Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
FALL INTO SAVINGS 🎉 🛍️ Exclusive autumn special

Up Dress Porn Videos

4360 Results

Free Videos
Short Videos
Up Dress
Premium Videos
Photos
Dress
Dress up
Sissy Dress up
Crossdresser Dress up
Mature Men Dress up
Sissy Dress up JOI
Sissy Instructions JOI Dress up
Sissy Faggot Playing Dress up
Sissy Maid Dress up for Mistress
Dominatrix Dresses up Sissy in Dress
Close up
Tied up
Pick up
Femboy Dress
Wake up
Tight Dresses
Clean up
Shemale Dress
Dress Bulge
Hook up
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    Goldibottsissy
    1.6M views
  • Sissy Caption - It's not gay if you dress up like a girl
    01:00
    Sissy Caption - It's not gay if you dress up like a girl
    Saennia
    785.9K views
  • Live
  • What’s under her dress?
    08:45
    What’s under her dress?
    TSLola Ess
    20.6K views
  • My Husband Fucked My Trans Friend and I Watched and Got Horny! Am I a Cuckquean?
    08:12
    My Husband Fucked My Trans Friend and I Watched and Got Horny! Am I a Cuckquean?
    Lady Snow Brasil
    7.8M views
  • Brand New Asian Femboy Lauren Carter Loses Bet & Dresses up
    07:08
    Brand New Asian Femboy Lauren Carter Loses Bet & Dresses up
    Andre Stone
    145.6K views
  • The Ceremony
    18:00
    The Ceremony
    TiffanyWarmer
    132.3K views
  • Wedding night surprise JOI
    08:57
    Wedding night surprise JOI
    2.6M views
  • Hot Beauty Asian girl came to a friend to do a dress up and got on his dick
    32:30
    Hot Beauty Asian girl came to a friend to do a dress up and got on his dick
    TaiwaneseModel
    578K views
  • Sissy Dressup Party Sissy Joyce & Sasha De Sade
    08:12
    Sissy Dressup Party Sissy Joyce & Sasha De Sade
    Sissy Joyce
    257.5K views
  • wow3
    45:59
    wow3
    481.4K views
  • The Sissy Pain Whore was ass fucked head down in a toilet. Alina The Whore got sissygasm and both her greedy holes got feeded
    10:53
    The Sissy Pain Whore was ass fucked head down in a toilet. Alina The Whore got sissygasm and both her greedy holes got feeded
    alinanightsky
    350.4K views
  • Sorority Squirt Up TransAngels
    02:05
    Sorority Squirt Up TransAngels
    Trans Angels
    1.4M views
  • Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    P PH-king
    15.5M views
  • They made him look like a women and dress him up
    52:52
    They made him look like a women and dress him up
    Alfacontent World
    178.3K views
  • Cross Dressing an der Pole dance Stange
    17:33
    Cross Dressing an der Pole dance Stange
    Eroticonly
    1.2M views
  • The exhibisionist
    01:37
    The exhibisionist
    avrix
    446.9K views
  • Pink Frilly Lingerie and White Stockings
    11:15
    Pink Frilly Lingerie and White Stockings
    TSLola Ess
    27.6K views
  • No short Dick ! ! !  This made me cum
    05:29
    No short Dick ! ! ! This made me cum
    1.7M views
  • UP CLOSE - HOW TRANS WOMEN ORGASM COMPILATION! EMBER FIERA, JADE VENUS, BRITTNEY KADE, TORI EASTON
    40:24
    UP CLOSE - HOW TRANS WOMEN ORGASM COMPILATION! EMBER FIERA, JADE VENUS, BRITTNEY KADE, TORI EASTON
    AdultTime
    484.4K views
  • Asian Ladyboy Transgender Surprise - Sexy Futa Hermaphrodite Fuckdoll Hands Free Cumshot
    12:50
    Asian Ladyboy Transgender Surprise - Sexy Futa Hermaphrodite Fuckdoll Hands Free Cumshot
    Futanari XXX
    9.4M views
  • Shemale in Latex Dress
    02:15
    Shemale in Latex Dress
    433.5K views
  • Relevant Short videos

