU ALL VERY MUCH!!