VR Only
Thumbnails
Appearance
Language:   English
Translate video titles
Join -50%
Live Sex Chat
VR Only
Thumbnails
Appearance
Language:   English
Translate video titles
Videos
VR Porn
Categories
Pornstars
Channels
Creators
Feed
Become a creator
Videos
VR Porn
Categories
Pornstars
Channels
Creators
Feed
Join -50%
Videos
VR Porn
Categories
Pornstars
Channels
Creators
Feed
Straight
Gay
Trans
Sissy Bailey Wilde

Sissy Bailey Wilde

Read more about Sissy Bailey Wilde

Creator

Hottest crossdresser

Awards in creator fanclub contests:
#19 fanclub – Mar 2025

Message
Follow
Join fanclub 20% OFF
SPECIAL OFFER – 20% off for first month!
  • 261 exclusive videos
  • Sexting with creator
Sissy Bailey Wilde
Sissy Bailey Wilde
Join fanclub 20% OFF
Filters
Category
    Starring
      DURATION
      Anal Blowjob Lingerie Amateur BDSM POV Big Ass MILF Solo Bondage

      Sissy Bailey Wilde Transgender Porn Videos

      Sissy Bailey Wilde: Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 7
      HD 20:07
      Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 7
      Sissy Bailey Wilde: Very Hot Sissy Fucked - Compilation 1
      HD 20:05
      Very Hot Sissy Fucked - Compilation 1
      Sissy Bailey Wilde: Crossdresser Bailey Willde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 6
      HD 20:06
      Crossdresser Bailey Willde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 6
      Sissy Bailey Wilde: Sissy Training After First Time Feminization
      4K 12:19
      Sissy Training After First Time Feminization
      Sissy Bailey Wilde: Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 1
      HD 20:05
      Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 1
      Sissy Bailey Wilde: Super Sexy Blonde Crossdresser Bailey Wilde Fucked - Compilation 1
      4K 20:05
      Super Sexy Blonde Crossdresser Bailey Wilde Fucked - Compilation 1
      Sissy Bailey Wilde: Crossdresser Bailey Willde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 3
      HD 20:06
      Crossdresser Bailey Willde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 3
      Sissy Bailey Wilde: Roommate Feminized and Fucked for Punishment
      4K 01:05:01
      Roommate Feminized and Fucked for Punishment
      Sissy Bailey Wilde: Very Hot Sissy Fucked - Compilation 2
      HD 20:05
      Very Hot Sissy Fucked - Compilation 2
      Sissy Bailey Wilde: Boss Fucks Petite Trans Maid
      4K 08:35
      Boss Fucks Petite Trans Maid
      Sissy Bailey Wilde: Feminized for Girls Night Out
      4K 23:39
      Feminized for Girls Night Out
      Sissy Bailey Wilde: Crossdresser and Trans Woman in Red Sexy Outfits Fuck and...
      HD 12:14
      Crossdresser and Trans Woman in Red Sexy Outfits Fuck and Suck
      Sissy Bailey Wilde: Very Hot Sissy Fucked - Compilation 3
      HD 20:05
      Very Hot Sissy Fucked - Compilation 3
      Sissy Bailey Wilde: Petite Trans Woman Fucked by Femboy Bailey Wilde POV
      4K 05:19
      Petite Trans Woman Fucked by Femboy Bailey Wilde POV
      Sissy Bailey Wilde: Super Sexy Sissy Fucking TS Kelsey Masters - Compilation 2
      HD 20:06
      Super Sexy Sissy Fucking TS Kelsey Masters - Compilation 2
      Sissy Bailey Wilde: Femboy Fucking Redhead Trans Woman Raw - Compilation 3
      HD 20:06
      Femboy Fucking Redhead Trans Woman Raw - Compilation 3
      Sissy Bailey Wilde: Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 3
      HD 20:05
      Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 3
      Sissy Bailey Wilde: Super Hot Crossdresser Bailey Willde Fucked Raw - Compilation 1
      4K 25:05
      Super Hot Crossdresser Bailey Willde Fucked Raw - Compilation 1
      Sissy Bailey Wilde: Very Hot Sissy Fucked - Compilation 4
      HD 20:07
      Very Hot Sissy Fucked - Compilation 4
      Sissy Bailey Wilde: Super Sexy Blonde Crossdresser Bailey Wilde Fucked - Compilation 2
      4K 20:04
      Super Sexy Blonde Crossdresser Bailey Wilde Fucked - Compilation 2
      Sissy Bailey Wilde: Femboy Bailey Wilde Fucking Huge Ass TS Kelsey Masters - Compilation 1
      HD 20:05
      Femboy Bailey Wilde Fucking Huge Ass TS Kelsey Masters - Compilation 1
      Sissy Bailey Wilde: Dominatrix Makes Man Dress as Hot Maid and Fucks Her
      4K 10:33
      Dominatrix Makes Man Dress as Hot Maid and Fucks Her
      Sissy Bailey Wilde: Friend Dominates and Transformed Male into Woman
      4K 06:33
      Friend Dominates and Transformed Male into Woman
      Sissy Bailey Wilde: TS Jessica Moon Rides TS Bailey Wilde's Cock
      4K 08:50
      TS Jessica Moon Rides TS Bailey Wilde's Cock
      Sissy Bailey Wilde: Hot Petite Trans Woman Fucked Deep in Ass
      4K 05:00
      Hot Petite Trans Woman Fucked Deep in Ass
      Sissy Bailey Wilde: Super Sexy Femboy Bailey Willde Fucked Raw - Compilation 3
      HD 20:47
      Super Sexy Femboy Bailey Willde Fucked Raw - Compilation 3
      Sissy Bailey Wilde: Femboy Bailey Willde Sucking Sissy Jasmyne Jaye - Compilation 7
      HD 20:05
      Femboy Bailey Willde Sucking Sissy Jasmyne Jaye - Compilation 7
