Free First Time Sissy Porn Videos from Thumbzilla

© Thumbzilla.com, 2025

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

First Time Sissy Porn - 655 Videos
- Most Relevant
All HD
864.64K 89% Sissy feels cum inside her for the first time 0:17 HD
235.47K 93% PROSTATE MASSAGE & PEGGING WITH COUNTDOWN 8:18 HD
409.82K 91% Open my wet Pussy hole up onlyfans alexiakessel1 0:38 HD
1.27M 94% TINY Young Shemale Sissy gets RAILED by wall toy for the FIRST TIME 9:45 HD
1.05M 90% Sexy hung ts girl fucking barebackstraight boy rough for the first time (this might hurt a bit sissy 3:55 HD
1.97M 88% Faggot crossdresser takes big dick anal 4:13 HD
194.72K 88% Turning My Hubby Into Tranny slut, Girl first time with Tranny 15:44 HD
3.45M 87% Bareback Straight guy first time bottom and pegging for Jade Jameson HOTTEST. 🔥 VIDEO I have MADE 3:02 HD
144.63K 86% slutty femboy crossdressing for the first time finds 2 guys to tagteam her ass and film it 10:18 HD
219.07K 91% Boyfriend gets fucked in ass by trans girlfriend, follow Daniela Chanel! My OF is free! 3:02 HD
31.83K 92% I slipped my girl cock in my boyfriends ass in the shower. 8:04 HD
340.93K 88% Tranny Teen Cassie Moans Ass Fucked & Hair Pulled 10:26 HD
284.23K 93% Surprise! Your Buff Gym Crush Is Actually A Futa?! 19:03 HD
12.67K 87% First time Sissy training FIST with hands free orgasm! 23:19 HD
2.00K 82% Your first time, Sissy - virginity of your boy pussy humping and suck step mom dirty pants and drink 13:38 HD
5.33K 100% Giddy up cowboy!! Watch cowgirl fist that fat ass!! FitNaughtyCouple 1:40 HD
189.58K 90% "It turns me on so much to fuck your ass!" Wife enjoys while buggers her husband and makes him cum! 10:09 HD
71.12K 83% First Time Sissy Sucks My Strap On 14:28 HD
576.86K 83% Your first time, Sissy - virginity of your boi pussy 7:13 HD
407.50K 92% Step-Bro catches me crossdressing and fucks me 5:33 HD
807.51K 90% Trans fuck girl in the ass first time 4:24 HD
206.18K 93% Sexy Sissy Virgin Gets Tied Down And Creampied 4:35 HD
267.53K 95% First time trans girl TheJuicyJosi sucked a dick (deepthroat) and get fucked before cam 1:09 HD
34.09K 82% CEI JOI - CHASTITY CAGE CHALLENGE AND ANAL FOR YOUR QUEEN (ENGLISH SUBTITLES) 7:54 HD
192.92K 90% Ebony woman pegging black man 3:59 HD
182.78K 95% He Wears My Panties For the First Time POV 15:58 HD
359.40K 92% Ballet sissy playing anal with balls 14:30 HD
204.42K 95% Cute 19yo Femboy loses virginity to big dick catboy 2:46 HD
4.21K 77% Fetish Dolly Crossdressing Rainbow Lesbian gay pride promo video CD Sissy M to F feminizing 1:19 HD
11.06K 90% Tied with a legspreader and fucked by Mistress for the first time. 0:31 HD
2.87K 96% Hetero First sissy / trans 1:25 HD
85.34K 96% The first time I came without hands from a strap-on in the ass 15:50 HD
87.34K 95% Pegging my boyfriends ass with a huge XXL Clip Clop by "Mr Hankey" 9:59 HD
135.29K 80% First Time Cum Eating Instructions - CEI JOI - FEMDOM 9:01 HD
92.05K 92% Chastity April - How it feels getting locked up in chastity for the first time 0:46 HD
100.40K 94% Big ASS fit male wears lingerie for the first time and takes a HUGE anal toy by a sex machine + DP🔥 3:18 HD

1
2
3
4
5
...
10
Next