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

Tailor Boy Porn Videos

4260 Results

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
  • Fuck with My Tailor
    14:21
    Fuck with My Tailor
    Stripchat official
    442.3K views
  • slim twink sissyboy used like a doll
    05:13
    slim twink sissyboy used like a doll
    MTFXXXVIDS
    53K views
  • SEX WITH TAILOR PART 2
    10:09
    SEX WITH TAILOR PART 2
    Indiansissychubby
    91.5K views
  • Live
  • The Pizza Boy
    03:38
    The Pizza Boy
    Ftm
    9.5M views
  • Tailor Me Slutty TransAngels
    01:17
    Tailor Me Slutty TransAngels
    Trans Angels
    39.7K views
  • Young cutie
    29:41
    Young cutie
    1.1M views
  • VRB Trans Horny TS Shemale Tailor Emma Rose Is Taking a Big Cock In the Ass Bareback In VR Porn
    05:56
    VRB Trans Horny TS Shemale Tailor Emma Rose Is Taking a Big Cock In the Ass Bareback In VR Porn
    VRbtrans
    65.2K views
  • THAI LADYBOY
    33:52
    THAI LADYBOY
    5.8M views
  • VRB Trans Horny TS Shemale Tailor Emma Rose Is Taking a Big Cock In the Ass Bareback In HD Porn
    05:58
    VRB Trans Horny TS Shemale Tailor Emma Rose Is Taking a Big Cock In the Ass Bareback In HD Porn
    VRbtrans
    36.1K views
  • Sissyfication
    43:09
    Sissyfication
    1.5M views
  • Effeminate Tailor Buggers the Young Trans
    22:27
    Effeminate Tailor Buggers the Young Trans
    Pinko TGirls
    19.1K views
  • Hot T GIRL with college boy.
    29:02
    Hot T GIRL with college boy.
    b bluehen29501
    3.3M views
  • The effeminate tailor buggers the busty shemale
    22:22
    The effeminate tailor buggers the busty shemale
    Pinko TGirls
    32K views
  • Sissy Boy3
    33:27
    Sissy Boy3
    2.3M views
  • Fuck with My Tailor
    05:56
    Fuck with My Tailor
    Stripchat official
    17.5K views
  • boy first time with trans
    10:18
    boy first time with trans
    492.7K views
  • Pool Day With My Trans Neighbor Stepdaughter And Her Big Girl Cock - TGIRLS HOUSE
    15:09
    Pool Day With My Trans Neighbor Stepdaughter And Her Big Girl Cock - TGIRLS HOUSE
    TGirls House
    1M views
  • A mature man takes the innocence of an effeminate young transvestite  boy
    05:16
    A mature man takes the innocence of an effeminate young transvestite boy
    MTFXXXVIDS
    352.1K views
  • My Boyfriend Arrives Without Telling Me and Eats the Ass My Trans Friend Who Was Waiting for Me Taking Cock Quietly to Naughty
    21:53
    My Boyfriend Arrives Without Telling Me and Eats the Ass My Trans Friend Who Was Waiting for Me Taking Cock Quietly to Naughty
    Barbara Fartura
    436.6K views
  • Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3.6M views
  • Bookshop Bois of Prey Episode 0 - Sexy Bookshop Femboy seduces and gets bred by married man in bookstore
    01:50
    Bookshop Bois of Prey Episode 0 - Sexy Bookshop Femboy seduces and gets bred by married man in bookstore
    EnbyHalflingBoi
    541.7K views
  • Relevant Short videos

