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2 years ago
8:16

ShemaleSin

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1 year ago
1:40

ShemaleSin

All plugged up :three

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Beautiful Cunt Gets Drilled with Sex Toy in Gaming Chair during the time that Butt is Plugged
1 year ago
7:05

ShemaleSin

Beautiful Cunt Gets Drilled with Sex Toy in Gaming Chair during the time that Butt is Plugged

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Inflatable Butt Plug challenge 35 pumps
1 year ago
3:16

JizzBunker

Inflatable Butt Plug challenge 35 pumps

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Crossdresser Sissy Gina - Black Barbie
8 years ago
1:58

aShemaleTube

Crossdresser Sissy Gina - Black Barbie

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I walk in my high heels with an anal plug and in my chastity cage. Like a valuable sissy hooker
4 years ago
5:36

ShemaleSin

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2 years ago
2:10

ShemaleSin

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3 months ago
8:29

ShemaleSin

feminized sissy bitch screwed in the butt by vibrating plug and banging machine training for large dongs

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Sissy pushes XXL anal place in out her twat
10 months ago
1:00

ShemaleSin

Sissy pushes XXL anal place in out her twat

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Maidservice
2 years ago
2:02

ShemaleSin

Maidservice

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Ftm puts out booty plug
1 year ago
0:39

ShemaleSin

Ftm puts out booty plug

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Sissy Floozy Alberta Takes a Vibrating Ass Plug Up Her Large Boi Snatch For the 1St Time
2 years ago
2:18

ShemaleSin

Sissy Floozy Alberta Takes a Vibrating Ass Plug Up Her Large Boi Snatch For the 1St Time

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Multiple Sissygasms, Cum Eating, Ass Plugs and Anal Hands Free Joy CD TS Trans Shemale Jessica Bloom
5 years ago
11:24

ShemaleSin

Multiple Sissygasms, Cum Eating, Ass Plugs and Anal Hands Free Joy CD TS Trans Shemale Jessica Bloom

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2 years ago
8:37

ShemaleSin

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Twerking FtM Teen Filled By Ass Plug
9 months ago
1:51

ShemaleSin

Twerking FtM Teen Filled By Ass Plug

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Rubbing oil, horny butt plug play, really strong orgasm
1 year ago
14:26

XXXDan

Rubbing oil, horny butt plug play, really strong orgasm

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Denim Pony Hardcorep1
4 years ago
6:10

ShemalePub

Denim Pony Hardcorep1

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Handsfree cum in chastity
2 years ago
1:21

aShemaleTube

Handsfree cum in chastity

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Slim Crossdresser Anal Buttplug Training in the Forest
4 years ago
1:24

ShemaleSin

Slim Crossdresser Anal Buttplug Training in the Forest

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Trans puppyboy tries on his recent fluffy plug tail and fingers his butt
2 years ago
6:34

ShemaleSin

Trans puppyboy tries on his recent fluffy plug tail and fingers his butt

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Trans Anal Floozy POV
2 years ago
5:01

ShemaleSin

Trans Anal Floozy POV

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Rexxi twerks with plug in
1 year ago
1:20

ShemaleSin

Rexxi twerks with plug in

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Jul 19th 2023
2 years ago
12:30

ShemaleSin

Jul 19th 2023

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Fuck My Dirty Horny Mistress Wife She Fuck My CD Sissy Hole
3 years ago
32:49

TrannyOne

Fuck My Dirty Horny Mistress Wife She Fuck My CD Sissy Hole

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Femboi Sissyboi Speculum Assfucking Have fun
2 years ago
2:30

KeekAss

Femboi Sissyboi Speculum Assfucking Have fun

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Twerking FtM Teen With Plugged Butt (Jockstrap version)
9 months ago
1:33

ShemaleSin

Twerking FtM Teen With Plugged Butt (Jockstrap version)

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She-Male on Doll Screwing Poon Internal Cumshot Jessica Bloom And Polieana
2 years ago
5:47