      Sissy Bailey Wilde: Gothic Crossdressing Mistress Dominates Petite Trans Woman BDSM
      4K 19:46
      Gothic Crossdressing Mistress Dominates Petite Trans Woman BDSM
      Sissy Bailey Wilde: Man Transformed into Woman and Fucked Dressed as Maid
      HD 10:34
      Man Transformed into Woman and Fucked Dressed as Maid
      Sissy Bailey Wilde: Dominatrix Fucks Hot Crossdresser in Chastity
      4K 08:50
      Dominatrix Fucks Hot Crossdresser in Chastity
      Sissy Bailey Wilde: Dominatrix Dresses up Goth Sissy to Fuck Her
      4K 06:53
      Dominatrix Dresses up Goth Sissy to Fuck Her
      Sissy Bailey Wilde: Very Hot Sissy Fucked - Compilation 5
      HD 20:06
      Very Hot Sissy Fucked - Compilation 5
      Sissy Bailey Wilde: Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 2
      HD 20:43
      Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 2
      Sissy Bailey Wilde: Femboy Fucking Redhead Trans Woman Raw - Compilation 4
      HD 27:26
      Femboy Fucking Redhead Trans Woman Raw - Compilation 4
      Sissy Bailey Wilde: Hot Trans Bailey Wilde Fucked
      4K 07:27
      Hot Trans Bailey Wilde Fucked
      Sissy Bailey Wilde: Man Made into Woman, Handcuffed, and Dominated by Roommate
      HD 10:26
      Man Made into Woman, Handcuffed, and Dominated by Roommate
      Sissy Bailey Wilde: Gothic Trans Mistress Dominates Petite Trans Woman
      4K 19:48
      Gothic Trans Mistress Dominates Petite Trans Woman
      Sissy Bailey Wilde: Sissy Daisy Sucking and Getting Fucked - Compilation 1
      HD 20:06
      Sissy Daisy Sucking and Getting Fucked - Compilation 1
      Sissy Bailey Wilde: Hot Blonde Bailey Wilde Removes Chastity Then Jerks Off
      4K 09:59
      Hot Blonde Bailey Wilde Removes Chastity Then Jerks Off
      Sissy Bailey Wilde: Femboy and Trans Woman Using Fucking Machine - Compilation 3
      HD 20:06
      Femboy and Trans Woman Using Fucking Machine - Compilation 3
      Sissy Bailey Wilde: Goth Crossdressing Dominatrix Dominates Petite Trans Woman
      4K 19:45
      Goth Crossdressing Dominatrix Dominates Petite Trans Woman
      Sissy Bailey Wilde: Dressed in Drag and Fucked After Girls Night Out
      4K 12:20
      Dressed in Drag and Fucked After Girls Night Out
      Sissy Bailey Wilde: Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 4
      HD 20:44
      Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 4
      Sissy Bailey Wilde: Sissy Daisy Sucking Crossdresser Bailey Wilde's Cock - Compilation 2
      HD 20:06
      Sissy Daisy Sucking Crossdresser Bailey Wilde's Cock - Compilation 2
      Sissy Bailey Wilde: She Made Her Male Roommate Crossdress and Give Foot Job
      4K 10:30
      She Made Her Male Roommate Crossdress and Give Foot Job
      Sissy Bailey Wilde: Femboy Beauty Fucks Trans Kelsey Masters
      HD 05:25
      Femboy Beauty Fucks Trans Kelsey Masters
      Sissy Bailey Wilde: Super Sexy Crossdresser Fucked - Compilation 6
      HD 20:42
      Super Sexy Crossdresser Fucked - Compilation 6
      Sissy Bailey Wilde: Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 3
      HD 20:04
      Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 3
      Sissy Bailey Wilde: Femboy Bailey Wilde Fucking Huge Ass TS Kelsey Masters - Compilation 4
      HD 20:06
      Femboy Bailey Wilde Fucking Huge Ass TS Kelsey Masters - Compilation 4
      Sissy Bailey Wilde: Crossdresser Fucking Redhead Tgirl Raw - Compilation 4
      HD 27:26
      Crossdresser Fucking Redhead Tgirl Raw - Compilation 4
      Sissy Bailey Wilde: Super Sexy Crossdresser Fucked - Compilation 1
      HD 20:06
      Super Sexy Crossdresser Fucked - Compilation 1
      Sissy Bailey Wilde: Hot TS Bailey Wilde Removes Chastity Then Jerks off
      4K 09:53
      Hot TS Bailey Wilde Removes Chastity Then Jerks off
      Sissy Bailey Wilde: Gorgeous Femboy Goddess Gets Blowjob From Trans Kelsey Masters - Compilation 1
      HD 25:05
      Gorgeous Femboy Goddess Gets Blowjob From Trans Kelsey Masters - Compilation 1
      Sissy Bailey Wilde: Super Sexy Crossdresser Fucked - Compilation 2
      HD 20:05
      Super Sexy Crossdresser Fucked - Compilation 2
      Sissy Bailey Wilde: Super Hot Blonde Femboy Bailey Wilde Fucked - Compilation 2
      HD 20:06
      Super Hot Blonde Femboy Bailey Wilde Fucked - Compilation 2
      Sissy Bailey Wilde: Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 6
      HD 20:08
      Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 6
      Sissy Bailey Wilde: Super Sexy Blonde Femboy Removes Chastity Then Jerks off
      HD 09:43
      Super Sexy Blonde Femboy Removes Chastity Then Jerks off
      Sissy Bailey Wilde: Crossdresser Sucks Femboy's Big Dick
      4K 06:48
      Crossdresser Sucks Femboy's Big Dick
      Sissy Bailey Wilde: TS Bailey Wilde Fucks TS Jessica Moon
      4K 06:00
      TS Bailey Wilde Fucks TS Jessica Moon
      Sissy Bailey Wilde: Hot Goth Sissy Dressed Up and Fucked by Dominatrix
      HD 06:51
      Hot Goth Sissy Dressed Up and Fucked by Dominatrix
      2 3 4 5
      Next

