Free Sissy Time Porn Videos, page 2 from Thumbzilla

© 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

Search Thumbzilla
- [[itemVal]]

Related Tags

Sissy Time Porn - 1,040 Videos
- Most Viewed
- All Time
  - Today
  - This Week
  - This Month
  - All Time
All HD
150.87K Crazy Intense Shemale Cums 3 Times MUST WATCH 11:09 HD
150.44K Sissy CD First Time fucking her Tight Ass with Anal Plug 4:21 HD
148.10K Lord Maria and her Alpha Make Their Sub SUCK COCK for the First Time 5:57 HD
134.76K Fucked him with my strapon until he finished for second time 28:06 HD
132.94K Big ASS fit male wears lingerie for the first time and takes a HUGE anal toy by a sex machine + DP🔥 3:18 HD
131.67K Anal Sex With Step Sister Filled Ass With Cum 2:54 HD
131.40K Crossdresser anal masturbate with many dildos and cum 3 times like fountain 18:25 HD
130.15K Sissy Dolly Dungeon Play Time Pegged by Huge Bad Dragon Strapon and Humiliated by Mistress Mercer 3:59 HD
127.58K It's Breeding Time Slut! 20+ Inch of Rock Hard Flared Horse Cock! 0:36 HD
124.36K Femboy cums 4 TIMES in a row with controllable sextoy! 12:12 HD
121.12K Do you wanna be a sissy? First time in your life? Ok, that's video for you! FemDom POV sissification 6:30 HD
117.94K Chastity April - How it feels getting locked up in chastity for the first time 0:46 HD
116.36K 111 The shortest time I've ever lasted rubbing my prostate with a dildo in my bare feet. 2:22 HD
112.38K Chastity belt first time on his Dick and ruined orgasm 8:12 HD
109.33K First time a Sissy dressing up and make up 16:13 HD
104.73K TGirl Ria Bentley Takes All 9 Inches of Black Hotel Handyman 7:05 HD
101.19K Clara Dee - Sissy's First Pegging POV Virtual Sex - Self facial, CEI, Sissy Training - PREVIEW 1:50 HD
100.18K Couple tries Strapon Sex for the first time with cock locked in chastity belt (with dirty talk) 13:22 HD
98.72K Fuck Machine Sissygasm Milking - Jessica Bloom Cums Multiple Times 10:11 HD
98.41K Full-Time Sissy Slut 8:12 HD
93.06K First Time Full Crossdressing 1:30 HD
91.59K My little stepdaughter asks me to make her feel good through cute pajamas, and I don't mind 6:50 HD
86.95K Femdom Girlfriend Walks You Through First Time Cuckolding 9:35 HD
86.48K Young sexy fit guy wears a chasity for the first time locked tight dripping rough ANAL😫 3:34 HD
85.62K Sissy Neri Has Her Tight Gripping Pussy Hardcore Fucked By Italian penis - AMATEUR EURO 17:30 HD
84.99K Anal masturbate with buttplug, have prostate orgasms and cum 4 times 5:50 HD
83.98K Yaoi Femboy - Sissy guy gets fucked several times in a church part 2 10:42 HD
80.15K First Time Anal Fisting and Deep Ass Pegging with Kinky Hubby in Stockings 15:26 HD
77.81K Sissy Bimbo Story Time- The Guy At The Bar 46:20 HD
77.28K Transformation in sissy slave. Hot Mistress with big strapon have good time with not good boy 10:44 HD
76.60K Sissy slut fucked with big pink cock after femdom goddess trains his tight ass 8:21 HD
76.45K Navy T-girl Cumshot cheif roleplay 6:58 HD
69.50K Little insatiable bitch likes to be fucked and pregnant many times 5:33 HD
67.77K Sissy Dildo Blowjob + Anal Fucking 6:28 HD
67.60K 117 The first time using this dlido,Am I using it correctly? 2:21 HD
66.59K My New Sissy Tgirl Anal Slut First Time being Feminized and Fucked by Mistress Mercer 4:59 HD

Previous
1
2
3
4
5
...
10
Next