Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
HALLOWEEN SALE – 50% OFF! 👻🎃 Limited Time, Big Thrills!

Cuck Date Porn Videos

2355 Results

Free Videos
Short Videos
Cuck Date
Premium Videos
Photos
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • Big Tit Tranny Barbara Fucks Tinder Date for the First Time in the Ass
    28:31
    Big Tit Tranny Barbara Fucks Tinder Date for the First Time in the Ass
    Shemale TS Collection
    11.2K views
  • Granny Tranny Vicki is ready for Church and Brunch and she has a surprise for you!
    07:39
    Granny Tranny Vicki is ready for Church and Brunch and she has a surprise for you!
    Victoria Lecherri
    40.7K views
  • Sexy Skinny Shemale Fucked in a Hotel During a Date Until Cumshot
    18:38
    Sexy Skinny Shemale Fucked in a Hotel During a Date Until Cumshot
    Shemale TS Collection
    11.8K views
  • GenderX - Hot Blonde Gives Date His First Trans Experience
    11:56
    GenderX - Hot Blonde Gives Date His First Trans Experience
    GenderX
    99.6K views
  • She fucks on first date
    26:13
    She fucks on first date
    107.9K views
  • Tranny Standing Outside A Dating Place To Have Porn Sex
    05:29
    Tranny Standing Outside A Dating Place To Have Porn Sex
    Tulpexxc
    33.8K views
  • Transsexual Dating Game
    02:12
    Transsexual Dating Game
    Tranny Bizarre
    2.9K views
  • TS dates Biogirl
    06:15
    TS dates Biogirl
    TS Factor
    186.5K views
  • Sergeant Miles enjoys his first TRANS date with inked hottie
    06:16
    Sergeant Miles enjoys his first TRANS date with inked hottie
    104K views
  • Jen Date Night
    20:44
    Jen Date Night
    36.3K views
  • Crossdresser Getting Ready for Date with Hot Man
    01:25
    Crossdresser Getting Ready for Date with Hot Man
    Bailey Wilde
    58.1K views
  • Rose the CD slut comes home from a Date with Master
    03:17
    Rose the CD slut comes home from a Date with Master
    Rose Jenny
    44.7K views
  • Granny Tranny Vicki's pink granny panties!
    11:52
    Granny Tranny Vicki's pink granny panties!
    Victoria Lecherri
    18.6K views
  • VRB Trans: Brunette Latina Trans in Black Dress Fucks Bareback on Tinder Date
    06:16
    VRB Trans: Brunette Latina Trans in Black Dress Fucks Bareback on Tinder Date
    VRbtrans
    8.2K views
  • Guy Fucks Blonde Skinny Shemale on First Date Outdoors
    26:04
    Guy Fucks Blonde Skinny Shemale on First Date Outdoors
    Shemale TS Collection
    6.7K views
  • My big ass fucked by grindr date
    01:58
    My big ass fucked by grindr date
    54.2K views
  • Beautiful trans Chanel Santini rides cock on the first date
    06:15
    Beautiful trans Chanel Santini rides cock on the first date
    Transsensual
    123.8K views
  • VRB Trans Isabella Fontanelli fuck date with a tranny from the app VR Porn
    06:11
    VRB Trans Isabella Fontanelli fuck date with a tranny from the app VR Porn
    VRbtrans
    55.1K views
  • Getting ready for a first date. He has a few special requests that I am fulfilling!
    10:21
    Getting ready for a first date. He has a few special requests that I am fulfilling!
    Victoria Lecherri
    42.2K views
  • Going Over 8 Riley and Jane Hit It off so Well They Went on VR Date
    39:55
    Going Over 8 Riley and Jane Hit It off so Well They Went on VR Date
    Johannesgaming
    7K views
  • TrannyPros Candy Marie Wants to Fuck her Man B4 Date Night!
    10:01
    TrannyPros Candy Marie Wants to Fuck her Man B4 Date Night!
    Devils tgirls
    105.3K views
  • Relevant Short videos

