Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos

First Date Porn Videos

4260 Results

Free Videos
Short Videos
First Date
Premium Videos
Photos
First
Date
First Date Blowjob
First Date Creampie
First Date With a Sissy
I Fuck on the First Date
My First Date With a Transgender Girl
First Time
First BBC
First Anal
Tinder Date
First Blowjob
First Experience
First Sissygasm
First Creampie
Trans Date
Ladyboy Date
TS Dating
Blind Date
Surprise Date
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • Transsexual Date Ends Up In The Bed
    06:13
    Transsexual Date Ends Up In The Bed
    TransBabes
    51.8K 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
    9.8K views
  • Live
  • Part 5:- Domina Stab takes Booboo in the vamp room for a date with Stephanie Nicole TV
    06:13
    Part 5:- Domina Stab takes Booboo in the vamp room for a date with Stephanie Nicole TV
    Aaexperiencesltd
    2.8K views
  • Thick shemale loves anal sex with her date
    07:10
    Thick shemale loves anal sex with her date
    52.1K views
  • Sissy has hotel and finds grindr date
    05:23
    Sissy has hotel and finds grindr date
    OneWhoHasFun
    16.1K views
  • Good Date Night
    18:28
    Good Date Night
    187.7K views
  • BB tinder date 8-16-18 CD creampie
    12:16
    BB tinder date 8-16-18 CD creampie
    parispreselycd
    58.6K views
  • MissRose TS - The Unexpected WILD Shemale eXXXperience - Lady In Black After Dinner Date - Her Big Surprise Cumshot HOT
    03:36
    MissRose TS - The Unexpected WILD Shemale eXXXperience - Lady In Black After Dinner Date - Her Big Surprise Cumshot HOT
    MissRose TS
    33K views
  • Granny Tranny Vicki's pink granny panties!
    11:52
    Granny Tranny Vicki's pink granny panties!
    Victoria Lecherri
    16.9K views
  • Part 3:- Domina Satana Takes Booboo in the Vamp Room for a Date with Stephanie Nicole TV
    01:52
    Part 3:- Domina Satana Takes Booboo in the Vamp Room for a Date with Stephanie Nicole TV
    Aaexperinces
    592 views
  • My real Hu-Cow sex story! MOO!
    26:46
    My real Hu-Cow sex story! MOO!
    Victoria Lecherri
    34.4K views
  • TGIRLS XXX - Jade Nyxxx Looking For A Date To Get Fucked
    03:11
    TGIRLS XXX - Jade Nyxxx Looking For A Date To Get Fucked
    Tgirls
    13K 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
    52.3K views
  • Sissy slut sissygasm and plays with Ai waiting for grindr date
    07:24
    Sissy slut sissygasm and plays with Ai waiting for grindr date
    OneWhoHasFun
    10.1K 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
    6.9K views
  • MILF Love Spa Date Demo - a Futa Who Gets Blown by Glasses MILF
    11:12
    MILF Love Spa Date Demo - a Futa Who Gets Blown by Glasses MILF
    DrStudio77
    7.3K 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
    5.4K views
  • Transsexual Dating Game
    02:12
    Transsexual Dating Game
    Tranny Bizarre
    1.9K views
  • Tinder date-stranger-BB- creamppie CD
    09:41
    Tinder date-stranger-BB- creamppie CD
    parispreselycd
    168.5K views
  • Tegan and Skylars Date Night Preview
    01:43
    Tegan and Skylars Date Night Preview
    Skylar Adams xxx
    29.4K views
  • Appartment69 #6 Going on a date
    32:41
    Appartment69 #6 Going on a date
    Johannesgaming
    13.2K views
  • Relevant Short videos

