SHEMALE • CLASSIC 660 videos

Popular Latest Top rated

05:08 97%

Classics Cleaned Up - Delia DeLions Early Days

3 months ago

AShemaleTube

stockings, solo, crossdresser, classic, cumshot, masturbation, vintage
18:03 96%

Classic Barbie Woods

1 year ago

AShemaleTube

vintage, classic, cumshot, shemale
29:25 94%

Love Vintage Classics - Scene 2 with Victoria from Transsexual Beauty Queens 9 (720p)

1 year ago

AShemaleTube

solo, vintage, beauty, classic, lingerie, latina
18:17 94%

Classic barbie woods

7 years ago

TXXX

classic, bareback, big cock, blowjob
20:36 94%

Classics Cleaned Up -Vanessa 2 Early 2000s

1 month ago

AShemaleTube

stockings, blowjob, anal, lingerie, crossdresser, classic, vintage
07:45 94%

Danielle Foxx Classic ANAL

7 months ago

AShemaleTube

anal, bareback, shemale, classic
19:21 94%

Jamie French Classics - Black

6 years ago

ShemaleZ

french, solo, classic, masturbation, black
1:13:25 93%

Vintage Classic 2

4 years ago

AShemaleTube

classic, vintage, creampie, bareback
02:42 93%

Pantyluvn sissy classic gurl

1 year ago

AShemaleTube

mature, crossdresser, classic, masturbation, sissy, femboy
25:07 93%

Love Vintage Classics - Scene 3 with Gia Darling from Transsexual Beauty Queens 9 (720p)

1 year ago

AShemaleTube

beauty, stockings, lingerie, classic, blonde, vintage, cum in mouth
13:31 92%

Classic tranny ryder

6 years ago

ShemaleZ

classic, blowjob
07:30 92%

Redhead majestic white milf tranny blows dick of a young man

8 years ago

MyLust

classic, vintage, redhead
21:14 92%

Jamie French Classics - Hooker

6 years ago

TXXX

french, hooker, classic, bareback
41:37 91%

Jamie French Classics - Dirty Blondes 2

6 years ago

ShemaleZ

french, threesome, classic, bareback
08:07 91%

Classic mature shemale

6 years ago

AShemaleTube

mature, classic, vintage
38:00 91%

Classic Vintage Trannies, Classic Vintage Shemale Tube Porn

7 years ago

AShemaleTube

classic, vintage, shemale
15:25 91%

Retro She-Male Porno

5 years ago

TrannyGem

classic, vintage, crossdresser, sissy, small tits
16:12 91%

Vintage Classic TS 3some

11 years ago

xHamster

classic, vintage, shemale fucks guy, blowjob
08:06 90%

Shemale Whore Fucking Big Ass Bitch

4 months ago

ShemaleZ

big tits, classic, blonde, vintage, ass, whore
40:32 90%

Jamie French Classics - The super-sexy Therapist

5 years ago

TrannyGem

french, doctor, uniform, classic, vintage
38:53 90%

Jamie French Classics - Latex

6 years ago

TXXX

latex, french, classic
11:44 90%

Classical ts

4 years ago

ShemaleTaxi

beauty, italian, classic
16:28 89%

Unknown Pretty Classic Brazilian Fucks And Gets Cum In Mouth

6 years ago

AShemaleTube

brazil, latina, classic, cum in mouth, blowjob
14:10 89%

Love Vintage Classics - Ms.degradation - Divine Atrocities (1983)

2 years ago

ShemaleZ

stockings, classic, vintage, shemale and girl, ebony
29:51 89%

Love Vintage Classics - Scene 1 with Honey from Transsexual Beauty Queens 7 (720p)

1 year ago

AShemaleTube

vintage, cum in mouth
18:02 89%

Classic Shemale Porno

11 years ago

AShemaleTube

classic, vintage, amateur
22:33 89%

Enjoy vintage Classics - episode 1 with Sylvia Boots from Transsexual Beauty Queens 2 (720p)

9 months ago

ShemaleTaxi

stockings, shemale, vintage, boots, beauty, classic
1:58:15 89%

Love Vintage Classics - Shemale Flesh 720p (AI Improved)

