PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels

    Boyfriend Surprise Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Stepmom Anal Surprise
    Shemale Surprises Straight Guy
    Unexpected Cock Surprise Trannybizarre
    Homemade Shemale Fucks Boyfriend
    Amateur Shemale Fucks Boyfriend
    First Time Shemale Surprise
    Tranny Surprises Her Date
    Crossdresser Kissing Her Boyfriend
    Shemale Cum Boyfriend Mouth
    Boyfriend Suck Shemale Cock
    Shemale Trap and Surprise
    Trans Cumshot Boyfriend Face
    Mature Crossdresser Fucked Boyfriend
    Shemale Sudden Cum Surprise
    Girl Surprised by Shemale
    Stiffie Surprise Under Dress
    Amateur TS Fucks Boyfriend
    Amateur Crossdresser With Boyfriend
    Passionate Sissy Fucked Boyfriend
    Asian Sissy and Boyfriend
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Transangels - the Surprise Package - Jaxton Wheeler, Kayleigh Coxx
      06:12
      Transangels - the Surprise Package - Jaxton Wheeler, Kayleigh Coxx
      Trans Angels
      10.6K views
    • Surprise Pegging and Cock Sucking Threesome for Mike with Lisa and TGirl Mistress Jenny
      48:50
      Surprise Pegging and Cock Sucking Threesome for Mike with Lisa and TGirl Mistress Jenny
      Spike Essex
      332.4K views
    • girl with surprise 1
      29:12
      girl with surprise 1
      293.3K views
    • Transgender Surprise with Sata Jones, Shelena & Merida Sat - Shemales in Sexy Threesome
      01:35
      Transgender Surprise with Sata Jones, Shelena & Merida Sat - Shemales in Sexy Threesome
      Futanari XXX
      250.9K views
    • Double Electric Shock Cum
      02:05
      Double Electric Shock Cum
      XiangYan
      20.8K views
    • German tranny surprises with her penis on the user date
      17:53
      German tranny surprises with her penis on the user date
      EroCom
      80.6K views
    • My Trans Girlfriend Surprises Me with a Beautiful Nurse Outfit. Part 1
      10:36
      My Trans Girlfriend Surprises Me with a Beautiful Nurse Outfit. Part 1
      FapHouse
      50.9K views
    • TRANSFIXED - Waitress Ember Fiera Has Surprise Rough Sex From Hung Military Husband In Public Diner
      15:09
      TRANSFIXED - Waitress Ember Fiera Has Surprise Rough Sex From Hung Military Husband In Public Diner
      Transfixed
      124.5K views
    • BRAZILIAN TRAN SSEXUALS - Unexpected Pairing With Awesome Brunnetes
      03:11
      BRAZILIAN TRAN SSEXUALS - Unexpected Pairing With Awesome Brunnetes
      Brazilian Transsexuals
      64.6K views
    • Young, Beautiful and with a Big Surprise #5
      08:12
      Young, Beautiful and with a Big Surprise #5
      Big Bamboo Trans
      63.7K views
    • Wanna see what’s under my skirt?
      02:25
      Wanna see what’s under my skirt?
      JsseMontz
      51.6K views
    • Surprise
      15:59
      Surprise
      301.2K views
    • I Used This Sexy Pussy Toy so Good That It Made Me Cum Before I Was Ready! the Grip Was Just Too Good.
      22:27
      I Used This Sexy Pussy Toy so Good That It Made Me Cum Before I Was Ready! the Grip Was Just Too Good.
      FapHouse
      38.2K views
    • TRANSFIXED - Pretty Brunette Is Surprised With Christmas Wedding Proposal From Romantic Zariah Aura
      13:30
      TRANSFIXED - Pretty Brunette Is Surprised With Christmas Wedding Proposal From Romantic Zariah Aura
      Transfixed
      274.2K views
    • Uinny was surprised by their visit. Uinny was ready to welcome her friend home
      07:18
      Uinny was surprised by their visit. Uinny was ready to welcome her friend home
      Mirella Diniz
      53.8K views
    • 5 Trans, 4 Scenes, a Lot of Sex
      16:12
      5 Trans, 4 Scenes, a Lot of Sex
      Big Bamboo Trans
      316.7K views
    • GenderX - Massage Therapist's Transgender Surprise
      11:01
      GenderX - Massage Therapist's Transgender Surprise
      GenderX
      454K views
    • TGIRLPORNSTAR - Sydney Summers’ Dirty Unexpected Hookup
      03:12
      TGIRLPORNSTAR - Sydney Summers’ Dirty Unexpected Hookup
      Grooby Club
      15.3K views
    • Big Ass Surprise
      05:48
      Big Ass Surprise
      Brat Perversions
      5.2K views
    • cute trans girl with a surprise
      05:10
      cute trans girl with a surprise
      Sissy_Sasha_Q
      12.7K views
    • TRANSFIXED - Trans Housewife Tori Easton Surprises Her Hubby With An Intimate NURU MASSAGE!
      12:30
      TRANSFIXED - Trans Housewife Tori Easton Surprises Her Hubby With An Intimate NURU MASSAGE!
      Transfixed
      184.2K views
    • Nikki with a surprise friend
      06:47
      Nikki with a surprise friend
      162.6K views
