PornPorn Transgender • US
    Sign up for free
    Videos
    • Best Videos
    • Short Videos
    • Watch History
    • American
    • Amateur
    • Shemale Fucks Guy
    • Shemale Fucks Girl
    • Big Cock
    • All categories
    Live Sex
    Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • All categories
    Pornstars
    • Pornstars
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2025
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    Dating
    Subscriptions
    • Upload
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • Shemale Fucks Girl
    • Sissy
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Cum In Mouth
    • Big Black Cock
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Flat Chested Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Flat
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Young Sissy
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Slave
    Amateur Sissy
    Sissy Blowjob
    Sissy Cuckold
    Sissy Gangbang
    Submissive Sissy
    Sissy Femdom
    Sissy Boy
    Sissy Slut
    Best Videos
    By clicking the content you will also see an ad. AD
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.9M views
    Your Little Fag Sissy Princess
    11:31
    Your Little Fag Sissy Princess
    Natalie Napoli
    24.5K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    777.1K views
    Cock whore face writing - toilet and flashing at a mall
    24:26
    Cock whore face writing - toilet and flashing at a mall
    AngelSissyWhore
    209.2K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.1M views
    Sissy in flat chastity cage opening her legs and ass for his male to fuck her bareback
    10:56
    Sissy in flat chastity cage opening her legs and ass for his male to fuck her bareback
    Traviezisha
    132K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.4M views
    Humiliating Date Story by a Pathetic Piggy
    14:11
    Humiliating Date Story by a Pathetic Piggy
    JessicaLynn15
    17.3K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    crossdresser slut
    43:24
    crossdresser slut
    violet_bisex
    12.3K views
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    1.9M views
    DOC drilling Michelle MTF
    36:10
    DOC drilling Michelle MTF
    Sissy Michelle MTF
    195.7K views
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    29:33
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    Ria_Bentley
    2.5M views
    Johanne gets barebacked by her daddy
    04:02
    Johanne gets barebacked by her daddy
    Johanne95
    122.4K views
    Walking Naked in Heels. Confident Tgirl Tease You
    05:23
    Walking Naked in Heels. Confident Tgirl Tease You
    Medi Voi
    87.8K views
    Doc punishing his bratty submissive femboy sissy Michele
    23:50
    Doc punishing his bratty submissive femboy sissy Michele
    Sissy Michelle MTF
    152.7K views
    Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
    08:12
    Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
    TGIRLPLAYHOUSE
    2.3M views
    BJ Coupon Desperate Naked Girl
    07:08
    BJ Coupon Desperate Naked Girl
    JessicaLynn15
    2.9K views
    Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
    08:12
    Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
    nbnabunny
    1.6M views
    CD Marty gets used like a whore by Turkish guy
    02:14
    CD Marty gets used like a whore by Turkish guy
    Marty-Dim69
    14.4K views

