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

Sissy Cool Porn Videos

4260 Results

Free Videos
Short Videos
Sissy Cool
Premium Videos
Photos
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • Cute trans fucks a cool sex doll on the broadcast
    10:13
    Cute trans fucks a cool sex doll on the broadcast
    yourprettykate
    40.8K views
  • Sissy Mind Alteration Video!
    04:45
    Sissy Mind Alteration Video!
    612.9K views
  • I'm cooling down after sunbathing
    01:59
    I'm cooling down after sunbathing
    Petite Chloe
    12.6K views
  • Live
  • Hot Sissy Compilation
    10:52
    Hot Sissy Compilation
    b bft990
    2.1M views
  • A Fan Fucked Me. Cool
    02:00
    A Fan Fucked Me. Cool
    V Vlada Almazova
    21.4K views
  • Sissy #3: Feminize Yourself
    16:07
    Sissy #3: Feminize Yourself
    softboixladyathena
    850.2K views
  • Captain Ladyboy White Slut Cool Model Yummy Kitty Makes Passionately Videos and Dresses Made By Herself From Boy to Girl
    17:04
    Captain Ladyboy White Slut Cool Model Yummy Kitty Makes Passionately Videos and Dresses Made By Herself From Boy to Girl
    Crossdresserkitty
    21.4K views
  • Sissy 6
    19:29
    Sissy 6
    k kornetobolenskij
    1.6M views
  • Stepsister's Room Hot Load Cumming Cool Masturbating White Blonde Bubble Butt Ladyboy Cumshot on Her Bed
    01:32
    Stepsister's Room Hot Load Cumming Cool Masturbating White Blonde Bubble Butt Ladyboy Cumshot on Her Bed
    Crossdresserkitty
    9.7K views
  • Sexy hot naughty Sissy Crossdresser
    10:25
    Sexy hot naughty Sissy Crossdresser
    CindieLove
    912.2K views
  • Cool Ladyboy College Girl Amateur Model Mskes Homemade Sexy Videos
    12:05
    Cool Ladyboy College Girl Amateur Model Mskes Homemade Sexy Videos
    Crossdresserkitty
    19.8K views
  • Submission Sissy Trainer
    03:23
    Submission Sissy Trainer
    1.4M views
  • HD Full Sexy Hot Ladyboy Cool Dancer Model Cosplayer Crossdresser Femboy Shemale Trans At Home Priva
    08:20
    HD Full Sexy Hot Ladyboy Cool Dancer Model Cosplayer Crossdresser Femboy Shemale Trans At Home Priva
    Crossdresserkitty
    5.7K views
  • Sissy secrets
    09:42
    Sissy secrets
    690.8K views
  • Russian sissy girl Masha gives a cool blowjob to her uncle
    00:46
    Russian sissy girl Masha gives a cool blowjob to her uncle
    Asd07gril
    25.7K views
  • Sissy #2: Becoming A Cock Slut
    15:35
    Sissy #2: Becoming A Cock Slut
    softboixladyathena
    1.1M views
  • Cool sissy
    00:42
    Cool sissy
    C Charlote29
    2.6K views
  • Sissy Slut Motel
    58:39
    Sissy Slut Motel
    915.4K views
  • Indian sissy showing her ass & her useless dick guess she needs some cocks to cool her down, slim ass short dick
    01:24
    Indian sissy showing her ass & her useless dick guess she needs some cocks to cool her down, slim ass short dick
    MayFoxx
    3.4K views
  • Sissy Dressup Party Sissy Joyce & Sasha De Sade
    08:12
    Sissy Dressup Party Sissy Joyce & Sasha De Sade
    Sissy Joyce
    239.8K views
  • Big Booty Fem Sissy Boy Gets Raw BBC
    18:06
    Big Booty Fem Sissy Boy Gets Raw BBC
    DADDYBLACKXXX
    889.2K views
  • Relevant Short videos