KeekAss

She-Male on Doll Screwing Poon Internal Cumshot Jessica Bloom And Polieana

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Punk Crossdressing Drag Queen Bimbo Entreats for Grindr Dad Weenie and uses Booty Plugs
4 years ago
2:40

ShemaleSin

Punk Crossdressing Drag Queen Bimbo Entreats for Grindr Dad Weenie and uses Booty Plugs

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6 months ago
5:11

ShemaleSin

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Butt Plug Dildo Gives me Multiple Prostate Sissygasms
3 years ago
6:51

TrannyOne

Butt Plug Dildo Gives me Multiple Prostate Sissygasms

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Crossdresser Sissy Gina - Anal Wreck
4 years ago
6:35

aShemaleTube

Crossdresser Sissy Gina - Anal Wreck

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Fit girl lets me fuck her on first tinder date - Risky public beach sex
4 years ago
18:08

FapCat

Fit girl lets me fuck her on first tinder date - Risky public beach sex

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2 years ago
2:18

ShemaleSin

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Enchanting comics floozy Cristy enjoys her large eggplants, gapes her hungry booty unfathomable. Part 1
2 years ago
14:22

ShemaleSin

Enchanting comics floozy Cristy enjoys her large eggplants, gapes her hungry booty unfathomable. Part 1

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Large Knob Shemale Cums During Enema Play
2 years ago
1:11

ShemaleSin

Large Knob Shemale Cums During Enema Play

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Thailand t-girl Kwan flashes her hard-on below pants. Kwan is turned on and willing for action! This Babe gives POV chap frottage enjoyment, blows his
2 years ago
6:14

ShemaleSin

Thailand t-girl Kwan flashes her hard-on below pants. Kwan is turned on and willing for action! This Babe gives POV chap frottage enjoyment, blows his

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Kinky floozy Evelina is playing with her buttplug, which makes her clitoris goth hard. Her booty is pilsating and squeezing her glass buttplug. See, h
2 years ago
6:02

ShemaleSin

Kinky floozy Evelina is playing with her buttplug, which makes her clitoris goth hard. Her booty is pilsating and squeezing her glass buttplug. See, h

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Latex and large toys, what else ?
2 years ago
1:07

ShemaleSin

Latex and large toys, what else ?

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Sissy in High Heels Masterbate with Anal Plug and Cum Hard
4 years ago
3:18

ShemaleSin

Sissy in High Heels Masterbate with Anal Plug and Cum Hard

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Sissy Bitch
2 years ago
18:52

KeekAss

Sissy Bitch

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Kinky man and tractable Thai transsexual Nan play their games in this episode. Nan gives man oral-sex and licks his butt. Then dude inserts toys into
2 years ago
6:26

ShemaleSin

Kinky man and tractable Thai transsexual Nan play their games in this episode. Nan gives man oral-sex and licks his butt. Then dude inserts toys into

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Rainbow Socks Video (Brief/Preview)
2 years ago
4:15

KeekAss

Rainbow Socks Video (Brief/Preview)

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Underneath the holy and abstinent appearance is the imprisoned sinful wish of the femboy
6 months ago
11:34

ShemaleSin

Underneath the holy and abstinent appearance is the imprisoned sinful wish of the femboy

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Crystal Dragon daring December display two
2 years ago
17:03

ShemaleSin

Crystal Dragon daring December display two

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I TRULY LIKE MY LARGE ASS PLUGS UNFATHOMABLE INSIDE MY BUTT #1
2 years ago
9:06

ShemaleSin

I TRULY LIKE MY LARGE ASS PLUGS UNFATHOMABLE INSIDE MY BUTT #1

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SissyJenny plays with her booty and a buttplug
8 months ago
1:41

ShemaleSin

SissyJenny plays with her booty and a buttplug

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Femboy Ass Whore Stretches his Butt out with some Toys
5 years ago
2:49:51

ShemaleSin

Femboy Ass Whore Stretches his Butt out with some Toys

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80mm AssPlug
2 years ago
16:23

KeekAss

80mm AssPlug

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Oiled jerking with butt plug with Raven LeTrap
1 year ago
4:47

aShemaleTube

Oiled jerking with butt plug with Raven LeTrap

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Sissy's cum stained and booty plug
5 months ago
1:15

