TRANNY • FIRST TIME 1,064 videos

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20:04 93%

TGIRL POST-OP: Jenny Loves Her New Pussy Fucked

3 years ago

xHamster

anal, big ass, couple, interracial, ass, first time, post op
10:42

Part 2 My little stepbrother has his first time with a trans and I help him by lending him my ass

7 months ago

xHamster

homemade, first time
05:30

Petite Thai ladyboy first time anal fuck POV style

5 years ago

ShemaleZ

first time
04:00

Dorm Room First Times Emma Kisses Her first Girl AND Sucks her Cock

10 years ago

TXXX

kissing, dorm, first time
04:43

Sissy feels a vibration inside her for the first time

3 years ago

xHamster

vibrator, first time, femboy
45:20

His first time with a Shemale

5 years ago

xHamster

outdoor, first time
06:34

My First Time in Tights: Embracing My Crossdressing Journey!

1 year ago

xHamster

first time
37:10

Pixie and Rachael making out. First time

5 years ago

ShemaleZ

first time
10:15

Crossdresser First Time Sucks Cock Gets Fucked Facial Full Sissy

2 years ago

TXXX

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06:38

Z Fucks My Ass with a Strapon (his first time!)

5 years ago

HClips

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13:19

Cd Tries Fucking Dildo For The First Time

1 year ago

ShemaleZ

first time
05:50

Teen guy sucking tranny cock first time

5 years ago

TXXX

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06:00

Alex gets banged by Tgirl for the first time

5 years ago

ShemaleZ

first time
21:04

First Time Sthis chabmale Sex encounters

6 years ago

ShemaleZ

first time
09:20

My First Time With A Trans. Part 3. He Moves Deliciously On Top Of My Cock

1 year ago

ShemaleZ

first time
39:35 83%

Skinny Asian Ladyboys First Time On Camera

1 year ago

ShemaleZ

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06:31

This Guy Gets Fucked For The First Time By His Friend. Too Much Fun When Top Gets Penetrated For The First Time By Big Cock In Her Tight Little Ass 7 Min

2 years ago

TXXX

big ass, first time, ebony
15:16

Crossdresser first time Dressing for man

7 years ago

ShemaleZ

dress, first time
10:10

Beautiful 18 year old trans girl fucking for the first time with her new sex toy

1 year ago

xHamster

teen anal (18+), shemale and girl, bareback, first time
20:26

I Record While I Fuck For The First Time With My Transsexual Girlfriend 20 Min

1 year ago

ShemaleZ

redhead, first time
15:05

My First Time With With Lina Paige

3 years ago

ShemaleZ

first time, brunette
06:12

Big Cumshot Cute Ladyboy Legs Hot Green Dress Sexy Body Pretty Style of Cumming

8 months ago

xHamster

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05:45

Lena Moon - His First Time With A Tranny

2 years ago

ShemaleZ

first time
17:36

Fucking first time!

6 years ago

xHamster

first time
12:05

TRANSFIXED - Horny Michael DelRay Has His First Trans Experience With Gorgeous Friend Jade Venus

1 year ago

xHamster

first time
10:12

Trans Bunnygirl Tries Vibrations For The First Time

1 year ago

ShemaleZ

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10:06

Nerdy Tranny Tastes Cock for the First Time

7 years ago

ShemaleZ

first time
03:44

Bigcock transgender makes a submissive man crave for her cum

4 years ago

xHamster

first time
18:17

First time with a tranny

11 years ago

xHamster

first time
02:08

GROOBYDVD: Femout First Time Fuckers #2

4 years ago

xHamster

JOI, first time
11:36

Cute TRANNY first time SISSYGASM after make up and stroking

3 years ago

xHamster

cute, first time
16:29

Your first time with a tranny will be incredible

7 years ago

xHamster

gangbang, first time
10:32 90%

First Time Bbc For Cute Ts

2 years ago

TXXX

cute, stockings, big ass, interracial, bareback, BBC, first time
55:09

M584g01 Stepson Who Has Returned For The First Time In 5 Years Is A Transcendental Transsexual?

1 year ago

ShemaleZ

shemale, asian, first time
05:45

Kate Zoha And Pristine Edge In First Time To Fuck By A Trans

2 years ago

ShemaleZ

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05:54

Shemale fucks white man for the first time

5 years ago

ShemaleZ

ass, first time
23:44 81%

Her first time with a Shemale

7 years ago

xHamster

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11:06

Bearly Legal Fem Boy Sucks Dick On Camera For The First Time 18 Year Old Facial

1 year ago

TXXX

first time
22:53

His first time with a tranny

11 years ago

xHamster

first time
10:25 84%

Is Meeting Her For The First Time And Her Pussy At The Same Time - Angel S And Jade Venus

1 year ago

ShemaleZ

MILF, big tits, blonde, first time
05:10

Pierce Paris and Janelle Fennec first time anal scene sex in the bedroom

5 years ago

ShemaleZ

anal, piercing, first time
1:29:57 78%

M584G02 son who has returned for the first time in a few years is a transcendental transsexual.

