PornPorn US
  • Straight
  • Gay
  • Transgender
  • 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
    • Mature
    • Old & Young
    • Lesbian
    • All categories
    Live Sex
    Categories
    • Mature
    • Amateur
    • Homemade
    • 18 Year Old
    • American
    • All categories
    Pornstars
    • Pornstars
    • Celebrities
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2025
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Mature
    • MILF
    • Hentai
    • Big Tits
    • Granny
    • All categories
    Nude Chat
    Nude Chat
    Faphouse
    Premium Videos
    Dating
    Subscriptions
    • Upload
    LET IT SNOW, LET IT SAVE! ☃️ Faphouse Discounts – Winter Edition
    Subscriptions Liked Watch History
    Newest Videos Best Videos Short Videos Top Creators Awards 2025
    • American
    • 4K Porn
    • HD Videos
    • VR Porn
    • The Handy
    • 18 Year Old
    • African
    • Amateur
    • Anal
    • Asian
    • Ass
    • Babe
    • Bangladeshi
    • BBC
    • BBW
    • BDSM
    • Big Ass
    • Big Cock
    • Big Natural Tits
    • Big Tits
    • Bisexual
    • Black
    • Blowjob
    • Brutal Sex
    • Cartoon
    • Casting
    • Celebrity
    • Cheating
    • Chinese
    • Close-up
    • Colombian
    • Compilation
    • Cougar
    • Creampie
    • Cuckold
    • Cum in Mouth
    • Cum Swallowing
    • Cumshot
    • Deep Throat
    • Dirty Talk
    • Doggy Style
    • Double Penetration
    • Eating Pussy
    • Female Masturbation
    • Femdom
    • Gangbang
    • Gay Porn
    • German
    • GILF
    • Granny
    • Group Sex
    • Hairy
    • Handjob
    • Hardcore
    • Hentai
    • Homemade
    • Indian
    • Indonesian
    • Interracial
    • Japanese
    • Latina
    • Lesbian
    • Massage
    • Mature
    • Mexican
    • MILF
    • Mom
    • Nude
    • Old & Young
    • Orgasm
    • Pakistani
    • PAWG
    • Porn
    • Porn for Women
    • Retro
    • Russian
    • SFW
    • Teen
    • Transgender Porn
    • All categories