ShemaleSin

Sissy's cum stained and booty plug

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Thai t-girl Aemy performs POV dude very hawt frottage action and gives him a oral. Aemy too tastes lads butt, gets her booty toyed with a glass buttpl
2 years ago
6:26

ShemaleSin

Thai t-girl Aemy performs POV dude very hawt frottage action and gives him a oral. Aemy too tastes lads butt, gets her booty toyed with a glass buttpl

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This is the 1st oral I gave. I’m sorry I did bad with the camera angle haha. This was in the forest by my abode at night. I met him online and that
4 years ago
2:31

ShemaleSin

This is the 1st oral I gave. I’m sorry I did bad with the camera angle haha. This was in the forest by my abode at night. I met him online and that

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Plugging myself up to keep the demons from entering... or was it exiting?
2 years ago
0:31

ShemaleSin

Plugging myself up to keep the demons from entering... or was it exiting?

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TBoyCodyLee Anal Volcano
2 years ago
13:09

ShemaleSin

TBoyCodyLee Anal Volcano

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Super hot girlfriend Maya is here at her bfs house. He is not at home, so she goes up to his room and puts a butt plug in her ass.. which wont come ou
2 years ago
7:01

FapCat

Super hot girlfriend Maya is here at her bfs house. He is not at home, so she goes up to his room and puts a butt plug in her ass.. which wont come ou

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French Maid in Underware and Stockings
2 years ago
9:57

ShemaleSin

French Maid in Underware and Stockings

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Powerful Sissy Works Out! Sexy Punk Exercises in Retro Inspired Outfit and Heels.
2 years ago
11:40

ShemaleSin

Powerful Sissy Works Out! Sexy Punk Exercises in Retro Inspired Outfit and Heels.

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Marvelous gothic sissy cutie giant anal gape
4 years ago
2:48

ShemaleSin

Marvelous gothic sissy cutie giant anal gape

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Massive egg plug fits perfectly in my taut booty
1 year ago
0:19

ShemaleSin

Massive egg plug fits perfectly in my taut booty

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at the park, in leather outfit, butt plugged
2 years ago
6:58

ShemaleSin

at the park, in leather outfit, butt plugged

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Beautiful cosplay TBabe beauty banged deeply with a huge dildo
1 year ago
7:14

FapNow

Beautiful cosplay TBabe beauty banged deeply with a huge dildo

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OILED UP WEARING FISHNETS LARGE BUTT GETS VIBRATOR AND ASS PLUG HOT LITTLE SISSY AT MOTEL 6 NEEDS ROD
1 year ago
1:02

ShemaleSin

OILED UP WEARING FISHNETS LARGE BUTT GETS VIBRATOR AND ASS PLUG HOT LITTLE SISSY AT MOTEL 6 NEEDS ROD

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Floozy Evelina returns to the web page, providing her subscribers with a recent episode. On it, that babe plays with an anal plug, and likewise plugs
2 years ago
10:09

ShemaleSin

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3 WRECKED Climaxes ~ FTM Cunt Opened Up Open w/ Desperate Wailing and Sexual Disappointment
2 years ago
21:27

KeekAss

3 WRECKED Climaxes ~ FTM Cunt Opened Up Open w/ Desperate Wailing and Sexual Disappointment

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Fat ass Femboy Explosive Creampie!!!
3 years ago
20:17

FapCat

Fat ass Femboy Explosive Creampie!!!

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Short petticoat on a scooter
2 years ago
11:58

ShemaleSin

Short petticoat on a scooter

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All dressed up and cumming while riding my plug!
1 year ago
3:22

aShemaleTube

All dressed up and cumming while riding my plug!

