Tag: Crossdressing Phone Sex

How Bad Do You Want It?

adult phone chat dixieReally? You’re back again? Begging for a chance to be with me. Smiling I am waiting for you to say the words that will get you what you want, if you have big enough balls to back it up.

“Please Dixie. I fucking adore you, let me show you. Let me worship you. I will do anything”

Ahh those were the words that I have been waiting to hear…..

Anything????”

Exasperation, desperation, evident in his voice he says ‘Yes Dixie, yes, ANYTHING”

Now my pussy is wet and I am about to see just how much he means it.

I take his hand and lead him to my room. I take out my pretty pink dog collar and matching leash and fasten them around his neck. He is grinning like a Cheshire cat and the bulge in his pants is growing.

He has no idea.

Smiling I walk to my closet. I haven’t said a word since taking his hand and leading him to my room. I emerge with a pretty pink dress with lots of lace and frills and a pair of pink heels. Then I walk over to my dresser and pull out a pair of t back pink panties and matching bra. When I turn around his dick is in his hand, the head covered in pre-cum.

I feel a twitch in my cunt, his dick is very impressive. I certainly hope he meant what he said and I get to find out if he knows how to use that thing in his hand.

Laughing I walk over to him and slap the shit out of his dick and lick the pre-cum off my hand as he winces.

“Are you ready?”I ask.

“YES YES YES I AM’ he can barely speak he is breathing so hard.

I take off his shirt, then his jeans, and his boxers.He grabs me and I pull away and the puzzled look on his face is priceless. I grab the pink panties off the bed and bend over telling him to step into them.

“You want me to wear your panties?”he asks in disbelief.

“Not only are you going to wear the panties, your going to wear the entire out fit and I am taking my cross dressing pet out for the day. If your good, when we get back here, you will have earned your time with me. You said you would do ANYTHING. Remember?”

The look on his face while I dressed him before putting on his make up had me laughing so hard that my stomach hurt.

 

Trannies Rule. Sissies drool. Get some tranny phone sex.

 

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Dating a tranny will always be a surprise, like opening a present. Such is tranny phone sex. Cause even if you know I’m a tranny, you have no idea that I have these great tits and 8 inches of meat underneath this skirt. You’re a dirty little faggot who wants to suck this hard tranny phone sex cock and feel me as I introduce you to some hardcore ass fucking. Call it your pussy though. That’s just so much sexier. I like that boy pussy. And I like it all tight and virgin. The way you cry out the first time I push through that sphincter really whets my desire. I am always the top and you are my submissive little cum hole. There are things I do expect though when we meet for tranny phone sex. Shaved balls are a must. And bring a toy for our call. Hearing you impale yourself on a dildo makes me jerk so freaking hard. Don’t be afraid though. I am gentle with cowards and first time callers. For your pleasure we can even do cyber chat through Yahoo. It’ll make that boring meeting at work so much more fun and you can hide that erection under the table. I promise that I’ll have you running to the restroom to jerk off before we are done though!! Take a chance and try a tranny!!

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Cumming in the Rain….

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I could feel the heat the moment I walked into the room. He was hot for sex with a tranny and he had made it clear that I would be getting his massive cock all night long. I was trembling with excitement when I saw that it was all true. I could tell from the bulge in his khakis that he wasn’t lying. It had been pouring rain all night but that didn’t dampen the tension between us. Several drinks later and we were all over each other. His hands slid under my skirt, groping my shaft and fondling my fine tits. The other bar patrons watched us with amusement and jealousy. I bet more than a few were stroking under the bar. Finally, we could take no more and we ran, giggling, out into the downpour.

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The summer rain soaked us to the skin, not cooling our ardor one bit.  I made it to the car first and climbed on the hood, spreading my legs, beckoning him. He didn’t waste a minute, pushing me back, lifting my legs and pushing that thick fuck stick into my boy-pussy. We had that old car bouncing as he howled in glee up into the rain, his jet stream of cum filling me inside. Afterward, we stood in the rain as the water washed the leftover cum down my thighs and onto the pavement. Summer storms make me so hard!!!

Hardcore ass fucking tranny

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I saw your ad in the paper yesterday. I may just be the one you are looking for. I’m a 19 year old tranny with beautiful tits and a large cock, and a hardcore ass fucking sex drive, just as you requested. I am very feminine and can be either a top or bottom. I’m clean and drug-free. I’d love to meet an older man like you who knows exactly what he’s looking for. I’d love to get me some of that virgin ass and make a believer out of you. Once you try sex with a tranny, you’ll never want a regular girl again. You see, tranny girls know exactly what you need, how it feels to have a cock and how to touch and please you. We know the dark recesses and sweet spots on a man’s body and we’ll never have to ask if you like what we are doing. We know how you love it. As my cock swells, so will yours as you touch my surprise package under my skirt. Are you ready for some shaved cock and balls? I want to be your first taste and the one you jerk off to at night. I want to be the whore that you sneak out of the house to see and the reason why you never fuck your wife anymore. I want you to crave my taste and the feel of my big dick. When I push it inside of you, you’ll be shocked. I am so tight, like a virgin but I can take any size or race. I’ll stroke you hard until you beg for mercy. You cock will explode on your belly as I spew my sperm deep in your boy-pussy. How can you deny that your dick is hardening in your pants as you read this? It’s time to admit that I’m right.

