Porn Porn Transgender • US
  • Live Sex
    -50%
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
50% OFF Token Deal One-time deal on xHamsterLive. Token pack at half price!

First Try Porn Videos

487 Results

Free Videos
Short Videos
Premium Videos
Photos
4K
HD
Full HD
VR
Best Videos
By clicking the content you will also see an ad.
  • Straight guy first time to fuck a Trans and first time to try a lady cock.
    05:54
    Straight guy first time to fuck a Trans and first time to try a lady cock.
    Princesss
    104.2K 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
    4.1K views
  • Trying to do my first dp
    20:50
    Trying to do my first dp
    Bobbie Bunzz
    8.7K views
  • Hot Shemale First Woman Clothing Try On Alone At Home Booty Young Slut Crossdresser
    12:25
    Hot Shemale First Woman Clothing Try On Alone At Home Booty Young Slut Crossdresser
    Crossdresserkitty
    16.5K views
  • First try with my stepson, he came in my hand
    05:07
    First try with my stepson, he came in my hand
    cd_aysemmm
    7.9K views
  • Sis-k on a Navy Blue Nightgown Riding a Fancy Dildo Ep2
    08:54
    Sis-k on a Navy Blue Nightgown Riding a Fancy Dildo Ep2
    SissyKanisa
    7.3K views
  • First Of All My Own Anime Video Hot Big Ass Blonde Femboy Cumshots Masturbating With Legs Big Load Of Cum Fountain Out
    02:21
    First Of All My Own Anime Video Hot Big Ass Blonde Femboy Cumshots Masturbating With Legs Big Load Of Cum Fountain Out
    Crossdresserkitty
    7K views
  • A dress, heels and a chastity cage. Trying a huge dildo and cumming in my tights!
    03:09
    A dress, heels and a chastity cage. Trying a huge dildo and cumming in my tights!
    Starlightfemboy
    520K views
  • Straight boy Dominant Shemale Challenge - try not to cum
    12:03
    Straight boy Dominant Shemale Challenge - try not to cum
    b btroy00000
    258.9K views
  • Green Satin Dress, Tits, no bra and cum
    12:37
    Green Satin Dress, Tits, no bra and cum
    Sarahsatinslut
    71.5K views
  • Gentle Femdom Sph & Thong Try on
    07:11
    Gentle Femdom Sph & Thong Try on
    WetZemu
    61.8K views
  • Trans Girl in Lingerie Surprises Photographer
    05:16
    Trans Girl in Lingerie Surprises Photographer
    Medi Voi
    60.6K views
  • Epic cumshots, trying not to cum is impossible!
    05:21
    Epic cumshots, trying not to cum is impossible!
    Lavala
    127.3K views
  • Trying on Small Through 3xl Condoms One by One
    08:12
    Trying on Small Through 3xl Condoms One by One
    WetZemu
    39.2K views
  • Horny Sissy Cums by Accident Trying to Ruin Her Orgasm
    01:49
    Horny Sissy Cums by Accident Trying to Ruin Her Orgasm
    Seren Ramirez
    187.8K views
  • Leah Deepthroats Silas, Rides Hard in Reverse Cowgirl, Then Cums on Her Tummy While He Blasts Her Tits.
    08:12
    Leah Deepthroats Silas, Rides Hard in Reverse Cowgirl, Then Cums on Her Tummy While He Blasts Her Tits.
    Trans Roommates
    54.2K views
  • BIGGEST cumshot HOT femboy HANDLESS cummin COMPILATION cute COCK crossdresser AMATEUR ladyboy MODEL blogger FEMINIZATION prof
    05:12
    BIGGEST cumshot HOT femboy HANDLESS cummin COMPILATION cute COCK crossdresser AMATEUR ladyboy MODEL blogger FEMINIZATION prof
    Crossdresserkitty
    158.3K views
  • Hung TS Trying on Different Underwear
    01:17
    Hung TS Trying on Different Underwear
    austinsummersxo
    3.4K views
  • Trans beauties try to switch bodies with anal creampie
    08:12
    Trans beauties try to switch bodies with anal creampie
    Trans Roommates
    24.8K views
  • From Mechanic to Sissy
    01:56
    From Mechanic to Sissy
    Pure Ts
    3.1K views
  • her ass bouncing on my dick is insane! Trying out Daisy from Tantaly
    11:51
    her ass bouncing on my dick is insane! Trying out Daisy from Tantaly
    Emily Adaire
    109.2K views
  • Trying hard to be feminine and slutty
    09:04
    Trying hard to be feminine and slutty
    Pure Ts
    14.3K views
  • Sweaty, Horny & Distracted During Leg Day 4K
    08:50
    Sweaty, Horny & Distracted During Leg Day 4K
    WetZemu
    35.8K views
  • Cloud Stella Loves a Big Trans Creampie in Her Wet Pussy
    08:12
    Cloud Stella Loves a Big Trans Creampie in Her Wet Pussy
    Trans Daylight
    50.5K views
  • Sissy Kanisa in Sexy Purple Nightwear Ep1
    05:29
    Sissy Kanisa in Sexy Purple Nightwear Ep1
    SissyKanisa
    14.7K views
  • Super Hot Tgirl Thaysa Lopes Gives the Machine a Try
    08:12
    Super Hot Tgirl Thaysa Lopes Gives the Machine a Try
    Dream Tranny
    19.5K views
  • Asian Beauty Ghost Park Rides BBC Bare
    08:12
    Asian Beauty Ghost Park Rides BBC Bare
