SHEMALE • FIRST TIME 517 videos

Popular Latest Top rated

52:24 95%

Trans Welcome Gonzo First Time Double Butt - Vanessa Jhons

3 years ago

ShemaleZ

big ass, interracial, MILF, tattoo, big cock, toys, first time
52:54 94%

Trans Vanessa Jhons welcome Gonzo first time double anal

4 years ago

TXXX

shemale, anal, big tits, BDSM, ladyboy, double anal, gangbang
20:04 92%

TGIRL POST-OP: Jenny Loves Her New Pussy Fucked

3 years ago

xHamster

couple, interracial, first time, post op, ass
44:17 92%

Kendall Penny - Southern Sass Submits For The First Time!

2 years ago

ShemaleZ

stockings, fetish, BDSM, ass, first time, brunette
20:01 91%

Pretty young tgirl ass fucked for the first time

4 years ago

ShemaleZ

shemale, lingerie, redhead, first time, cumshot, stockings
18:51 91%

Fucked by a man for the first time.

4 years ago

ShemaleZ

POV, first time, asian, teen (18+)
22:58 91%

AI-nosey - sequence 1: first-ever Times (Big Johnson)

3 years ago

ShemaleTaxi

cartoon, taxi, first time, shemale
43:28 88%

Shelady Very First Time cam

3 years ago

TrannyGem

blowjob, creampie, first time, anal, masturbation
28:15 87%

My trans gf penetrates me for the very first time. She I love how she plows my caboose

11 months ago

KeekAss

anal, ladyboy, crossdresser, girlfriend, bareback, small tits, first time
21:39 86%

Jamie French And Erica Cherry Fuck For The First Time And They Fuck Hard! Ots764

3 years ago

TXXX

french, first time
53:12 85%

First time anal couple sex blonde tgirl

5 years ago

AShemaleTube

homemade, shemale, blowjob, anal, couple, ass to mouth, webcam
23:10 85%

Fucked For The First Time with Domino Presley

3 years ago

ShemaleZ

first time, shemale fucks guy
35:58 84%

Fresh faced dickgirl masturbates for the first time on cam

8 years ago

TXXX

solo, masturbation, first time
16:00 84%

Femdom Ts Initiation: First Time Fuckers

4 years ago

ShemaleZ

femdom, threesome, 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
18:15 83%

