TRANNY • MATURE SISSY 2,801 videos

Popular Latest Top rated

06:51 92%

Crossdresser plays with sissy stick

2 years ago

ShemaleZ

cumshot, mature, crossdresser
06:11 92%

Fiona's Home Cumming Fun

10 months ago

xHamster

shemale, mature, solo, sissy
04:08 92%

Sissies gettin smashed

4 years ago

xHamster

mature, mature anal, sissy, anal, bareback, couple
11:06 92%

Sissy Sluts Use Of Bbc

7 months ago

HClips

mature, big tits, BDSM, blonde, big cock, domination, slut
01:57 91%

Julie the Sissy Slut loves Cock and Cum and Facials

3 years ago

xHamster

facial, slut
01:12 90%

Candice in mini skirt showing clit

3 years ago

xHamster

french, lingerie, clit, sissy, skirt
01:36 90%

Sissy Slut Back to the Adult Cinema to Play Whore

2 years ago

xHamster

mature, cinema, whore, slut
07:22 89%

Princess Bunnie: Leggy CD Cums with Tits Out

11 months ago

xHamster

mature, crossdresser, sissy, amateur, solo, shemale
27:57 89%

Retro lingerie mature sissy used by 2 daddies

5 years ago

ShemaleZ

mature, amateur, lingerie, vintage, sissy
34:53 89%

Masters pride and joy for everyone to see.

3 years ago

xHamster

mature, mature anal, anal, couple, lingerie, BDSM, domination
05:14 89%

Fiery wife calls transvestite for threesome and husband falls in love

2 years ago

xHamster

kissing, fetish, wife, lingerie, husband
06:03 88%

Dripping precum riding dildo pantyluvn sissy

3 years ago

xHamster

fat, mature anal, chubby, BBW, riding, mature
01:15 88%

Cum on my sissy ass

4 years ago

xHamster

mature, creampie, mature anal, old and young (18+), sissy
24:35 88%

Useless older Sissies sucking cock

7 years ago

ShemaleZ

mature, vintage, sissy, shemale
02:20 88%

Tgirl Scarlette is so horny kissing and sucking her sissy

4 years ago

xHamster

mature, kissing, couple, domination, sissy
08:10 88%

Dominatrix Fucks Sexy Sissy In Chastity

1 year ago

ShemaleZ

chastity, mature
01:21 88%

Roped Body. Roped Cocl. BDSM themed.

1 year ago

xHamster

mature, massage, bondage, BDSM, webcam, sissy
19:56 87%

Mature Sissy Cums Hard While Fisting And Straponing

4 years ago

TXXX

strapon, fisting, mature, sissy
01:42 87%

Trans Dildo Fuck at Church

1 year ago

xHamster

stockings, outdoor, dildo, crossdresser, british, mature
06:42 86%

Crossdresser Sophie jerks off and cums

1 year ago

xHamster

mature, crossdresser, masturbation, french, solo, jerking
14:05 86%

Mature Ts Celine In Tarnny Milf Abd Sexy Femdom Dominating A Sissy

4 years ago

TXXX

mature, femdom, threesome, MILF, domination, sissy
07:18 86%

A day of a chastised sissy

5 years ago

ShemaleZ

latex, outdoor, BDSM, sissy
08:57 85%

Blondie Cumm Fountain

5 months ago

xHamster

masturbation, mature, sissy, solo, amateur, cumshot
03:49 84%

Stefani boots this chastised sissy is a legend

6 years ago

xHamster

mature, latex, boots, BDSM, sissy
03:18 84%

Slut sissy suspended and fisted by master

5 years ago

xHamster

mature anal, fisting, slut, sissy, mature
15:02 84%

Sissy Pov – Jeanne – Never Too Old To Love Cock

2 years ago

ShemaleZ

mature, MILF, blonde, crossdresser, sissy
20:24 84%

Latex Sissy Disciplined By Chastity Fuckmachine Spanking Cocksucking Pegging By Mistress Mercer

3 years ago

TXXX

mature, amateur, femdom, latex, shemale, fetish, BDSM
08:24 83%

An Afternoon of Fun and sissy Pleasure

10 months ago

xHamster

webcam, crossdresser, sissy, mature, stockings
15:43 83%

Sissy Charlotte Deepthroats Mikes Huge Uncut Cock And Gets Anal Fucked Bareback 16 Min

