SHEMALE • FIRST TIME 681 videos

Popular Latest Top rated

‹1 2 3 4 5 ›

16:43

Its like its the first time

1 year ago

XXXDan

couple, beauty, skinny, first time, anal, big cock
25:12 63%

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

4 years ago

KeekAss

asian, redhead, first time, shemale fucks guy, cute, ladyboy
16:40 69%

Perola Martinez gives it to the guy for the first time

3 months ago

XXXVogue

anal, shemale fucks guy, first time, big cock, amateur, blowjob
44:37

Sex Tourist Bangs A Shemale For The First Time

4 years ago

HClips

threesome, first time, brunette
53:13 69%

First Time butthole couple Sex

2 years ago

TrannyOne

shemale, couple, masturbation, first time
39:29

Sharnell Dupree - First-time Fantasy

5 years ago

TXXX

first time, asian
15:15 77%

VERY FIRST TIME TRANSGENDER PLOWED IN BOOTY AND CREAMPIED

2 years ago

KeekAss

amateur, stockings, creampie, bareback, first time
18:53 88%

Made His First Time Memorable - Anastasia Penny

1 year ago

ShemaleZ

cumshot, big cock, first time
17:15

Skinny Ladyboy Fucks A Guy For The First Time. P1 18 Min

3 years ago

ShemaleZ

ladyboy, skinny, first time, brunette
1:40:20

My First Time With A Tranny (Full Hd Version – Director’s Cut)

3 years ago

TrannyOne

first time
20:49 90%

Big Tits First Timer Gets His Ass Fucked From The Tranny!

1 year ago

BeMyHole

bisexual, big ass, brazil, big tits, latina, domination, first time
33:17 83%

His First Time With A Shemale

3 years ago

ShemaleZ

fetish, MILF, big cock, first time
1:02:42 62%

First Time Visit To The Gloryhole For This attractive playgirl

6 years ago

ShemaleZ

gloryhole, first time
15:21

ADULT TIME - Best First Date Ever! Casey Calvert Gobbles Up T-Girl Leilani Li & Takes Creampie!

11 months ago

SomePorn

reality, lesbian, shemale and girl, shemale, creampie, first time
44:40 62%

Indian Taina - My First Time With An Indian

2 years ago

ShemaleZ

ebony, indian, shemale, interracial, big cock, first time
33:22

His first time with a shemale

11 months ago

XXXDan

MILF, BDSM, vintage, teacher, first time, hardcore
19:58 66%

MY FIRST TIME FUCK BEAUTIFUL SHEMALE ON UPSTAIRS

3 years ago

xHamster

beauty, small cock, creampie, anal, interracial, bareback, small tits
15:54

SOMEONES SPUNKING

3 years ago

TrannyGem

strip, goth, first time
15:57

Yvanas First Time On Porn - Alexandra Bxl

3 years ago

ShemaleZ

stockings, lingerie, first time
32:23

JoJo Havana First-Ever Time non-pro Comes In Porno With A group sex

5 years ago

TrannyGem

group, first time
21:15

Guy first time with blonde Tgirl

6 years ago

ShemaleZ

first time
39:02

A curious chick tries a shemales knob for the first-ever time

7 months ago

ShemaleMovie

first time, big cock, shemale
16:43

Feels Like The First Time

3 years ago

ShemaleZ

first time
15:28

Brunette gets Pegged by Wife for the first Time

5 years ago

TrannyGem

wife, clit, shemale and girl, big clit, erotic, pegging, first time
19:46

MidLife Crisis (v0.30) - Middled age stud creampied for very first time (three)

3 years ago

TrannyGem

amateur, teen (18+), teen anal (18+), game, 18, wet, anime
29:52 57%

Lad has his first time with very hot TS

14 years ago

AShemaleTube

first time
19:54

She-male Jessica Kate, the most desired transsexual in Spain, fucks a young and first-timer stud - FAKings

3 months ago

ShemaleTaxi

shemale, first time, amateur, casting, spanish, big cock
38:26

OMG – only after she pulled her pants down did he know she had a dick

4 years ago

xHamster

MILF, orgasm, nipples, natural, cum in mouth, first time
19:51 88%

T-Model teenager with yam-sized pink cigar lets dude plow her in the butt

3 years ago

TrannyGem

sissy, first time, cum in ass, shemale fucks guy, shemale
1:29:57 75%

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

2 years ago

xHamster

bisexual, orgasm, japanese, cum in mouth, first time
22:55 83%

My first time!

