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Search results - Sissy Skirt

Total found: 257 videos

I don't have a skirt. I obliged to make my shirts to skirt1:48
3 years ago xHamster

I don't have a skirt. I obliged to make my shirts to skirt

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Soft Sissy Ass Fucking in Skirt1:38
8 years ago xHamster

Soft Sissy Ass Fucking in Skirt

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Sissy skirt and socks in the woods.3:52
5 years ago xHamster

Sissy skirt and socks in the woods.

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Public road walk in sissy skirt.3:08
4 years ago xHamster

Public road walk in sissy skirt.

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My new skirt and my dick1:45
4 years ago xHamster

My new skirt and my dick

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Femboy sissy in skirt1:01
4 years ago xHamster

Femboy sissy in skirt

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Sissy Crossdresser in Shiny Skirt and Stockings0:50
4 years ago xHamster

Sissy Crossdresser in Shiny Skirt and Stockings

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Sissy Slutwalk In Skirt and Sandals0:20
4 years ago xHamster

Sissy Slutwalk In Skirt and Sandals

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Latex skirt sissy huge BBC dildo5:24
4 years ago xHamster

Latex skirt sissy huge BBC dildo

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Yellow sissy thong and skirt0:45
4 years ago xHamster

Yellow sissy thong and skirt

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New skirt and 8 days locked in chastity2:26
4 years ago xHamster

New skirt and 8 days locked in chastity

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Dressed as sissy in skirt and purple bodysuit getting creamp3:39
4 years ago xHamster

Dressed as sissy in skirt and purple bodysuit getting creamp

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Pink Skirt Smooth Pussy Sissy Machine Fuck2:44
4 years ago xHamster

Pink Skirt Smooth Pussy Sissy Machine Fuck

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transparent skirt3:26
4 years ago xHamster

Transparent skirt

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Tomgirl Jean Skirt, Tight Girls Pink Panties, Sissy Cum2:20
3 years ago xHamster

Tomgirl Jean Skirt, Tight Girls Pink Panties, Sissy Cum

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sissy cumming in her school girl skirt1:51
3 years ago xHamster

Sissy cumming in her school girl skirt

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Cd in school girl skirt takes Quick creampie from a fan0:27
3 years ago xHamster

Cd in school girl skirt takes Quick creampie from a fan

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Showing my cock in skirt7:13
3 years ago xHamster

Showing my cock in skirt

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Tartan skirt femboy ruined orgasm7:52
3 years ago xHamster

Tartan skirt femboy ruined orgasm

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Crossdresser In Red Skirt2:55
3 years ago xHamster

Crossdresser In Red Skirt

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SHOWING ASS AND COCK IN CHRISTMAS SKIRT4:53
3 years ago xHamster

SHOWING ASS AND COCK IN CHRISTMAS SKIRT

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Close up Sissy ass fucking and gape in a skirt2:53
3 years ago xHamster

Close up Sissy ass fucking and gape in a skirt

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SEXY IN MINI SKIRT1:23
3 years ago xHamster

SEXY IN MINI SKIRT

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Fishnet Stockings and Purple Mini Skirt with Cock Out2:08
3 years ago xHamster

Fishnet Stockings and Purple Mini Skirt with Cock Out

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Crossdresser CD in Mini Skirt and See Through Panties2:16
3 years ago xHamster

Crossdresser CD in Mini Skirt and See Through Panties

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Chubby CD Sissy in Spandex Mini Skirt, Pantyhose and Flats1:39
3 years ago xHamster

Chubby CD Sissy in Spandex Mini Skirt, Pantyhose and Flats

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Sneakers Pantyhose and Mini Skirt Crossdresser, Sissy1:46
3 years ago xHamster

Sneakers Pantyhose and Mini Skirt Crossdresser, Sissy

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CD in Mini Skirt, Black Pantyhose and Heels, Crossdress3:18
3 years ago xHamster

CD in Mini Skirt, Black Pantyhose and Heels, Crossdress

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Barefoot in Black Pantyhose and Spandex Mini Skirt, CD Fun3:48
3 years ago xHamster

Barefoot in Black Pantyhose and Spandex Mini Skirt, CD Fun

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Sexy sissy femboy pmb in a crop top & short skirt.3:41
3 years ago xHamster

Sexy sissy femboy pmb in a crop top & short skirt.

