PornPorn Transgender • US
  • Videos
  • Moments
  • photos
  • Users
    Forgot password
    Sign in with Google
    Sign in with X (ex Twitter)
    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
    Categories
    • Shemale Fucks Guy
    • Shemale Fucks Shemale
    • Big Cock
    • Black
    • 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
    Dating
    Subscriptions
    • Upload
    THANKSGIVING MEGA SALE 🤍🎉 Grab the hottest deals!
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Shemale Fucks Shemale
    • Big Cock
    • Black
    • Amateur
    • Shemale Fucks Girl
    • Sissy
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Big Black Cock
    • Cum In Mouth
    • Bareback
    • Big Ass
    • Creampie
    • Cumshot
    • Teen
    • Mature
    • Homemade
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissy Caught Crossdressing Hotel Porn Videos

    Free Videos
    Moments
    Premium Videos
    Photos
    Sissy
    Crossdressing
    Hotel
    Caught
    Caught Crossdressing
    Sissy Caught
    Sissy Hotel
    Crossdressing Sissies
    Caught Sissy
    Sissy Crossdressing
    Sissy Training
    Sissy Feminization
    Bbc Sissy
    Young Sissy
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Blowjob
    Amateur Sissy
    Best Videos
    By clicking the content you will also see an ad. AD
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.2M views
    Harin in Japan! Horny sissy in short training pants risky anal masturbated in a Japanese hotel toilet and about to be caught
    09:51
    Harin in Japan! Horny sissy in short training pants risky anal masturbated in a Japanese hotel toilet and about to be caught
    Harinni
    9.2K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.4M views
    Caught Crossdressing in a Hotel
    00:39
    Caught Crossdressing in a Hotel
    61.5K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    2.7M views
    Caught Crossdressing in a Hotel
    00:39
    Caught Crossdressing in a Hotel
    5.8K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    1.8M views
    Guy caught crossdressing in girlfriend's costume
    05:34
    Guy caught crossdressing in girlfriend's costume
    MelanieR
    34K views
    Many crossdressers fucked scrnrs
    01:09:02
    Many crossdressers fucked scrnrs
    1.4M views
    Oh, No! Caught Crossdressing Like a Slut in the Closet
    08:24
    Oh, No! Caught Crossdressing Like a Slut in the Closet
    Valerie Parker
    371 views
    Loser Boyfriend Gets Feminized and Fucked
    08:12
    Loser Boyfriend Gets Feminized and Fucked
    Pure Ts
    219.8K views
    I almost got caught crossdressing
    07:14
    I almost got caught crossdressing
    Sissy_Bottom96
    9.8K views
    Crossdresser shop owner gets fucked by a man in the shop
    13:00
    Crossdresser shop owner gets fucked by a man in the shop
    WanidaCrossdresser
    293.6K views
    Caught crossdressing at a highway rest area - chloexy223
    00:39
    Caught crossdressing at a highway rest area - chloexy223
    29.5K views
    shemale dresses sissy to fuck
    16:14
    shemale dresses sissy to fuck
    1.9M views
    Sissy caught on camera using her aunt clothes
    04:27
    Sissy caught on camera using her aunt clothes
    MelanieR
    14.9K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.4M views
    Kira caught during self-bondage
    02:45
    Kira caught during self-bondage
    Twistedrama
    25.8K views
    Daddy's Good Girl!
    08:12
    Daddy's Good Girl!
    Pure Ts
    781.2K views
    Trap Femboy caught using toys by BBC housemate and gets bred
    04:09
    Trap Femboy caught using toys by BBC housemate and gets bred
    Maskedloki9
    388.9K views
    Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
    08:12
    Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
    nbnabunny
    1.5M views
    Caught in the electric penis cage and piss me on my seam stockings with boots
    10:00
    Caught in the electric penis cage and piss me on my seam stockings with boots
    Loreleyadd
    115.5K views
    Girl forgot to tell her Tinder date that she’s Trans
    07:22
    Girl forgot to tell her Tinder date that she’s Trans
    JsseMontz
    545.2K views
    Fucking a dildo in the woods
    09:02
    Fucking a dildo in the woods
