All kinds came to my sissy school. Nothing about him stood out to me. He was your average all-American guy. Work boots, Levi’s and a T-shirt. His physique was muscular, and his appearance was rugged. I could tell this was a hard-working “man’s man” which is fine by me. The bigger they are, the harder they fall, so to speak. I love a challenge; my preference is a sucker for punishment. He walked in with a very dominant and masculine energy. He casually introduces himself as “Mike” with an outstretched hand. My own arms remained folded just under my ample breasts. I’m dressed in a leather leotard, corset, fishnets, and 8-inch patent leather stiletto boots. Nothing about my demeanor could have led to any confusion.
This is Tiffany’s sissy school ‘I let my hands fall to my side as I began examining him. “I am Mistress Tiffany. You will address me as such. There are no safe words; you will be pushed beyond your limits. If something hurts, it should. If you’re embarrassed, you should be. Do not interrupt. Do not speak unless you are spoken to. If I tell you to do something, make it easy on yourself and do it. Only a good little Sissy boy, you will thoroughly enjoy our time together. If you’re not – I will. Understood?”
“Yes, ma’am,” he replies. Great, I think to myself, he doesn’t listen well. “Excuse me?” I say, standing squarely before him, my heels bringing me just above his eye. He begins to stammer, “I’m sorry, Mistress Tiffany”. “Not a problem, but I do not repeat myself, nor do I accept apologies,” I say with a chuckle. “Now, Strip completely,” I demand.
He looks as if he wanted to talk back but must’ve rethought his choices as he began stripping. Once, he was completely naked, attempting to shield his cock from me. I pointed toward my leather bench and told him to kneel over it. He did as instructed. “Don’t worry; I’ll make a good sissy out of you, Mike.” I grabbed my leather wrist cuffs and fastened his wrists around the legs of my bench to prevent squirming. With that, I grab my firmest riding crop and begin. I trail the insides of his thighs with my crop and begin tapping his thighs and ballsack as he clenches.
“Now, do you remember my name, Mike?” I ask. “ Yes, mistress Tiffany”. He responds. “Good. Now, hopefully, we don’t need to repeat this”. “Mike, you came in looking a little too masculine; I don’t like my sissy in that attire. I actually like my sissy’s a little slutty, plus it’s part of the sissy school training attire. Have you ever worn fishnets?”
I believe it to be his size, then pull them on; once on, I give his tush a nice smack, which makes him wince a little from the sting. “See better already, you know what else I like? I like to stretch my little sissy’s pussy”. He begins to object, “No, no, I’m okay with just the fishnets and whip.” I chuckle as I pull out an 8-inch metal butt plug and lean to his face as I begin lubing my butt plug. Just then, I grab a cock chamber. Reminding him again this is Tiffany’s sissy school! “Oh, I’m sure you’re ok, but if I don’t show you how to be a good little sissy bitch, who will Mike?” I ask. “No one, Mistress Tiffany,” he responds. “That’s right, no one, so I will”
I rip the crotch and ass open so I can easily access him. Then I begin cupping his balls and giving walk around, trailing my gloved hand down his back. I snap the waist of his fishnets. Then mount me behind g his cock for a nice stroke. He begins to moan. “Oh, you like that, my good little sissy boy?” He loves to be here in Tiffany’s sissy school.
While stroking his cock with my other hand, I ready my cock cage. Then I put his cock and balls in a latch lock. I pull out a necklace, put the key on, and place it around my neck. Letting it fall just between my tits. Then I walk back, leaning down so he can see the key around my neck.
“Try to be good sissy. If your cock gets too hard, it’s going to hurt.”
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My call with Valerie was just what I needed, gentle and caring. She listened to my chatter and was able to sort out my wants and most important my needs. Wonderful call and a great asset to PSK.
Mallory is always very thoughtful and great at making you feel better. 5 stars are not enough – She is simply GREAT!
There is no doubt in my mind that I will be calling Aileen again! I would probably call her every day, Maybe even more than one time a day! She is that good.
I took advantage of an unexpected chance to call Vicky, and I am glad I did. She was fun, sexy, and naughty as always. Her Spanish whispers were intoxicating. She had me floating in some very exhilarating headspace.
Within moments I was completely at ease with Scarlett. We were able to talk about anything. She quickly became one of my favorite girls.
There is only one Goddess Aileen. There has never been a Goddess Aileen before. There will never be a Goddess Aileen again, although She is eternal of course. You need to experience the perfection of Goddess Aileen for yourself while you can. I love ❤️ my Goddess Aileen, and I worship Her, and I’m proud to be Her devout disciple.
Vanessa and Vicky are amazing by themselves, but you put them both together it’s double the fun! Especially when Vicky starts talking in Spanish when she is upset with you.
Vicky and Vanessa are amazing by themselves but you put them both together and it’s double the fun especially when Vicky starts talking in Spanish when she is upset with you.
Romi has a way with words. Spending time with her is more than I thought it would be! How could I have missed her all this time? I love that she likes to explore and doesn’t have boundaries on what fun can be. #1
My first time with Aileen and first time trying domination. She is fantastic with roleplay and absolutely no limits, sexy voice. We played sissy boy and Mommy Dom. Will call again.
Scarlett is absolutely AMAZING! Her verbal and intellectual skills are unsurpassed! She takes my fantasy and runs with it! She makes it come alive! She is simply the BEST! HIGHLY SATISFIED AND RECOMMENDED!
Valerie was beyond amazing!! She may be new here but she definitely is not new to this world. She has taken me to heights of ecstasy that I have been only taken a handful of times. She is sensual, adorable, cock-draining!! If I could give more stars I surely would!! Definitely will call back for sure……omfg and her role play skills are unheard of!!
