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
    • Black
    • Big Cock
    • 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
    LET IT SNOW, LET IT SAVE! ☃️ Faphouse Discounts – Winter Edition
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Black
    • Big Cock
    • 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

    Caught Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Panties
    Sissy POV
    Sissy Bukkake
    Sissy Whore
    Chastity Sissy
    French Sissy
    Sissy Orgasm
    Sissy Domination
    Sissy Public
    Sissy Moaning
    Sissy School
    Sissy Mistress
    Sissy Spanking
    Sissy Orgy
    Sissy Swallow
    Cute Sissy
    Sissy Fisting
    Sissy Bnwo
    Public Caught
    Sissy Story
    Best Videos
    By clicking the content you will also see an ad. AD
    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
    116.1K views
    Caught in my own net!, continuation and end of: I am not your friend's wife.
    05:21
    Caught in my own net!, continuation and end of: I am not your friend's wife.
    gaellecentre2
    17.2K views
    Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
    12:33
    Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
    Futanari XXX
    21.6M views
    Crossdresser Caught Outdoors
    05:58
    Crossdresser Caught Outdoors
    Penelopene27
    10.9K 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
    171.3K views
    kitchen slut receive monstercock bareback hardcore anal blowjob
    02:24
    kitchen slut receive monstercock bareback hardcore anal blowjob
    SusyTrav_AnalQueen
    2.1K views
    Tgirl gets Fucked in Anal while talking to a barmaid
    19:04
    Tgirl gets Fucked in Anal while talking to a barmaid
    MySchoolLife
    696.1K views
    Sissy caught on camera using her aunt clothes
    04:27
    Sissy caught on camera using her aunt clothes
    MelanieR
    16.1K views
    Sucking some dudes cock while my boyfriend is at work
    05:18
    Sucking some dudes cock while my boyfriend is at work
    JsseMontz
    568.4K views
    Guy caught with girl panties and bra under his clothes
    02:49
    Guy caught with girl panties and bra under his clothes
    MelanieR
    35.4K views
    Fuck my throat as hard as possible as deep as you can, daddy
    05:51
    Fuck my throat as hard as possible as deep as you can, daddy
    missangell_
    154.7K views
    Caught crossdressing at a highway rest area - chloexy223
    00:39
    Caught crossdressing at a highway rest area - chloexy223
    30.9K 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
    Kellystar518 - Sissy Ass-istant Caught on Video
    06:08
    Kellystar518 - Sissy Ass-istant Caught on Video
    Kellystar518
    32K views
    Petra,s day in the woods
    30:59
    Petra,s day in the woods
    PetraTVsletje
    92.9K views
    Sissy Blaire_18 was caught jerking off her clit! For that she has to eat all her own cum!
    05:42
    Sissy Blaire_18 was caught jerking off her clit! For that she has to eat all her own cum!
    Dominatrix Nika
    9K views
    Cum in the dirty ass of a Russian trans slut
    04:32
    Cum in the dirty ass of a Russian trans slut
    vika_sissy
    86K views
    Ei 07 - Futa Horny Slut Caught Her MILF Landlady Playing with Her Old Hairy Mature Pussy
    06:23
    Ei 07 - Futa Horny Slut Caught Her MILF Landlady Playing with Her Old Hairy Mature Pussy
    NaughtyGameplays
    4.9K views
    Completely Submitted and Feminized
    08:12
    Completely Submitted and Feminized
    Pure Ts
    49.6K views
    Sissy caught riding Big Dildos and caged into chastity - teaser
    01:25
    Sissy caught riding Big Dildos and caged into chastity - teaser
    Sissy Slut Chantal Sweet
    33.5K views
    Sissy Sex Slave
    07:00
    Sissy Sex Slave
    Kapri Sun
    55.7K views
    Sissy gets caught by stepbrother  - Dildo Blowjob Roleplay (Preview)
    00:43
    Sissy gets caught by stepbrother - Dildo Blowjob Roleplay (Preview)
    Elvi Lynx
    21.7K 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
    385.8K views
    Riding dildo outdoor on bench
    04:55
    Riding dildo outdoor on bench
    Annemieke26
    1.1K views
    Long Anal Session for Hurting Emma Tied to the Bench
    01:05:06
    Long Anal Session for Hurting Emma Tied to the Bench
    ActorFab
    271.7K views
    train station slutwalk public whore exposed compilation
    09:06
    train station slutwalk public whore exposed compilation
    SusyTrav_AnalQueen
    9.1K views
    Breeding a Sissy Slut
    02:27
    Breeding a Sissy Slut
    1.2M views
    Caught! The someone's watching me getting naked and touching myself outside.
