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
    Dating
    Subscriptions
    • Upload
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!
    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
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissy Jaymee Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Cum
    Sissy Creampie
    Sissy Humiliation
    Sissy Anal
    Sissy Caption
    Sissy Bondage
    Sissy Trainer
    Transvestites Sissies
    Asian Sissy
    Homemade Sissy
    Sissy JOI
    Sissy BDSM
    Sissy Daddy
    Sissy Pegging
    Sissy Femboy
    Black Sissy
    Russian Sissy
    Sissy Maker
    Sissy Dildo
    Mature Sissy
    Best Videos
    By clicking the content you will also see an ad. AD
    Anal Domination: Double Penetration Big Cock for French Trans
    01:00:27
    Anal Domination: Double Penetration Big Cock for French Trans
    Trans and Co
    597.7K views
    Crossdressing superstar visits the site
    06:40
    Crossdressing superstar visits the site
    Pure Ts
    59.8K views
    Rented Out by His Mistress
    06:12
    Rented Out by His Mistress
    Pure Ts
    62.9K views
    Sloppy blowjob and intense penetration with a FRENCH trans goddess
    08:36
    Sloppy blowjob and intense penetration with a FRENCH trans goddess
    Maxime horns
    152.6K views
    Bimbo Takes on BBC
    08:34
    Bimbo Takes on BBC
    TSRyley
    134.2K views
    Submissive Sissy crossdresser fucked by BBC - she is a bitch4
    09:55
    Submissive Sissy crossdresser fucked by BBC - she is a bitch4
    Rozebella
    694.2K views
    Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
    07:14
    Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
    Jessica Bloom
    79.3K views
    Rock Hard Cock Released
    04:40
    Rock Hard Cock Released
    Melany
    115.6K views
    I ended up in this sissy hole. I love fucking and sucking a big dick and showing them what a real blowjob part4
    05:59
    I ended up in this sissy hole. I love fucking and sucking a big dick and showing them what a real blowjob part4
    Rozebella
    159.6K 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
    152.8K views
    First date with a pretty French trans girl, she sucks me and swallows in the kitchen.
    10:46
    First date with a pretty French trans girl, she sucks me and swallows in the kitchen.
    Kern Ostrova
    607.1K views
    dominant stepmom helps out her sissy slave
    05:59
    dominant stepmom helps out her sissy slave
    Pure Ts
    370.3K 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
    124.4K views
    Never Expecting to Be a Sexy Girl
    08:12
    Never Expecting to Be a Sexy Girl
    Pure Ts
    474.1K views
    Samantha Sass & Tenn Strokes
    08:12
    Samantha Sass & Tenn Strokes
    Pretty She Stick
    66.8K views
    I fuck my roommate and fills my butthole full of cum while i'm in chastity
    05:45
    I fuck my roommate and fills my butthole full of cum while i'm in chastity
    missangell_
    671.5K views
    Sissy Really Pleasure with BBC
    03:57
    Sissy Really Pleasure with BBC
    2.4M views
    Her ass can fit all my big black cock so good
    06:21
    Her ass can fit all my big black cock so good
    MrNastyXavier
    1.8M views
    Sissy Swap Tales Schoolgirl Sissies 1
    10:24
    Sissy Swap Tales Schoolgirl Sissies 1
    1.1M views
    Horny tranny housewife rough ass fuck
    06:43
    Horny tranny housewife rough ass fuck
    TS Playground
    175.9K views
    TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
    09:05
    TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
    Adam Castle
    372.9K views

