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Most Relevant Video Results: crossdressing, Page 2

Crossdressing wearing secretary satin blouse and formal office skirt
6:07
5 months
Crossdressing wearing secretary satin blouse and formal office skirt
Naomisinka
100%
275 views
5 months
Young Sissy crossdresser in pantyhose and see through dress
8:16
3 months
Young Sissy crossdresser in pantyhose and see through dress
GreatLateDate
100%
807 views
3 months
Crossdressing Twink Masturbates for Trans Rights!
7:20
1 month
Crossdressing Twink Masturbates for Trans Rights!
Futaloving Cockmaster
100%
138 views
1 month
Crossdressing Twink Puts his PENIS Inside of Lopunny For Trans Rights!
6:03
1 month
Crossdressing Twink Puts his PENIS Inside of Lopunny For Trans Rights!
Futaloving Cockmaster
100%
206 views
1 month
Cute Crossdresser Cums on Cake and Eats it
12:32
4 years
Cute Crossdresser Cums on Cake and Eats it
Takented
100%
2 165 views
4 years
I'm all dressed like a sissy and ready for dick
11:43
4 years
I'm all dressed like a sissy and ready for dick
Madireet
80%
2 917 views
4 years
Femboy Sissy Gets Spanked Hard and Fucked Rough
14:39
4 years
Femboy Sissy Gets Spanked Hard and Fucked Rough
Requienot
84%
5 710 views
4 years
Femboy Takes Massive Dildo then Thick Meat Stick
13:08
3 years
Femboy Takes Massive Dildo then Thick Meat Stick
Beene1987
100%
3 285 views
3 years
Femboy Crossdresser Fucked Hard in Farm Clothes
16:12
3 years
Femboy Crossdresser Fucked Hard in Farm Clothes
Weververnly
100%
3 914 views
3 years
Well-stretched guy pushes whole suction cup dildo up the ass
16:40
3 years
Well-stretched guy pushes whole suction cup dildo up the ass
Funition1952
100%
612 views
3 years
Emo twink is being fucked from behind in this homemade scene
11:49
3 years
Emo twink is being fucked from behind in this homemade scene
Sheaverve49
85%
20 667 views
3 years
Late nights with Ash Steele - Play Apex with me
10:57
2 years
Late nights with Ash Steele - Play Apex with me
Fecoing
100%
471 views
2 years
Mornings with Ash in my closet edition
11:13
2 years
Mornings with Ash in my closet edition
Dients
100%
339 views
2 years
Ash Steele cums in his morning cup and drinks it!! - Mornings with Ash
10:19
2 years
Ash Steele cums in his morning cup and drinks it!! - Mornings with Ash
Wrimet1936
100%
551 views
2 years
Femboy witch rides a Hellhound dildo for Holloween- Ash Steele
13:05
2 years
Femboy witch rides a Hellhound dildo for Holloween- Ash Steele
Agescits
100%
381 views
2 years
Chubby Teen Pulls Panties Aside for Lazy Ride [EXTRA SCENES]
13:53
2 years
Chubby Teen Pulls Panties Aside for Lazy Ride [EXTRA SCENES]
Theing
95%
11 699 views
2 years
Femboy training part 1: The Back Arch
10:06
2 years
Femboy training part 1: The Back Arch
Hardeven
94%
3 125 views
2 years
Reviewing the newest Bad Dragon toy in my collection!
10:33
2 years
Reviewing the newest Bad Dragon toy in my collection!
Higue1962
100%
463 views
2 years
Ash Steele in Dildo Practice and bonus video "Using The Large Habu!"
10:31
1 year
Ash Steele in Dildo Practice and bonus video "Using The Large Habu!"
Alitill1947
80%
455 views
1 year
Light Training With a Sith Twink.
10:38
1 year
Light Training With a Sith Twink.
Theing
100%
249 views
1 year
Red riding hood and eating a Cum Doughnut (The Forgotten Christmas Video)
11:41
1 year
Red riding hood and eating a Cum Doughnut (The Forgotten Christmas Video)
Cittecult
100%
338 views
1 year
Horny Femboy Joyfully Rides and Stretches Tight Bubble Butt With Huge BBC Dildo
20:06
1 year
Horny Femboy Joyfully Rides and Stretches Tight Bubble Butt With Huge BBC Dildo
Freardly
100%
3 394 views
1 year
White Bubble But Femboy Bouncing On His Beloved Prince Yahshua BBC Toy
10:32
1 year
White Bubble But Femboy Bouncing On His Beloved Prince Yahshua BBC Toy
Belank
100%
1 696 views
1 year
A comfy Femboy night taking dick and butt slaps
10:06
1 year
A comfy Femboy night taking dick and butt slaps
Weet1964
100%
2 806 views
1 year
Sissy stretches his ass with a big dildo on webcam show
10:05
1 year
Sissy stretches his ass with a big dildo on webcam show
Nabing
100%
1 362 views
1 year
Brunette tranny is fucked in bubble butt to the balls
10:04
1 year
Brunette tranny is fucked in bubble butt to the balls
Royes1970
100%
3 631 views
1 year
Red Rex Reaches Revelatory Rectum Remoteness
10:13
1 year
Red Rex Reaches Revelatory Rectum Remoteness
Beet1947
100%
402 views
1 year
Dildo Deepthroat: How much can my throat take? A lot apparently!
10:21
1 year
Dildo Deepthroat: How much can my throat take? A lot apparently!
Retininds
100%
476 views
1 year
Deepthroating Tyson until I drool then anal :P
10:29
1 year
Deepthroating Tyson until I drool then anal :P
Lather
100%
285 views
1 year
My Recommended beginner's Dildo (Toybox showcase 1) Bloopers in the back!!
12:33
1 year
My Recommended beginner's Dildo (Toybox showcase 1) Bloopers in the back!!
Reanday
100%
512 views
1 year
Bouncy Sissy
12:23
12 months
Bouncy Sissy
Anithfultans65
100%
259 views
12 months
Cross Dressing and Getting FUCKED!
9:41
10 months
Cross Dressing and Getting FUCKED!
Fulte1945
100%
258 views
10 months
Femboy gym trainer takes all 7 inches of an horse dildo
7:59
8 months
Femboy gym trainer takes all 7 inches of an horse dildo
Livendede64
100%
576 views
8 months
Cute CD being a sissy girl
6:45
7 months
Cute CD being a sissy girl
Agescits
100%
172 views
7 months
Femboy shows off fishnets, and his ass only to jerk off to the camera.
15:03
6 months
Femboy shows off fishnets, and his ass only to jerk off to the camera.
Hardeven
100%
289 views
6 months
tight femboy in tights
12:29
6 months
tight femboy in tights
Trofter
100%
176 views
6 months
Clearing my backlog Masturbating in the Old Apartment Twink
10:17
6 months
Clearing my backlog Masturbating in the Old Apartment Twink
Whinty
100%
316 views
6 months
Holloween celebration video! Knotting and deep anal !
11:04
6 months
Holloween celebration video! Knotting and deep anal !
Havot1946
100%
385 views
6 months
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