      Related Transgender creators

      Jake Grand the man
      20% OFF

      Jake Grand the man

      71 videos

      Emmy Angeles
      35% OFF

      Emmy Angeles

      23 videos

      Katie Fox
      10% OFF

      Katie Fox

      255 videos 21 photos

      Viper Fierce
      40% OFF

      Viper Fierce

      213 videos 11 photos

      Sissy Joyce

      Sissy Joyce

      44 videos 891 photos

      Skinnyminxx_xd
      10% OFF

      Skinnyminxx_xd

      57 videos 3 photos

      Strapsex
      50% OFF

      Strapsex

      14 videos

      My hottest videos

      My hottest videos

      66 videos

      Crystal Phoenix

      Crystal Phoenix

      491 videos 290 photos

      Kacy TGirl

      Kacy TGirl

      13 videos

      Lucy Essex CD

      Lucy Essex CD

      243 videos

      KatyKoroleva
      20% OFF

      KatyKoroleva

      75 videos 32 photos

      Trixy Sissy Babe
      20% OFF

      Trixy Sissy Babe

      71 videos 23 photos

      The naughty transgirls

      The naughty transgirls

      13 videos

      VaneSsa BiTCHx
      30% OFF

      VaneSsa BiTCHx

      94 videos 55 photos

      Mrs Samantha

      Mrs Samantha

      71 videos

      Related Transgender pornstars

      Brittany Snow

      Brittany Snow

      1 video

      Lilienne Li

      Lilienne Li

      11 videos

      Nicolly Navarro

      Nicolly Navarro

      5 videos

      Wendy Williams

      Wendy Williams

      6 videos

      Jezebel Yum

      Jezebel Yum

      2 videos

      Duda Dihl

      Duda Dihl

      10 videos

      Kelly Pierce

      Kelly Pierce

      2 videos

      ShemaleAllison

      ShemaleAllison

      1 video

      Brittany Coxxx

      Brittany Coxxx

      2 videos

      Chloe Wilcox

      Chloe Wilcox

      1 video

      Patricia Kethen

      Patricia Kethen

      3 videos

      Lana Luster

      Lana Luster

      2 videos

      Anna Hickhiman

      Anna Hickhiman

      9 videos

      Raissa Marques

      Raissa Marques

      1 video

      Stella Locke

      Stella Locke

      2 videos

      Jessi Gunn

      Jessi Gunn

      3 videos

      Get access to full trans sex videos from the best channels

      Get membership -50%
      Get membership
      Start earning money
      Open a studio and earn on selling content

      General

    • Join
    • Member Sign In
    • Password Recovery
    • Creator's Blog

      • Information

    • Terms of Use
    • Privacy Policy
    • Cookies Policy
    • Trust and Safety
    • EU DSA
    • DMCA Policy

      • Help & Support

    • Contact Us
    • Billing Support
    • FAQ
    • About Us
    • Report content
    • How to Watch VR Videos

      • Earn with us

    • Open a Studio
    • Creator Sign In
    • Affiliate program
      • 18 U.S.C. 2257 Record-Keeping Requirements Compliance Statement
      © 2021-2025 faphouse.com
      🔥 KEEP THE HEAT ON ☀️

      Hot Summer Deal
      Declining cookies may limit certain features. To enhance your experience, please accept all cookies.
      Manage cookies
      Accept all cookies