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
    • 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 Guide Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Guide
    Sissy Guide How Suck Cock Instructions
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Sissy BBC
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Blowjob
    Sissy Slave
    Sissy Gangbang
    Amateur Sissy
    Sissy Cuckold
    Sissy Femdom
    Sissy Slut
    Sissy Boy
    Sissy Faggot
    Best Videos
    By clicking the content you will also see an ad. AD
    Jenny, a Pretty French Trans, Gets Fucked in the Ass by a Big Black Cock
    31:16
    Jenny, a Pretty French Trans, Gets Fucked in the Ass by a Big Black Cock
    Trans and Co
    444.6K views
    Sissy Slut Motel
    58:39
    Sissy Slut Motel
    727K views
    EAT SHEMALE CUM CEI TRAINER
    11:13
    EAT SHEMALE CUM CEI TRAINER
    671.2K views
    Gorgeous Alt Trans-girl Suck and Fucks
    12:24
    Gorgeous Alt Trans-girl Suck and Fucks
    Melodyfluffington
    192.7K views
    German anal tranny date outdoor on holiday in Mallorca
    17:26
    German anal tranny date outdoor on holiday in Mallorca
    EroCom
    456.6K views
    Trans Slut With Big Ass Gets Fucked By Trans Beauty - prettyboi2000x
    20:30
    Trans Slut With Big Ass Gets Fucked By Trans Beauty - prettyboi2000x
    Prettyboi2000x
    94.4K views
    Ai Gerou Femboyzinha Linda Masturbating the Ass of a Naughty Girl
    01:25
    Ai Gerou Femboyzinha Linda Masturbating the Ass of a Naughty Girl
    NumbCroft
    72.3K views
    Turning a straight man into a passive little whore by passionately fucking him with my big cock
    06:15
    Turning a straight man into a passive little whore by passionately fucking him with my big cock
    DotadaSP
    1.4M views
    Sissy Joyce - A real life sissy slave
    01:16
    Sissy Joyce - A real life sissy slave
    Sissy Joyce
    691.4K views
    A White Boys Purpose
    23:50
    A White Boys Purpose
    Kimberhaven
    603.2K views
    Daddy's little sissy slut
    08:34
    Daddy's little sissy slut
    942.6K views
    mature crossdresser enjoys her big dick alpha
    08:12
    mature crossdresser enjoys her big dick alpha
    Pure Ts
    229K views
    Sissy: A slut documentary
    08:12
    Sissy: A slut documentary
    Brat Perversions
    34.7K views
    My Moans, My Pulse, My Climax, Better with Headphones
    06:14
    My Moans, My Pulse, My Climax, Better with Headphones
    Lavala
    104.9K views
    Kinkyist Sissy Compilation
    06:57
    Kinkyist Sissy Compilation
    504.3K views
    Fuck Us Both Billy
    08:12
    Fuck Us Both Billy
    TSRyley
    97.2K views
    Mrs Lovings Sissy Training
    10:13
    Mrs Lovings Sissy Training
    2.3M views
    Ts Teen Tranny Gets Fucked Raw BareBack By BBC
    22:06
    Ts Teen Tranny Gets Fucked Raw BareBack By BBC
    SexGodPicasso
    1.1M views
    Fucking in all positions
    05:15
    Fucking in all positions
    Celine LAFFITE
    101.9K views
    The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
    02:55
    The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
    XiangYan
    314.3K views