1 year ago

AShemaleTube

stockings, interracial, lingerie, crossdresser, classic, vintage
20:14 88%

Jamie French Classics - Cat

6 years ago

TXXX

french, classic, solo
25:17 88%

Love antique Classics - Scene 3 with Gia Darling from Transsexual Beauty goddesses 9 (720p)

9 months ago

ShemaleTaxi

cum in mouth, vintage, shemale, classic, beauty
06:25 88%

Classics Cleaned Up - Delia DeLions

4 months ago

AShemaleTube

shemale, solo, crossdresser, classic, masturbation, sissy
23:04 88%

Jamie French Classics - Jamie & Tiffany

6 years ago

ShemaleZ

shemale, french, classic, cumshot
08:45 88%

Old classic! BBC fucks hot CD at Motel 6

6 months ago

AShemaleTube

creampie, anal, interracial, BBC, hotel, femboy
07:23 88%

Latin Tranny D Foxxx Classic Porno

2 years ago

ShemaleZ

classic, vintage
28:59 88%

Jamie French Classics - Jamie & Stefani

6 years ago

ShemaleZ

shemale, french, classic
26:45 88%

1977 antique transgender princess Porn classic

5 years ago

VideoSection

latex, couple, classic
24:03 87%

Love vintage Classics - vignette 1 with Gia Darling and Mia from Transsexual Beauty Queens 8

6 months ago

ShemaleTaxi

shemale, stockings, vintage, beauty, classic, taxi
1:13:00 87%

Classic shemale movie - 001

2 years ago

XXXDan

classic, babe, vintage
29:49 87%

Jamie French Classics - Girlfriends

6 years ago

TXXX

shemale, french, classic, girlfriend
12:20 87%

Tranny Classics

12 years ago

xHamster

classic
07:30 87%

Blonde shemale and brunette girl share one man for threesome

8 years ago

MyLust

classic, vintage
12:14 86%

Classics Cleaned Up - unknown sissy

4 months ago

AShemaleTube

shemale, blowjob, lingerie, crossdresser, classic, sissy, femboy
12:00 86%

Frances Lopez - Love Vintage Classics - Scene 3 From Sensous Seka With

2 years ago

ShemaleZ

lingerie, classic, vintage, shemale and girl
04:59 86%

Classics Cleaned Up - Carrie Emberlyn POV Handjob 1080p

4 months ago

AShemaleTube

handjob, shemale, POV, crossdresser, classic, cumshot, masturbation
10:10 86%

Classic Cumshots Compilation

11 years ago

TXXX

black, classic, cumshot, masturbation, cumshot compilation, compilation
23:00 86%

Jamie French Classics - Dom

6 years ago

ShemaleZ

shemale, french, classic, bareback, blowjob
22:02 86%

Jamie French Classics - Jamie & Trixxy

6 years ago

TXXX

french, classic, cumshot, bareback
24:22 85%

Classic Asian teaches him

6 years ago

TXXX

classic, vintage, shemale fucks guy, blowjob, asian
07:41 85%

Classic French Dark Sheboy (305)

11 years ago

TXXX

french, classic
08:23 85%

Classics Cleaned Up - Avril 2008 (not the best camera angles)

1 month ago

AShemaleTube

18, crossdresser, sissy, classic
33:49 85%

TS Foxxy and Wolf Retro Classic

5 years ago

ShemaleZ

classic, vintage, big tits
18:01 85%

Classic Ts milf shows her sucking skills

11 years ago

AShemaleTube

MILF, classic, vintage, blowjob, stockings
24:39 85%

Jamie French Classics - Blue Goth

6 years ago

ShemaleZ

french, interracial, classic, goth, blowjob
05:15 85%

A classically pretty Thai ladyboy Y gets hardcore in the ass

8 years ago

ShemaleZ

thai, classic
05:01 84%

Classical Clamps

4 years ago

TrannyGem

cute, beauty, classic, compilation, vintage, cumshot compilation, shemale fucks guy
16:58 84%

Classic Brandy Bugotti

10 months ago

AShemaleTube

shemale, ebony, shemale fucks guy, creampie, homemade
12:25 84%

Love Vintage Classics - Black Ladyboy On Pool Table

2 years ago

Upornia

black, pool, BDSM, classic, vintage, shemale fucks guy
1:13:26 83%

Vintage Classic 2

3 years ago

TrannyOne

classic, vintage
18:54 83%

Jamie French Classics - Tied

6 years ago

TrannyGem

french, classic, tied
17:28 83%

Classic Lilienne Li

11 months ago

AShemaleTube

shemale, classic
21:23 83%

Classical buxomy transgender princess mummy Id like to drill Bjs And tucks!

