SHEMALE • CLASSIC 318 videos

Popular Latest Top rated

18:03 96%

Classic Barbie Woods

1 year ago

AShemaleTube

vintage, classic, cumshot, shemale
18:17 94%

Classic barbie woods

7 years ago

TXXX

classic, bareback, big cock, blowjob
1:13:25 94%

Vintage Classic 2

4 years ago

AShemaleTube

classic, vintage, creampie, bareback, shemale
25:07 92%

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

2 years ago

AShemaleTube

beauty, stockings, lingerie, classic, blonde, vintage, cum in mouth
41:37 92%

Jamie French Classics - Dirty Blondes 2

6 years ago

ShemaleZ

french, threesome, classic, bareback, shemale
20:36 91%

Classics Cleaned Up -Vanessa 2 Early 2000s

2 months ago

AShemaleTube

stockings, blowjob, anal, lingerie, crossdresser, classic, vintage
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
29:25 90%

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

2 years ago

AShemaleTube

solo, vintage, beauty, classic, lingerie, latina
29:51 90%

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

2 years ago

AShemaleTube

vintage, cum in mouth, classic
40:32 90%

Jamie French Classics - The super-sexy Therapist

5 years ago

TrannyGem

french, doctor, uniform, classic, vintage
18:02 90%

Classic Shemale Porno

11 years ago

AShemaleTube

classic, vintage, amateur
38:53 90%

Jamie French Classics - Latex

6 years ago

TXXX

latex, french, 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
28:59 89%

Jamie French Classics - Jamie & Stefani

6 years ago

ShemaleZ

shemale, french, classic
26:45 89%

1977 antique transgender princess Porn classic

5 years ago

VideoSection

latex, couple, classic
22:33 89%

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

10 months ago

ShemaleTaxi

stockings, shemale, vintage, boots, beauty, classic
20:14 89%

Jamie French Classics - Cat

6 years ago

TXXX

french, classic, solo
38:00 89%

Classic Vintage Trannies, Classic Vintage Shemale Tube Porn

7 years ago

AShemaleTube

classic, vintage, shemale
1:58:15 89%

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

1 year ago

AShemaleTube

stockings, interracial, lingerie, crossdresser, classic, vintage
19:21 88%

Jamie French Classics - Black

6 years ago

ShemaleZ

french, solo, classic, masturbation, black
23:04 88%

Jamie French Classics - Jamie & Tiffany

6 years ago

ShemaleZ

shemale, french, classic, cumshot
24:03 88%

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

8 months ago

ShemaleTaxi

shemale, stockings, vintage, beauty, classic, taxi
29:49 88%

Jamie French Classics - Girlfriends

6 years ago

TXXX

shemale, french, classic, girlfriend
1:13:00 88%

Classic shemale movie - 001

2 years ago

XXXDan

classic, babe, vintage
25:17 86%

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

10 months ago

ShemaleTaxi

cum in mouth, vintage, shemale, classic, beauty
21:23 86%

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

5 years ago

TrannyGem

mature, classic, latina, big cock
23:00 86%

Jamie French Classics - Dom

6 years ago

ShemaleZ

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

Jamie French Classics - Jamie & Trixxy

7 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
24:39 85%

Jamie French Classics - Blue Goth

6 years ago

ShemaleZ

french, interracial, classic, goth, blowjob
40:02 85%

Jamie French Classics - The good Doctor

6 years ago

ShemaleZ

french, doctor, uniform, classic, vintage
33:49 85%

TS Foxxy and Wolf Retro Classic

5 years ago

ShemaleZ

classic, vintage, big tits
21:14 85%

Jamie French Classics - Hooker

6 years ago

TXXX

french, hooker, classic, bareback
18:01 85%

Classic Ts milf shows her sucking skills

12 years ago

AShemaleTube

MILF, classic, vintage, blowjob, stockings
23:30 84%

Beefy daddy sucks limp dick of glamour t-girl

5 years ago

XoZilla

mature, mom, mature anal, orgasm, facial, classic, vintage
36:19 83%

American Classic

5 years ago

Upornia

classic, vintage, stockings
24:40 83%

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

2 years ago

AShemaleTube

shemale, solo, vintage, classic
24:02 83%

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
1:13:26 83%

Vintage Classic 2

3 years ago

TrannyOne

classic, vintage
24:33 83%

Classic

5 years ago

JizzBunker

classic, dutch, vintage
16:48 83%

Rare classic

1 year ago

AShemaleTube

shemale, asian, classic