FEMALE DOMINATION HANDBALLING ASSFUCKING INSTRUCTING PEGGING DOMINATRIX PREDOMINANCE FEMBOY

2 years ago

TrannyGem

femdom, train, anal, instruction, wife, fisting, bondage
24:09 83%

Phat Rabbit Killer My First Time

3 years ago

HClips

ebony, interracial, tattoo, ass licking, first time
27:09 82%

First Time Indian Shemale Fucking Desi Babe In Office

2 years ago

TrannyOne

indian, office, spandex, first time
23:44 82%

Her first time with a Shemale

7 years ago

xHamster

lingerie, first time, shemale and girl
32:17 82%

Helena Price - First Time With A Ladyboy Hd

3 years ago

ShemaleZ

shemale, big tits, ladyboy, tattoo, ass licking, first time
32:51 82%

French tgirl : his first time with a sexy dicky girl

3 years ago

AShemaleTube

french, outdoor, ass to mouth, shemale and girl, blonde, first time
17:21 82%

I Fuck A Tranny Girl For The First Time 4k

2 years ago

ShemaleZ

big ass, shemale and girl, first time, brunette, big tits, amateur
18:50 82%

AUBREYS FIRST-EVER TIME

4 years ago

TrannyGem

shemale, first time
17:26 81%

Alexandra Bxl In Young Guy Fucked In The Ass For The First Time By A Tranny

3 years ago

ShemaleZ

mature, first time, shemale fucks guy, shemale, amateur
23:22 80%

Fucked for the First Time

4 years ago

BeMyHole

femdom, latex, dogging, panties, first time, shemale fucks guy
27:35 80%

Ts Aubrey Kate gives him motivation and the cock for his first time

2 weeks ago

AShemaleTube

shemale, anal, big ass, big cock, ass, bareback, first time
21:59 80%

Trans nailing a heterosexual stud for the first-ever time

1 year ago

TrannyGem

homemade, reality, first time, shemale fucks guy
1:29:57 80%

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
18:19 79%

Barbie Femmes Dont Need A Ken. They Have Their Own Peckers

5 months ago

TrannyGem

teen (18+), shemale, creampie, 18, shemale and girl, cumshot, masturbation
16:42 79%

I Recently Acquired A Giant Tentacle Dildo, And In This Video I Use It For The First Time

1 year ago

BeMyHole

amateur, stockings, dildo, solo, tentacle, first time
21:06 78%

Hot guy gets his ass plowed for the first time by a nasty shemale beauty

3 years ago

TrannyOne

first time, beauty
55:15 78%

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
16:12 77%

Stephie scarlet first time pegging a tgirl

1 year ago

IcePorn

pegging, first time, amateur
33:17 77%

His very first time with a she-creature

2 years ago

KeekAss

MILF, vintage, domination, first time, shemale fucks guy, anal
15:15 77%

VERY FIRST TIME TRANSGENDER PLOWED IN BOOTY AND CREAMPIED

1 year ago

KeekAss

amateur, stockings, creampie, bareback, first time
16:27 76%

Trans girl Selena assfucked for the first time

1 year ago

AShemaleTube

homemade, shemale, crossdresser, first time, shemale and girl, blowjob
27:53 76%

Anastasia Penny – He Hired An Escort For The First Time

1 year ago

Upornia

big tits, lingerie, first time, escort, interracial
31:37 75%

Shy Couple first time shemale experience 2

4 years ago

AShemaleTube

couple, shy, first time
22:23 75%

Fucked For The Very First Time

3 years ago

TrannyOne

first time
28:10 75%

My Trans Girlfriend Fucks Me For The First Time. She I Love How She Fucks My Ass

1 year ago

ShemaleZ

amateur, redhead, girlfriend, first time
16:53 74%

Senses Like The first-ever Time . . .

