PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
      -60%
    • Pornstars
    • Channels
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale

    Sissy Hotel Hookup Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Hotel
    Hookup
    Sissy Hookups
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Young Sissy
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Slave
    Amateur Sissy
    Sissy Blowjob
    Sissy Cuckold
    Sissy Gangbang
    Submissive Sissy
    Sissy Femdom
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • Bareback Hotel Hookup with Sexy Sissy
      00:49
      Bareback Hotel Hookup with Sexy Sissy
      38.2K views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.2M views
    • sissy cd hotel hookup
      01:13
      sissy cd hotel hookup
      9.8K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • TS Ria Bentley and Kyla Keys Octane Fucking in Hotel
      08:12
      TS Ria Bentley and Kyla Keys Octane Fucking in Hotel
      Ria_Bentley
      96.8K views
    • Crossdresser used at a Party
      07:43
      Crossdresser used at a Party
      1.3M views
    • HOTEL HOOKUP
      09:45
      HOTEL HOOKUP
      62.8K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      737.5K views
    • Ria's Home Workout with Caramel God
      28:52
      Ria's Home Workout with Caramel God
      Ria_Bentley
      230.3K views
    • My first sex with a Ladyboy
      20:22
      My first sex with a Ladyboy
      1.1M views
    • Skinny White Sissy Devours Giant BBC
      00:31
      Skinny White Sissy Devours Giant BBC
      Ria_Bentley
      63.5K views
    • two guys use a crossdresser
      06:00
      two guys use a crossdresser
      954.9K views
    • Huge BBC Fucks Cute Sissy Transgirl From Grindr Hookup
      03:55
      Huge BBC Fucks Cute Sissy Transgirl From Grindr Hookup
      Ria_Bentley
      343.2K views
    • Sissy lets two daddy's use her holes
      07:44
      Sissy lets two daddy's use her holes
      Skinnyminxx_xd
      980K views
    • TGIRLS HOOKUP: Adorable Fuck Doll Gets Used and Destroyed
      02:00
      TGIRLS HOOKUP: Adorable Fuck Doll Gets Used and Destroyed
      Tgirls Hookup
      142.2K views
    • Sissy secrets
      14:15
      Sissy secrets
      442.6K views
    • TGIRLS HOOKUP: Fuck Me Like a Piece of Fucking Meat!
      01:21
      TGIRLS HOOKUP: Fuck Me Like a Piece of Fucking Meat!
      Tgirls Hookup
      132.6K views
    • Video editing session turns into a kinky bi and trans foursome orgy
      40:50
      Video editing session turns into a kinky bi and trans foursome orgy
      Spike Essex
      1.2M views
    • TGIRLS HOOKUP: Insatiable Slut Gets Drilled
      01:08
      TGIRLS HOOKUP: Insatiable Slut Gets Drilled
      Tgirls Hookup
      79K views
    • Sissy Vein get gangbang
      27:27
      Sissy Vein get gangbang
      934K views
    • Relevant Short videos

