SHEMALE • CROSSDRESSER MATURE 1,397 videos

Popular Latest Top rated

15:09 83%

Bbc gangbang with mature cd sissy slut

6 months ago

AShemaleTube

mature, threesome, interracial, ladyboy, crossdresser, gangbang, slut
19:00 81%

Sophie is back

3 weeks ago

AShemaleTube

mature, homemade, stockings, shemale, lingerie, crossdresser, femboy
22:32 67%

Shemale and cd sleepover

5 days ago

AShemaleTube

mature anal, amateur, crossdresser, threesome, big cock, blowjob, shemale
27:33 89%

Beautiful Mature CD in Stockings Fucked

3 weeks ago

AShemaleTube

mature, amateur, homemade, beauty, stockings, blowjob, fetish
27:56 86%

Spring break with Lora

1 year ago

AShemaleTube

mature, homemade, stockings, blowjob, lingerie, crossdresser, blonde
17:51 81%

Change with ample crossdresser

8 months ago

TrannyGem

mature, fat, old man, mature anal, crossdresser, british, ass licking
19:58 76%

Karen bangs lad

3 weeks ago

AShemaleTube

mature, shemale, blowjob, redhead, crossdresser, cumshot, big cock
21:52 89%

Grandma Transgender Princess

4 years ago

KeekAss

mature, mature anal, anal, granny, crossdresser, bareback
24:52 88%

Cassandra Lovi Date Night With Mature Crossdresser

2 years ago

ShemaleZ

mature, stockings, crossdresser, blonde
18:15 48%

Nancy In Prison

11 months ago

xHamster

mature, amateur, mature anal, anal, BBW, lingerie, crossdresser
1:01:00 83%

Mature Woman Feminization Sissyboy

3 years ago

ShemaleZ

mature, stockings, BDSM, crossdresser, ass licking, domination
18:34 74%

I was about to have a happy married life, but I got Fuck by a stranger before marriage.

8 months ago

xHamster

mature, amateur, thai, mature anal, anal, asian, ladyboy
19:07 71%

Three matures crossdressers gets very kinky

2 days ago

AShemaleTube

homemade, latex, crossdresser, fetish, blowjob, shemale, masturbation
18:12 80%

BBC Breaks MILF In stockings

2 weeks ago

AShemaleTube

mature, amateur, homemade, shemale, fetish, MILF, crossdresser
17:25 82%

Fabulous Adult Movie Transvestite Lingerie Incredible Just For You With Sophie Soft

3 years ago

ShemaleZ

mature, stockings, interracial, outdoor, lingerie, crossdresser, compilation
18:56 86%

Chubby Mature CD Takes 2 BBCs

2 weeks ago

AShemaleTube

mature, creampie, chubby, big tits, crossdresser, blonde, ass
15:43

Amateur Crossdresser Kellycd2022 Sexy MILF in Sexy Seamless Pantyhose

5 days ago

AShemaleTube

cumshot, pantyhose, solo, crossdresser, amateur, mature, sissy
16:10 56%

Step-Mom's Secret Surrender

10 months ago

xHamster

mature, mom, pantyhose, MILF, bondage, crossdresser, stepmom
15:26 76%

Supah Whore TV two Compendium

4 years ago

KeekAss

mature, stockings, mature anal, lingerie, crossdresser, whore, cumshot compilation
25:40 86%