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Balls Deep Budweiser Beer Banging (25 oz)
3 years ago
9:51

FapCat

Balls Deep Budweiser Beer Banging (25 oz)

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PULL MY JEANS DOWN AND SPANK THE BANG OUT OF MY TRANS ASSSSSS SLO MO ASMR
10 months ago
6:39

ShemaleSin

PULL MY JEANS DOWN AND SPANK THE BANG OUT OF MY TRANS ASSSSSS SLO MO ASMR

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Plug red in butt
2 years ago
1:09

ShemaleSin

Plug red in butt

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alt transsexual plays with her taut oiled dark hole
1 year ago
0:26

ShemaleSin

alt transsexual plays with her taut oiled dark hole

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Skinny Femboy anal masturbates and cums wearing a buttplug-integrated high-cut bodysuit
7 months ago
12:31

ShemaleSin

Skinny Femboy anal masturbates and cums wearing a buttplug-integrated high-cut bodysuit

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I ACTUALLY LIKE MY LARGE ASS PLUGS UNFATHOMABLE INSIDE MY BUTT #2
2 years ago
14:36

ShemaleSin

I ACTUALLY LIKE MY LARGE ASS PLUGS UNFATHOMABLE INSIDE MY BUTT #2

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This Sissy is an anal slut who loves to have her tight hole filled. Spread her soft cheeks apart and open her asspussy with your hard cock. Enter her
1 year ago
23:37

FapCat

This Sissy is an anal slut who loves to have her tight hole filled. Spread her soft cheeks apart and open her asspussy with your hard cock. Enter her

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E-Stim Sissygasm in Chastity Plugged Booty
2 years ago
0:57

ShemaleSin

E-Stim Sissygasm in Chastity Plugged Booty

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This is my second time cumming in Chastity Cage but 1st time using a ButtPlug. This combination got me a wonderfull climax and ruined handsfree ejacul
3 years ago
1:17

ShemaleSin

This is my second time cumming in Chastity Cage but 1st time using a ButtPlug. This combination got me a wonderfull climax and ruined handsfree ejacul

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SisK on hawt underware up petticoat view
4 years ago
2:23

ShemaleSin

SisK on hawt underware up petticoat view

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My recent buttplug fills me up so much. It doesn't want to come out of my taut dark hole! Like and Chase for Greater quantity!
9 months ago
1:14

ShemaleSin

My recent buttplug fills me up so much. It doesn't want to come out of my taut dark hole! Like and Chase for Greater quantity!

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FREE! Urethral Penetration, Double Anal, Deepthroat and Greater amount!
7 months ago
3:10

ShemaleSin

FREE! Urethral Penetration, Double Anal, Deepthroat and Greater amount!

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Uwu una pequeña fantasía nocturna
8 months ago
2:15

ShemaleSin

Uwu una pequeña fantasía nocturna

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Playing with my moist dick????
2 years ago
0:48

ShemaleSin

Playing with my moist dick????

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Buttplug car play!
2 years ago
1:07

ShemaleSin

Buttplug car play!

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2023-05-12 Part four LaraSukkuba Phat Man Sausage Ball Torment Glistening Nylon Stockings Soles Fetish
2 years ago
10:12

KeekAss

2023-05-12 Part four LaraSukkuba Phat Man Sausage Ball Torment Glistening Nylon Stockings Soles Fetish

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Feb 2nd 2023
2 years ago
11:48

ShemaleSin

Feb 2nd 2023

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Cumming With My Hand Fastened Behind My Back - FtM Solo double penetration
1 year ago
5:31

ShemaleSin

Cumming With My Hand Fastened Behind My Back - FtM Solo double penetration

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My debut
1 year ago
0:42

aShemaleTube

My debut

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Caged PAWG Sissy plays with backdoor! Femboy plays with tail anal plug and sex toy! Slutty Trap In Petticoat Touching Love Button! Sissy plays with gi
2 years ago
5:56

ShemaleSin

Caged PAWG Sissy plays with backdoor! Femboy plays with tail anal plug and sex toy! Slutty Trap In Petticoat Touching Love Button! Sissy plays with gi

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Pretty trans slut naked in public with heels and a very hot butt plug
1 year ago
6:27

JizzBunker

Pretty trans slut naked in public with heels and a very hot butt plug

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Sissy does butt to throat with her toys.
2 years ago
5:54

ShemaleSin

Sissy does butt to throat with her toys.