3 years ago

ShemaleTaxi

couple, bareback, first time
18:24 74%

The very first time

1 year ago

AShemaleTube

mature, homemade, stockings, shemale, lingerie, crossdresser, sissy
30:46 74%

Jamie French And Bambi Bliss - First Time Ots846

2 years ago

ShemaleZ

shemale, french, ass licking, first time, stockings
18:23 73%

Barbie Girls Don't Need A Ken. They Have Their Own Dicks

5 months ago

xHamster

teen (18+), blowjob, shemale and girl, cumshot, first time
37:57 73%

Sexy traps first Video

2 years ago

XXXDan

blonde, skinny, small tits, first time
18:49 72%

Unseen Hook-Up Movies Cumpilation - Onlyfans Veronica Sanders

1 year ago

TrannyGem

homemade, blowjob, POV, anal, russian, interracial, shemale and girl
36:39 71%

Comes To Visit For The First Time Surprisingly Is A

7 months ago

ShemaleZ

first time, shemale, surprise, asian, stockings
39:11 69%

A nosey woman tries a shemales spunk-pump for the very first time

2 years ago

ShemaleTaxi

shemale and girl, pump, taxi, first time
28:32 69%

MY TRANS DAME MATE TONGUES CUNNY FOR THE FIRST-EVER TIME - NOOCHKA X CIRILLA

3 months ago

TrannyGem

amateur, kissing, cute, shemale, french, blowjob, lesbian
32:50 68%

Gorgeous Darkhair Nasty Shemale Interracial Sex

4 years ago

Analdin

blowjob, anal, big ass, interracial, police, big tits, latina
15:46 67%

Turning My husband Into Tranny tart, lady first time with Tranny

1 month ago

ShemaleMovie

shemale, strapon, BDSM, crossdresser, husband, cumshot, ass
17:57 67%

Legacy dirt: skinny she-male fucks a guy for the first time. P2

2 years ago

ShemaleTaxi

ladyboy, domination, skinny, first time
17:17 67%

Skinny Ladyboy Fucks A Guy For The First Time. P2 18 Min

2 years ago

ShemaleZ

ladyboy, 18, big cock, first time, brunette
19:58 66%

MY FIRST TIME FUCK BEAUTIFUL SHEMALE ON UPSTAIRS

2 years ago

xHamster

beauty, small cock, creampie, anal, interracial, bareback, small tits
20:11 65%

Pretty young tdamsel butt drilled by girl for the first time

4 years ago

ShemaleTaxi

shemale, shemale and girl, taxi, first time
17:07 65%

Step-Mom instruct a significant lesson to her fresh step daughter-in-law (How to be a tramp)

7 months ago

TrannyGem

mom, shemale, fat, anal, instruction, facesitting, shemale and girl
23:47 65%

Guys first Time with Tgirl

3 years ago

TrannyOne

69, first time
51:27 65%

Little ones first time - all 3 angles

4 years ago

TXXX

asian, bareback, first time, amateur
38:29 64%

Moscardiniema - I Remember The First Time I Saw Manu On Social Media, I Was Laying In Bed And It Was About 11pm, I Literally Couldnt Believe My Eyes.

1 year ago

BeMyHole

stockings, big tits, blonde, first time, hardcore, 18
24:59 63%

Old Futa Girl-On-Girl Tranny Humps Young Very First Time Cherry With Numerous Ejaculations - Sims four

7 months ago

TrannyGem

creampie, lesbian, shemale and girl, old and young (18+), cartoon, futanari
16:12 63%

Be gentle this is my first time with a tranny

3 years ago

TrannyOne

first time
26:35 62%

Sissy very first Time Dressing Up For dad

1 year ago

ShemaleMovie

amateur, crossdresser, dress, sissy, first time
23:44 62%

First-ever time for my hubby plow with Ladyboy

1 year ago

ShemaleTaxi

handjob, bisexual, anal, orgasm, ladyboy, taxi, first time
34:39 62%

Trans plowing 2 gals for the first time ~KimberlyGeorge~

2 years ago

VideoSection

shemale, threesome, group, first time
1:02:42 60%

First Time Visit To The Gloryhole For This attractive playgirl

5 years ago

ShemaleZ

gloryhole, first time
53:13 60%

TScumshot.com first time anal couple sex tgirls

3 years ago

TrannyOne

couple, first time, BDSM
2:25:10 60%

First Time Fembois 2

2 years ago

ShemaleZ

redhead, first time, shemale fucks guy, brunette
44:40 59%

Indian Taina - My First Time With An Indian

1 year ago

ShemaleZ

ebony, indian, shemale, interracial, big cock, first time
16:05 57%

Inexperienced real en motel de guerrero. pornography en español!

5 months ago

ShemaleTaxi

homemade, black, small cock, arab, creampie, anal, big ass
2:36:25 57%

Yui Hatano And Hibiki Otsuki - Dass-133 First Time Nh Lesbian Sex. Kanami Kashiwagi Yu

1 year ago

ShemaleZ

lesbian, asian, uniform, first time
16:44 56%

My First Time With A Tranny

1 year ago

BeMyHole

creampie, squirt, shemale and girl, domination, first time, cumshot
25:12 55%

Cool tranny and lovely tutor Real guy first-ever time (นางใน)

2 years ago

TrannyGem

blowjob, redhead, first time, shemale fucks guy
15:10 54%

Thai girl taste big shemale cock first time

2 years ago

xHamster

thai, first time
22:46 54%

Sissy lad gets to fuck the trans babes thick ass for the first time

2 years ago

TrannyOne

feet, ass to mouth, cum in mouth, sissy, first time, cum in ass
32:13 53%

Sensational DEBUT: The miracle You can Only see Here - First Time Crossdresser Rina : See More→https://bit.ly/EagleGay

