TRANNY • TRAIN 2,347 videos

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04:40 95%

Fucking Hole!! Mistress Training Prostate Orgasm Compilation

2 years ago

ShemaleZ

amateur, stockings, femdom, teen (18+), train, prostate, orgasm
03:56 94%

Sissy Trans Slut Jumping On Fat Dildo Hard Anal Trainning!!!

3 years ago

ShemaleZ

fat, train, dildo, solo, toys, slut, sissy
33:06 93%

Lianna Lawson - Piggy Princess Training

3 years ago

ShemaleZ

shemale, train, fetish, toys
06:14 93%

Erica Cherry & Brittney Kade in Take A Ride On The Trans Train #03 - Brittney Kade, Erica Cherry & Sergeant Miles, Scene #03

2 years ago

TXXX

train, threesome, riding, cumshot, lingerie
12:34 93%

Training A Little Trans Girl - Fisting And Glass Dildo

1 year ago

Upornia

train, fisting, dildo, glasses, small tits
03:52 92%

Sissy Cum Swallow Training 2

6 years ago

xHamster

train, swallow, sissy, shemale fucks guy
02:55 92%

AB031 Young baby in bondage and being trained to a slave

4 years ago

xHamster

pissing, train, couple, bondage, domination, BDSM
28:51 92%

Trans Slut Gets Trained To Become Puppy Slapped And Humiliated Long 29 Min

1 year ago

ShemaleZ

amateur, train, threesome, fetish, BDSM, redhead, slut
05:44 91%

TS Sissy Wife Training for bimbo tranny Sasha de Sade - British sissy whore

5 years ago

ShemaleZ

blowjob, train, fetish, wife, crossdresser, british, shemale and girl
10:15 91%

Sissy - anal training

3 years ago

xHamster

public, train
20:14 89%

Sasha Desade In Sissy Fuck Training

2 years ago

ShemaleZ

stockings, train, threesome, sissy, chastity, brunette
24:21 89%

Rubber Training and NurseEva

4 years ago

xHamster

amateur, latex, rubber, train, domination, shemale fucks guy
04:18 89%

Teen Trans Anal Training

2 years ago

ShemaleZ

amateur, train, toys, webcam, solo
04:54 89%

Mistress And Chastity Sissy Slut Anal Training 5 Min

2 years ago

ShemaleZ

femdom, train, slut, sissy, chastity, BDSM
12:44 89%

Hermaphrodite on a train

6 years ago

ShemaleZ

train, hermaphrodite, outdoor
23:19 88%

Sissy Trained And Owned By Big Black Penis Bull With Sasha Desade

1 year ago

ShemaleZ

black, interracial, sissy, train, POV
07:05 88%

Mistress susi bitch training

5 years ago

ShemaleZ

femdom, train, fetish
01:07 87%

Ts Stroka Trains Muscle Booty Bottom

4 years ago

xHamster

black, train, muscle, ebony
1:10:55 86%

Sexual Adventures Of Japanese Shemales On The Train

4 years ago

TXXX

train, japanese, teen (18+), asian
20:01 84%

Futanari Groping Futa On Train

7 years ago

ShemaleZ

train, groped, futanari
1:00:22 84%

Tgirl Foursome Including Anal Train With Essex Girl Lisa, April And Pauline

1 year ago

ShemaleZ

mature, latex, mature anal, train, shemale and girl, group, foursome
23:12 84%

The Training Of - Olivia Robin

2 years ago

ShemaleZ

train, fisting, BDSM, crossdresser, domination, shemale
11:33 83%

Feminization Sissification Sissy Threesome Training Blowjob

4 months ago

HClips

amateur, shemale, blowjob, POV, train, threesome, tattoo
13:24 83%

Amateur Couple Fucking on a Train with Facial - MySweetApple

5 years ago

ShemaleZ

amateur, public, teen (18+), train, facial
22:37 83%

ANAL FUCK Tranny Skeletor Ass Licking SPUNK SWALLOWER AssHole Banged by Nasty Pervert Penis!

