Including results for crossdressing with mom.
Do you want results only for crosdressing with mom?
Gender Reassignment Surgery With My Mom 👩🎀 (Crossdressing Stories – MtF Transition)
22:57
Gender Reassignment Surgery With My Mom 👩🎀 (Crossdressing Stories – MtF Transition)
14.3K viewsMay 30, 2024
YouTubeKinda Cute
My Mom Helping Me To Become Her Daughter | A Crossdressing Story
8:58
My Mom Helping Me To Become Her Daughter | A Crossdressing Story
10.4K viewsFeb 20, 2024
YouTubeAbout TG Life
Boy Crossdressing With Mom (MTF Crossdressing Story)
16:30
Boy Crossdressing With Mom (MTF Crossdressing Story)
8.4K viewsMay 1, 2025
YouTubeMy Life My Rules
Mom Found My First Bra | Crossdressing Story
33:36
Mom Found My First Bra | Crossdressing Story
8.9K views2 months ago
YouTubeFemmeShift
My Mom Dressed Me Up - Crossdressing Stories
1:57:13
My Mom Dressed Me Up - Crossdressing Stories
54.4K viewsApr 18, 2024
YouTubeFem Stories
Bra Shopping With Mom | Crossdressing Story
35:08
Bra Shopping With Mom | Crossdressing Story
4.9K views3 months ago
YouTubeDressed Darling
My Mom Always Wanted a Daughter… Then I Became Her Crossdressing Sissy
27:17
My Mom Always Wanted a Daughter… Then I Became Her Crossdressing Sissy
2.3K views3 months ago
YouTubeSecret Mirror
11:08
My Mom Turned Me Into A Woman | A Crossdressing MTF Story
27K views2 months ago
YouTubePride Pulse🏳️‍🌈
22:47
I Wanted to Dress Like a Girl Mom Made Me Live Like One👗😱[Cross dressing Stories/MtF Transition
7.1K views3 months ago
YouTubeAyla Rose
15:36
How My Mom Made Me a Girl (MTF Crossdressing Story)
10.5K viewsJun 23, 2025
YouTubeMy Life My Rules
2:28
Mother Supporting their Son for Crossdressing || My Son is now My Daughter
173.2K viewsNov 14, 2022
YouTubeTransgender and Crossdressing Hub
9:43
Mother Supporting their Son for Crossdressing
47.8K viewsOct 16, 2023
YouTubeAbout TG Life
32:05
Disciplined by Mom 👗🔒 (Crossdressing Stories – MtF Transition)
42.9K viewsSep 10, 2025
YouTubeKinda Cute
17:28
Mom Helping Son Become Daughter (MTF Crossdressing Story)
9.1K viewsMay 14, 2025
YouTubeMy Life My Rules
2:15
My Son is now my Daughter S1 E1 // Crossdresser Son with Supporting Mother
98.9K viewsJul 23, 2022
YouTubeTransgender and Crossdressing Hub
10:20
Mom caught me crossdressing, forced hormones changed everything Crossdressing Stories overnight
41.9K views7 months ago
YouTubeHis2Femme
56:43
Mom’s Dare: 24 Hours as Her Daughter | Crossdressing Stories
7.8K viewsSep 14, 2025
YouTubeCrossdressing Stories
10:02
From Son to Wife – Mom’s Guidance ♀️👗crossdressingstory
5.4K views8 months ago
YouTubeLiyana Femme
30:41
Mom Allows Son To Be Feminized - Crossdressing Stories
6.3K views6 months ago
YouTubeFem Stories
39:55
Forceful Mother Feminized Son - Crossdressing Stories
4.8K views5 months ago
YouTubeFem Stories
21:01
Please Mom Take Me Lingerie Shopping Part 1 - Crossdressing Story
12.1K views11 months ago
YouTubeGirl Mode Stories
17:04
Mom Loves It When You Wear Girl Clothes (MTF Crossdressing Story)
18.3K viewsFeb 26, 2025
YouTubeMy Life My Rules
15:02
From Mike to Melissa: Living in My Mom’s Fantasy [Crossdressing Stories / MtF Transition]
236.5K viewsNov 11, 2024
YouTubeBoys2Fem
27:01
Caught in Mom’s Dress! [Crossdressing Stories / MtF Transition]
39.4K viewsNov 14, 2024
YouTubeBoys2Fem
15:16
Mom Feminized Me Into a Daughter (MTF Crossdressing Story)
18.2K viewsFeb 18, 2025
YouTubeMy Life My Rules
41:23
My Mom Caught Me Wearing Her Clothes, Her Reaction Changed My Life | Crossdressing Stories
53.1K viewsJun 25, 2025
YouTubeCrossdressing Stories
15:07
I Couldn't Stop Wearing My Mom's Dresses | Crossdressing Story
31.1K viewsMay 22, 2025
YouTubePride Pulse🏳️‍🌈
1:11:12
Caught by Mom in a Dress… And She Made It Permanent | crossdressing stories
15.7K views10 months ago
YouTubeCrossdressing Stories
29:43
My MOM Makes Me Act As My SISTER! 😱👗 (Crossdressing Stories)
17.4K viewsFeb 4, 2025
YouTubeKinda Cute
21:00
My Mom Caught Me Wearing Her Clothes | MtF Fiction & Crossdressing 🌸
23.7K viewsSep 27, 2025
YouTubeFemme Fantasy
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