© 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
92,485
60FPS
29,622
Amateur
85,695
Anal
38,667
Arab
988
Asian
12,986
Babe
99,403
Babysitter (18+)
598
BBW
3,877
Behind The Scenes
2,084
Big Ass
80,184
Big Dick
86,627
Big Tits
100,623
Bisexual Male
2,687
Blonde
65,369
Blowjob
79,866
Bondage
4,013
Brazilian
1,796
British
5,124
Brunette
87,703
Bukkake
984
Cartoon
1,191
Casting
6,139
Celebrity
331
Closed Captions
1,100
College (18+)
3,566
Compilation
8,972
Cosplay
3,314
Creampie
25,824
Cuckold
2,906
Cumshot
56,526
Czech
5,419
Deepthroat
457
Described Video
24
Double Penetration
4,784
Ebony
10,545
Euro
3,198
Exclusive
29,505
Feet
5,771
Female Orgasm
26,940
Fetish
23,506
More
>
Fingering
5,468
Fisting
1,329
French
2,061
Funny
416
Gaming
168
Gangbang
4,028
German
4,743
Handjob
14,614
Hardcore
112,473
Hentai
830
Indian
1,099
Interactive
249
Interracial
16,775
Italian
2,170
Japanese
12,300
Korean
133
Latina
19,877
Lesbian
20,936
Massage
5,876
Masturbation
34,319
Mature
7,850
MILF
50,867
Muscular Men
3,576
Music
763
Old/Young (18+)
6,613
Orgy
5,339
Parody
753
Party
1,711
Pissing
2,225
Podcast
148
Popular With Women
7,202
Pornstar
154,134
POV
43,876
Public
13,857
Pussy Licking
25,875
Reality
24,214
Red Head
14,986
Role Play
15,140
Romantic
7,705
Rough Sex
22,435
Russian
10,909
School (18+)
2,112
SFW
169
Small Tits
58,098
Smoking
593
Solo Female
29,299
Solo Male
6,154
Squirt
9,636
Step Fantasy
27,046
Strap On
1,148
Striptease
2,647
Tattooed Women
12,485
Threesome
25,783
Toys
31,733
Transgender
29,849
Verified Amateurs
69,245
Verified Couples
12,975
Verified Models
15,284
Vintage
1,884
Virtual Reality
3,291
Webcam
3,121
Search Thumbzilla
Search
[[itemVal]]
Related Tags
Prison sissy
Prison Sissy Porn - 53,177 Videos
Most Relevant
Most Relevant
Most Recent
Most Viewed
Top Videos
Longest
All
HD
1.49K
Prison of Sissy - crime is not the way to go
31:03
HD
960.55K
Ts Bunny Fucks Sissy femboy
9:48
HD
26.83K
She's turned her husband into a sissy. Strapon Punishment. I'm fucking my husband in chastity.
6:44
HD
790.27K
Trans girl with TIED Hands CUMS a lot!
1:34
HD
30.87K
Peeing in a cell while wearing a chastity device.
1:50
HD
36.29K
hot trans girl turns you into a girl and fucks you like one (roleplay POV sissification))
4:52
HD
99.97K
Slut Training
2:35
HD
363.50K
PORNPLUS Intense Jail Fuck With Ambitious Redhead Octavia Red
10:18
HD
77.48K
Sissy Bimbo Story Time- The Guy At The Bar
46:20
HD
41.73K
Sissy Submissive bitch gets fucked hard in a chastity by cruel Mistress and her 13 inch BBC strapon
9:26
HD
4.28M
FGO Hentai Cosplayer Suck my dick, gets fucked cowgirl Tamamo Race Queen part.
5:10
HD
53.63K
Piledrive and cum all over
9:56
HD
1.60M
Toy is too small for my big cock
5:54
HD
10.63K
My caged sissy slut jerk me off before suck me
3:30
HD
26.23K
Italian Himbo USED by Femboy: Extreme Sloppy Deepthroat, Sword Fighting & Creampie Ass Fuck - STR8BoyToy
22:58
HD
7.10K
Submissive Sissy Orgasm - Hentai JOI
12:15
HD
24.79K
Crossdresser sucking dick
0:48
HD
18.76K
Trans Cum Slut Shoots her MASSIVE Load into her OWN MOUTH! 💦
2:51
HD
698.59K
Sissy femboy fucked hard by grindr guy
11:21
HD
10.04K
Chastity Sissy Maid Service Training With Ria Bentley
7:02
HD
478
Prison of Sissy - crime is not the way to go
31:00
HD
380.21K
Trailer-MDSJ-0003-Horny Sex Jail-Xia Qing Zi-Best Original Asia Porn Video
9:46
HD
4.34K
Throat Hero - Deepthroat Trainer By Whore Factory
20:02
HD
90.39K
I do everything which me say my owner, including blowjobs on public place. I am obedient sissy slut
2:25
HD
254.00K
I Bail My Step Sis Out Of Jail And She Lets Me Fuck - Serena Sterling
12:03
HD
736.17K
Goth femboy cumshot compilation || Accidental self facial
3:14
HD
52.30K
FemDom Virginal Sissy Chastity Anal Perversion in White Stockings by Mistress Mercer
15:57
HD
387
Prison of Sissy 6 i love sucking these cocks and that BBC is huge
10:34
HD
54.04K
Bareback Inverted Spooning Fuck - Onlyfans Veronica Sanders
7:26
HD
637.69K
Big Dick Femboy Cumshot Compilation 4 - alizevert
7:23
HD
3.15K
Blonde femboy takes 10 inch bbc in chastity
3:23
HD
17.70K
Sissy fem services hard black dick
7:20
HD
16.16K
Cute Femboy Gets Dominated by Trans Succubus
7:02
HD
572
The Rules to Being a Perfect Sissy Ladyboy
6:02
HD
944
Sissy secretary transformation
16:17
HD
42.67K
I am Going to Impregnate You
11:52
HD
Previous
1
...
14
15
16
17
18
...
20
Next
© Thumbzilla 2026
Terms of Service
Upcoming Terms of Service
CSAM Policy
NCC Policy
Privacy Policy
Content Removal
DMCA
DMCA Takedown Form
2257
Accessibility
Notice to Law Enforcement
DPA
Cookie Notice
Manage Cookies
Australian eSafety
Notice to Users