PornPorn Transgender • US
  • Videos
  • Short videos
  • photos
  • Users
    Forgot password
    Sign in with Google
    Sign in with X
    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
    • 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
    Dating
    Subscriptions
    • Upload
    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
    • Sissy
    • Shemale Fucks Girl
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Big Black Cock
    • Cum In Mouth
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissy Hotel Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Hotel
    Sissy Crossdresser Hotel
    Gangbang for Sissy Hotel
    Sissy Caught Crossdressing Hotel
    Sissy Faggot Used in Hotel
    Sissy CD Submits to BBC in Hotel
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Sissy BBC
    Sissy Chastity
    Sissy Husband
    Sissy Compilation
    Sissy Fucked
    Sissy Blowjob
    Amateur Sissy
    Sissy Gangbang
    Sissy Slave
    Sissy Cuckold
    Best Videos
    By clicking the content you will also see an ad. AD
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.2M views
    Sissy hotel fun
    03:31
    Sissy hotel fun
    colombiancd
    47K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.7M views
    Fuck sissy hotel
    01:45
    Fuck sissy hotel
    54.3K views
    CD TRAP SISSY EDUCATION TRAINING 101
    01:27:33
    CD TRAP SISSY EDUCATION TRAINING 101
    943.3K views
    Sissy Hotel Room Fun
    07:26
    Sissy Hotel Room Fun
    Sissy Skylar
    4.9K views
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.3M views
    Sissy hotel room fun 2
    07:13
    Sissy hotel room fun 2
    Sissy Skylar
    4.7K views
    Many crossdressers fucked scrnrs
    01:09:02
    Many crossdressers fucked scrnrs
    1.4M views
    sissy hotel qurantine que te diviertas
    19:58
    sissy hotel qurantine que te diviertas
    770 views
    Never Expecting to Be a Sexy Girl
    08:12
    Never Expecting to Be a Sexy Girl
    Pure Ts
    493.3K views
    I had a big cumshot in unkown hotel
    05:39
    I had a big cumshot in unkown hotel
    Samantha Sissy World
    1.6M views
    Lily DeMure Blowjob & Doggy
    11:54
    Lily DeMure Blowjob & Doggy
    1.6M views
    TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
    09:05
    TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
    Adam Castle
    391.5K views
    Sissy Slut Motel
    58:39
    Sissy Slut Motel
    737.4K views
    Slutty trans girl sucks a straight college guy with a HUGE BBC in a hotel.
    07:20
    Slutty trans girl sucks a straight college guy with a HUGE BBC in a hotel.
    JsseMontz
    49.7K views
    Dating a mature crossdresser
    08:12
    Dating a mature crossdresser
    Pure Ts
    264K views
    Trans French Maid Ria Bentley Gives 5-star Room Service to Hotel Guest
    08:12
    Trans French Maid Ria Bentley Gives 5-star Room Service to Hotel Guest
    Ria_Bentley
    72.7K views
    Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
    08:12
    Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
    TGIRLPLAYHOUSE
    2.4M views
    I fuck his mouth with my big cock in the shower at Rio and shoot it all over his face, so hungry was he for my big cock.
    06:16
    I fuck his mouth with my big cock in the shower at Rio and shoot it all over his face, so hungry was he for my big cock.
    DotadaSP
    2.5M views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    2M views
    Two Crossdresser gangbang a man and Cum on his face.
    13:26
    Two Crossdresser gangbang a man and Cum on his face.
    WanidaCrossdresser
    118.1K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    848.9K views
    Shemale fucked on the couch
    14:44
    Shemale fucked on the couch
    Elwadeoh
    737.9K views
    ladyboy teen shower with her daddy then eat her ass and suck her
    24:48
    ladyboy teen shower with her daddy then eat her ass and suck her
    HeShexxx
    2.4M views
    Another motel gangbang for Sissy Lora
    11:50
    Another motel gangbang for Sissy Lora
    339.6K views
    teen trans
    25:13
    teen trans
    World Trany
    146.7K views
    Pornstar Ria Bentley Takes Giant BBC On Public Hotel Balcony
    07:06
    Pornstar Ria Bentley Takes Giant BBC On Public Hotel Balcony
    Ria_Bentley
    144.1K views
    shemale dresses sissy to fuck
    16:14
    shemale dresses sissy to fuck
    2.1M views
    Ria Bentley Bottoms Out on Maxx Jenkin's 10 Inch Dick
    22:33
    Ria Bentley Bottoms Out on Maxx Jenkin's 10 Inch Dick
    FapHouse
    344.7K views
    How to Train Your Sissy Boyfriend
    08:12
    How to Train Your Sissy Boyfriend
    Brat Perversions
    123.4K views
    I PICKED UP A STRAIGHT GUY FROM THE HOTEL and I gave him the best blowjob ever
    01:28
    I PICKED UP A STRAIGHT GUY FROM THE HOTEL and I gave him the best blowjob ever
    TS Kylie Star
    124.4K views
    Sissyfication
    43:09
    Sissyfication
    1.1M 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
    FapHouse
    284.9K views
    Rented Out by His Mistress
    06:12
    Rented Out by His Mistress
    Pure Ts
    80.7K views
    Hot shemale slut strips naked and masturbates in hotel room
    09:57
    Hot shemale slut strips naked and masturbates in hotel room
    FapHouse
    324.2K views
    Sissy Femboy Fucked From Behind
    05:20
    Sissy Femboy Fucked From Behind
    2.8M views
    Trans girl with huge cock fucks 19-year-old femboy in hotel room
    08:09
    Trans girl with huge cock fucks 19-year-old femboy in hotel room
    Saranji
    48.8K views
    Petra,s day in the woods
    30:59
    Petra,s day in the woods
    PetraTVsletje
    95.9K views
    Cute tranny girl fucked hard in hotel room by young guy
    00:43
    Cute tranny girl fucked hard in hotel room by young guy
    TV_Helena
    423.3K views
    Loser Boyfriend Gets Feminized and Fucked
    08:12
    Loser Boyfriend Gets Feminized and Fucked
    Pure Ts
    303.5K views
    Anal Room Service with Mistress Lilith
    02:34
    Anal Room Service with Mistress Lilith
    Loren Aprile
    430.1K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3.1M views
    overbooked hotel
    23:46
    overbooked hotel
    Kittykisses96
    137.4K views
    Naughty college girl anal sex
    44:26
    Naughty college girl anal sex
    MundoAmador_
    179K views
    Trans Ria Bentley Takes Giant BBC on Hotel Balcony
    08:12
    Trans Ria Bentley Takes Giant BBC on Hotel Balcony
    FapHouse
    10K views
    Tv is for Sissies (Full Video)
    56:35
    Tv is for Sissies (Full Video)
    629.2K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Hotel

    • Mature Crossdresser Hotel Sex Date
    • Sissy Femboy Fucked
    • Fuck Me Like a Slut
    • Secret Sissyboy
    • First Time Crossdressing for Friend
    • Real Caught on Camera
    • Transvestite Restaurant
    • Pretty Lady Boy
    • Beautiful Passable Crossdressers
    • Traps Femboys and Sissys
    • Perfect Trap
    • Sugar Daddy
    • Anonymous Motel
    • The Sissy's Future
    • Shemale Fucks Guy in Chastity
    • Crossdress Gangbang
    • Feminine Boys
    • Cross Dressing Faggot
    • Stop Please Stop Dick Too Big
    • Very Girly Ladyboys
    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 - 2026, 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