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Crossdressing Porn Videos (8,856)

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Put these panties on like a good little sissy
46%
7:37
Put these panties on like a good little sissy

XVideos 9 years ago

Trap Kitty Cumming in her Diaper
100%
5:26
Trap Kitty Cumming in her Diaper

Pornhub 2 years ago

Mel Loves Her Owner's Feet 2
50%
8:12
Mel Loves Her Owner's Feet 2

xHamster 1 year ago

CUTE ASStolfo Cosplaying Femboy Teases and Fucks self with Hairbrush
90%
15:07
CUTE ASStolfo Cosplaying Femboy Teases and Fucks self with Hairbrush

Pornhub 5 years ago

humping in lingerie and pantyhose
97%
1:36
humping in lingerie and pantyhose

xHamster 5 years ago

So Spun and looking Sexy - Pornhub Gay
90%
16:08
So Spun and looking Sexy - Pornhub Gay

Pornhub 4 years ago

Just Warming up
90%
9:16
Just Warming up

Pornhub 2 years ago

crossdressing sissy gets a real taste of ass
72%
5:25
crossdressing sissy gets a real taste of ass

XNXX 6 years ago

Leggings ass
81%
1:31
Leggings ass

XNXX 7 years ago

Putting on a Latex Skater Skirt - Pornhub Gay
83%
0:55
Putting on a Latex Skater Skirt - Pornhub Gay

Pornhub 1 year ago

Femboy with a dripping hard cock
76%
3:08
Femboy with a dripping hard cock

XNXX 6 years ago

Mature Crossdresser Vika Gives a Steamy Blowjob (Part 4)
1:00
Mature Crossdresser Vika Gives a Steamy Blowjob (Part 4)

Love4Porn 2 years ago

Joanna's Erotic Dance Live Fetish Harness Pantalon En Cuir Sissy Slut Slave
83%
6:01
Joanna's Erotic Dance Live Fetish Harness Pantalon En Cuir Sissy Slut Slave

Pornhub 1 year ago

Busty Crossdresser(fake Boobs). Panties are seen through Pantyhose.
100%
0:37
Busty Crossdresser(fake Boobs). Panties are seen through Pantyhose.

Pornhub 4 years ago

Fatty masturbating in public restroom
67%
3:00
Fatty masturbating in public restroom

XNXX 4 years ago

Straight boy panty fetish
67%
1:05
Straight boy panty fetish

XNXX 3 years ago

Bisexual Crossdressing Fuck
100%
0:30
Bisexual Crossdressing Fuck

Pornhub 1 year ago

Me dancing and playing in my step sisters sexy underwear and panties
73%
0:15
Me dancing and playing in my step sisters sexy underwear and panties

XNXX 7 years ago

I want to show you how I turn into a sissy
64%
15:43
I want to show you how I turn into a sissy

XVideos 7 years ago

Icebreaker
100%
0:32
Icebreaker

XVideos 5 years ago

Iranische Femboy Kinky Dirty Und Smelly Party / ترنس ایرانی فتیش سکسی داره - Pornhub Gay
6:50
Iranische Femboy Kinky Dirty Und Smelly Party / ترنس ایرانی فتیش سکسی داره - Pornhub Gay

Pornhub 1 year ago

Crossdresser Fuck Ass Dildo Cum Bath - Jessykyna_cd
91%
12:14
Crossdresser Fuck Ass Dildo Cum Bath - Jessykyna_cd

Pornhub 5 years ago

You are going to be my new sissy anal slut
63%
10:19
You are going to be my new sissy anal slut

XNXX 9 years ago

My Tv Is Down
84%
24:19
My Tv Is Down

TXXX 6 years ago

Crossdresser Chair Tied
55%
14:40
Crossdresser Chair Tied

XVideos 6 years ago

BBW Fat Ass CD Playing with Beads & Squirting - Close up Cream Surprise!
90%
4:55
BBW Fat Ass CD Playing with Beads & Squirting - Close up Cream Surprise!