1 year ago

xHamster

amateur, anal, threesome, wife, MILF, bukkake, swallow
03:52 82%

AB094 Lustful teacher extreme trained -Milking 65cm dildo (Chinese and English subtitles)

12 months ago

xHamster

bondage, dildo, BDSM, chinese, teacher, vintage
21:15 82%

Sissy Training With Bailey Love

1 year ago

HClips

shemale, train, sissy
10:17 82%

Goddess Tangent FemDom Strap-on Training

4 years ago

ShemaleZ

femdom, strapon, train
04:03 82%

Train my sissy ass with my new big dildo

2 years ago

xHamster

amateur, public, huge dildo, anal, big ass, sissy
19:45 82%

High Class Sissy Training

3 years ago

ShemaleZ

latex, train, BDSM, shemale and girl, domination, sissy, brunette
26:50 81%

Jeni Justice Trained And Turned Into A Sexy Sissy

1 year ago

ShemaleZ

stockings, big ass, sissy
30:41 81%

Japanese Shemale Anal Training

2 years ago

ShemaleZ

train, asian, japanese, BDSM, crossdresser, creampie compilation, ass to mouth
01:26 81%

Sissy sarah breast enlarging training

3 years ago

xHamster

crossdresser, sissy
26:56 81%

Fucked In A Train With Daisy Taylor

2 years ago

ShemaleZ

train, cumshot, brunette
20:50 81%

Strap On Caning For Candi Cumdump - Stella Liberty - Femdom Female Domination Pegging Sissy Training

3 years ago

ShemaleZ

femdom, strapon, train, fetish, BDSM, domination, pegging
22:30 80%

Carrie Emberlyn - Bbc Training

1 year ago

Upornia

amateur, shemale, train, blonde, BBC
12:38 80%

The Hottest 3-way Trans Anal Train With And With Ella Hollywood, Holly Wood And Jenna Creed

2 years ago

ShemaleZ

train, threesome
14:40 79%

I masturbated and came in public in the car after the training

1 year ago

xHamster

beauty, public, train, solo, car, 18, cum in ass
01:52 79%

Anal Training. First Time Using Big Dildo. I Give Up, That's Hurt

2 years ago

xHamster

small cock, 18, first time, dildo
03:53 79%

Sissy Big Cock Anal Training

5 years ago

ShemaleZ

train, interracial, sissy
04:56 79%

Train

7 years ago

xHamster

train
03:50 79%

French Sissy Blowjob Training By Mature Shemale Mistress

2 years ago

HClips

mature, femdom, french, train, crossdresser
06:35 79%

Pale Tranny Bents Over And Trained Anally

2 years ago

TXXX

amateur, train
20:21 78%

Forced By Step Mommy Sissy Enema And Anal Training

1 year ago

ShemaleZ

mom, sissy, stockings
19:58 78%

Marissa Minx And Sissy Tanya Ts Mistress Sissy Training

3 years ago

ShemaleZ

handjob, femdom, latex, train, fetish, crossdresser, domination
05:21 78%

Cumslut Training Jessica Bloom Self Suck & Cumplay Cei Cum Eating Instructions

2 years ago

ShemaleZ

train, instruction, selfsuck, teen (18+)
12:13 77%

Shemale Training Her Sissy Friend.. Who May Become One Of Them =p

2 years ago

Upornia

train, webcam, sissy
15:24 77%

Sissy trainning

7 years ago

TXXX

train, sissy
06:14 77%

Lena Moon & Cherry Mavrik in Take A Ride On The Trans Train #03 - Cherry Mavrik, Ivory Mayhem & Lena Moon, Scene #01

2 years ago

TXXX

train, riding
07:39 76%

Pump 2 Me - Sissy GOON Trainer

4 years ago

xHamster

compilation, swallow, handjob compilation, deepthroat, cum in mouth, cumshot compilation, sissy
44:12 75%