5 years ago

TrannyGem

mature, classic, latina
36:19 83%

American Classic

5 years ago

Upornia

classic, vintage, stockings
23:30 83%

Beefy daddy sucks limp dick of glamour t-girl

5 years ago

XoZilla

mature, mom, mature anal, orgasm, facial, classic, vintage
24:33 83%

Classic

5 years ago

JizzBunker

classic, dutch, vintage
07:40 83%

Classic, old shemale #1 (Recolored)

6 years ago

ShemaleZ

classic, vintage, mature
40:02 83%

Jamie French Classics - The good Doctor

6 years ago

ShemaleZ

french, doctor, uniform, classic, vintage
13:26 83%

More classic TS Leilani

12 years ago

xHamster

classic
17:22 83%

VINTAGE CLASSIC SHEMALE GROUPSEX # 45

8 years ago

xHamster

classic, gangbang, vintage
16:48 83%

Rare classic

1 year ago

AShemaleTube

shemale, asian, classic
23:43 83%

Love Vintage Classics - Scene 1 with Gia Darling and Charlotte DeVeroux from TBQ 5

1 year ago

AShemaleTube

lingerie, classic, group
36:37 83%

American Classic

12 years ago

xHamster

classic, vintage, shemale and girl
10:10 83%

Classic Cumshots Compilation

11 years ago

xHamster

black, classic, compilation, cumshot, cumshot compilation
23:00 82%

Jamie French Classics - Dom

6 years ago

TXXX

french, classic, cumshot, bareback, blowjob
05:33 82%

Classics Cleaned Up - Virgin Bride TiaTizzianni

4 months ago

AShemaleTube

stockings, bride, shemale, blowjob, crossdresser, classic, sissy
16:18 82%

Classic Sasha

4 years ago

BeMyHole

dogging, classic, heels, shemale fucks guy, riding, blowjob
41:00 82%

Classics – Bounty Babes: Cheyenne Jewel’s First Ts Gang Bang!!

3 years ago

ShemaleZ

asian, redhead, classic, cumshot, gangbang, babe, group
24:27 82%

Jamie French Classics - Escort

6 years ago

ShemaleZ

french, classic, escort, bareback, blowjob
24:02 82%

Frances Lopez And Magnificent Margo In Love Vintage Classics - Scene 4 With And Sulka From Sen

2 years ago

ShemaleZ

shemale and girl, classic, vintage, shemale fucks guy
14:50 82%

Jamie French Classics - Rubber Butt

6 years ago

ShemaleZ

rubber, french, fetish, classic
17:55 81%

Love Vintage Classics - Scene 1 From Shemale Encounters 9 With With Summer St. Cerly

2 years ago

ShemaleZ

ebony, classic, vintage, shemale and girl
16:10 81%

Unknown Pretty Classic Brazilian Does Cum Swapping With Girl

6 years ago

AShemaleTube

brazil, classic, cum in mouth, shemale and girl, outdoor, cumshot
24:40 81%

Love Vintage Classics - Scene 2 with Brandy from Transsexual Beauty Queens 1 (720p)

1 year ago

AShemaleTube

shemale, solo, vintage, classic
1:13:26 81%

Classic Vintage

2 years ago

XXXDan

redhead, classic, vintage
24:55 81%

Jamie French Classics - Fistablonde

6 years ago

TXXX

shemale, french, classic, cumshot, blowjob
1:22:11 81%

Vintage Classic Shemales

6 years ago

AShemaleTube

blowjob, creampie, classic, vintage, shemale fucks guy, shemale and girl
26:35 80%