1 year ago

TXXX

mature, stockings, mature anal, anal, blonde, deepthroat, bareback
10:44 83%

Incident which spoils my evening of abstinence a little

1 year ago

xHamster

mature, stockings, french, solo, close up, sissy
07:46 83%

Amateur crossdresser Kellycd2022 sexy milf masturbating my big sissy gurl cock and cuming outdoors in black pvc

1 year ago

xHamster

black, compilation, cumshot, cumshot compilation, outdoor
02:07 83%

Valda's spurting anal juices

1 year ago

xHamster

mature, stockings, crossdresser, british, heels, machine
08:42 83%

Sissy Gets Used By Dominant Couple

4 years ago

xHamster

mature, mom, blowjob, mature anal, interracial, domination, sissy
01:41 83%

I Mean It

1 year ago

xHamster

mature, small cock, crossdresser, japanese, sissy, solo
09:25 82%

The secretary is a little slut - part 1

8 months ago

xHamster

mature, amateur, french, crossdresser, sissy, secretary
06:36 82%

3D Shemale Mommy Fucking Sissy Guy - Tranny Animation Porn

4 years ago

xHamster

mom, 3D, anime, cartoon, sissy
10:18 82%

Sissy meets Daddy

6 years ago

xHamster

sissy, mature
09:04 82%

Amateur sissy fucks mature

5 years ago

ShemaleZ

mature, crossdresser, sissy
05:19 82%

Mature sissy fuck slut expels creampie after use

5 years ago

ShemaleZ

mature, amateur, creampie, slut, sissy
01:17 82%

Plug in asshole

4 years ago

xHamster

mature, mature anal, asshole
02:25 81%

Sissy shows his cock and his plugged ass in public

1 year ago

xHamster

mature, public, french, outdoor, crossdresser
2:26:11 81%

Mature Sissies 3

11 months ago

ShemaleZ

shemale, sissy, mature, big cock, blonde
28:05 81%

Jeanne - Mature Sissy French Maid Gets Fucked

1 year ago

ShemaleZ

mature, stockings, french, maid, sissy
12:26 81%

She is a sissy crossdresser getting hard fucked in the ass

5 years ago

xHamster

mature anal, crossdresser, anal, sperm, russian
11:24 80%

Femboy Mark Lugaev masturbates while renovations are underway in the next room

1 year ago

xHamster

mature, amateur, polish, ladyboy, sissy, femboy
05:29 80%

Out on the streets in Lancashire

10 months ago

xHamster

mature, public, solo, crossdresser, british, sissy
15:27 80%

DeeDee Out for A Walk in White Boots Hoping to Hookup

2 years ago

xHamster

mature, public, boots, lingerie, sissy, crossdresser
28:54 80%

Crossdresser taking off her makeup and dress

1 year ago

xHamster

amateur, crossdresser, vintage, dress, sissy
40:32 80%

Ebony Sissy Fist Gape Loose Hole

1 year ago

ShemaleZ

ebony, gape, sissy, fisting, mature
03:50 80%

French Sissy Blowjob Training By Mature Shemale Mistress

3 years ago

HClips

mature, femdom, french, train, crossdresser
03:39 80%

Sounding my shenis subincision with Splitcockjez

2 years ago

xHamster

mature, monster
07:29 80%

Horny Sissy

1 year ago

ShemaleZ

ebony, mature, sissy
07:04 79%

The evening continues, Clara still sucks Mister A

1 year ago

xHamster

mature, amateur, french, lingerie, crossdresser, sissy
08:55 79%

French sissy enjoys BBC

5 years ago

ShemaleZ

mature, french, interracial, bareback, BBC, sissy
16:17 78%

Sissy Charlotte deepthroats Mikes huge uncut cock and gets anal fucked bareback

1 year ago

xHamster

mature, amateur, small cock, mature anal, couple, deepthroat, bareback
05:39 78%

Cross Dressing Sissy Cums In Mature Moms Mouth After Sloppy

3 years ago

HClips

mature, mom, dress, cum in mouth, sissy
01:49 78%

Sissy shows off and masturbates in car

1 year ago

xHamster

french, outdoor, car, mature
01:35 78%

Sissy Lick His Man Cum

2 years ago

xHamster

handjob, mature, sperm, sissy
08:50 78%

Khallian CD : Morning pleasure lead to cum

1 year ago

xHamster

mature, french, crossdresser, masturbation, solo
07:40 77%

Crossdressing Secretary in Tan Stockings and Miniskirt Cums

3 years ago

xHamster

mature, small cock, crossdresser, british, secretary, JOI
03:44 77%

