Archive for the ‘Sissy Lessons Phone Sex’ Category

Aren’t You Just The Cutest!

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                  Actually you totally aren’t! Look at you standing in front of the mirror swaying your hips in your odd yellow thong. Just what the fuck are you wearing? Plus that body hair? Seems to me like someone needs a lesson in being a proper sissy bitch. 

Stop your silly crying, as I’m just the girl to teach you all you need to know. I see that eager look and oh yes, cock sucking will be included. 

Into the shower you go, as we remove all that nasty body hair. Spray you with some shower activated body lotion and you’re as soft as me. Well, not quite!

I think some pink lingerie would be perfect. Yellow?  What the fuck is wrong with you? Pink panties, a pink lacy bra, and a tight pink latex Body Con dress.  That hair? It’s a good thing I worked at a salon

                  After a few drinks, you’re getting curious as to what is next. You hope we are going clubbing, or maybe I’m just inviting some sexy men over. That isn’t what is going to happen, is it?

We drive until we get to the worst part of town. I push you out of my car and tell you not to return until you’ve made me money to pay for all my troubles. You do love cock, don’t you? 

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WritteDelaneyn By: Delaney
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I know Your Truth

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When we first spoke you swore up and down that you only wear your girlfriends sexy lace panties when she’s not around. Well, we all know that’s not true! After confessing all your secrets to me, you felt so much better telling me what a dirty little panty faggot you are. Every night you dream about a thick cock dripping pre-cum in your mouth. You do look your best in your pretty pink panties on your knees.

You’re my panty boy now and I’ll feed your every desire. I’m here to make all your dreams reality now. You might be able to fool everybody else in your everyday life but I know the truth. You crave the desire to be pushed to your knees rubbing your sissy clit. You show me your true devotion while I feed you that creamy cum load that you’ve been dreaming about.

 

 

PhoenixWritten By: Phoenix
Call Phoenix @ 1-866-949-5809
Email: phoenixwillruinu@gmail.com

 

Lady Rayne’s Revenge

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                        Reunions of any sort can be just so dull. Big yawns all around. If I wanted to see any of those losers, I would have kept in touch. Whatever.

                            I moved back when I inherited my grandmother’s home. Knowing the event was so close to my home, I thought it would at least be good for a laugh. Would they even recognize me? I was a bit of a computer nerd/goth back then, and maybe a slight bit overweight. How times have changed. 

I won’t bore you with the details of the event, as it was. Let’s skip to the part of the night where I get the guy that was the football team captain in my home and drugged.

He wakes up in lovely pink satin lingerie. Isn’t he just adorable! I bring over a hand mirror to show him how perfectly made up he is. He tried to talk, but I shoved a ball gag in his mouth. He tried to get out of the restraints, but I suggested he save his energy for later. He will certainly need it. 

  My male friends begin to arrive. A few of them had terrible memories of him as well. The funny thing is, as much as he protested, his poor excuse for a cock was hard, and twitching, 

Let the games begin! 

 

 

Lady RayneWritten By: Lady Rayne
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Email- deviantladyrayne@aol.com

 

 

A Wolf In Sissy Clothing

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You walk around at your office like some big tough guy giving out orders and dominating your employees. You act as if you’re superior to everyone who crosses your path. You like being that bigwig executive with a sick business sense that everyone you know admires.

However, underneath that suit and tie is a pair of pink girlie panties. You’re nothing but a whiney, sissy girl wanting to rub your clitty for your Mistress Julie.

It’s time for you to be punished!

What right does a pathetic sissy girl like yourself have to be bossy to anyone? 

Bend over and touch your toes bitch, my huge strap-on is about to rip you a new asshole. Actually, I’ll be nice and let you suck it first. I suggest you spit on it because that is all the lube you’re getting. 

Now scream like a bitch, I want to hear you loud and clear!

 

JulieWritten By: Julie
Call Julie @ 1-866-949-4110
Email-  jerkit4jules@aol.com

 

 

 

Shopping with Mommy Morgan

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I love this time of year and taking you out for Christmas shopping. There’s so many sales and good deals. 

