Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
HALLOWEEN SALE – 50% OFF! 👻🎃 Limited Time, Big Thrills!

Sissy Bear Porn Videos

Ad notice
Free Videos
Short Videos
Sissy Bear
Premium Videos
Photos
Sissy
Bear
Sissy and Daddy Bear
Sissy Crossdresser
Sissy Training
Sissy Feminization
Sissy BBC
Sissy Chastity
Sissy Husband
Sissy Compilation
Sissy Fucked
Amateur Sissy
Sissy Blowjob
Sissy Cuckold
Sissy Gangbang
Sissy Slave
Sissy Boy
Young Sissy
Femdom Sissy
Sissy Slut
HD
Full HD
4K
VR
Best Videos
  • THIS TIME ON WEBCSM SEXTING WITH MY FAN I COULDN'T BEAR AND MADE A CUTE CUMSHOT WITHOUT USING HANDS AND THEN MY FAN CUMMED
    08:15
    THIS TIME ON WEBCSM SEXTING WITH MY FAN I COULDN'T BEAR AND MADE A CUTE CUMSHOT WITHOUT USING HANDS AND THEN MY FAN CUMMED
    Crossdresserkitty
    9.1K views
  • Jasmine_dlight & Pinky - Christmas Fuckery - BBW & Shemale Hard Fucking
    00:30
    Jasmine_dlight & Pinky - Christmas Fuckery - BBW & Shemale Hard Fucking
    Jasmine_dlight
    2.7K views
  • Part 1:- Lanista Bear Does Fireplay on Blackberrymilf and Maid Jayne.
    01:40
    Part 1:- Lanista Bear Does Fireplay on Blackberrymilf and Maid Jayne.
    Aaexperiencesltd
    745 views
  • Blonde Sissy Seoul in Leggings Workstyle Sucking BBC Big Dildo (long-form Version)
    03:40
    Blonde Sissy Seoul in Leggings Workstyle Sucking BBC Big Dildo (long-form Version)
    Seoul Sat
    1.2K views
  • Part 1:- Punishment Session for Stephanie for Not Sucking Enough Cock with Domina Satana and Lanista Bear.
    03:20
    Part 1:- Punishment Session for Stephanie for Not Sucking Enough Cock with Domina Satana and Lanista Bear.
    Aaexperiencesltd
    1K views
  • Part 1:- Lanista Bear gives Melanie a caning while showing Mistres red ruby how to do it.
    05:42
    Part 1:- Lanista Bear gives Melanie a caning while showing Mistres red ruby how to do it.
    Aaexperiencesltd
    just added
  • Part 1:- Lanista Bear Does Fireplay on Blackberrymilf and Maid Jayne.
    01:40
    Part 1:- Lanista Bear Does Fireplay on Blackberrymilf and Maid Jayne.
    Aaexperiencesltd
    2.3K views
  • Dirty and hot ass who likes hands
    05:24
    Dirty and hot ass who likes hands
    Redhot
    2K views
  • a superstar is born
    08:12
    a superstar is born
    Pure Ts
    933.1K views
  • Ladyboy Lisa Is My Dream Trans Wife.... I Fucked Her Hard!!
    08:12
    Ladyboy Lisa Is My Dream Trans Wife.... I Fucked Her Hard!!
    English Psycho
    675.5K views
  • Nikki Jaee: the Ultimate Slut
    24:18
    Nikki Jaee: the Ultimate Slut
    Tgirls Hookup
    84.9K views
  • Horny Ladyboy Cum - Bear-x
    06:57
    Horny Ladyboy Cum - Bear-x
    538.1K views
  • Getting back in her good graces
    08:12
    Getting back in her good graces
    Pure Ts
    205.3K views
  • Jane plays with Bottom Feeder
    05:18
    Jane plays with Bottom Feeder
    JaneHarris63
    24.2K views
  • Ariel Glass gives rough blowjob and swallows cum
    15:21
    Ariel Glass gives rough blowjob and swallows cum
    Ariel Glass
    253.4K views
  • Ladyboystar - POV sex with gorgeous Bangkok ladyboy Bear is always special
    12:16
    Ladyboystar - POV sex with gorgeous Bangkok ladyboy Bear is always special
    j johntroncash
    354.4K views
  • BLACK TGIRLS - Updates Compilation 28th Sept to 2nd Oct '26
    15:40
    BLACK TGIRLS - Updates Compilation 28th Sept to 2nd Oct '26
    Black Tgirls
    5.4K views
  • the new TS superstar has arrived
    08:12
    the new TS superstar has arrived
    Pure Ts
    157.7K views
  • Amy's big wish - Mandy bear (part 5/6)
    07:47
    Amy's big wish - Mandy bear (part 5/6)
    AgentRedGirl
    69.3K views
  • Lanista Bear , Domina Satana and Allegro in the Dungeon- Part  3
    06:29
    Lanista Bear , Domina Satana and Allegro in the Dungeon- Part 3
    Allegro
    71.9K views
  • Hairy Ftm  Trans Man Gets Railed Bareback by Beefy Bear and Squirts Hard Part 1
    08:04
    Hairy Ftm Trans Man Gets Railed Bareback by Beefy Bear and Squirts Hard Part 1
    RonBeastlyFTM
    196K views
  • Relevant Short videos

