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
    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

    Pegging Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Pegging
    Mistress Pegging Sissy
    Sissy Husband Pegged
    Sissy Chastity Pegged
    Pegging Sissy Crossdresser
    Sissy Pegging Cum
    Latex Pegging Sissy
    Sissy Pegging Captions
    Pegging Sissy Slave
    Sissy Gets Pegged
    Mistress Pegging Sissy Hard
    Strapon Pegging Sissy Humiliation
    Pegged Sissy Husband Stockings
    Girl Pegging Her Sissy
    Amateur Sissy Gets Pegged
    Satin Mistress Pegging Sissy
    Bound and Gagged Sissy Pegged
    Mature Pegged Her Sissy Husband
    Sissy Slut Pegged Extremely Huge Strapon
    Best Videos
    By clicking the content you will also see an ad. AD
    Trans Girl Pegs her LOOse AsshOe
    00:52
    Trans Girl Pegs her LOOse AsshOe
    CaliFauna
    4.2K views
    Dildo play gaped ass sloppy hole squarepeg toys
    01:09
    Dildo play gaped ass sloppy hole squarepeg toys
    Willy1981
    4.2K views
    Hot Trans Woman Pegged
    05:54
    Hot Trans Woman Pegged
    Onlyfans
    3.2K views
    Lady Alice compilation 08 burning prickly love (mesmerize version) View originals by subscription 4K UHD 60 FPS HDR
    10:11
    Lady Alice compilation 08 burning prickly love (mesmerize version) View originals by subscription 4K UHD 60 FPS HDR
    FapHouse
    9K views
    NikolHasty riding her favorite Dildo ANAL!! Peg me daddy
    00:27
    NikolHasty riding her favorite Dildo ANAL!! Peg me daddy
    Nikolhasty
    5K views
    Hot Trans Cheerleader Pegged
    03:23
    Hot Trans Cheerleader Pegged
    Onlyfans
    5K views
    Russian sissy strap on
    00:28
    Russian sissy strap on
    Sasha Earth
    8.1K views
    Hot Trans Babe Pegged
    04:55
    Hot Trans Babe Pegged
    Onlyfans
    3.7K views
    REALLY HOT TS Pegged
    00:50
    REALLY HOT TS Pegged
    Onlyfans
    2.7K views
    Dominatrix rockstar strap-on worship
    00:17
    Dominatrix rockstar strap-on worship
    4.4K views
    Jasmine_dlight & Miss Lolalu - Stress Relief After a Hard Day at Work - Shemale Fucktoy Servicing Her Mistress
    00:31
    Jasmine_dlight & Miss Lolalu - Stress Relief After a Hard Day at Work - Shemale Fucktoy Servicing Her Mistress
    FapHouse
    3.6K views
    Crossdresser ladyboy edging herself and cute
    07:37
    Crossdresser ladyboy edging herself and cute
    3.1K views
    Hot Crossdresser Pegged Doggystyle
    00:48
    Hot Crossdresser Pegged Doggystyle
    Bailey Wilde
    2.5K views
    veronica--tg
    00:09
    veronica--tg
    Veronica_VaVoom
    2.9K views
    Sissy Mindy Anal Loop
    00:17
    Sissy Mindy Anal Loop
    SissyMindy10
    1.7K views
    Hot Sissy Slut Pegged
    03:02
    Hot Sissy Slut Pegged
    Onlyfans
    2.8K views
    Hot Crossdresser Pegged
    05:22
    Hot Crossdresser Pegged
    Bailey Wilde
    1.7K views
    Sissy crossdresser (me)gtting pegged by another crossdresser
    01:28
    Sissy crossdresser (me)gtting pegged by another crossdresser
    2.4K views
    Crossdressing Cat Maid Pegged
    00:38
    Crossdressing Cat Maid Pegged
    Bailey Wilde
    1.9K views
    Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 13
    08:12
    Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 13
    Bailey Wilde
    1.7K views

