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
    50% OFF Tokens for NY Ring in 2026 with the right company on xHamsterLive!
    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

    Smooth Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Smooth
    Smooth Sissy Tumblr
    Smooth Naked Sissy Crossdresser
    Tiny Sissy Smooth Dick
    Smooth Sissy Slut in Traing
    Smooth Sissy Ass Licking and Gaping
    Smooth sissy slut in traing Leaked
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Sissy Husband
    Sissy Chastity
    Young Sissy
    Sissy Fucked
    Sissy Compilation
    Amateur Sissy
    Sissy Blowjob
    Sissy Slave
    Best Videos
    By clicking the content you will also see an ad. AD
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2M views
    Smooth Sissy-cunt
    04:09
    Smooth Sissy-cunt
    LisaCDenver3
    94K views
    Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
    08:12
    Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
    nbnabunny
    1.6M views
    Smooth sissy receiving bareback black cock
    08:42
    Smooth sissy receiving bareback black cock
    427.9K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.8M views
    Small Dick! Smooth!Sissy Whiteboi Jes Brinch
    06:07
    Small Dick! Smooth!Sissy Whiteboi Jes Brinch
    Sissy Cindy Slut
    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
    1.8M views
    Mona Khan showing her smooth sissy asspussy closeup hope you enjoy
    02:52
    Mona Khan showing her smooth sissy asspussy closeup hope you enjoy
    Mona khan pathan
    306.5K views
    I turned my straight roommate intro trans wife
    05:20
    I turned my straight roommate intro trans wife
    CutePinkUnicorn
    450.5K views
    Mona Khan shaking her white smooth sissy ass to a Pashto song tune for your pleasure
    02:35
    Mona Khan shaking her white smooth sissy ass to a Pashto song tune for your pleasure
    Mona khan pathan
    27.9K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.2M views
    Daddy pounding his load into a smooth sissy
    00:34
    Daddy pounding his load into a smooth sissy
    26.7K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    706.7K views
    Smooth sissy cums in new sheer tights & panties
    06:19
    Smooth sissy cums in new sheer tights & panties
    Cindy Belfast
    4K views
    Walking Naked in Heels. Confident Tgirl Tease You
    05:23
    Walking Naked in Heels. Confident Tgirl Tease You
    Medi Voi
    71.1K views
    Crazy HOT POV Anal Closeup Dildo Ride Perfect Smooth Sissy
    11:02
    Crazy HOT POV Anal Closeup Dildo Ride Perfect Smooth Sissy
    CindieLove
    8.6K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    Prostate Milking shaved smooth sissy Jan-16-2013
    16:07
    Prostate Milking shaved smooth sissy Jan-16-2013
    579.1K 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
    Mona Khan showing her white smooth sissy ass and dancing to Pashto song tunes
    01:03
    Mona Khan showing her white smooth sissy ass and dancing to Pashto song tunes
    Mona khan pathan
    21.3K views

