PornPorn Transgender • US
  • Videos
  • Short videos
  • photos
  • Users
    Forgot password
    Sign in with Google
    Sign in with X
    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
    • Black
    • Big Cock
    • 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
    LET IT SNOW, LET IT SAVE! ☃️ Faphouse Discounts – Winter Edition
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Black
    • Big Cock
    • Shemale Fucks Shemale
    • Amateur
    • Sissy
    • Shemale Fucks Girl
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Big Black Cock
    • Cum In Mouth
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissy Boobs Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Dildo
    Sissy Maker
    Sissy Brainwash
    Sissy Deepthroat
    Sissy Gloryhole
    Sissy Pmv
    Sissy Test
    Latex Sissy
    Sissy Threesome
    Sissy Breeding
    Chubby Sissy
    Sissy Joyce
    Sissy Strapon
    Sissy Lingerie
    Sissy Cuck
    German Sissy
    Sissy Facial
    Sissy Transformation
    Sissy Panties
    Sissy POV
    Best Videos
    By clicking the content you will also see an ad. AD
    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
    Hot Couple Fucks Their Submissive Trans Maid
    08:12
    Hot Couple Fucks Their Submissive Trans Maid
    Pure Ts
    86.9K views
    Mistress Fucks My Urethra
    06:12
    Mistress Fucks My Urethra
    AdriaTrans
    68.6K views
    My Neighbor Fisting My Ass
    08:59
    My Neighbor Fisting My Ass
    Emmy Angeles
    149.2K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3.1M views
    PRIDE PARADE SHEMALE STREET FESTIVAL
    00:44
    PRIDE PARADE SHEMALE STREET FESTIVAL
    1.8M views
    He filled my ass with it, his drips a lot
    07:53
    He filled my ass with it, his drips a lot
    Piou_Sissy
    272.7K views
    Ryley Rails Dominates You
    06:51
    Ryley Rails Dominates You
    TSRyley
    54K views
    You Are Just a Hole - Variety Itsol
    10:46
    You Are Just a Hole - Variety Itsol
    Rodrigo Amor
    1.9M views
    Ts Diana Deelight vocally stroking her cock w feet huge nut bbc dildo
    14:15
    Ts Diana Deelight vocally stroking her cock w feet huge nut bbc dildo
    Diana Deelight
    34.4K views
    INTIMATE SEXTAPE WITH A GORGEOUS FRENCH TRANS WOMAN WHO FUCKS ME AND GETS FILLED
    11:38
    INTIMATE SEXTAPE WITH A GORGEOUS FRENCH TRANS WOMAN WHO FUCKS ME AND GETS FILLED
    FapHouse
    168.3K views
    Sissy Merve Rose Chastity Belt Tattoo Blonde Sexy Tgirl Femboy Body Stockings BBC Fucked Hard Doggy Style Catgirl Tranny Trans
    06:00
    Sissy Merve Rose Chastity Belt Tattoo Blonde Sexy Tgirl Femboy Body Stockings BBC Fucked Hard Doggy Style Catgirl Tranny Trans
    TSMerve
    131.8K views
    Tranny surprise remove shirt
    00:18
    Tranny surprise remove shirt
    mkz91
    21.7K views
    Being Both #47-#49 Cumpilation
    08:12
    Being Both #47-#49 Cumpilation
    Being Both
    47K views
    2 Sources of Milk - Above & Below
    11:57
    2 Sources of Milk - Above & Below
    167.4K views
    Beautiful blonde slutty shemale fucks and blowjob with cumshot
    07:48
    Beautiful blonde slutty shemale fucks and blowjob with cumshot
    Samantha Sissy World
    787.4K views
    sissy changes lingerie and swimsuit so sexy in bathroom
    14:09
    sissy changes lingerie and swimsuit so sexy in bathroom
    Hot Ivon
    46.6K views
    POV: You are fucking me!!
    07:02
    POV: You are fucking me!!
    Sexy Luke
    34.4K views
    Nipple Torture and Masturbation
    06:57
    Nipple Torture and Masturbation
    AdriaTrans
    77.3K views
    What Happened Here Was More Than a Fetish, I Fucked a Lot with My Friend, This Naughty Slut
    10:47
    What Happened Here Was More Than a Fetish, I Fucked a Lot with My Friend, This Naughty Slut
    Tsdanisantos1
    86.1K views
    Job interview leads to some intense sex
    08:12
    Job interview leads to some intense sex
    Pure Ts
    196.7K views
    I ask the Uber to spank my buttocks to record a video
    04:35
    I ask the Uber to spank my buttocks to record a video
    NaughtyTrans
    361.7K views
    Crossdressing Cuck Husband gets fucked by wife's BBC Bull Lover CD Sissy Cuckold Fiona Fortune
    08:15
    Crossdressing Cuck Husband gets fucked by wife's BBC Bull Lover CD Sissy Cuckold Fiona Fortune
    Fiona Fortune
    256.6K views
    Horny sissy slut! Nude in public and ass fuck at the swimming lake!
