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
    • Creampie
    • Bareback
    • Cumshot
    • Homemade
    • Mature
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissy Deep Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Deep
    Sissy Deep Throat
    Deep Anal Sissy
    Fuck Sissy Deep
    Sissy Deep Throat Training
    Crossdresser Sissy BBC Deep Throat
    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
    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 Deep Meditation
    01:23:26
    sissy Deep Meditation
    101.9K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.3M views
    POV Sissy Deep Throat and Cum Eat Humiliation Domination Striptease While Sucking
    01:10
    POV Sissy Deep Throat and Cum Eat Humiliation Domination Striptease While Sucking
    Disciplinater
    10K 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
    Sissy Deep Throat Princess Exposed Handsfree Cum
    07:28
    Sissy Deep Throat Princess Exposed Handsfree Cum
    Sissy Jessica
    4.5K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.1M views
    Sissy deep meditation
    01:23:26
    Sissy deep meditation
    47.1K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    737.5K views
    Sissy deep anal penetration
    27:19
    Sissy deep anal penetration
    Natasha Sparklez
    11.8K views
    I turned my straight roommate intro trans wife
    05:20
    I turned my straight roommate intro trans wife
    CutePinkUnicorn
    473K views
    Sissy Deep Anal Dildo and Cum
    03:07
    Sissy Deep Anal Dildo and Cum
    Alinatgirl
    904 views
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    1.8M views
    Sissy Deep Anal and Self Fisting
    16:30
    Sissy Deep Anal and Self Fisting
    Alinatgirl
    770 views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    Sissy Deep Cleaning
    11:17
    Sissy Deep Cleaning
    g geraldinelonginlove
    15.5K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Young masked Sissy deep throats and fucks her dildo
    08:06
    Young masked Sissy deep throats and fucks her dildo
    Jara Sissy
    3.5K views
    Gangbang and double anal for a slutty trans
    01:00:27
    Gangbang and double anal for a slutty trans
    parisjango
    1.9M views
    Sissy deep throating BBC dildo
    03:26
    Sissy deep throating BBC dildo
    22.6K views
    You Are Just a Hole - Variety Itsol
    10:46
    You Are Just a Hole - Variety Itsol
    Rodrigo Amor
    1.8M views
    SISSY DEEP THROAT  !!!
    00:48
    SISSY DEEP THROAT !!!
    9.8K 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
    Cutest Sissy deep throat training - 6824789
    06:03
    Cutest Sissy deep throat training - 6824789
    14.8K views
    TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
    09:05
    TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
    Adam Castle
    353.6K views
    Fuck your Sissy Deep
    00:51
    Fuck your Sissy Deep
    Cditalia
    14.3K views
    BBC Two Huge Cocks for Tight Little European Trans Ass
    08:12
    BBC Two Huge Cocks for Tight Little European Trans Ass
    Trans and Co
    237.6K views
    exposed for you : anal sissy deep dildo ass lips anal cunt
    00:38
    exposed for you : anal sissy deep dildo ass lips anal cunt
    5.4K views
    Never Expecting to Be a Sexy Girl
    08:12
    Never Expecting to Be a Sexy Girl
    Pure Ts
    457K views
    Sissy deep anal training
    05:44
    Sissy deep anal training
    Pamela Rico
    3.7K views
    BBC Fucks a Slutty Crossdresser Without Limits
    32:44
    BBC Fucks a Slutty Crossdresser Without Limits
    Trans and Co
    367.4K views
    Sissy Deep Throat Training
    04:18
    Sissy Deep Throat Training
    44.7K views
    Submissive Sissy crossdresser fucked by BBC - she is a bitch4
    09:55
    Submissive Sissy crossdresser fucked by BBC - she is a bitch4
    Rozebella
    649.2K views
    Drilling My White Sissy..deep
    02:25
    Drilling My White Sissy..deep
    14.7K views
    A guide to sissication: Beginner - Am I a sissy?
    23:32
    A guide to sissication: Beginner - Am I a sissy?
    736.2K views
    High Heel Sissy deep anal bulge
    16:42
    High Heel Sissy deep anal bulge
    9.7K views
    Sissy CD sucks and is fucked
    08:25
    Sissy CD sucks and is fucked
    1.4M views
    Valeria sissy deep toy
    00:26
    Valeria sissy deep toy
    1.4K views
    Anal Domination: Double Penetration Big Cock for French Trans
    01:00:27
    Anal Domination: Double Penetration Big Cock for French Trans
    Trans and Co
    562.8K views
    SISSY DEEP THROATS AND FUCKS DILDO
    16:53
    SISSY DEEP THROATS AND FUCKS DILDO
    1.6K views
    Shemale Anatomy
    03:06
    Shemale Anatomy
    2.8M views
    Jessy Takes Mreasydeck's BBC Deep and Hard
    08:12
    Jessy Takes Mreasydeck's BBC Deep and Hard
    Jessy Reed
    539.5K views
    Sissy Femboy Fucked From Behind
    05:20
    Sissy Femboy Fucked From Behind
    2.7M views
    Beautiful Trans Girl Gaped by Huge Cock in Farm Compilation - ASMR
    16:54
    Beautiful Trans Girl Gaped by Huge Cock in Farm Compilation - ASMR
    Ai Babes
    87.9K 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
    570.7K views
    Stepnephew wanted to use Aunry deep throat
    07:12
    Stepnephew wanted to use Aunry deep throat
    BigBootyThickums
    61.2K views
    sugar Cravsitt Presents: BBC 3
    58:34
    sugar Cravsitt Presents: BBC 3
    2.3M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Deep

    • Daddy Fucking Sissy Femboy
    • Submissive Crossdresser Fucked Hard
    • Crossdressing Daddies
    • Sissypink Boy
    • Crossdressers Hardcore
    • Secret Sissyboy
    • Traps Femboys and Sissys
    • Deep Missionary Creampie
    • Extreme Homemade
    • Trap Fuck Tumblr
    • Wide Open Ass
    • Cross Dresser Cum
    • Sissy Femboy
    • Brutal BBC Fucks CD
    • Breeding Cds From the Top Position
    • Made to Crossdress
    • Chastity Cuck
    • Crossy Bottom
    • Boys Wearing High Heels
    • Rough Anal Sex

    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