18:54 83%

Jamie French Classics - Tied

7 years ago

TrannyGem

french, classic, tied
23:43 83%

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

2 years ago

AShemaleTube

lingerie, classic, group
36:37 83%

American Classic

12 years ago

xHamster

classic, vintage, shemale and girl
17:22 83%

VINTAGE CLASSIC SHEMALE GROUPSEX # 45

8 years ago

xHamster

classic, gangbang, vintage
41:00 83%

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

3 years ago

ShemaleZ

redhead, classic, cumshot, gangbang, babe, group
37:51 82%

Classical

7 years ago

xHamster

mature, creampie, classic
23:00 82%

Jamie French Classics - Dom

7 years ago

TXXX

french, classic, cumshot, bareback, blowjob
16:58 82%

Classic Brandy Bugotti

11 months ago

AShemaleTube

shemale, ebony, shemale fucks guy, creampie, homemade, classic
17:40 82%

The Transsexual Maid

5 months ago

ShemaleZ

big ass, big tits, maid, shemale and girl, classic, vintage, ass
16:18 82%

Classic Sasha

4 years ago

BeMyHole

dogging, classic, heels, shemale fucks guy, riding, blowjob
24:27 82%

Jamie French Classics - Escort

6 years ago

ShemaleZ

french, classic, escort, bareback, blowjob
1:22:11 81%

Vintage Classic Shemales

6 years ago

AShemaleTube

blowjob, creampie, classic, vintage, shemale fucks guy, 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
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
24:55 81%

Jamie French Classics - Fistablonde

6 years ago

TXXX

shemale, french, classic, cumshot, blowjob
1:13:26 81%

Classic Vintage

2 years ago

XXXDan

redhead, classic, vintage
26:35 81%

1977 Vintage She-Male Porn Classic

6 years ago

xHamster

mature, latex, mature anal, couple, classic, vintage
39:41 80%

Jamie French Classics - Jamie & Megan

6 years ago

ShemaleZ

shemale, french, shemale and girl, classic, small tits
18:29 80%

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

2 years ago

AShemaleTube

beauty, stockings, vintage, classic
36:57 80%

Mariana Cordoba - Classic Interracial Tranny Porn

4 years ago

ShemaleZ

tattoo, classic
21:40 80%

Jamie French Classics - Shower

6 years ago

ShemaleZ

french, classic, shower, solo
22:58 80%

Classic shemale olivia

7 years ago

ShemaleZ

classic, vintage
34:13 79%

Jamie French Classics - Sub

6 years ago

ShemaleZ

french, classic
16:14 79%

Hardcore Anal Sex With Tranny In Vintage Scene

5 years ago

Analdin

facial, classic, vintage, ass, erotic, cum in ass, romantic
42:57 78%

Ts sex school (young Kimberly Devine, classic)

3 years ago

TrannyOne

shemale, classic
24:01 77%

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
26:35 77%

1977 Antique She-Masculine Porno Classical

5 years ago

KeekAss

classic, vintage, crossdresser, masturbation
20:26 77%

Classic LL Action

5 years ago

BeMyHole

dogging, classic, panties, shemale fucks guy, riding
15:14 77%

Blonde classic tranny solo

11 years ago

AShemaleTube

classic, vintage, solo
37:14 76%

Classic Guitar

6 years ago

ShemaleZ

classic, vintage
22:15 76%

Classic porn with a hot tranny girl

12 years ago

AShemaleTube

boots, shemale and girl, classic, vintage
1:18:59 75%

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

11 months ago

ShemaleMovie

lingerie, vintage, stockings, shemale, pantyhose, classic
22:58 75%

Classic shemale olivia

8 years ago

TXXX

classic, vintage
23:38 75%

Love Vintage Classics - Scene 1 with Gia Darling from Transsexual Beauty Queens 1 (720p)

2 years ago

AShemaleTube

stockings, lingerie, vintage, beauty, classic
43:55 75%

Classic Rusty Goes Down To China Town ladyboy

6 years ago

ShemaleZ

ladyboy, classic, vintage, chinese, ebony
17:56 75%

Love antique Classics - Scene 3 with Verushka from Transsexual Beauty goddesses 2 (720p)

10 months ago

ShemaleTaxi

stockings, shemale, vintage, beauty, classic, lingerie
23:33 75%

Classic Meghan 2

7 years ago

AShemaleTube

classic, vintage
19:19 75%

Hot Dog classic shemale movie

6 years ago

AShemaleTube

dogging, classic, group, vintage
22:38 75%

Love Vintage Classics - Scene 3 with Lisa Lawrence from Transsexual Beauty Queens 5 (720p)

2 years ago

AShemaleTube

ebony, beauty, vintage, uniform, classic
15:28 75%

Beauty Classic Brazilian Tatiana Gets Fucked

6 years ago

AShemaleTube

beauty, brazil, latina, classic
25:40 74%

River Plate vs Boca Junior (Argentinian classic)