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Haired Legs In Skirt Crossdresser ay Love you3:24
3 years ago xHamster

Haired Legs In Skirt Crossdresser ay Love you

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I made skirt from gift textile and my ass is very big for it2:21
3 years ago xHamster

I made skirt from gift textile and my ass is very big for it

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husband wearing short skirt without panties2:05
3 years ago xHamster

Husband wearing short skirt without panties

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Teenage Trans Spunk in Mini Micro-Skirt5:17
4 years ago Gay Ck

Teenage Trans Spunk in Mini Micro-Skirt

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Muscle CD Jiggling Bootie in Pinkish Mini-Skirt7:52
4 years ago Gay Ck

Muscle CD Jiggling Bootie in Pinkish Mini-Skirt

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Mini-Skirt Puppy Pt. two32:52
5 years ago Gay Ck

Mini-Skirt Puppy Pt. two

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PART 2 - MY Hot Athletic Twink Fiance GETS HARD for us in His New Short Pink Skirt and White Knicker Set. MASSIVE COCKS2:20
3 years ago xHamster

PART 2 - MY Hot Athletic Twink Fiance GETS HARD for us in His New Short Pink Skirt and White Knicker Set. MASSIVE COCKS

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MY Hot Athletic Twink Fiance Flirts for us in His New Short Pink Skirt and White Knicker Set. FUCKING AMAZING!2:01
3 years ago xHamster

MY Hot Athletic Twink Fiance Flirts for us in His New Short Pink Skirt and White Knicker Set. FUCKING AMAZING!

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Sissy Showing in Black Mini Skirt and High Heels. Little Dick and Bubble Butt waiting to be your next Bottom5:00
3 years ago xHamster

Sissy Showing in Black Mini Skirt and High Heels. Little Dick and Bubble Butt waiting to be your next Bottom

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Bulging in Thong, Mini Skirt and Pantyhose - Crossdresser Sissy in Nylon3:41
3 years ago xHamster

Bulging in Thong, Mini Skirt and Pantyhose - Crossdresser Sissy in Nylon

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Bulging Under a Mini Skirt in Pantyhose wearing a Tiny Shiny Spandex Thong - Crossdresser having fun showing His bulge2:36
3 years ago xHamster

Bulging Under a Mini Skirt in Pantyhose wearing a Tiny Shiny Spandex Thong - Crossdresser having fun showing His bulge

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Teenage daughter bra, panty and skirt5:30
3 years ago xHamster

Teenage daughter bra, panty and skirt

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Sissy in Schoolgirl Skirt fucking a Dragon dildo deep in the whore pussy6:05
3 years ago xHamster

Sissy in Schoolgirl Skirt fucking a Dragon dildo deep in the whore pussy

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Stroking in step daughter stockings, garter, thong and skirt4:15
3 years ago xHamster

Stroking in step daughter stockings, garter, thong and skirt

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Chatting With Friends and My Skirt is way too short2:53
3 years ago xHamster

Chatting With Friends and My Skirt is way too short

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Cheekyrider4u sissy white boi bottom POV fucked 13 inch monster black dildo wearing skirt with fishnet thigh high riding4:32
3 years ago xHamster

Cheekyrider4u sissy white boi bottom POV fucked 13 inch monster black dildo wearing skirt with fishnet thigh high riding

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Cheekyrider4u riding large 10 inch black dildo in skirt and stockings like a good white bottom sissy boi POV gaping grip3:56
3 years ago xHamster

Cheekyrider4u riding large 10 inch black dildo in skirt and stockings like a good white bottom sissy boi POV gaping grip

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Noisy Sissy cumshot in skirt1:11
3 years ago xHamster

Noisy Sissy cumshot in skirt

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Cheekyrider crossdresser sissy in pink skirt stockings training with 13 inch monster black dildo fucked my ass hard POV6:29
3 years ago xHamster