    Sissy Crossdresser Porn Videos

    All Short videos
    Trending
    Newest
    Best Videos
    Premium Videos
    Quality
    • All
    • 720p+
    • 1080p+
    • 2160p+
    FPS
    • All
    • 30 FPS
    • 60 FPS
    Duration
    • All
    • 0~2 min
    • 2~5 min
    • 5~10 min
    • 10~30 min
    • 30+ min
    • Full Video
    Production
    • All
    • Producers
    • xHamster Creators
    Sissy
    Sissy Crossdresser Slut
    Sissy Training
    Sissy Husband
    Sissy Compilation
    Sissy Slut
    Femdom Sissy
    Sissy Cuckold
    Crossdresser Fucked
    Crossdresser Sex
    Sissy Transformation
    Sissy Faggot
    Sissy Slave
    Sissy Humiliation
    Amateur Crossdresser
    Amateur Sissy
    BBC Sissy
    Sissy Strapon
    By clicking the content you will also see an ad. AD
    Coffee Break - #11 - Amazing Redhead Creampie By Foxie2K
    07:19
    Coffee Break - #11 - Amazing Redhead Creampie By Foxie2K
    MissKitty2k
    4.7K views
    Coffee Break - #14 - End Of Update By Foxie2K
    08:00
    Coffee Break - #14 - End Of Update By Foxie2K
    MissKitty2k
    4.8K views
    Coffee Break - #10 - Hard Truth By Foxie2K
    09:14
    Coffee Break - #10 - Hard Truth By Foxie2K
    MissKitty2k
    3K views
    Coffee Break - #8 - Rock Nipples By Foxie2K
    09:42
    Coffee Break - #8 - Rock Nipples By Foxie2K
    MissKitty2k
    2.4K views
    Coffee Break - #6 - Colleagues Help Eachother By Foxie2K
    09:09
    Coffee Break - #6 - Colleagues Help Eachother By Foxie2K
    MissKitty2k
    2.1K views
    Coffee Break - #5 - Shared Cumshot By Foxie2K
    08:19
    Coffee Break - #5 - Shared Cumshot By Foxie2K
    MissKitty2k
    1.8K views
    Coffee Break - #4 - Models Or Bombshells By Foxie2K
    10:09
    Coffee Break - #4 - Models Or Bombshells By Foxie2K
    MissKitty2k
    2.2K views
    Apocalust - Ep 29 - We Will Get Through This By RedLady2K
    05:21
    Apocalust - Ep 29 - We Will Get Through This By RedLady2K
    MissKitty2k
    13.7K views
    Subverse - Part 26 Killi Creampie By LoveSkySanHentai
    05:28
    Subverse - Part 26 Killi Creampie By LoveSkySanHentai
    LoveSkySan69Real
    2.3K views
    Subverse - Part 16 The Huntress By LoveSkySanHentai
    13:27
    Subverse - Part 16 The Huntress By LoveSkySanHentai
    LoveSkySan69Real
    2.1K views
    Subverse - Part 14 The Treasure And The Queen By LoveSkySanHentai
    19:05
    Subverse - Part 14 The Treasure And The Queen By LoveSkySanHentai
    LoveSkySan69Real
    2.6K views
    Subverse - Part 12 Is It GORDOM RAMSEY! By LoveSkySanHentai
    11:02
    Subverse - Part 12 Is It GORDOM RAMSEY! By LoveSkySanHentai
    LoveSkySan69Real
    1.8K views
    Subverse - Part 10 Hot Princess Celestina By LoveSkySanHentai
    15:34
    Subverse - Part 10 Hot Princess Celestina By LoveSkySanHentai
    LoveSkySan69Real
    3.5K views
    Subverse - Part 9 Naughty Princess By LoveSkySanHentai
    21:51
    Subverse - Part 9 Naughty Princess By LoveSkySanHentai
    LoveSkySan69Real
    2.4K views
    Sissy husband dressed up, in chastity and pegged in her boi pussy
    01:57
    Sissy husband dressed up, in chastity and pegged in her boi pussy
    MistressKara04
    26.8K views
    Sissy Pigg by Camp Sissyboi
    05:04
    Sissy Pigg by Camp Sissyboi
    Campsissyboi
    5.3K views
    One Slice of Lust - one Piece - Part 5 back to Sunny by LoveSkySan
    11:20
    One Slice of Lust - one Piece - Part 5 back to Sunny by LoveSkySan
    LoveSkySan69Real
    7.9K views
    One Slice of Lust (One Piece) Part 4 Nami gives Rubber Handjob By LoveSkySan
    05:21
    One Slice of Lust (One Piece) Part 4 Nami gives Rubber Handjob By LoveSkySan
    LoveSkySan69Real
    8.2K views
    Sissy Pegging Compilation Vol.1
    21:49
    Sissy Pegging Compilation Vol.1
    Fetish Explorers
    8.5K views
    Star Lewd Valley - Part 2 - Town Of Girls! By LoveSkySanHentai
    07:49
    Star Lewd Valley - Part 2 - Town Of Girls! By LoveSkySanHentai
    LoveSkySan69Real
    2.2K views
    Double Homework - Episode 7 Gameplay by LoveSkySan69
    22:18
    Double Homework - Episode 7 Gameplay by LoveSkySan69
    LoveSkySan69Real
    5K views
    Double Homework - Episode 6 Gameplay by LoveSkySan69
    25:11
    Double Homework - Episode 6 Gameplay by LoveSkySan69
    LoveSkySan69Real
    8K views
    Double Homework - Episode 3 Gameplay by LoveSkySan69
    15:10
    Double Homework - Episode 3 Gameplay by LoveSkySan69
    LoveSkySan69Real
    2.1K views
    Double Homework - Episode 2 Gameplay by LoveSkySan69
    12:24
    Double Homework - Episode 2 Gameplay by LoveSkySan69