Let’s go to the mall and our very first stop will be Victoria Secrets.  Let’s check out all the pretty bras and panties.

I see you have your eye on the lacy Cheekey panties. I can’t decide on which color, so I buy you pink, red, lavender, and the dark purple. I love how these panties fit your sweet cheeks and how girly they look on you with the lace and bow. You blush when you put them on for me. Don’t forget we need to get the matching bras with all these panties.  

You ask if you look girly while standing in Victoria Secrets wearing your new little panties. I just laugh and laugh. You’re so adorable. I give you a big hug and kiss.

 

Mommy MorganWritten By: Mommy Morgan
Call Mommy Morgan @ 1-866-307-4657
Email- callmommymorgan@aol.com

 

It’s Halloween Month

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               As everyone knows, Halloween is my favorite time of the year. You can keep your Christmas and Easter. I love any excuse to dress up in costume type fineries. This year, of course, will be no different. Parties, parties, and more parties. 

My parties are infamous for all sorts of debauchery. The men take it as the highest compliment when invited. I do however, have rules that must be followed.

With the special invitations sent out weeks ago, the men begin to arrive. After they’re stripped and examined to make sure they follow my orders, the rest of my party arrives. As the men ogle the other guests, I can see they’re all so very toxic.

They’re sorted out and taken to different rooms. Some of my guests are not  violent people, so my room is nothing but toys and silky lingerie items.  My guest questions why they’re toys, when he clearly has a working dick.

  I slap him for the profanity and push him down on his knees. Under my costume is a huge strap-on. His eye get wide, as he begs me not too. I explain the only lube he’ll get is his own spit.

I can hear everything going on around me. Pleasure sounds, whipping sounds, fucking sounds. What a glorious party this will be.

Join me at my Halloween Party! You won’t regret it, or well maybe you will?

 

Lady RayneWritten By: Lady Rayne
Call Lady Rayne @ 1-888-738-1720
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Email- deviantladyrayne@aol.com

 

 

Spanking Your Sissy Ass

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When was the last time you got a good spanking?

Look at you standing there in your little, lacey panties– you’re ass is begging for it. Bring your little sissy ass over here. I think you need a good, old-fashioned, over the knee spanking.

I pull you down across my thighs. You better not wiggle too much or you’ll fall off onto the floor. I pull your panties over your ass so that you’re totally exposed to me. I caress your ass a little first, letting my nails drag across that tender skin. I see your skin break out in goosebumps and feel your cock beginning to press against my thighs.

I raise my hand high and watch as you stiffen up, waiting for the blow. I let my palm hit hard. The little yelp you give makes my pussy wet. I do it again, and again, and again, making each slap harder.

You’re grunting now and starting to whimper a little. That doesn’t stop me. I want your little sissy faggot ass blistered! I keep slapping until I feel something wet on my thighs. I push you off and see your cum all over my thighs.

That’s a bad girl.

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BambiWritten By: Bambi
Call Bambi @ 1-877-399-6245
Email- talknasty2bambi@aol.com

 

Pretty Sissy Princess

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I love talking to my favorite crossdressers and sissy boys. I love when you tell me how much you enjoy the feel of a woman’s panties, stockings, and lingerie on your smooth, soft, silky skin.

I hear the excitement in your voice when you look at yourself in the mirror wearing  gorgeous panties and a matching bra. I love that you feel so confident and sexy walking around your bedroom in your stockings and heels, feeling so girlie.
When you call me, I want you to be ready to strut your stuff  like a pretty little sissy princess. Give into your desires and let that sissy boy come out and be the beautiful girl you are always meant to be.

 

 

Written By: Parker
Call Parker @ 1-888-307-4889
Email- playfulparker4phone@aol.com

 

 

Experienced Feminization Mommy

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Don’t you just love to play dress up? Are you a shy panty slut who needs an adoring Mommy to teach you how to be a sexy pretty little girl? Oh Goodie! I have closets full of sexy, lacy outfits. Nice silky panties to put over your freshly shaved pussy.