Pornhub 4 years ago

V 20160717 104510
85%
3:14
V 20160717 104510

XVideos 9 years ago

Marinatv Sissy Lingerie
55%
29:00
Marinatv Sissy Lingerie

XNXX 4 years ago

anal sissy bunny delivers eggs
83%
5:21
anal sissy bunny delivers eggs

XNXX 4 years ago

I am ready to take cock dressed as a sissy
63%
13:55
I am ready to take cock dressed as a sissy

XVideos 7 years ago

My very first take taking dick while crossdressing
71%
14:49
My very first take taking dick while crossdressing

XVideos 7 years ago

Bikini with under Jean Shorts
89%
1:37
Bikini with under Jean Shorts

Pornhub 1 year ago

Crossdressing And Gay Sissy Boy Vids
61%
14:58
Crossdressing And Gay Sissy Boy Vids

XNXX 6 years ago

A Hunk Officer Went To My Officetel To Fuck Me Rough
9:40
A Hunk Officer Went To My Officetel To Fuck Me Rough

TXXX 3 years ago

Str8 Married Man Drove across State Lines to see Anastasia
100%
0:45
Str8 Married Man Drove across State Lines to see Anastasia

Pornhub 2 months ago

Sissy Slut Anal Fucks BBC Dildo
95%
10:00
Sissy Slut Anal Fucks BBC Dildo

XVideos 7 years ago

sexy skype fun while crossdressing
70%
43:28
sexy skype fun while crossdressing

XVideos 7 years ago

CD Trap
86%
6:25
CD Trap

Pornhub 1 year ago

I am all dressed up and ready to get fucked
58%
17:25
I am all dressed up and ready to get fucked

XVideos 7 years ago

Bella Cross
100%
0:19
Bella Cross

XVideos 3 years ago

Overwhelming Gina Killmer fucked on cam
57%
8:00
Overwhelming Gina Killmer fucked on cam

XNXX 6 years ago

Kade Lown · June 2025 - Pornhub Gay
100%
2:25
Kade Lown · June 2025 - Pornhub Gay

Pornhub 1 year ago

Slutty Crossdresser Fucks a Fleshlight and Cums all over herself
89%
4:46
Slutty Crossdresser Fucks a Fleshlight and Cums all over herself

Pornhub 1 year ago

My Pretty Cock in Lace Panties
90%
0:55
My Pretty Cock in Lace Panties

Pornhub 3 years ago

Crossdressing Fem Sissy Lanacd Dildo Training in Gloryhole Leggings
90%
3:47
Crossdressing Fem Sissy Lanacd Dildo Training in Gloryhole Leggings

Pornhub 3 years ago

Sissyslut_eniella riding and Cuming on dildo
2:17
Sissyslut_eniella riding and Cuming on dildo

ThisVid 2 months ago

sissy dishes anal toy
80%
2:01
sissy dishes anal toy

XNXX 3 years ago

Sexy shemale dominates her guy by ass fucking him hard
5:35
Sexy shemale dominates her guy by ass fucking him hard

Love4Porn 2 years ago

Candid Panty Walk though the Forest
100%
5:57
Candid Panty Walk though the Forest

Pornhub 2 years ago

Crossdressing And Gay Sissy Boy Vids
33%
14:38
Crossdressing And Gay Sissy Boy Vids

XNXX 5 years ago

Smoking Lipstick Pillow Lips Makeup Queen TRANNY
93%
1:02
Smoking Lipstick Pillow Lips Makeup Queen TRANNY

Pornhub 3 years ago

Magical Gina Killmer enjoys extreme sex
90%
8:00
Magical Gina Killmer enjoys extreme sex

XNXX 6 years ago

Kelly Cross Hot Brazilian CD Verification Video
76%
0:51
Kelly Cross Hot Brazilian CD Verification Video

XVideos 7 years ago

for a great headjob in San Francisco 100%free call me
77%
2:00
for a great headjob in San Francisco 100%free call me

