EN
    160.4K Results

    Sissy Anal Dildo Riding Training Instruction Porn Videos

    Free Porn Videos
    Paid Videos
    Photos

    Did you mean sissy anal dildo riding training instructions?

    Instruction
    Riding
    Sissies
    Sissy Anal Trainer Dildo Instructions
    Sissy Dildo Anal Instructions
    Anal Dildo Riding
    Sissy Anal Trainer Instructions
    Sissy Anal Instructions
    Sissy Dildo Training
    Young Sissy Rides Huge Dildo Femboy (18+)
    Sissy Cums While Riding a Dildo
    Sissy Riding Dildo
    Sexy Sissy Rides Dildo
    Anal JOI Sissy Training
    Sissy Big Cock Anal Training
    Sissy Training Anal
    Latex Sissy Anal Training
    Sissy Anal Training Compilation
    Dildo Instruction
    Sissy Anal Dildo
    Best Videos

    Relevant Sissy Anal Dildo Riding Training Instruction Porn Videos

    Live
    freya_goddes_
    Live
    varoneza
    Live
    esthefania_fox
    Live
    _kendal_hot_
    More Trans Chat with xHamsterLive trans now!
    Sissy slut riding huge BBC dildo
    02:06
    Sissy slut riding huge BBC dildo
    BimboButt30
    13.1K views
    Anal Training Riding Dildo Util I Cum Sissy Amateur Crossdresser
    16:54
    Anal Training Riding Dildo Util I Cum Sissy Amateur Crossdresser
    Twokisses
    13.1K views
    Purple Lingerie Sissy Riding Her Doll Trying to Cum
    09:10
    Purple Lingerie Sissy Riding Her Doll Trying to Cum
    Sissy Candy
    1.6K views
    Live
    KimberlyCutee
    Crazy Anal Exam Gaping Farting Dildo Fuck with Huge Cum
    02:06
    Crazy Anal Exam Gaping Farting Dildo Fuck with Huge Cum
    Viper Fierce
    11.1K views
    Tiny Sissy tries to ride humongous bad dragon Dildo but fails and so she close up with a jucy self facial cumshot
    07:29
    Tiny Sissy tries to ride humongous bad dragon Dildo but fails and so she close up with a jucy self facial cumshot
    Sissy Slut Chantal Sweet
    36.7K views
    Her Chastity Cage Flops Around While Her Asshole is Stretched Beyond Recognition!
    06:40
    Her Chastity Cage Flops Around While Her Asshole is Stretched Beyond Recognition!
    MJ
    10.1K views
    blonde sissy slut goes wild on big dildo - MercurySissy riding and training solo
    05:31
    blonde sissy slut goes wild on big dildo - MercurySissy riding and training solo
    MercurySissy
    42.7K views
    Shemale in thong pounding gaping ass with octopus dildo and jerking big cock to cumshot
    05:19
    Shemale in thong pounding gaping ass with octopus dildo and jerking big cock to cumshot
    jacklongtv
    4.5K views
    Cute tamil Indian sissy femboy in fishnets rides and fucks 7 inch white dildo and creampie's ass
    14:54
    Cute tamil Indian sissy femboy in fishnets rides and fucks 7 inch white dildo and creampie's ass
    FembunnyUwU
    41.4K views
    Femboy Crossdresser Moans and Rides Dildo in Pink Lingerie
    10:01
    Femboy Crossdresser Moans and Rides Dildo in Pink Lingerie
    Gsoqt
    25.1K views
    Sissy Maid in Hot Pink Dress and Chastity Is Locked to Her Dildo Stand
    09:21
    Sissy Maid in Hot Pink Dress and Chastity Is Locked to Her Dildo Stand
    Sissy Candy
    6.9K views
    Sissy in Chastity takes Big Dildo deep inside trying to Cum from Anal Sissygasm training
    09:20
    Sissy in Chastity takes Big Dildo deep inside trying to Cum from Anal Sissygasm training
    Mariana Taylor
    1.8K views
    misr4 - crossdresser anal cumshot
    14:41
    misr4 - crossdresser anal cumshot
    misr4
    8K views
    Sissi Stacy Sucked and Anal Training to Meet Guests
    01:22
    Sissi Stacy Sucked and Anal Training to Meet Guests
    sillystacy
    11.7K views
    Lil Pet Twink
    19:27
    Lil Pet Twink
    AmySub
    1K views
    Fishnet Sissy 2025#04 - Riding a Black and Red huge dildo -
    05:41
    Fishnet Sissy 2025#04 - Riding a Black and Red huge dildo -
    Magnum-dildo
    2.8K views
    Flashing and anal foot dildo fucking in public
    10:37
    Flashing and anal foot dildo fucking in public
    AngelSissyWhore
    2.6K views
    Dirty talking sissy boy fat dildo fuck POV
    02:15
    Dirty talking sissy boy fat dildo fuck POV
    Viper Fierce
    18K views
    Big Ass Crossdresser Loves Anal Dildo
    04:18
    Big Ass Crossdresser Loves Anal Dildo
    Evelo
    4K views
    The first sensations of the sissy whore from the chastity belt
    06:44
    The first sensations of the sissy whore from the chastity belt
    Sonechka25
    34.9K views
    Fishnet Sissy 2025#02 - Riding a huge 95mm anal plug(2) -
    05:35
    Fishnet Sissy 2025#02 - Riding a huge 95mm anal plug(2) -
    Magnum-dildo
    4K views