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Femboy Jiggling his Fat Butt with Arse Fuck-Hole
2 years ago
2:15

KeekAss

Femboy Jiggling his Fat Butt with Arse Fuck-Hole

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Needy Kitten wants YOU to Help Her
2 years ago
2:28

KeekAss

Needy Kitten wants YOU to Help Her

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ASMR Giant fist sextoy self fisting trap ASMR
4 years ago
10:08

ShemaleSin

ASMR Giant fist sextoy self fisting trap ASMR

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Femboy sissy teen (eighteen+) winking butthole for booty lovers
1 year ago
2:06

ShemaleSin

Femboy sissy teen (eighteen+) winking butthole for booty lovers

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pink sissy sonya in chastity playing with large booty plug
2 years ago
13:46

ShemaleSin

pink sissy sonya in chastity playing with large booty plug

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Booty plugged crossdresser goes for a walk
3 years ago
6:21

ShemaleSin

Booty plugged crossdresser goes for a walk

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A dream show s^reading legs with a handcuffed buttplug and masturbating
2 years ago
1:54

ShemaleSin

A dream show s^reading legs with a handcuffed buttplug and masturbating

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Doggystyle CD with large glass buttplug
4 years ago
0:44

aShemaleTube

Doggystyle CD with large glass buttplug

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Ladyboy Kitty Toying and Wanking
3 years ago
5:26

ShemaleSin

Ladyboy Kitty Toying and Wanking

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Cute trap fucked in chastity - Part 1
1 year ago
3:00

aShemaleTube

Cute trap fucked in chastity - Part 1

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See this Large Ass T-girl spank herself into submission
1 year ago
0:14

ShemaleSin

See this Large Ass T-girl spank herself into submission

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Squeezing a Tail Plug out my Corpulent Booty
2 years ago
0:36

ShemaleSin

Squeezing a Tail Plug out my Corpulent Booty

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RISKY Public Buttplug play Sextoy Assfuck Crowded Streets Busy Downtown
4 years ago
6:34

ShemaleSin

RISKY Public Buttplug play Sextoy Assfuck Crowded Streets Busy Downtown

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Plugged in ????
4 months ago
4:07

ShemaleSin

Plugged in ????

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Feb sixth 2023
2 years ago
10:05

ShemaleSin

Feb sixth 2023

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In common areas of my condominium I walk around with a strap and butt-ramming
1 year ago
1:52

ShemaleSin

In common areas of my condominium I walk around with a strap and butt-ramming

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Flaunting my Heels and Underware
5 months ago
0:22

ShemaleSin

Flaunting my Heels and Underware

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3 RUINED Orgasms ~ FTM Twat Widen Open w/ Despairing Groaning and Raunchy Frustration
2 years ago
21:27

ShemaleSin

3 RUINED Orgasms ~ FTM Twat Widen Open w/ Despairing Groaning and Raunchy Frustration

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Trans cutie takes out her plug
1 year ago
0:22

ShemaleSin

Trans cutie takes out her plug

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I catch your eye at the bar, smile and beckon u to chase me. Maybe u're nervous. Maybe u've not at any time done smth like this previous to
4 years ago
15:49

ShemaleSin

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2 years ago
5:04

KeekAss

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2 years ago
7:10

ShemaleSin

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1 year ago
5:44

ShemaleSin

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1 year ago
5:46

ShemaleSin

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26 days ago
2:31

ShemaleSin

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2 years ago
0:15

ShemaleSin

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2 years ago
10:42

ShemaleSin

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2 years ago
4:49

ShemaleSin

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6 months ago
10:11

aShemaleTube

Tgirl Amateur Uses Buttplug Solo

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2 years ago
4:42

KeekAss

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1 year ago
1:36

ShemaleSin

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2 years ago
0:44

ShemaleSin

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4 years ago
5:55

TrannyOne

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Buttplug Edging - Trying To Resist Creampieing My Toy {Task Failed Successfully}
2 years ago
6:53

