» » SISSY TRAINING » page 6
I know how you love to be a good girl for me, don't you? You'll do anything to hear those words from me. Today that means being the sluttiest little whore you can be, you're going to dress up, rub your little clitty, and then swallow down every last drop of that cum for me!

Princess Kaelin - Good sissies swallow
In this video, I wear sexy baby blue lingerie with a temporary Queen of Spades tattoo between my breasts. I tease you with my body throughout, but there is no nudity (you don’t deserve it…). Whilst I am absolutely a Domme in this video, I am gentle and kind. There is humiliation and domination, but it’s not harsh, angry, or cruel, it’s gentle, sensual and sexy.

Kaidence King - QOS Whiteboy Cuckold JOI CEI
Welcome to the sissy life!
Look into my eyes. You're not a man anymore. You're a sissy now.
You're going to be emasculated. Sissified. Sluttified. Feminized.

Natashas Bedroom - Welcome To The Sissy Life
Always excessively detailed - nobody needs this much disgusting information, but I'm going to give it to you anyway! You can almost smell the wet caked-in filth of the men's restroom. Nobody's cleaned it in god knows how long. People don't come here to freshen up. They come here to take their cocks out and release fluids. They come here to do their most nasty bodily functions. And I'm going to walk you right in and make you settle in for the night.

Sarah Diavola - Sissy Cum Dumpster: Back to the Bar!
I've been on a very stressful business trip and my husband has not been answering his calls or my text messages. I have cause to believe that he may be cheating on me with another woman! I take an earlier flight home to see what has happened to him and maybe bust him while he is cheating on me!

IwantTerra - Wife surprises sissy husband
I’ve used your money to buy a slutty new outfit, sexy Lingerie & expensive jewellery but none of its for you. I’m off out to get fucked and filled by REAL men. Don’t worry I’ll bring up my cream filled cunt to clean you pathetic cuck!

Jasmine Jae XXX - Cuck Clean Up
My challenge was to make the most filthy cum guzzling-story on the entire internet. It was a slam-dunk, and this is the prequel to Sissy Cum Dumpster. By the end of this video, you will be able to feel and smell the sticky sex covering your entire body and gushing from your holes. Everything you eat for the next month will taste like male cum. You will have dreams of swimming in vanilla pudding.

Sarah DiAvola - Sissy Cum Bath Sports Bar
This is the sequel to Sissy Cum Bath: Sports Bar (cumming soon!). What happened, after I made you crawl your slutty, cream-filled whore body on a collar with a chain leash out the door and out onto the street? I wasn't done with you yet, and there was still a whole walk home to enjoy as the wee hours of the morning disappeared.

Sarah DiAvola - Sissy Cum Dumpster
This is a mindrinsing clip filled with mesmerizing imagery and echoing audio tracks that will overwhelm your brain and mindrinse you into being a good sissy slut.

Queen Elastica - Sissy Faggot Cocksucker Mindrinsing - Greedy Cockslut Training
You call the customer services department at 'Mistress Lucy's Movie Productions' on behalf of your 'friend', who has purchased one of Miss Lucy's movies but unfortunately they can't seem to play it. But it's a quiet day at MLXX productions and the girls in the office are in need of a little entertaining. After you explain your issue and the tell them the name of the movie they sense an opportunity for fun! Pretending the line isn't clear enough and the can't here you, they make you call in via webcam.

Mistress LucyXX - Sissy Customer Services Humiliation