1 year ago

XXXDan

teen (18+), teen anal (18+), first time
1:40:20

My first time with a transexual Full Hd Version Directors Cut

1 year ago

JizzBunker

first time
56:57 40%

First Time in a White Swimsuit...i Was Humiliated by Being Given a Lot of Instructions in a Limited Distribution

10 months ago

$$ FapHouse

handjob, homemade, anal, instruction, japanese, swimsuit, toys
16:34

First time

6 years ago

ShemaleZ

first time
19:29

Blonde sissy in dress used in missionary and first time rimming ass(close up) - LaylacrossFR

1 year ago

AShemaleTube

sissy, shemale, first time
15:13

Cute babe wanna try first time fuck with tranny babe. Kasey Kei x Gal Ritchie

7 months ago

MyLust

babe, shemale, MILF, first time, cute
23:46

Guys first Time with Tgirl

5 years ago

BeMyHole

kissing, nipples, 69, panties, jeans, first time
15:27 91%

ADULT TIME - hottest very first rendezvous Ever! Casey Calvert Gobbles Up T-Girl Leilani Li & Takes DEEP Creampie!

11 months ago

ShemaleTaxi

shemale, creampie, shemale and girl, big ass, first time
20:31

Blonde for the first time

8 years ago

TXXX

first time
25:40

Ebony shemale and male Sub kinky sex

3 weeks ago

Analdin

ebony, shemale, fetish, big tits, masturbation, big cock, first time
16:49

Her black transgirl fuck-stick is so meaty and rock hard

4 years ago

TrannyGem

JOI, first time
28:17 83%

My trans girlfriend fucks me for the first time. She loves how she fucks my ass

2 years ago

xHamster

homemade, ladyboy, first time, shemale fucks guy, latina, amateur
23:19

First Time For My Husband Fuck With Ladyboy

2 years ago

Upornia

amateur, teen (18+), asian, husband, first time, ladyboy
40:46

First Time Cream Pie

3 years ago

ShemaleZ

fetish, BDSM, tattoo, first time, brunette
21:39 85%

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

4 years ago

TXXX

french, first time, cumshot
32:51 83%

French tgirl : his first time with a sexy dicky girl

4 years ago

AShemaleTube

french, outdoor, ass to mouth, shemale and girl, blonde, first time
18:17

First time with a tranny

11 years ago

xHamster

first time
16:56 65%

Young Sexy Ladyboy First Time with Her Sugar Daddy Suck, Fuck and Cum

6 months ago

$$ FapHouse

homemade, anal, asian, ladyboy, small tits, first time, shemale fucks guy
16:15 67%

ADULT TIME - Sexy T-Girl Brittney Kade seduces nervous heterosexual BF For FIRST TIME TRANS FUCK!

1 month ago

HDSex

big ass, big tits, ass, deepthroat, reality, seduced, first time
23:23

Fucked for the First Time

4 years ago

TrannyOne

panties, first time, hardcore
28:25

My trans gf fucks me for the first-ever time. She I love how she fucks my backside

1 year ago

ShemaleTaxi

hardcore, amateur, anal, blowjob, first time
27:19 44%

Fucking A T-girl For The First Time With Renata Barbosa And Fernandinha Fernandez

1 year ago

ShemaleZ

shemale and girl, shemale, big ass, MILF, tattoo, first time
32:10

First-ever-Time smacking, Plus fleshy Anal for Pup

2 months ago

ShemaleMovie

couple, first time, homemade, spanking
21:50

Trans Fucking A Straight Boy For The First Time

1 year ago

ShemaleZ

BDSM, first time
20:54

Tranny surprises male date

1 year ago

JizzBunker

shemale, surprise, first time, anal, blowjob
16:43 82%

Feels Like The First Time . . .