    Trans Roommates
    21.9K views
  • Little cock tucked in pantyhose and g string panties trying on new High heels.
    06:27
    Little cock tucked in pantyhose and g string panties trying on new High heels.
    GreatLateDate
    24.3K views
  • Petite Lola Fae Takes Nikki's Hard Girl Cock
    08:12
    Petite Lola Fae Takes Nikki's Hard Girl Cock
    Trans Daylight
    43.7K views
  • I tried on my stepmother's pantyhose.
    05:06
    I tried on my stepmother's pantyhose.
    cd_aysemmm
    1.4K views
  • Dressed Like a Slut Trying to Get Caught and Cumshot
    00:45
    Dressed Like a Slut Trying to Get Caught and Cumshot
    Miolee
    980 views
  • Horny Trans Nurse Offers Bareback Creampie After the Checkup
    08:12
    Horny Trans Nurse Offers Bareback Creampie After the Checkup
    Trans Roommates
    28.3K views
  • Daphne Dancing and Teasing and Changing Clothes
    03:40
    Daphne Dancing and Teasing and Changing Clothes
    Daphne Desire
    1.4K views
  • Trans BBW MissAlinaPaige Trying On Her Lingerie Collection
    17:58
    Trans BBW MissAlinaPaige Trying On Her Lingerie Collection
    Miss Alina Paige
    8.4K views
  • Trans Trying Fuck Machine
    01:52
    Trans Trying Fuck Machine
    OlyaMayer
    800 views
  • Slender Trans Dolly Rotten Takes BBC Deep
    08:12
    Slender Trans Dolly Rotten Takes BBC Deep
    Trans Roommates
    11.7K views
  • Beautiful trans girl with a huge cock tries on her new lingerie
    06:54
    Beautiful trans girl with a huge cock tries on her new lingerie
    Saranji
    2.7K views
  • Sissy Kanisa Masturbate While Her Ass Is Plugged with a Huge Metal Anal Plug
    01:12
    Sissy Kanisa Masturbate While Her Ass Is Plugged with a Huge Metal Anal Plug
    SissyKanisa
    1.6K views
  • try out my new outfit and cum
    03:45
    try out my new outfit and cum
    Dirty Little Bebe
    64.3K views
  • Machine fucks clairesquared brains out multiple squirts, watch me as I try not to cum all over myself
    28:34
    Machine fucks clairesquared brains out multiple squirts, watch me as I try not to cum all over myself
    ClaireSquared
    24.7K views
  • I'm Stretching the Hole and Trying to Shove a Thick Dildo All the Way in
    06:00
    I'm Stretching the Hole and Trying to Shove a Thick Dildo All the Way in
    Allmylinks
    1.8K views
  • Sis-K Lingeries Collection EP19: Lace pink panties and white stocking
    10:57
    Sis-K Lingeries Collection EP19: Lace pink panties and white stocking
    SissyKanisa
    26.8K views
  • Sissy Kanisa's Fitting Room Try on New Panties, Japanese Style Panties Red Bow and Light Purple Lace
    00:52
    Sissy Kanisa's Fitting Room Try on New Panties, Japanese Style Panties Red Bow and Light Purple Lace
    SissyKanisa
    200 views
  • Hot legs sexy  TS Babe Melinda James trying her new pink heels and dress
    17:42
    Hot legs sexy TS Babe Melinda James trying her new pink heels and dress
    Melinda James
    15.3K views
  • Sissy Kanisa's Fitting Room: Try on Pink Seifuku (japanese Sailor College Uniform)
    03:25
    Sissy Kanisa's Fitting Room: Try on Pink Seifuku (japanese Sailor College Uniform)
    SissyKanisa
    10.7K views
  • Sissy Kanisa Crossdresser Maid Service Part 1: Dick Lock up
    06:06
    Sissy Kanisa Crossdresser Maid Service Part 1: Dick Lock up
    SissyKanisa
    17.9K views
  • Sissy Kanisa's Fitting Room: Change Clothes to Go to Pe Class
    02:41
    Sissy Kanisa's Fitting Room: Change Clothes to Go to Pe Class
    SissyKanisa
    8.7K views
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 8
  9. ...
  10. 11
11

Searches Related to First Try

Straight Guy First Time
Shemale Surprises Straight Guy
Seducing Friend
Trap Surprise
Tinder Date
First Time With
Straight Guy Tricked
First Time Bi
Shemale Surprise
Amateur Straight Friends
Amateur Surprise
Seduce
First Experience
Girl Surprised
Bisexual Couples
Unexpected
Surprise Trans
Straight Friends
TS Seducing Shy Men
Shemale Fucks Twink
Related Channels
  • #23
    Latina Tranny
    Latina Tranny
  • #417
    TS Michelle Site
    TS Michelle Site
  • #201
    Mydirtyhobby
    Mydirtyhobby
  • #95
    Cumsissy
    Cumsissy
  • #110
    Tranny
    Tranny
  • #118
    Nicole Montero
    Nicole Montero
  • #148
    Alexia St James
    Alexia St James
  • #26
    Transsensual
    Transsensual
Monetize your content
Become a creator
xHamster
  • About us
  • 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
Earn money with us
  • Camgirls Wanted
  • Creator Contest
  • Сontent Creators Program
© 2026 xHamster - Free porn videos.
Desktop 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