    Sissy cuckold Delilah humping pillows while her wife is dating
    Sissy cuckold Delilah humping pillows while her wife is dating
    Delilah Quint
    16.4K views
    This Would Be Our First Meeting
    This Would Be Our First Meeting
    JessieRoss
    7.8K views
    Sucking my Dick in Bathroom , mom was not in home I  am alone when bhabhi come for sex date
    Sucking my Dick in Bathroom , mom was not in home I am alone when bhabhi come for sex date
    11.4K views
    Sissy Bitch Husband Veronica Vincent Discusses Date Night with Mistress Wife Eva Knieva
    Sissy Bitch Husband Veronica Vincent Discusses Date Night with Mistress Wife Eva Knieva
    Ronnie Vincent
    2.2K views
    Sissy Veronica Vincent & Mistress Wife Eva Knieva  Discuss Their Latest Date Night | Clip 1
    Sissy Veronica Vincent & Mistress Wife Eva Knieva Discuss Their Latest Date Night | Clip 1
    Ronnie Vincent
    505 views
    Dollie Date Nite!
    Dollie Date Nite!
    AgentRedGirl
    29.6K views
  • Date night with Shelly
    24:02
    Date night with Shelly
    Shelly Robertss
    10.2K views
  • Trans Angels - Hot Monica Conti Sucks Her Blindfold Date D Dick Before He Fucks Her Tight Italian Ass
    10:12
    Trans Angels - Hot Monica Conti Sucks Her Blindfold Date D Dick Before He Fucks Her Tight Italian Ass
    Trans Angels
    5.9K views
  • Appartment69 #6 Going on a date
    32:41
    Appartment69 #6 Going on a date
    Johannesgaming
    14.1K views
  • Trans Blonde and Customer, the Hot Date That Ended at the Motel
    08:12
    Trans Blonde and Customer, the Hot Date That Ended at the Motel
    Avantajadas
    6.4K views
  • Fvr - 41 - Feminize Him - Last Date - Riley
    08:00
    Fvr - 41 - Feminize Him - Last Date - Riley
    JM Baker
    7.9K views
  • Date Night with Penny Tyler
    03:52
    Date Night with Penny Tyler
    TransexPOV
    2.4K views
  • Date With A Posh Tranny
    24:25
    Date With A Posh Tranny
    49.1K views
  • Date Canceled, Guess Who Gets All My Dripping Frustration
    00:31
    Date Canceled, Guess Who Gets All My Dripping Frustration
    Lavala
    9.1K views
  • Following a Disappointing Blind Date, Trans Roommates Connect in a Passionate Moment
    13:05
    Following a Disappointing Blind Date, Trans Roommates Connect in a Passionate Moment
    Trans Roommates
    8.4K views
  • Going Over 9 Date with Mai
    10:55
    Going Over 9 Date with Mai
    Johannesgaming
    9.8K views
  • Part 1 - BBW TV discusses her perfect date night
    06:17
    Part 1 - BBW TV discusses her perfect date night
    Lana Smoking
    442 views
  • Tinder date-stranger-BB- creamppie CD
    09:41
    Tinder date-stranger-BB- creamppie CD
    169.2K views
  • Transsexual Date Ends Up In The Bed
    06:13
    Transsexual Date Ends Up In The Bed
    52.6K views
  • Serge3dx Date with Principal Episode Intense Anal Sex Hot and Tasty Slut Swallowing a Huge Monster Cock in Her Tight Ass
    09:52
    Serge3dx Date with Principal Episode Intense Anal Sex Hot and Tasty Slut Swallowing a Huge Monster Cock in Her Tight Ass
    RobStylish
    32.4K views
  • Tegan and Skylars Date Night Preview
    01:43
    Tegan and Skylars Date Night Preview
    Skylar Adams xxx
    30.5K views
  • Ladyboystar - Hot Date with a Cute Ladyboy Who Loves Makeup and Changing Clothes
    02:24
    Ladyboystar - Hot Date with a Cute Ladyboy Who Loves Makeup and Changing Clothes
    Ladyboy Star
    11K views
  • Part 4:- Domina Satana Takes Booboo in the vamp room for a date with Stephanie Nicole TV
    05:20
    Part 4:- Domina Satana Takes Booboo in the vamp room for a date with Stephanie Nicole TV
    Aaexperiencesltd
    4.1K views
  • The Biggest Cum Load on the Site to Date TS Tiffany Star Dominates
    06:12
    The Biggest Cum Load on the Site to Date TS Tiffany Star Dominates
    TS Pussy Hunters by Kink
    4K views
  • Lexx stripping for CL date
    01:50
    Lexx stripping for CL date
    33.3K views
  • Sexychantal erstes Date mit neuem Stecher.
    08:12
    Sexychantal erstes Date mit neuem Stecher.
    24.6K views
  • White Sissy Date with BBC
    01:25
    White Sissy Date with BBC
    19.8K views
  • I Invited to My Home This Tattooed Sexy Man, That I Met on App. of Course He Fucked Me on the First Date. I Hope You Are Not Sur
    01:28
    I Invited to My Home This Tattooed Sexy Man, That I Met on App. of Course He Fucked Me on the First Date. I Hope You Are Not Sur
    Sebnem
    17.4K views
  • Sunday Sun Dress loving sex before we go out for brunch!
    08:10
    Sunday Sun Dress loving sex before we go out for brunch!
    Victoria Lecherri
    12.1K views
  • Afternoon on the couch to get ready before a sexy date
    02:45
    Afternoon on the couch to get ready before a sexy date
    4.1K views
  • Cute Tgurl goes on a date
    06:32
    Cute Tgurl goes on a date
    57.1K views
  • My real Hu-Cow sex story! MOO!
    26:46
    My real Hu-Cow sex story! MOO!
    Victoria Lecherri
    35.3K views
Previous page
Next page
1
  1. 1
  2. ...
  3. 7
  4. 8
  5. 9
  6. 10
  7. 11
  8. ...
  9. 30
  10. ...
  11. 51
51
Categories
American
4K Porn
HD Videos
VR Porn
The Handy
Shemale Fucks Guy
Big Cock
Black
Amateur
Shemale Fucks Shemale
Shemale Fucks Girl
Ladyboy
Blowjob
Sissy
Big Black Cock
Big Ass
Cumshot
Guy Fucks Shemale
Cum In Mouth
Compilation
Bareback
Mature
Anal
Masturbation
Creampie
Teen
Homemade
Domination
Asian
Solo
BBW
Big Tits
Cartoon
Brazilian
Interracial
Japanese
Mexican
Transgender
Young
Small Cock
Lingerie
Gangbang
Threesome
Vintage
Thai
Trans Woman
Colombian
BDSM
Trap
Couple
Dildo
MILF
Public
Petite
Anal Masturbation
Outdoor
Rough Sex
Stockings
Small Tits
Cuckold
Pretty
POV
English
Handjob
Trans Man
Indian
Group Sex
Babysitter
Fetish
Filipina
Hentai
Ass Licking
Futanari
Hardcore
Nude
Massage
Bondage
Chinese
SFW
All recommendations
Monetize your content
Become a creator
xHamster
  • About us
  • Blog
  • Creator's Blog
  • Advertising
  • xHamster Awards 2025
  • SEO Specialist Job
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
U.S.C. 2257 Notice
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