3 years ago

TrannyOne

skinny, first time, anal
22:35

Tgirl fucks Tboy with pussy ................Pussyboy get fucked for first time

4 years ago

TXXX

first time
33:46 50%

Milf Silvana Lee Has Hardcore Sex With Her Brothers Sexy Shemale Girlfriend Lizzy Laynez Indoor

3 months ago

BeMyHole

shemale, blowjob, MILF, dogging, latina, ass licking, riding
16:20

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

2 years ago

ShemaleZ

tattoo, first time
15:52

My First Time with a Shemale and the First Time

1 month ago

$$ FapHouse

big ass, brazil, latina, cumshot, ass, first time
18:44

Suspended Trans Keira Verga fucks her aficionado for the first-ever time

1 year ago

ShemaleMovie

stockings, anal, lingerie, ass, heels, first time, hardcore
15:29

Its my first time letting a shemale rail my shaft

3 years ago

ShemaleTaxi

first time
17:10

Young Guy Fucks a Blonde Shemale in Her Tight Asshole for the First Time

4 weeks ago

$$ FapHouse

couple, first time, anal, shemale
21:03 48%

T Gurl Cums in her dress

5 years ago

xHamster

public, shemale, outdoor, dress, cumshot compilation, first time
16:11

Is this your very first time tearing up a red-hot transgender princess

6 years ago

TrannyGem

first time, big cock, bareback
24:16 70%

Dominant blonde t-girl wrecks her guy toy

2 weeks ago

XXXVogue

kissing, shemale, anal, BDSM, shemale and girl, blonde, deepthroat
39:35 89%

Skinny Asian Ladyboys First Time On Camera

1 year ago

ShemaleZ

small cock, asian, ladyboy, skinny, small tits, first time
15:46 64%

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

1 year ago

ShemaleMovie

shemale, strapon, train, BDSM, crossdresser, husband, ass
16:11

Your first-ever time with a ladyboy will be unbelievable

5 years ago

TrannyGem

first time
22:00

Ts In Stockings Ingrid Moreira The First Time

3 years ago

BeMyHole

piercing, condom, shaving, first time, shemale fucks guy, lingerie
18:24

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

4 years ago

xHamster

mature, first time
16:06

His very first time with a trans, did he like it2

2 years ago

KeekAss

blowjob, crossdresser, first time
51:58

First-time trap enjoys a wide open slot with some hefty toys

5 months ago

XXXVogue

first time, crossdresser
22:54

First Time Threeway with a Black Tranny Babe

16 years ago

AShemaleTube

black, babe, first time, interracial
15:26 57%

ADULT TIME - Best First Date Ever! Casey Calvert Gobbles Up T-Girl Leilani Li Takes DEEP Creampie!

11 months ago

JizzBunker

first time, creampie, shemale and girl
27:26

First time being role-toyed restrain bondage and conditioning, kneeling and eating cock

2 years ago

ShemaleTaxi

bondage, first time
33:51

Kendra Romans - First-Ever Time

2 years ago

KeekAss

anal, big ass, first time
21:05

Hot shemale fucks for first time her boyfriend

4 years ago

TrannyOne

first time, boyfriend
15:31 75%

ADULT TIME - Lonely T-nymph Emma Rose Has first-ever Romantic Suck And Fuck WIth Big Dick roomy!

6 months ago

ShemaleMovie

anal, riding, big cock, reality, cum in mouth, first time, cum in ass
27:30

Beautiful brazilian redhead gets her first bisexuel tranny fuck

3 years ago

xHamster

bisexual, MILF, redhead, dogging, first time
21:45

Big Booty Tech Nerd is a Dildo Virgin. Anal Nut First Timer!

5 years ago

BeMyHole

dildo, first time, big tits
36:33

Carolina Biondi Trans Active Shooting For The First Time

1 year ago

ShemaleZ

first time, shemale, stockings, lingerie, tattoo
17:17 62%

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

4 years ago

ShemaleZ

ladyboy, 18, big cock, first time, brunette
25:45

FUTANARIA FIRST TIME FUCK BUDDIES

5 years ago

ShemaleZ

first time
17:19

Strikingly Stunning T-Girl is Providing me a Flawless Oral Pleasure

5 years ago

TrannyGem

facial, natural, first time
15:16

Crossdresser first time Dressing for man

8 years ago

ShemaleZ

dress, first time
28:27

My trans gf screws me for the first-ever time. She loves how she fucks my ass

2 years ago

ShemaleTaxi

amateur, blowjob, girlfriend, first time, shemale fucks guy, homemade
38:26

Hammering Deep First Time In That Enormous Moist Pooper Of Blond Bombshell Aubrey