      Petite Allumeuse En Foret. Cumslut P U B L I C
      Petite Allumeuse En Foret. Cumslut P U B L I C
      Allmylinks
      1.2K views
      A Slut in a Grove (june 29, 2025) Looking for Cocks. French Transvestite Exhibition Vanessabitchx
      A Slut in a Grove (june 29, 2025) Looking for Cocks. French Transvestite Exhibition Vanessabitchx
      Allmylinks
      1.1K views
      Shemale strokes fat cock in public hotel hallway
      Shemale strokes fat cock in public hotel hallway
      Janice Renee
      98.2K views
      Shemale Janice masturbating by hotel window
      Shemale Janice masturbating by hotel window
      Janice Renee
      31.3K views
      Pinkyfoot risky handsfree masturbation and edging in front of a public hotel
      Pinkyfoot risky handsfree masturbation and edging in front of a public hotel
      Pinkyfoot
      14.3K views
      Hot Gurl Chantal Sweet - Hotel of Love
      Hot Gurl Chantal Sweet - Hotel of Love
      Sissy Slut Chantal Sweet
      8K views
    • TGIRLS HOOKUP: Waxed, Vaxxed, and Prolapsed
      02:00
      TGIRLS HOOKUP: Waxed, Vaxxed, and Prolapsed
      Tgirls Hookup
      124.7K views
    • Another motel gangbang for Sissy Lora
      11:50
      Another motel gangbang for Sissy Lora
      334.1K views
    • Petite Allumeuse En Foret. Cumslut P U B L I C
      19:19
      Petite Allumeuse En Foret. Cumslut P U B L I C
      Allmylinks
      39.7K views
    • Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      29:33
      Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      Ria_Bentley
      2.5M views
    • Hot TS Mikah Gives LUCKY FAN A Blowjob  Grindr Sissy Hookup
      01:53
      Hot TS Mikah Gives LUCKY FAN A Blowjob Grindr Sissy Hookup
      31.7K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M views
    • TGIRLS HOOKUP: Well Oiled Slut Machine is Desperate For Dick!
      01:59
      TGIRLS HOOKUP: Well Oiled Slut Machine is Desperate For Dick!
      Tgirls Hookup
      25.5K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      1.8M views
    • TGIRLS HOOKUP: Rougher, Harder, Nastier: The Return of Pixi Lust!
      01:59
      TGIRLS HOOKUP: Rougher, Harder, Nastier: The Return of Pixi Lust!
      Tgirls Hookup
      40.8K views
    • Slutty CD, hotel room, Heather Services 3 Daddies
      11:16
      Slutty CD, hotel room, Heather Services 3 Daddies
      681.3K views
    • TOTALLY 80s XXX: Post Aerobics BJ From Tgirl 2 Cum ABRIDGED
      07:27
      TOTALLY 80s XXX: Post Aerobics BJ From Tgirl 2 Cum ABRIDGED
      Adam Castle
      10.3K views
    • Trans Taking an Anal Virginity
      08:12
      Trans Taking an Anal Virginity
      Mistress Jodie May
      375.7K views
    • Sissy Hookup Old Highschool Friend
      05:52
      Sissy Hookup Old Highschool Friend
      102.7K views
    • A Prostitute Offering Herself on the Street
      02:29
      A Prostitute Offering Herself on the Street
      Wesley Fudedor
      313.1K views
    • DeeDee Out for A Walk in White Boots Hoping to Hookup
      15:27
      DeeDee Out for A Walk in White Boots Hoping to Hookup
      DeeDeeSlut69
      11.3K views
    • Crossdressers and guy enjoy a threesome
      19:31
      Crossdressers and guy enjoy a threesome
      646.9K views
    • TGIRLS HOOKUP: Goth Whore Next Door Nikki Jaee
      01:21
      TGIRLS HOOKUP: Goth Whore Next Door Nikki Jaee
      Tgirls Hookup
      58.7K views
    • REAL SHEMALE HOOKER VISIT - German homemade latina cum
      13:29
      REAL SHEMALE HOOKER VISIT - German homemade latina cum
      Transen-von-Nebenan
      1.2M views
    • TGIRLS HOOKUP: Gaped And Disgraced!
      01:59
      TGIRLS HOOKUP: Gaped And Disgraced!
      Tgirls Hookup
      22.9K views
    • Mature CD Girlfriends End up with the Same Guy
      08:12
      Mature CD Girlfriends End up with the Same Guy
      Pure Ts
      67.3K views
    • TS Ria Bentley Gives Sissification Sissy Slut Hookup Training
      08:12
      TS Ria Bentley Gives Sissification Sissy Slut Hookup Training
      Ria_Bentley
      6.8K views
    • Thai Ladyboy with Big Dick Cum While Fucked without condom
      17:18
      Thai Ladyboy with Big Dick Cum While Fucked without condom
      TightTini
      3.5M views
    • TGIRLS HOOKUP: Midwestern Cum Dump Fucks and Sucks!
      01:09
      TGIRLS HOOKUP: Midwestern Cum Dump Fucks and Sucks!
      Tgirls Hookup
      39.9K views
    • Sissy Vein get fucked with her friend
      10:43
      Sissy Vein get fucked with her friend
      807.8K views
    • A Slut in a Grove (june 29, 2025) Looking for Cocks. French Transvestite Exhibition Vanessabitchx
      16:44
      A Slut in a Grove (june 29, 2025) Looking for Cocks. French Transvestite Exhibition Vanessabitchx
      Allmylinks
      10.5K views
    • CD Rebeca Motel Whore
      13:31
      CD Rebeca Motel Whore
      488.2K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Searches Related to Sissy Hotel Hookup

    • Crossdresser Hotel Room
    • Caught Crossdressing and Fucked
    • Daddy Fucking Sissy Femboy
    • Real Prostitute
    • Anonymous Motel
    • Grindr Crossdressers
    • Straight Guy Tricked
    • Shemale Hooker Fucks Client
    • Secret Sissyboy
    • Crossdress Gangbang
    • Daddy's Girl
    • Slutty Boys
    • Cross Dresser Blowjob
    • Amateur Traps
    • Crossdreser Sex
    • Hotels
    • White Whore for Black Pimp
    • Dirty Talk Fuck
    • Sissys Get Blacked
    • First Time Anal
    Monetize your content
    Become a creator

    xHamster

    • About us
    • 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

    Earn money with us

    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    © 2026 xHamster - Free porn videos.
    Desktop 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