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
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!
    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
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissys Pleasing Jackie Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Sissys pleasing Jackie
    00:16
    Sissys pleasing Jackie
    9.3K views
    Sissy pleasing Jackie 2
    00:26
    Sissy pleasing Jackie 2
    6.2K views
    BTS POV SEX with Jackie 1
    05:02
    BTS POV SEX with Jackie 1
    Christian XXX
    134.4K views
    BTS POV SEX with Jackie 1
    05:02
    BTS POV SEX with Jackie 1
    Becoming Femme
    31.5K views
    Pounding out Jackie Sissy Fuck hole
    01:59
    Pounding out Jackie Sissy Fuck hole
    21.5K views
    Jackie Israeli sissy plays with herself
    10:14
    Jackie Israeli sissy plays with herself
    JackieIsraeli
    19.9K views
    Jackie Israeli touching herself
    08:07
    Jackie Israeli touching herself
    JackieIsraeli
    10.9K views
    Sissy Jackie shows the present a grindr daddy left
    04:26
    Sissy Jackie shows the present a grindr daddy left
    3.1K views
    Doing the Dishes with TS Jackie Blacked Sissy Ass
    01:11
    Doing the Dishes with TS Jackie Blacked Sissy Ass
    TS JACKIE BLACKED
    1.3K views
    JACKIE GETTINMG FUCKED IIN THE BUTT
    00:32
    JACKIE GETTINMG FUCKED IIN THE BUTT
    TS JACKIE BLACKED
    1.3K views
    The Only Way A Sissy Should Orgasm and Please Her Alpha Male
    00:32
    The Only Way A Sissy Should Orgasm and Please Her Alpha Male
    1.3M views
    She just wants to please her daddy by giving him her dirty asshole
    06:13
    She just wants to please her daddy by giving him her dirty asshole
    MrNastyXavier
    210.7K views
    Daddy pushed sissy to please him
    01:05
    Daddy pushed sissy to please him
    AliceBloodyTears
    311.9K views
    Fuck Me Please, I need To Increase
    03:41
    Fuck Me Please, I need To Increase
    ClaiceThePump
    67.5K views
    SISSY PLEASING HER MAN
    07:37
    SISSY PLEASING HER MAN
    122.2K views
    Come take a shower with Me please - Veronica Sanders
    05:09
    Come take a shower with Me please - Veronica Sanders
    Veronica Sanders
    38.3K views
    Sissy in Lingerie Ready to Please
    05:10
    Sissy in Lingerie Ready to Please
    MTFXXXVIDS
    18.8K views
    Big Booty Crossdresser Loves Pleasing Him
    08:12
    Big Booty Crossdresser Loves Pleasing Him
    Pure Ts
    19.6K views
    BBC owns sissy slut ass. Please make me a bitch.
    02:55
    BBC owns sissy slut ass. Please make me a bitch.
    226.1K views
    Sissy Trap Please Str8 Thug Cock
    08:57
    Sissy Trap Please Str8 Thug Cock
    496.2K views
    Be My Cocksucker Please xxxx
    12:23
    Be My Cocksucker Please xxxx
    April Bee
    48.1K views
    Your Shemale Girlfriend must be pleased first - Full on Onlyfans Veronica Sanders
    05:14
    Your Shemale Girlfriend must be pleased first - Full on Onlyfans Veronica Sanders
    Veronica Sanders
    31.1K views
    Please look at me and masturbate
    05:47
    Please look at me and masturbate
    Ureniku Benten
    94.9K views
    Seductive boss moans and begs you to please make her orgasm while get milked back and forth.
    09:30
    Seductive boss moans and begs you to please make her orgasm while get milked back and forth.
    Harinni
    9.1K views
    Chastity Tease - Mistress Laughs as Caged Sissy Fails to Please Herself
    05:32
    Chastity Tease - Mistress Laughs as Caged Sissy Fails to Please Herself
    Lucy Dee
    5.4K views
    Please Finger in My Ass.
    02:11
    Please Finger in My Ass.
    Apple00001
    95.2K views
    Oh please baby
    26:23
    Oh please baby
    Shelly Robertss
    50.7K views
    If I Need a Cock to Blow Only BBC Please - Boyfriend and His Big Cock in My Mouth Again 1
    10:42
    If I Need a Cock to Blow Only BBC Please - Boyfriend and His Big Cock in My Mouth Again 1
    Rozebella
    2.7K views
    Please fuck me
    05:29
    Please fuck me
    c cockandfeet
    5K views
    Mature Welsh Sissy Wants to Please
    05:24
    Mature Welsh Sissy Wants to Please
    Pure Ts
    2.5K views
    Please come to my room so we can enjoy the inside and fuck so hard
    32:14
    Please come to my room so we can enjoy the inside and fuck so hard
    Reynaldo6
    36.3K views
    Heather Sissy Loves Pleasing BBCs
    19:14
    Heather Sissy Loves Pleasing BBCs
    35.8K views
    please tell me im a good sissy girl
    06:20
    please tell me im a good sissy girl
    Juahlovely
    13.2K views
    please dont move ill do the job
    06:02
    please dont move ill do the job
    Juahlovely
    2.7K views
    Mature Welsh Sissy Wants to Please
    05:24
    Mature Welsh Sissy Wants to Please
    Pure Ts
    1.5K views
    Candice470: Fuck me please
    02:19
    Candice470: Fuck me please
    Candice47
    44.7K views
    Nerdy bitch pleasing herself with a dildo
    06:18
    Nerdy bitch pleasing herself with a dildo
    Lewdy Lamb
    19.5K views
    Sissy Intro at home and pleasing BBC Dildo
    13:05
    Sissy Intro at home and pleasing BBC Dildo
    SissyDaniella
    14.1K views
    Please come jerk off with me - Veronica Sanders
    07:05
    Please come jerk off with me - Veronica Sanders
    Veronica Sanders
    7.6K views
    Somebody Please tie me up and whip my little caged balls. Over & Over & Over & Over & Over & Over & Over & Over & Over
    05:12
    Somebody Please tie me up and whip my little caged balls. Over & Over & Over & Over & Over & Over & Over & Over & Over
    MJ
    2.4K views
    Please don't make fun of my dick's small size :((
    05:10
    Please don't make fun of my dick's small size :((
    cd_aysemmm
    1.7K views
    Cum in my mouth, please
    04:39
    Cum in my mouth, please
    Anna Rios
    41.9K views
    I am sissy joyce, please share me
    02:00
    I am sissy joyce, please share me
    Sissy Joyce
    202K views
    Am I a Good Sissy Slut? I want to please You
    08:00
    Am I a Good Sissy Slut? I want to please You
    Veronica Sanders
    17.8K views
    Please Help me!
    05:17
    Please Help me!
    Dly guy
    3K views
    Nerdy bitch pleasing herself with a bat
    05:24
    Nerdy bitch pleasing herself with a bat
    Lewdy Lamb
    11K views
    Please Pee on Me - I Am Very Thirsty
    01:10
    Please Pee on Me - I Am Very Thirsty
    Apple00001
    1.9K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    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