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Surprise!

sissy phone sexSurprise! It’s my sissy’s birthday and she is going to be so excited because I got the best surprise! When she walked into this mess all she saw was black…lots and lots of black cock that is! It was going to be the best party, I knew it as soon as Sissy opened her mouth wide for the first big black dick she could get her lips around! She was shocked and totally unprepared for it but like the little whore she is went straight to sucking. She is a total big black cock lover and can’t ever help from being a greedy cum guzzling slut! I made sure she had PLENTY of big fat BLACK cocks to suck on! There was plenty of dick to go around, and double the amount of cum! These guys balls were full and loaded and beyond ready to be drained. And me? I couldn’t stop laughing and laughing! My humiliation surprise party was big hit…and I knew my Sissy loved it too!

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Sissy schools phone sex: Class in Session

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We are going to hold a special session today during sissy schools phone sex. That’s right you are going back to school. I’m going to be the head master and I have taken a special interest in you lately. Everybody has to dress up like a girl everyday but I have assigned you a special outfit. It is a whore red push up bra which I require you to stuff and a matching red mesh see through G-strong with your little clitty tucked for me. You always report to my office before school at seven A.M sharp so I can teach you how to do your makeup. Blue eyeshadow and bright red lipstick with heavy eyeliner makes you look like the good whore you are. Then I lead you into a bright classroom with cameras on the wall. I record everything you do to record it as black mail. For the first lesson of the day, you sit in an uneven chair and write “I am a sissy whore bitch” over and over again. I only let you give it to me and stop writing when you have written 500 sentences. It takes you about two hours. Your hands are cramping and are in pain by the time you are done. You see me smile. You know that you being in pain brings me pleasure. For the second lesson, you get on your knees and go suck the dildo on the wall. Its 10 inches and we are working on having you deep throat it all. So far you can only take 8 inches without gagging and almost throwing up but we are getting there. Soon you will be an expert cocksucker. For the last lesson of the day, I sit on your face until you are begging me to let you breathe again. Once I soak you in my pussy juices, I let you go home. I’ll see you tomorrow for a new lesson.

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Late Night Walmart Surprise

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I was late night shopping at a popular store. I had just stopped by on my way from the club. Dressed in a sexy short denim skirt and a western blouse that showed off my tits, I strutted through the store. I needed mixers for a few more drinks so off to the soda pop aisle I went. When I got there, I was dismayed to find that the kind I needed was almost gone. Only a few bottles remained on the back of the top rack. Of course, there were no employees anywhere to assist me. Then I spotted him. A big old American dream boy at least 6’6″. I smiled and waited for him to approach. “Excuse me sir, can you help a girl out and get me a bottle of ginger ale? He looked me up and down and smiled. “Certainly, ma’am. Be glad to.”
Well, I expected him to reach up and grab one, but instead he picks me up, hands around my small waist so I can reach one. I felt his hands slide along my entire body as he put me down. “What’s up tonight?” he asked. “Just going home for a few drinks.” I told him. “Care to join me?”
I won’t share all of the juicy details but he liked what he found under that denim skirt. He slurped my big cock like a pro. And then he picked me up again, just like at the grocery store. But this time, I was naked, and he slid me down his body, impaling my boy-pussy with his large thick cock. I think I’ll ask strangers for help more often!!

I’ve Got Something Special…

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Daddy’s little boy I used to  be till I  became Daddy’s little girl…and all of a sudden I was both. I was that special something everyone wants but doesn’t have…my Daddy was a very lucky Daddy. His ass was sore as mine was, and my tits were the perfect thing to fuck too. I knew Daddy would never want anything else after having this kind of special treatment. Ever since my tits sprouted Daddy’s been hooked. Everything he ever wanted and more in one special sex package. I am the one that fucks his ass till it pools up with cum…and he fucks my mouth and tits till I am begging for more. I am a horny little boygirl that needs to show you a special hard surprise of mine. Try and taste mine and see how it is throbbing in your mouth. Exactly how you imagined it would be…Just ask Daddy he’s been playing with my cock since before it was big and hard and fuckable. He just found it touchable and suckable, his special lil boy. And then my tits came and so did he (on them) and I was his sweet sexy girl. I wouldn’t have it any other way…you see – you really can have it all.

tranny phone sex (9)

Movie Time

adult phone chat zettaWe decided to go see the new Star Wars movie that has been all the rage. When we got home I was so horny. I dressed up in my black boots with some electrical tape over my nipples and played an evil vileness from a far away star. I took him captive in his pretty little dress and made her my sissy slave. Cracking my whip I shoved her to her knees and made her service me. She loved sucking my alien dick and begged me to give her all my alien cum. But I wasn’t ready to give my captive anything just yet. I told her I planned on breeding her and we would have a half sissy half alien offspring. Just the words made my little sissy cum all in her pretty panties. Of course she had to be punished.

Shopping for a sissy bitch

adult phone chat parisGet in! We’re going shopping. I know you’ve been stealing things from my closet so it’s time to dress you up. We’re going to find the cutest clothes for my pet sissy. The mall is wonderful places to take you that way you get wear the clothes around. I want to stop at the fetish store to get a cute little collar for you. It’s going to have shiny gems and adore the name “BITCH” in the middle. Everyone is going to know you belong to me and you love dressing up for me! You love knowing what a little faggot you are, don’t you?
I can’t wait to pick out some pink little miniskirts for you. Oh! Victoria Secret has the best bras. You’re going to love it. We are going to need to get you fitted by a sales lady. Aw, babe. Don’t be embarrassed. You need to be proud that you’re my little sissy bitch. It’s not your fault you have a small clit and love to dress up. Do not worry, by the time we are done, everyone in town will know exactly what you are. My pathetic little clitty pet!