PornPorn Transgender • US
    Sign up for free
    Videos
    • Best Videos
    • Short Videos
    • Watch History
    • American
    • Amateur
    • Shemale Fucks Guy
    • Shemale Fucks Girl
    • Big Cock
    • All categories
    Live Sex
    -50%
    Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • All categories
    Pornstars
    • Pornstars
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2025
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    -60%
    Dating
    Subscriptions
    • Upload
    14 MONTHS FREE or 50% OFF LIFETIME 🎉🥂 Faphouse End-of-Year Sale
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • Shemale Fucks Girl
    • Sissy
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Cum In Mouth
    • Big Black Cock
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Homemade
    • Mature
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Bailey Wilde Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Bailey Wilde
    Bailey Wilde
    Subscribe
    24.4K
    Bailey Wilde
    Bailey Wilde
    Subscribe
    2K
    Baylee Lee (Bailey)
    Baylee Lee (Bailey)
    Subscribe
    1.9K
    Bailey
    Wilde
    Bailey Wilde Leaked
    Bailey Jay
    Izzy Wilde
    Kelly Wilde
    Bailey Archer
    Morgan Bailey
    Jane Wilde
    Bailey Paris
    Bailey Love
    Kai Bailey
    Ts Bailey
    Izzy Wilde Cum
    Bailey Jay Cum
    Izzy Wilde Creampie
    Bailey Jay Solo
    Bailey Jay Feet
    Izzy Wilde Gangbang
    Izzy Wilde Compilation
    Best Videos
    By clicking the content you will also see an ad. AD
    Guy Feminized and Fucked by Roommate (Full Movie)
    01:04:48
    Guy Feminized and Fucked by Roommate (Full Movie)
    Bailey Wilde
    96.1K views
    Crossdresser and Trans Woman in Red Sexy Outfits Fuck and Suck
    12:14
    Crossdresser and Trans Woman in Red Sexy Outfits Fuck and Suck
    Bailey Wilde
    115.3K views
    Petite Trans Woman Deepthroats Crossdresser's Huge Cock
    12:15
    Petite Trans Woman Deepthroats Crossdresser's Huge Cock
    Bailey Wilde
    18.6K views
    VERY SEXY Blonde Bailey Wilde Fucked Hard Doggystyle
    07:41
    VERY SEXY Blonde Bailey Wilde Fucked Hard Doggystyle
    Bailey Wilde
    135.7K views
    Feminization of a Bad Roommate (Full Movie)
    50:07
    Feminization of a Bad Roommate (Full Movie)
    Bailey Wilde
    181.5K views
    Feminized for Girls Night Out (Full Movie)
    23:39
    Feminized for Girls Night Out (Full Movie)
    Bailey Wilde
    536.5K views
    Goth Crossdresser Jerks Off
    04:01
    Goth Crossdresser Jerks Off
    Bailey Wilde
    106.2K views
    Black Lingerie Crossdresser Fucks Black Dress Petite Trans Woman
    06:05
    Black Lingerie Crossdresser Fucks Black Dress Petite Trans Woman
    Bailey Wilde
    214.5K views
    Sissy Training for Hotel Housekeeping Job
    12:49
    Sissy Training for Hotel Housekeeping Job
    Bailey Wilde
    72.7K views
    Sexy Blonde Sissy Bailey Wilde in Chastity Fucked
    10:05
    Sexy Blonde Sissy Bailey Wilde in Chastity Fucked
    Bailey Wilde
    65.3K views
    Hot Crossdresser Dildo Fucked in Kitchen
    08:55
    Hot Crossdresser Dildo Fucked in Kitchen
    Bailey Wilde
    72.7K views
    Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 3
    08:12
    Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 3
    Bailey Wilde
    56.5K views
    First Time Feminized Means First Time Fucked in the Ass
    12:21
    First Time Feminized Means First Time Fucked in the Ass
    Bailey Wilde
    80.6K views
    Purple Haired Femboy Fucks Trans Beauty Hard
    04:29
    Purple Haired Femboy Fucks Trans Beauty Hard
    Bailey Wilde
    20K views
    Femboy Gives Crossdresser Blowjob
    03:09
    Femboy Gives Crossdresser Blowjob
    Bailey Wilde
    7.3K views
    HOT Redhead Crossdresser in Lingerie Fucked
    05:11
    HOT Redhead Crossdresser in Lingerie Fucked
    Bailey Wilde
    133.4K views
    Goth Crossdressing Dominatrix Dominates Petite Trans Woman
    19:45
    Goth Crossdressing Dominatrix Dominates Petite Trans Woman
    Bailey Wilde
    488.6K views
    SEXY Trans Bailey Wilde in Lingerie Fucked
    03:49
    SEXY Trans Bailey Wilde in Lingerie Fucked
