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
    • Shemale Fucks Girl
    • Sissy
    • 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

    Transformation Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Mistress
    Sissy Spanking
    Sissy Orgy
    Sissy Swallow
    Cute Sissy
    Sissy Fisting
    Sissy Bnwo
    Sissy Story
    Sissy Punishment
    Little Sissy
    Sissy Used
    Sissy Trap
    Caged Sissies
    Sissy Dreams
    Sissy Hentai
    Ebony Sissy
    Ai Sissy
    Sissy Instructions
    Japanese Sissy
    Femboy Sissy
    Best Videos
    By clicking the content you will also see an ad. AD
    cd sissy Lanalovebums feeling fem and sexy in new fave lingerie
    01:16
    cd sissy Lanalovebums feeling fem and sexy in new fave lingerie
    Mrlovebums
    17.3K views
    Your transformation into a sissy girl starts now
    07:45
    Your transformation into a sissy girl starts now
    Sissy Instruction
    33.5K views
    Pinky hole big shemale ass hot ladyboy male to female transformed sissy girl
    04:51
    Pinky hole big shemale ass hot ladyboy male to female transformed sissy girl
    Crossdresserkitty
    94.7K views
    Boy Transforming into a Sissy
    03:50
    Boy Transforming into a Sissy
    Abi Yinger
    8.3K views
    Boy is becoming a Sissy Girl Transformation
    05:08
    Boy is becoming a Sissy Girl Transformation
    FapHouse
    9.5K views
    Man To Crossdresser Transformation
    06:29
    Man To Crossdresser Transformation
    FapHouse
    4.2K views
    Transformation
    05:07
    Transformation
    FapHouse
    2.1K views
    I'm mtf sissy in chastity for devon england trying to be a good girl hands free
    02:31
    I'm mtf sissy in chastity for devon england trying to be a good girl hands free
    Sissyjarvis87
    1.8K views
    Kelli uses a thrusting rabbit on her sissy clit
    01:26
    Kelli uses a thrusting rabbit on her sissy clit
    Kelli UK
    811 views
    S1UTTRANSPUP - Sissy Boy in dress stuffs her hole with HUGE ANAL BALLS
    16:25
    S1UTTRANSPUP - Sissy Boy in dress stuffs her hole with HUGE ANAL BALLS
    FapHouse
    621 views
    How I became a Simpering Sissy Slut pt 1
    06:56
    How I became a Simpering Sissy Slut pt 1
    FapHouse
    1.8K views
    Hot Feminization Transformation
    06:49
    Hot Feminization Transformation
    Bailey Wilde
    19.7K views
    Sissy transformation for outdoor cumshot
    06:17
    Sissy transformation for outdoor cumshot
    Sissy Tessa
    25.2K views
    Lola Spais and Frina Sex Couple
    01:18
    Lola Spais and Frina Sex Couple
    Many Vids
    7.9K views
    Small Tits Sissy Leaking Cum Out Of Her Hard Clit All Over Her Balls
    02:48
    Small Tits Sissy Leaking Cum Out Of Her Hard Clit All Over Her Balls
    FapHouse
    12.6K views
    Boy To Sissy In Red Thong Transformation
    03:01
    Boy To Sissy In Red Thong Transformation
    Abi Yinger
    8.8K views
    Boy Becoming a Big Cock Sissy Girl
    05:49
    Boy Becoming a Big Cock Sissy Girl
    Abi Yinger
    7.3K views
    Boy To Sissy Crossdresser Transformation
    03:39
    Boy To Sissy Crossdresser Transformation
    Abi Yinger
    4.1K views
    Cute Boy To Femboy Transformation
    06:05
    Cute Boy To Femboy Transformation
    Abi Yinger
    8.6K views
    Crossdresser Chronicles: Embracing the Art of Transformation and Celebrating Individuality
    22:30
    Crossdresser Chronicles: Embracing the Art of Transformation and Celebrating Individuality
    Crossdresserkitty
    4.3K views

