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
    • 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
    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
    • Sissy
    • Shemale Fucks Girl
    • 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 Deep Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Facial
    Sissy Panties
    German Sissy
    Sissy Transformation
    Sissy Schoolgirl
    Sissy Domination
    Sissy Bukkake
    Sissy POV
    Chastity Sissy
    Sissy Public
    Cute Sissy
    French Sissy
    Sissy Orgasm
    Sissy Spanking
    Sissy Moaning
    Sissy Orgy
    Sissy School
    Sissy Mistress
    Sissy Swallow
    Little Sissy
    Best Videos
    By clicking the content you will also see an ad. AD
    HD Deepthroat, Anal and Cumshots with Trans-slut Melody
    21:48
    HD Deepthroat, Anal and Cumshots with Trans-slut Melody
    Melodyfluffington
    975.8K views
    Femboy Fucks Trans Beauty Deep Bareback
    04:41
    Femboy Fucks Trans Beauty Deep Bareback
    Bailey Wilde
    86.7K views
    Smashed and Breed to the Maxxx
    13:05
    Smashed and Breed to the Maxxx
    Alyson Eclair
    609K views
    CAN YOU DEEPTHROAT This Black Boomerang Balls Deep???
    00:47
    CAN YOU DEEPTHROAT This Black Boomerang Balls Deep???
    70.5K 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
    Top shemale fucks her young boyfriend in doggy style making his drop his jizz
    06:40
    Top shemale fucks her young boyfriend in doggy style making his drop his jizz
    Pixie Maverick
    159.1K views
    Sexgodpicasso Fucks Chicago Tranny Ashleycreamssss Missionary
    11:25
    Sexgodpicasso Fucks Chicago Tranny Ashleycreamssss Missionary
    SexGodPicasso
    240.1K views
    Trans Slut Fits Two Huge Dicks, Balls Deep in Her Holes at the Same Time
    10:02
    Trans Slut Fits Two Huge Dicks, Balls Deep in Her Holes at the Same Time
    MJ
    18.3K 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
    Maxime horns
    155.1K views
    heather taken hard and deep by BBC
    04:30
    heather taken hard and deep by BBC
    155.4K views
    Teen sissy slut loves cum
    08:12
    Teen sissy slut loves cum
    Pure Ts
    81.2K views
    Sarina Havok and Haven Rose Dive Deep Into Bimbo Bliss, Sucking, Fucking, and Cumming Until Their Minds Are Gone.
    08:12
    Sarina Havok and Haven Rose Dive Deep Into Bimbo Bliss, Sucking, Fucking, and Cumming Until Their Minds Are Gone.
    Trans Roommates
    33.6K views
    Deepthroat, Rimjobs and Her Cum as Lube
    01:42
    Deepthroat, Rimjobs and Her Cum as Lube
    Melodyfluffington
    304.3K views
    Tranny with chastity cage fucked deep
    02:28
    Tranny with chastity cage fucked deep
    LittleVixenSlut
    24.1K views
    Gorgeous T-girl Get's Her Asshole Destroyed - A2M, Creampie
    01:30
    Gorgeous T-girl Get's Her Asshole Destroyed - A2M, Creampie
    Melodyfluffington
    699.5K views
    Pervy Stepdad Cums Deep in Femboy Stepson
    06:12
    Pervy Stepdad Cums Deep in Femboy Stepson
    mothplayboy
    8K views
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.3M views
    Sexy BBC fucks my sissy pussy deep 2
    00:38
    Sexy BBC fucks my sissy pussy deep 2
    344.9K views
    CD Sissy Deepthroating BBC
    06:03
    CD Sissy Deepthroating BBC
    1M views
    training my sissy girl to take step daddys massive cock slow deep
    25:48
    training my sissy girl to take step daddys massive cock slow deep
    243.1K views
    Sloppy Sissy Facefucking, Deepthroat and Huge Facial!
    10:07
    Sloppy Sissy Facefucking, Deepthroat and Huge Facial!
    Melodyfluffington
    172.2K views
    Extremly deep anal fuck throught Tunnel Plug open Hole gape
    09:48
    Extremly deep anal fuck throught Tunnel Plug open Hole gape
    Davine
    130K views
    Many crossdressers fucked scrnrs
    01:09:02
    Many crossdressers fucked scrnrs
    1.4M views
    Big Tits Asian American sissy tranny trap cum dump throat fuck anal doggie bareback creampie gape from massive cock sleeve p2
    31:43
    Big Tits Asian American sissy tranny trap cum dump throat fuck anal doggie bareback creampie gape from massive cock sleeve p2
    DaddyandLexa
    124.8K views
    Blowjobs and Buttsex with trans beauty
    24:18
    Blowjobs and Buttsex with trans beauty
    Melodyfluffington
    466K views
    Anal Fisting Compilation 1 Sissy TS CD
    03:25
    Anal Fisting Compilation 1 Sissy TS CD
    _Sissy
    10.6K views
    I’m still learning how to suck a dick, he’s my first and he’s huge.