Cheekyrider crossdresser sissy in pink skirt stockings training with 13 inch monster black dildo fucked my ass hard POV

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Sissy in micro-skirt bangs pocket fuckbox3:38
3 years ago Gay Ck

Sissy in micro-skirt bangs pocket fuckbox

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Cheekyrider4u thick bottomed sissy boi fucked hard large 13 inch BBC in skirt red thong heart pasties on ass cock ring12:04
3 years ago xHamster

Cheekyrider4u thick bottomed sissy boi fucked hard large 13 inch BBC in skirt red thong heart pasties on ass cock ring

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cheekyrider riding 12 inch black toy deep with red skirt. Sexy sissy bottom boy gaping pussy and dripping1:25
3 years ago xHamster

Cheekyrider riding 12 inch black toy deep with red skirt. Sexy sissy bottom boy gaping pussy and dripping

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Short satin skirt and top fuching myself1:51
3 years ago xHamster

Short satin skirt and top fuching myself

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Crossdresser squirting a big cumshot while stretching my dirty ass in my favourite skirt!2:11
3 years ago xHamster

Crossdresser squirting a big cumshot while stretching my dirty ass in my favourite skirt!

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British Sissy Crossdresser Danielle Pissing Silky Panties in Skirt Stockings Trans PART 13:33
3 years ago xHamster

British Sissy Crossdresser Danielle Pissing Silky Panties in Skirt Stockings Trans PART 1

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Sissy showing her new underwear and Skirt2:44
3 years ago xHamster

Sissy showing her new underwear and Skirt

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Sissy Chub in Skirt and Thong0:42
2 years ago xHamster

Sissy Chub in Skirt and Thong

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Crossdressing wearing shiny satin silk black skirt2:13
2 years ago xHamster

Crossdressing wearing shiny satin silk black skirt

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Slut Sissy Night Club Mini Leather Jacket and Mini Leather Skirt Sexy White Crossdresser Kitty Big Butt Big Ass Booty12:45
2 years ago xHamster

Slut Sissy Night Club Mini Leather Jacket and Mini Leather Skirt Sexy White Crossdresser Kitty Big Butt Big Ass Booty

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Sitting on my black dildo with a tiny skirt1:37
2 years ago xHamster

Sitting on my black dildo with a tiny skirt

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One minute of leather skirt fun1:08
2 years ago xHamster

One minute of leather skirt fun

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SISSY WEARING MICRO SKIRT AND PANTYHOSE MASTURBATES LYING DOWN - UEKHUI5:50
2 years ago xHamster

SISSY WEARING MICRO SKIRT AND PANTYHOSE MASTURBATES LYING DOWN - UEKHUI

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Girly Crossdresser Sissy Girl Cute Lady Boy Shemale Bottom White Body Gay Boy Big Ass White Big Butt Booty Mini Skirt12:41
2 years ago xHamster

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In a skirt, fishnet stockings, garter belt and high heels, Lenaelle undresses and jerks off7:09
2 years ago xHamster

In a skirt, fishnet stockings, garter belt and high heels, Lenaelle undresses and jerks off

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My Favorite Mini Skirt2:44
2 years ago xHamster

My Favorite Mini Skirt

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Cute femboy in riding dildo in a skirt8:25
2 years ago xHamster

Cute femboy in riding dildo in a skirt

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Pink Skirt Crossdresser Kitty Solo Sexy Performance Cute Sissy Big Booty Mini Dress Hot Horny Ladyboy Femboy Gay Boy12:41
2 years ago xHamster

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DO YOU LIKE MY MINI SKIRT ?0:40
2 years ago xHamster

DO YOU LIKE MY MINI SKIRT ?