    Relevant Short videos

    Home Pegging Sissy Cumming Free Hands
    Home Pegging Sissy Cumming Free Hands
    Lola Spais
    1.6K views
    Homemade Pegging Sissy
    Homemade Pegging Sissy
    Many Vids
    1.3K views
    Anastasia Mistress sexy domina girl in black stockings with small tits dominates by sissy trap strapon
    Anastasia Mistress sexy domina girl in black stockings with small tits dominates by sissy trap strapon
    Anastasia Mistress
    19.3K views
    Sissygasm for Domina
    Sissygasm for Domina
    FrinaXXX
    4.8K views
    HARD PEGGING!!
    HARD PEGGING!!
    Lola Spais
    2.4K views
    Extreme Cock for Sissy Hole!!
    Extreme Cock for Sissy Hole!!
    Many Vids
    3K views
    Hot Femboy Pegged Reverse Cowgirl
    01:47
    Hot Femboy Pegged Reverse Cowgirl
    Onlyfans
    1.6K views
    Femboy Pegged
    07:51
    Femboy Pegged
    Bailey Wilde
    1.3K views
    I Destroy Pussy, Hard Fucking and Pussy Destruction From a Big Dick Futa Shemale
    00:31
    I Destroy Pussy, Hard Fucking and Pussy Destruction From a Big Dick Futa Shemale
    Jasmine_dlight
    2.4K views
    Femboy Reverse Cowgirl Pegged
    03:55
    Femboy Reverse Cowgirl Pegged
    Bailey Wilde
    1.2K views
    KellyCD666 - Ninha Want to Pegg me! Brazilian Woman want's to fuck my Ass !
    01:07
    KellyCD666 - Ninha Want to Pegg me! Brazilian Woman want's to fuck my Ass !
    KellyCD666
    1.6K views
    Lady Alice (mobile View 9:16) 10 Part 06
    08:12
    Lady Alice (mobile View 9:16) 10 Part 06
    Mesmeriza
    3.4K views
    Hottest cum during anal pegging
    06:05
    Hottest cum during anal pegging
    FapHouse
    1.6M views
    Sensual Fist and Pegging Day with a French Stunning Trans Woman
    08:01
    Sensual Fist and Pegging Day with a French Stunning Trans Woman
    FapHouse
    131.6K views
    Hard Rock Bottoms 16 (Trans, Pegging, Gay, Bi compilation)
    15:09
    Hard Rock Bottoms 16 (Trans, Pegging, Gay, Bi compilation)
    916K views
    Hard Rock Bottoms 11 (Trans, Pegging, Gay, Bi compilation)
    14:44
    Hard Rock Bottoms 11 (Trans, Pegging, Gay, Bi compilation)
    623.6K views
    Hard Rock Bottoms 1 (Trans, Pegging, Gay, Bi compilation)
    15:07
    Hard Rock Bottoms 1 (Trans, Pegging, Gay, Bi compilation)
    598.5K views
    Hard Rock Bottoms 18 (Trans, Pegging, Gay, Bi compilation)
    14:16
    Hard Rock Bottoms 18 (Trans, Pegging, Gay, Bi compilation)
    399.2K views
    Hard Rock Bottoms 7 (Trans, Pegging, Gay, Bi compilation)
    15:17
    Hard Rock Bottoms 7 (Trans, Pegging, Gay, Bi compilation)
    246K views
    Curvy domme pegs trans sub slut in hotel with her strap on
    05:39
    Curvy domme pegs trans sub slut in hotel with her strap on
    689.4K views
    Transbian 5way Orgy w 3 Trannys & Cis Couple Goth Kink Sex
    01:39:15
    Transbian 5way Orgy w 3 Trannys & Cis Couple Goth Kink Sex
    FapHouse
    541.5K views
    SEXY TRANS VARIETYITSOL RECEIVES PUNISHMENT AND PEGGING FROM LIVIE BLAINN
    36:06
    SEXY TRANS VARIETYITSOL RECEIVES PUNISHMENT AND PEGGING FROM LIVIE BLAINN
    Livie Blainn
    57.8K views
    Divine Fucking Slutty Shakki
    15:06
    Divine Fucking Slutty Shakki
    Dark Films Trans
    33K views
    Hard Rock Bottoms 10 (Trans, Pegging, Gay, Bi compilation)
    15:05
    Hard Rock Bottoms 10 (Trans, Pegging, Gay, Bi compilation)
    389.6K views
    Trans Stepdadtrans Lad with Jed Burroughs Part 1
    17:43
    Trans Stepdadtrans Lad with Jed Burroughs Part 1
    FapHouse
    160.1K views
    Curvy tattooed wife pegging trans schoolgirl slut
    11:26
    Curvy tattooed wife pegging trans schoolgirl slut
    324.7K views
    Hard Rock Bottoms 8 (Trans, Pegging, Gay, Bi compilation)
    15:09
    Hard Rock Bottoms 8 (Trans, Pegging, Gay, Bi compilation)
    391.1K views
    Curvy tattooed wife pegging her trans spouse (MrsDommeRee)
    06:21
    Curvy tattooed wife pegging her trans spouse (MrsDommeRee)
    436.8K views
    Hard Rock Bottoms 3 (Trans, Pegging, Gay, Bi compilation)
    15:05
    Hard Rock Bottoms 3 (Trans, Pegging, Gay, Bi compilation)
    859.9K views
    Tranny pegged by her naughty gf
    06:15
    Tranny pegged by her naughty gf
    335.7K views
    Hard Rock Bottoms 19 (Trans, Pegging, Gay, Bi compilation)
    15:26
    Hard Rock Bottoms 19 (Trans, Pegging, Gay, Bi compilation)
    1.3M views
    Hard Rock Bottoms 9 (Trans, Pegging, Gay, Bi compilation)
    14:57
    Hard Rock Bottoms 9 (Trans, Pegging, Gay, Bi compilation)
    179.2K views
    Cutie Girl pegging tranny
    03:05
    Cutie Girl pegging tranny
    187.2K views
    • Back
    • 1
    • ...
    • 6
    • 7
    • 8
    • 9
    • 10
    • ...
    • 80
    • Next

    Searches Related to Pegging Sissy

    • Bi Curious Husbands First Time
    • In Front of Friends
    • Destroyed
    • Stunning
    • Toyboy
    • Gaping
    • Amateur Sissygasm
    • Flexible
    • Cute Schoolgirl
    • Gapping
    • Public Buttplug
    • Dominant Transsexuals
    • Loose Asshole
    • Crossdresser Tied up
    • Korean Futa Ride
    • Cum Without Hands
    • Sweet Sissy87
    • Shooting Ropes
    • Condom Breaks
    • Edging Fail
    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