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Search » Sissy Crossdresser Videos » (300)

Wife makes sissy jizm in his pretty pinkish underpants.
Wife makes sissy jizm in his pretty pinkish underpants.
2018-09-23 00:00:00
PornHub
1:01
'Mommy training sissy with a deep dildo fuck'
'Mommy training sissy with a deep dildo fuck'
2022-11-02 00:00:00
RedTube
9:09
Sissy boi folded over and pounded in his ass hole with mistress's big strapon
Sissy boi folded over and pounded in his ass hole with mistress's big strapon
2023-06-22 00:00:00
xHamster
3:12
Dumping grannie Creampied by dark-hued Crossdresser
Dumping grannie Creampied by dark-hued Crossdresser
2018-08-15 00:00:00
xHamster
12:01
Cheating sissy secrets big black cock bull come to tear up cooter for lunch
Cheating sissy secrets big black cock bull come to tear up cooter for lunch
2019-01-16 00:00:00
xHamster
11:53
Sissy hotwifey observing Her wifey And Partiting With big black cock
Sissy hotwifey observing Her wifey And Partiting With big black cock
2018-09-24 00:00:00
PornHub
12:39
PWAG sissy toying with petite clittie
PWAG sissy toying with petite clittie
2018-10-10 00:00:00
PornHub
0:23
Japanese crossdresser maid intercourse with youthful fellows five
Japanese crossdresser maid intercourse with youthful fellows five
2018-10-04 00:00:00
PornHub
32:39
Hotwifey sissy spouse secrets Taping wifey with big black cock get off
Hotwifey sissy spouse secrets Taping wifey with big black cock get off
2018-09-18 00:00:00
xHamster
12:37
Mother's Sissy marionette
Mother's Sissy marionette
2018-09-16 00:00:00
PornHub
5:01
"Sissy Humiliation And Bisexual Femdom Porn"
"Sissy Humiliation And Bisexual Femdom Porn"
2020-10-12 00:00:00
Tube8
7:14
Sissy filling his dessert for xxxmas. tiny clitty.
Sissy filling his dessert for xxxmas. tiny clitty.
2022-12-19 00:00:00
PornHub
3:19
Hotwifey Archive wifey triple teamed by BBCs Sissy observes
Hotwifey Archive wifey triple teamed by BBCs Sissy observes
2018-10-05 00:00:00
xHamster
13:32
G-string dressed in mature chub sissy drains and spunks in his pretty undies
G-string dressed in mature chub sissy drains and spunks in his pretty undies
2019-07-21 00:00:00
PornHub
1:24
I use a speculum to dilate my sissy's anal pussy
I use a speculum to dilate my sissy's anal pussy
2023-11-16 04:00:05
xHamster
8:57
Cum Hungry Sissy Transformation Spell Free Preview
Cum Hungry Sissy Transformation Spell Free Preview
2021-10-24 00:00:00
PornHub
3:13
Ash-blonde crossdresser in tights pumps her manmeat and jizm
Ash-blonde crossdresser in tights pumps her manmeat and jizm
2018-10-14 00:00:00
PornHub
9:21
Cougar Jen and Savana smack and peg a Sissy dude!
Cougar Jen and Savana smack and peg a Sissy dude!
2019-07-09 00:00:00
PornHub
7:05
Hotwifey Archive fantastic wifey broad opened up for her big black cock bull Sissy
Hotwifey Archive fantastic wifey broad opened up for her big black cock bull Sissy
2018-11-08 00:00:00
xHamster
17:51
Point of view strap on dildo wifey porks sissy husband KOLI
Point of view strap on dildo wifey porks sissy husband KOLI
2018-11-06 00:00:00
xHamster
0:07
'Sexy Sissy Crossdresser With Her Toys'
'Sexy Sissy Crossdresser With Her Toys'
2022-10-18 00:00:00
RedTube
17:12
Hot cutie Sissy CD, small cock, cum
Hot cutie Sissy CD, small cock, cum
2023-02-08 00:00:00
SunPorno
4:46
der Weg zur Sissy
der Weg zur Sissy
2021-05-20 00:00:00
SunPorno
9:23
Trina Gives JOI To Her lil Sissy Faggots
Trina Gives JOI To Her lil Sissy Faggots
2023-05-12 00:00:00
PornHub
7:51

Sissy 12” riding
Sissy 12” riding
2021-11-16 00:00:00
PornHub
2:41
Crossdresser give womanlike haze
Crossdresser give womanlike haze
2018-07-18 00:00:00
PornHub
0:54
Sissy Coca exhibitionist clothespins from web cam demonstrate
Sissy Coca exhibitionist clothespins from web cam demonstrate
2018-10-17 00:00:00
PornHub
3:52
'Giving sissy husband a good anal fucking while caged'
'Giving sissy husband a good anal fucking while caged'
2022-04-19 00:00:00
RedTube
11:13
'Pussy Creampie Swallowing Compilation Hot Wives And Cuckolds Eating Own Cum Watching Wives strapon sissy Bbc Interracial'
'Pussy Creampie Swallowing Compilation Hot Wives And Cuckolds Eating Own Cum Watching Wives strapon sissy Bbc Interracial'
2023-09-13 00:00:00
RedTube
1:19
SISSY ANAL challenge: trying to take 15 INCHES dildo in the ass!!
