PornPorn Transgender • US
  • Live Sex
    -50%
  • Premium Premium Videos
  • Pornstars
  • Channels
Annual Ultimate: 50% OFF Our 10th b’day special. Save $XX on Ultimate on xHamsterLive!

Skirt First Time Porn Videos

Free Videos
Short Videos
Premium Videos
Photos
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • Amateur Crossdresser in stocking heels skirt seduces husband to her room gives blowjob, but hubby keeps talking about milf wild
    08:44
    Amateur Crossdresser in stocking heels skirt seduces husband to her room gives blowjob, but hubby keeps talking about milf wild
    MadisonCD2025
    28.8K views
  • First experience
    51:56
    First experience
    3.2M views
  • Watch a tranny jerk off her dick under a school skirt
    01:49
    Watch a tranny jerk off her dick under a school skirt
    Lillah-Rized
    3.4K views
  • Femboy Crossdresser
    09:57
    Femboy Crossdresser
    A AmirEvo
    1.2M views
  • Sissy trans in fishnets trying to jerk off under a skirt
    03:50
    Sissy trans in fishnets trying to jerk off under a skirt
    Kateumara
    6.7K views
  • First Time Glory Hole
    09:03
    First Time Glory Hole
    500.7K views
  • Pretty Girl Next Door Gets Anal! Vintage Pornstar
    33:35
    Pretty Girl Next Door Gets Anal! Vintage Pornstar
    Shemale Strokers
    1.8K views
  • First time meeting Thad Maxxx & Kristi Kewt
    04:56
    First time meeting Thad Maxxx & Kristi Kewt
    Kristi-Jo
    148.6K 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
    21K views
  • It is my First Time Fembois
    44:07
    It is my First Time Fembois
    Horny Shemales
    81.9K views
  • Tattooed Trans Brunette in Leather Skirt and Red Latex Boots Strips and Bends Over
    02:43
    Tattooed Trans Brunette in Leather Skirt and Red Latex Boots Strips and Bends Over
    Fire Gal
    1.1K views
  • boy first time with trans
    10:18
    boy first time with trans
    janeenkarimi670pr
    458.8K views
  • Pink Shirt Black Mini Skirt White Legs Sissy Crossdresser Shemale Big Butt Girl Gay Lady Boy Lesbian
    05:29
    Pink Shirt Black Mini Skirt White Legs Sissy Crossdresser Shemale Big Butt Girl Gay Lady Boy Lesbian
    Crossdresserkitty
    14.2K views
  • Futanaria - Bed
    24:52
    Futanaria - Bed
    Jessica543210
    11.3M views
  • Mini Skirt Cheerleader Schoolgirl Uniform Sissy Crossdresser Big Butt White Skin Shemale Big Ass
    05:35
    Mini Skirt Cheerleader Schoolgirl Uniform Sissy Crossdresser Big Butt White Skin Shemale Big Ass
    Crossdresserkitty
    6.4K views
  • my first date with a transgender girl.
    18:03
    my first date with a transgender girl.
    787.3K views
  • GROOBYGIRLS: Debuting Goddess Genevieve
    03:11
    GROOBYGIRLS: Debuting Goddess Genevieve
    Grooby Girls
    16.6K views
  • crossdresser
    17:56
    crossdresser
    Dadatrav
    846.8K views
  • DeeDeeSlut69 at the Mall in a White Skirt
    12:42
    DeeDeeSlut69 at the Mall in a White Skirt
    DeeDeeSlut69
    8.3K views
  • Teen Trans Girl's First Video
    08:12
    Teen Trans Girl's First Video
    VinceMayVideo
    58.8K views
  • My first time wearing a skirt in public - Latin Crossdresser
    04:22
    My first time wearing a skirt in public - Latin Crossdresser
    tinaglowcd
    956 views
  • girl with a surprise in his shorts
    20:56
    girl with a surprise in his shorts
    Genesis79
    3.5M views
  • Hot shemale stepsister cheating at her private room in Arabic dancer mini skirt as cheerleader
    06:08
    Hot shemale stepsister cheating at her private room in Arabic dancer mini skirt as cheerleader
    Crossdresserkitty
    25K views
  • Pussy of man
    02:20
    Pussy of man
    t teamotlv1000
    4.7M views
  • Shemale big ass mini skirt white legs doggystyle fucking hot ladyboyg
    06:04
    Shemale big ass mini skirt white legs doggystyle fucking hot ladyboyg
    Crossdresserkitty
    15.2K views
  • Crossdress confesses shame
    01:35
    Crossdress confesses shame
    pantyhosewimp
