© 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
92,164
60FPS
29,602
Amateur
85,405
Anal
38,594
Arab
981
Asian
12,957
Babe
99,039
Babysitter (18+)
597
BBW
3,868
Behind The Scenes
2,078
Big Ass
79,781
Big Dick
86,297
Big Tits
100,278
Bisexual Male
2,679
Blonde
65,274
Blowjob
79,702
Bondage
4,011
Brazilian
1,783
British
5,119
Brunette
87,447
Bukkake
984
Cartoon
1,190
Casting
6,118
Celebrity
330
Closed Captions
1,097
College (18+)
3,557
Compilation
8,949
Cosplay
3,299
Creampie
25,783
Cuckold
2,898
Cumshot
56,346
Czech
5,410
Deepthroat
429
Described Video
24
Double Penetration
4,778
Ebony
10,524
Euro
3,196
Exclusive
29,403
Feet
5,757
Female Orgasm
26,844
Fetish
23,465
More
>
Fingering
5,455
Fisting
1,327
French
2,060
Funny
416
Gaming
167
Gangbang
4,022
German
4,739
Handjob
14,596
Hardcore
112,083
Hentai
824
Indian
1,099
Interactive
249
Interracial
16,758
Italian
2,167
Japanese
12,276
Korean
131
Latina
19,613
Lesbian
20,901
Massage
5,869
Masturbation
34,207
Mature
7,837
MILF
50,749
Muscular Men
3,570
Music
762
Old/Young (18+)
6,607
Orgy
5,331
Parody
753
Party
1,705
Pissing
2,222
Podcast
147
Popular With Women
7,191
Pornstar
153,795
POV
43,772
Public
13,821
Pussy Licking
25,841
Reality
24,109
Red Head
14,947
Role Play
15,071
Romantic
7,685
Rough Sex
22,363
Russian
10,892
School (18+)
2,107
SFW
167
Small Tits
57,968
Smoking
587
Solo Female
29,192
Solo Male
6,144
Squirt
9,617
Step Fantasy
26,982
Strap On
1,143
Striptease
2,635
Tattooed Women
12,454
Threesome
25,724
Toys
31,670
Transgender
29,823
Verified Amateurs
69,074
Verified Couples
12,965
Verified Models
15,168
Vintage
1,877
Virtual Reality
3,284
Webcam
3,083
Search Thumbzilla
Search
[[itemVal]]
Related Tags
Sissy dress up
Sissy Dress Up Porn - 319 Videos
Top Videos
Most Relevant
Most Recent
Most Viewed
Top Videos
Longest
All Time
Today
This Week
This Month
All Time
All
HD
612
Pinky Sissy maid
6:53
HD
4.71K
I love to dress him up and peg him
0:55
HD
1.92K
sissy simp cleaning mistresess home chained up in 3kg ball weights angel Scarlett black
8:30
HD
300
crossdressing sissy feeling sexy when dressed up
7:06
HD
3.90K
Showing Daddy What I’m Wearing
1:02
HD
456
Sissy boy dresses up like a slut in Blacklight and fucks dildos while rolling
4:37
HD
1.93K
crazy hot sugar baby lipstick smoking fetish crossdresser crossdressing virgin makeup
1:03
HD
203
My first time dressed up and playing with my toys on camra.
5:34
HD
2.58K
Dressed up and FUCKED HARD
0:58
HD
2.28K
crossdresser makeup lipstick bouncing squeaking
1:02
HD
244
Dress•up time for schoolgirl sissy
1:18
HD
2.12K
Dress up in clothing of the opposite gender for manual masturbation.In nia.
5:24
HD
132
break up nylons by wicki von trannyston
0:37
HD
1.31K
virgin lips crossdressing smoking makeup use me
1:03
HD
3.20K
I want to dress you up and smash your boi pussy - check out my links for full video
1:18
HD
820
Not quite a man... So You're Going to Dress Up Like a Sissy and Explore some BALLBUSTING
0:19
HD
174
I love these panties
2:44
HD
1.91K
pig cleaning teeth in bucket waiting for its chain timer to unlock as it lives 24/7 outdoors angel
3:43
HD
1.49K
I come home from having sex with another man for 5 hours straight. Before I left home, I dressed this cuck sissy up.....
1:00
HD
118
Femboy How I would look in a tight dress, in the end I will end up cumming just for touching my legs
8:53
8.25K
【My Dress-Up Darling】💖Sexy Succubus cosplayer Blowjob and get fucked💞 Rizu-kyun blowjob part.8
4:53
HD
722
Trans Girl Fucks Her New Toy!
5:09
HD
264
Sissy femboy cumming
5:29
HD
2.98K
Sissy in mini dress walking outdoors with a crystal dildo up her ass
9:08
HD
1.42K
sugar baby lipstick smoking fetish crossdresser crossdressing virgin makeup
1:03
HD
860
Hot dress up n toys
3:47
309
Tranny Legs in a Purple Dress
2:23
HD
717
Sissy Dildo Anal Training
11:14
HD
2.61K
Crossdresser sucked and ride my strap-on dildo
4:00
HD
1.99K
Nia.part1.Dress up in clothing of the opposite gender for manual masturbation.
2:03
HD
3.22K
Masturbating in bathroom omgg
1:26
HD
1.25K
Dressing up and posing in my sissy maid uniform
7:18
HD
1.17K
Dress up in clothing of the opposite gender for manual masturbation.Loud moaning femboy.Part15.
8:05
HD
480
Hair and makeup transformation
1:28
1.39K
Dressing up in full pink sissy mini costume
3:57
HD
803
Sissy pig chained up in chastity anal dildo fucking angel Scarlett black
2:27
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