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

Date First Porn Videos

4260 Results

Free Videos
Short Videos
Date First
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
    11K views
  • Beautiful trans Chanel Santini rides cock on the first date
    06:15
    Beautiful trans Chanel Santini rides cock on the first date
    Transsensual
    123.7K views
  • GenderX - Hot Blonde Gives Date His First Trans Experience
    11:56
    GenderX - Hot Blonde Gives Date His First Trans Experience
    GenderX
    99.5K views
  • Sergeant Miles enjoys his first TRANS date with inked hottie
    06:16
    Sergeant Miles enjoys his first TRANS date with inked hottie
    103.9K views
  • A slutty college girl wearing date outfits and black pantyhose moans loudly while trying deep anal fingering for the first time
    11:35
    A slutty college girl wearing date outfits and black pantyhose moans loudly while trying deep anal fingering for the first time
    Harinni
    27.2K 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
  • Guy Fucks Blonde Skinny Shemale on First Date Outdoors
    26:04
    Guy Fucks Blonde Skinny Shemale on First Date Outdoors
    Shemale TS Collection
    6.6K 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
    17.3K views
  • Appartment69 #2 getting myself a date
    08:12
    Appartment69 #2 getting myself a date
    Johannesgaming
    3.9K views
  • Beril, who combines with her lover for a date, has a hard time deciding what to wear.
    05:32
    Beril, who combines with her lover for a date, has a hard time deciding what to wear.
    Usaberilx
    10K views
  • I never wear panties on a first date
    05:07
    I never wear panties on a first date
    cd_aysemmm
    7K views
  • Emily's First Day with A Stange Lesbian Woman _ Dating Sex : Futanari Affairs
    09:19
    Emily's First Day with A Stange Lesbian Woman _ Dating Sex : Futanari Affairs
    Asura
    20.8K views
  • Fvr - 22 - Feminize Him - Date 1 - Riley
    08:00
    Fvr - 22 - Feminize Him - Date 1 - Riley
    JM Baker
    8.5K views
  • First minutes of a sex date
    06:26
    First minutes of a sex date
    15K views
  • SweetCakeTS - Crystal Vias Getting Ready for the First Date
    01:48
    SweetCakeTS - Crystal Vias Getting Ready for the First Date
    SweetcakesTee
    22.1K views
  • Getting to Know Each Other - Closely! Fucking on the First Date
    00:41
    Getting to Know Each Other - Closely! Fucking on the First Date
    Emily Adaire
    12.6K views
  • GenderX - Trans Hottie Casey Kisses Fucks On First Date
    12:54
    GenderX - Trans Hottie Casey Kisses Fucks On First Date
    GenderX
    150.6K views
  • POV After the First Date with a Trans
    05:23
    POV After the First Date with a Trans
    Cali Fauna
    8.2K views
  • Hot Blonde Big Tit Shemale Gets Anal Fucked by Strangers on Their First Date
    17:46
    Hot Blonde Big Tit Shemale Gets Anal Fucked by Strangers on Their First Date
    Shemale TS Collection
    7.7K views
  • MY FIRST EXCITING DATE
    01:08
    MY FIRST EXCITING DATE
    33.8K views
  • Blonde Skinny Ladyboy Fucked Anally Outdoors on First Date
    08:12
    Blonde Skinny Ladyboy Fucked Anally Outdoors on First Date
    Shemale TS Collection
    4.7K 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?
    8.6K views
    Our first date went well
    Our first date went well
    AcrylicCloud
    15.4K 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
    19.5K views
    This Would Be Our First Meeting
    This Would Be Our First Meeting
    JessieRoss
    7.6K 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
    6.5K 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
    6.1K views
  • The First Half of the Love Doll Video! the External Ejaculation at the Finish Will Be Released at a Later Date
    04:32
    The First Half of the Love Doll Video! the External Ejaculation at the Finish Will Be Released at a Later Date
    Madzmoto
    1K views
  • first date right in the ass fucked tranny shows lover what a hard cock is
    17:58
    first date right in the ass fucked tranny shows lover what a hard cock is
    onlyvidz
    60.1K views
  • Victoria Lecherri's first date fantasy (with you?)
    14:09
    Victoria Lecherri's first date fantasy (with you?)
    Victoria Lecherri
    12.2K views
  • Big Tranny fucks guy Dustin on first date
    02:00
    Big Tranny fucks guy Dustin on first date
    Trans 500