2 years ago

ShemaleMovie

asian, japanese, first time
40:52 52%

Tall Trans dame penetrated humid By Tiny CIS Girl

3 months ago

ShemaleTaxi

shemale and girl, tall, shemale, first time
21:03 49%

T Gurl Cums in her dress

4 years ago

xHamster

public, shemale, outdoor, dress, cumshot compilation, first time
15:13 40%

Ftm gets pegged by wife for the first time

5 years ago

ShemaleZ

wife, shemale and girl, pegging, first time, FTM
15:34 36%

Horny in the Morning! Surprise Sex, Dangerous Spiky Piercing Blowjob & first-ever Time facial cumshot Cumshot

3 years ago

ShemaleTaxi

surprise, teen (18+), first time
1:45:31 29%

Big T In *limited First Time* [innocent Big Breasts Girl] Too Le

1 year ago

Upornia

shemale and girl, first time
17:08 27%

Skylar and Rays First Time Part 1

5 years ago

TXXX

first time
19:43 18%

MidLife Crisis (v0.30) - Heterosexual dude having first-ever time anal invasion with a trap (three)

2 years ago

KeekAss

small tits, first time
22:35 10%

FTM Transman // Ethan hawk gets gam trembling~FIRST TIME BIG BLACK COCK!~interracial trans massive arse! humungous sausage!

2 years ago

KeekAss

black, first time, FTM, BBC
15:56

RUSSIAN FEMBOY TEARS UP WITH DOMME FOR THE VERY FIRST TIME WITH a YAM-SIZED BELT DICK, STRAPPED WITH a INNOCENCE

3 years ago

TrannyGem

femdom, strapon, mature anal, russian, fisting, bondage, pegging
1:00:28

She Is An Innocent Girl Who Is Having Sex For The First Time In A Year. The Old Mans Port Is Fully Erect As He Looks Very Shy. A Big Cock Is Stuck In The Vagina Hole For The First Time In A Year! Two Consecutiv

5 months ago

HClips

amateur, shemale, creampie, old man, POV, asian, shemale and girl
22:15

Very first time hj given by an exotic dark eyed girl

8 months ago

ShemaleTaxi

handjob, shemale, BDSM, facesitting, taxi, first time
16:11

Is this your first time fucking a hot tranny

3 years ago

TrannyOne

first time
16:01

ADULT TIME - Straight Girl Kenzie Taylor First Trans pummel With fat knocker T-Girl Brittney Kade

1 week ago

ShemaleTaxi

shemale and girl, shemale, first time, fat
18:47

The Pill Episode 2 - Chris First Time

1 year ago

JizzBunker

babe, first time
16:30

TS Dominance: Initiation of First Time Subs

5 months ago

TrannyOne

BDSM, shemale, domination, first time
22:08

Trans screwing a heterosexual boy for the first-ever time

2 months ago

ShemaleTaxi

amateur, homemade, shemale, blowjob, anal, BDSM, first time
17:30

Young guy gets fucked in the ass for the first time by a trans

6 months ago

JizzBunker

anal, amateur, first time, shemale, couple, mature
17:35

Young dude screwed in the ass for the first time by a tranny

3 years ago

ShemaleMovie

first time, shemale fucks guy
25:56

Katerin Britz - The First Time Is Always Intense

6 months ago

HClips

stockings, big ass, shemale, ass, first time
15:51

ADULT TIME - Straight Girl Kenzie Taylor First Trans Fuck With Big Titty T-Girl Brittney Kad