    Bailey Wilde
    32.6K views
    Hot Blonde Crossdresser Cums While Being Fucked
    01:45
    Hot Blonde Crossdresser Cums While Being Fucked
    Bailey Wilde
    16.6K views
    Sissy Hottie's Huge Cock Sucked
    02:32
    Sissy Hottie's Huge Cock Sucked
    Bailey Wilde
    60.4K views
    2 Trans Maids Fuck
    08:36
    2 Trans Maids Fuck
    Bailey Wilde
    63.8K views
    Goth Sissy Fucked by Mistress Pixie
    10:21
    Goth Sissy Fucked by Mistress Pixie
    Bailey Wilde
    10.2K views
    Beautiful Crossdresser Gets Cock Sucked by Trans Woman
    08:46
    Beautiful Crossdresser Gets Cock Sucked by Trans Woman
    Bailey Wilde
    5.2K views
    Femboy Boss Fucks Petite Trans Maid
    08:34
    Femboy Boss Fucks Petite Trans Maid
    Bailey Wilde
    26.7K views
    Hot Petite Trans Woman Fucked Deep in Ass
    05:00
    Hot Petite Trans Woman Fucked Deep in Ass
    Bailey Wilde
    101.3K views
    Super Hot Redhead Trans Bailey Wilde Fucked
    02:09
    Super Hot Redhead Trans Bailey Wilde Fucked
    Bailey Wilde
    89.7K views
    Hot Crossdresser Fucks Petite Trans Woman Doggystyle
    04:54
    Hot Crossdresser Fucks Petite Trans Woman Doggystyle
    Bailey Wilde
    16.9K views
    Post Op Trans Woman Rubs New Pussy
    04:24
    Post Op Trans Woman Rubs New Pussy
    Bailey Wilde
    36.2K views
    Prom Queen Crossdresser Jerks to Completion
    01:30
    Prom Queen Crossdresser Jerks to Completion
    Bailey Wilde
    30.8K views
    Blonde Trans Woman Fucked Doggystyle
    07:28
    Blonde Trans Woman Fucked Doggystyle
    Bailey Wilde
    3.6K views
    Hot Crossdressing Beauty Fucks Petite Trans Woman
    04:58
    Hot Crossdressing Beauty Fucks Petite Trans Woman
    Bailey Wilde
    28.8K views
    VERY HOT Blonde Femboy in Fucked Missionary
    07:17
    VERY HOT Blonde Femboy in Fucked Missionary
    Bailey Wilde
    79.6K views
    Super Sexy Sissy Bailey Wilde Jerking Off and Cums
    15:28
    Super Sexy Sissy Bailey Wilde Jerking Off and Cums
    Bailey Wilde
    16.8K views
    Dressed in Drag for Girls Night Out
    01:49
    Dressed in Drag for Girls Night Out
    Bailey Wilde
    5.9K views
    SUPER SEXY Blonde Femboy Removes Chastity Then Jerks Off
    09:44
    SUPER SEXY Blonde Femboy Removes Chastity Then Jerks Off
    Bailey Wilde
    74.4K views
    TS Jessica Moon Rides TS Bailey Wilde's Cock
    08:51
    TS Jessica Moon Rides TS Bailey Wilde's Cock
    Bailey Wilde
    11.5K views
    Man Feminized and Fucked after Girls Night Out
    12:21
    Man Feminized and Fucked after Girls Night Out
    Bailey Wilde
    118K views
    Boss Fucks Petite Trans Maid
    08:35
    Boss Fucks Petite Trans Maid
    Bailey Wilde
    384K views
    Transformed into Sissy Maid to Get Job
    12:49
    Transformed into Sissy Maid to Get Job
    Bailey Wilde
    148.3K views
    Feminization and Pegged to Get Maid Job
    03:04
    Feminization and Pegged to Get Maid Job
    Bailey Wilde
    75.8K views
    Purple Haired Sissy Fucks Trans Beauty Deep Bareback
    04:58
    Purple Haired Sissy Fucks Trans Beauty Deep Bareback
    Bailey Wilde
    22.6K views
    Crossdresser Cums from Being Fucked
    00:31
    Crossdresser Cums from Being Fucked
    Bailey Wilde
    47.3K views
    Petite Trans Woman Fucked Hardcore
    04:51
    Petite Trans Woman Fucked Hardcore
    Bailey Wilde
    11.7K views
    BTS POV sex with Bailey Wilde
    05:02
    BTS POV sex with Bailey Wilde
    Becoming Femme
    74.6K views
    Super Sexy Femboy Bailey Wilde Masturbation and Cum
    15:26
    Super Sexy Femboy Bailey Wilde Masturbation and Cum
    Bailey Wilde
    29K views
    Trans Kelsey Masters Fucked Deep in Ass
    06:25
    Trans Kelsey Masters Fucked Deep in Ass
    Bailey Wilde
    3.8K views
    Dominatrix Dresses Up Sissy in Dress
    02:14
    Dominatrix Dresses Up Sissy in Dress
    Bailey Wilde
    49.1K views
    Dominatrix Makes Hot Blonde Sissy Wear Chastity and Get Fucked
    04:17
    Dominatrix Makes Hot Blonde Sissy Wear Chastity and Get Fucked
    Bailey Wilde
    55.8K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 16
    • Next

