1. Sissy and her Mistress


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

    on the counter and You get out your purse to pay, when you "accidentally" drop your wallet on the ground. "Mandy, be a dear and pick up my wallet, will you?" you grin. I blush a little, aware that this was just an attempt to have me show off my ass. I bend over in the most unladylike manner possible, much to the joy of the rest of the patrons. The guy working the register grins. You wink at him, we pay and head out. Once in the car and on the highway, you decide its time for a little fun. "Sissy" you say. "Take that dildo out and start sucking. You are going to need to lube it up good considering where it is going" I gasp. "Mistress, I am concerned that it won't fit..." I say as you glare at me, "but I will do my best to please you" "Good girl. Now get to work" you say. At this point in our relationship, having sucked on a wide arrangement of toys and strap ons for you, I am quite adapt at sucking cock and cock shaped objects. After a few minutes of this, you order me to "Stick that huge meat up your sissy hole and don't stop till its in your stomach" I throw my legs back and ease out my large plump black plug. A soft "plop" can be heard. Lucky for me, I used a TON of lube to get that in, and a lot of it is still stored in my little cunt. I start to work the massive toy in, squirming with a mixture of pain and pleasure. "Look at the little sissy fuck her hole" you laugh. "what a stupid slut you are" After a bit, I manage to get it in my fuckhole. I gasp as the head makes it ...
    way deep inside me. "good, good sissy" you say in a raspy voice. Its obvious I am turning you on. "Now, sit on it." I scoot up and place the large base on the seat. At least 9 inches is inside me already, and I am closing in on the last 2-3. My little clitty is leaking a bit of precum, but its still held back by the chastity device that you've equipped me with. "Now, fuck it, slut. Fuck that huge cock" I begin to slide up and down, moaning loudly. While it is a little to big for me, I am obviously enjoying it. Suddenly, you veer to the left. I wouldn't have noticed except that you started to drive on on the side of the road where the warning bumps are - the sudden vibration sends wave after wave of orgasm through me. I squirt everywhere. "Sissy!" you scream. "How could you? Not only did you cum without my permission, you got it all over my fucking car!" Still in a post orgasm bliss, I can only offer a weak apology. "You think your sorry now, just wait until we get home" We arrive to your house. You stop at the curb and order me to get out. "You will craw on your hands and knees to the door, you stupid slut. And, maybe, if you are lucky I'll let you in" I don't want to ruin my stockings, but I know better than to argue with you. I get out and start crawling on the grass. You pull into the garage and shut it behind you. When i finally make it to the door, I knock. You are still in no mood to let me in, but after what seems like forever and after several minutes of me begging to ...