3 months ago

AShemaleTube

shemale, shemale and girl, big tits, first time, 18
19:38

My First-Ever Time with CHICK MAN

2 months ago

TrannyGem

big cock, shemale, creampie, double anal, first time
18:06

Sexually Attractive TS And Straight Guy Go At It For The First Time! - Shemale

3 years ago

HomemadeXXX

amateur, first time
15:57

The first time

1 year ago

AShemaleTube

amateur, POV, first time
28:43

Raphaella Ferrari In The First Time Of The Incredible

Yesterday

ShemaleZ

cumshot, big tits, first time
2:55:43

First Time Fembois

2 years ago

Upornia

stockings, first time
1:06:07

Small tits latin gf Valentina anal fucked for the first time

4 years ago

VipTube

first time
23:20

First time Sissy training fist with forearms free orgasm!

1 year ago

ShemaleTaxi

orgasm, fisting, first time, femboy, crossdresser
23:07

First Time Shemale Sex Virgins

15 years ago

AShemaleTube

first time
16:43

Its like its the first time

5 months ago

XXXDan

couple, beauty, skinny, first time, anal, big cock
29:19

The first Time Kisses Came Upon Rio

5 years ago

TXXX

kissing, first time, amateur
17:46

I pulverize a she-creature woman for the first-ever time 4k

3 years ago

TrannyGem

squirt, first time
33:20

My hot online Asian girlfriend! Were meeting for the first time and she forgot to tell me she has a cock!

3 weeks ago

XXXDan

girlfriend, shemale, asian, first time
19:24

Legacy mud:lean ladyboy fucks a guy for the very first time.P3

3 months ago

ShemaleMovie

shemale, thai, couple, asian, BDSM, ladyboy, big cock
15:28

Brunette gets Pegged by Wife for the first Time

4 years ago

TrannyGem

wife, clit, big clit, erotic, pegging, first time, sensual
15:31

Guy gets to screw a CD for the very first time

4 years ago

ShemaleMovie

first time
25:12

Sexy Ladyboy and Super-Cute Educator Real Guy first-ever Time (นางใน)

3 years ago

KeekAss

asian, redhead, first time, shemale fucks guy, cute, ladyboy
33:14

My Hot Online Asian Girlfriend! Were Meeting For The First Time And She Forgot To Tell Me She Has A Cock!

1 month ago

ShemaleZ

shemale, interracial, asian, first time, cum in mouth
19:13

My First Time

2 months ago

ShemaleZ

shemale, shemale and girl, creampie, first time, stockings, lingerie
22:15

Very first time hand-job given by an exotic dark spotted girl

7 months ago

ShemaleMovie

shemale and girl, shemale, first time, BDSM, facesitting
53:13

First Time butthole couple Sex

1 year ago

TrannyOne

shemale, couple, masturbation, first time
17:52

Lady sextasy experiences transgender intense fucking for the first time also enjoys it

2 years ago

TrannyOne

first time, hardcore
36:43

Very first time with my Hismith machine

3 years ago

ShemaleTaxi

orgasm, machine, sissy, first time
21:31

Naughty man gets his sweet ass banged hard by the huge TS dick for the first time

3 years ago

TrannyOne

feet, heels, first time
16:19

MY VERY FIRST TIME WITH A TRANSVESTI! (JÚLIA DENTTELO)

3 years ago

TrannyGem

brazil, teen anal (18+), first time
46:35

First Time With A Shemale

4 years ago

BeMyHole

first time, stockings

Popular Latest Top rated

Popular categories

Other free porn sites

All models were 18 years of age or older at the time of depiction. ShemaleMap.com has a zero-tolerance policy against illegal pornography.

Disclaimer: ShemaleMap.com is just a search engine. All links and thumbnails displayed on this website are added automatically. We do not own, produce, host or upload any videos displayed on this website, we only link to them.
To remove physical video file please contact owner of the website where it hosted. To remove the link and thumbnail from this website please use the report button () which is located under each video.

ShemaleMap.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering.

Copyright © 2022 ShemaleMap.com. All rights reserved. | Abuse