1 year ago

xHamster

bisexual, orgasm, japanese, cum in mouth, first time
05:10

Sexy Ladyboy Tarja Lou Fucks The First Time

2 years ago

ShemaleZ

first time
02:36

First Time

6 years ago

xHamster

first time
10:20

Remigio Zampa starts a girl to anal intercourse!Roby Bianchi

4 years ago

xHamster

spanish, swallow, vintage, puffy nipples, first time
10:57

Are you excited about your first time with a tranny

9 years ago

xHamster

first time
07:50

It's This Sissy Milkboy's First Time

3 weeks ago

xHamster

sissy, crossdresser, first time
14:28

My first time with a 24 cm dildo and cumming like a sissy

1 year ago

xHamster

dildo, first time
06:40

First time adventure

5 years ago

xHamster

mature anal, toys, first time
22:37

TRANNY SHEMALE FUCKS STRAIGHT GUY - FIRST TIME TRANSSEXUAL FUCKING

2 years ago

xHamster

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08:05

First time FTM is barebacked by hung muscular DILF

3 years ago

xHamster

first time, FTM
08:34

Straight First Time Explode in Sissy Mouth

7 years ago

xHamster

first time
32:49

Cassie Takes A Dragon For The First Time - Cassie Cummings

3 years ago

ShemaleZ

tattoo, first time
06:53

First-time Fantasy - Sharnell Dupree

3 years ago

ShemaleZ

first time
11:07 60%

First Time Teacher of Magic and Alice Blitz ( part 2 )

4 years ago

HClips

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13:02

Trans Hottie Kendall Penny Gives the Ultimate Date to Lucky

4 years ago

xHamster

first time
05:46

Newbie Hot Shemale First Time On Webcam Bb Anus

1 year ago

ShemaleZ

first time
05:48

This Guy Gets Fucked For The First Time By His Friend. Too Much Fun When Top Gets Penetrated For The First Time By Big Cock In Her Tight Little Ass. Exclusivity On Xvideos Red 6 Min