SISSY ANAL challenge: trying to take 15 INCHES dildo in the ass!!
2022-10-10 00:00:00
PornHub
11:08
'Femdom Mistress giving sissy anal lessons'
'Femdom Mistress giving sissy anal lessons'
2022-01-17 00:00:00
RedTube
16:19
You Are A Sissy So You Want Other boys To plow Me Part 2
You Are A Sissy So You Want Other boys To plow Me Part 2
2018-10-08 00:00:00
PornHub
7:10
just a sissy and her toys
just a sissy and her toys
2022-10-11 00:00:00
PornHub
0:28
Pegging my sissy bitch boi with my big strapon whilst whipping his ass
Pegging my sissy bitch boi with my big strapon whilst whipping his ass
2023-07-15 00:00:00
xHamster
2:43
Sissy Training for HUGE Black Cock by Mistress Mary!
Sissy Training for HUGE Black Cock by Mistress Mary!
2021-11-15 00:00:00
xHamster
3:43
Sissy fucked with toy
Sissy fucked with toy
2023-01-28 00:00:00
PornHub
4:02
Pegging routine for sissy slave's anal training
Pegging routine for sissy slave's anal training
2022-10-03 00:00:00
PornHub
13:13
Femdom Mistress makes sissy slut do the work with her slutty mouth.
Femdom Mistress makes sissy slut do the work with her slutty mouth.
2022-09-21 00:00:00
PornHub
1:44
'Sissy Neri infila un dito nel culo ad Alex e poi si gode il cazzo'
'Sissy Neri infila un dito nel culo ad Alex e poi si gode il cazzo'
2022-10-05 00:00:00
RedTube
11:00
Dominatrix with spandex mittens going knuckle deep scanty sissy in sphincter with belt cock
Dominatrix with spandex mittens going knuckle deep scanty sissy in sphincter with belt cock
2018-10-19 00:00:00
PornHub
10:21
CROSSDRESSER MILF AHEGAO FACE
CROSSDRESSER MILF AHEGAO FACE
2020-06-16 00:00:00
PornHub
0:05
Femdom mistress fist sissy slut wet ass. Close up. part 2
Femdom mistress fist sissy slut wet ass. Close up. part 2
2022-09-21 00:00:00
PornHub
1:59
releasing and milking subby hubby chastity caged sissy slave
releasing and milking subby hubby chastity caged sissy slave
2022-04-17 00:00:00
PornHub
7:22
Femdom Sissy Toilet Slave Miss Raven Training Zero Spanking Servitude Mommy Domme Wet Pussy Licking Eating Punishment
Femdom Sissy Toilet Slave Miss Raven Training Zero Spanking Servitude Mommy Domme Wet Pussy Licking Eating Punishment
2023-01-16 00:00:00
xHamster
1:50
'Goddess V Treats Her sissy husband Like A Slut - Femdom Pegging'
'Goddess V Treats Her sissy husband Like A Slut - Femdom Pegging'
2021-12-19 00:00:00
RedTube
6:53
Cute Sissy Swallowing Cum and Jerking Off for Me
Cute Sissy Swallowing Cum and Jerking Off for Me
2023-07-23 00:00:00
PornHub
1:04
'Fisting my sissy sub'
'Fisting my sissy sub'
2022-11-03 00:00:00
RedTube
4:58
Crossdresser Giantess Dock Rampage preview (full 14 min video available)
Crossdresser Giantess Dock Rampage preview (full 14 min video available)
2020-04-22 00:00:00
PornHub
1:35
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