    VRB Trans Horny TS Shemale Tailor Emma Rose Is Taking a Big Cock In the Ass Bareback In HD Porn | Clip 2
    VRB Trans Horny TS Shemale Tailor Emma Rose Is Taking a Big Cock In the Ass Bareback In HD Porn | Clip 2
    VRbtrans
    5.9K views
    VRB Trans Horny TS Shemale Tailor Emma Rose Is Taking a Big Cock In the Ass Bareback In HD Porn | Clip 1
    VRB Trans Horny TS Shemale Tailor Emma Rose Is Taking a Big Cock In the Ass Bareback In HD Porn | Clip 1
    VRbtrans
    5K views
    Effeminate Tailor Buggers the Young Trans
    Effeminate Tailor Buggers the Young Trans
    Pinko TGirls
    2.8K views
    Fuck with My Tailor
    Fuck with My Tailor
    Stripchat official
    1K views
    Do you like when girls fuck boys?
    Do you like when girls fuck boys?
    KinkyHome
    108.8K views
    Beautiful trans girl breeds straight boy's ass
    Beautiful trans girl breeds straight boy's ass
    Elizabeth Stewart
    89.6K 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
    958.1K views
  • I Dominate This Bottom Boy so Good
    06:35
    I Dominate This Bottom Boy so Good
    L LadyboyMaria
    241K views
  • I Was Hired, and While Attending to the Client, I Also Had the Pleasure of Meeting His She Arrived and Caught Us in the Act
    36:16
    I Was Hired, and While Attending to the Client, I Also Had the Pleasure of Meeting His She Arrived and Caught Us in the Act
    Tsdanisantos1
    45.9K views
  • Diddled
    08:07
    Diddled
    houseofangellxt1
    2.4M views
  • Femboy Crossdresser
    09:57
    Femboy Crossdresser
    1.3M views
  • Femboy Moans From Getting Railed
    07:10
    Femboy Moans From Getting Railed
    Cailey Katts
    382K views
  • A detailed tucking tutorial in case you need it for experiment
    02:27
    A detailed tucking tutorial in case you need it for experiment
    jiannalust
    106.5K views
  • Sissy Boy Educational Video
    09:58
    Sissy Boy Educational Video
    623.5K views
  • Ruthless TS turns guy into her little bitch
    03:44
    Ruthless TS turns guy into her little bitch
    3.2M views
  • Black ts pt2
    19:20
    Black ts pt2
    2.3M views
  • Bookshop Bois of Prey Episode 2 - Twink Visits Professor At Work
    01:42
    Bookshop Bois of Prey Episode 2 - Twink Visits Professor At Work
    EnbyHalflingBoi
    195.5K views
  • My Mans Fucks Me Right After Work
    14:32
    My Mans Fucks Me Right After Work
    Josie Blade
    274.5K views
  • Ladyboystar - Elegant Tall Redhead Ladyboy Strips and Sucks My Cock
    07:42
    Ladyboystar - Elegant Tall Redhead Ladyboy Strips and Sucks My Cock
    Ladyboy Star
    82.8K views
  • Teeny Tiny Thai Twig - (Episode #04)
    29:08
    Teeny Tiny Thai Twig - (Episode #04)
    Shemale World
    657.2K views
  • No Rest for Stepdad
    26:41
    No Rest for Stepdad
    WillAngellxxx
    201.5K views
  • Loser Boyfriend Gets Feminized and Fucked
    08:12
    Loser Boyfriend Gets Feminized and Fucked
    Pure Ts
    544.1K views
  • Cute femboy became an anal slut from a hard fuck
    12:09
    Cute femboy became an anal slut from a hard fuck
    Liza Femb
    84.5K views
  • Step Sisters Fuck Neighbor Boy
    09:09
    Step Sisters Fuck Neighbor Boy
    TheDanteColle
    935.4K views
  • Girls Next Door Visit New Neighbor Boy
    08:12
    Girls Next Door Visit New Neighbor Boy
    TheDanteColle
    170.6K views
  • Practicing Sex for Her Future Husband
    08:12
    Practicing Sex for Her Future Husband
    Hello Ladyboy
    1M views
  • Topping Sexy Asian Guy Bareback
    06:08
    Topping Sexy Asian Guy Bareback
    L LadyboyMaria
    275.3K views
  • Young Cutie 2
    19:59
    Young Cutie 2
    222.1K views
  • Teaching a Fag his place
    13:47
    Teaching a Fag his place
    Kimberhaven
    1M views
  • Girly Boys
    50:16
    Girly Boys
    susiecd1
    438.8K views
  • T-Girl cock surprise at the office Chanel Santini
    35:03
    T-Girl cock surprise at the office Chanel Santini
    Shemale World
    2.5M views
  • How to Train Your Sissy Boyfriend
    08:12
    How to Train Your Sissy Boyfriend
    Brat Perversions
    290.4K 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
Guy Fucks Shemale
Blowjob
Big Black Cock
Compilation
Cum In Mouth
Big Ass
Cumshot
Mature
Bareback
Creampie
Homemade
Masturbation
Anal
Teen
Domination
Asian
Solo
BBW
Brazilian
Vintage
Transgender
Young
Mexican
Big Tits
Cartoon
Interracial
Japanese
Lingerie
Small Cock
Threesome
Gangbang
Thai
Trans Woman
Trap
Colombian
BDSM
Public
Pretty
MILF
Couple
Petite
Anal Masturbation
Rough Sex
Dildo
Cuckold
Outdoor
Stockings
Small Tits
Babysitter
POV
Indian
Handjob
Group Sex
Trans Man
Hentai
Fetish
English
Futanari
Ass Licking
Hardcore
Massage
Chinese
Bondage
Nude
Pissing
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