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
    -60%
    Dating
    Subscriptions
    • Upload
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale
    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
    • Bareback
    • Creampie
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissy Boy Slave Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Slave
    Boy
    Sissy Boy
    Boy Sissy
    Captured Sissy Boy Slave
    Sissy Crossdresser
    Sissy Training
    Lady Boy
    Bbc Sissy
    Sissy Feminization
    Sissy Husband
    Sissy Chastity
    Young Sissy
    Sissy Fucked
    Sissy Compilation
    Teen Sissy Boy
    Amateur Sissy
    Sissy Blowjob
    Sissy Cuckold
    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
    1.8M views
    Sissy Boy Slave
    34:54
    Sissy Boy Slave
    3K views
    family fun 1.mp4
    13:05
    family fun 1.mp4
    1.7M views
    SUPER HORNY SEXY SISSY BOY LOVE DICK
    06:49
    SUPER HORNY SEXY SISSY BOY LOVE DICK
    IskraElectrical49
    36.4K views
    Sissyfication
    43:09
    Sissyfication
    1M views
    Sissy boy slut needs training and breeding
    01:44
    Sissy boy slut needs training and breeding
    Slutsamxxx
    6.1K views
    Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
    11:20
    Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
    alinanightsky
    294.3K views
    Too Feminine to Be a Man, Too Dirty to Be a Woman
    05:27
    Too Feminine to Be a Man, Too Dirty to Be a Woman
    MTFXXXVIDS
    26.3K views
    Sissy Joyce - A real life sissy slave
    01:16
    Sissy Joyce - A real life sissy slave
    Sissy Joyce
    675.8K views
    New Girl in the Sissy Harem
    11:29
    New Girl in the Sissy Harem
    Natalie Napoli
    14.6K views
    Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
    44:10
    Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
    alinanightsky
    221.3K views
    Crossdresser in Ultra miniskirt outdoor
    05:14
    Crossdresser in Ultra miniskirt outdoor
    Loreleyadd
    7.9K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2M views
    No Thoughts, Only Sissy
    10:21
    No Thoughts, Only Sissy
    Natalie Napoli
    6.3K views
    Daddy's Good Girl!
    08:12
    Daddy's Good Girl!
    Pure Ts
    888.6K views
    Submissive Ladyboy Anal Casting, Creampie & Slave Training
    01:25
    Submissive Ladyboy Anal Casting, Creampie & Slave Training
    FilmmakerDiaries
    7.7K views
    I turned my straight roommate intro trans wife
    05:20
    I turned my straight roommate intro trans wife
    CutePinkUnicorn
    450.5K views
    Pantyhose Tease  Feminine and Wild
    05:19
    Pantyhose Tease Feminine and Wild
    MTFXXXVIDS
    7.2K views
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    29:33
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    Ria_Bentley
    2.4M views
    Blonde trans schoolgirl Daphne is being punished by head mistress Mrs Samantha for playing around with the boys
    11:38
    Blonde trans schoolgirl Daphne is being punished by head mistress Mrs Samantha for playing around with the boys
    Mrs Samantha
    33.1K views
    dominant stepmom helps out her sissy slave
    05:59
    dominant stepmom helps out her sissy slave
    Pure Ts
    345.8K views
    Skinny Ladyboy Anal Casting & Slave Training
    00:48
    Skinny Ladyboy Anal Casting & Slave Training
    FilmmakerDiaries
    6K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.2M views
    Sissyboy fucked in every position
    05:19
    Sissyboy fucked in every position
    MTFXXXVIDS
    4.6K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Sexy sissy Ponyboy is dancing in white lingerie
    03:29
    Sexy sissy Ponyboy is dancing in white lingerie
    Letany Ponny
    81K views
    Sissy CD sucks and is fucked
    08:25
    Sissy CD sucks and is fucked
    1.4M views
    Markala Adores to Fuck Petite Teen Sissy in Her Office
    07:12
    Markala Adores to Fuck Petite Teen Sissy in Her Office
    Asura
    3.5K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    717.7K views
    Take off Your Panties and Take Them All in Your Mouth.
    16:50
    Take off Your Panties and Take Them All in Your Mouth.
    violet_bisex
    1.3K views
    shemale dresses sissy to fuck
    16:14
    shemale dresses sissy to fuck
    2M views
    2B Yorha Riding Futa 2B Dick In BDSM Femdom  - Nier Automata
    16:42
    2B Yorha Riding Futa 2B Dick In BDSM Femdom - Nier Automata
    Wraith931
    2.1K views
    Male to female gender transformation smoking whore
    16:00
    Male to female gender transformation smoking whore
    674.4K views
    Fretting and docking crossdresser from behind, following cum
    00:50
    Fretting and docking crossdresser from behind, following cum
    69.4K views
    How to Train Your Sissy Boyfriend
    08:12
    How to Train Your Sissy Boyfriend
    Brat Perversions
    91.5K views
    LIKE A CAT
    08:30
    LIKE A CAT
    Sissythai
    8.7K views
    Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
    01:17
    Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
    Allmylinks
    72.5K views
    Vladasexytrans Fucks Her Ass and Creams Cum Locked
    02:08
    Vladasexytrans Fucks Her Ass and Creams Cum Locked
    Vladasexytrans
    2.3K views
    Teaching a Fag his place
    13:47
    Teaching a Fag his place
    Kimberhaven
    797.3K views
    Busty babe Raica Ferrari fucks a stud and cums on his chest
    06:37
    Busty babe Raica Ferrari fucks a stud and cums on his chest
    TS Latex
    9.5K views
    Sauna sissy slut got deepthroated and anal fucking like a good sex slave for BDSM
    39:24
    Sauna sissy slut got deepthroated and anal fucking like a good sex slave for BDSM
    alinanightsky
    135.4K views
    Faggot in skirt with butt plug
    01:22
    Faggot in skirt with butt plug
    Viacheslav_Petrenko
    963 views
    Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
    18:27
    Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
    Vane03_siss
    191.5K views
    Latex babe Bia Bastos getting her big cock sucked by a stud
    08:25
    Latex babe Bia Bastos getting her big cock sucked by a stud
    TS Latex
    9.1K views
    Jessica Bloom Dominates Her new Pig Fuck Toy Jenby Doll
    06:23
    Jessica Bloom Dominates Her new Pig Fuck Toy Jenby Doll
    Jessica Bloom
    231.2K views
    Spandexfembox - My Anal Alien Dildo in My Sissy Ass
    11:16
    Spandexfembox - My Anal Alien Dildo in My Sissy Ass
    Spandexlover89
    692 views
    mistress cages sissy
    12:29
    mistress cages sissy
    935.7K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Boy Slave

    • Bi Sissy Slave
    • Submissive Crossdresser Fucked Hard
    • Femboy Transgirl Dom and Sub
    • Femdom Bitch Boy
    • Bimbo Slut
    • Young Trans Gets Dominated
    • Bdsm Shemale Slaves
    • Secret Sissyboy
    • Trap Domination
    • Turning Cuck Husband Into Faggot
    • Crossboy With Mommy Clothes
    • Sissys Get Blacked
    • Sissy Cock Slave
    • Kinky Tranny
    • Feminization Process
    • Wife Humiliated
    • Crossdressers Hardcore
    • Crossdressing Boys
    • Extreme Transgender
    • Dirty Whore

    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