ShemaleSin

Buttplug Edging - Trying To Resist Creampieing My Toy {Task Failed Successfully}

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2 years ago
6:03

ShemaleSin

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4 years ago
17:19

ShemaleSin

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3 months ago
6:45

ShemaleSin

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2 years ago
10:52

ShemaleSin

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8 years ago
8:58

TrannyOne

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1 year ago
5:01

ShemaleSin

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3 months ago
8:00

ShemaleSin

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2 years ago
6:39

aShemaleTube

I got a New toy for my ass

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3 months ago
3:37

aShemaleTube

Sissy Bride Stroking Cock With Buttplug

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2 years ago
3:42

KeekAss

Passive doll in gym stretch pants showcasing off her fucktoys and slobbering a butt-plug with her rump

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1 year ago
1:37

ShemaleSin

Obedient Alternative Femboy Sissy in Fishnet Shenmale PLUG IN BUTT TONGUE OUT

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9 years ago
6:24

TrannyOne

Denim Pony Hardcorep3

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1 year ago
6:56

ShemaleSin

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2 years ago
4:14

ShemaleSin

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4 years ago
7:53

ShemaleSin

Cute Crossdressing Sissy in Chastity Gaping and Prolapsing with Giant Buttplug - MrHankeyPankey

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5 months ago
6:13

aShemaleTube

CD Bride With Throbbing Butt Plug Masturbates to Sexy CD

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3 years ago
1:07

ShemaleSin

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Butt-Plug Edging - Attempting To Stand Against Creampieing My Fucktoy {Task Failed Successfully}
2 years ago
6:53

KeekAss

Butt-Plug Edging - Attempting To Stand Against Creampieing My Fucktoy {Task Failed Successfully}

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34 days ago
0:10

ShemaleSin

Large Butt Sissy anal buttpluged on the couch. Playing with her Obese PAWG Booty.

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2 years ago
2:53

ShemaleSin

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2 years ago
1:03

ShemaleSin

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1 year ago
0:32

aShemaleTube

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2 years ago
1:33

ShemaleSin

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1 year ago
24:10

ShemaleSin

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6 months ago
10:46

aShemaleTube

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10 months ago
0:33

aShemaleTube

Trying my long buttplug

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4 months ago
0:22

ShemaleSin

Trans gal takes out her plug

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2 years ago
4:55

ShemaleSin

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2 years ago
1:35

ShemaleSin

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11 months ago
2:37

ShemaleSin

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2 years ago
0:48

aShemaleTube

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1 year ago
12:22

ShemaleSin

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2 years ago
1:26

ShemaleSin

Sissy Cuck Caged Plugged and Drilled for Headmistress Clara

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2 years ago
1:10

ShemaleSin

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2 years ago
5:13

ShemaleSin

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1 year ago
1:38

ShemaleSin

@sissyallison shows off tail booty plug and chastity cage

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2 years ago
5:18

ShemaleSin

JoseLynne Cd Doble ButtPlug In My Butt

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1 year ago
0:15

ShemaleSin

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1 year ago
3:49

aShemaleTube

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5 years ago
7:13

ShemalePub

Late Night Furry Play

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2 years ago
6:20

KeekAss

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5 months ago
10:03

ShemaleSin

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4 months ago
12:41

ShemaleSin

FTM Love button Sucker Climax With Booty Plug

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2 years ago
3:26

ShemaleSin

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2 months ago
47:07

ShemaleSin

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2 years ago
1:07

ShemaleSin

AshleyJayTS showing her booty and ass plug, getting her booty warmed up and willing for some greater quantity. I put on nice-looking underware and am

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1 year ago
6:21

ShemaleSin

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1 year ago
5:27

ShemaleSin

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1 year ago
1:35

ShemaleSin

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1 year ago
7:00

ShemaleSin

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2 years ago
10:42

ShemaleSin

ftm plugs his vagina, butt and clitoris for the evening, so juicy already

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2 years ago
15:09

ShemaleSin

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2 years ago
1:46

ShemaleSin

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2 years ago
0:45

KeekAss

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35 days ago
13:34

ShemaleSin

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2 years ago
0:49

ShemaleSin

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2 years ago
2:07

ShemaleSin

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