XNXX 7 years ago

So horny again
95%
0:12
So horny again

XVideos 7 years ago

Sissy & Slut
94%
18:51
Sissy & Slut

xHamster 7 years ago

Wonderful Gina Killmer is rammed
63%
8:00
Wonderful Gina Killmer is rammed

XVideos 6 years ago

Adorando Os Pes E Mamando Uma Crossdresser 5
67%
21:49
Adorando Os Pes E Mamando Uma Crossdresser 5

xHamster 1 year ago

Bella
100%
0:14
Bella

XVideos 3 years ago

Sugar Baby Lipstick Smoking Fetish Crossdresser Crossdressing Virgin Makeup
92%
1:03
Sugar Baby Lipstick Smoking Fetish Crossdresser Crossdressing Virgin Makeup

Pornhub 3 years ago

Mandyletspandy - let's Ride Full Cut - Sissy Crossdresser does Anal for You!
92%
24:50
Mandyletspandy - let's Ride Full Cut - Sissy Crossdresser does Anal for You!

Pornhub 4 years ago

Adorando Os Pes E Mamando Uma Crossdresser 5
67%
21:49
Adorando Os Pes E Mamando Uma Crossdresser 5

xHamster 1 year ago

Crossdressing And Gay Sissy Boy Vids
57%
15:24
Crossdressing And Gay Sissy Boy Vids

XNXX 5 years ago

We are going to find someone to fuck your sissy ass
55%
7:31
We are going to find someone to fuck your sissy ass

XNXX 9 years ago

Caged Sissy Pig Cleans Mummy's Home with its Toothbrush and 3kg Ball Weights Trauma those Balls
100%
14:02
Caged Sissy Pig Cleans Mummy's Home with its Toothbrush and 3kg Ball Weights Trauma those Balls

Pornhub 1 year ago

My First Cross-dressing Video of Dildo Riding
88%
1:42
My First Cross-dressing Video of Dildo Riding

XVideos 6 years ago

Sissy Femboy Masturbation (1). Limp Clit
83%
1:07
Sissy Femboy Masturbation (1). Limp Clit

Pornhub 1 year ago

Bisexual Crossdressing Fuck Intro
100%
0:47
Bisexual Crossdressing Fuck Intro

Pornhub 1 year ago

Your Sissy Maid
100%
19:46
Your Sissy Maid

Pornhub 2 years ago

Femboi Wiggles Fat Dick and Jerks Off For You
88%
1:03
Femboi Wiggles Fat Dick and Jerks Off For You

XNXX 5 years ago

Sissy Crossdresser Rides Dildo
67%
2:22
Sissy Crossdresser Rides Dildo

XNXX 6 years ago

Solo
100%
3:52
Solo

XNXX 2 years ago

Happy Chinese New Year 2020
94%
2:35
Happy Chinese New Year 2020

xHamster 6 years ago

Balcony fun while fireworks go off
88%
1:45
Balcony fun while fireworks go off

XNXX 4 years ago

Sexy Crossdresser Shows Nice Cock off Dressed in Pink
100%
3:04
Sexy Crossdresser Shows Nice Cock off Dressed in Pink

Pornhub 1 year ago

Heatwave of Desire: Igniting Passion and Pleasure
100%
5:18
Heatwave of Desire: Igniting Passion and Pleasure

XNXX 2 years ago

massive 10x3 inch rubber cock vs Ms Head & her hungry ass
94%
12:02
massive 10x3 inch rubber cock vs Ms Head & her hungry ass

XVideos 6 years ago

Its time to learn what its like to be a woman
64%
8:21
Its time to learn what its like to be a woman

XVideos 7 years ago

crossdressing bisexual sissy wanks himself and creams in his hand then licks it clean
81%
1:56
crossdressing bisexual sissy wanks himself and creams in his hand then licks it clean

XVideos 7 years ago

Blowing a Walnut Dildo Mount - Pornhub Gay
93%
6:49
Blowing a Walnut Dildo Mount - Pornhub Gay

Pornhub 3 years ago

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Bella Cross Sissykyle1 Lucy Laurel Kelly Cross Cd Gina Killmer Angel Scarlett Black Mark Wright
Related categories:
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