    Pretty Gurl
    Pretty Gurl
    Pure Ts
    3.3K views
    Part 1 - Domina-Satana and Lanista-Bear take me into their Dungeon for the first time | Clip 2
    Part 1 - Domina-Satana and Lanista-Bear take me into their Dungeon for the first time | Clip 2
    Stephanie-Nicole-TV
    3.2K views
    Work Underling Becomes Secret Sissy Fucktoy
    Work Underling Becomes Secret Sissy Fucktoy
    Pure Ts
    3.8K views
    Meet Sweet Fresh Faced Annabelle!
    Meet Sweet Fresh Faced Annabelle!
    TS-casting Couch
    2.9K views
    Transformative Love
    Transformative Love
    Pure Ts
    3.4K views
    Dallas D'Orienne pounded by Army BWC Verbal Daddy | Clip 1
    Dallas D'Orienne pounded by Army BWC Verbal Daddy | Clip 1
    Dallas DOrienne
    3K views
  • Trans Slut Emma Rose Hardcore Drilled By Muscle Bear
    12:52
    Trans Slut Emma Rose Hardcore Drilled By Muscle Bear
    GenderX
    339.1K views
  • Stripping And Fucking A Customer Bareback With Pussy Cream Pie
    08:44
    Stripping And Fucking A Customer Bareback With Pussy Cream Pie
    Fat Goddes
    509.8K views
  • Ladyboystar - Sucking her cock and fucking her asshole - POV ladyboy edition
    12:54
    Ladyboystar - Sucking her cock and fucking her asshole - POV ladyboy edition
    j johntroncash
    118.2K views
  • Cum Shemales 7 - Bear-x
    05:25
    Cum Shemales 7 - Bear-x
    137K views
  • Tattooed Canadian TS doll!
    04:12
    Tattooed Canadian TS doll!
    Canada TGirl
    15K views
  • The Best Valentine's Present
    08:12
    The Best Valentine's Present
    Pure Ts
    109.7K views
  • Ladyboystar - Deep anal sex in many positions and a facial with a hot ladyboy
    12:39
    Ladyboystar - Deep anal sex in many positions and a facial with a hot ladyboy
    j johntroncash
    319.1K views
  • Woman Has Three Breasts and Penis
    07:17
    Woman Has Three Breasts and Penis
    UnusualPeople
    70.3K views
  • Ariel Glass POV blow job and anal in pink lingerie
    10:23
    Ariel Glass POV blow job and anal in pink lingerie
    Ariel Glass
    128.9K views
  • Domina Satana , Mistress Carrie and Boo Boo part 3
    05:53
    Domina Satana , Mistress Carrie and Boo Boo part 3
    Allegro
    92.1K views
  • Fat Bear fuck wife in hotel
    15:01
    Fat Bear fuck wife in hotel
    165.3K views
  • Ladyboystar - Bear - Super Skinny Feminine Trans Girl Cums in My Mouth
    08:12
    Ladyboystar - Bear - Super Skinny Feminine Trans Girl Cums in My Mouth
    Ladyboy Star
    164K views
  • Domina Satana, Mistress Carrie and Boo Boo
    11:00
    Domina Satana, Mistress Carrie and Boo Boo
    Allegro
    51.3K views
  • Bareback Fucking with Bear
    05:52
    Bareback Fucking with Bear
    ChaseFTMxx
    10.6K views
  • GenderXFilms - Trans Latina Hitchhiker Dicked Down By Muscle Bear
    12:31
    GenderXFilms - Trans Latina Hitchhiker Dicked Down By Muscle Bear
    GenderX
    229.9K views
  • Long Cock Tranny Drills Big White Bear
    01:28
    Long Cock Tranny Drills Big White Bear
    186.4K views
  • Double Teamed by Btrucker & Dj Emello part 1
    08:12
    Double Teamed by Btrucker & Dj Emello part 1
    RonBeastlyFTM
    139K views
  • FTM gets Creampie Sex from Big Dick College Bear
    33:54
    FTM gets Creampie Sex from Big Dick College Bear
    Trip Richards
    413.6K views
  • Ladyboystar - Sizzling 18yo ladyboy Bear gets picked up and fucked hard in POV
    12:20
    Ladyboystar - Sizzling 18yo ladyboy Bear gets picked up and fucked hard in POV
    j johntroncash
    134.9K views
  • Loren When a Whisper of Pressure Where the Wood on the Epidermis Draws a Fragile and Volatile Sensation
    19:39
    Loren When a Whisper of Pressure Where the Wood on the Epidermis Draws a Fragile and Volatile Sensation
    Mamou5891
    127.8K views
  • GROOBYGIRLS: The Sky is the Limit
    03:11
    GROOBYGIRLS: The Sky is the Limit
    Grooby Girls
    175.7K views
  • Domina Satana, Mistress Carrie and Boo Boo Pat 5
    05:31
    Domina Satana, Mistress Carrie and Boo Boo Pat 5
    Allegro
    46.3K views
  • amateur trans babe shows off her love of the D
    06:56
    amateur trans babe shows off her love of the D
    Pure Ts
    35.3K views
  • Part 4:- Lanista Bear & Allegro in the dungeon Spanking, cock sucking and a good fucking!
    06:45
    Part 4:- Lanista Bear & Allegro in the dungeon Spanking, cock sucking and a good fucking!
    Aaexperiencesltd
    35.4K views
  • Allegro serves Master Lanista Bear
    05:48
    Allegro serves Master Lanista Bear
    Allegro
    37K views
  • Petite, Small Cock Valentina with Hung Colby Jansen
    03:42
    Petite, Small Cock Valentina with Hung Colby Jansen
    Tgirls xxx
    11.5K views
Previous page
Next page
1
  1. 1
  2. ...
  3. 7
  4. 8
  5. 9
  6. 10
  7. 11
  8. ...
  9. 45
  10. ...
  11. 80
80