    Annemieke26
    11.7K views
    Big stepbrother finds me alone in the room and makes me his whore
    08:46
    Big stepbrother finds me alone in the room and makes me his whore
    Crystal Phoenix
    250.8K views
    Pink Sissy Maid Caught Dressing and Playing and Has a Sissygasm Riding Her Doll
    11:21
    Pink Sissy Maid Caught Dressing and Playing and Has a Sissygasm Riding Her Doll
    Sissy Candy
    46.1K views
    dominant stepmom helps out her sissy slave
    05:59
    dominant stepmom helps out her sissy slave
    Pure Ts
    284.2K views
    I touched a stranger's dick in a gay bar he wet my pantyhose with his cum
    05:08
    I touched a stranger's dick in a gay bar he wet my pantyhose with his cum
    cd_aysemmm
    13K views
    Cindie CAUGHT invites Stranger to Smack her Ass PUBLIC SLUT
    05:52
    Cindie CAUGHT invites Stranger to Smack her Ass PUBLIC SLUT
    CindieLove
    69.1K views
    Slut Beril Who Trains At Home Goes For A Walk Outside Public +18 Coward
    05:07
    Slut Beril Who Trains At Home Goes For A Walk Outside Public +18 Coward
    Usaberilx
    3.8K views
    Male to female gender transformation smoking whore
    16:00
    Male to female gender transformation smoking whore
    630.1K views
    Huge cock shemale in stockings public dick flash
    06:15
    Huge cock shemale in stockings public dick flash
    Lucas Nathan King
    47.4K views
    crossdresser prostitute
    07:58
    crossdresser prostitute
    Meganetrav
    172K views
    Annemieke in public toilet and sneaked to ladies room  for anal play - Request
    09:13
    Annemieke in public toilet and sneaked to ladies room for anal play - Request
    Annemieke26
    8.1K views
    Night. Park. Car. Fucked a trans slut.
    07:18
    Night. Park. Car. Fucked a trans slut.
    vika_sissy
    177.1K views
    Getting naughty on public showomg my wet clitty
    01:31
    Getting naughty on public showomg my wet clitty
    Annemieke26
    17K views
    Submissive femboy is feminized and fucked
    08:30
    Submissive femboy is feminized and fucked
    Crystal Phoenix
    279.4K views
    Annemieke Public Flashing in a Park
    06:14
    Annemieke Public Flashing in a Park
    Annemieke26
    11.1K views
    Sissy CD sucks and is fucked
    08:25
    Sissy CD sucks and is fucked
    1.3M views
    Slutty Annemieke quick stop next to the road
    06:51
    Slutty Annemieke quick stop next to the road
    Annemieke26
    35.4K views
    Extreme Nude Walk of BDSM Trans Sissy Whore Alinanightsky
    01:27
    Extreme Nude Walk of BDSM Trans Sissy Whore Alinanightsky
    Disciplinater
    92.2K views
    i was caught public
    02:09
    i was caught public
    SissyPaula_
    29.9K views
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    29:33
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    Ria_Bentley
    2.2M views
    Grindr Slut Exposed! Wow! What A dumb Bitch!
    07:35
    Grindr Slut Exposed! Wow! What A dumb Bitch!
    SissySlutUsed
    23.4K views
    Sex with Sissy Boy with Big Butt
    05:17
    Sex with Sissy Boy with Big Butt
    Sebnem
    348.3K views
    Exhibitionist Trans Girl Caught Flashing In Public!
    02:00
    Exhibitionist Trans Girl Caught Flashing In Public!
    LilAsianMiss
    35.3K views
    Son caught dad in moms clothes and blacmailed him (pov roleplay naughty talk)
    08:51
    Son caught dad in moms clothes and blacmailed him (pov roleplay naughty talk)
    MamaZSekretem
    27.7K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Caught Crossdressing Hotel

    • Caught Crossdressing and Fucked
    • Cross Dressing Sissy Loses His Virginity
    • Crossdresser Fucking Boss in Hotel Room
    • Femboy Schoolgirl
    • Crossdressers at the Adult Theater
    • Crossdress Blackmail
    • Fuck Me Like a Slut
    • Boy Dressed as Girl
    • Cuckold Humiliation
    • Man Transformed Into Woman
    • Horny Sissys Play With Each Other
    • Tranny Humiliate Slave
    • German Bisexual
    • Crossdresser Sucks Cock Humiliated
    • Sissy Exposed
    • Cd Secretary
    • Cute Traps for Straight Guys
    • White Femboys Are so Submissive
    • Drag Queens Having Sex
    • Transsexual Surprise

    xHamster

    • xHamster Shop
    • 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