I know you’re eyeing those sexy thigh highs. Say “Please Mommy, can I put on your pantyhose?” That’s a good girl. Mommy likes to play dress up, but it’s no fun playing dress up all by yourself!

Why don’t you come over and let me pamper you and teach you how to be a sexy panty slut. There’s one thing though, you better mind me or you’ll reap the punishment. I have a nice ribbed wooden paddle that I would love to beat your ass with.

If you need an experienced feminization Mommy, call me now.

 

Written By: Cynthia
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Don’t You Wish

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You’re now under my supervision on becoming the perfect sissy slut. I do all I can teaching you to be that hot woman that all the men crave. I help you pick out your stripper heels and then teach you to walk in them. I know what men want, so we pick out the perfect lingerie to make your waist smaller and your hips girly and curvy.

I make sure you buy the high end brands of makeup and teach you how to get smoldering sexy eyes. Look at you! Only thing left is to teach you how to suck cock and get fucked like you really want it.

You’ll never be as hot as Mistress Daphne though. Don’t you wish you had my perfect tits and toned body? Even cosmetic surgery will never make you as hot as me. Practice makes perfect so if you can’t look as fine as me, you can take cocks so good that all the men will love you. Trust me my little cock whore, while fucking your pretty red mouth, they’ll be looking at me, your Mistress. Earn that money for me and just maybe you’ll get what you’re craving.

 

DaphneWritten By: Dirty Daphne
Call Daphne @ 1-866-676-9681
Email- xoxodaphne@aol.com

 

You’re Such a Pretty Girl

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You rush home from school every day. You know that Mommy Morgan won’t be home for a few hours. You have the house to yourself and you raid her lingerie drawer.

Every day you pull out every single pair of Mommy’s panties and place them all over her bed. Then you get naked and hop up on the bed. You pick up each pair and rub Mommy’s panties all over your body. The feeling is intoxicating.

You edge yourself with a pair of panties until you can’t stand it any longer and then you squirt into them. You don’t want to anger Mommy so you carefully fold and return all of panties so she does not discover your naughty secret.

This afternoon, you wonder what it would feel like to actually wear Mommy’s panties. You decide to put on a pair of black extra silky lacy panties. You see your reflection in the mirror. It’s very exciting. You find a black garter belt and black stockings, and you put them on. Thrilling! You find a black bra and put that on too.

You edge and edge yourself losing all sense of time. Mommy walks in to her bedroom and finds you looking so hot and sexy. You’re amazed that Mommy is smiling and happy to see you dressed in her black silky lingerie.

She hugs you so tight and whispers, “You are such a pretty girl,” and you explode right into Mommy’s panties.

 

Mommy MorganWritten By: Mommy Morgan
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A Naughty Tale

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I have an erotic tale for you to satisfy that inner “girly” urge to have the ultimate kinky experience. You fantasize being dressed up like a slutty girl, taken to a party and be treated like a little cock sucking whore.

Our sexy adventure continues as I will pick the “PURRRRRFECT” pair of panties and sexy lingerie to turn you into a smoldering sex kitten. MEOW!!! You can borrow some of my sexy stockings or pantyhose, heels, and I will select the perfect shade of lipstick for those pouty lips of yours.

You giggle in delight as the tale continues as I slip you into your sexy dress. You feel like a slutty Cinderella getting ready for “The Cocksucker’s Ball” where your Prince Charming is big, thick and hard.

I walk you into the party and all eyes are on you! You’re one hot little piece of ass, with the sweetest mouth. At the party, you’re so sexy that they’re lots of big cocks for you to suck.

In my naughty little tale, you don’t turn into a pumpkin at the stroke of midnight, you just get covered in cum, my precious, slutty princess.

 

BrynnaWritten By: Brynna
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Little Dick Losers Are So Much Fun To Fuck!

