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
    -50%
    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
    EXTRA 14 MONTHS FREE 🎅🎄🔥 Faphouse Christmas 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

    Free Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Hands Free Sissygasm
    Hands Free Sissy Orgasms
    Best Videos
    By clicking the content you will also see an ad. AD
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.2M views
    Hands Free Sissy Orgasms Vol 9
    18:14
    Hands Free Sissy Orgasms Vol 9
    355K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.7M views
    Hands Free Sissy Orgasms Vol 11
    18:15
    Hands Free Sissy Orgasms Vol 11
    325.4K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    Hands Free Sissy-Gasm
    14:47
    Hands Free Sissy-Gasm
    Tasha Tarte
    27.7K 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
    Hands Free Sissy Orgasms Vol 7
    14:11
    Hands Free Sissy Orgasms Vol 7
    64.3K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2M views
    Hands Free Sissy Orgasms Vol 8
    16:02
    Hands Free Sissy Orgasms Vol 8
    70.8K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    2.9M views
    Hands free sissy squirt
    11:59
    Hands free sissy squirt
    Brandymoon
    69.1K views
    Loser Boyfriend Gets Feminized and Fucked
    08:12
    Loser Boyfriend Gets Feminized and Fucked
    Pure Ts
    263.6K views
    Hands Free Sissy Orgasms Vol 6
    13:03
    Hands Free Sissy Orgasms Vol 6
    182.5K views
    why do I suddenly love trannys?
    12:46
    why do I suddenly love trannys?
    1.2M views
    Hands Free Sissy Orgasms Vol 10
    15:34
    Hands Free Sissy Orgasms Vol 10
    124K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    668.9K views
    Cumming Hands Free, Sissy Whore, Tranny MILF
    07:51
    Cumming Hands Free, Sissy Whore, Tranny MILF
    JenniferStarTS
    3.1K views
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    1.7M views
    Daddy Milks Trans Girl Prostate
    05:06
    Daddy Milks Trans Girl Prostate
    Gray Perrier
    282.2K views
    Shemale Anatomy
    03:06
    Shemale Anatomy
    2.7M views
    Sissy Cumshot and Hands Free Orgasm Clip Show
    38:02
    Sissy Cumshot and Hands Free Orgasm Clip Show
    1.2M views
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    29:33
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    Ria_Bentley
    2.4M views
    Fisting Double Sissygasm Cumshots
    01:38
    Fisting Double Sissygasm Cumshots
    Lola Spais
    140.2K views
    Hot Sissygasm Cumpilation - 13 Cumshots in a Row! - full video on LayneLovee Manyvids
    01:13
    Hot Sissygasm Cumpilation - 13 Cumshots in a Row! - full video on LayneLovee Manyvids
    Layne Love
    169.5K views
    Fuck Machine Sissygasm
    01:30
    Fuck Machine Sissygasm
    boobyb0y
    187.2K views
    A guide to sissication: Beginner - Am I a sissy?
    23:32
    A guide to sissication: Beginner - Am I a sissy?
    720.9K views
    A Compilation of 50 Edging Squirting Riding Cumshots
    01:29:45
    A Compilation of 50 Edging Squirting Riding Cumshots
    Lizzaali
    108.3K views
    Cum Dripping Out of Me While He Makes Me Cum
    08:12
    Cum Dripping Out of Me While He Makes Me Cum
    Josie Blade
    876.1K views
    TGirl in Chastiy has Anal Orgasm Sissygasm🏳️‍⚧️
    01:19
    TGirl in Chastiy has Anal Orgasm Sissygasm🏳️‍⚧️
    Princesszoey
    67.5K views
    handz free shemale cumming while getting fucked
    13:40
    handz free shemale cumming while getting fucked
    2.4M views
    super skinny shemale sexy walk and posing fuck bbc on mirror precum and intense cumshot
    02:57
    super skinny shemale sexy walk and posing fuck bbc on mirror precum and intense cumshot
    Nadja Cox
    465.3K views
    Hands Free Sissy Orgasms Vol 5
    14:52
    Hands Free Sissy Orgasms Vol 5
    398.5K views
    So Strongly Fucked That I Was Wet Myself
    02:44
    So Strongly Fucked That I Was Wet Myself
    XiangYan
    69.6K views
    Never Expecting to Be a Sexy Girl
    08:12
    Never Expecting to Be a Sexy Girl
    Pure Ts
    437.6K views
    NEW CUMPILATION, best handsfree orgasms
    05:48
    NEW CUMPILATION, best handsfree orgasms
    boobyb0y
    312K views
    Sissy Cums Too Early And Gets Punished With Rough Fucking.
    03:20
    Sissy Cums Too Early And Gets Punished With Rough Fucking.
    939.8K views
    White T Girl Leaks Loads on BBC
    01:26
    White T Girl Leaks Loads on BBC
    boobyb0y
    71.6K views
    Sissy explodes riding bbc
    01:01
    Sissy explodes riding bbc
    961.8K views
    All in Black Sissygasm
    01:21
    All in Black Sissygasm
    boobyb0y
    73.4K views
    Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
    10:16
    Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
    Jessica Bloom
    55.4K views
    3 x orgasm anal cum
    10:50
    3 x orgasm anal cum
    Cdkasia
    186.1K views
    dominant stepmom helps out her sissy slave
    05:59
    dominant stepmom helps out her sissy slave
    Pure Ts
    332.2K views
    Standing Squirt
    02:43
    Standing Squirt
    XiangYan
    63K views
    cum handsfree while fucked by bbc
    00:38
    cum handsfree while fucked by bbc
    3M views
    Hung Transgirl Deep Anal Prostate Orgasms 11 Inch Dildo Riding Jessica Bloom
    05:53
    Hung Transgirl Deep Anal Prostate Orgasms 11 Inch Dildo Riding Jessica Bloom
    Jessica Bloom
    119K views
    Sissy Dreams 3
    26:07
    Sissy Dreams 3
    1.2M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Free Sissy

    • Sissy CD Fucked
    • Femboy Domination
    • Sexy Femboys
    • Trapped to Breed Me
    • Secret Sissyboy
    • Sadistic Girls
    • Shinys Bound Sluts
    • Turned Into a Submissive Gurl
    • Crossdresser First Time
    • Breeding Sissies
    • Beaty Horny
    • Femboy Trap
    • Cd Dominated
    • Your Fantasy T-Girl Slut
    • Beautiful Passable Crossdressers
    • Real Sissygasm
    • Sissyfication leaked
    • Sisters Tied up
    • Forever My Submissive
    • Wife Fucking Sissysissy Slave Extreme

    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 - 2025, 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