    Please suck my little trans dick🥺
    Please suck my little trans dick🥺
    SissyGurl_Autumn
    28.6K views
    Aisian Cd Eva dressing up in the office during the night
    Aisian Cd Eva dressing up in the office during the night
    Eva Pans
    8K views
    Dress up in the office with party dress and pantyhose
    Dress up in the office with party dress and pantyhose
    Eva Pans
    7.1K views
    Big CD Cock Rubbing on Table POV Cumshot
    Big CD Cock Rubbing on Table POV Cumshot
    Ane Get Horny
    8.1K views
    Dress up in the office with party dress and pantyhose
    Dress up in the office with party dress and pantyhose
    Eva Pans
    6.4K views
    Dress up in the office with party dress and pantyhsoe
    Dress up in the office with party dress and pantyhsoe
    Eva Pans
    7.1K views
  • 164910001
    02:05:28
    164910001
    1.3M views
  • Would you like to feel my bulge in my dress
    05:15
    Would you like to feel my bulge in my dress
    Hollycd1
    59.1K views
  • Belle queue de trans
    10:02
    Belle queue de trans
    1.3M views
  • TS Girls on Top 6 Scene 1 TS Babes Taking Charge
    10:12
    TS Girls on Top 6 Scene 1 TS Babes Taking Charge
    Transsensual
    369.1K views
  • Crossdresser
    15:05
    Crossdresser
    799.2K views
  • Dress up time for you
    06:35
    Dress up time for you
    98.8K views
  • Sissy Boy3
    33:27
    Sissy Boy3
    2.4M views
  • let's get...
    03:42
    let's get...
    539K views
  • ROBERT HILL hot Anal Dreams!!! - (Episode #04)
    18:51
    ROBERT HILL hot Anal Dreams!!! - (Episode #04)
    Pinko TGirls
    7.8M views
  • Trans Surprise
    06:22
    Trans Surprise
    mattyrichxxx
    91K views
  • Swimming pool
    23:42
    Swimming pool
    Agatha Lyra
    1.1M views
  • Futanaria - Bed
    24:52
    Futanaria - Bed
    Jessica543210
    15.7M views
  • Cutie
    06:58
    Cutie
    seeking2014
    246.6K views
  • Submitted and Shown off
    10:02
    Submitted and Shown off
    Pure Ts
    114.2K views
  • super tranny
    05:32
    super tranny
    c cobraxl
    1.4M views
  • Crossdresser HJ
    08:18
    Crossdresser HJ
    306.2K views
  • Step Outdoor Nudity Transgender
    07:36
    Step Outdoor Nudity Transgender
    Snapchat143
    7M views
  • Pump It Up
    01:22
    Pump It Up
    587.3K views
  • Surprise Compilation
    02:14
    Surprise Compilation
    b blkncurious
    2.7M views
  • GROOBYGIRLS - Juniper Marie Bounce To Satisfaction On Top
    03:12
    GROOBYGIRLS - Juniper Marie Bounce To Satisfaction On Top
    Grooby Girls
    314.3K views
  • SHEMALES TENTING
    05:46
    SHEMALES TENTING
    S Spitfire1471
    1.2M views
  • Sex at first light with my Femboy
    10:20
    Sex at first light with my Femboy
    TSLuxylux
    1.4M views
  • Red-Haired Trans Bombshell's Super-Sized Cock
    06:20
    Red-Haired Trans Bombshell's Super-Sized Cock
    Anna Loves Shemale
    2.4M views
  • Your Best Friend's Asian Trans Girlfriend Didi Divina Really Wants Your Cum
    06:19
    Your Best Friend's Asian Trans Girlfriend Didi Divina Really Wants Your Cum
    Andre Stone
    2.7M views
  • Femboy Crossdresser
    09:57
    Femboy Crossdresser
    1.3M views
  • The hotel staff Madam.
    25:34
    The hotel staff Madam.
    Redroseromance
    8.4M views
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 41
  9. ...
  10. 80
80

Porn Related to Up Dress

Mature Skirt
Crossdressing Schoolgirl
Tights Boy
Fully Dressed
Mature Dress
Crossdresser Pussy
Old Slut
Crossdressing Schoolgirl Uniform Cum
Sexy Cross
Licking Male Nipple
Trying on Panties
Trans Leggings XXX
Schoolgirl Uniform
Nightgown Sissy
Old Young Seduction
Dirty Whore
Fully Dressed Sissy
Sexy Mature
High Heels Naked
School Skirt
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