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 Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos

    Showing results for sissy. Search instead for sisy

    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Sissy Husband
    Sissy Chastity
    Young Sissy
    Sissy Fucked
    Sissy Compilation
    Amateur Sissy
    Sissy Blowjob
    Sissy Slave
    Sissy Cuckold
    Submissive Sissy
    Sissy Gangbang
    Sissy Femdom
    Sissy Faggot
    Sissy Boy
    Sissy Slut
    Sissy Cum
    Best Videos
    By clicking the content you will also see an ad. AD
    Crossdressing superstar visits the site
    06:40
    Crossdressing superstar visits the site
    Pure Ts
    38.5K views
    Sissy: A slut documentary
    08:12
    Sissy: A slut documentary
    Brat Perversions
    27.6K views
    CD cam model gets fucked while working
    08:12
    CD cam model gets fucked while working
    Pure Ts
    34.3K views
    Rented Out by His Mistress
    06:12
    Rented Out by His Mistress
    Pure Ts
    45.4K views
    His Secret Sissy Life
    07:43
    His Secret Sissy Life
    Pure Ts
    1K views
    Dating a mature crossdresser
    08:12
    Dating a mature crossdresser
    Pure Ts
    208K views
    Swallow My Cum
    15:15
    Swallow My Cum
    TSRyley
    239.6K views
    Job interview leads to some intense sex
    08:12
    Job interview leads to some intense sex
    Pure Ts
    138.9K views
    Sissy Dreams 3
    26:07
    Sissy Dreams 3
    1.2M views
    Thick Cock with New Morning Coat
    06:40
    Thick Cock with New Morning Coat
    S Sonitchka
    21.4K views
    All Holes Done
    08:12
    All Holes Done
    Alexalovesit
    3.7K views
    Work Sissy
    06:12
    Work Sissy
    Pure Ts
    1K views
    Amazing Sissy Gurl Natasha Magenta
    14:24
    Amazing Sissy Gurl Natasha Magenta
    1.6M views
    Amateur Latina Fulfills Her Dream
    08:01
    Amateur Latina Fulfills Her Dream
    Pure Ts
    119K views
    Fake Job Interview Bags a Crossdresser
    06:12
    Fake Job Interview Bags a Crossdresser
    Pure Ts
    23.3K views
    Dressed up and Dicked Down
    06:12
    Dressed up and Dicked Down
    Pure Ts
    just added
    Destroying My Sissy Ass with a Black Massive Dildo
    03:23
    Destroying My Sissy Ass with a Black Massive Dildo
    JenniferStarTS
    just added
    Turned into a good girl and used for his pleasure
    08:12
    Turned into a good girl and used for his pleasure
    Pure Ts
    124.3K views
    If You Like My Content, Please Surprise Me by Sending Me a Gift
    01:07
    If You Like My Content, Please Surprise Me by Sending Me a Gift
    Tomas Styl
    just added
    Sissy in White at Home
    02:12
    Sissy in White at Home
    Sisssyl
    just added
    Trans Latina Jerking Big White Cock
    08:12
    Trans Latina Jerking Big White Cock
    Tomas Styl
    just added
    Rented Out by His Mistress
    06:12
    Rented Out by His Mistress
    Pure Ts
    just added
    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
    70.4K views
    Shemale and guy fuck till both cum
    13:31
    Shemale and guy fuck till both cum
    TSLuxylux
    1.8M views
    How to Train Your Sissy Boyfriend
    08:12
    How to Train Your Sissy Boyfriend
    Brat Perversions
    98.1K views
    Ohhh Being Clad in Tight Satin and Nylon Is Heaven for Me
    01:16
    Ohhh Being Clad in Tight Satin and Nylon Is Heaven for Me
    JessicaXD
    just added
    Sissy Maid Is Taught Proper Manners
    06:12
    Sissy Maid Is Taught Proper Manners
    Pure Ts
    5.2K views
    Coming Home to a Perfect Booty
    08:18
    Coming Home to a Perfect Booty
    Pure Ts
    19.8K views
    Watch That Hard Cock Get Soft
    04:24
    Watch That Hard Cock Get Soft
    Tomas Styl
    just added
    Hey love, I woke up horny and recorded for you this video jerking off in cute pajamas, did you like it?
    01:55
    Hey love, I woke up horny and recorded for you this video jerking off in cute pajamas, did you like it?
    EmmaInkTrans
    just added
    Determined to Be in the Feminization Academy
    06:12
    Determined to Be in the Feminization Academy
    Pure Ts
    13.5K views
    Transfixed - Trans Cabaret Boss Brooklyn Gray Can't Resist Fucking the New Singer Ariel Demure
    06:12
    Transfixed - Trans Cabaret Boss Brooklyn Gray Can't Resist Fucking the New Singer Ariel Demure
    Transfixed
    just added
    My Cock Is so Big I Can Hold It with Both Hands
    08:12
    My Cock Is so Big I Can Hold It with Both Hands
    Tomas Styl
    just added
    Sissy CD sucks and is fucked
    08:25
    Sissy CD sucks and is fucked
    1.4M views
    Determined to Be in the Feminization Academy
    06:12
    Determined to Be in the Feminization Academy
    Pure Ts
    just added
    Gorgeous Femboy Goddess Fucking Trans Kelsey Masters - Compilation 6
    20:06
    Gorgeous Femboy Goddess Fucking Trans Kelsey Masters - Compilation 6
    Bailey Wilde
    just added
    Sissy Sevyn Worships Black Word
    08:07
    Sissy Sevyn Worships Black Word
    Black Sword XXX
    21K views
    Hot Couple Fucks Their Submissive Trans Maid
    08:12
    Hot Couple Fucks Their Submissive Trans Maid
    Pure Ts
    70.5K views
    Sissy #2: Becoming A Cock Slut
    15:35
    Sissy #2: Becoming A Cock Slut
    853.6K views
    Stream 17 Nov 2024
    03:21
    Stream 17 Nov 2024
    Kimberly Polizzi
    just added
    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
    65.2K views
    Bad Gurl Is Taught a Lesson
    06:12
    Bad Gurl Is Taught a Lesson
    Pure Ts
    just added
    Bimbo Takes on BBC
    08:34
    Bimbo Takes on BBC
    TSRyley
    108.8K views
    Hot sexy Mistress pegging trans sissy joyce
    01:18
    Hot sexy Mistress pegging trans sissy joyce
    Sissy Joyce
    702.6K views
    Yoga Pants with Swimdress in the Bedroom
    01:08
    Yoga Pants with Swimdress in the Bedroom
    Nylon-Lottchen
    just added
    Shape Wear Pantyhose and Denim
    00:52
    Shape Wear Pantyhose and Denim
    Nylon-Lottchen
    just added
    Fucking Trans Woman in Chastity - Compilation 4
    06:12
    Fucking Trans Woman in Chastity - Compilation 4
    Bailey Wilde
    just added
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 1,062
    • Next

    Searches Related to Sissy

    • Teen Sissy Boy
    • Femboy Fucked
    • Beautiful Crossdresser
    • Secret Sissyboy
    • Hot Femboys
    • Transvestites Sissies
    • First Time Crossdressing for Friend
    • Sissys
    • Crossdressers Fucking
    • Feminine Boys
    • Crossdreser Sex
    • Feminized
    • Feminization Process
    • Femboygirlfriend
    • Pretty Ladyboy
    • Sexy Trap
    • Cross Dressing Faggot
    • Cum in My Ass
    • Shemale Breeding
    • Young Trans Gets Dominated

    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