47.9K Results

Dressing Sissy Porn Videos

Free Porn Videos

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02:23
Cross Dressing Sissy Loves Her Lingerie!
Jason Coxe

538 views
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07:22
Tranny Cross Dressing Sissy Shakes Virgin Pussy
The Bronze Adonis69

735 views
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02:12
Sexy tan stockings and high heels
Queen Sibel

16.9K views
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01:14
Sissyboy in short dress and boots
Andre Fricke

61.2K views
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01:37
Crossdresser in short Dress outside
Andre Fricke

29K views
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01:40
Crossdresser wears red mini dress in public
Andre Fricke

19.9K views
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16:14
shemale dresses sissy to fuck

928.2K views
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10:34
Man Transformed into Woman and Fucked Dressed as Maid
Bailey Wilde

131.1K views
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05:17
Black dress, feet & platform heels
Queen Sibel

39.9K views
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24:21
Sexy TS Lucia Maya in pink dress & heels FUCKS HER ASS & CUMS!
Lucia Maya

56K views
Not available in United States

24:54
boys are brothers and dress up like sissy girls and CUM
Nikki Ladyboys

537.8K views
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13:29
dress in pantyhose we caress ourselves dildo and make nady cum with my feet
Nady-So

188.3K views
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13:00
Trans Verbal Demands -Elegant Look With Glove And Sweet Dress
Syn Thetic

44.6K views
Not available in United States

31:14
Josie Blade all the good stuff
Josie Blade

249.7K views
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24:59
Sexy TS Lucia Maya in mini dress and heels FUCKS HER ASS UNTIL SHE CUMS
Lucia Maya

48K views
Not available in United States

02:29
An afternoon in the park with Janice Renee
Janice Renee

130.3K views
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06:35
Dress up time for you

22.9K views
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06:55
Amazing facial cumshot on my slut of a boyfriend after an epic mutual ass-licking
DotadaSP

509.1K views
Not available in United States

07:05
making love to a boy dressed like my wife
Hotbisexualvids

155.5K views
Not available in United States

11:59
What the FUCK is this? sissy rich boy cross-dress
Latina Tranny

146K views
Not available in United States

23:52
Ladyboy Princesses cums and plays together
Ladyboy Army Raw

69.4K views
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08:12
Fucked Against the Wall in My Casual Dress
Josie Blade

179.8K views
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19:55
Josie Blade sensual session in my fuck me dress
Josie Blade

214.2K views
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07:14
I dress up boys to be girls and fuck them like girls
Hotbisexualvids

106.3K views
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01:00
Sissy Caption - It's not gay if you dress up like a girl

326.3K views
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05:24
Lulu masturbation and cumshot
LucyLulu

29.1K views
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07:26
NIkki Montero sissy dress, masturbation and cum under the skirt
Nikki Montero

53.9K views
Not available in United States

07:05
Passionate man dresses his sissy feminine to make love to her
Hotbisexualvids

7.1K views
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11:20
TS Blue Dress Sissy Fucked

131.7K views
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05:22
its inevitable, once you dress up like a girl

59.6K views
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12:20
Dressed in Drag and Fucked after Girls Night Out
Bailey Wilde

22.8K views
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17:59
no hands cumming
rieli

239K views
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07:38
She Made Her Male Roommate Dress as Hot Woman
Bailey Wilde

23.6K views
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05:35
Trans dresses as teacher, cosplay, wants to play with his students
LittlePonnyBoy

165.6K views
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52:52
They made him look like a women and dress him up
Alfacontent World

13.2K views
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49:16
Patty dress compilation
Patty crossdresser

1.4K views
Not available in United States

04:37
Sissy embarrassing education with cock puppet dress

107.2K views
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06:25
Cute Crossdresser With Fishnets and Golden Heels
Milady Silvia Helena

15.9K views
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06:39
On the Couch in My Blue Dress
Josie Blade

1.7K views
Not available in United States

08:22
Dominatrix Dresses Up and Fucks Sissy
Bailey Wilde

12.1K views
Not available in United States

08:30
Fucking my ass in public (people walking by)
Analslob

56.2K views
Not available in United States

09:34
she dresses her husband as a woman and masturbates him to make him cum
Hotbisexualvids

8.6K views
Not available in United States

04:44
No Escaping Bondage - Sissy Maid Punishment - Steel Rigid Ankle-Wrist Spreader
Derek6699

126.4K views
Not available in United States

03:39
Cum with me! Dirtytalk and POV
Sissy Slut Chantal Sweet

24.7K views
Not available in United States

05:00
Let's play before our date!
Cassandra Lovit

47K views
Not available in United States

06:04
Sissy Lucy Pissing Inside My Blue Dress
Spike Essex

25.9K views
Not available in United States

28:54
Crossdresser taking off her makeup and dress
Alfacontent World

11.2K views