    13.2K views
  • Pink Shirt Black Mini Skirt White Legs Sissy Crossdresser Shemale Big Butt Girl Gay Lady Boy Lesbian
    06:01
    Pink Shirt Black Mini Skirt White Legs Sissy Crossdresser Shemale Big Butt Girl Gay Lady Boy Lesbian
    Gizli_Gozel
    11.5K views
  • Crossdresser
    15:05
    Crossdresser
    cabrio063
    611.4K views
  • Big Butt Mini Skirt Cheerleader Schoolgirl Uniform White Body Sexy Slut Solo Trans Shemale Big Ass B
    06:03
    Big Butt Mini Skirt Cheerleader Schoolgirl Uniform White Body Sexy Slut Solo Trans Shemale Big Ass B
    Crossdresserkitty
    10.1K views
  • feminisation training
    09:58
    feminisation training
    I IndirectInitiator50
    520K views
  • SEXY Hot Skirt White Legs Housewife Ladyboy Homemade Model Crossdresser
    05:23
    SEXY Hot Skirt White Legs Housewife Ladyboy Homemade Model Crossdresser
    Crossdresserkitty
    15.7K views
  • Sissyfication
    43:09
    Sissyfication
    merllin3
    1.3M views
  • BOBSTGIRLS - Kris Rose Looks So Lovely On Her Solo Play
    03:12
    BOBSTGIRLS - Kris Rose Looks So Lovely On Her Solo Play
    Bobs TGirls
    80K views
  • shemale
    12:05
    shemale
    S Secretwood
    3M views
  • Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom
    06:31
    Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom
    Melissa Masters
    633.9K views
  • My first Shemale
    07:33
    My first Shemale
    N NaeemHarami
    676.6K views
  • crossdresser
    18:32
    crossdresser
    Dadatrav
    596.3K views
  • Petite Sienna Grace is cute and horny
    25:51
    Petite Sienna Grace is cute and horny
    Shemale Strokers
    32.3K views
  • Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
    10:25
    Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
    Trans Angels
    10.1M views
  • Her friends first time taking dick
    03:39
    Her friends first time taking dick
    555.7K views
  • Her first time
    01:18
    Her first time
    jat19851
    332.8K views
  • Sissy identity
    08:50
    Sissy identity
    S Scenedude
    848.1K views
  • FEMBOYISH - Mischievous Petite Femboy In Lingerie Cyrus Stark Teases Horny Roommate Drake Von
    12:31
    FEMBOYISH - Mischievous Petite Femboy In Lingerie Cyrus Stark Teases Horny Roommate Drake Von
    ADULTTIMEGAY
    816.6K views
  • Your Very First Time - Trans Femdom GFE with Melissa Masters
    03:40
    Your Very First Time - Trans Femdom GFE with Melissa Masters
    Melissa Masters
    395.9K views
  • First time with a tranny (shemale) and we enjoy tasty cock
    07:11
    First time with a tranny (shemale) and we enjoy tasty cock
    3M views
  • 2nd in a Row Big Load Spraying W/ Embarrassing Orgasm Faces
    08:53
    2nd in a Row Big Load Spraying W/ Embarrassing Orgasm Faces
    Haydenbabee
    846K views
  • new sissy maid
    17:28
    new sissy maid
    Lizardking1005
    116.9K views
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 33
  9. ...
  10. 64
64
Categories
American
4K Porn
HD Videos
VR Porn
Shemale Fucks Guy
Big Cock
Black
Shemale Fucks Shemale
Amateur
Shemale Fucks Girl
Sissy
Ladyboy
Guy Fucks Shemale
Blowjob
Compilation
Cum In Mouth
Big Black Cock
Big Ass
Mature
Creampie
Bareback
Cumshot
Homemade
Masturbation
Teen
Anal
Domination
Asian
Solo
BBW
Vintage
Transgender
Brazilian
Interracial
Cartoon
Young
Big Tits
Mexican
Lingerie
Threesome
Japanese
Small Cock
Gangbang
Trans Woman
Thai
BDSM
Colombian
Public
Dildo
Couple
MILF
Anal Masturbation
Petite
Rough Sex
Trap
Pretty
Stockings
POV
Small Tits
Babysitter
Outdoor
Cuckold
Hentai
Handjob
Trans Man
Group Sex
Indian
Fetish
Chinese
Hardcore
Massage
Bondage
English
Nude
Pissing
Double Penetration
FTM
SFW
All recommendations
Monetize your content
Become a creator
xHamster
  • About us
  • Blog
  • Creator's Blog
  • Advertising
  • xHamster Awards 2025
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
18 U.S.C. 2257 Record-Keeping Requirements Compliance Statement
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