    74.9K views
  • Crossdressing Cindy getting ready for her first date
    01:16
    Crossdressing Cindy getting ready for her first date
    Cindylov
    3.8K views
  • Horny Big Titted Tranny Fucked in Her Tight Asshole on Their First Date
    08:12
    Horny Big Titted Tranny Fucked in Her Tight Asshole on Their First Date
    Shemale TS Collection
    4.2K views
  • Daddy and Tina first date
    02:59
    Daddy and Tina first date
    12.3K views
  • Asian tranny New in a first date fucking adventure
    02:04
    Asian tranny New in a first date fucking adventure
    Trans 500
    28.9K views
  • Cute Trannys Sex on the First Date
    22:13
    Cute Trannys Sex on the First Date
    85.2K views
  • chat with huge cock TS Patra Von Tesse fucks her date
    07:03
    chat with huge cock TS Patra Von Tesse fucks her date
    Snapchat143
    5.6K views
  • Fantasy Dating: Futa Ladyboy With Big Cock Fucks Is Having Sex With Sexy MILF For The First Time Part 6
    08:12
    Fantasy Dating: Futa Ladyboy With Big Cock Fucks Is Having Sex With Sexy MILF For The First Time Part 6
    Dirty GamesxXx
    4.4K views
  • TGIRLSHOUSE - Date Night With Asian Supermodel Ladyboy – She Turns Into A Total Slut
    15:10
    TGIRLSHOUSE - Date Night With Asian Supermodel Ladyboy – She Turns Into A Total Slut
    TGirls House
    336.2K views
  • Ftm Mtf Fuck Pretty Hera C and James Darling Vintage
    34:38
    Ftm Mtf Fuck Pretty Hera C and James Darling Vintage
    Shemale Strokers
    143.9K views
  • Jessica Fox Dating
    10:12
    Jessica Fox Dating
    Kink TS
    368.6K views
  • Jessica Fox Dating
    10:12
    Jessica Fox Dating
    Kink TS
    79.9K views
  • Girl forgot to tell her Tinder date that she’s Trans
    07:22
    Girl forgot to tell her Tinder date that she’s Trans
    JsseMontz
    918.2K views
  • A date with a transgender girl from Tijuana in her beloved dad's car until she was given milk
    11:10
    A date with a transgender girl from Tijuana in her beloved dad's car until she was given milk
    Alli0419
    488.1K views
  • Sasha Date Night Master Aj Turns Slut Into Maid
    04:02
    Sasha Date Night Master Aj Turns Slut Into Maid
    Sashas Dollhouse
    62.8K views
  • huge cock TS Patra Von Tesse fucks her date
    10:01
    huge cock TS Patra Von Tesse fucks her date
    Pure Ts
    2.4M views
  • Cumming Together After Our Date
    24:21
    Cumming Together After Our Date
    WetZemu
    184.7K views
  • DATE & SWITCH - Sneaky Trans Babe Tricks Hunk & Trans Cutie
    12:04
    DATE & SWITCH - Sneaky Trans Babe Tricks Hunk & Trans Cutie
    GenderX
    305.2K views
  • Date Night with Mature Crossdresser
    08:12
    Date Night with Mature Crossdresser
    Pure Ts
    378.9K views
  • Intense Passionate Kissing & Makeout Foreplay on Date Night with this GORGEOUS Black Trans Girl Eros Orisha
    08:13
    Intense Passionate Kissing & Makeout Foreplay on Date Night with this GORGEOUS Black Trans Girl Eros Orisha
    K KirkRyner
    294K views
  • Secret Date With Step Sister Ends in Anal Creampie Teaser
    01:09
    Secret Date With Step Sister Ends in Anal Creampie Teaser
    AcrylicCloud
    175.3K views
  • German anal tranny date outdoor on holiday in Mallorca
    17:26
    German anal tranny date outdoor on holiday in Mallorca
    EroCom
    912.7K views
  • TRANS ANGELS - Sweet Babe Domino Presley Commands Her Date To Put His Cock In Her Mouth & Ass
    23:09
    TRANS ANGELS - Sweet Babe Domino Presley Commands Her Date To Put His Cock In Her Mouth & Ass
    Trans Angels
    479.6K views
Previous page
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 42
  9. ...
  10. 80
80
Categories
American
4K Porn
HD Videos
VR Porn
The Handy
Shemale Fucks Guy
Big Cock
Black
Amateur
Shemale Fucks Shemale
Shemale Fucks Girl
Ladyboy
Sissy
Blowjob
Big Black Cock
Big Ass
Cumshot
Guy Fucks Shemale
Cum In Mouth
Compilation
Bareback
Mature
Anal
Creampie
Masturbation
Homemade
Teen
Asian
Domination
Solo
BBW
Big Tits
Cartoon
Interracial
Brazilian
Japanese
Mexican
Small Cock
Young
Transgender
Lingerie
Gangbang
Threesome
Vintage
Colombian
Trans Woman
Thai
BDSM
Trap
Couple
MILF
Public
Dildo
Petite
Anal Masturbation
Stockings
Rough Sex
Small Tits
Outdoor
Cuckold
Pretty
POV
Handjob
Indian
Trans Man
English
Group Sex
Babysitter
Fetish
Filipina
Hentai
Ass Licking
Hardcore
Futanari
Nude
Massage
Chinese
Bondage
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