PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
  • Live Sex
  • Premium Premium Videos
  • Pornstars
  • Channels
☘️ ST. PATRICK’S DAY DEAL ☘️ Celebrate with savings!

The First Time Porn Videos

Free Videos
Short videos
Premium Videos
Photos
First
Time
First Time
Crossdresser First Time
First Time Shemale
Young First Time
First Time Virgin
First Time Anal
First Date
First BBC
Adult Time
Homemade First Time
First Time Trans
First Time Sissy
First Time Ladyboy
Stepsisters First Time
First Sissygasm
First Time Blowjob
First Trans
First Time Tranny
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • Girl forgot to tell her Tinder date that she’s Trans
    07:22
    Girl forgot to tell her Tinder date that she’s Trans
    JsseMontz
    707.3K views
  • Young Guy Fucks a Blonde Shemale in Her Tight Asshole for the First Time
    17:09
    Young Guy Fucks a Blonde Shemale in Her Tight Asshole for the First Time
    Shemale TS Collection
    111.2K views
  • First experience
    51:56
    First experience
    3.2M views
  • Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3.3M views
  • TRANS ANGELS - Izzy Wilde Meets Her Stepbro Sage Roux For The First Time And In No Time Gets His Cock Out To Suck - TRANS ANGELS
    10:25
    TRANS ANGELS - Izzy Wilde Meets Her Stepbro Sage Roux For The First Time And In No Time Gets His Cock Out To Suck - TRANS ANGELS
    Trans Angels
    788.8K views
  • First Time Glory Hole
    09:03
    First Time Glory Hole
    475.8K views
  • Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    11.5M views
  • Black Woman with a 25 Cm Cock Fucks Pussy for the First Time and Orgasms a Lot.
    05:16
    Black Woman with a 25 Cm Cock Fucks Pussy for the First Time and Orgasms a Lot.
    maiconvinicius
    46.6K views
  • boy first time with trans
    10:18
    boy first time with trans
    448.4K views
  • Surprise! She has a cock!
    00:49
    Surprise! She has a cock!
    rupertly
    328.1K views
  • M584G02 My son who has returned for the first time in a few years is a transcendental transsexual.
    01:29:57
    M584G02 My son who has returned for the first time in a few years is a transcendental transsexual.
    M MBM3988
    979.7K views
  • my first date with a transgender girl.
    18:03
    my first date with a transgender girl.
    732.8K views
  • Unexpected Cock Surprise - Trannybizarre
    05:12
    Unexpected Cock Surprise - Trannybizarre
    Tranny Bizarre
    342.7K views
  • Young guy fucked in the ass for the first time by a tranny
    17:25
    Young guy fucked in the ass for the first time by a tranny
    1.1M views
  • First night alone with Daddy
    09:57
    First night alone with Daddy
    Kristi-Jo
    8.3K views
  • Don't do this to me! I do not like it!
    03:01
    Don't do this to me! I do not like it!
    780.3K views
  • Agatha Mama on Teaching My Stepcousin to Eat a Trans Woman for the First Time
    25:20
    Agatha Mama on Teaching My Stepcousin to Eat a Trans Woman for the First Time
    Agatha Mama
    40.6K views
  • Her first time
    01:18
    Her first time
    jat19851
    317.5K views
  • Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
    08:16
    Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
    Elizabeth Stewart
    469.9K views
  • THIS WAS THE FIRST TIME I HAD SEX WITH THIS GUY WHO MADE ME FEEL TOO SENSUAL EVERY TIME HE PENETRATED ME UNTIL I WAS FULL
    11:05
    THIS WAS THE FIRST TIME I HAD SEX WITH THIS GUY WHO MADE ME FEEL TOO SENSUAL EVERY TIME HE PENETRATED ME UNTIL I WAS FULL
    NATALIASTARXXX
    101.6K views
  • My first sex with a Ladyboy
    20:22
    My first sex with a Ladyboy
    hollywoodhank83
    1.2M views
  • Relevant Short videos