    01:17
    Horny sissy slut! Nude in public and ass fuck at the swimming lake!
    TV_Helena
    101.9K views
    Fat Bouncing Sissy Tits
    01:21
    Fat Bouncing Sissy Tits
    Chubby Sissy Dani
    52.4K views
    Hardcore Face-fucking and Facial Compilation - Fucking Her Throat Like a Pussy
    10:16
    Hardcore Face-fucking and Facial Compilation - Fucking Her Throat Like a Pussy
    FapHouse
    190.5K views
    Trans Girl Lactates from her big boobs & uses Lovense
    02:06
    Trans Girl Lactates from her big boobs & uses Lovense
    Princesszoey
    127K views
    I had a problem with my computer and asked my neighbor helped me the best way possible
    11:29
    I had a problem with my computer and asked my neighbor helped me the best way possible
    Onlyfans
    1.1M views
    On My Knees and They Fill My Mouth with Lots of Milk
    14:18
    On My Knees and They Fill My Mouth with Lots of Milk
    Valera Toro
    507.9K views
    My Biggest Anal Dildo Training Vf
    08:12
    My Biggest Anal Dildo Training Vf
    FapHouse
    58.9K views
    TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
    09:05
    TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
    Adam Castle
    382.7K views
    Fucking Xtorso doll with an huge load cumshot
    11:38
    Fucking Xtorso doll with an huge load cumshot
    Samantha Sissy World
    959.2K 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_
    776.1K views
    I try Mioame toy in my ass and i cum very hard with cialis
    06:09
    I try Mioame toy in my ass and i cum very hard with cialis
    fansly
    159.4K views
    Banging the Queen of Big Booty of Agatha
    08:12
    Banging the Queen of Big Booty of Agatha
    TGIRLPLAYHOUSE
    601.9K views
    Big daddy fuck 19 years old sissy
    06:34
    Big daddy fuck 19 years old sissy
    Crystal Phoenix
    130K views
    Trans Lesbian Breast Milk Swallow Jessica Bloom And JenbyDoll
    07:20
    Trans Lesbian Breast Milk Swallow Jessica Bloom And JenbyDoll
    Jessica Bloom
    211.5K views
    Big Black Dick Destroys My Big New Ass onlyfans alexiskessel1
    01:15
    Big Black Dick Destroys My Big New Ass onlyfans alexiskessel1
    TsAlexiaDream
    84.3K views
    Sissy Dressup Party with Sasha De sade Goes wrong
    01:10
    Sissy Dressup Party with Sasha De sade Goes wrong
    Sissy Joyce
    118.4K views
    My step brother fucked me in the parents' room and squirted his cum
    06:41
    My step brother fucked me in the parents' room and squirted his cum
    Daddy Femboy
    78.5K views
    Petite Emo White Trans Girl with Big Puffy Nipples Sucks and Milks Them with a Vacuum Pump
    07:40
    Petite Emo White Trans Girl with Big Puffy Nipples Sucks and Milks Them with a Vacuum Pump
    FapHouse
    5.5K views
    Kitty tranny maid Victoria Grant bareback deep fucking
    06:41
    Kitty tranny maid Victoria Grant bareback deep fucking
    TS Playground
    229K views
    Big tits and ass
    05:05
    Big tits and ass
    CuteCynthia
    15.6K views
    Transangels Penetrating the Poolboy Eli Hunter Natassia Dreams
    08:12
    Transangels Penetrating the Poolboy Eli Hunter Natassia Dreams
    Trans Angels
    78.3K views
    Classy Trans Girl Beautiful Eyes Sensual BJ Cum in Mouth
    16:31
    Classy Trans Girl Beautiful Eyes Sensual BJ Cum in Mouth
    FapHouse
    86.6K views
    Futa MILF Multiple Creampie Compilation - Big Tits Babes Fucked Hard And Filled With Shemale Cum
    15:06
    Futa MILF Multiple Creampie Compilation - Big Tits Babes Fucked Hard And Filled With Shemale Cum
    Futanari XXX
    348.9K views
    My Neighbor Fuck Me in Bedroom
    08:12
    My Neighbor Fuck Me in Bedroom
    FapHouse
    346.9K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Boobs

    • Flat Chested Ladyboy
    • Not Ready
    • Body Swap Gender Transformation
    • Crossdressers Getting Fucked
    • Short Skirt Bend Over
    • Uncensored
    • Super Fat SSBBW
    • Pretty Pretty Pretty
    • Very Girly Ladyboys
    • Hot Mom 999
    • Sissie
    • Pinned Against Wall
    • Booty Shorts
    • Panty Pervert
    • Cant Hold
    • Homemade Chubby
    • Trying on Bras
    • Sissysubkrystal
    • Deformed Cocks
    • Sissy-Boys
    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