2 years ago

ShemaleZ

ass licking, first time, ebony
04:20 64%

Old man partners daughter and tranny first time Alyssa Gets Her Way With

5 years ago

TXXX

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04:40

First time tranny Dayana with a cock pump

5 years ago

TXXX

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06:29

First Time Fembois with Thayane Beck for TrannyBizzare

10 months ago

xHamster

beauty, first time
09:52

Fucked Trans Girlfriend For The First Time

1 year ago

ShemaleZ

BDSM, first time
08:15

YouPorn - trans-ingrid-moreira-fucks-ass-guy-for-his-first-time-cumshot

5 years ago

TXXX

first time
05:17

White Shemale Sissy Crossdresser Girl Body Mini Skirt Hot Slut Blonde Kitty

10 months ago

xHamster

beauty, shemale, skirt, sissy, first time, slut
11:09 75%

My first time with a shemale sexdoll from Tantaly

2 years ago

xHamster

pantyhose, doll, german, chubby, dildo, riding, natural
06:11 78%

Ladyboy Thippy & Noi first time 3 some

5 years ago

TXXX

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05:10

Brunette shemale first time anal with cumshot

5 years ago

ShemaleZ

18, first time
06:33

Ladyboy for first time sex - KimCock

6 years ago

ShemaleZ

first time
25:54 86%

First time BBC

5 years ago

ShemaleZ

interracial, big tits, BBC, first time
16:20

My First Time With A Trans And The First With Agatha Lyra

2 years ago

ShemaleZ

tattoo, first time
13:00 82%

Trans Verbal Demands -Elegant Look With Glove And Sweet Dress

2 years ago

xHamster

cute, gloves, dress, first time
05:51

Teen guy fucks tranny first time

5 years ago

ShemaleZ

first time
06:02

Filipino femboy has first time bareback anal sex on camera

8 years ago

xHamster

filipina, first time, femboy
08:37

Angela Tamrih first time being on top

5 years ago

ShemaleZ

creampie, first time
12:37

The first time of Carolina

9 years ago

xHamster

first time, shemale fucks guy
10:15

Young Tranny First Time

4 years ago

xHamster

first time
18:24

T-girl Alexandra naked for the 1st time,playing with herself

3 years ago

xHamster

mature, first time
06:16

Aliya Brynn - First Time Swinging With A Trans, What A Blast

2 years ago

ShemaleZ

first time
22:32

First time BBC FTM Transman Ethan Hawk

3 years ago

xHamster

couple, BBC, first time, FTM
09:24

Making My Boyfriend A Feetjob For The First Time And He Cums On My Feets

1 week ago

HClips

amateur, feet, boyfriend, first time
05:45

Kasey Kei And Jesse Pony In Blonde First Time Having Sex With A Transgender

1 year ago

TXXX

first time
05:46

Tranny Lovers Explore The Vaginal Experience First Time -spanish Subs 6 Min

10 months ago

TXXX

big ass, threesome, lingerie, spanish, first time
07:19

Fucked For The Very First Time - Domino Presley

3 years ago

ShemaleZ

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10:20

Claudia Clars First Time Cum

5 years ago

TXXX

first time
52:54 94%

Trans Vanessa Jhons welcome Gonzo first time double anal

4 years ago

TXXX

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16:34

First time

5 years ago

ShemaleZ

first time
05:45

Petite Asian First Time Fucked By A Transgender - Ivory Mayhem And Kimmy Kimm

1 year ago

ShemaleZ

first time
33:17

Graziella Blond - His First Time With A Shemale

1 year ago

ShemaleZ

first time
05:30

First time anal bareback for this amateur teen ladyboy

5 years ago

ShemaleZ

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09:12

HIS FIRST TIME WITH A WOMAN WITH A DICK

2 years ago

xHamster

first time
19:02

First time anal (no sound)

6 years ago

TXXX

first time
39:41 63%

Skinny Asian ladyboys first time on camera

1 year ago

xHamster

asian, japanese, skinny, small tits, first time, ladyboy
04:04 74%

Anal Fisting First Time

3 years ago

ShemaleZ

teen (18+), teen anal (18+), fisting, first time
10:19

Meets Her Stepbro For The First Time And In No Time Gets His Cock Out To Suck - Trans - Angel S, Izzy Wilde And Sage Roux

1 year ago

ShemaleZ

outdoor, first time
10:52

Cockcaged Slave First Time Anal Fingering

2 years ago

ShemaleZ

first time
15:58

This is our first time fucking a tranny

2 years ago

xHamster

JOI, first time
06:23

First Time Fembois With Thayane Beck For Trannybizzare

9 months ago

Upornia

bareback, first time
15:26

Its finally time to fuck my first tranny

6 years ago

xHamster

first time
02:37

First time chudai desi indian sbse bda land

2 years ago

xHamster

indian, teen anal (18+), first time
05:54

My first time with a MILF

5 years ago

ShemaleZ

MILF, first time
02:10

First Time Rapper Fucks Trans Woman in Chastity

2 years ago

xHamster

BDSM, first time, chastity
05:39

Brittney Kade And Alina Angel - Arabic Milf First Time With Transgender Brittney اول مره الينا انجل تنتاك من شيميل

2 months ago

ShemaleZ

brunette, arab, first time
15:32 84%

Russian Femboy Fucks With Mistress For The First Time With A Huge Strapon Tied With A Chastity

3 years ago

ShemaleZ

femdom, strapon, russian, fisting, tied, first time, chastity
03:02

Sucking Off Str8 Guy. Its his first time

5 years ago

TXXX

first time
05:58

Pretty ebony tgirl fucks a bald fuy for the first time

5 years ago

ShemaleZ

teen (18+), first time
07:32

First Time Oral With A Transgendered Jock

1 year ago

TXXX

first time
22:49

My First Time!

1 year ago

Upornia

teen (18+), first time
10:12

First Time Trying A Black Cock 10 Min - Ariel Demure And Tony Genius

4 months ago

ShemaleZ

ebony, black, shemale, interracial, 18, big cock, cum in mouth
07:23

Lesbian Roomate Fucks Her Trans Girlfriend In Anal! Transgender First Time Fucks With A Roomate

3 years ago

TXXX

lesbian, girlfriend, first time
06:01

Husband & wifes first time with a Shemale

5 years ago

ShemaleZ

threesome, wife, husband, first time, small cock
55:15 71%

M584G01 stepson who has returned for the first time in 5 years is a transcendental transsexual?

1 year ago

xHamster

creampie, bisexual, orgasm, japanese, cum in mouth, first time
03:08

Virgin Ass First Time Dildo It!

1 year ago

TXXX

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05:35

Usually i fuck first but now its your time

5 years ago

ShemaleZ

first time
12:55

Eva Maxim Let A Cis Guy Experiment On Her Trans Cock

3 years ago

xHamster

first time
17:21 78%

I Fuck A Tranny Girl For The First Time 4k

2 years ago

ShemaleZ

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13:16

ADULT TIME - Curious Cis Couple Have Their First Threesome With Trans Baddie Kasey Kei!

2 years ago

TXXX

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05:33

My first time fucking trans man

2 years ago

xHamster

teen anal (18+), first time
12:05

Jewelz Blu In Cis And Trans Mermaids Explore New Bodies In First Time Fuck And Kasei Kei

2 years ago

ShemaleZ

first time
03:52

First time using a vibrator, I came SO much

1 year ago

xHamster

homemade, ladyboy, first time
08:06

Tgirl India Taina Shoots a Generous Cumshot During First Time Machine Sex

3 years ago

TXXX

indian, machine, first time

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