2 years ago

TrannyOne

shemale, classic
19:23 73%

Jamie French Classics - Goth

6 years ago

TXXX

french, goth
27:35 73%

Classical vo

4 years ago

ShemaleTaxi

classic, taxi
1:18:23 73%

Classic Ilona Great Action

6 years ago

ShemaleZ

classic, vintage
36:48 72%

Vintage Cowboy Eats A Tgirl - porn video

5 years ago

XoZilla

classic, big cock, vintage
1:54:06 71%

2 Hours Of Transgenders Dvd

6 months ago

ShemaleZ

stockings, boots, big tits, classic, vintage, deepthroat
17:28 71%

Classic Lilienne Li

1 year ago

AShemaleTube

shemale, classic
23:54 71%

Love Vintage Classics - Scene 1 with Gia Darling and Mia from Transsexual Beauty Queens 8

2 years ago

AShemaleTube

beauty, shemale, vintage, classic
15:42 71%

Magnificent Margo In Love Vintage Classics - Scene 2 With Angel Harris And From She-male En.9

2 years ago

ShemaleZ

lingerie, vintage, shemale fucks guy, ebony, classic
30:00 71%

Love vintage Classics - episode 1 with babe from Transsexual Beauty Queens 7 (720p)

10 months ago

ShemaleTaxi

beauty, BDSM, classic, babe, vintage, cum in mouth, taxi
18:47 71%

Transsexual Bride Fucks Her New Husband By Long Pecker

8 years ago

XoZilla

bride, outdoor, husband, classic, swallow
16:50 71%

Sissy Delicious - The Classical

11 years ago

xHamster

classic, sissy
26:02 71%

2 Notgeile Blonde fanden sich und fickten so hart

3 years ago

xHamster

POV, german, orgasm, lingerie, classic, vintage
34:56 71%

Jamie French Classics - Homework

6 years ago

ShemaleZ

french, classic, bareback
42:23 71%

Sissys Classic Day

11 months ago

JizzBunker

sissy, BDSM, classic, vintage
31:12 71%

LADYMAN ITALIA - Classic Italian family of transgender pt3-three

12 years ago

TXXX

italian, classic
15:01 70%

Classic Trans

7 years ago

ShemaleZ

classic, vintage
46:05 70%

Classic T-Girl flick - SULKA&,#039,s WEDDNING (part 1 of two)

12 years ago

TXXX

classic, shemale and girl
1:32:34 70%

Classic vintage delight - trans princess Dana Douglas gets plowed in lingerie (AI remastered)

11 months ago

XXXVogue

classic, crossdresser, vintage, shemale fucks guy
15:09 69%

Classic crossdresser porn

7 years ago

TXXX

crossdresser, classic
25:58 69%

Classic Ebony TS Scene

2 years ago

XXXDan

ebony, black, blowjob, classic, big cock, vintage
27:45 67%

Love Vintage Classics - episode two with Nomi X from transsexual Beauty Queens 9 (720p)

10 months ago

ShemaleTaxi

beauty, shemale fucks guy, shemale, classic, vintage
32:51 67%

Vintage Classic Re-Rub - TRAPPISTEU

6 years ago

TXXX

latex, classic, vintage
19:00 67%

Classic AV

6 years ago

ShemaleZ

classic, vintage
16:36 67%

Classic Bailey jay

6 years ago

TXXX

teen (18+), classic, toys
1:13:14 67%

Classic shemale movie - 002

2 years ago

JizzBunker

classic, babe, vintage
21:27 67%

Jamie French Classics - Jamie & Ava

6 years ago

ShemaleZ

french, classic, toys
20:48 67%

Classic Meghan 1

7 years ago

AShemaleTube

interracial, classic, vintage
1:15:05 64%

Italian Shemale 9-Classic

9 months ago

AShemaleTube

italian, blowjob, classic, cumshot, cum in mouth, shemale fucks guy
20:12 64%

Jamie French Classics - Plastic Wrap

6 years ago

ShemaleZ

french, fisting, solo, classic, masturbation
19:05 63%

Classic shemale clip

7 years ago

xHamster

classic
28:09 60%

Love Vintage Classics - Scene 2 with Gia Darling from Transsexual Beauty Queens 2 (720p)

2 years ago

AShemaleTube

beauty, classic, vintage, threesome
16:00 60%

Classic

2 years ago

XXXDan

interracial, classic, vintage, black
26:25 60%

Classic Nikita

6 years ago

TXXX

classic, vintage
19:23 60%

Jamie French Classics - Goth

6 years ago

ShemaleZ

french, classic, goth, toys
1:37:43 60%

Man Eaters - Handjob Creampies - Classic Tranny Mix

2 years ago

JizzBunker

handjob, femdom, japanese, creampie compilation, classic, group, vintage
21:38 60%

Classic

3 years ago

JizzBunker

classic, solo, webcam
1:11:41 59%

Love Vintage Classics - Corrupt Desires, Full Movie AI-Upscaled 720p

1 year ago

AShemaleTube

vintage, threesome, stockings, shemale, full movie, classic

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