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Sissy and her Mistress

Date: 9/18/2015, Categories: Anal, Fetish, Shemales, Author: drew1207, Rating: 100, Source: xHamster

"Mistress, what are we doing tonight? I need to know what to wear" I pout. "You'll see. Put on your slutty schoolgirl outfit with your white thigh high stockings, and your 4 inch heels. I'll be there in a half hour" "Yay! I love that one!" I exclaim. "Be waiting outfront" you command. "But Mistress..." "No butts sissy, this is what you want - and oh, yea, don't forget your plug. The large one" "Yes mistress" 40 minutes later, I am outfront of my apartment complex trying to hide in the shadows. Given my height and the heels, I am attracting a bunch of attention. You chuckle as 3 black guys grope me and I struggle to fight them off. The truth is you got here 20 minutes ago, but wanted to see if I can follow orders. My schoolgirl outfit is much more lingerie than actual clothing, which is only compounding the problem. After what seems like forever, you pull up and I struggle to run into the car with my big heels and extremely large plug. I stumble, drawing laughter from the hoods nearby. "Hello sissy" you say as I get in the car. "Hi mistress" I mumble, upset that you are late. "Aww, is little sissy girl upset that I was running a few minutes behind? Don't lie, you know you loved the attention those three black gentlemen were giving you" "You did that just to be mean!" I exclaim. "You know I stand out dressed normally, but in this outfit with the plug and the heels just make it..." *SLAP* you whip your hand across my face. "WHAT DID I SAY ABOUT QUESTIONING ME" you yell. "YOU ... SHOULD BE THANKFUL THAT I PUT UP WITH YOUR SISSY SHIT" "Sorry mistress" I sob. "It won't happen again" "It better not, or you will be punished" you say. "Now, stop crying. We don't want your makeup to run, not when you look so pretty" I smile gently. "Good girl. Now sit there and be quiet while we head to our destination" After a few minutes, we finally arrive to our destination, which is a seedy run down sex shop. As we walk in, all of the patrons eye fuck us intently. Some are laughing at me, others are catcalling us. As I don't want to get punished, I keep my eyes down and my mouth shut while you ignore them. You take me to the sex toy aisle and have start pawing over the dildos. "Hmm, what about this one" you ask aloud, not to anyone in particular. "No, too thin" "Maybe this one? No,too short" This continues for some time until you see it - a large purple dildo 12 inches long and 3 inches in diameter. "THIS one is it" you exclaim excitedly. "What do you think sissy?" "It looks...big, Mistress" I confess. "I don't know that my asspussy can handle it" "Sure it will!" you claim. "Well make it fit. Here, carry your purchase to the register" you hand me the large toy and we begin to walk to the front, my face almost as purple as the dildo. We head to the register. The man behind the counter, used to seeing all matter of people make their way through here, can't help but raise a brow at us. A cute petite girl and a 6+ foot sissy are not something he sees everyday. I place my toy ...