1977 Vintage She-Male Porn Classic

6 years ago

xHamster

mature, latex, mature anal, couple, classic, vintage
37:51 80%

Classical

6 years ago

xHamster

mature, creampie, classic
27:35 80%

Classical vo

4 years ago

ShemaleTaxi

classic, taxi
09:45 80%

Jamie French Classics - Milf Feet Three

6 years ago

ShemaleZ

feet, french, classic
21:40 80%

Jamie French Classics - Shower

6 years ago

ShemaleZ

french, classic, shower, solo
36:57 80%

Mariana Cordoba - Classic Interracial Tranny Porn

4 years ago

ShemaleZ

tattoo, classic
09:58 80%

Classic Tgirls fetish sex

6 years ago

TXXX

classic, vintage
07:59 80%

Classic, Mature Shemale #3 (Recolored)

7 years ago

xHamster

mature anal, classic
22:58 80%

Classic shemale olivia

7 years ago

ShemaleZ

classic, vintage
13:28 80%

Kimber Classic Pov With Kimber James

3 years ago

Upornia

classic
01:52 80%

New personal depth record with Dick Rambone - Classic dildo for professional training

3 years ago

xHamster

train, dildo, classic
07:11 80%

Sissy Classic 3 I get pimped out

5 years ago

ShemaleZ

classic, sissy
01:34 80%

Beautiful tgirl classic 2 facials

11 years ago

xHamster

beauty, facial, classic
02:24 80%

Classic Massive Shemale Cumshot Compilation 1

12 years ago

xHamster

classic, cumshot compilation
02:59 80%

Joanie - Rago Garter Belt

3 years ago

xHamster

classic, vintage
08:34 79%

Trans Gender

3 months ago

ShemaleZ

interracial, ladyboy, classic, vintage, heels, shemale fucks guy
24:01 79%

My Stepister is Trans and She knows how to make me Ejaculation

1 year ago

TrannyGem

cute, teen (18+), lesbian, 18, shemale and girl, classic, reality
04:47 79%

Classics Cleaned Up - Tia Transformed - Ava -Restrained-Sex

3 months ago

AShemaleTube

stockings, fetish, lingerie, crossdresser, classic, domination, sissy
39:41 79%

Jamie French Classics - Jamie & Megan

6 years ago

ShemaleZ

shemale, french, shemale and girl, classic, small tits
16:14 79%

Hardcore Anal Sex With Tranny In Vintage Scene

5 years ago

Analdin

facial, classic, vintage, ass, erotic, cum in ass, romantic
04:34 79%

Ninetta classics hanging around.

8 years ago

TXXX

classic, masturbation
1:54:06 78%

2 Hours Of Transgenders Dvd

4 months ago

ShemaleZ

stockings, anal, boots, big tits, classic, blonde, vintage
18:29 78%

Love Vintage Classics - Scene 4 with Gina from Transsexual Beauty Queens 2 (720p)

1 year ago

AShemaleTube

beauty, stockings, vintage, classic
17:40 78%

The Transsexual Maid

4 months ago

ShemaleZ

big ass, big tits, maid, shemale and girl, classic, vintage, ass
07:32 78%

Titan Men Ass Servant - Almost all in by accident

4 years ago

xHamster

classic, vintage, accident
42:57 78%

Ts sex school (young Kimberly Devine, classic)

3 years ago

TrannyOne

shemale, classic
03:35 77%

Classic TS Shannon

6 years ago

ShemaleZ

classic, vintage, solo
15:14 77%

Blonde classic tranny solo

11 years ago

AShemaleTube

classic, vintage, solo
20:26 77%

Classic LL Action

5 years ago

BeMyHole

dogging, classic, panties, shemale fucks guy, riding
37:14 76%

Classic Guitar

6 years ago

ShemaleZ

classic, vintage
04:00 76%

This is TGirl Gold!!

3 years ago

xHamster

classic, vintage, shemale fucks guy
26:35 76%

1977 Antique She-Masculine Porno Classical

5 years ago

KeekAss

classic, vintage, crossdresser, masturbation
1:18:59 76%

Love antique Classics - Sensous Sulka 720p (AI Improved)

10 months ago

ShemaleMovie

lingerie, vintage, stockings, shemale, pantyhose, classic
05:03 75%

Ts Holly Sweet Classic Cumshot

1 month ago

AShemaleTube

shemale, POV, big tits, 18, classic, cumshot, masturbation
08:17 75%

Loretta Old Shemale Classic Screw

2 years ago

TXXX

classic, vintage

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