Sissy bouncing on dildo with limp clitty
00:37
Bouncing on my dildo and playing with my tits while my limp clitty flops around uselessly - Sissysami90
Lil Sissy Faggot Violet
02:54
Sissy in heat , lol. Fucking my smooth cunt with a toy - SecretSissy816
Violet's Insatiable Sissy Cunt
05:06
Fucking my smooth sissy cunt with a dildo , needing a real cock stroking deep inside me. - SecretSissy816
Sissy crossdresser takes big dildos in ass
11:16
I decided my ass needed a good seeing to the other night so used a couple of my favourite toys on my hole. My cock got no action as it was locked up in a cute little pink cage. - Devin Hunt - Devin_Hunt
Fucking my hairy ass
02:00
Funcking myself with my favourite dildo, like the sissy whore I am - farfolla79
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
Twink masturbates in tighty whities
05:28
Nerdy twink in tighty whities masturbates with a dildo - Kevin Cloud - KevinCloudfag
DGB SISSY! SNOW - DIRTY GARDENBOY EXTREME HIGH RED HEELED
02:19
DGB SISSY! SNOW - DIRTY GARDENBOY EXTREME HIGH RED HEELED SISSY GAY - A-FIST-DGB
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 Jenni Goes Out
00:29
Fresh from her bodywriting gallery, the little locked up sissy girl dresses up to go out. Hidden under her male clothing is her real outfit. Plugged and chaste! - PublicShowoff
DGB SISSY! MIXED TOYS SISSYBOY GAY TRANNY ANAL EXTREME ANAL
03:39
DGB SISSY! MIXED TOYS SISSYBOY GAY TRANNY ANAL EXTREME ANAL TOYS - A-FIST-DGB
Toying Tight Boypussy
00:54
Haven’t played with my pussy in a while so it’s extra tight - Skinnyjesus
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
Sissy Faggot Ellie playing with her dildo in chastity
01:23
Sissy bitch cumdump faggot Ellie fucking her pussy with her dildo - SissyElliePrincess
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
Sissy CD Anal Training
08:16
XOXO I'm a sissy slut and i love it! OXOX - Maddy Jones - CurvySissy69
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
Crossdresser stretches ass with big dildos
03:28
Horny this weekend so of course I dressed up and rode some big toys. This session is with my favourite Bad Dragon toy Chance which always stretches my ass nicely! - Devin Hunt - Devin_Hunt
 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 whore giant dildo
00:22
Sissy slut takes huge dildo up her tight little fuck hole - covert123
Sissy Hypno
02:20
Riding a big fat dildo while watching hypno - Sissy_SIut
The Banana
01:28
Had no toys so I had to use a banana. Lmk what else I should try and post! - Archer09
Cum gushing ass sissy slut
02:23
Gushing out three loads of my own cum out of my ass - Jelmerhaarlem1990
Practicing in missionary
01:41
Sissy fantasizing being gaped by daddy in missionary. - smoothbottm4u
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
Twink in tighty whities masturbates and squirts
00:34
Sissy twink in tighty whities squirts all over himself - Kevin Cloud - KevinCloudfag
Slutty Sissy
00:11
Fishnet stockings with BIG Plug and cage always make me WET - JlUuIcN
Crossdresser fucked from behind using sex machine
06:38
Watch my machine fuck me in the ass, leave a comment to what you think ;) - Cd_kendra
I LIKE BIG DICD!
02:26
Sissy Boi fucking myself deep and wide with a huge Dildo! - johnpersons69
Shy sissy assfucked with roommates dildo
00:23
God I hope she didn't notice it missing... I would be bullied so hard and made a public sissy slut - Klillrydade
Sissy Faggot Violet's Princess Plug
01:16
Showing my tiny white limp clit and smooth sissy cunt poking my plug in & out - SecretSissy816
Sissy in Chastity, Drip Precum, Extreme Gape and Fart sounds
02:58
Skinny slim twink femboy in chastity dripping precum whilst hard fucking balls deep dildo Extreme gaping sounds and Extreme farting sounds pushing air in and out gaping - sissytoyboy123
Cum ozzzzz
00:16
Cum oozing out of a sissy ass from fresh loads - donbrick
Asian sissy and bbc dildo gape training part 2
01:30
Gaped asian slut pussy and pushing out lube :) #leakingfordays - asiansubtwink
Crossdresser Bitch streches Ass while Cumming
04:45
Takes 20-30mins to get that deeper ring open enough to FUCK in my inner hole. Hurts so good when it goes all the way deep and I tighten up and it catches. Pain jolt makes me want it harder! - Ghox13
Pounding my ass with a cucumber
00:57
I was craving cock when I recorded this..I’m in Houston tx if any tops wanna link up someday and make a video ;) - Dlbbboy094
Violet Needs Hard Cock
00:51
My little white clit is caged and my sissy cunt is hungry for man cock - SecretSissy816
Sissy first time 7 inch Dildo
01:47
Decided to go up to 7" dildo which was definitely a challenge and difficult to take (you can hear me Oww'ing and groaning). But look at how excited it made me by my leakage at the end ;) - Curi0usExplorer