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Sexy crossdresser big cock cumming in stockings, skirt and high heels3:07
2 years ago xHamster

Sexy crossdresser big cock cumming in stockings, skirt and high heels

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Sissy bum fun in latex mini skirt4:11
2 years ago xHamster

Sissy bum fun in latex mini skirt

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Femboy CD riding my first dildo ever in skirt and stockings3:44
2 years ago xHamster

Femboy CD riding my first dildo ever in skirt and stockings

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MINI SKIRT ASS AND COCK4:20
2 years ago xHamster

MINI SKIRT ASS AND COCK

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TwerkusXXX: Twerking in a White skirt10:14
2 years ago xHamster

TwerkusXXX: Twerking in a White skirt

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Teen boy short skirt with fishnets no pants tease, strip and masturbate in forest for daddy4:50
2 years ago xHamster

Teen boy short skirt with fishnets no pants tease, strip and masturbate in forest for daddy

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Cumshot in Step Daughter skirt, top, stockings and panty4:13
2 years ago xHamster

Cumshot in Step Daughter skirt, top, stockings and panty

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Sissy Anal in Stockings and Skirt8:52
2 years ago xHamster

Sissy Anal in Stockings and Skirt

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CROSSDRESSER WEARING WHITE STOCKINGS AND SKIRT LYING DOWN ON THE BED MASTURBATING - UEKHUI1:28
2 years ago xHamster

CROSSDRESSER WEARING WHITE STOCKINGS AND SKIRT LYING DOWN ON THE BED MASTURBATING - UEKHUI

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JERKING OFF WEARING A MICRO SKIRT - UEKHUI0:53
2 years ago xHamster

JERKING OFF WEARING A MICRO SKIRT - UEKHUI

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WANKING WEARING A RED SKIRT - UEKHUI1:05
2 years ago xHamster

WANKING WEARING A RED SKIRT - UEKHUI

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Crossdresser Anal Training Gaping Small cumshot Stockings Skirt anal Orgasm9:37
2 years ago xHamster

Crossdresser Anal Training Gaping Small cumshot Stockings Skirt anal Orgasm

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PLAYING WITH MY HARD DICK WEARING A SKIRT AND STOCKINGS - UEKHUI0:30
2 years ago xHamster

PLAYING WITH MY HARD DICK WEARING A SKIRT AND STOCKINGS - UEKHUI

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FEMBOY WEARING A MICRO SKIRT AND STOCKING WANKING - UEKHUI1:09
2 years ago xHamster

FEMBOY WEARING A MICRO SKIRT AND STOCKING WANKING - UEKHUI

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After School Boy Has Massive Cumshot Squirting All Over His Skirt2:58
2 years ago xHamster

After School Boy Has Massive Cumshot Squirting All Over His Skirt

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Just me in heels and mini skirt with my clitty on show1:23
2 years ago xHamster

Just me in heels and mini skirt with my clitty on show

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Just me in killer heels, tights and skirt enjoy !!xx1:15
2 years ago xHamster

Just me in killer heels, tights and skirt enjoy !!xx

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Little walk tease in my party shoes with mini skirt and clitty1:39
2 years ago xHamster

Little walk tease in my party shoes with mini skirt and clitty

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1st teaser walk in pleaser 6inch heels with mini skirt1:02
2 years ago xHamster

1st teaser walk in pleaser 6inch heels with mini skirt

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Little teaser walk in my 6.5 inch high heel boots with tartan skirt1:30
2 years ago xHamster

Little teaser walk in my 6.5 inch high heel boots with tartan skirt

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Sissy Struggles With Skirt1:10
2 years ago xHamster

Sissy Struggles With Skirt

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Sissy in a skirt uses dildo on juicey hole1:28
2 years ago xHamster

Sissy in a skirt uses dildo on juicey hole

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Hot skirt green sexy boylady shemale hot0:53
2 years ago xHamster

Hot skirt green sexy boylady shemale hot

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Bra, red panty, stockings and skirt cumshot3:59
2 years ago xHamster

Bra, red panty, stockings and skirt cumshot

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Crossdress in Spandex Skirt and Black Pantyhose2:22
2 years ago xHamster

Crossdress in Spandex Skirt and Black Pantyhose

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Spreading Legs to show Soft Cock in Mini Skirt, Pantyhose and Heels2:56
2 years ago xHamster

Spreading Legs to show Soft Cock in Mini Skirt, Pantyhose and Heels

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Red sexy skirt lingerie2:47
2 years ago xHamster

Red sexy skirt lingerie

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Cross dressing and trying in skirt and lingerie2:46
2 years ago xHamster