CD party-girls suck and fuck

7 years ago

AShemaleTube

mature, party, crossdresser, group, bareback, lingerie
19:03 89%

Samantha 6

2 years ago

ShemaleZ

mature, stockings, fetish, lingerie, crossdresser, threesome
20:07 79%

Horny mature CD drilled

12 years ago

AShemaleTube

mature, crossdresser
21:28 82%

Sexy Mature CD Takes It So Good

2 weeks ago

AShemaleTube

shemale, homemade, sissy, crossdresser, mature, amateur
38:26 84%

Mature Crossdressers suck And plow

6 years ago

TXXX

mature, crossdresser, 18, amateur, POV
15:33

Mature couple and tattooed sissy enjoy raw anal fun in a threeway

1 week ago

XXXVogue

mature, mature anal, anal, threesome, couple, tattoo, british
18:48 84%

A Fat Seven

2 years ago

AShemaleTube

mature, homemade, pantyhose, fat, interracial, lingerie, ladyboy
33:23 75%

2 shemales with glasses doing each other

4 years ago

AShemaleTube

mature, glasses, vintage, shemale, crossdresser
19:13 87%

Sissy bitch anal

9 months ago

AShemaleTube

mature, mature anal, anal, crossdresser, bareback, sissy, femboy
24:18 79%

Weird German Basement Transvestite rosy pucker penetrate In Prison

4 years ago

TrannyGem

german, mature anal, bondage, BDSM, uniform, crossdresser, group
22:25 62%

Cd lisa posing legs and erect clitty

3 years ago

xHamster

mature, fetish, crossdresser, heels
26:29 94%

Sexy Blonde SOLO

7 years ago

AShemaleTube

mature, homemade, POV, lingerie, solo, crossdresser, compilation
15:18 90%

Bbc gang-bang with mature cd sissy slut

5 months ago

ShemaleMovie

mature, ladyboy, crossdresser, gangbang, slut, BBC, sissy
16:14 82%

Mature crossdresser having a jolly time with a bbc

2 months ago

ShemaleTaxi

mature, amateur, black, mature anal, anal, crossdresser, big cock
45:47

Tiziana White Vintage

1 week ago

AShemaleTube

crossdresser, mature, mature anal, vintage, shemale, stockings, lingerie
52:48 80%

Sunday loving with a CD

2 years ago

AShemaleTube

mature, amateur, homemade, stockings, crossdresser, bareback
15:23 75%

Sissy Pov – Heather – Mature Sissy Knows Exactly What She Wants

3 years ago

HClips

mature, amateur, POV, crossdresser, sissy
38:55 82%

Mature Crossdressers Suck and Fuck

8 years ago

TXXX

mature, gay, POV, crossdresser, orgy
26:08 80%

Uber-sexy cd sissy, rich pulverize with her young neighbor

2 years ago

KeekAss

mature, homemade, shemale, mature anal, anal, crossdresser, sissy
43:07 91%

VL MM

5 years ago

ShemaleZ

mature, POV, threesome, fetish, outdoor, fisting, BDSM
25:50 74%

Older crossdressers get fucked and suck mature grandpa

4 years ago

AShemaleTube

crossdresser, grandpa, mature, stockings, bareback, compilation
17:20 88%

Jizz-shot! Messy chat! Salami taunting! Striptease! Ass-Fuck finger-tickling & fake penis poking! Bootie to hatch! Jizm eat-up!

2 years ago

KeekAss

mature, homemade, POV, mature anal, crossdresser, strip, blonde
18:54 77%

Mature Crossdresser penetrates and shoots a load

4 years ago

KeekAss

mature, threesome, asian, crossdresser, compilation, handjob compilation
15:02 84%

Sissy Pov – Jeanne – Never Too Old To Love Cock

3 years ago

ShemaleZ

mature, MILF, blonde, crossdresser, sissy, POV
32:53 74%

Scopo Forte un Bel Trans!!

3 years ago

KeekAss

handjob, mature, stockings, mature anal, crossdresser, vintage, domination
16:13 77%