    Relevant Short videos

    Trans Michelle begging
    Trans Michelle begging
    Sissy Michelle MTF
    20.7K views
    crossdresser slut | Clip 2
    crossdresser slut | Clip 2
    violet_bisex
    219 views
    Shemale Miku Cosplayer Having Fun
    Shemale Miku Cosplayer Having Fun
    Leona
    1K views
    crossdresser slut | Clip 1
    crossdresser slut | Clip 1
    violet_bisex
    151 views
    Captivating moment from "Humiliating Date Story by a Pathetic Piggy"
    Captivating moment from "Humiliating Date Story by a Pathetic Piggy"
    JessicaLynn15
    450 views
    Key moment from "Video Sample: SexyBrody in Pumped Pussy Pleasure"
    Key moment from "Video Sample: SexyBrody in Pumped Pussy Pleasure"
    SexyFunCoupleNearU
    643 views
    Your little bitch wants hot cum inside her tight and dirty asshole
    06:50
    Your little bitch wants hot cum inside her tight and dirty asshole
    missangell_
    762K views
    KittyTranny in lingerie in the bathroom riding her dildo solo until small orgasm
    03:26
    KittyTranny in lingerie in the bathroom riding her dildo solo until small orgasm
    KittyTrannyNL
    52.6K views
    Sissy Femboy Fucked From Behind
    05:20
    Sissy Femboy Fucked From Behind
    2.7M views
    Dancing Japanese trap in high heels
    04:56
    Dancing Japanese trap in high heels
    Letany Ponny
    73.1K views
    Beautiful Tranny Maid Will Clean Your House Then Your Pipes
    08:12
    Beautiful Tranny Maid Will Clean Your House Then Your Pipes
    TGIRLPLAYHOUSE
    617.6K views
    Small Dick Sissy Fag Jes Brinch
    06:55
    Small Dick Sissy Fag Jes Brinch
    Sissy Cindy Slut
    2.9K views
    Shemale Anatomy
    03:06
    Shemale Anatomy
    2.8M views
    Sexy sissy Ponyboy is dancing in white lingerie
    03:29
    Sexy sissy Ponyboy is dancing in white lingerie
    Letany Ponny
    81.4K views
    I turned my straight roommate intro trans wife
    05:20
    I turned my straight roommate intro trans wife
    CutePinkUnicorn
    505.2K views
    Cumming on my own face
    10:32
    Cumming on my own face
    Natasha Sparklez
    15.9K views
    I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
    08:12
    I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
    barbanegrazponto1onepov
    2.1M views
    Sissy Faggot Whore Exposed
    13:46
    Sissy Faggot Whore Exposed
    Sissy Cindy Slut
    1.4K views
    Daddy's Good Girl!
    08:12
    Daddy's Good Girl!
    Pure Ts
    924.6K views
    Cock whore face writing - public toilet and night walk
    24:26
    Cock whore face writing - public toilet and night walk
    AngelSissyWhore
    2.1K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Sissy in Pink Micro Bikini Butt-Chugging 1L of Beer on Your Table
    07:23
    Sissy in Pink Micro Bikini Butt-Chugging 1L of Beer on Your Table
    Traviezisha
    2.2K views
    I ended up in this sissy hole. I love fucking and sucking a big dick and showing them what a real blowjob part4
    05:59
    I ended up in this sissy hole. I love fucking and sucking a big dick and showing them what a real blowjob part4
    Rozebella
    151.6K views
    Whiteboi Jes is A Dirty FagWhore
    07:10
    Whiteboi Jes is A Dirty FagWhore
    Sissy Cindy Slut
    1.1K views
    Sissy cums too early and gets punished with rough fucking
    02:35
    Sissy cums too early and gets punished with rough fucking
    2.1M views
    Sissy Whiteboi dress Girly, and show off!
    09:39
    Sissy Whiteboi dress Girly, and show off!
    Sissy Cindy Slut
    1.1K views
    You Are Just a Hole - Variety Itsol
    10:46
    You Are Just a Hole - Variety Itsol
    Rodrigo Amor
    1.8M views
    Sissy with girly body in high heels
    06:41
    Sissy with girly body in high heels
    Letany Ponny
    84.2K views
    Daddy Milks Trans Girl Prostate
    05:06
    Daddy Milks Trans Girl Prostate
    Gray Perrier
    327.5K views
    Hotel Sissy 1.5 part 2
    06:12
    Hotel Sissy 1.5 part 2
    TooTone
    42.6K views
    Her ass can fit all my big black cock so good
    06:21
    Her ass can fit all my big black cock so good
    MrNastyXavier
    1.8M views
    Sexy leopard coat on sexy girl with high heels boots
    03:41
    Sexy leopard coat on sexy girl with high heels boots
    Letany Ponny
    78.2K views
    Dating a mature crossdresser
    08:12
    Dating a mature crossdresser
    Pure Ts
    234.8K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Flat Chested Sissy

    • Beautiful Femboy
    • Feminized Sissy
    • Traps Femboys and Sissys
    • Feminine Boys
    • Cute Crossdresser Fucked
    • Flat Chested Shemale
    • Very Girly Ladyboys
    • Short Skirt Bend Over
    • Twink Barebacked by Trans
    • Secret Sissyboy
    • Transgender Bulge
    • Ladyboy Panties
    • Extreme Small Teen
    • Crossdressers Open Legs
    • Lying on Stomach
    • Pretty Please
    • Sexy Dressed Like Slut
    • Petite Reverse Cowgirl
    • Femboy Bareback
    • Trap Hard Cock Reveal

    xHamster

    • Press
    • 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

    Start making money with us

    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    Monetize your content
    Become a creator
    © 2007 - 2026, xHamster.com
    Mobile 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