sissy

Atone For Your Sins

mp4 437.57 MB

Custom vid, no name mentioned.

I am a pillar of the community & respected head of the church. I've called you into my office to assign punishment for the offense of objectifying women. A married woman from the congregation complained you hit on her at a bar.

As punishment you will experience what it is like to be objectified. You will serve her husband, the man you attempted to cuckold by trying to fuck his wife. You will be locked in chastity, dressed as a sissy maid & used by him sexually whenever he wants. You'll suck his cock, drink his cum, rim his asshole. You'll do this in front of his wife, me, his friends and if his friends want to join in all the better as the more you atone for your sins the better chance of Gods forgiveness.

I tell you to strip naked in front of me and jerk off to ejaculation as I describe what it will be like to be a used, objectified slut. I need your dick completely flaccid to get the chastity device on, so you can either cum now or I'll beat your cock & balls with my bible until you're so flaccid you slip into the cage.

I tell you that I may even video tape you sucking cock and licking man ass while dressed as a sissy maid to show to the younger congregation, to teach them a lesson on consequences for actions, on the pitfalls of sinning.

Length: 16 minutes

Sissy Cuckold Faggot

mp4 320.84 MB

Custom vid, no name mentioned: "'I'd like to order a custom clip wherein you humiliate me for being a sissy cuckold faggot. Please talk about my tiny penis and how my wife fucks other men. Please make me fuck my own ass with a dildo and eat my own cum. I'd like it if you called me faggot a lot. I particularly like it when you wear black thigh high boots and dominatrix attire."
Length: 11 minutes

Sissy Becomes Cock Sucking Cuckold

mp4 484.17 MB
Category: 

Well, with a title like that & the images to match there's not much more to say. If you like cuckolding...& especially cuckolding with sissy/cross dressing cucks in chastity...throw in some ENCOURAGED BI COCK SUCKING & we've got a real winner here. Enjoy!
Length: 16 minutes

Tranny FemDom Cuckolding

mp4 398.52 MB
Category: 

A twisted cuckolding scene with a sissy cuckold & gorgeous T-Girl 'bull' with a nice thick cock!
Note: This vid has one of the best creampie's I've ever done. If you like cum dripping pussy the ending alone is worth it.
Length: 13 minutes

Humiliating Cock Sucking Training For Sissy

mp4 322.14 MB

I'm turning my cuckold husband into a sissy. He's going to learn to be a good cocksucker for me...to fluff my lovers cocks & then I'll pimp him out. I've invited my friend Nikki over to see what has become of my husband & to assist me in the training. He'll need to learn to suck more than one cock at once so we have him practice going back & forth servicing both of our cocks. My young, hot lover watches and laughs adding to the humiliation. (Click to see more of Nikki Whiplash)
Length: 11 minutes

MILF's Sissy boy

mp4 302.09 MB
Category: 

MILF is here. Before you go off to school we need to get rid of that bulge in your panties. We don't want anyone to get suspicious of that big clitty of yours. I always wanted a girl & you look so pretty dressed up in your girly cloths with a bit of make-up. MILF's special, pretty girl. Just relax, MILF's expert hands in those leather gloves you love will do the job in no time. Let's empty those balls...that's MILF's good girl...
Length: 10 minutes

Sissy Extreme Chastity Tease

mp4 280.29 MB

*** UNIQUE CHASTITY! *** Cock piercing locks to piercing behind balls, locking cock in a downward position making an erection painful & impossible. My sissy comes into the clinic to have her transformation monitored. We discuss male urges & I unveil my reasoning for piercing that is now healed. I bring out a lock & key explaining to my sissy that arousal will become so painful I will now gain complete control over all male urges. I lock his/her cock to a ring between the scrotum & anus (perineum) then sensually tease him to demonstrate how painful erections will now be. This is a very sexy tease & denial vid with extreme chastity.
Length: 9 minutes

Cuckold Sissy Creampie Cleaner

mp4 653.98 MB
Category: 

This vid has EVERYTHING you love: cock size comparisons, chastity, tease & denial, humiliation, LOTS of HOT SEX!, authentic CREAMPIE clean up! Plus a few bucks off. Fans of my cuckolding vids know scenes like this are very rare these days, especially ones with a creampie clean up, so this is a must have for your collection.
Length: 22 minutes