Mature crossdresser having a jolly time with a BBC

6 years ago

xHamster

mature, mature anal, crossdresser, bareback, BBC, shemale
19:18 56%

Joselynne Cd Sexy Red Dress And Heels Walk To You 02

1 year ago

xHamster

mature, latina, crossdresser, mexican
45:47

Sexy Crossdresser Pauline Sucking Huge Cock and Getting Fucked in the Ass

1 week ago

$$ FapHouse

shemale, mature anal, crossdresser, mature, couple
28:49 78%

Sexy Halloween fourway orgy Part 2 with 2 TGirls and mature couple

3 weeks ago

ShemaleMovie

mature, amateur, mature anal, party, couple, crossdresser, blonde
16:47 88%

Two slutty trannys kissing sucking & fucking

5 years ago

BeMyHole

mature, kissing, stockings, lingerie, crossdresser
30:24 97%

Excellent porn clip transvestite Solo exotic uncut

5 years ago

ShemaleZ

ebony, mature, POV, threesome, fetish, outdoor, fisting
15:34 50%

Gam trim with sa8die,. hormones real shortly,. its pornish

2 years ago

KeekAss

MILF, homemade, mature
17:10 33%

DWT Cross Dresser Sex - DWT Dom Daddy & Sissy Slave Sub Slut Stute

2 years ago

KeekAss

mature, mature anal, BDSM, sissy, slut, stockings
15:27

Cd gets kinky with bbc

2 weeks ago

AShemaleTube

mature, fetish, crossdresser, big cock, ass, cum in mouth, BBC
16:38 87%

Bulky German tranny rides a huge dildo on the couch

2 years ago

AShemaleTube

mature, german, huge dildo, dildo, lingerie, crossdresser, riding
38:19 84%

Amazing Mature Crossdresser

6 years ago

TXXX

mature, crossdresser, small tits, femboy
34:54 76%

Smoking Fetish Transvestite - 35 Minutes!

5 years ago

KeekAss

mature, latex, smoking, fetish, outdoor, crossdresser
22:49 71%

Big dicked teen guy sucked by mature CD

13 years ago

AShemaleTube

mature, teen (18+), crossdresser
16:52 71%

Maria and the cocks

4 years ago

AShemaleTube

mature, lingerie, crossdresser, stockings
17:14 73%

Mature crossdresser Alexandra fucked by a young guy

5 years ago

ShemaleZ

mature, stockings, couple, crossdresser, ass, teen (18+)
39:48 90%

CD slave bitch Joanna facial slaped anal fuck

2 years ago

AShemaleTube

mature, mature anal, cum in mouth, sissy, anal
28:40

Super Hot Mature Destroyed By BBC

2 weeks ago

AShemaleTube

mature, amateur, homemade, big ass, interracial, crossdresser, ass
28:59 47%

Antique Cumshoot Compilation She-Male Valisere 46

2 years ago

KeekAss

mature, mature anal, lingerie, crossdresser, cumshot, masturbation, cumshot compilation
1:02:37 55%

Six TGirl Sex Soiree - Part two

5 years ago

KeekAss

stockings, blowjob, mature anal, redhead, shemale and girl, blonde, orgy
1:04:21 76%

Joanna bitch fuck hard anal

9 months ago

AShemaleTube

mature, amateur, mature anal, anal, ladyboy, crossdresser, ass to mouth
28:45 78%

Joanna submissive bitch

9 months ago

AShemaleTube

mature, amateur, crossdresser, domination, bareback, sissy, femboy
23:49 65%

Magnificent femboy with her luxurious face and sensitive figure. her make-up makes her sight like a queen

1 year ago

TrannyGem

mature, amateur, cute, public, blowjob, POV, couple
24:39 68%

TGirl Pauline Deep-Throating Mikes Spear in the Bar Toilets

4 years ago

TrannyGem

toilet, mature, public, crossdresser, british, deepthroat, dress
17:51 74%

Chubby Tgirl Alexandra fucking her womanized toyboy

4 years ago

AShemaleTube

mature, chubby, crossdresser, cum in mouth, domination, shemale fucks guy
21:08 67%

