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 Shame Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Stephanie Page (Shame)
    Subscribe
    83
    Sissy
    Shame
    Sissy Walk of Shame
    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
    Sissy Gangbang
    Submissive Sissy
    Sissy Femdom
    Sissy Boy
    Best Videos
    By clicking the content you will also see an ad. AD
    My wife told me to play this
    11:13
    My wife told me to play this
    953.3K views
    Sissy MariaStephanie strips from lady to slut,begged my ex to cuckold me,now I am her degraded bimbo,Shame me!
    03:04
    Sissy MariaStephanie strips from lady to slut,begged my ex to cuckold me,now I am her degraded bimbo,Shame me!
    Maria Stephanie
    3K views
    Teaching a Fag his place
    13:47
    Teaching a Fag his place
    Kimberhaven
    809.8K views
    Sissy Guilt & Shame Podcast
    15:17
    Sissy Guilt & Shame Podcast
    11.9K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Old Man Masturbates Without A Shame in Food Store & Asking Panties From Sissy Rosie
    05:22
    Old Man Masturbates Without A Shame in Food Store & Asking Panties From Sissy Rosie
    Asura
    3.4K views
    EAT SHEMALE CUM HYPNO CEI TRAINER PART 3
    36:39
    EAT SHEMALE CUM HYPNO CEI TRAINER PART 3
    1.7M views
    Shemale slut loves to get on all fours for shameful men and fuck her like the slut she is
    06:15
    Shemale slut loves to get on all fours for shameful men and fuck her like the slut she is
    Kelynxxx
    9.1K views
    Daddy's Good Girl!
    08:12
    Daddy's Good Girl!
    Pure Ts
    901.5K views
    Horny CD is outdoors such a sissy wearing heels and Mini skirt in public. no shame at all
    13:22
    Horny CD is outdoors such a sissy wearing heels and Mini skirt in public. no shame at all
    JonasBen
    6.4K views
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.2M views
    Sissy MariaStephanie public pissing task of shame.
    01:13
    Sissy MariaStephanie public pissing task of shame.
    Maria Stephanie
    1.5K views
    My Friend Didn't Know He Was Into Dicks
    07:32
    My Friend Didn't Know He Was Into Dicks
    Medi Voi
    505.4K views
    All sugar, no shame
    07:56
    All sugar, no shame
    Crossdresserkitty
    1.2K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    Short dress, no shame
    07:03
    Short dress, no shame
    Crossdresserkitty
    1.2K views
    dominant stepmom helps out her sissy slave
    05:59
    dominant stepmom helps out her sissy slave
    Pure Ts
    352.8K views
    See shameful hiro1
    01:13
    See shameful hiro1
    58.9K views
    Cum eating instructions hung tgirl eats her own cum to show you how it's done, humiliation feminization JOI
    13:19
    Cum eating instructions hung tgirl eats her own cum to show you how it's done, humiliation feminization JOI
    Holly unt
    70.9K views
    What a shame that this guy couldn't fuck his girlfriend because his cock didn't work
    09:46
    What a shame that this guy couldn't fuck his girlfriend because his cock didn't work
    Dessietsa
    136.8K views
    Humiliating Date Story by a Pathetic Piggy
    14:11
    Humiliating Date Story by a Pathetic Piggy
    JessicaLynn15
    16.1K views
    Italy Without Shame
    38:20
    Italy Without Shame
    Shemale World
    14.5K views
    Loser Boyfriend Gets Feminized and Fucked
    08:12
    Loser Boyfriend Gets Feminized and Fucked
    Pure Ts
    284.4K views
    Devil Tgirl SUccubi ASMR HYpno TRAINING SHAME EDITION
    22:29
    Devil Tgirl SUccubi ASMR HYpno TRAINING SHAME EDITION
    31.8K views
    Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
    44:10
    Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
    alinanightsky
    224.3K views
    BOBSTGIRLS: Zuzu's Kink Shame
    03:11
    BOBSTGIRLS: Zuzu's Kink Shame
    Bobs TGirls
    9.8K views
    EAT SHEMALE CUM CEI TRAINER PART 2
    35:45
    EAT SHEMALE CUM CEI TRAINER PART 2
    513.7K views
    What a Shame That This Guy Couldn't Fuck His Girlfriend Because His Cock Didn't Work
    05:27
    What a Shame That This Guy Couldn't Fuck His Girlfriend Because His Cock Didn't Work
    Dessietsa
    850 views
    SissyFace Sissy Captions Hypno Compilation
    11:18
    SissyFace Sissy Captions Hypno Compilation
    520.8K views
    Amateur Cutie Redhead TS Bareback Walk of Shame
    07:43
    Amateur Cutie Redhead TS Bareback Walk of Shame
    9.9K 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
    Filthy Ass Twink, No shame at all
    05:55
    Filthy Ass Twink, No shame at all
    50K views
    Male to female gender transformation smoking whore
    16:00
    Male to female gender transformation smoking whore
    684.1K views
    Slut walks out of the woods after huge facial walk of shame
    01:12
    Slut walks out of the woods after huge facial walk of shame
    13.5K views
    Sissy #2: Becoming A Cock Slut
    15:35
    Sissy #2: Becoming A Cock Slut
    858K views
    Skinny Asian shame with small tits gets fucked doggystyle in
    07:18
    Skinny Asian shame with small tits gets fucked doggystyle in
    Extreme Ladyboys
    8.9K views
    Swallow My Cum
    15:15
    Swallow My Cum
    TSRyley
    240.6K views
    Shameful videos  of Jyosoukofujiko
    08:52
    Shameful videos of Jyosoukofujiko
    61.5K views
    Persuaded into a Shemale Relationship - Part 2
    09:57
    Persuaded into a Shemale Relationship - Part 2
    1.2M views
    Jyosoukofujiko is tied,was shamed by Vibe
    15:34
    Jyosoukofujiko is tied,was shamed by Vibe
    29.7K views
    How to Train Your Sissy Boyfriend
    08:12
    How to Train Your Sissy Boyfriend
    Brat Perversions
    103.6K views
    The shameful enema animation 2 of fujiko
    07:46
    The shameful enema animation 2 of fujiko
    182.5K views
    Girl forgot to tell her Tinder date that she’s Trans
    07:22
    Girl forgot to tell her Tinder date that she’s Trans
    JsseMontz
    623.1K views
    Shame mistress like fuck her slave
    14:39
    Shame mistress like fuck her slave
    53.3K views
    Sissy cums too early and gets punished with rough fucking
    02:35
    Sissy cums too early and gets punished with rough fucking
    2.1M views
    Shemale without shame loves tragressive sex sc 2
    23:49
    Shemale without shame loves tragressive sex sc 2
    Trans Dirty Wish
    22.2K views
    White sissy humiliated by verbal Bull while servicing Him
    02:46
    White sissy humiliated by verbal Bull while servicing Him
    177K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Shame

    • Sissy Humiliated
    • Degraded Sissies
    • Sissy Confession
    • Cuck Humiliation
    • Trap Fuck Tumblr
    • Sissyslut
    • No Mercy
    • Lost Bet
    • Trash Kitten
    • Chastity BBC
    • Sick Twisted Mind
    • Pure Taboo
    • Real Glory Hole
    • Not Gay
    • Straight Tricked
    • Amateur Gloryhole
    • Naughty at Home
    • Trans Sister XXX
    • Pathetic
    • Pain Slut

    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