Train Of Anal Sex 2 Shemales And A Very Horny Macho

1 week ago

ShemaleZ

interracial, shemale fucks guy, ebony, threesome, shemale, anal
35:02 75%

Sasha Strokes Trains A New Virgin Client

3 years ago

HClips

train, brunette, amateur
22:45 74%

Amateur Couple and Trans - Train

1 week ago

xHamster

shemale, sissy, amateur, threesome, teen anal (18+), teen (18+)
08:31 74%

Sissy Training! 9 Min

1 year ago

TXXX

mature, shemale, sissy
23:09 74%

Mistress training sissies to play together

5 years ago

ShemaleZ

femdom, train, sissy
17:02 73%

Lisa And April Deepthroat Training

3 years ago

TXXX

train, fetish, deepthroat
04:21 73%

Anal Training With A Big Load In My Asshole - Bareback Creampie

2 years ago

ShemaleZ

amateur, creampie, train, anal, asshole
08:45 72%

Kimber Haven BBC Sissy Training

3 years ago

xHamster

public, smoking, train, sissy, black
19:47 72%

Ts Isabella loves sissy training for English Mistresses pt 2,

1 year ago

xHamster

femdom, train, huge dildo, dildo
15:45 71%

Anal training

7 years ago

TXXX

stockings, train, lingerie
12:38 69%

Sissy Training

10 years ago

xHamster

train, sissy
13:29 69%

Huge dildo training

5 years ago

HClips

train, huge dildo, ass, toys
04:53 69%

Sissy Trainning & Cumshots Compilation

2 years ago

ShemaleZ

train, outdoor, cumshot compilation, sissy
03:50 69%

Train

7 years ago

xHamster

amateur, train, outdoor
07:02 68%

Stretching my Ass - Sissy Training

1 year ago

xHamster

amateur, cute, homemade, bareback, sissy, colombian
24:40 67%

Lady Nina - Sissy Maid Training (Full video - HD)

5 years ago

TXXX

train, fetish, maid
17:41 67%

Sissy Pussy Training

3 years ago

xHamster

beauty, public, creampie, train, JOI, sissy
14:29 67%

Deep training final, 19 inch long anal ball toy

2 years ago

xHamster

public, train, ladyboy, solo
30:28 67%

Daddy training Delia

5 years ago

xHamster

mature anal, train, anal, ladyboy, mature
06:26 67%

Fuck machine bdsm latex

2 years ago

xHamster

latex, train, teen anal (18+), bondage, danish, machine
2:39:13 64%

Marina Ikeda - Dass-432 Penis Train

3 months ago

ShemaleZ

stockings, blowjob, threesome, asian, lingerie, brunette
28:50 64%

Training Your Sissy

1 year ago

Upornia

stockings, shemale, cumshot, sissy, lingerie
05:40 64%

MaureenNadh - Hijab Sissy Squirt While Anal Training Using Chastity Cage

1 year ago

xHamster

arab, train, squirt, penis, chastity, FTM
03:25 64%

Ab094 Lustful Teacher Extreme Trained -milking 65cm Dildo (chinese And English Subtitles) - Abby Kitty

11 months ago

ShemaleZ

shemale, asian, dildo, BDSM, milk, chinese, teacher
33:23 62%

Sasha And Jenny Trained By Mistress

3 years ago

ShemaleZ

femdom, shemale, lingerie, train
06:45 61%

Fisting And Pov Home Sissy Trainning

2 years ago

ShemaleZ

train, fisting, toys, sissy
04:30 61%

Big Dildo

4 years ago

xHamster

train, huge dildo
04:04 59%

Interracial Couple Tight Butt Plug Prostate Training While Big Tits Gf Rides My Ftm Bbc Dick Cowgirl

2 years ago

ShemaleZ

train, prostate, couple, interracial, riding, girlfriend, tight
14:35 57%

HOT YOUNG TRANSGENDER SISSY GETS ANAL-TRAINING (PLUS SOME FOREPLAY)!

5 years ago

TXXX

train, small tits, sissy
18:22 57%

Bad slut needs more training

5 years ago

ShemaleZ

small cock, train, interracial, slut, small tits
16:28 57%

Restrained and Training on Costume play

1 year ago

xHamster

public, train, japanese, maid, BDSM, domination
11:12 56%

Wear a Perverted Costume and Have Someone Accompany You to Training

6 months ago

xHamster

cute, train, asian, japanese, solo, crossdresser
02:46 56%

Tied Up Bondage Asian Sissy Training 2

1 year ago

xHamster

bondage, maid, tied, sissy
07:37 56%

SissyAline - I know what you really want

3 years ago

xHamster

train, JOI, BBC, big cock, interracial
12:58 55%

TrannieTowers - Trained to suck cock

4 years ago

xHamster

mature, public, train, maid, british, shemale
55:24 55%

Sissy Poppers Training To Love Cumm

5 years ago

ShemaleZ

train, gangbang
12:45 55%

TRANSFIXED - Interracial Trans And CIS Lesbian Nurses Have INSANE BAREBACK ORGY To Complete Training