Drag queen fucked in a toilet stall

7 months ago

JizzBunker

toilet, mature, public, blowjob, mature anal, MILF, crossdresser
18:35 53%

Sissy Maid Gets Dressed, Cuffed and Locked and Rides Her Doll

11 months ago

xHamster

mature, blowjob, maid, uniform, crossdresser, riding, dress
4:18:44 61%

All my vids from 2023

1 year ago

xHamster

mature, dildo, crossdresser, compilation, sissy
24:17 72%

CD SISSY TEARS UP HER NEIGHBORS SONNY

2 years ago

KeekAss

mature, homemade, mature anal, crossdresser, small tits, sissy
18:01 72%

Lesbian sex game

3 years ago

TrannyOne

mature, lesbian, game, crossdresser
58:42 73%

Ultra-kinky transgender princess Clamp With underware, gang-fuck Vignettes

4 years ago

TrannyGem

mature, lingerie, crossdresser, gangbang
18:58 78%

Sheboy bonks hotty outside Observe Part 2 At that stunner

6 years ago

TrannyGem

lesbian, MILF, shemale and girl, sissy, outdoor
25:05 89%

Jessica Ford – Crossdressing Professor Has Another Secret

3 years ago

ShemaleZ

mature, crossdresser, shemale, big cock
19:11 88%

CROSSDRESSER sucks and gets fucked

6 years ago

xHamster

mature, mature anal, anal, lingerie, crossdresser
15:56 82%

RUSSIAN FEMBOY TEARS UP WITH DOMME FOR THE VERY FIRST TIME WITH a YAM-SIZED BELT DICK, STRAPPED WITH a INNOCENCE

4 years ago

TrannyGem

femdom, strapon, mature anal, russian, fisting, bondage, pegging
23:01 60%

Michel A Married boy With Maggy In Covert web camera

4 years ago

TrannyGem

mature, homemade, hidden, crossdresser
15:51 91%

Nina Lawless poke Me Here poke Me There

5 years ago

ShemaleZ

mature, POV, outdoor, fisting, BDSM, crossdresser, ebony
19:56

Sexy Crossdresser Kellycd2022 in Pink Pvc Outfit and Black Fishnets

6 days ago

$$ FapHouse

shemale, sissy, crossdresser, pantyhose, mature
45:32 93%

Crossdresser Carlin 05

1 year ago

AShemaleTube

mature, stockings, lingerie, crossdresser, small tits, sissy, homemade
35:10 52%

Mature blonde crossdresser

6 years ago

TXXX

mature, crossdresser
18:05

Sweet mature sissy crossdresser fucks herself with 7in doggy dildo. pissing. Sissy spray. point of view

3 weeks ago

ShemaleMovie

pissing, mature, arab, POV, mature anal, dildo, dogging
16:53 57%

BBW Crossdresser Sissy chokes on a BWC Big White Cock and gets Buttfucked until he cums in her mouth

9 months ago

xHamster

mature, POV, mature anal, BBW, crossdresser, cum in mouth
15:27 75%

DeeDee Out for A Walk in White Boots Hoping to Hookup

3 years ago

xHamster

mature, public, boots, lingerie, sissy, crossdresser
16:16 76%

Big cock crossdresser Lucy Essex CD masturbating and talking dirty

1 year ago

AShemaleTube

mature, homemade, big tits, redhead, crossdresser, dirty talk
25:52 86%

Romantic Meeting Night With A Sumptuous Crossdresser

4 years ago

KeekAss

mature, mature anal, anal, crossdresser, blonde, bareback, romantic
16:21 77%

Doggie on the Bed

1 year ago

AShemaleTube

mature, amateur, homemade, mature anal, anal, interracial, crossdresser
22:53 85%

Birthday Sex

1 year ago

AShemaleTube

mature, homemade, stockings, shemale, blowjob, lingerie, blonde
19:36

Big Cock TGirl and MILF face fucking and bareback anal fun

3 weeks ago

AShemaleTube

mature, amateur, shemale, blowjob, mature anal, MILF, redhead
25:44 75%

Mind-blowing Halloween four-way fucky-fucky Part 1 with 2 TGirls and mature couple

1 month ago

ShemaleTaxi

mature, amateur, shemale, mature anal, party, couple, crossdresser
19:32 76%

Two Mature TV Tramps have killer girly orgy

4 years ago

KeekAss

mature, stockings, mature anal, crossdresser, ass licking, orgy, toys
16:46 53%

Crossdresser bound at bus stop

3 years ago

xHamster

mature, stockings, public, german, mature anal, outdoor, bondage
32:57 73%

Мoya lubima !!!!!