    Relevant Short videos

    Transformation Time- Crossdresser Jessie Transforms from Guy to Gurl Mode
    Transformation Time- Crossdresser Jessie Transforms from Guy to Gurl Mode
    JessieBlack
    18.5K views
    Dark Angel Crossdresser
    Dark Angel Crossdresser
    Bailey Wilde
    19.5K views
    Sissy cock sucking and deep throat practice with Stacey Bobacy
    Sissy cock sucking and deep throat practice with Stacey Bobacy
    Stacey Bobacy
    3.9K views
    Arab Femboy Fucked Anal With Cucumber | Clip 2
    Arab Femboy Fucked Anal With Cucumber | Clip 2
    SmolBoimimi
    1.4K views
    Alone in my truck horny who would like to play with me | Clip 1
    Alone in my truck horny who would like to play with me | Clip 1
    NerdyRegin
    324 views
    Stunning moment from "Sweet white stockings Melinda_JamesCD"
    Stunning moment from "Sweet white stockings Melinda_JamesCD"
    Melinda James
    873 views
    From Shy to Slay: Crossdresser Kitty's Personal Transformation Stories!
    06:03
    From Shy to Slay: Crossdresser Kitty's Personal Transformation Stories!
    Crossdresserkitty
    4.6K views
    From Husband to Her - Simulated Pregnancy Story Part - 5 English Audio Sex Story
    00:32
    From Husband to Her - Simulated Pregnancy Story Part - 5 English Audio Sex Story
    Kathai Neram
    378 views
    Boy To Sissy Beautiful Transformation
    03:41
    Boy To Sissy Beautiful Transformation
    Abi Yinger
    4.7K views
    Crossdresser Sissy outside walk
    05:24
    Crossdresser Sissy outside walk
    5.5K views
    Sissy Gapes on Monster Toy
    04:36
    Sissy Gapes on Monster Toy
    FapHouse
    2.8K views
    Crossdresser Makeover Transformation
    01:22
    Crossdresser Makeover Transformation
    Bailey Wilde
    9.8K views
    Boy Becomes a Sexy Sissy Kitten and Cums a Huge Load
    02:13
    Boy Becomes a Sexy Sissy Kitten and Cums a Huge Load
    FapHouse
    2.1K views
    My sissy transformation
    05:07
    My sissy transformation
    FapHouse
    2K views
    Twink To Sissy Transformation
    05:21
    Twink To Sissy Transformation
    Abi Yinger
    1.8K views
    Stacey's blow job and deep throat training
    01:21
    Stacey's blow job and deep throat training
    Stacey Bobacy
    4.7K views
    Pinky Hole Big Shemale Ass Hot Ladyboy Male to Female Transformed Sissy Girl
    06:40
    Pinky Hole Big Shemale Ass Hot Ladyboy Male to Female Transformed Sissy Girl
    Crossdresserkitty
    8.9K views
    Sexy blonde transformation to boy and make a huge cum
    02:15
    Sexy blonde transformation to boy and make a huge cum
    Sofi_elfqueen
    3K views
    From Husband to Her - Simulated Pregnancy Story Part - 6: English Audio Sex Story
    00:32
    From Husband to Her - Simulated Pregnancy Story Part - 6: English Audio Sex Story
    Kathai Neram
    382 views
    MissRose TS - Sensually Feminized Compilation tease, trap beauty, Blonde Barbie Ladyboy, The Dream TSWife, You really Wa
    03:06
    MissRose TS - Sensually Feminized Compilation tease, trap beauty, Blonde Barbie Ladyboy, The Dream TSWife, You really Wa
    MissRose TS
    14.9K views
    Indian crossdresser mtf full body transformation
    01:27
    Indian crossdresser mtf full body transformation
    Sheena
    28.8K views
    Acceptance o and sissy transformation of Femme Sandy
    01:43
    Acceptance o and sissy transformation of Femme Sandy
    Femme Sandy
    6.2K views
    Transformation Boy to Sissy
    03:26
    Transformation Boy to Sissy
    Abi Yinger
    9K views
    Makeup Magic: Transforming into a Glam Goddess
    05:56
    Makeup Magic: Transforming into a Glam Goddess
    Crossdresserkitty
    6.9K views
    She Transforms Male Roommate Into a Woman
    01:12
    She Transforms Male Roommate Into a Woman
    Bailey Wilde
    11.5K views
    Teen To Sissy Crossdresser Transformation
    04:06
    Teen To Sissy Crossdresser Transformation
    FapHouse
    10K views
    Boy Transforms into a Beautiful Sissy
    06:02
    Boy Transforms into a Beautiful Sissy
    Abi Yinger
    3.2K views
    Man to Sissy Transformation
    07:13
    Man to Sissy Transformation
    FapHouse
    5.5K views
    Young Skinny Twink Boy To Sissy in Pink Outfit Transformation
    07:17
    Young Skinny Twink Boy To Sissy in Pink Outfit Transformation
    Abi Yinger
    4.5K views
    Man To Hot Sissy Transformation
    06:49
    Man To Hot Sissy Transformation
    FapHouse
    6.6K views
    Mesmerizing Makeup Magic: Transforming into Your Best Self!
    05:26
    Mesmerizing Makeup Magic: Transforming into Your Best Self!
    Crossdresserkitty
    4K views
    Fuck Doll Sissy Spreads Her Butt Cheeks so Fuck Machine can go Deep
    02:35
    Fuck Doll Sissy Spreads Her Butt Cheeks so Fuck Machine can go Deep
    Craven MooreCock
    3.7K views
    Man to Sissy Cosplayer Transformation
    05:17
    Man to Sissy Cosplayer Transformation
    Abi Yinger
    487 views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Transformation Sissy

    • Sissy-Cori
    • Cute Transgirl
    • Real Homemade Chubby
    • Sm
    • Big Saggy Balls Cock Ball Torture
    • Gender Bender
    • Please Stop
    • Fat Ugly Fuck Pig
    • Role Reversal
    • Femboygirlfriend
    • Coming Out
    • Crossy Diva
    • Dominant Ladyboy Captions
    • Sloppy Seconds
    • Becoming Femme
    • Vintage Mature Transvestites Tribute
    • Flexible
    • I Love You
    • Silky Sindy
    • Sissy-Lili
    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