    09:55
    Caught! The someone's watching me getting naked and touching myself outside.
    Victoria Lecherri
    27.5K views
    Fake Job Interview Bags a Crossdresser
    06:12
    Fake Job Interview Bags a Crossdresser
    Pure Ts
    33.9K views
    Muscle Bubble Butt PAWG Sissy Exposed Public Cum CAUGHT
    07:19
    Muscle Bubble Butt PAWG Sissy Exposed Public Cum CAUGHT
    Sissy Jessica
    53.3K views
    family fun 1.mp4
    13:05
    family fun 1.mp4
    1.8M views
    POV You are caught using and stealing the owner's dildo - XXL dildo anal - Sissification
    19:26
    POV You are caught using and stealing the owner's dildo - XXL dildo anal - Sissification
    Elvi Lynx
    24.9K views
    White sissy born to be homeboy slut
    15:04
    White sissy born to be homeboy slut
    932.2K views
    Secretary Slut finds a surprise in her office and almost gets caught
    07:34
    Secretary Slut finds a surprise in her office and almost gets caught
    Vane03_siss
    8.3K views
    German anal tranny date outdoor on holiday in Mallorca
    17:26
    German anal tranny date outdoor on holiday in Mallorca
    EroCom
    466.8K views
    Slut in transparent clothing ball gag and LED dog collar caught in public
    02:10
    Slut in transparent clothing ball gag and LED dog collar caught in public
    AngelSissyWhore
    27.9K views
    Daddy loves to wreck my asshole in chastity
    06:24
    Daddy loves to wreck my asshole in chastity
    missangell_
    482.4K views
    Gagged sissy flashing in a popular park peeing in panties and vibrating to orgasm
    15:36
    Gagged sissy flashing in a popular park peeing in panties and vibrating to orgasm
    AngelSissyWhore
    14.6K views
    You Want BBC Sissy
    30:17
    You Want BBC Sissy
    1.1M views
    Sissy Slut in a Reverse Cowgirl Position Wearing Red High Heels and a Flat Chastity
    00:47
    Sissy Slut in a Reverse Cowgirl Position Wearing Red High Heels and a Flat Chastity
    Sissy Slut Masha
    4.3K views
    Verbal, dominant white daddy pounds Asian femboy
    06:18
    Verbal, dominant white daddy pounds Asian femboy
    502.6K views
    Cum with Kacey and her sexy legs in the mirror
    12:13
    Cum with Kacey and her sexy legs in the mirror
    Kacey Lau
    35.8K views
    Remote vibro for cock and ass! Tranny with erect dick!
    01:14
    Remote vibro for cock and ass! Tranny with erect dick!
    TV_Helena
    225.5K views
    Davine gets caught fucking outdoor and has to blow deep, fuck doggystyle and swallow own cum
    14:02
    Davine gets caught fucking outdoor and has to blow deep, fuck doggystyle and swallow own cum
    Davine
    37.7K views
    BBC Breeds Girlfriend’s White Sissy best Friend while on Holiday
    01:34
    BBC Breeds Girlfriend’s White Sissy best Friend while on Holiday
    Maskedloki9
    132.2K views
    lot lizard bitch truckstop gas station caught
    02:24
    lot lizard bitch truckstop gas station caught
    SusyTrav_AnalQueen
    3.5K views
    Sissy Slave Tranny Punished & Fucked - Full Video
    10:46
    Sissy Slave Tranny Punished & Fucked - Full Video
    Onlyfans
    876K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Caught Sissy

    • Crazy Trannys
    • Unexpected Creampie
    • Uncontrollable Intense Shaking Orgasm
    • Sissyjay
    • Permanent Sissification
    • Panty Pervert
    • Pimped
    • Sissychristine
    • Cuckold Captions
    • Captured
    • Extremely Horny
    • Trapped
    • Men Dressed as Woman
    • Transvestite Dressing up
    • Crossy Diva
    • Sadistic Evil Nun Loves Torture
    • Multiple Loads
    • Accidentally Cumming
    • Exposed
    • Maximum Perversum Extrem Pervers
    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