Cross dressing and trying in skirt and lingerie

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Showing Bulge in Spandex Thong, Mini Skirt and Pantyhose - Crossdresser Having Fun2:18
2 years ago xHamster

Showing Bulge in Spandex Thong, Mini Skirt and Pantyhose - Crossdresser Having Fun

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Sissy dance in leather skirt2:05
2 years ago xHamster

Sissy dance in leather skirt

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Butt Plug Anal Destroy Crossdresser Stokcings Mini Skirt 200320238:53
2 years ago xHamster

Butt Plug Anal Destroy Crossdresser Stokcings Mini Skirt 20032023

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Dildo Riding Anal Snake Destroy Crossdresser Stockings Mini Skirt 200320236:48
2 years ago xHamster

Dildo Riding Anal Snake Destroy Crossdresser Stockings Mini Skirt 20032023

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Legs in Pantyhose and Heels - Something Under the Skirt3:16
2 years ago xHamster

Legs in Pantyhose and Heels - Something Under the Skirt

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Crossdresser Mini Skirt Anal Stretch Training workout wrecked 260320228:51
2 years ago xHamster

Crossdresser Mini Skirt Anal Stretch Training workout wrecked 26032022

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2 years ago xHamster

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Crossdresser Slut Mini Skirt6:23
2 years ago xHamster

Crossdresser Slut Mini Skirt

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Used a Sissy in a skirt extreme public sex , huge dicks , filled with sperm !!!6:10
2 years ago xHamster

Used a Sissy in a skirt extreme public sex , huge dicks , filled with sperm !!!

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Maddy in sexy skirt and top3:18
2 years ago FapHouse

Maddy in sexy skirt and top

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I was fucked hard by my stepbro when I was trying on a skirt39:13
2 years ago FapHouse

I was fucked hard by my stepbro when I was trying on a skirt

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Hot femboy Sweet Lollipop in latex mini skirt only playing on the bed.3:55
2 years ago FapHouse

Hot femboy Sweet Lollipop in latex mini skirt only playing on the bed.

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Sexy sissy crossdresser trying out her new black skirt and top.3:49
2 years ago FapHouse

Sexy sissy crossdresser trying out her new black skirt and top.

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Hot crossdresser boy in skirt and shirt getting nude on webcam12:24
2 years ago FapHouse

Hot crossdresser boy in skirt and shirt getting nude on webcam

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Hot and sexy boy nude in mini skirt shows his full nude body.3:35
2 years ago FapHouse

Hot and sexy boy nude in mini skirt shows his full nude body.

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Hot sexy boy in a demim skirt showing his dick.3:15
2 years ago FapHouse

Hot sexy boy in a demim skirt showing his dick.

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Crossdresser wearing red skirt and stockings wanking until orgasm17:12
2 years ago FapHouse

Crossdresser wearing red skirt and stockings wanking until orgasm

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Sweet sissy crossdresser in sexy black crop top and short skirt with pink glasses, white belt, & hair ring.26:57
2 years ago FapHouse

Sweet sissy crossdresser in sexy black crop top and short skirt with pink glasses, white belt, & hair ring.

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Cumming hard wearing a micro skirt11:56
2 years ago FapHouse

Cumming hard wearing a micro skirt

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Sexy blonde sissy in red mini skirt rides a big cock3:48
2 years ago FapHouse

Sexy blonde sissy in red mini skirt rides a big cock

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Sexy crossdresser skirt high heels stockings1:24
3 years ago FapHouse

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Faustine mini skirt high heels stockings2:11
3 years ago FapHouse

Faustine mini skirt high heels stockings

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Hot sissy crossdresser femboy Sweet Lollipop in a maternity bra and mini skirt.11:22
3 years ago FapHouse

Hot sissy crossdresser femboy Sweet Lollipop in a maternity bra and mini skirt.

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Sexy sissy crossdresser femboy Sweet Lollipop in a printed blouse and nude skirt.16:47
3 years ago FapHouse

Sexy sissy crossdresser femboy Sweet Lollipop in a printed blouse and nude skirt.

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