Cum with me
01:21
Crossdresser cums from sissy hypno - realhornytrannylover
Spun hypno fun 1
04:31
Me blowing clods watching sissy hypnosis - Bobbie Bunzz - redbonecd
Prostate massage, multiple orgasms, 3 hour session in 10 min
09:52
21 months HRT. I drank a bunch of shroom tea,decided to have fun with my rotating head prostate toy. Every twitch of my cock, I'm cumming. 3 hours edited to 10 min. Final stroke at the end. - JessicaBethanyKnox
AlsoNicole breast growth, going into Further Feminization
03:39
AlsoNicole Pumps up her sissy breasts to show her further Feminization. Grwoing her tits to no longer be acceptable as a man and only seen as a Sissy with tits. Tell Sissy Nicole what to do next? - AlsoNicole
alexusa69
00:54
Am enjoying showing who I am...thank you.. hope you like - alexusa69
Sissy Deepthroat (Isabella Hippel)
01:36
My name is Brandon Hippel and I am a sissy faggot. Here I am deepthroating my 10-inch dildo fantasizing about a real cock. Please humiliate and expose me for being such a sissy beta. - Sissy Sandy - SissySandyy20
Femboy Ruins Orgasm for Mistress: SissySandyy20
00:57
My name is Brandon Hippl (SissySandyy20) and I am an exposed sissy faggot. Here is a video of me ruining my orgasm for mistress Gloria. - Sissy Sandy - SissySandyy20
Twink ruins orgasm then swallows cum
01:21
My name is Brandon Hippel (Isabella) and I'm an exposed sissy faggot. I'm a pathetic bottom bitch that loves cock. Here I am ruining my orgasm and licking up my cum. Please humiliate and expose me. - Sissy Sandy - SissySandyy20
Daddy wants trap Chrsee to be a shemale HuCow. She obeys.
00:53
Daddy wants his new sissy slave to lactate. He's put her on a regimen of herbs and on a breast pump, twice a day for 20 minutes each. She's an obedient ladyboy bitch and wants to please her new owner. - newgirlnyc
Sissy CD Slut Kayla Bouncing Huge Dildo Chastity
03:19
SissySlutKayla Tiny Useless Chastity Bouncing on Huge 12 inch dildo - Sissy_CD_Kayla
Alice Crystal exposed by Candi Corsetti
04:01
Alice Crystal gives Candi Corsetti the green light to expose her sissy ass to the world ! - CandaceCorsetti
AlsoNicole, Ruined Slut Red Lips, Deep Throat Training
04:05
Cocksuker red lips and deep throat training, everything a good sissy should know be able to perform. Feminized and locked in chastity, watch her gag on cock and ruin her makeup. - AlsoNicole
Ona Zee, Misty, and Heather
15:36
Vintage Ona, has a three way with a hot redhead and a sissy TV. Misty mostly likes to watch while Ona likes to give as much as receive. - MyCatSaysHi
Sissy Slut Chevonne Sucking Ken's Balls Hoping He Will Fuck
02:13
Sissy Slut Chevonne sucking his man's balls and hoping she earns a good bareback fuck - Chevheel
Sweet sissy-husband Chelsea enjoying her HotWife's sex life
01:17
A typical night of me being laughed at and mocked by my beautiful Mistress-HotWife and two of her current boyfriends... ending in perfect humiliation for me... and lots of orgasms for my HotWife! - SissyanHotWife
Crystal get some BBC
01:28
First time meeting Tray. So I found him on Grinder and after a little chatting he decided to come visit me. He showed up and handed me a gram of Tina and told me to do it all. After that I was all his - crystalcoxs_cd
Sandi Corn (Sandra Tayor) admits to sex with Donald Trump.
45:41
1991 interview, Sandy Corn (Sandra Tayor) [Actress] admits to sex with Donald Trump with Howard Stern. Tranny dominatrix spanks Howard Sterns ass. Howard Stern wears female underwear. - shgjsadjundj12
My first cum load as a sissy slut
14:19
My Craigslist ad. scooter guy left happy always looking to make others happy - Foxxyluvscum69
Prostate Milking Ass Fingering In Car With Huge Cum load
05:02
Hot sissy girl gets her tight asshole ate out and licked and finger fucked in the back of a car milking her prostate making her bust off a huge load of hot cum - Sadee Rain - TGirlSadee
Rochelle trying out her new toy
00:33
Sissy gurl Rochelle stretching her holes with a new toy - Rochelle_Luvcox
4analslut20 BANDING CBT
09:34
Self CBT - Sissy banding balls with an elastrator - 4analslut20
Crystal Coxs Going Wild after Pnp
08:41
I just did a nice big tina slam and let her take my slutty body over. - crystalcoxs_cd
Sissy cums and licks it up
05:32
My name is Brandon Hippel (Isabella) and I am a sissy faggot. I humiliate myself until I cum then lick it up. I was whispering so my family wouldn't hear me so you will have to turn the volume up lol - Sissy Sandy - SissySandyy20
First attempt to take my big dildo in my ass pussy
05:02
It will take me a while to get him in there but Junior is my best friend - babeBrea
Last ciggy before she goes to sleep and enters your dreams
03:40
sissy girl has one last smoke before going to bed horny - Zoe Marlow - zoehollandmendo
Stephanie Nichole Collier
01:11
Stephs' Mistress ORDERS her to dance about..do a full twirl for her amusement. She then denies Steph to change into a fresh diaper. Humiliation at it's worst? - Stephanienicholecoll
Sissy crotchless panties
00:55
Sissy masturbates and dances in crothless panties - Sissy Skylar - sissyskylar420
AlsoNicole Sissy French Maid Plugs herself before work
04:22
Feminized french maid plugging her sissy asspussy to prepare for her day of service as a sissy house maid. - AlsoNicole
Sissy Nicole touching her smooth pussy Ass in Chastity
03:35
Nicole showing off her smooth asspussy begging to be fucked while locked in chastity with no release. - AlsoNicole
Lincoln Nebraska Sissy Benjamin
01:56
25 year old sissy fag Ben fucking his ass from my request. Can you believe he has never fucked a girl? A true Gold Star Fag? - Pussybouexpozure
2 TV CD Sissy Tgirls take turns Blowing a Cock
06:29
Me and Amanda Tag team blow this dude, he cums in my mouth - CrimsonQueen17
Intense Anal Shocker Ramming 9inches In All At One No Lub
00:41
Training my sissy shemale on how to take a dick up the ass take 9inches and ramming it all in at once making her scream in pain fighting trying to get away but I keep pushing till the balls touch her - Sadee Rain - TGirlSadee
A few more cumshots
09:02
Stroking my cock until I cum dressed as a sissy slut - Orlandi480 - Orlandi480
Sissy cocksucker
09:40
this sissy headed to a grocery store as this weeks task. He flirted with a stockboy and they agreed to meet in the woods after his shift was over - madisonrachel
Filling up my sissy pussy with Junior part 3
02:47
I have successfully stuffed Junior in my pussy ass and you can tell by my breathing that I want more. - babeBrea