    If you saw my soft, limp dick like this, would you still do it with me on the first date?
    If you saw my soft, limp dick like this, would you still do it with me on the first date?
    Kateumara
    7.3K views
    Our first date went well
    Our first date went well
    AcrylicCloud
    13.1K views
    Hina's First Date - Futanari Public Cum, Public Piss, Anal Sex, Backshots, and More!
    Hina's First Date - Futanari Public Cum, Public Piss, Anal Sex, Backshots, and More!
    AgentRedGirl
    16.8K views
    Tgirl Riley anally used and pleasured on a first date | Clip 3
    Tgirl Riley anally used and pleasured on a first date | Clip 3
    Tgirl Riley
    4.9K views
    Tgirl Riley anally used and pleasured on a first date | Clip 2
    Tgirl Riley anally used and pleasured on a first date | Clip 2
    Tgirl Riley
    5.3K views
    Our First Date
    Our First Date
    Cassandra Lovit
    3.4K 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
    11.4K views
  • Tinder date with shemale!
    34:56
    Tinder date with shemale!
    Eroticonly
    60K views
  • Married Man Enjoys His Trans Date feat. Lena Kelly
    06:15
    Married Man Enjoys His Trans Date feat. Lena Kelly
    TransBabes
    60K views
  • Date Swap Fuck TransAngels
    01:10
    Date Swap Fuck TransAngels
    Trans Angels
    153.8K views
  • Virtual date with Kitsy. Transgender date(non sexual,no sex)
    04:36
    Virtual date with Kitsy. Transgender date(non sexual,no sex)
    Kitsy Meow
    16.2K 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
    39.3K views
  • Part 2:- Domina Sataa takes Booboo in the vamp room for a date with Stephanie Nicole TV
    05:23
    Part 2:- Domina Sataa takes Booboo in the vamp room for a date with Stephanie Nicole TV
    Aaexperiencesltd
    2.7K views
  • Valentines Date with Tyrell
    05:46
    Valentines Date with Tyrell
    Natalie Napoli
    3.2K views
  • We're Talking about Our Neighbours and Dates
    07:30
    We're Talking about Our Neighbours and Dates
    Asura
    10.4K views
  • Crossdresser Getting Ready for Date with Hot Man
    01:25
    Crossdresser Getting Ready for Date with Hot Man
    Bailey Wilde
    39.3K views
  • Super Fat Sissy Getting Dressed for Date
    08:47
    Super Fat Sissy Getting Dressed for Date
    SuperSizeCD
    11K views
  • Going Over 9 Date with Mai
    10:55
    Going Over 9 Date with Mai
    Johannesgaming
    8.3K views
  • My Handsome Futa Girlfriend Asking Me For A Date & Got Her Mobile Number to Keep in Touch Forever
    05:58
    My Handsome Futa Girlfriend Asking Me For A Date & Got Her Mobile Number to Keep in Touch Forever
    Asura
    19.3K 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
    5.7K views
  • TransSensual Casey Kisses Tops her Blind Date's Butthole
    10:01
    TransSensual Casey Kisses Tops her Blind Date's Butthole
    Transsensual
    83.9K views
  • Jen Date Night
    20:44
    Jen Date Night
    dark1_angel
    35.5K views
  • Chastity sissy with super tight ass takes her date bareback
    01:02
    Chastity sissy with super tight ass takes her date bareback
    A AlexisOnNaughtyDay
    31.6K 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
    43.3K views
  • Holiday Date Stockings TS Shemale
    02:22
    Holiday Date Stockings TS Shemale
    tsts9
    11.6K views
  • Shemale humping her male date at home
    07:07
    Shemale humping her male date at home
    13.5K views
  • Hardcore Date with a Bored Student Ladyboy
    08:00
    Hardcore Date with a Bored Student Ladyboy
    TRANS in Asia
    11.8K views
  • Fvr - 33 - Feminize Him - Date 3 - Riley
    08:50
    Fvr - 33 - Feminize Him - Date 3 - Riley
    JM Baker
    5K views
  • Futa Dating Simulator 1 Meeting Mary and Got Fucked.
    34:48
    Futa Dating Simulator 1 Meeting Mary and Got Fucked.
    Johannesgaming
    6.1K 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
    3.1K views
  • Fantasy Dating: The Girl With The Cock Between Her Legs Part 1
    46:55
    Fantasy Dating: The Girl With The Cock Between Her Legs Part 1
    Dirty GamesxXx
    3K views
  • Lexx stripping for CL date
    01:50
    Lexx stripping for CL date
    Lexxcream
    32.9K views
Previous page
Next page
1
  1. 1
  2. ...
  3. 7
  4. 8
  5. 9
  6. 10
  7. 11
  8. ...
  9. 45
  10. ...
  11. 80
80

Porn Related to First Date

Morning Tease
BF XXX Video
Cuckold Sloppy Seconds
Mtf Stages Progression
Feminine Boys
Well Used Asshole
Convinced Roommate
Sissy-Virgin
Ftm-Bear
Hottest Shemales
Real Sisters Porn
Nina Hartley
Group Telegram
Newbie
Nervous First Time
Very Old Domina Femdom
Nerd Glasses
Porno Scene 876
Victoria Price
Sick Twisted Mind
Related Channels
  • #41
    Transen-von-Nebenan
    Transen-von-Nebenan
  • #98
    TSVirtualLovers classic
    TSVirtualLovers classic
  • #100
    Becoming Femme
    Becoming Femme
  • #165
    TS POV
    TS POV
  • #159
    Hpg trans
    Hpg trans
  • #319
    TS-Perversions
    TS-Perversions
  • #24
    Latina Tranny
    Latina Tranny
  • #5
    GenderX
    GenderX
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