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I got a call from one of my sissy boy’s this morning. It’s always a great laugh to start my day. He’s one of my favorite sissy’s to tease and taunt. He has a little baby dick so there’s nothing he can do to please me.

The first time we talked, he emailed me a picture. His little pencil dick was the size of a tootsie roll! I laughed in his ear for 5 minutes straight!

Today I told him to put on a pair of pink panties. This made him feel so pretty. I forced his head onto my strap-on until he gagged. I pushed him down onto his bitch knees and fucked his pansy asshole. I defiantly wore that little hole of his out.

I pulled out my strap-on from his ass and shoved it deep into his mouth, forcing him to suck clean all of his ass juices. I used and abused his holes. I do believe that little dick losers are so much fun to fuck.

I will be spending my day sipping wine and having fun laughing at pathetic fucks like you. It will make for great stories to tell to all my friends tonight when I go out!

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PhoenixWritten By: Phoenix
Call Phoenix @ 1-866-949-5809
Email: phoenixwillruinu@gmail.com

Wrapping Your Lips Around Tommy Lee

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I saw something the other day that kept me in bed all fucking day. I saw Tommy’s Lee’s fucking enormous, sexy cock. Big, thick, and perfect. When I had enough of me time, I began thinking of the fuck toys in my life. Sorry guys, none of you can even fucking compare. Then I decided maybe it was time I went on a quest. I even had the perfect guy friend to take along. 

He was so excited when I texted him. He gushed over all the clothes I suggested he wear. He seems to love pink. While applying his pink, shiny lipstick, he seemed a little annoyed.  Ah, of course for now on, especially in our quest, he will be a she. 

           Apparently, we have the same taste in bed. Bad boys!  I suggested the local biker hangout.  The huge, shiny, sexy bikes were all in a row in the parking lot. My friend and I seemed to be the only females around. The “is your cock as big as Tommy Lee’s quest begins”.

 

 

HarleyWritten By: Harley
Call Harley @ 1-866-415-6699
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Koko’s Little Bitch

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You come to me because you have significant issues. You lack confidence with women because you have a tiny little penis. I have to put my glasses on to see it. You’re that tiny. It’s only a couple of inches. You need a lot of work.

I don’t wish to have to look at that tiny little thing anymore, so here’s a sexy little thong. Your little package is tucked quite nicely inside my thong panties. Turn around and show me your ass with your panties tightly going up between your cheeks.

Now you’re ready for your session. You’re going to be my submissive panty boy. You need to accept the fact that the only attention you’ll ever receive from a Goddess, like me, is that you can be a devoted little bitch. You’ll learn to find pleasure in serving me, and be obedient and loyal. You’re always craving more and more. You feel that you’ve been hypnotized.

As your reward, I’ll let you pleasure yourself. I’ll train you and guide you to cum in your panties, with lots of edging. 

 

 

KokoWritten By: Mistress KoKo
Call KoKo @ 1-866-949-5809
Email: AOL/Yahoo kokowillruinu

 

 

Surprise For My Sissy

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I have a caller that is a little sissy. He loves to wear my sexy bra’s and panties. After he’s all dressed up, he likes to lay on my bed and get fucked like a slut with my big strap-on. He likes when I call him all kinds of names, it makes him squirt so fast. I can’t help but to just laugh and make fun of his little pussy hole.

He’s starting to really enjoy my strap-on which is a good, and a bad thing. The bad thing about that is his little man pussy is getting to use to it. He needs something bigger! I want to see his tight hole gapped open like a little sissy whore.

I have something very special planned for him tonight. He’s excited to get fucked but what he doesn’t know is I am going to blindfold him and swap my cock for my lovers 13 inch cock. Won’t my sissy slut be surprised?

 

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Written By: Parker
Call Parker @ 1-888-307-4889
Email- playfulparker4phone@aol.com

 

 

I Fucking Dare You

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It’s been so much fucking fun dressing you up and bending you over. I think you’re ready for so much more. Look at my bitch in her pink thong and pink patent mini skirt. You have finally mastered walking in your sexy, pink 6 inch pumps. The fucking thing is, I am bored with it all. I need so much more to stimulate me.

