You can't get a more perfect sissy training then a prostate milking session! You will not regret seeing this when a sissy is constantly leaking cum in your face as a cow! - KimsaTrans - Kimsatrans
I take my newest big dildo into my sissy ass. I also Deepthroat my longest dildo, ride multiple dildos and have orgasms including cock flopping hands free cum. - PorchaeTS - PorchaeTS
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
Sissy crossdresser handjob and shoejob with anal dildo training and stretching by mrskeswick who always wears shiny pantyhose, silk blouses and high heels. Double D breasts - adbcfnmboytoy
By utilizing the energies of the orgasm a with can perform powerful magics. For example here I am attempting to alter the color of my eyes from a browny green to a greeny brown. - Mimsy B - brimbles
When your sissy whore has gone to the extreme and turned into a fully functioning sissy cow. Ready to do everything her ruler pleases, she gets pounded hard until she has an orgasm, but it's not over. - Kimsatrans
I was worried if I let him do this to me I'd be totally addicted. I was right! Well I guess it's official now, I'm a total bareback cumslut and I love it!!!?????? - Showmegape
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
Hot sissy kiss and make out with hot girl kissing and tongue kising then get her panties pulled down and dick sucked making her orgasm and fill sexy babe mouth full of hot cum that she swallow - TGirlSadee
While caged and webcamming, I first fuck my thirsty pussy with my big dildo, then brought myself to orgasm using my prostrate stimulator. So hot! - bitchinmona
All 11 inches pump into Danni slowly until he busts a load inside her, then continues to slide his cum-covered cock in and out of her as it drips - SissyPrincessDanni
After being used by 10 & 9 in BBC, Sissy Holly is used by Big Daddy. He knows exactly how to work her pussy and get her to have multiple orgasms that last 30 to 45 mìn, leaving her drained - Sissy Hollyanne - Sissy_Hollyanne
So yeah, it was actually on the 1st and some issues with the process lead to me only recoding the second orgasm but here's how my Halloween ended. - Mimsy B - brimbles
Hot horny wife gets raw fucked bareback fucking her tight hole filling her full of hard dick making her moan and orgasm and gets filled full of hot sissy cum - TGirlSadee
My name is Brandon Hippel (Isabella) and I am a sissy slut. This is a video I was ordered to make by Master Sam. If you have any videos you would like me to make for you let me know. :) - Sissy Sandy - SissySandyy20