Studio: StepSiblingsCaught
Penelope Kay and Renee Rose have a great way to make some extra Valentine's cash. They set up a kissing booth, which they're sure will bring in the boys. While they're getting everything together, Renee's stepbrother Juan Loco comes out to see what they'r...
02/07/2024
Cash For Kisses On Valentines Day - S25:E7
Studio: CumSwappingSiS
Alex Coal and Penelope Kay are playing video games while Alex's stepbrother Max Fills gets pissy at the amount of noise they're making. They get into it about vintage video games, with Max claiming that the girls are all just pixelated and it's all stupid...
01/22/2024
Our Fantasy Date - S5:E8
Studio: CumSwappingSiS
Scarlett Skies and Penelope Kay put on silver dresses. Penelope's stepbrother Joshua Lewis asks what they're doing. The girls explain that it's Cyber Monday and they want to cyber. Joshua listens to them for a minute before rolling his eyes and walking aw...
11/07/2023
We Love Cyber Monday - S5:E6
Studio: StepSiblingsCaught
Hanging out on the couch, Spikey Dee isn't prepared for his stepsister Penelope Kay. Penelope plops down on the couch beside Spikey and suggests that they play house since their parents are out of town. Spikey will be the husband and Penelope will be the ...
09/18/2023
Stepsis Wants To Play House - S24:E4
Studio: FamilySwap
What would happen if four families each contributed one member to create a new family? In this episode of Family Swap, Penelope Kay and her swap mom Mandy Waters can't help but make eyes at each other. The girls wanting one another is a total turn on for...
09/04/2023
Lets Fuck It Out - S7:E10
Studio: CumSwappingSiS
Chanel Camryn and Penelope Kay are having fun daydreaming about characters from their favorite star saga. The talk turns to cocks, and then ultimately to Penelope's stepbrother, Jimmy Michaels. The girls flirt with Jimmy, but he is suspicious of their mot...
04/25/2023
Cum To The Dark Side - S4:E1
Studio: PrincessCum
Penelope Kay is getting ready to go camping. She has set up her gear inside to check everything out and make sure it's all good. When her stepbrother, Nick Strokes, joins her, Penelope explains what she's doing while also adding some definite flair to her...
02/07/2023
Caught In The Camping Chair - S8:E8
Studio: MyFamilyPies
Penelope Kay and her friend Ginger Gray are having fun playing with sharks to celebrate shark month. Penelope's stepbrother Rico Hernandez comes in and asks what they're doing. When the girls explain, Rico announces that he'd be the dominant shark. He goe...
08/16/2022
Is That A Shark In Your Pants - S26:E3
Studio: MyFamilyPies
Penelope Kay is trying to become a therapist. She's working on her clinical manner and her stepbrother, Apollo Banks, is helping her out. Penelope really fixates on it when Apollo starts talking about having a girl is important to him. She asks him if the...
06/01/2022
June 2022 Flavor Of The Month Penelope Kay - S2:E11
Studio: PrincessCum
Joshua Lewis has some serious resentment of his stepsister Penelope Kay. He thinks she's self-centered and spoiled. When he tries to confront Penelope about getting everything she wants, Penelope tells him that he's wrong. She goes on to spell out the sce...
03/28/2022
Stepsister Always Gets What She Wants - S7:E4
Studio: PetiteHdPorn
Penelope Kay wants to be a fitness instructor. She is in the midst of an interview with Jason, who asks her questions about her past exercise experience and her physical characteristics. Penelope goes through the interview with plenty of cheerful perkines...
11/09/2021
So You Want To Be A Fitness Instructor - S2:E5
Studio: MyFamilyPies
Penelope Kay and her friend Jazmin Luv are hanging out in Penelope's new digs, discussing how Penelope likes living with her new stepmom and stepbrother. Their conversation is interrupted with her stepbrother, Van Wylde comes to sit by them. The girls exc...
08/05/2021
Tell Me A Bedtime Story Step Sister - S20:E2