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 whore giant dildo
00:22
Sissy slut takes huge dildo up her tight little fuck hole - covert123
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
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
Sissy Faggot
03:16
I luv this black outfit , all I need now is a hard cock or two for my cunt - 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
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
Sissy CD Anal Training
08:16
XOXO I'm a sissy slut and i love it! OXOX - Maddy Jones - CurvySissy69
Lil Sissy Faggot Violet
02:54
Sissy in heat , lol. Fucking my smooth cunt with a toy - SecretSissy816
Twink in tighty whities masturbates and squirts
00:34
Sissy twink in tighty whities squirts all over himself - Kevin Cloud - KevinCloudfag
Little limp and leaky
01:29
Riding my dildo as it makes my pathetic white clitty bounce and leak - SecretSissy816
Sissy Choking Herself
02:32
Choking my self while watching hypno like a good sissy girl - Sissy_SIut
Practicing in missionary
01:41
Sissy fantasizing being gaped by daddy in missionary. - 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
Santa Baby dance by Sissy Peach
03:24
Sissy Peach dances and fucks a dildo to the song Santa Baby - Peachmccream
Playing with myself
02:37
Showing off my dick and cute little virgin boi pussy - Tiffany581
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
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
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
Fucking my hairy ass
02:00
Funcking myself with my favourite dildo, like the sissy whore I am - farfolla79
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
10 out of 10 handsfree cum
00:47
The top milks the load of the sissy bottom and he cums all over the sissy's little dick and tommy. So damn hot. The best gay sex vid ever. - Kootah
Twink masturbates in tighty whities
05:28
Nerdy twink in tighty whities masturbates with a dildo - Kevin Cloud - KevinCloudfag
Gay slut riding massive dildo
02:27
Gay sissy fucks himself on a huge dildo. - Devin Hunt - Devin_Hunt
Violet's Insatiable Sissy Cunt
05:06
Fucking my smooth sissy cunt with a dildo , needing a real cock stroking deep inside me. - SecretSissy816
I need cock
00:40
I'm so horny and in dire need of hard cock inside my sissy cunt. Riding my dildo in an attempt to calm my hungry cunt. My tiny lil white clit is looking so cute - SecretSissy816
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 boy fucks daddy
00:07
Horny sissy fucks daddy while watching porn - Utrechtboy1984
Fumando en lenceria
01:12
Fumar me calienta mucho me despierta mi lado moroso y usar lencería para satisfacer mis ganas preparando para meter una buena verga o un dildo anal soy una zorrita - Mexicanaboy23
The Banana
01:28
Had no toys so I had to use a banana. Lmk what else I should try and post! - Archer09
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
Grindr daddy
01:17
Sissy boi barebacked by random grindr daddy - DaddysPantyboi
Leaky sissy in pink
07:27
My pathetic clit drools pre cum as I ride my dildo . My sissy cunt is insatiable. - SecretSissy816
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
Cum ozzzzz
00:16
Cum oozing out of a sissy ass from fresh loads - donbrick
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
Violet Needs Hard Cock
00:51
My little white clit is caged and my sissy cunt is hungry for man cock - SecretSissy816
CUMPILATION - GAPING - EXTREME ANAL DILDO - SISSY - BIGGEST
18:04
CUMPILATION - GAPING - EXTREME ANAL DILDO - SISSY - BIGGEST PYRAMIDE EVER ANAL - DGB - DIRTY GARDENBOY - CAROLA_SMIT - CarolaSmit
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
Serve Dick as a Limp Slut
31:53
To turn you into a chastity loving cock sucking femboy - kaycee21
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
Toying Tight Boypussy
00:54
Haven’t played with my pussy in a while so it’s extra tight - Skinnyjesus
Charlie Luc - Sexy Twink Showing off Before Going Out XXX
00:10
Just showing off for you guys before going to be used... Thought I’d post as I haven’t in a while :( will be more active from now on... Hope you look forward! I have some filthy new content out soon!x - Charlie Luc - CharlieLuc