    LoveSkySan69Real
    2.6K views
    Crossdressing sissy husband gets his boi pussy pegged
    01:12
    Crossdressing sissy husband gets his boi pussy pegged
    MistressKara04
    6.2K views
    Sissy husband gets taken to a hotel and pegged like a worthless bitch
    01:42
    Sissy husband gets taken to a hotel and pegged like a worthless bitch
    MistressKara04
    10.1K views
    Sissy boi gets his cock & balls pulled whilst his ass being pounded
    01:53
    Sissy boi gets his cock & balls pulled whilst his ass being pounded
    MistressKara04
    13.5K views
    Bimbo sissy bitch gets his ass stretched by mistress’s big cock
    01:52
    Bimbo sissy bitch gets his ass stretched by mistress’s big cock
    MistressKara04
    6.1K views
    Sissy bitch gets dressed up & pegged
    01:39
    Sissy bitch gets dressed up & pegged
    MistressKara04
    9.1K views
    The femdom nurse: the choice of the chastity cage
    15:05
    The femdom nurse: the choice of the chastity cage
    Kmarcouple
    5.6K views
    Pathetic sissy boi has his cock and balls pulled whilst his ass pounded
    01:45
    Pathetic sissy boi has his cock and balls pulled whilst his ass pounded
    MistressKara04
    6.1K views
    I piss in her mouth and in her parting after orgasm
    05:07
    I piss in her mouth and in her parting after orgasm
    Aurore2121
    12K views
    Bitch boi gets pegged and his cock and balls pulled
    01:47
    Bitch boi gets pegged and his cock and balls pulled
    MistressKara04
    4.1K views
    SISSY slut CUMS while PEGGING after GOLDEN SHOWER
    12:04
    SISSY slut CUMS while PEGGING after GOLDEN SHOWER
    Fetish Explorers
    17.7K views
    Bitch boi gets sissified and his ass destroyed by mistress’s cock
    01:27
    Bitch boi gets sissified and his ass destroyed by mistress’s cock
    MistressKara04
    7.9K views
    Sofia
    Online
    Sofia
    Sissy boi husband gets choked with his leash and his boi pussy pegged
    02:16
    Sissy boi husband gets choked with his leash and his boi pussy pegged
    MistressKara04
    22.4K views
    SMOKING for my SISSY girlfriend and PLUGGING her sweet ass
    05:56
    SMOKING for my SISSY girlfriend and PLUGGING her sweet ass
    Fetish Explorers
    5K views
    My feminized husband licks my pussy
    05:29
    My feminized husband licks my pussy
    Kmarcouple
    6.5K views
    Mistress sissifies her bitch boi and pounds his boi pussy
    02:28
    Mistress sissifies her bitch boi and pounds his boi pussy
    MistressKara04
    11.3K views
    Female DOMINATION in DIAPERS and CHASTITY with a big ANAL plug and PISS
    13:02
    Female DOMINATION in DIAPERS and CHASTITY with a big ANAL plug and PISS
    Fetish Explorers
    43.2K views
    Husband dressed up, bent over the sofa and pegged hard in his worthless sissy hole
    02:30
    Husband dressed up, bent over the sofa and pegged hard in his worthless sissy hole
    MistressKara04
    15.5K views
    Mistress bends over her bitch boi and pegs his boi pussy
    02:15
    Mistress bends over her bitch boi and pegs his boi pussy
    MistressKara04
    4.2K views
    Mistress sissifies her slut boi, pounds his pussy and feeds him his own cum
    02:58
    Mistress sissifies her slut boi, pounds his pussy and feeds him his own cum
    MistressKara04
    11.4K views
    Latex Mistress Training Anal Sissy in Chastity
    05:29
    Latex Mistress Training Anal Sissy in Chastity
    DominaFireOfficial
    26.5K views
    Foot Job Leads To Fucking
    02:36
    Foot Job Leads To Fucking
    Mistress Alexxis
    6.8K views
    Sissy bitch boi dressed in fishnets and pegged with mistress's big strapon
    00:59
    Sissy bitch boi dressed in fishnets and pegged with mistress's big strapon
    MistressKara04
    2.2K views
    Back
    1
    1. 1
    2. ...
    3. 12
    4. ...
    5. 21
    6. 22
    7. 23
    8. 24
    Next

    Categories Related to Sissy Crossdresser

    • Mom and Step Son Vacation
    • Crossdressing Sluts
    • First Time with a Woman
    • Horny Mom and Step Son
    • Hot Teen Fucked
    • Mature Striptease
    • Sex in the Gym
    • Girls on Girls
    • Wife Business Trip
    • Glamorous

    Searches Related to Sissy Crossdresser

    • Mommy Sissy
    • Beautiful Femboy
    • My 24 7 Chastity Slave
    • Amateur Wife Dresses up to Get Fucked
    • Vintage Crossdressing
    • Censored Porn for Losers and Sissies
    • Bimbo Sissy
    • Big Boobs Step Sister Masturbating
    • Caught Crossdressing
    • Extreme Sex Submissive Wife
    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