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
    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
    Dating
    Subscriptions
    • Upload
    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

    Sissy With Wig Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    Fabulous in Green: Three Wigs, One Dress, and Smooth Girly Legs!
    09:09
    Fabulous in Green: Three Wigs, One Dress, and Smooth Girly Legs!
    Crossdresserkitty
    599.3K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.1M views
    Guy Caught Wearing Roommate's Wig
    01:09
    Guy Caught Wearing Roommate's Wig
    Bailey Wilde
    22.3K views
    Loser Boyfriend Gets Feminized and Fucked
    08:12
    Loser Boyfriend Gets Feminized and Fucked
    Pure Ts
    286.8K views
    Cute sissy brushing long pastel-colored wig gently
    09:48
    Cute sissy brushing long pastel-colored wig gently
    Crossdresserkitty
    4.4K views
    Many crossdressers fucked scrnrs
    01:09:02
    Many crossdressers fucked scrnrs
    1.4M views
    Mature TG CD Rainbow Wig Leather Gloves Smoking VS120s like a PRO in her car
    07:42
    Mature TG CD Rainbow Wig Leather Gloves Smoking VS120s like a PRO in her car
    MrsRuthieRoman
    748 views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    My Corset and Wig Romp
    05:59
    My Corset and Wig Romp
    BriannaSlut
    670 views
    dominant stepmom helps out her sissy slave
    05:59
    dominant stepmom helps out her sissy slave
    Pure Ts
    364.9K views
    Toilet Slut Sessions - White Wig
    08:49
    Toilet Slut Sessions - White Wig
    Nekazvainanikogo
    87.6K 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
    jess silk riding dildo in long sleeve pink satin dress and shiny purple jacket with blonde wig
    04:00
    jess silk riding dildo in long sleeve pink satin dress and shiny purple jacket with blonde wig
    18.7K views
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.3M views
    Ayria Moon in a pastel rainbow wig rubs her cock in nylons
    05:33
    Ayria Moon in a pastel rainbow wig rubs her cock in nylons
    Trans Feet
    5.1K views
    Never Expecting to Be a Sexy Girl
    08:12
    Never Expecting to Be a Sexy Girl
    Pure Ts
    466.7K views
    Vintage June Bonney - Sissy Without a Wig
    08:28
    Vintage June Bonney - Sissy Without a Wig
    2.6K views
    Male to female gender transformation smoking whore
    16:00
    Male to female gender transformation smoking whore
    689.1K views
    Top Bottom Bitch Sissy Butt Girl Tiffany Ciskiss Fucks Ass On Xxl Ribbed Dildo In Blonde Wig Fully Nude
    04:47
    Top Bottom Bitch Sissy Butt Girl Tiffany Ciskiss Fucks Ass On Xxl Ribbed Dildo In Blonde Wig Fully Nude
    Tiffany Ciskiss
    20.2K views
    Sissy lets two daddy's use her holes
    07:44
    Sissy lets two daddy's use her holes
    Skinnyminxx_xd
    983K views
    my new wig, some smokey fun and a good cum
    19:20
    my new wig, some smokey fun and a good cum
    Briannalee Maybe
    3.9K views
    Me getting fucked in heels
    13:34
    Me getting fucked in heels
    Johanne95
    1.4M views
    jess silk riding dildo in pink satin nightie and robe with bob wig
    08:28
    jess silk riding dildo in pink satin nightie and robe with bob wig
    25.8K views
    Sissyfication
    43:09
    Sissyfication
    1M views
    Sissy Joyce putting on wig
    00:39
    Sissy Joyce putting on wig
    18.8K views
    Tv is for Sissies (Full Video)
    56:35
    Tv is for Sissies (Full Video)
    617.5K views
    jess silk riding dildo in pink satin nightie and robe with long purple wig
    05:36
    jess silk riding dildo in pink satin nightie and robe with long purple wig
    8.5K views
    I finally let my stepsis fuck my trans pussy
    05:30
    I finally let my stepsis fuck my trans pussy
    CutePinkUnicorn
    606.2K views
    Blonde wig versus Red WIG
    09:12
    Blonde wig versus Red WIG
    BriannaSlut
    2.9K views
    Daddy's Good Girl!
    08:12
    Daddy's Good Girl!
    Pure Ts
    917.1K views
    Ass Gurl In Pink Wig Fucks Ass On Xxl Ribbed Dildo
    08:57
    Ass Gurl In Pink Wig Fucks Ass On Xxl Ribbed Dildo
    Tiffany Ciskiss
    13.4K 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
    900K views
    I look different with a blue wig
    17:41
    I look different with a blue wig
    Cd Ecel
    2.3K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.9M views
    Unbelievably hot Irene Aoki in a long, blonde wig
    01:58
    Unbelievably hot Irene Aoki in a long, blonde wig
    Trans Feet
    3.5K views
    Shemale fucked good
    10:01
    Shemale fucked good
    TSLuxylux
    642.3K views
    jess silk riding dildo in hot pink satin dress and hot pink jacket with long purple wig
    10:55
    jess silk riding dildo in hot pink satin dress and hot pink jacket with long purple wig
    5.1K views
    shemale dresses sissy to fuck
    16:14
    shemale dresses sissy to fuck
    2.1M views
    jess silk riding dildo in pink satin nightie with blonde wig
    03:06
    jess silk riding dildo in pink satin nightie with blonde wig
    4.8K views
    Moaning heaps while He came so deep inside me nothing comes
    02:56
    Moaning heaps while He came so deep inside me nothing comes
    Littlemapleberry
    1.6M views
    New wigs are here
    03:44
    New wigs are here
    Sofi_elfqueen
    2.4K views
    CD TRAP SISSY EDUCATION TRAINING 101
    01:27:33
    CD TRAP SISSY EDUCATION TRAINING 101
    927.7K views
    Sissy slut in wig anal masturbation
    05:56
    Sissy slut in wig anal masturbation
    Magnum-dildo
    22.7K views
    He Used to Be the Boss but Not Anymore
    08:12
    He Used to Be the Boss but Not Anymore
    Pure Ts
    466.5K views
    Crossdresser Alaina Sanchez Public Walk Blue Wig
    02:25
    Crossdresser Alaina Sanchez Public Walk Blue Wig
    AlainaSanchez
    7.8K views
    I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
    08:12
    I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
    barbanegrazponto1onepov
    2.1M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy With Wig

    • Sissy Dress Makeup
    • Cd Femboy Fucked
    • Hot Sissys
    • Straight Turned Gay
    • Transformation Into Slut
    • Sissy's World
    • Dressing as a Girl
    • Beautiful Crossdresser
    • Fully Dressed
    • Sissyfication leaked
    • Cd Gangbanged
    • Classy Wife
    • Young Sissies Group
    • Masked Fuck
    • Interracial Shemale Gangbang
    • Crossdress Solo
    • Caught Crossdressing and Fucked
    • Crossdressed X
    • Amateur Tgirl Cum
    • Sexy Drag Queen

    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