© Thumbzilla.com, 2026
Notice to Users
English
English
Czech
Danish
Dutch
Finnish
French
German
Greek
Hungarian
Italian
Polish
Portuguese
Romanian
Slovak
Spanish
Swedish
Russian
Japanese
Chinese
Personalized Recommendations
On
Off
Hottest
Newest
Trending
Top Videos
Popular Videos
HD Videos
Homemade
Tags
Gay
Pornstars
Search
Premium
Categories
All
18-25
93,661
60FPS
29,736
Amateur
86,634
Anal
39,220
Arab
1,010
Asian
13,020
Babe
100,696
Babysitter (18+)
636
BBW
3,768
Behind The Scenes
2,021
Big Ass
81,258
Big Dick
88,563
Big Tits
101,770
Bisexual Male
2,721
Blonde
65,375
Blowjob
80,034
Bondage
3,602
Brazilian
1,868
British
5,181
Brunette
87,637
Bukkake
980
Cartoon
1,201
Casting
6,217
Celebrity
328
Closed Captions
1,097
College (18+)
3,631
Compilation
8,779
Cosplay
3,326
Creampie
26,250
Cuckold
2,915
Cumshot
57,235
Czech
5,418
Deepthroat
645
Described Video
24
Double Penetration
4,840
Ebony
10,525
Euro
3,175
Exclusive
29,990
Feet
5,306
Female Orgasm
27,104
Fetish
22,962
More
>
Fingering
5,535
Fisting
1,324
French
2,080
Funny
358
Gaming
177
Gangbang
4,084
German
4,509
Handjob
14,496
Hardcore
113,031
Hentai
869
Indian
1,115
Interactive
251
Interracial
16,895
Italian
2,205
Japanese
12,416
Korean
141
Latina
20,170
Lesbian
21,050
Massage
5,884
Masturbation
34,521
Mature
7,780
MILF
51,261
Muscular Men
3,585
Music
800
Old/Young (18+)
6,687
Orgy
5,381
Parody
673
Party
1,695
Pissing
2,158
Podcast
165
Popular With Women
7,190
Pornstar
155,229
POV
44,483
Public
13,932
Pussy Licking
25,855
Reality
24,155
Red Head
14,969
Role Play
15,527
Romantic
7,766
Rough Sex
22,385
Russian
11,003
School (18+)
2,151
SFW
172
Small Tits
58,591
Smoking
556
Solo Female
29,545
Solo Male
6,191
Squirt
9,761
Step Fantasy
27,530
Strap On
1,159
Striptease
2,733
Tattooed Women
12,553
Threesome
25,948
Toys
32,000
Transgender
30,028
Verified Amateurs
70,563
Verified Couples
13,069
Verified Models
15,673
Vintage
1,837
Virtual Reality
3,329
Webcam
3,104
Search Thumbzilla
Search
[[itemVal]]
Related Tags
Sissy dress up
Sissy Dress Up Porn - 324 Videos
Longest
Most Relevant
Most Recent
Most Viewed
Top Videos
Longest
All
HD
13.48K
TGirl Lucy in Chastity - toying her sissy ass with big dildos
58:29
HD
31.43K
Dress up with my Bikinis and Lingerie
33:53
HD
18.58K
Você é uma mulher! COMPLETO - Português Brasil , feminização, crossdressing, sissy
33:51
HD
18.20K
Love To Dress My Sissy Up Like The Slut He Is…Huge Strapon Pegging@ThetanplayfulBi
32:50
HD
439
Trans on vacation
26:19
HD
6.67K
I show you my new toys and prepare my new sissy - Sissification & Feminization with Lady Julina
19:39
HD
2.52K
Sissy Glovecum 004 - shiny fetish tranny plays with her cock and asshole until she cums
19:01
HD
129.33K
Loving girlfriend sissification / dressup /JOI - Evie Rees
19:00
HD
642
Good Sissy
17:19
HD
109.90K
First time a Sissy dressing up and make up
16:13
HD
30.42K
A video of ejaculation by dressing up as a woman in a public toilet and doing anal masturbation.
15:53
HD
2.47K
4k Sex doll fucking and cumming dressed in lingerie wiping up cum with dirty panties
15:38
HD
14.71K
A girl who can't stand her daddy's strict discipline and ends up crying and pissing herself💖
15:14
HD
410.46K
Sissy School 101: Dressing Up!
15:07
HD
408
Sophie Saturn - Trans bridesmaid in white dress & pantyhose w/ realistic dildo up in her tranny ass
14:58
HD
44.53K
Sissy Wife Date Night Pegging and Pussy Eating - Clara Dee POV Virtual Sex
14:55
HD
4.46K
Brandynette Brainwash Jewel Dressup - Why Bambi destroys your expectations!
14:21
HD
1.58K
All dressed up and ready to piss (With Cumshot)
14:15
HD
187.73K
Crossdresser Captured And Dominated By Three Mistresses
14:11
752.71K
POV Solo: Ever Fucked a Pirate? | TS Emma Rose
14:11
HD
16.56K
Beautiful shemale dressing up high heels to show her perfect body and dick and anal pussy for you
13:49
HD
8.23K
Close-up Sex machine fuck cross dressing sissy cute outfit anal training #AnnyGirl
13:20
HD
439
CindiCsissy first time dressed up playing with a dildo
12:47
HD
3.85K
Rewarding my femboy sub for taking my cock (with cum countdown)
12:41
HD
6.04K
T-girl Nikki Montero, dresses and dildo up her ass and pissing the toilet
12:36
HD
11.79K
beautiful crossdresser dressing up, very cute trap
12:34
HD
734
Sissy Anal Play at home
12:20
HD
45.07K
Girl Dominates her boyfriend by dressing him up as a girl and using strap-on and bondage😈💦
12:19
HD
48.79K
Femdom Wife Dresses Up Sissy Husband: Pegging and Humiliation
12:05
HD
9.34K
fetish femdom bbw wife fuck her sissy slave hubby with huge strapon and cum in his mouth
12:04
HD
12.22K
smoking sissy jacking off then swallow her own cum after orgasm
11:40
4.48K
Crossdresser Wearing a Blue Gingham Dress and Jerking off on a pull-up Diaper 男の娘 洋服 偽娘
11:39
HD
2.84K
Dress up in clothing of the opposite Nia. for manual masturbation. Loud moaning femboy. hairy.
11:37
HD
9.10K
Crossdresser Wearing a Green Dress and a Pull-up Nappy, then Jerking off 01 男の娘 洋服 偽娘 おむつ
11:18
HD
747
Sissy Dildo Anal Training
11:14
HD
1.29K
I Dressed up for the Halloween
11:11
HD
1
2
3
4
5
...
9
Next
© Thumbzilla 2026
Terms of Service
Upcoming Terms of Service
CSAM Policy
NCC Policy
Privacy Policy
Content Removal
DMCA
DMCA Takedown Form
2257
EU DSA
Recommender System Guidelines
Accessibility
Notice to Law Enforcement
DPA
Cookie Notice
Manage Cookies
Australian eSafety
Notice to Users