Stefani boots this chastised sissy is a legend

5 years ago

ShemaleZ

mature, latex, boots, BDSM, sissy
06:49 76%

Sissy Maid Sucks Cock For Mistresses

2 years ago

TXXX

mature, femdom, latex, maid, big cock, group, sissy
07:05 76%

Sissy Crossdressing Faggot Gets Whats She Deserves

2 years ago

ShemaleZ

amateur, stockings, crossdresser, sissy, mature
15:23 76%

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

2 years ago

HClips

mature, amateur, POV, crossdresser, sissy
05:41 75%

Femboy gets it nice

2 months ago

xHamster

mature, amateur, outdoor, japanese, ladyboy, latina, crossdresser
11:15 75%

JB Hopkings, Sissy boys V5 (Animation)

5 years ago

xHamster

lingerie, cartoon, sissy
09:36 75%

Rich blowjob between family

4 months ago

xHamster

mature, teen (18+), mature anal, teen anal (18+), japanese, ladyboy, latina
06:31 75%

Wonderful skinny Sissy rozebell ready to fuck -morning sex

9 months ago

xHamster

amateur, creampie, interracial, ladyboy, crossdresser, skinny, sissy
05:19 75%

Femboy at night at home

5 months ago

xHamster

mature, amateur, japanese, ladyboy, latina, crossdresser, mexican
09:20 74%

Sissy In The Sun 1

4 years ago

TXXX

mature, solo, sissy, amateur
08:31 74%

Sissy Training! 9 Min

2 years ago

TXXX

mature, shemale, sissy
08:07 74%

Subjective video

10 months ago

xHamster

mature, stockings, mature anal, dildo, lingerie, solo, crossdresser
04:42 74%

PorchaeTS tries new homemade chastity Dick dildo to pleasure the Mrs. Total mind trip.

1 year ago

xHamster

huge dildo, fetish, chastity, masturbation
10:01 74%

Crossdresser cutie gets turned out and by multiple cocks

4 years ago

xHamster

mature anal, crossdresser, sissy, mature, interracial
07:26 74%

Dogging Adventures, Naked in the Rain

1 year ago

xHamster

amateur, outdoor, crossdresser, british, skinny, mature
01:32 73%

Bond and Gagged By Sissy Angela

4 years ago

xHamster

gagging, bondage, BDSM
21:54 73%

Sissy slut faggot Desiree sucking BBC in a compilation

5 years ago

xHamster

mature, interracial, compilation, slut, BBC, sissy
28:38 73%

Mature asian sissy sucks off an old daddy

5 years ago

Upornia

mature, asian, sissy
16:35 73%

Mature sissy only used by BBC daddies

5 years ago

TXXX

mature, BBC, sissy, interracial
12:05 73%

Gorgeous mature sissy displayed smoking

5 years ago

HClips

mature, smoking
05:26 72%

Adult Theater Gloryhole Cum Dump

1 year ago

xHamster

gloryhole, swallow, sissy
12:06 72%

SISSY TRANNY AT PLAY

4 years ago

xHamster

mature, sissy, amateur
23:47 72%

3D Shemale Compilation - MILF Mommy fucks Sissy Guy in Ass

4 years ago

xHamster

mature, mom, creampie, mature anal, MILF, 3D, creampie compilation
16:31 72%

Ladyboys and sissys

5 years ago

xHamster

mature anal, sissy
08:52 71%

Luxia_tv, submissive and with the chastity cage

11 months ago

xHamster

mature anal, spanish, crossdresser, sissy, chastity, mature
30:02 71%

Tgirl Riley walking in public staircase with sexy skinny legs and sucks a big thick cock very wet and long

5 months ago

xHamster

mature, amateur, public, blowjob, mature anal, crossdresser, dutch
05:23 71%

Transvestite dances sexy and caresses herself

4 months ago

xHamster

mature, pantyhose, latex, french, mature anal, dance, MILF
09:49 71%

Sissy Boy Bondage BDSM Slave Mistress Femdom Humilation

5 years ago

ShemaleZ

femdom, bondage, BDSM, mature, teen (18+)
06:22 71%

I'm Not Wearing - Pai-chan, the Pervert's Fully-Naked Bottom - Japanese Sissy dressed in Black

1 year ago

xHamster

mature, small cock, japanese, crossdresser, dress, skinny
36:13 71%

Mature sissy Aunty sucks and fucked by toyboy lover

5 years ago

Upornia

mature, sissy
07:07 70%

Horny in Public Toilet 2

5 months ago

xHamster

toilet, mature, public, shemale, german, lingerie, crossdresser
06:36 70%

Coach BBC Reconnects to Cum Breed My Ass After Seeing My Vids on Twitter - Camera 1 - Candy Ass Sissy