    Relevant Short videos

    1st time in Denmark and just arrived, my tranny girl begged me to stop my guided tour around Copenhagen as my pussy was missed.
    1st time in Denmark and just arrived, my tranny girl begged me to stop my guided tour around Copenhagen as my pussy was missed.
    Pinky Love TS
    2K views
    Transfixed - Sexy Korra Del Rio Guides Nervous Kate Zoha Into Steamy Sex at Her First Photoshoot
    Transfixed - Sexy Korra Del Rio Guides Nervous Kate Zoha Into Steamy Sex at Her First Photoshoot
    Transfixed
    1.3K views
    Emotional moment from "Shemale Trans Ellyn in Guided Punette with Enjoyed Gust"
    Emotional moment from "Shemale Trans Ellyn in Guided Punette with Enjoyed Gust"
    Shemale Ellyn Trans
    1.3K views
    Must-share moment from "Shemale Trans Ellyn in Guided Punette with Enjoyed Gust"
    Must-share moment from "Shemale Trans Ellyn in Guided Punette with Enjoyed Gust"
    Shemale Ellyn Trans
    950 views
    Spectacular moment from "Shemale Trans Ellyn in Guided Punette with Enjoyed Gust"
    Spectacular moment from "Shemale Trans Ellyn in Guided Punette with Enjoyed Gust"
    Shemale Ellyn Trans
    797 views
    Lara Croft Helping You Cum - Guided Handjob
    Lara Croft Helping You Cum - Guided Handjob
    NumbCroft
    261 views
    Sex Chair
    03:06
    Sex Chair
    XiangYan
    65.6K views
    2 sissies suck cock
    07:03
    2 sissies suck cock
    1.2M views
    Sissy Compilation
    26:22
    Sissy Compilation
    1.6M views
    Ria Bentley's Tgirl Roommates Filthy Fuck Extravaganza
    08:12
    Ria Bentley's Tgirl Roommates Filthy Fuck Extravaganza
    Ria_Bentley
    318.9K views
    Tgirl Fucks an Horny Latina Slut!
    21:42
    Tgirl Fucks an Horny Latina Slut!
    Leyne Rodriguez
    137.9K views
    SexGodPicasso VonMadeHaNut Fucks Detroit Teen Tranny Ts GiiveG
    05:13
    SexGodPicasso VonMadeHaNut Fucks Detroit Teen Tranny Ts GiiveG
    SexGodPicasso
    525.6K views
    CD Sissy Deepthroating BBC
    06:03
    CD Sissy Deepthroating BBC
    1M views
    Sissy pig gets abused
    02:45
    Sissy pig gets abused
    887.5K views
    Sissy Slut Sucks Cock For Huge Load of Cum Twice in a Row - Jessica Bloom
    08:41
    Sissy Slut Sucks Cock For Huge Load of Cum Twice in a Row - Jessica Bloom
    Jessica Bloom
    46.7K views
    Moaning heaps while He came so deep inside me nothing comes
    02:56
    Moaning heaps while He came so deep inside me nothing comes
    Littlemapleberry
    1.6M views
    Riding my dildo and dripping like a good girl!
    02:53
    Riding my dildo and dripping like a good girl!
    Starlightfemboy
    40K views
    Black Sissy Cuck fucked by the Wife's White BWC Bull Lover
    10:42
    Black Sissy Cuck fucked by the Wife's White BWC Bull Lover
    Fiona Fortune
    113.4K views
    Transgirl sucks, gets whipped and fucked
    08:30
    Transgirl sucks, gets whipped and fucked
    TSLuxylux
    746.4K views
    Slut femboy hardcore sex anal humiliation
    11:18
    Slut femboy hardcore sex anal humiliation
    Smoker Master
    1.8M views
    Big Dick Hot Cumshot Compilation 2 - alizevert
    05:09
    Big Dick Hot Cumshot Compilation 2 - alizevert
    alizevert
    2M views
    Extreme Cock for Sissy Hole!!
    05:24
    Extreme Cock for Sissy Hole!!
    Lola Spais
    280.4K views
    TS TRAP SISSY DATE HIKE
    06:16
    TS TRAP SISSY DATE HIKE
    1.3M views
    Sissy Slut Submits For Daddy
    06:53
    Sissy Slut Submits For Daddy
    Third sex XXX
    1.2M views
    Horny femboy big ass takes bbc cum eating
    12:56
    Horny femboy big ass takes bbc cum eating
    Smoker Master
    571.4K views
    GROOBY-ARCHIVES: Avery Angel is Packing HEAT
    03:11
    GROOBY-ARCHIVES: Avery Angel is Packing HEAT
    Grooby Archives
    906.7K views
    Sissy hooker head
    07:08
    Sissy hooker head
    540.2K views
    Sissy BBC Fantasy
    11:38
    Sissy BBC Fantasy
    325.1K views
    Sissy crossdresser Karla Lynn services thick white cock.
    22:23
    Sissy crossdresser Karla Lynn services thick white cock.
    578K views
    Young tranny fucking guys ass bareback
    04:45
    Young tranny fucking guys ass bareback
    Trinit Noir
    59.2K views
    Princesskitti3 Gets Caught Using Fuck Machine and Fucked Instead by Gwen_nova
    20:02
    Princesskitti3 Gets Caught Using Fuck Machine and Fucked Instead by Gwen_nova
    PrincessKitti3
    174.4K views
    She's Going to Get Her Ass Fucked in the Kitchen
    04:57
    She's Going to Get Her Ass Fucked in the Kitchen
    Emmy Angeles
    317.8K views
    BBC SISSY MIND INFECTION
    03:17
    BBC SISSY MIND INFECTION
    1.1M views
    • Back
    • 1
    • ...
    • 6
    • 7
    • 8
    • 9
    • 10
    • ...
    • 80
    • Next

    Searches Related to Sissy Guide

    • Crossdresser Story
    • Transvestites Movies
    • Sissynikki
    • Sex Stories
    • Slave-Of-Mistress
    • Nasty Tranny Cum Whore
    • Push Back
    • Femboy Bullied
    • Sissyalicia
    • Stepsister XXX
    • Destroyed
    • Girlcock Brainwashing
    • Sexx Videos
    • Sissy-Virgin
    • Cruel Mistress
    • Please Fuck Me
    • Filthy British Couple
    • Xxxxx Voice
    • Sissyfreya
    • Ebony Tgirls Hardcore
    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