    Pissing in my roommates sink for the first time
    Pissing in my roommates sink for the first time
    BunBunBoi
    4.1K views
    Emotional moment from "Sissy plays with anal plug for the first time"
    Emotional moment from "Sissy plays with anal plug for the first time"
    Vejenity
    4K views
    Fucking my little hole with a dildo for the first time
    Fucking my little hole with a dildo for the first time
    Samsesang
    7.9K views
    Samara Coxxx training her sissy pussy with a dildo for the first time
    Samara Coxxx training her sissy pussy with a dildo for the first time
    Samara Coxxx
    3.9K views
    Transgender fat ass trying dildo for the first time
    Transgender fat ass trying dildo for the first time
    Katherine Diamond
    3.3K views
    Amateur Anal Gran Tran Gets Fucked by WALL-E For The First Time
    Amateur Anal Gran Tran Gets Fucked by WALL-E For The First Time
    Linzy19
    3.7K views
  • Guy gets fooled into sex with a shemale
    06:15
    Guy gets fooled into sex with a shemale
    Love4TS
    2.7M views
  • Shemale fucks Petite transgirl for the first time in the New Year
    26:23
    Shemale fucks Petite transgirl for the first time in the New Year
    Kapri Sun
    384.5K views
  • Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom
    06:31
    Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom
    Melissa Masters
    608.7K views
  • Another straight guy getting tricked by this hot tgirl
    26:17
    Another straight guy getting tricked by this hot tgirl
    1.1M views
  • Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
    10:25
    Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
    Trans Angels
    9.6M views
  • GenderX - Wife Wants Husband To Fuck Her Trans Friend
    12:54
    GenderX - Wife Wants Husband To Fuck Her Trans Friend
    GenderX
    2.9M views
  • Her friends first time taking dick
    03:39
    Her friends first time taking dick
    526.4K views
  • My stepmom is a tranny
    16:46
    My stepmom is a tranny
    Combat zone transsexual barebacking
    1.3M views
  • FIRST MEET
    19:38
    FIRST MEET
    313.1K views
  • Hostel Surprise
    37:09
    Hostel Surprise
    3.3M views
  • Your Very First Time - Trans Femdom GFE with Melissa Masters
    03:40
    Your Very First Time - Trans Femdom GFE with Melissa Masters
    Melissa Masters
    382.7K views
  • REAL SHEMALE HOOKER VISIT - German homemade latina cum
    13:29
    REAL SHEMALE HOOKER VISIT - German homemade latina cum
    Transen-von-Nebenan
    1.3M views
  • First timer can't take it at first try, then he takes it all
    02:20
    First timer can't take it at first try, then he takes it all
    1.9M views
  • surprise she has dick
    07:34
    surprise she has dick
    269.8K views
  • First Time Feminized Means First Time Fucked in the Ass
    12:21
    First Time Feminized Means First Time Fucked in the Ass
    Bailey Wilde
    104.6K views
  • First time
    00:30
    First time
    290.3K views
  • First time with a tranny (shemale) and we enjoy tasty cock
    07:11
    First time with a tranny (shemale) and we enjoy tasty cock
    2.9M views
  • Hot T GIRL with college boy.
    29:02
    Hot T GIRL with college boy.
    b bluehen29501
    3M views
  • Straight friend with benifits fucking me
    01:26
    Straight friend with benifits fucking me
    96.8K views
  • He Doesn't want to get Fucked Bareback by Her...
    01:14
    He Doesn't want to get Fucked Bareback by Her...
    900.8K views
  • straight man deflowered
    00:44
    straight man deflowered
    103.7K views
  • The first time I take a dick in my ass
    02:55
    The first time I take a dick in my ass
    A Alextrav86
    372.4K views
  • My Husband Fucked My Trans Friend and I Watched and Got Horny! Am I a Cuckquean?
    08:12
    My Husband Fucked My Trans Friend and I Watched and Got Horny! Am I a Cuckquean?
    Lady Snow Brasil
    3M views
  • Emily Adaire TS surprises her one night stand in a trenchcoat
    13:02
    Emily Adaire TS surprises her one night stand in a trenchcoat
    Emily Adaire
    429.5K views
  • first time taking BWC in ass and i like it. Part 2
    00:39
    first time taking BWC in ass and i like it. Part 2
    1.1M views
  • Home service tranny seduces a horny dude
    19:03
    Home service tranny seduces a horny dude
    Trans Cloud
    79K views
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 41
  9. ...
  10. 80
80

Searches Related to The First Time

First Time Homemade
Wife Fucked in Front of Husband
Crossdresser Sucking Cock Hotel Room
Married Straight Man Breeds Again
My Wife's Boyfriend Fuck My Ass
Cumming Harder Then Ever Before
Cum on Own Face
Fresh Virgin Sex
Teen Sissy Boy
Step Dad Fucks Me
Daddy's Girl
Dirty Little Secret
Sweet Talk
28 Cumshots Back to Back
Raw Bareback
Real Glory Hole
Crossdressing Caught Dressed
Amateur Trap
Shemale Surprises Guy After Blowjob
Post Op Ladyboy Pussy Creampie
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