    05:43
    I’m still learning how to suck a dick, he’s my first and he’s huge.
    Calm
    82K views
    TS whore takes cock deep
    02:31
    TS whore takes cock deep
    LittleVixenSlut
    9.7K views
    Rented Out by His Mistress
    06:12
    Rented Out by His Mistress
    Pure Ts
    64K views
    Just a horny day and sissy driving huge toys in her pussy, double penetration, fisting
    01:22:28
    Just a horny day and sissy driving huge toys in her pussy, double penetration, fisting
    Ylvis88
    161.4K views
    Lena Vesper Gets Fisted & Milked by MILF Bane Jane
    01:11
    Lena Vesper Gets Fisted & Milked by MILF Bane Jane
    Snake_0rgy
    150.5K views
    Stepdaddies Little Chastity Slut - Fucking Machine Cumshot
    06:54
    Stepdaddies Little Chastity Slut - Fucking Machine Cumshot
    Jessica Bloom
    5.5K views
    TGirl Ria Bentley Gets TAKEN RAW By 9 Full Inches BBC POV
    07:05
    TGirl Ria Bentley Gets TAKEN RAW By 9 Full Inches BBC POV
    Ria_Bentley
    322.6K views
    Sissy CD Slut Gets Holes Tested and Deep Breeding
    07:08
    Sissy CD Slut Gets Holes Tested and Deep Breeding
    Mistress Jodie May
    26.8K views
    Trans Porn Nbnabunny Brunette Vixen Getting Double Creampie by a Huge Uncut Cock, Precum and Moaning
    05:46
    Trans Porn Nbnabunny Brunette Vixen Getting Double Creampie by a Huge Uncut Cock, Precum and Moaning
    nbnabunny
    1.5M views
    Sissy slut deep throat and cock riding
    05:38
    Sissy slut deep throat and cock riding
    Ashley Roze
    171.5K views
    Sucking some dudes cock while my boyfriend is at work
    05:18
    Sucking some dudes cock while my boyfriend is at work
    JsseMontz
    566.2K views
    I wanna feel your cock way deep in the back of my guts
    17:18
    I wanna feel your cock way deep in the back of my guts
    missangell_
    179.3K views
    Sissy crossdress anal slut gets thick uncut dick bare in her little ass
    53:14
    Sissy crossdress anal slut gets thick uncut dick bare in her little ass
    Tgirl Riley
    152.9K views
    BBC Fucking Machine Makes Sissy Cum Hard in Chastity!
    06:47
    BBC Fucking Machine Makes Sissy Cum Hard in Chastity!
    Jessica Bloom
    5K views
    POV - Trying on my new BIG BLACK TORSO
    07:57
    POV - Trying on my new BIG BLACK TORSO
    MarilyDaniela
    179.7K views
    Sissy trans slut gets pounded balls deep in the ass by a BBC
    00:49
    Sissy trans slut gets pounded balls deep in the ass by a BBC
    281.7K views
    A Pretty Blonde Femboy Fucked in the Kitchen by a Black Guy
    13:45
    A Pretty Blonde Femboy Fucked in the Kitchen by a Black Guy
    Trans and Co
    286.2K views
    16" BBC vs Sissy Slut Jessica Bloom Balls Deep
    07:55
    16" BBC vs Sissy Slut Jessica Bloom Balls Deep
    Jessica Bloom
    15.2K views
    Jessica sissy slut blowjobs bbc daddy in pov
    26:25
    Jessica sissy slut blowjobs bbc daddy in pov
    594K views
    This 17 inches deep in my stomach
    01:47
    This 17 inches deep in my stomach
    WrenGetsWrecked
    85K views
    Lola Sissification 2 Part 1 - G018
    07:29
    Lola Sissification 2 Part 1 - G018
    Lola Femme
    709.1K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Deep

    • Sick Twisted Mind
    • Bent Over Anal
    • Sissy Femboy
    • Asshole Stretching
    • Aggressive
    • From Below
    • Crossdresser Fucked Like Girl
    • Sissygurl Fe Fe
    • Bubble Butt Bareback
    • Sexy Femboys
    • Censored
    • Petite Reverse Cowgirl
    • Ladyboy Creampied
    • Arched Back
    • Please Cum Inside Me
    • All the Way Through
    • Trap Pounded
    • Trannys Dungeon
    • Huge Load Creampie
    • Slutty Nasty Crossdressing Gurl

    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