    so cool
    so cool
    IskraElectrical49
    2K views
    Careful... after this, you’ll need to cool down
    Careful... after this, you’ll need to cool down
    IskraElectrical49
    886 views
    cool
    cool
    Suisse1961
    2.3K views
    Julia Cool Shoe Dangling Nylon under Denim
    Julia Cool Shoe Dangling Nylon under Denim
    Julia Cool
    2.6K views
    Shemale bhabhi's ass is so cool, I am doing it, go and leave it. | Clip 1
    Shemale bhabhi's ass is so cool, I am doing it, go and leave it. | Clip 1
    EngagingErotism7
    1.4K views
    Cool Ladyboy Kitty Crossdresser Femboy Modtl Cosplayer Shemale Homemade in Stepsister's Room
    Cool Ladyboy Kitty Crossdresser Femboy Modtl Cosplayer Shemale Homemade in Stepsister's Room
    Crossdresserkitty
    1.3K views
  • Ultimate Sissy Fuck Doll Trainer
    07:04
    Ultimate Sissy Fuck Doll Trainer
    Ria_Bentley
    530.4K views
  • Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    3.2M views
  • Turned Into A Cock Loving Sissy
    18:35
    Turned Into A Cock Loving Sissy
    pantycum666
    1M views
  • shemale cum sissy slut cums Trans cumming
    16:14
    shemale cum sissy slut cums Trans cumming
    SissyGirlTs
    392.2K views
  • Amazing Sissy Gurl Natasha Magenta
    14:24
    Amazing Sissy Gurl Natasha Magenta
    radmilasissy
    1.9M views
  • Two Sexy Sissy Do Deep Throat BlowJob
    08:25
    Two Sexy Sissy Do Deep Throat BlowJob
    IskraElectrical49
    380.4K views
  • Sissy Compilation
    26:22
    Sissy Compilation
    IiSlayeriI
    1.7M views
  • How to train your sissy ass
    17:41
    How to train your sissy ass
    815.6K views
  • Bi Sissy Confusion
    04:42
    Bi Sissy Confusion
    1.4M views
  • Sissy's First Fufu Clip Experience
    01:22
    Sissy's First Fufu Clip Experience
    Brat Perversions
    39.4K views
  • Submitted and Shown off
    10:02
    Submitted and Shown off
    Pure Ts
    91.6K views
  • Do Not Be Afraid Sissy
    06:12
    Do Not Be Afraid Sissy
    pantycum666
    736.3K views
  • Sissies Fucked Compilation 64
    29:58
    Sissies Fucked Compilation 64
    2.1M views
  • Sissy cums too early and gets punished with rough fucking
    02:35
    Sissy cums too early and gets punished with rough fucking
    2.6M views
  • Sissy Lesbians
    07:37
    Sissy Lesbians
    1.6M views
  • CD TRAP SISSY EDUCATION TRAINING 101
    01:27:33
    CD TRAP SISSY EDUCATION TRAINING 101
    AZNSWAGDADDY
    1.2M views
  • Young sissy
    06:03
    Young sissy
    412.6K views
  • Bass Brain Melt
    04:28
    Bass Brain Melt
    puchu3k
    425K views
  • Sissy 4: Cum Lover
    10:16
    Sissy 4: Cum Lover
    softboixladyathena
    837.1K views
  • Most cute sissy trans cumshot a bigload
    05:24
    Most cute sissy trans cumshot a bigload
    Samantha Sissy World
    2.1M views
  • 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 Hypno Trip # 11
    12:52
    Sissy Hypno Trip # 11
    456.2K views
  • Welcome to Your New Life -- Sissy Brainwash
    03:39
    Welcome to Your New Life -- Sissy Brainwash
    Sissy Cuck Mind Fuck
    15.1K views
  • Sissy BBC Reality
    05:55
    Sissy BBC Reality
    pantycum666
    573.5K views
  • Filthy Slut PMV
    02:02
    Filthy Slut PMV
    1.4M views
  • Sexy sissy slut being used
    02:51
    Sexy sissy slut being used
    T Toddylovenew
    601.5K views
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 41
  9. ...
  10. 80
80
Categories
American
4K Porn
HD Videos
VR Porn
The Handy
Shemale Fucks Guy
Big Cock
Black
Shemale Fucks Shemale
Amateur
Shemale Fucks Girl
Sissy
Ladyboy
Blowjob
Guy Fucks Shemale
Compilation
Big Black Cock
Cum In Mouth
Big Ass
Cumshot
Bareback
Mature
Creampie
Homemade
Masturbation
Anal
Teen
Domination
Asian
Solo
BBW
Brazilian
Vintage
Transgender
Big Tits
Interracial
Young
Cartoon
Small Cock
Mexican
Japanese
Lingerie
Gangbang
Threesome
Trans Woman
Thai
Trap
BDSM
Colombian
Public
MILF
Couple
Petite
Pretty
Anal Masturbation
Rough Sex
Dildo
Cuckold
Stockings
Outdoor
POV
Small Tits
Babysitter
Handjob
Group Sex
Trans Man
Indian
Fetish
Hentai
Futanari
English
Bondage
Ass Licking
Nude
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