Porn Porn Transgender • US
  • Live Sex
    -50%
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
End of Summer 50% OFF One-time xHamsterLive deal. Get a personal token pack at half price

Date Prep Porn Videos

4260 Results

Free Videos
Short Videos
Date Prep
Premium Videos
Photos
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • Jen Date Night
    20:44
    Jen Date Night
    dark1_angel
    35.6K views
  • My first date with Adele, part 4...
    01:34
    My first date with Adele, part 4...
    lou_ise_69
    79.7K views
  • Live
  • Dakota: Speed Date: Mind If I..
    02:58
    Dakota: Speed Date: Mind If I..
    Iamtrantastic
    20.9K views
  • Crossdresser Getting Ready for Date with Hot Man
    01:25
    Crossdresser Getting Ready for Date with Hot Man
    Bailey Wilde
    39.5K 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
    10.3K views
  • Super Fat Sissy Getting Dressed for Date
    08:47
    Super Fat Sissy Getting Dressed for Date
    SuperSizeCD
    11.1K views
  • Going Over 9 Date with Mai
    10:55
    Going Over 9 Date with Mai
    Johannesgaming
    8.5K views
  • We're Talking about Our Neighbours and Dates
    07:30
    We're Talking about Our Neighbours and Dates
    Asura
    10.6K 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
    5.9K 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
    3.2K 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
    43.5K views
  • Date night with a trans girl
    01:10
    Date night with a trans girl
    AcrylicCloud
    12K views
  • Holiday Date Stockings TS Shemale
    02:22
    Holiday Date Stockings TS Shemale
    tsts9
    11.8K views
  • Shemale humping her male date at home
    07:07
    Shemale humping her male date at home
    13.7K 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
    7.2K 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
    3.2K views
  • First Shemale Date Ends Up Deep Anal Sex
    06:15
    First Shemale Date Ends Up Deep Anal Sex
    TransBabes
    91.4K views
  • Tinder date with shemale!
    34:56
    Tinder date with shemale!
    Eroticonly
    60.2K 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
    30.9K views
  • Sucking cock threesome interrupted the perfect gamer girl date with Mariana Cordoba getting her fat cock hard
    05:43
    Sucking cock threesome interrupted the perfect gamer girl date with Mariana Cordoba getting her fat cock hard
    Ts Mariana Cordoba
    28.6K 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
    12.1K views
  • Relevant Short videos

