34.3K Results

Crossdresser Dressing Porn Videos

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03:01
Crossdresser Dressing Up for Prom Sex
Bailey Wilde

50.7K views
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03:09
A dress, heels and a chastity cage. Trying a huge dildo and cumming in my tights!
Starlightfemboy

164.6K views
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17:02
I moan like a slut when he feminizes me by making me wear his preferred stockings with a big pair of breasts and a plastic pussy
Hotbisexualvids

144.9K views
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07:07
young sissy slut in red dress plays with ass and anal plug
IskraElectrical49

28K views
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09:09
Fabulous in Green: Three Wigs, One Dress, and Smooth Girly Legs!
Crossdresserkitty

177.8K views
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07:11
Sissy Sophie trains her hole against the wall
Sophie Valentine

36.8K views
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06:05
Black Lingerie Crossdresser Fucks Black Dress Petite Trans Woman
Bailey Wilde

81.7K views

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06:26
my brother in law fucks me and makes me moan in his room with my wedding underwear before my wedding ceremony
Hotbisexualvids

44.5K views
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07:14
I dress up boys to be girls and fuck them like girls
Hotbisexualvids

188.3K views
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09:34
she dresses her husband as a woman and masturbates him to make him cum
Hotbisexualvids

57.8K views
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13:29
dress in pantyhose we caress ourselves dildo and make nady cum with my feet
Nady-So

261.8K views
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05:29
Sexy Thick sissy in fishnets at work
Ruby Robby

13.1K views
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01:17
Used and humiliated! Tranny has to piss in, two guys cum and piss on her!
TV_Helena

52.5K views
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11:00
I dress boys like girls and fuck them missionary and doggy style.
Hotbisexualvids

125.4K views
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07:05
Passionate man dresses his sissy feminine to make love to her
Hotbisexualvids

85.3K views
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05:24
Lulu masturbation and cumshot
LucyLulu

93.9K views
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05:39
"Come closer: feel the heat of this moment and let yourself be carried away by the passion"
Melinda James

18.9K views
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04:44
No Escaping Bondage - Sissy Maid Punishment - Steel Rigid Ankle-Wrist Spreader
Derek6699

171.7K views
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07:07
Trans stepsister fuck your mouth and ass
Crystal Phoenix

25.7K views
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05:20
Sissy secretary outfit
LittlePonnyBoy

31.4K views
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09:24
Gina visits a friend
Strapsex

12.9K views
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05:36
Elisya Amateur In Niqab Clothes Hijab Masturbates To Squirting Orgasm Hard
HijabRubberSexDoll

68.8K views
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12:26
A redhead getting butt-fucked from behind
Sabrina Iu

12.3K views
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06:11
Man Dressed as Woman and Fucked by Dominatrix
Bailey Wilde

96.2K views
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08:23
Hot transgirl in a tight leather dress fucks fleshlight and cums on her tummy
Nicki fox

16.1K views
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52:52
They made him look like a women and dress him up
Alfacontent World

37.7K views
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24:21
Sexy TS Lucia Maya in pink dress & heels FUCKS HER ASS & CUMS!
Lucia Maya

110.6K views
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02:29
An afternoon in the park with Janice Renee
Janice Renee

167.4K views
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12:46
Office Wear Masturbation
Sissy Paige

12K views
Not available in United States

02:39
Princess Bunnie: Cumshot in my Favorite Dress.
Princess Bunnie

21.3K views
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13:05
Sissy Candy's Gets Used by Her Fucking Machine and Has Her Very First Sissygasm
Sissy Candy

21.4K views
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08:30
Sissy School Girl JOI for Daddy
SissyKristina

8.8K views
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05:46
Sissy Mature Crossdresser in Wedding Dress SUCKS and Takes ANAL Bridal Night Training
ZoeDayreamer

14.4K views
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06:34
Sissy dressed as slut returns to Master
Rose Jenny

30.1K views
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07:58
Daddy fucking sissy boy dress up like a girl with transparent lingerie
Hotbisexualvids

119.1K views
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05:06
Masturbate while introducing your favorite personal clothing
MinamiCrossdresser

112.9K views
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04:37
Huge as Sissy shakes ass in Pink Dress
Ruby Robby

62.9K views
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00:49
Sweet crossdresser cum in panties
Louise_Meow

32.7K views
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08:30
Fucking my ass in public (people walking by)
Analslob

74.4K views
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06:12
Hotel Sissy 1.5 part 2
TooTone

18.1K views
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08:50
Khallian CD : Morning pleasure lead to cum
Khallian Raymonensys

31.4K views
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30:07
CD emo outdoor walking at railway station. slut outfit
emy4all

76K views
Not available in United States

07:38
Nancy's New Boyfriend
Nancy Rose

13.7K views
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23:43
Sissy Dressed Up And Playing With My Cock
Sissy Paige

12.1K views
Not available in United States

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

39.3K views
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11:43
Clothing haul try on turns into big cock bareback anal spitroast for sexy MILF Lisa
Spike Essex

63.1K views
Not available in United States

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

190.5K views