    Relevant Short videos

    Trans Jaymee Castles Worships Cock for Facial
    Trans Jaymee Castles Worships Cock for Facial
    Trans Roommates
    2.1K views
    Jaymee and Ahanu Share Instant Chemistry with Passionate Kisses, Mutual Strokes, and Intense Oral That Drives Them Wild!
    Jaymee and Ahanu Share Instant Chemistry with Passionate Kisses, Mutual Strokes, and Intense Oral That Drives Them Wild!
    Trans Daylight
    560 views
    Cumming hard with butthole twitching
    Cumming hard with butthole twitching
    Zoeqt
    189K views
    cumming like crazy
    cumming like crazy
    boobyb0y
    252.6K views
    Daddy fucked her sissy hard
    Daddy fucked her sissy hard
    Sebnem
    210.8K views
    Surprise Cumshot
    Surprise Cumshot
    Zoeqt
    284.6K views
    You Want BBC Sissy
    30:17
    You Want BBC Sissy
    1.1M views
    Your little bitch wants hot cum inside her tight and dirty asshole
    06:50
    Your little bitch wants hot cum inside her tight and dirty asshole
    missangell_
    763.3K views
    Bareback Creampie by The Triabl Chief onlyfans alexiakessek1
    01:28
    Bareback Creampie by The Triabl Chief onlyfans alexiakessek1
    TsAlexiaDream
    139.4K views
    Trans Girl Fucked Deep and Hard by Hung Stud Andre on an Intense 8-Minute Raw Ride
    08:25
    Trans Girl Fucked Deep and Hard by Hung Stud Andre on an Intense 8-Minute Raw Ride
    Gray Perrier
    213.9K views
    Jessy Takes Mreasydeck's BBC Deep and Hard
    08:12
    Jessy Takes Mreasydeck's BBC Deep and Hard
    Jessy Reed
    556.2K views
    I get a facial and I make a facial car 😋
    15:05
    I get a facial and I make a facial car 😋
    Piou_Sissy
    176.5K views
    Big Dick Hot Cumshot Compilation 3 - alizevert
    05:10
    Big Dick Hot Cumshot Compilation 3 - alizevert
    alizevert
    4.9M views
    Cum feeding for sissy boys
    04:40
    Cum feeding for sissy boys
    1.9M views
    Sucking His BBC
    08:55
    Sucking His BBC
    Tsdanisantos1
    256.1K views
    Naughty college girl anal sex
    44:26
    Naughty college girl anal sex
    MundoAmador_
    148.9K views
    Ingles
    08:03
    Ingles
    Tsdanisantos1
    567.4K views
    A guide to sissication: Beginner - Am I a sissy?
    23:32
    A guide to sissication: Beginner - Am I a sissy?
    749.2K views
    My Neighbor Fuck Me in Bedroom
    08:12
    My Neighbor Fuck Me in Bedroom
    Emmy Angeles
    335.3K views
    shemale dresses sissy to fuck
    16:14
    shemale dresses sissy to fuck
    2.1M views
    BBC Fucks a Slutty Crossdresser Without Limits
    32:44
    BBC Fucks a Slutty Crossdresser Without Limits
    Trans and Co
    383.6K views
    How to Train Your Sissy Boyfriend
    08:12
    How to Train Your Sissy Boyfriend
    Brat Perversions
    111.7K views
    Daddy Milks Trans Girl Prostate
    05:06
    Daddy Milks Trans Girl Prostate
    Gray Perrier
    332K views
    Ejaculation collection. Look at me masturbating a lot
    07:54
    Ejaculation collection. Look at me masturbating a lot
    harucoco
    223.9K views
    Roomie likes to fuck my ass til he fill it with cum
    05:59
    Roomie likes to fuck my ass til he fill it with cum
    missangell_
    750.6K views
    Fucking on the last day of summer, in a cornfield
    03:39
    Fucking on the last day of summer, in a cornfield
    vika_sissy
    364.2K views
    Sissy explodes riding bbc
    01:01
    Sissy explodes riding bbc
    988.8K views
    Amateur Sissy Crossdresser Swallow Compilation
    41:18
    Amateur Sissy Crossdresser Swallow Compilation
    2.2M views
    Thug BBC breeds slutty British femboy trap compilation- Maskedloki9 x Nunicult
    12:47
    Thug BBC breeds slutty British femboy trap compilation- Maskedloki9 x Nunicult
    Maskedloki9
    1.3M 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 Boy Has Prostate Orgasm
    00:46
    Sissy Boy Has Prostate Orgasm
    5M views
    On My Knees and They Fill My Mouth with Lots of Milk
    14:18
    On My Knees and They Fill My Mouth with Lots of Milk
    Valera Toro
    500.7K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Jaymee

    • Ts Cadence Caliber
    • Dirty Talking Femboy
    • Submissive Transvestite Training
    • 18 Trans XXX
    • Gay sissyboy Leaked
    • Lovers of Transexual 01
    • Crossdresser Babydoll Nighty
    • Bangkok Ladyboys Dressed Amp Nude
    • Chastity Sissygasm
    • Anal Orgasm Compilation Bisexual
    • Transsexual Grandma
    • Brazzers Stepmom
    • Amateur Crossdress
    • Crossdressers Wearing Fake Boobs
    • Ladyboy Swallows Cum Compilations
    • Dress Like a Girl
    • Amanda Coxxs
    • Another Visit Mrs Wanda Nylon
    • Granny BDSM Torture
    • Transgender Bimbo Porn

    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