© Thumbzilla.com, 2025
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
60FPS
31,035
Amateur
93,172
Anal
40,500
Arab
975
Asian
15,726
Babe
99,846
Babysitter (18+)
632
BBW
4,561
Behind The Scenes
2,119
Big Ass
78,554
Big Dick
80,316
Big Tits
100,859
Bisexual Male
3,163
Blonde
66,368
Blowjob
93,728
Bondage
4,956
Brazilian
1,625
British
5,180
Brunette
91,594
Bukkake
1,107
Cartoon
1,166
Casting
5,958
Celebrity
443
Closed Captions
1,303
College (18+)
4,103
Compilation
8,505
Cosplay
3,870
Creampie
27,920
Cuckold
2,929
Cumshot
59,220
Czech
5,164
Described Video
30
Double Penetration
5,064
Ebony
12,033
Euro
3,696
Exclusive
42,434
Feet
5,611
Female Orgasm
27,809
Fetish
26,586
Fingering
5,046
More
>
Fisting
1,794
French
2,245
Funny
461
Gaming
76
Gangbang
4,518
German
4,976
Handjob
18,792
Hardcore
116,573
Hentai
717
Indian
1,398
Interactive
350
Interracial
18,497
Italian
2,194
Japanese
14,990
Korean
234
Latina
19,152
Lesbian
21,590
Massage
6,453
Masturbation
36,165
Mature
8,442
MILF
51,692
Muscular Men
4,034
Music
684
Old/Young (18+)
7,184
Orgy
5,677
Parody
849
Party
1,973
Pissing
2,291
Podcast
62
Popular With Women
9,426
Pornstar
158,679
POV
48,359
Public
14,035
Pussy Licking
28,609
Reality
25,954
Red Head
14,966
Role Play
12,314
Romantic
8,448
Rough Sex
25,606
Russian
11,209
School (18+)
2,234
SFW
126
Small Tits
57,383
Smoking
685
Solo Female
28,601
Solo Male
5,805
Squirt
9,985
Step Fantasy
25,791
Strap On
1,119
Striptease
2,479
Tattooed Women
13,402
Teen (18+)
97,534
Threesome
26,314
Toys
32,751
Transgender
37,269
Verified Amateurs
77,630
Verified Couples
15,744
Verified Models
19,928
Vintage
1,582
Virtual Reality
3,121
Webcam
3,537
Search Thumbzilla
Search
[[itemVal]]
Related Tags
Sissy date
Sissy Date Porn - 126 Videos
Top Videos
Most Relevant
Most Recent
Most Viewed
Top Videos
Longest
All Time
Today
This Week
This Month
All Time
All
HD
1.87K
100%
Dirty bitches date bi training - full clip on my Onlyfans (link in bio)
0:16
HD
8.97K
100%
Femdom Date Night with Chastity Slave
0:59
HD
1.54K
100%
Dating me includes getting pegged. Would you still date me, sissy?
1:44
HD
195
100%
Take a look at it!!
2:03
HD
47.72K
100%
Chrissy Drag Queen Dominatrix Whore - Missed Grindr Date Strokes Solo
1:59
HD
486
100%
Trailer: Sissification Dates: Part 1
0:32
442
100%
🤩👙🤤 the sexiest and most passionate ladyboy is looking for a worthy patron😍
1:07
HD
2.16K
100%
Crossdresser dating vanilla vlog + chastity
3:11
HD
1.03K
100%
White sissy bare black dick, blackcockhoe luvs black penis tranny
0:55
2.46K
100%
Date night ends with you being dressed up and fucked - check out my links for full video
1:59
HD
264
100%
Extreme deeptroath date- full clip on my Onlyfans (link In bio)
0:11
HD
2.53K
100%
Showing all the DEEP ANAL funn my date missed out on ! dildo ride, gape and more
26:14
HD
996
100%
Sissy stokes it quickly before hot date hope I get laid I need to cum so bad it’s bin a minute watch
0:18
599
100%
🤩 golden ass 🍑 million dollar lot!💰
0:32
HD
850
100%
xdressvivi anal masturbation short before date
3:38
HD
619
100%
sweet ass wants to fuck! Badoo, anal, orgasm, dating
0:45
HD
223
100%
POV Taking Cute Sissy's Virginity on the First Date - full video on LayneLovee Manyvids!
1:18
HD
1.47K
100%
Sissy's first date - Audio teaser by Taboofactory
0:59
HD
1.54K
100%
Trans femboy practicing for her date with Daddy
0:48
HD
2.41K
100%
This is what happens when you give a sissy a tool for real men
5:59
HD
1.14K
100%
A date of dirty sluts -full clip on my Onlyfans (link in bio)
0:15
HD
959
100%
Preparing my ass for a new date
6:37
HD
6.33K
97%
Date night ended with pegging in the car - check out my links for full video
2:35
HD
12.51K
97%
transgirl chastity prepare for a date
2:10
HD
8.72K
97%
Sissy Wife Date Night Pegging and Pussy Eating - Clara Dee POV Virtual Sex
14:55
HD
134.65K
96%
Getting my Trans Fuckhole Stretched on a First Date 🥹 @Sasha_de_Sade on all websites ;)
1:11
HD
63.32K
96%
Would you date a trans girl like me? 🥺
0:16
HD
3.01K
96%
Femdom: Can sissies date? (Detailed analysis)
12:02
HD
8.68K
95%
Femboi Kara On A Pegging Date
24:56
HD
11.11K
95%
Sissy Slut Getting Ready for a Date
2:28
HD
18.55K
95%
Preview: Girls Night Feminization: Talked Into Wearing Light Makeup, A Dress & Panties
1:53
HD
64.61K
95%
Anonymous FEMDOM Pegging 6’10” Caged Tinder Date In Random Hotel Room - AGAIN!!!
16:19
HD
2.51K
94%
What would you do if I sent you this right before our date? :3
0:08
HD
6.73K
94%
Date night ended in fucking my sissy husband - check out my links for full video
1:50
HD
3.47K
94%
Sissy Slave Dating Training ft Trans Femdom
1:06
HD
2.92K
94%
Taking some of selflove before a date trying to don´t have a bonner.
3:50
1
2
3
4
Next
© Thumbzilla 2025
Terms of Service
CSAM Policy
NCC Policy
Privacy Policy
Content Removal
DMCA
DMCA Takedown Form
2257
EU DSA
Recommender System Guidelines
DPA
Cookie Notice
Manage Cookies
Australian eSafety