Archive for the ‘Sissy Lessons Phone Sex’ Category

Gloryhole Sissy Slut

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I took one of sissy sluts to one of my favorite sex toy shops the other day. He thought we were going to pick out a new toy but little did my sissy slut know, I had something else in mind.

When we got there, I escorted him to the back room. He was curious what we were doing and I explained to him he was going to be my little cock sucking whore because this was a glory hole.

My sissy was a little nervous at first but once that first stranger cock poked through the hole, he got into position and sucked away. I have to admit, it was hot watching my sissy suck cock after cock from random guys.

He guzzled every cum load and I was so proud of my glory hole slut because I taught him everything I know.

Bambi
Written By: Bambi
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Back To School Shopping

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Well it’s that time of year again. Time to get you ready to go back to school.

There have been quite a few changes this summer. We have let your hair grow and we have been playing fun dress up games in the privacy of your Mommy Morgan’s bedroom.

Now, I think it’s time to throw away all your boy clothes and take you shopping for all new girly things. We can start at Victoria Secrets. You can pick out all the little bra and panty sets you want. Those cheekie panties look so cute on your butt, but we need to get you a couple of thongs so you don’t have any panty lines.

We will need to get you lots of skirts, girly tops and some cute dresses for you to wear.

You’re so excited! After shopping, we will stop at the salon. We can both get our hair and nails done. Should we do pink or red?

It’s so much fun taking you out as girl! I love showing you off, my Pretty Princess.

 

Mommy MorganWritten By: Mommy Morgan
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Pretty Little Thing

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I see you trying to get a glimpse of ladies looking at lingerie, and maybe even sneaking into the changing room to sneak a peek. I wonder where your parents are and if they know what you are doing? Such a dirty, and naughty boy! 

Come with me, I promise to give you some of what you want. I won’t tell, you don’t have to worry as I have things totally under my control. 

Red is my color, I wonder what yours is?  I hold up a silky blue nightgown to him. He seems confused, or maybe not. He insists he was looking at the ladies, not the lingerie. Funny thing when your tiny slip of a cock doesn’t lie. I can see the tiny little bulge in your pants. I try not to giggle, but how could I not?

I help him out of his clothes. He puts on the silky gown, as a wet spot forms on the outside of it. I could just let him get his clothes back on and he could leave.  What fun would that be? I take a few items out of my purse and make him up. Perfect!  

My friends are just going to “eat you up”, you pretty little thing. 

 

Lady RayneWritten By: Lady Rayne
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Pathetic Sissy Boy

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I had a great call today with one of my favorite little sissy’s today. I absolutely love using and abusing my sissy boy.

Today I was nice enough to let the little pathetic sissy actually stick his tiny dick in me just so I could humiliate him for having such a tiny nub. Then when he came, I made him lick his own cream pie right back out of me.

 I pulled my sissy boys panties to the side so my strap-on could give his man-pussy a good, hard fucking. He also enjoys when I get rough with him! My sissy is such a dirty little slut.

It turns me on so much to use him as my personal cum dumpster and have him clean up all of those loads of cum. He’s such a pathetic little slave and deserves to be humiliated and used in all ways.

 

JulieWritten By: Julie
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Email-  jerkit4jules@aol.com

 

 

 

Your True Nature

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   Admit it, you always wanted to party with a sexy goth girl. You imagine black corsets, black boots, and filthy, dirty, nasty sex in odd places. You’ve always imagined it, but were too scared to even approach one. You couldn’t believe your luck when I invited you to a private party. 

What is cliché to me, is what you imagine in your dreams. We’re at a graveyard, the moon is bright, and I’m dancing in the moonlight nude. Hold on there loser, you seem to have the wrong idea about who you’ll be fucking or shall I say who will be fucking you.

    As we walk further in, you can no longer see the road or traffic. You see a group of very large black men, lights, and  cameras. You seem a bit confused. Where are the other goth girls? Where are the young ones? 

Don’t worry, it’s all under my control. It’s time for you to be the little cock sucking bitch I always knew you were. 

 

IvyWritten By: Poison Ivy
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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? 

.

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
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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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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
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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
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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
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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.

.

BambiWritten By: Bambi
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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
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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
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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!

.

 

PhoenixWritten By: Phoenix
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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
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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