    Prep Sex Date with My Giant Soldier Owner of 24 Cm Bwc Feeding My Mouth and Later My Bubble Ass Bare Backing
    Prep Sex Date with My Giant Soldier Owner of 24 Cm Bwc Feeding My Mouth and Later My Bubble Ass Bare Backing
    monisavanboc
    1.6K views
    Prepping my ass for master
    Prepping my ass for master
    S Skyler Storm
    2.5K views
    Castration prep | Clip 1
    Castration prep | Clip 1
    Smol1
    1.8K views
    Prepping with Fantasy Dildo
    Prepping with Fantasy Dildo
    Princess Kitti
    996 views
    Get Prepped for the Best Sloppy Femboy Porn!
    Get Prepped for the Best Sloppy Femboy Porn!
    NickXcom
    839 views
    A Promiscuous Femboy with Humid Bootie Gets Well-prepped for the Hottest XXX Porn.
    A Promiscuous Femboy with Humid Bootie Gets Well-prepped for the Hottest XXX Porn.
    NickXcom
    1.3K views
  • Date with Goth Girl in Sissy City
    04:28
    Date with Goth Girl in Sissy City
    Natalie Napoli
    3.2K views
  • Second date with Simone Sissy part 1
    02:01
    Second date with Simone Sissy part 1
    fyr31_jan
    74.7K views
  • Date With A Posh Tranny
    24:25
    Date With A Posh Tranny
    stasek85
    48.6K views
  • Fun with oil!
    09:55
    Fun with oil!
    Victoria Lecherri
    16.8K views
  • Cd gurl play - Afternoon play date with Naughty CD Bobbie
    06:48
    Cd gurl play - Afternoon play date with Naughty CD Bobbie
    Brenda_CD_girl
    9.3K views
  • Hardcore Date with a Bored Student Ladyboy
    08:00
    Hardcore Date with a Bored Student Ladyboy
    TRANS in Asia
    12.2K views
  • Hot Blonde Shemale Fucked Outdoors in Tight Asshole During Date
    27:34
    Hot Blonde Shemale Fucked Outdoors in Tight Asshole During Date
    Shemale TS Collection
    6K views
  • Cinthia Piu: Sheila Dantas and Cinthia Piu Discover Transsexual Pleasures in Coffee Date Twist
    08:12
    Cinthia Piu: Sheila Dantas and Cinthia Piu Discover Transsexual Pleasures in Coffee Date Twist
    MMM100 TS
    11.1K views
  • sweet little ts love doll used with anal toy in maid dress until cum
    07:27
    sweet little ts love doll used with anal toy in maid dress until cum
    lovedoll
    1.4K views
  • Part 9:- Domina Satana takes Booboo in the vamp room for a date with Stephanie Nicole TV.
    05:37
    Part 9:- Domina Satana takes Booboo in the vamp room for a date with Stephanie Nicole TV.
    Aaexperiencesltd
    2.9K views
  • Futa Dating Simulator 11 Ava Is a Prison Bitch Will She Fuck You or Will You Fuck Her
    32:17
    Futa Dating Simulator 11 Ava Is a Prison Bitch Will She Fuck You or Will You Fuck Her
    Johannesgaming
    6K views
  • 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
    3.2K views
  • Futa Dating Simulator 7 Nora Is Playing Hard to Get.
    28:38
    Futa Dating Simulator 7 Nora Is Playing Hard to Get.
    Johannesgaming
    5.5K views
  • Fantasy Dating: Futa Girl With A Cock Between Her Legs Learning How To Take A Piss Part 2
    08:12
    Fantasy Dating: Futa Girl With A Cock Between Her Legs Learning How To Take A Piss Part 2
    Dirty GamesxXx
    3.7K views
  • Ebony trans girflriend begs for facial cumshot during date
    06:15
    Ebony trans girflriend begs for facial cumshot during date
    GenderX
    57.5K views
  • After the date ended
    02:14
    After the date ended
    Nancy Rose
    10.2K 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
    9.3K views
  • OOPSIE - We Had An Amazing Bisexual Threesome In An Empty Movie Theater Room During A Throuple Date
    10:05
    OOPSIE - We Had An Amazing Bisexual Threesome In An Empty Movie Theater Room During A Throuple Date
    AdultTime
    18.4K views
  • My Transgender Tinder Date Fucked Me & I Fucked Her - English Psycho X Sirennn Part 3 of 4
    00:40
    My Transgender Tinder Date Fucked Me & I Fucked Her - English Psycho X Sirennn Part 3 of 4
    English Psycho
    6.4K 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
    3K views
  • Futa Dating Simulator 6 Gloria Is a Lawyer Who Love Fucking but Not Getting Fucked
    28:36
    Futa Dating Simulator 6 Gloria Is a Lawyer Who Love Fucking but Not Getting Fucked
    Johannesgaming
    5.4K views
  • Futa Dating Simulator 2 Tina Have the Biggest Cock Ive Ever Seen.
    25:12
    Futa Dating Simulator 2 Tina Have the Biggest Cock Ive Ever Seen.
    Johannesgaming
    5.3K views
  • Hot sex with a Tinder date
    12:52
    Hot sex with a Tinder date
    157.8K views
  • Dating turns into anal sex with shemale for lucky guy
    05:00
    Dating turns into anal sex with shemale for lucky guy
    Trans 500
    244.3K views
  • GenderX - Trans Hottie Casey Kisses Fucks On First Date
    12:54
    GenderX - Trans Hottie Casey Kisses Fucks On First Date
    GenderX
    149.9K views
  • Two hot shemales having a romantic date.
    12:25
    Two hot shemales having a romantic date.
    Desiree_Swallow
    45.7K views
Previous page
Next page
1
  1. 1
  2. ...
  3. 5
  4. ...
  5. 8
  6. 9
  7. 10
  8. 11
  9. 12
  10. ...
  11. 45
  12. ...
  13. 80
80
Categories
American
4K Porn
HD Videos
VR Porn
The Handy
Shemale Fucks Guy
Big Cock
Black
Shemale Fucks Shemale
Amateur
Sissy
Shemale Fucks Girl
Ladyboy
Blowjob
Guy Fucks Shemale
Compilation
Big Black Cock
Cum In Mouth
Big Ass
Cumshot
Mature
Bareback
Creampie
Homemade
Masturbation
Anal
Teen
Asian
Domination
BBW
Solo
Transgender
Brazilian
Big Tits
Interracial
Cartoon
Vintage
Young
Small Cock
Mexican
Japanese
Lingerie
Gangbang
Threesome
Trans Woman
Thai
Trap
BDSM
MILF
Public
Colombian
Couple
Pretty
Petite
Anal Masturbation
Rough Sex
Stockings
Cuckold
Outdoor
Dildo
POV
Small Tits
Babysitter
Handjob
Group Sex
Trans Man
Fetish
Indian
Hentai
Futanari
English
Bondage
Nude
Ass Licking
Hardcore
Massage
Pissing
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