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Models / Winter Flynn

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Winter Flynn Vital Stats:

Winter Flynn Updates

Inflation Meltdown

63 Photos, 12 min of video
07/14/2024
Available to Members on 12/14/2024

Winter Flynn is filming a custom inflation video for a client and is determined to make it the best he’s ever had. While she’s filming, the AC stops working and the room begins to get hot. Determined to finish the video, Winter proceeds. Winter begins by placing the tube in her mouth and her breasts...

Tags: 4K Body Inflation Breast Expansion Transformation Process
Prime Time Feet

36 Photos, 11 min of video
05/23/2024
Available to Members Now

Friends Winter Flynn and Jenny Jett are kicking it back and watching some TV late at night. Jenny mentions she’s got a side hustle as a fetish model and mentions that Winter should try it out. Winter says she would NEVER do that. After a few minutes Winter is snoozing. Jenny curiously sniffs Winter’s...

Tags: Foot Fetish Foot Worship Socks
Fantasy Gender Bender

32 Photos, 10 min of video
04/23/2024
Available to Members Now

A man wakes up in a strange room that clearly looks like a woman's room. Assuming he scored some pussy last night, he smirks and praises himself. A moment later, he notices long hair attached to his head! His body shape is also completely different... and he's hairless?! He quickly jumps up to look in...

Tags: 4K Body Transfer Gender Transformation Magic Fantasies
Sell Dat Ass

53 Photos, 12 min of video
11/22/2023
Available to Members Now

Jenny Jett, confronts her roommate Winter Flynn about the past due rent. Winter is "studying" and Jenny explains that rent is due NOW and her studying does not pay the bills. Jenny tells Winter she has some ideas of how she can make some extra money and pulls up some wedgie videos online. Winter is flabbergasted...

Tags: 4K Ass Humiliation Lesbian Domination Wedgies
Transformation's Grace

56 Photos, 14 min of video
11/15/2023
Available to Members Now

You sneak up behind Winter and stick a post it note with a haiku written on her back. She freaks out and retrieves the note, reading it aloud. She asks WTF this is and screams at you to get out of her room so she can relax. She then goes back to minding her own business and tries to ignore POV who is...

Tags: 4K Bimbofication Magic Fantasies Masturbation
Same Guy Won't Fly

87 Photos, 12 min of video
08/29/2023
Available to Members Now

Jenny and Winter both have a new guy crush. They count to three and show the other a picture on their phone and they are shocked to realize it’s the same guy! The girls begin to bicker telling the other to break up with him. Enraged, Jenny overpowers Winter and facesits and ass smothers her into submission!...

Tags: Ass Humiliation Face Sitting
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