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15:16

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shemale gets sucked and fucked - hotcum2

07:19

MissJa Naughty Gurl Nylon Strip Cumshot

MissJa vintage Gurl Cumshot Nylon stockings - MissJa

01:41

FF Stockings

Fully fashioned stockings, with tight dess , strip, vintage corset, girdles - rdb_998

04:57

My crossdresser and androgynous vintage videos compilation

Florestan57

07:57

Danish Vintage

Danish Vintage - janeenkarimi670pr

00:47

Tranny model in vintage gold lame' bodysuit.

So damn sensual! Just imagine wearing this same exact vintage satin gold lame bodysuit! I guarantee you it is so damn sexy looking and even sexier feeling wearing this item! - HotSexyOne1010

53:55

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vintage shemales - bobbrun54

02:30

Vintage 3

gwenala

01:51

Vintage cum shot in 7 inch heels

nikki_xxxx

19:08

Vintage mexican slut gets an ass pounding from delivery boy

paulstacycd

00:00

Vintage Beach movie with 2 females and one transgender girl

trans girl hit the movie at minute 50.... - nikkitamontero

09:47

Vintage tranny porn with Ann Drogeny

ZwareJongen

00:31

Vintage 2011 clip. Sissy Lucy with her face covered in cum.

Another vintage clip form my archives - SpikeEssex

32:56

Vintage tgirl Gina getting fucked by a blonde dude

Vintage tgirl Gina getting fucked by a blonde dude - nikkitamontero

14:46

Hot Black Vintage BBW Shemale Margo Dominates

iam2daveyboy

01:36

for old man 2 xxx

afrench vintage tranny mastubate her self - yannisse12

03:56

Silk Stocking Tranny

Vintage Service Weight Silk Stockings make me so horny!!! - Stockingfeetyes

05:01

Vintage - The gorgeous Dana Douglas again

Dana Douglas - Pippopippopippo

01:34

Roxy Vintage Roxy fecondee par Nasser

Roxy Vintage Roxy fecondee par Nasser - janiselshant86c70

06:15

Karou Part 1: Cute sissy crossdresses for the first time

Let her know in the comments if she's pretty! - asianshemaleTV

06:29

Shopping Stories #18 Vintage-Looking Items From The Vintage

Showing you two new hair clips and a beautiful new ring I got for $2 each at the vintage swap meet! - monicaanne

02:19

faggot on couch with fur and vintage fluffy slipper

fur fetish - furslut1

00:06

Teasing You In My Sissy Panties and Leather

I know it's unusual for you guys to see me in vintage satin, but I thought you might like it so here it is! - HayleyDavidson

02:02

footslut had a clitty cumshoot

fluffy retro slipper vintage - furslut1

00:59

Vintage 1

gwenala

02:51

Hard in Vintage Nylons

Horny Orgasm in my Vintage FF Stockings - Stockingfeetyes

12:24

Vintage CD fun

henrymaxim

09:24

Retro shemale and woman

Retro shemale and woman - janiselshant86c70

02:12

Hung Trans Classic #2

Hung trans plays with big dick vintage - 8inchstockin

03:50

cute faggot is playing with black vintage slippers

feet fetish - furslut1

15:18

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Roberta Cavalcante - 13xxx13

01:16

FF Stockings 02

rdb_998

28:51

Greek Tranny Vintage - oi vlaxoi protimoun ta travesti

Vintage Greek Tranny - brunodebraga

07:19

Rose 1950's housewife washes the dishes

In my beautiful 1950's apron (with pleats) I just wash the dishes, and look cute xxxx - Rose Jenny - sissyrosejenny

10:39

classic hung doll

dubdubber

01:08

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french vintage tgirl in lingerie masturbation - yannisse12

01:18

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real vintage seamed nylon stockings - sexyputa

04:18

HIGH HEEL, FLORAL DRESS AND VINTAGE PANTYHOSE

walking in high heels, loose floral dress and vintage matte tights 15 den - rdb_998

01:35

Red an white polka dots dress, vintage stockings and heels

Sophie wears her prefered polka dots pinup dress, vintage nylon stockings, heels and she is loosing her pants:-) - Sophie_bas_nylons

04:48

Vintage girdle adds

For collectors od girdle pics - girdlejunkie

00:50

Vintage 5

gwenala

54:53

Retro Shemale

best sellers in the day! - lovebothcockandpussy

11:04

Melissa has fun with guy

classic clip - nautiboi

09:53

Retro CD Jerks explodes licks up sperm VHS

Retro CD Jerks explodes licks up sperm VHS - janiselshant86c70

15:25

Luscious Lynn in Breaking and entering. Vintage

Pippopippopippo

17:57

Vintage, Complicates time, sick patient go to the TS Doctor

Complicates time, sick patient go to the Tranny Doctor - nikkitamontero

01:12

Dizzy Miss Sizzy: On The Tracks Again!