    • BLACK TGIRLS - The Xmas Surprise! With Sexy Leilani Li
      03:12
      BLACK TGIRLS - The Xmas Surprise! With Sexy Leilani Li
      Black Tgirls
      3K views
    • TRANSEXPOV: Amanda Riley Is Your Christmas Surprise!
      03:11
      TRANSEXPOV: Amanda Riley Is Your Christmas Surprise!
      Grooby Girls
      180.4K views
    • GenderX - When Your Hookup Is A Transsexual Vampire
      11:26
      GenderX - When Your Hookup Is A Transsexual Vampire
      GenderX
      465.5K views
    • Asian T-Girl Surprise_Sc5
      23:59
      Asian T-Girl Surprise_Sc5
      She-Male X
      51.2K views
    • Deep and Intense Penetrations #2
      08:12
      Deep and Intense Penetrations #2
      FapHouse
      129.7K views
    • Surprise I Have A Dick Transen in Aktion.avi
      01:46:52
      Surprise I Have A Dick Transen in Aktion.avi
      234.4K views
    • The Delivery man was very surprised :))
      05:07
      The Delivery man was very surprised :))
      cd_aysemmm
      66.8K views
    • Surprise, I have a penis! (vol. 2)
      02:52
      Surprise, I have a penis! (vol. 2)
      166.1K views
    • Small trans slut gets a big black surprise
      07:15
      Small trans slut gets a big black surprise
      KittyKaash
      82K views
    • escort surprises with penis in pants and fucks client in the ass
      22:59
      escort surprises with penis in pants and fucks client in the ass
      Eroticonly
      123.1K views
    • RealityKings - Tranny Surprise - Adriana Rodrigues Vini - Da
      08:01
      RealityKings - Tranny Surprise - Adriana Rodrigues Vini - Da
      RealityKings
      111.1K views
    • TRANSFIXED - MILF Kenzie Taylor Gets SURPRISE DPed By Horny Trans Babes Gracie Jane & Zariah Aura
      15:42
      TRANSFIXED - MILF Kenzie Taylor Gets SURPRISE DPed By Horny Trans Babes Gracie Jane & Zariah Aura
      Transfixed
      243.9K views
    • The Transex Has Become a Perversion #1
      08:12
      The Transex Has Become a Perversion #1
      Big Bamboo Trans
      156.7K views
    • sexy japanese maid has a surprise for you
      28:18
      sexy japanese maid has a surprise for you
      1.1M views
    • Excitement Excitement Excitement #3
      08:12
      Excitement Excitement Excitement #3
      Big Bamboo Trans
      63.4K views
    • India Nicolly was distracted when she was surprised by the indigenous man who was passing by at that exact moment
      07:13
      India Nicolly was distracted when she was surprised by the indigenous man who was passing by at that exact moment
      Mirella Diniz
      98.2K views
    • An Unexpected Breeding
      03:00
      An Unexpected Breeding
      Mistress Jodie May
      26.3K views
    • The House Special: Yasmin Lee Treats Will Havoc to a Hard Surprise
      08:12
      The House Special: Yasmin Lee Treats Will Havoc to a Hard Surprise
      FapHouse
      16.3K views
    • Asian T-girl Surprise #02
      48:02
      Asian T-girl Surprise #02
      She-Male X
      119.7K views
    • Asian TGirl Surprise #02
      49:37
      Asian TGirl Surprise #02
      FapHouse
      56.2K views
    • DEVILS FILM - Petite Masseuse Aften Opal Has A Surprise With A Hot Trans Client With Big Cock
      12:56
      DEVILS FILM - Petite Masseuse Aften Opal Has A Surprise With A Hot Trans Client With Big Cock
      DevilsFilmOfficial
      149K views
    • Surprise Package
      00:39
      Surprise Package
      194.8K views
    • RealityKings - Tranny Surprise - Jhoany Wilker Vini Walkiria
      08:00
      RealityKings - Tranny Surprise - Jhoany Wilker Vini Walkiria
      Reality Kings
      204.4K views
    • Erick Dotadão is a macho man who eats hot transvestites and loves to jerk his cock off in huge melons
      07:14
      Erick Dotadão is a macho man who eats hot transvestites and loves to jerk his cock off in huge melons
      FapHouse
      112.9K views
    • Vanniall Accidental Hands Free Orgasm with Lots of Cum
      00:35
      Vanniall Accidental Hands Free Orgasm with Lots of Cum
      Vanniall
      131.9K views
    Previous page
    Next page
    1
    1. 1
    2. ...
    3. 4
    4. 5
    5. 6
    6. 7
    7. 8
    8. ...
    9. 37
    10. ...
    11. 68
    68

    Searches Related to Boyfriend Surprise

    • Leather Pants
    • Pretty Ladyboys
    • Petite Reverse Cowgirl
    • Owned
    • Anonymous Motel
    • Can't Handle
    • Helping Hand Huge Explosion
    • Convinced Roommate
    • Sneaky
    • Bully
    • Eating Precum
    • Drag Queen Show Drag Queen Show
    • Skinny Jeans
    • Fab Swingers
    • Censored
    • Role Reversal
    • Car BJ
    • White Trash
    • Ladyboystar
    • Talked Into
    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