Porn Related to Sissy Bear

Sissyslut Harley
Dildo Chair
Leather Coat
Sissies Being Used
Homemade Doggystyle
Hardcore Negative Chastity
Spanking Paddle
BBC Stepdad
Short Skirt and New Heels
Horny T-Slut
Cheeky_fem
Sissyelizaa
Tricked Into Bondage
Nylon Sam
Sisy Cums
Hot Sissys
Doll Ammy
Plastic Bimbo
Prince of Pajamas
Butt Slut
Related Channels
  • #151
    Sissy Instruction
    Sissy Instruction
  • #203
    PORNSTARS BEHIND THE SCENES
    PORNSTARS BEHIND THE SCENES
  • #327
    Sissy in Chastity
    Sissy in Chastity
  • #111
    Becoming Femme
    Becoming Femme
  • #48
    Trans and Co
    Trans and Co
  • #233
    Bad Gurlzz Productions
    Bad Gurlzz Productions
  • #107
    Third sex XXX
    Third sex XXX
  • #121
    TheFlourishFetish
    TheFlourishFetish
  • View all
Monetize your content
Become a creator
xHamster
  • About us
  • Blog
  • Creator's Blog
  • Advertising
  • xHamster Awards 2025
  • SEO Specialist Job
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
Earn money with us
  • Camgirls Wanted
  • Creator Contest
  • Сontent Creators Program
© 2026 xHamster - Free porn videos.
Desktop Version
U.S.C. 2257 Notice
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