5 years ago

ShemaleZ

mature, fetish, outdoor, fisting, BDSM, crossdresser
22:14 60%

A Good Pounding

4 months ago

AShemaleTube

mature, amateur, homemade, POV, mature anal, crossdresser, sissy
24:15 65%

Gurl party

2 years ago

AShemaleTube

mature, homemade, stockings, party, crossdresser, ass to mouth, sissy
15:12 90%

Lusty old CD sucks And Takes It deep

6 years ago

ShemaleZ

mature, crossdresser
18:01 67%

Some play with cris

7 years ago

AShemaleTube

domination, mature, crossdresser
32:32 86%

Joanna suce et se fait enculé comme une pute

2 years ago

AShemaleTube

mature anal, crossdresser, vintage, sissy, femboy, mature
16:14 79%

Bbc Breeding Sexy Mature Cd

3 years ago

ShemaleZ

interracial, crossdresser, BBC, mature, amateur
16:03 95%

Crossdresser Solo

6 years ago

xHamster

mature, stockings, solo, crossdresser, masturbation, toys, webcam
16:49 89%

Your Secretary

7 months ago

AShemaleTube

mature, shemale, redhead, crossdresser, masturbation, secretary, cum in mouth
16:40 80%

Cute Sissy Sounding Her Cock Until Self Facial!

11 months ago

XXXDan

handjob, mature, cute, crossdresser, facial, heels, toys
20:33

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

1 month ago

$$ FapHouse

mature, amateur, blowjob, mature anal, couple, interracial, crossdresser
15:11 64%

Older Matured sissy CD out on the balcony Trying to not get caught

5 months ago

XXXDan

crossdresser, mature, sissy, big ass, mature anal, heels
17:53 93%

First Facial

7 months ago

AShemaleTube

mature, homemade, POV, interracial, crossdresser, facial, cum in mouth
24:23 86%

Sissy and fat old men

8 months ago

AShemaleTube

mature, fat, old man, mature anal, anal, crossdresser, gangbang
25:36 52%

I surprise Nady then she romps me

3 years ago

KeekAss

handjob, mature, stockings, shemale, lesbian, mature anal, anal
22:58 84%

Magnificent fresh TGirl Charlotte has her very first bang-out

3 years ago

TrannyGem

mature, homemade, stockings, crossdresser, group, orgy
23:33 87%

Three Shiny PVC Crossdressers - Fucked by a Rock Hard Cock

6 years ago

xHamster

latex, mature anal, crossdresser, gangbang, mature
15:33 69%

Horny slut cum-shot!

1 year ago

AShemaleTube

mature, homemade, stockings, crossdresser, cumshot, masturbation, bareback
16:02 75%

Jennifer Jones with a hot married guy

5 years ago

ShemaleZ

mature, crossdresser, ass to mouth, ass, cum in mouth, bareback, cum in ass
17:07 61%

PoolSide Pnp

2 years ago

KeekAss

ebony, mature, blowjob, interracial, crossdresser, outdoor
29:04 17%

Nady and sofy do a cam showcase my sissy penetrates me and gets a supreme facial cumshot. lil super-bitch

3 years ago

KeekAss

mature, stockings, lesbian, crossdresser, facial, sissy
34:26 77%

Evonn Takes A Pounding

3 years ago

ShemaleZ

mature, BBW, crossdresser, bareback, amateur
26:34 83%

Marina Solo, Ass-Fuck, Cum Shot

3 years ago

KeekAss

mature, mature anal, big ass, big tits, solo, crossdresser, cumshot
25:19 87%

Crossdresser Doja Brat

2 years ago

KeekAss

mature, mature anal, crossdresser, bareback, hardcore, shemale
48:22 72%

Salope défoncer comme une chienne

3 months ago

AShemaleTube

mature, amateur, shemale, mature anal, anal, big ass, ladyboy
21:47 83%

Another 69

1 year ago

AShemaleTube

mature, homemade, mature anal, crossdresser, 69, sissy, femboy

Popular Latest Top rated

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