1 year ago

xHamster

BBW, BBC, femboy, mature
05:30 70%

This big dripping black cock is my favorite

1 year ago

xHamster

mature, outdoor
10:49 70%

Venus Vixen - Sissy Pov Mature Crossdresser Works Hard To Suck Cock

2 years ago

TXXX

crossdresser, sissy, mature
13:00 70%

Crossdresser shop owner gets fucked by a man in the shop

2 months ago

xHamster

mature, amateur, pantyhose, shemale, thai, mature anal, anal
14:54 69%

Sissy find a cock in the forest and drink his cum

4 years ago

xHamster

mature, public, outdoor, sissy
07:18 69%

Mature sissy deepthroat sucking and cum in mouth

5 years ago

ShemaleZ

deepthroat, cum in mouth, sissy, mature
02:43 69%

Sissy secrets

3 years ago

xHamster

mature, mature anal
16:39 69%

Mommys Feminization Of Sissy Monika

2 years ago

ShemaleZ

mature, mom, ass licking, sissy, big ass
01:16 69%

Sissy Rachel Femmy Practice

5 years ago

xHamster

mature, stockings
08:22 69%

Mature blonde tranny cums in a hot way

1 year ago

xHamster

mature, german, crossdresser, sissy
09:03 68%

Nylon whore Dagmar321 jerks off and squirts

2 years ago

xHamster

mature, german, squirt, whore, nylon, slut
42:14 67%

Mature sissy with young stud

6 years ago

xHamster

mature, mature anal, sissy
22:55 67%

Sissy 1st Time Having Sex She Premature Cum Everywhere

4 years ago

xHamster

mature, couple, bareback, amateur, big ass
09:00 67%

Sucking Sissy Silvia

3 years ago

TXXX

mature, latex, vintage, sissy
27:27 67%

Sissy Vein get gangbang

4 years ago

xHamster

mature anal, ladyboy, gangbang, chinese, sissy
10:22 67%

Miss Browne Barbie Trans girl

9 months ago

xHamster

mature, stockings, lingerie, solo, crossdresser, british, masturbation
06:02 67%

My relative's rich cock

4 months ago

xHamster

mature, outdoor, japanese, crossdresser, mexican, sissy, femboy
04:46 67%

Spitroast Sissy

2 years ago

ShemaleZ

mature, sissy
01:28 67%

Roleplay crossdresser sissy get fucked

3 years ago

xHamster

homemade, mature anal, crossdresser, sissy, mature
07:41 67%

Sissy Bride in bondage

5 years ago

ShemaleZ

bride, bondage, BDSM, mature
04:11 67%

Dominatrix Makes Hot Blonde Sissy Wear Chastity And Get Fucked

1 year ago

ShemaleZ

mature, BDSM, sissy, chastity
04:53 66%

Crossdress in public in leather outfit part 1

1 year ago

xHamster

public, french, outdoor, leather
4:18:44 66%

All my vids from 2023

1 year ago

xHamster

mature, dildo, crossdresser, compilation, sissy
31:36 66%

Sissy Sucking and be fucking by chubby

5 years ago

xHamster

mature anal, anal, chubby, sissy, shemale fucks guy
13:07 65%

Naughty T-Gurls and Sissys

6 years ago

xHamster

mature anal, anal, lingerie, sissy
11:49 65%

Dirty Gloryhole Booth Butt Fuck And Blowjob By Cd Sissy Fiona Fortune Xhams Cut

5 months ago

xHamster

mature, shemale, blowjob, POV, mature anal, gloryhole, sissy
05:05 65%

Big Ass Little Tiny Dick MILF Shemale Getting Her Ass Ready for Daddy

1 year ago

xHamster

small cock, big cock, sissy
02:25 64%

Sissy french maid riding dildo

1 year ago

xHamster

mature, french, maid, masturbation, dildo, solo
03:29 64%

I love you my admirers

4 years ago

xHamster

mature, french, lingerie, JOI, sissy, solo

Popular Latest Top rated

Popular categories

Other free porn sites

All models were 18 years of age or older at the time of depiction. TrannyMap.com has a zero-tolerance policy against illegal pornography.

Disclaimer: TrannyMap.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.

TrannyMap.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering.

Copyright © 2022 TrannyMap.com. All rights reserved. | Abuse