It’s time you went out and earned your keep. You hardly resemble a man anymore. You’re so fucking small, your dick can pass for a clit. Now if you only had tits to go with the big clit. I hand you your hormones and you swallow without question. The body hair is thinning out and you have perfect 34 C’s. 

You question why men are arriving. You thought you were all dressed up to go out. I explain we will be going out, but first you need to be broken in. Your eyes light up at the thought of a real flesh and blood cock. Your mouth is beginning to water. My bitch is actually drooling over the thought of all those cocks. 

Now, I dare you to hit the streets and pimp your sexy ass out!

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MalayaWritten By: Malaya Maxxx
Call Malaya @ 1-866-659-8370
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Your Personal Stylist

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It takes more than a little pair of panties and some lipstick to look girly.

A sexy girl must have style!

Give me a call and I will make you over into one hot girl!

Let’s get you in a hot outfit that accentuates the best parts of your body. Just imagine your body slipping into some gorgeous black stockings, beautifully selected lingerie. I want to see you in something incredibly sexy. If you look sexy, you feel sexy.

I’m just getting started with you. Let me pick out every little detail.

Have you tried to put on make-up, but it never looks quite right? I can give you some tips with make-up that will compliment your eyes and make your cherry red lips pop.

Theses complexities and these little nuances will make you feel girly and beautiful.

Once you are dressed head to toe, I will teach you how to seduce with your lips, bat your eyes, flip your hair, and dangle that high heel from your toes. I’ll turn you into one seductive cock tease.

 

BrynnaWritten By: Brynna
Call Brynna @ 1-866-511-5538
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Transformation

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You bring your stunning wife to me for a session. Honestly, she looks fucking scared. I don’t think she wants to be here.  I can figure out a man in less than 5 minutes. I don’t think it’s her that needs or wants my session. Look at you all manly, pretending you’re something you’ll never be. 

I explain to you that I need to have a private chat with her. I explain it’s all in the contract he signed.  Once I get her alone, she tells me the whole story.  Ah, so it seems what we have here is a man who really doesn’t want to be in control. You have a man with a dick so tiny, he could please no one. Here we have a man who plays in his wife’s toys and her pretty lacy things. The solution to this session is quite simple.

  I demand he strip for me. I examine him. Funny how some men have it all and others like him have nothing. After he’s sedated, I explain that it’s him getting a session, and many more will follow.

I hand him a pill to relax. This is the beginning of many pills to follow.  Once you look enough like a bitch, it’s time for you to see just what it’s like to be a woman. 

 

IvyWritten By: Poison Ivy
Call Ivy @ 1-866-949-6550
Email-poisonivy4phone@aol.com

 

 

Arsenic, Ice, And Nothing Nice

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     Growing up my parents always told me that I was a very strange child, with my black hair, and pale skin.  They basically ignored me till the day daddy caught me playing with my dolls. That was the day he began paying so much more attention to me.

               I made little whips, and strap-ons for my female dolls.  I stripped all the boy dolls, tied them up in various ways then put the whips in the girl dolls little hands.  They all looked so cute.  When ever I played like this, I could feel a wetness between my legs. What was that about? 

Phone sex daddy asked me if he could play dolls with me. I guess maybe daddy felt bad and was trying to get closer to his baby girl? First, we had a special tea party and then we began to play. Daddy asked me if I ever wanted a life size boy doll to play with. Can you imagine that he wanted me to do the things to him, that were being done to my male dolls. 

As you now can see, I was made to be a Dominatrix.  From the time I was a wee girl with my dolls to now, my aim in life is to have a lovely basement full of men to torture, and fuck. Delicious!

 

Lady RayneWritten By: Lady Rayne
Call Lady Rayne @ 1-888-738-1720
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Email- deviantladyrayne@aol.com