Asshole gaped by huge cucumber
01:15
This slut has had a dick or 50 in him it appears. Nothing will satisfy his man pussy, not even this monster cucumber. - Biguy5555
Sissy Faggots Smooth Cunt & Clit
01:09
Just being a silly sissy faggot for the camera , I'm wearing one of my favorite nighties and showing my cunt off . - SecretSissy816
Twink uses massive black dildo
12:33
Had a lot of fun trying out this huge dildo from Neojoy. It's my biggest one yet and my ass definitely appreciated it. Still working on taking it all the way but happy with this attempt. - Devin Hunt - Devin_Hunt
Twink in tighty whities masturbates and squirts
00:34
Sissy twink in tighty whities squirts all over himself - Kevin Cloud - KevinCloudfag
Riding my favourite dildo toy
03:17
I would love to ride cock like this, longer and harder - Unidecko233
Love it from the back!
06:20
Me fantasizing about getting plowed from the back. If you could do better hit me up in my DMs baby ;) - MorrisR
Martha LaNuit afternoon 9 inch  22,8 cm
02:53
Martha LaNuit begin to play with a Big Dildo 9 inch (= 22,8 cm) in the afternoon - MarthaLaNuit
Asian sissy and bbc dildo gape training part 1
00:55
Asian sissy wears her sexy red lingerie and gapes her tight pussy with a bbc :) my pussy was leaking lube :) - asiansubtwink
Sissy Bitch Chastity Caged ruined orgasm
03:11
Sissy Bitch Chastity Caged ruined orgasm Sissygasm Caged Milked Sperm out in front of Webcam - titten-sau
Sissy slut rides big dildo
08:58
Thought I'd practice taking this Bad Dragon dildo all the way. Felt so amazing having it stretch out my ass. Think I need to get the next size up now. - Devin Hunt - Devin_Hunt
Genuine first time anal and using a dildo (Curious)
01:12
This is my first time putting anything in/near my bum (well apart from my fingers to get me prepped). Really want to learn how to massage my prostate and felt I needed to sissify to do that. - Curi0usExplorer
Anal plug throat
00:32
Throating my vibrator plug before putting it in my tight asshole? - WTALLOLLI
Fingering My Boy Pussy
00:12
Fingering my boy pussy while wearing my step moms thong. I can't help but moan. Ugh. - NaughtyBottomFag
Sissy Choking Herself
02:32
Choking my self while watching hypno like a good sissy girl - Sissy_SIut
Asian sissy and bbc dildo gape training part 2
01:30
Gaped asian slut pussy and pushing out lube :) #leakingfordays - asiansubtwink
Sissy whore giant dildo
00:22
Sissy slut takes huge dildo up her tight little fuck hole - covert123
Sissygasm with a Cock Vibrator
00:39
Me shooting my pathetic sissy nut with a strap on vibrating cock - subwhtboi69
Practicing in missionary
01:41
Sissy fantasizing being gaped by daddy in missionary. - smoothbottm4u
Me in Chastity Cumming like a Good Sissy Whiteboy - HFO BBC
00:57
Wearing chastity, Vibrator inside panties watching bbc own white girl makes me HFO like a good sissy whiteboy should - useme6993
Sissy CD Anal Training
08:16
XOXO I'm a sissy slut and i love it! OXOX - Maddy Jones - CurvySissy69
Sissy riding her pussy
02:16
I love the feeling of filling my tight sissy pussy - takemenow
Sissy Faggot Ellie playing with her dildo in chastity
01:23
Sissy bitch cumdump faggot Ellie fucking her pussy with her dildo - SissyElliePrincess
ANAL DESTRUCTION - NEW HUGE TOYS
04:15
Destroy anal for new huge dildo. I love to wear stockings and fuck myself in the ass. Live in Moscow, acquaintance to practice Fisting - Platon5555
Sissy fills her wet horny pussy
01:55
I love being a horny cock loving sissy. I want to so badly pleasure a real man!! - takemenow
QOS Sissy locked in chastity assisted sissygasm
00:57
I am locked in small chastity and cum the second time with help of a vibrator - killacali13
RESAMPLED SISSY EXTREME NIPPLE PIERCINGS SAMPLING CLOSEUP
31:38
RESAMPLED SISSY EXTREME NIPPLE PIERCINGS SAMPLING CLOSEUP BIZARRE BDSM - CarolaSmit
Lil Sissy Faggot Violet
02:54
Sissy in heat , lol. Fucking my smooth cunt with a toy - SecretSissy816
The Banana
01:28
Had no toys so I had to use a banana. Lmk what else I should try and post! - Archer09
Sissy CD in Lingerie Plays With Fuck Machine
04:44
New fuck machine, it is amazing, first of many videos with it - jasonsanders1511
Sissy schoolgirl machine fuck 2 different bbc dildos
58:53
In schoolgirl outfit again this time also with garter belt + latex slave mask(open mouth only) taking long bbc dildo on machine then switching to fat uncut head thick bbc to hammer my ass hard & fast - lyedrive
Slippery Dick in Boypussy (pt. 1)
01:34
White sissy CD twink slut practices Anal Training while listening to Slippery Dick. - treyluv
Slutty Sissy
00:11
Fishnet stockings with BIG Plug and cage always make me WET - JlUuIcN
Fucking my hairy ass
02:00
Funcking myself with my favourite dildo, like the sissy whore I am - farfolla79
heavy Nipple pumping
02:07
extreme hard Nipple pumping gay bitch slut boy pig - titten-sau
Dildo makes femboy drip cum
02:08
Sissy husband wears wife’s clothes and uses her dildo - Gapeluvr1
Sissy ridding dildo
00:37
Crossdressing sissy boi pleases her sweet boi pussy on dildo - xXJKCXx
More fantasies
02:17
A little more practice riding cock before i need to get off. - smoothbottm4u
Sissy Faggot Violet's Princess Plug
01:16
Showing my tiny white limp clit and smooth sissy cunt poking my plug in & out - SecretSissy816
Anal slut sissy
02:29
Slutty sissy femboy fucking his tight wet boypussy - Gapeluvr1
Sexy Slut Evelina Deep Dildo Ass Insertion
05:22
Sexy Evelina playing with her ass, inserting dildo deep all the way and just having fun. Enjoy! - trojan1234
Lil sissy faggot , big toy , smooth cunt
02:08
Fucking my hungry sissy cunt until the real cock shows up. - SecretSissy816
 Asian sissy and bbc dildo gape training part 3
02:02
Filling up my pussy with more lube pretending it’s Daddy’s cum :) I gape my pussy till it’s sore and push out daddy’s cum :) - asiansubtwink
Sissy uses his vibrator on his sissy clit and shoots cum
13:01
Comment if you are sissy fag and use a vibrator like a girl! ;) - exposedsissyboi
Milking the sissy & post-cum polishing
05:51
After a session of edging, the sissy is milked. The balls were stretched very nicely w the use of an overhead steel spring. Awkward position, but I wanted to show the ropes this sissy can produce - edgysir
a stupid slave for the big dick white male doms
02:11
shove your alpha cock in my asshole, make my prostate hurt, i can only enjoy sexual pleasure from anal - rtweetmyass
Massive Strapon
05:06
Sissy cunt getting ready to take a hard pounding. Stretching that boi twat out for Miss Dicky's relentless fucking to come. - straponlove12