    Relevant Short videos

    Key moment from "Smooth sissy ass dildo fucking and ass gaping"
    Key moment from "Smooth sissy ass dildo fucking and ass gaping"
    Devotanal
    493 views
    Sexy legs and feet of a sissy whore
    Sexy legs and feet of a sissy whore
    MajaCumSlut
    3.2K views
    Must-see moment from "Little tranny cuming hard and sexy"
    Must-see moment from "Little tranny cuming hard and sexy"
    LittleVixenSlut
    2.9K views
    Epic moment from "Chubby sissy get sissygasm from nippleplay"
    Epic moment from "Chubby sissy get sissygasm from nippleplay"
    Sissy Jeanette
    3.7K views
    Cutie with a booty
    Cutie with a booty
    Babiee_Blu
    2.9K views
    Who else feels complete and hot when is dolled up? in cage and smooth :D,ready for go out?
    Who else feels complete and hot when is dolled up? in cage and smooth :D,ready for go out?
    Taniaxtorres
    1.4K views
    Sissy CD sucks and is fucked
    08:25
    Sissy CD sucks and is fucked
    1.4M views
    Smooth sissy gets pounded by BBC and gapes
    01:17
    Smooth sissy gets pounded by BBC and gapes
    Ks14970
    900 views
    Daddy's Good Girl!
    08:12
    Daddy's Good Girl!
    Pure Ts
    883.3K views
    Smooth sissy ass
    03:23
    Smooth sissy ass
    27.9K views
    Never Expecting to Be a Sexy Girl
    08:12
    Never Expecting to Be a Sexy Girl
    Pure Ts
    448.8K views
    Mona Khan posing for you with her big wide smooth sissy ass and a very special closeup of her asspussy
    01:55
    Mona Khan posing for you with her big wide smooth sissy ass and a very special closeup of her asspussy
    Mona khan pathan
    29.8K views
    Sissy Femboy Fucked From Behind
    05:20
    Sissy Femboy Fucked From Behind
    2.6M views
    Cross-dressing smooth sissy ejaculates thrice
    01:39
    Cross-dressing smooth sissy ejaculates thrice
    2.1K views
    A guide to sissication: Beginner - Am I a sissy?
    23:32
    A guide to sissication: Beginner - Am I a sissy?
    729.1K views
    Soft Smooth Sissy Plays With Her Hard Clit In Bed Only A Bar On
    03:09
    Soft Smooth Sissy Plays With Her Hard Clit In Bed Only A Bar On
    Soloregin
    5.7K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Smooth sissy ass dildo fucking and ass gaping
    02:58
    Smooth sissy ass dildo fucking and ass gaping
    Devotanal
    5.7K 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
    58.6K views
    xhamster.com 5962745 my big beautiful smooth sissy booty.mp4
    02:13
    xhamster.com 5962745 my big beautiful smooth sissy booty.mp4
    25.9K views
    FEMBOYISH - Mischievous Petite Femboy In Lingerie Cyrus Stark Teases Horny Roommate Drake Von
    12:31
    FEMBOYISH - Mischievous Petite Femboy In Lingerie Cyrus Stark Teases Horny Roommate Drake Von
    ADULTTIMEGAY
    559.4K views
    Smooth Sissy Gurl Ass Bath With Tiffany Ciskiss
    13:12
    Smooth Sissy Gurl Ass Bath With Tiffany Ciskiss
    Tiffany Ciskiss
    10.8K views
    dominant stepmom helps out her sissy slave
    05:59
    dominant stepmom helps out her sissy slave
    Pure Ts
    342.5K views
    Smooth sissy ass
    00:24
    Smooth sissy ass
    4.6K views
    Sissy Boy Has Prostate Orgasm
    00:46
    Sissy Boy Has Prostate Orgasm
    4.9M views
    Pink Dildo Hot Smooth Sissy Cd Crossdresser Anal
    01:38
    Pink Dildo Hot Smooth Sissy Cd Crossdresser Anal
    CindieLove
    5K views
    2 femboys with puffy nipples make love
    04:27
    2 femboys with puffy nipples make love
    4M views
    Smooth sissy pussy
    00:40
    Smooth sissy pussy
    3.5K views
    Male to female gender transformation smoking whore
    16:00
    Male to female gender transformation smoking whore
    674.4K views
    Kylie Slayy smooth sissy bubble butt twerking
    00:17
    Kylie Slayy smooth sissy bubble butt twerking
    Kylie Slayy
    3.5K views
    Submissive Sissy crossdresser fucked by BBC - she is a bitch4
    09:55
    Submissive Sissy crossdresser fucked by BBC - she is a bitch4
    Rozebella
    623.6K views
    Smooth sissy ass
    00:54
    Smooth sissy ass
    1.3K views
    shemale trap with 2cm cock
    09:21
    shemale trap with 2cm cock
    1.3M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Smooth Sissy

    • Sissy Fucked Hard
    • Fuck Me Like a Slut
    • Cd Rough
    • Moaning Femboy Cums With Cock in Ass
    • Cum Inside Crossdresser
    • White Femboys Are so Submissive
    • Secret Sissyboy
    • First Time Crossdressing
    • Down Low Thug Breeds Thick Booty Tranny
    • Breeding Cds From the Top Position
    • Cumming While Fucking
    • Femboy Doggy
    • Grindr Trans
    • Sexy Drag Queen
    • Pretty Ladyboy
    • Premature Compilation
    • Feminine Boys
    • Extreme Small Teen
    • Hot Sissy Fucked
    • Transgender Bimbo

    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