2 years ago

TXXX

lesbian, nurse, group, orgy
15:35 55%

Sissy Hypno #2: Becoming A Cock Slut

3 years ago

xHamster

train
12:10 54%

Crossdresser Felicity strips in the kitchen

4 years ago

xHamster

beauty, latex, train, maid, crossdresser, kitchen
03:17 54%

Sissy dildo training

5 years ago

ShemaleZ

train, dildo, sissy
05:18 54%

Arabic Mistress Turkish Shemale With Big Cock

1 year ago

xHamster

turkish, homemade, femdom, arab, mature anal, husband
07:50 50%

Horny Wife Tongue Sucking Shemale Then Taking Her Cock Deep

2 years ago

xHamster

fat, lesbian, train, wife, BBW, stranger
16:55 50%

Sex training with Petra - Episode 1

2 years ago

xHamster

german, train
21:05 50%

Training my anal pussy

1 year ago

xHamster

fisting, dildo, escort
05:13 50%

Re:Zero Rem Cosplayer Anal training and Blowjob part.12

1 year ago

xHamster

latex, teen (18+), train, teen anal (18+), korean, domination, cosplay
2:38:43 48%

Dass-432 Penis Train With Marina Ikeda

3 months ago

HClips

asian, train, group
04:53 47%

Wife Let Shemale Try Anal On Her & Begged For More After

2 years ago

xHamster

amateur, fat, train, wife, MILF, saggy tits
06:12 45%

Sissy BBC training compilation

4 years ago

xHamster

train, creampie compilation, compilation, sissy
01:02 45%

Ready to get down on the knees and use that mouth as my spermtoy? Follow royal onlyfans for privacy training and shoots!

2 years ago

xHamster

latex, train, domination
10:28 44%

Mommy Dom Sissy Training JOI

5 years ago

ShemaleZ

mom, train, JOI, sissy
12:57 44%

Masked Sissy Flashing At The Train Station

3 years ago

HClips

train, flashing, mask, outdoor
25:09 42%

Long training with some helping device

3 years ago

xHamster

public, train, BDSM
07:52 41%

Slow Cock Worship Hypno Training: Sissy Cock Worship Induction Hypnosis

4 years ago

ShemaleZ

train, compilation, handjob compilation, cumshot compilation
13:54 40%

Sissy Oksana cums very profusely during anal dildo training

2 years ago

xHamster

homemade, train, dildo, sissy
01:34 39%

Train station

2 years ago

xHamster

swimsuit
28:34 38%

Swimming before walking around naked and jerking off while a train passes by. To end with an cumshot on my clothes in the car

4 months ago

xHamster

jerking, outdoor
03:50 38%

Training My Sissy Pussy And Mouth (

2 years ago

HClips

train, crossdresser, sissy, ebony
05:04 38%

Asian Hijab Sissy Dildo Ride Anal Training

2 years ago

xHamster

teen (18+), arab, train, teen anal (18+), dildo, riding
01:41 38%

Crossdresser Sissy on windy day outside in short skirt

4 years ago

xHamster

public, train, outdoor, crossdresser, skirt
07:19 36%

Sissy Pussy Training With A Big Strapon

3 years ago

ShemaleZ

strapon, train
05:22 36%

Sissy Russian Training (Hypno) - Young to Milf (2021)

3 years ago

xHamster

kissing, train, russian, MILF, JOI, sissy
06:51 31%

Sissyboyslutty

10 months ago

xHamster

mature, homemade, dildo, double anal, bulgarian, sissy
13:11 29%

DOMINATRIX DINAH - TV SLUT TRAINING 2

5 years ago

ShemaleZ

mature, train, BDSM, slut
29:43 27%

Ladyboy makes a man cum in train

7 years ago

TXXX

train, ladyboy
20:32 25%

Girlcock Hypnosis Pt.2: Mantra Training

3 years ago

xHamster

train, JOI
26:22 22%

J K In Och-232 Perverted Train #032 Shes Actually An Innocent

1 year ago

ShemaleZ

creampie, train, uniform, asian
09:20 19%

GERMAN TRANNY GETS YOUNG COCK UND CUMSHOT

1 year ago

xHamster

swallow
00:46 18%

Sissy Maker Brainwash Humiliation Training

10 years ago

xHamster

train, gangbang, sissy
02:09 18%

Sissy challenge 4 Days only in sissy clothes

2 years ago

xHamster

latex, train, domination, clothed
05:09 13%

OMG!!!! MOMMY CUTS OF MY DICK AND NOW I'M FINALLY TRANSEXUAL

9 months ago

xHamster

husband, mom

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