3 years ago

ShemaleZ

POV, first time
16:38

Your first time with a tranny will be outstanding

5 years ago

ShemaleMovie

bisexual, first time
30:27 82%

Skinny she-male gets insatiable anal fucked in the small ass

6 months ago

VideoSection

shemale, anal, asian, ladyboy, 18, ass, skinny
22:07

FIRST-EVER TIME WITH MY FRESH FUCK-FEST MACHINE ASS FUCKING

1 year ago

TrannyGem

solo, british, toys, first time, machine, cosplay
36:43

Kendall Penny - Submits for the First Time

6 years ago

ShemaleZ

BDSM, first time
32:00

Susie Vicentini - First Time On Camera

6 years ago

ShemaleZ

lingerie, tattoo, ass licking, webcam, first time
16:01

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

1 year ago

ShemaleTaxi

shemale and girl, shemale, first time, fat, taxi
15:21

ADULT TIME - Hottest Very first Rendezvous Ever Casey Calvert Tongues Up T-Nymph Leilani Li Takes DEEP Internal ejaculation

11 months ago

KeekAss

big ass, first time
18:14 71%

Pure TABOO asian cherry Lulu Chu Gets ALIEN DICK DRAINED By Stepmom Penny Barber & Dr. Sophia Locke!

2 weeks ago

ShemaleMovie

shemale, threesome, monster, stepmom, big cock, reality, futanari
25:36

Hellos First Time With fantastic lady-twink

7 years ago

ShemaleZ

first time
17:36

Fucking first time!

7 years ago

xHamster

first time
17:26 78%

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

4 years ago

ShemaleZ

mature, first time, shemale fucks guy, shemale, amateur
33:21

My red-hot online japanese girlfriend! Were meeting for the first time and she forgot to tell me she has a shaft!

1 year ago

ShemaleTaxi

first time, cum in mouth, japanese, girlfriend, anal
19:39

Lucimara Santos Pool teen First Time t-girl pound

7 years ago

ShemaleZ

pool, first time
39:15

Cute shemale girl gets anal fucked for the first time

3 years ago

xHamster

cute, first time
55:09

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

2 years ago

ShemaleZ

shemale, asian, first time
27:17

Cuties First Time With ladyboy

7 years ago

ShemaleZ

first time
28:39

Guy Fucks His Stepsister For The First Time

6 months ago

AShemaleTube

blowjob, shemale, first time
28:10

Tgirl Fucks Kyla Diniz: My Very First Time

3 years ago

BeMyHole

lingerie, shaving, first time, outdoor
37:10

Pixie and Rachael making out. First time

6 years ago

ShemaleZ

first time
52:54 90%

Trans Vanessa Jhons welcome Gonzo first time double anal

5 years ago

TXXX

anal, big tits, BDSM, ladyboy, double anal, gangbang, big cock
29:52

Twink Has his Very First Time With Highly mouth-watering TRANSSEXUAL

5 years ago

TrannyGem

cute, first time
17:56 80%

Legacy Mess: bony transgender princess humps a guy for the first time. P2

4 months ago

ShemaleMovie

thai, anal, couple, BDSM, ladyboy, big cock, domination
33:17

His first time with a shemale

3 years ago

xHamster

vintage, domination, first time
27:53 80%

Anastasia Penny – He Hired An Escort For The First Time

2 years ago

Upornia

big tits, lingerie, first time, escort, interracial
25:56

Katerin Britz - The First Time Is Always Intense

1 year ago

HClips

stockings, big ass, shemale, ass, first time
23:44 81%

Her first time with a Shemale

8 years ago

xHamster

lingerie, first time, shemale and girl, big cock
16:17 75%

Ts Madisons massive cock takes on a guy for the first time on cam

3 months ago

XXXVogue

shemale fucks guy, ebony, big cock, domination, first time
15:56

SOMEONES spunking

4 years ago

ShemaleTaxi

goth, taxi, first time
20:31

Blonde for the first time

7 years ago

ShemaleZ

first time
35:17 71%

The First Time Married To A Trans Girl

6 months ago

HClips

POV, lingerie, shemale and girl, bareback, first time, brunette
33:03

Blonde TS woman fucks the bald mans sweet ass bareback for the first time

5 years ago

BeMyHole

nipples, first time, missionary, close up
33:14 43%

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

1 year ago

ShemaleZ

shemale, interracial, asian, first time, cum in mouth

Popular Latest Top rated

‹1 2 3 4 5 ›

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