This classic damsel in distress bondaged on the railway tracks is captured between her fear and her lust for sex and penetration (psychoanalysis) - DizzyMissSizzy

01:33

hot crossdresser

vintage french crossdresser in sex - yannisse12

04:45

vintage slipper foot porn

the housewife and her footboy - furslut1

43:19

Vintage Forced sissyfication and feminization punishment

Vintage Forced sissyfication and feminization punishment - nikkitamontero

01:21

97 CLASSIC DRESSES, VARIOUS COLORS

THEY ARE COLORS THAT I LIKE AND THEY STICK TO THE BODY - nikidos22

27:03

Vintage Movie 1995 with old time pornstars and blowjobs

Vintage Movie 1995 with old time pornstars and blowjobs - nikkitamontero

03:47

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amputee crutching crossdresser - dioy2000

02:17

Hung Trans Classic #1

Hung sexy big dick vintage - 8inchstockin

12:42

BBW and BF flipflop bareback

This is a great classic, her moans and talking will be sure to make you Cum - Patchubbuck

01:31

Vintage 2011 clip. Early clip of sissy Lucy sucking cock

A little clip from my archives - SpikeEssex

02:06

Vintage 4

gwenala

06:49

Crossdresser Classic Girdle Outdoor Car Sextoy Red Heels

liopovitan

01:26

denise seule a la maison

vintage mature tgirl in lingerie and dress sexy posing - yannisse12

11:09

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Casandra solo - jonBoi269

23:08

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vintage trans - debarquement

00:47

80 THE BEST FRIEND I HAVE, ALWAYS LIKE ME 250920

WITH HIM WAS THE FIRST TIME WHERE IF I ENTER EVERYTHING, GREETINGS - nikidos22

00:42

Horny Tranny Selfie XXX 80

Horny Tranny Selfie XXX 80 - shemaleshemale69

14:08

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Vintage ladyboy - Dino699

08:38

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retro shemale - redsamurai

07:30

Retro TVTS Dildo Superstar

Retro TVTS Dildo Superstar - janiselshant86c70

59:19

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Vintage Shemale - bobbrun54

04:47

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tselize - lizzy yum 80 - Lizzy Yum - LizzyYum

15:28

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Vintage shemale pleases guy TS Webcam Slut - Olivia Love - jisuccop03sdg

13:45

Green Victorian gown

A long green victorian gown soaked in a tub... (Yes always the same points of view. Hard to do without a camera man;) Any volunteers?) - satinwet

07:58

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Nice slender body - canusuckmeplz45

01:01

Hung Trans Classic #4

Hing Trans Big Dick Classic Vintage - 8inchstockin

07:05

non porn vintage japanese swimsuit model pageant Show

MsEvelynJuyana

03:02

Stroking in Hot Vintage FF Stockings

Horny in my layered RHT Pantyhose, Vintage FF Stockings, 12 Strap Garter Belt and Hot All Leather Mary Jane Shoes - Stockingfeetyes

03:55

Vintage 6

gwenala

06:25

Classic Giovanni

One of my favorite male porn actors....the one and only Giovanni - bryanferryfan1a

16:54

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spanqee

09:18

Shopping Stories #21 - Vintage Swap Meet Jewelry Haul

I find some of the most amazing and least expensive items for my collection at the vintage swap meet! - monicaanne

14:13

Vintage Fucking

Kourtney Paige - GolfoSexual

16:32

Vintage shemale double cumshot

Termx1232

53:55

Awesome vintage shemale action with Carnal Candy

spanqee

28:42

Vintage TV

Shoefan1984

21:51

Transformation to Vintage-Lady

Sarah-Crossdress

15:36

Ona Zee, Misty, and Heather

Vintage Ona, has a three way with a hot redhead and a sissy TV. Misty mostly likes to watch while Ona likes to give as much as receive. - MyCatSaysHi

00:56

Tranny Slut 80

Tranny Slut 80 - bonnienarimats42hfh

03:05

Reverse cowgirl Kitsy

KitsyMe0w doing reverse cowgirl,in retro 70's style,enjoy. - Kitsy Meow - KitsyMe0w

04:48

Silk Stocking Jerk Off

Horny in Vintage Silk Stockings - Stockingfeetyes

01:25

Red Satin Retro Swing Dress

Red Satin Retro Swing Dress - janiselshant86c70

24:14

Ts Prostitute arrested by the police, Crime pays in America

Vintage Movie - nikkitamontero

03:46

Crossdresser Playing in Girdle and Tights

Herringbone tights and vintage girdle make this sexy crossdresser want to play - Cdluvhose

26:34

Super Vintage movie with two transvestites 1977

Super Vintage movie with two transvestites 1977 - nikkitamontero

19:19

Rare Vintage Monster Tit Milf with Uncut French Shemale

iam2daveyboy

06:06

vintage transsexual tricks man into sex

vintage transsexual tricks man into sex - jeanettelieb45p7o

00:45

Bourgeoise in nylon stockings

Sophie is wearing a pretty brown skirt, a vintage open bottom girdle, Bally shoes and Doré-Doré stockings - Sophie_bas_nylons

04:30

Classic Cock Rider

celinetrav9182

19:08

Vintage mexican slut gets an ass pounding from delivery boy

Kinky mexican milf whore gets fucked in the ass by some random dude - Adriana Rodrigues - DerHammerOvButts

06:03

Sexy Retro Lingerie

My Secrets in Lace lingerie - Victoria Lecherri - Victoriatv1

02:20

Classic, Bareback Trans Action

A legend of the game - stringerbebex

00:29

TS Scarlett strokes cock in front of VHS camera

Scarlett Williams - ScarlettWilliamsxxx

02:20

Han S 80

Han S 80 - Long Mint - Hphantom06S

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