Sissy Outed Brandon to Brandy
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Sissy And Her Mistress free porn video
"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 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 be let in, you open the door.
I crawl in and am immediately greeted with a hard slap to the ass. I yelp out in pain.
"you stupid slut" you say. "Sissy squirting all over my car like some useless little fucking whore. Why the fuck do I keep you around, I'll never know."
I start to sob.
"Shut the fuck up and get upstairs. You have some work to do"
I hurry up to the master bedroom.
You walk in holding the new toy and a large bottle of lube. "heres the deal" you say. "if you fuck your new toy for an hour while eating my ass and pussy, maybe, just maybe if you do a good enough job, I will forgive your little transgression. There is a catch - if you end up having more orgasms than I do at the end of the hour, then you are getting spanked with the paddle. By my count you had 2 in the car, so you are already behind. "
You slide to the edge of the bed and pull your skirt up, revealing your perfectly shaven pussy. Its soaking wet. The site of your pussy glistening is making my little cliitty strain against its cage. I plop the toy down, quickly lube it up and ease it into my not so tight hole.
Now, on my knees being filled with the huge dildo, I set to work on your beautiful pussy. Having been aroused for the greater part of 2-3 hours, your first two orgasms come quickly. However, I myself had another sissy squirt during.
"mmmmmmmmmm.....yesss...lick my holes baby, fuck my pussy with your mouth you sissy slut" you command.
This continues for about 50 minutes. The count is 5 to 5, and i can tell you are getting close to a 6th orgasm. the problem is, so am I.You've stood up now and are watching me to make sure I am fucking my toy hard enough, and we're both fighting to hold back our release.
Its no use. I can feel my last orgasm buulding up deep inside and begin to furiously lick your holes in a last ditch attempt to finish you off. the extra activity and effort is obviously having an effect on you. Suddenly, and without warning, you cum, and cum hard just as I am. I scream long and hard into your pussy, and you moan outloud.
We both fall back, exhausted. After a few minutes go by, I weekly ask "Misstress? Since we tied do I still have to get punished"
you grin "No, sissy girl. Well call it even."
"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 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 be let in, you open the door.
I crawl in and am immediately greeted with a hard slap to the ass. I yelp out in pain.
"you stupid slut" you say. "Sissy squirting all over my car like some useless little fucking whore. Why the fuck do I keep you around, I'll never know."
I start to sob.
"Shut the fuck up and get upstairs. You have some work to do"
I hurry up to the master bedroom.
You walk in holding the new toy and a large bottle of lube. "heres the deal" you say. "if you fuck your new toy for an hour while eating my ass and pussy, maybe, just maybe if you do a good enough job, I will forgive your little transgression. There is a catch - if you end up having more orgasms than I do at the end of the hour, then you are getting spanked with the paddle. By my count you had 2 in the car, so you are already behind. "
You slide to the edge of the bed and pull your skirt up, revealing your perfectly shaven pussy. Its soaking wet. The site of your pussy glistening is making my little cliitty strain against its cage. I plop the toy down, quickly lube it up and ease it into my not so tight hole.
Now, on my knees being filled with the huge dildo, I set to work on your beautiful pussy. Having been aroused for the greater part of 2-3 hours, your first two orgasms come quickly. However, I myself had another sissy squirt during.
"mmmmmmmmmm.....yesss...lick my holes baby, fuck my pussy with your mouth you sissy slut" you command.
This continues for about 50 minutes. The count is 5 to 5, and i can tell you are getting close to a 6th orgasm. the problem is, so am I.You've stood up now and are watching me to make sure I am fucking my toy hard enough, and we're both fighting to hold back our release.
Its no use. I can feel my last orgasm buulding up deep inside and begin to furiously lick your holes in a last ditch attempt to finish you off. the extra activity and effort is obviously having an effect on you. Suddenly, and without warning, you cum, and cum hard just as I am. I scream long and hard into your pussy, and you moan outloud.
We both fall back, exhausted. After a few minutes go by, I weekly ask "Misstress? Since we tied do I still have to get punished"
you grin "No, sissy girl. Well call it even."
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