    Searches Related to Bailey Wilde

    • Sissy Victoria
    • Rachel May Rose Onlyfans
    • Jasmyne Jaye
    • Beautiful Ladyboy Stroking Her Big Cock
    • Melissa Bell Crossdresser
    • Accidental Cum and Cum Again
    • BBC Trans XXX
    • Dolly X
    • Chelsea Perkins Porn
    • Mature Ladyboys
    • Madame Morgan
    • Huge Tits Comp
    • Jessica Moon
    • Premature Ejaculation Surprise
    • Sydney Heaven
    • Shemale on Shemale Anal
    • Gracie Bon Nude
    • Nicole Cheshire
    • Freya Frostnymph
    • Abigail Morris Fuck

    xHamster

    • Press
    • Blog
    • Creator's Blog
    • Advertising
    • xHamster Awards 2025

    Help

    • FAQ
    • Contact us
    • Content Removal
    • Improve xHamster

    Legal

    • Terms of use
    • Privacy policy
    • Cookies policy
    • DMCA/Copyright
    • Parental Controls
    • EU DSA
    • Trust and Safety

    Start making money with us

    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    Monetize your content
    Become a creator
    © 2007 - 2025, xHamster.com
    Mobile Version
    18 U.S.C. 2257 Record-Keeping Requirements Compliance Statement
    RTA Restricted To AdultsRTA Restricted To Adults
    xHamster is adults only website!

    The content available on xHamster may contain pornographic materials.

    xHamster is strictly limited to those over 18 or of legal age in your jurisdiction, whichever is greater.

    One of our core goals is to help parents restrict access to xHamster for minors, so we have ensured that xHamster is, and remains, fully compliant with the RTA (Restricted to Adults) code. This means that all access to the site can be blocked by simple parental control tools. It is important that responsible parents and guardians take the necessary steps to prevent minors from accessing unsuitable content online, especially age-restricted content.

    Anyone with a minor in their household or under their supervision should implement basic parental control protections, including computer hardware and device settings, software installation, or ISP filtering services, to block your minors from accessing inappropriate content.

    To enter xHamster you must be 18 or older
    how to protect your minors
    RTA Restricted To AdultsRTA Restricted To Adults