    This Is How You Train Your Sissy Pussy (Riding Compilation)
    11:34
    This Is How You Train Your Sissy Pussy (Riding Compilation)
    MJ
    41.6K views
    ANAL DILDO RIDE
    04:21
    ANAL DILDO RIDE
    Fogal101
    53.9K views
    Petra solo training
    05:29
    Petra solo training
    PetraTVsletje
    4.3K views
    Riding a BBC and Flopping my Dick
    01:16
    Riding a BBC and Flopping my Dick
    CaliFauna
    15.9K views
    Huge Dildo - Huge Cumshot Deep Anal Training Sissy Jessica Bloom
    07:30
    Huge Dildo - Huge Cumshot Deep Anal Training Sissy Jessica Bloom
    Jessica Bloom
    11.2K views
    Intense Anal Training Session with Huge Toys & POV Sissygasm - full video on LayneLovee Manyvids
    01:12
    Intense Anal Training Session with Huge Toys & POV Sissygasm - full video on LayneLovee Manyvids
    Layne Love
    8.1K views
    Sissy riding BBC dildo in new dress
    08:22
    Sissy riding BBC dildo in new dress
    SissyDaniella
    2.9K views
    Cute Shemale Fucks and Rides Big Dildo Cums from Anal Sissygasm
    08:19
    Cute Shemale Fucks and Rides Big Dildo Cums from Anal Sissygasm
    Mariana Taylor
    2.6K views
    Mr. Hankey's Thicky Nicky vs Big Bubble Butt
    05:08
    Mr. Hankey's Thicky Nicky vs Big Bubble Butt
    Sissy Slut Chantal Sweet
    19.7K views
    Sissi Stacy Latex Pussy Training by Powerfull Fuckmachine
    01:48
    Sissi Stacy Latex Pussy Training by Powerfull Fuckmachine
    sillystacy
    8K views
    Ts Isabella passion for training for his English mistresses
    12:55
    Ts Isabella passion for training for his English mistresses
    TvTs Isabella Coupe
    6.1K views
    Shemale Oils herself up and makes ASMR sounds while Fingering her tight asshole with both Hands and Rides a 10-Inch BBC
    05:57
    Shemale Oils herself up and makes ASMR sounds while Fingering her tight asshole with both Hands and Rides a 10-Inch BBC
    CaliFauna
    24.1K views
    Sissy in Red Dress and black Dildo ride
    05:27
    Sissy in Red Dress and black Dildo ride
    SissyDaniella
    7.7K views
    I love riding my favorite BBC dildo
    07:32
    I love riding my favorite BBC dildo
    parttcrossdresser
    9.7K views
    Sissy Lana trains deepthroat and riding
    06:22
    Sissy Lana trains deepthroat and riding
    Sissy Lana
    1.1K views
    Cute Girl rides super huge Dildo and stretches her tiny pussy
    10:03
    Cute Girl rides super huge Dildo and stretches her tiny pussy
    Sissy Slut Chantal Sweet
    31K views
    Theresa Cums riding her favourite vibrating big black dildo
    46:45
    Theresa Cums riding her favourite vibrating big black dildo
    Theresa Si
    36K views
    The Sissy Boy Trains His Bussy and Cums Close to the Camera
    06:15
    The Sissy Boy Trains His Bussy and Cums Close to the Camera
    hjohny66
    20.1K views
    Satin Sissy in Chastity Rides Her New Huge Dildo
    03:32
    Satin Sissy in Chastity Rides Her New Huge Dildo
    Sissy Candy
    4.7K views
    Extreme Anal Delights
    39:39
    Extreme Anal Delights
    TvTs Isabella Coupe
    33.7K views
    Feminized Sissy Slave Dildo Anal Training and Sissygasm in Chastity
    08:40
    Feminized Sissy Slave Dildo Anal Training and Sissygasm in Chastity
    Joanna CD
    2.2K views
    Sissy Maid Rides Her Sex Doll and Gets Chained Onto It
    31:40
    Sissy Maid Rides Her Sex Doll and Gets Chained Onto It
    Sissy Candy
    3.1K views
    My anal riding compilation
    22:10
    My anal riding compilation
    parttcrossdresser
    7.4K views
    Femboy Fuckmeat Rides Cock Like a Good Girl
    11:20
    Femboy Fuckmeat Rides Cock Like a Good Girl
    Gsoqt
    27.2K views
    Size Queen Sissy Slut Butt Training and Cummy Feets
    05:09
    Size Queen Sissy Slut Butt Training and Cummy Feets
    Sissy Slut Chantal Sweet
    14.3K views
    Sissy Training - Du Willst Einen Fetten Schwanz in Dir Und Ordentlich Gebumst Werden!
    01:53
    Sissy Training - Du Willst Einen Fetten Schwanz in Dir Und Ordentlich Gebumst Werden!
    Sissy Slut Chantal Sweet
    9K views
    Chat with xHamsterLive trans now! More Trans
    Live
    krityn_12
    Live
    ginger_1_1
    Live
    sissysylvia
    Live
    HotAsianAlbin19
    Live
    HoneyBdaQueen
    Live
    Ellaajulia
    Cookies help us deliver our services. By using this website, you agree with our use of cookies. Learn more
    How to refine by categories

    Searching for videos is easier now. No need to use bulky filters.

    Videos from categories are shown if keywords match them, e.g. "Amateur BBW" will show videos from both Amateur and BBW categories