Archive for the ‘Sissy Lessons Phone Sex’ Category

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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Email: Aol/Yahoo- cumrideharleyphonesex

 

 

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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Email: malayamax@aol.com

 

 

 

 

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
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Email- badbrynna@gmail.com

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

 

 

 

The Perfect Sissy

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You look so pretty dressed in my pink bra and panties. I love playing dress up with a guy and bringing out his inner girly side. I love all the feminine details. Hair, nails, perfect color eye shadow to go with your eye color.  Of course, we got to give those eye brows a nice high arch.  

We pick out the perfect lingerie to fit our mood. Girls styles have so many options: classy, sexy, slutty, trashy, sophisticated, pretty, and cute.

I love to find those little finishing touches that complete your look. Jewelry, hair ribbons, heels, make-up, perfume, and of course, we have to find the absolute perfect pair of panties for you!  You know how much I love panties, and love sharing my panties with you little sissy sluts. 

Getting you dressed up for a party is so much fun! I love turning you into the perfect sissy and then showing you off to all my friends.

 

KimberleyWritten By: Kimberley
Call Kimberley @ 1-866-835-6067
Email: naughtygirlkimberley@aol.com

 

 

Pretty Sissy

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You’re going be a pretty sissy when I’m done with you. I’m willing to do all the hard work for you. I’ll take care of the clothes and makeup. You just relax. I’ll have you feeling just as sexy and slutty as I am. It’s not gonna happen by it’s self. That’s why I’m going help you.

I have the perfect outfit to get started in. I love when your clitty gets hard when you try on the new pink silky panties I bought you. How do you like the fabric rubbing against your ass cheeks? I also bought you your own personal pink dildo. I want you to show me how slutty you want to be. I watch you bring the dildo to your mouth making it slippery and wet. I watch you try to take it deeper while the tears stream down your face and you start gagging and squealing like a girl.

You still have a ton of work to do before you become the perfect sissy. The first lesson is to learn to deep throat your dildo for me. Once you’ve accomplished that, we can move on to a nice fat cock and we can continue our lessons.

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

 

 

Gang Bang Daddy

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   Well aren’t you just the cutest little thing! 

I rush home from school hoping to have the house to myself, but there you are. I hear strange sounds from my bedroom, so I quietly open the door to see. There you are in my sexy lingerie. I try not to laugh, but everything is just all wrong for you. You try and make excuses, something about a Halloween costume. I know the truth.

                I tell you that I can make you into such a sexy bitch, but you will need a makeover. Those hairy legs need to go! 

I shave your legs and then lots of sweet smelling  lotion for those sexy legs. You sit at my vanity as I put on your makeup. Lots of mascara and shiny lip gloss. The men love to see smeared makeup rolling down your face after you give a blowjob.

Now stockings to show off those sexy long legs and of course, heels to show off your fuckable round ass.

You look amazing! So naughty and sexy.

Oh no! Now you are all dressed up with no place to go.  Don’t worry, your baby girl has a plan. I start texting all my guy friends from school. Now it’s a party!

You drool as you see all the football players from school arrive. Time to turn you out.

 

  

WritteDelaneyn By: Delaney
Call Delaney@ 1-888-566-2337

 

 

 

Hey Panty Boys, I Want the Details!

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My dearest little panty boys, I know you picked up some new panties at Victoria Secrets. It’s so easy this time of year to buy new panties. I’m dying for you to tell me all about them. Maybe even send me pics of you in your new little panties.

I want to know all the details! What color are they? Where did you get them? Was it exciting to hand them to the sales lady when you were buying them? Did she give you a little wink or little smile? Of course she knew they were for you!

Don’t they feel so good?  I bet they look so cute on you. What style did you buy, bikini or thong?

I can’t wait for you to call me and tell me all the details. Then, I am going to make you cum so super hard in your brand new sexy panties!

 .

 

IsabelleWritten By: Isabelle
Call Isabelle @ 1-866-704-9517
Email- isabelleisgoing2rockurworld@aol.com

 

 

Sissy Lessons with Phone Sex Lexi

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Are you a sissy like one of my good callers? It’s funny Michelle is the “femmie name” I gave to a regular client of mine. She’s a true sissy through and through.

Her and I have spent a lot of nights on the phone talking and sharing our inner most taboo secrets, doing our nails, or trying on new clothes for each other. I have taught her well in the ways of being a prim and proper sissy. Not to mention, a mind blowing cock sucker! I must admit, my sissy training has definitely paid off very well.

We ordered her the perfect dress and lingerie. Oh yes! Michelle is going on her first date with a hot stud. How lucky is she? I want her in white lace crotchless panties when her date pops that tight, virgin ass cherry.

I just know that she’s rubbing her little clity right now thinking about her very special date night to come. All her cock sucking lessons will surely pay off nicely. 

You have a lot to learn from Phone Sex Lexi! I love making you into my little girly sluts.

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LexiWritten By: Lexi
Call Lexi @ 1-866-924-5732
Email: phonesexlexi@gmail.com

 

I Love Panty Boys!

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Lately, I’ve been thinking of my love for panty boys. I love taking off my pretty pink panties and putting them on a willing panty boy and showing him off.

I like helping them learn to suck cock just the right way, and then watching him take a nice big cock for me as I cheer him on. It turns me on!

 I’d like to extend an open invitation to all panty boys, closet bi’s, girly sluts, and outright fags. Call me. Share my panties, and share some cock. Discover what it’s like to be a Pretty Princess with me.

Don’t worry straight guys, I haven’t forgotten about you. If wearing panties isn’t your thing, maybe I could put on a fashion show and model my sexiest lingerie for you. I just bought about $200 dollars worth of new stuff at Victoria Secrets. I’d love to show you what I have, then have you take it off before you fuck me!

Shopping with Bailey

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Awww, look how precious you look! You’re such a pretty girl.

Come over here, let me help you a little. Your makeup needs a little fixing. There, that’s better. Now you’re absolutely gorgeous! I have a soft spot for pretty panty boys like you. I know how badly you want to embrace your feminine side. There’s nothing wrong with it. I’m more than happy to help you make that happen. I don’t judge. In fact, it turns me on a lot. I’ll tell you what, if you’re going to my beautiful girlfriend, then you should have all the benefits that come with it. After all, there’s nothing more fun than an afternoon of shopping with my little sissy. If I’m going to spend the time getting you to look perfect, we have to go out and show you off, don’t we?

Just think, we can go to the mall and you can model different outfits for me. Of course, we’ll have to stop off at a lingerie store. You didn’t think I’d leave out the best part, did you?

When we’re done and we can’t carry anymore, we can go grab some lunch. Lunch is almost as fun as the shopping. Just think, we can have a few glasses of wine and share secrets we know about the people we know.

Once we’re done with lunch and feeling a little buzzed, then we can go home and try on the lingerie again. Did I tell you how I love the feel of silk pressed up against my body. Just thinking about it makes me want to go shopping right now.

What are you waiting for? Let’s go do some damage.

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BaileyWritten By: Bailey
Call Bailey @ 1-877-504-7189
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Email: sexybailey101@aol.com

 

 

Feminization Training Phone Sex

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Are you looking for feminization training? Well, then you need to prove just how good of a sissy you can be for me. I am going to pull you by your long wig and wrap your wimpy hands firmly around my strap-on. Do you feel how realistic my rubber cock is? Feel how hard, firm, thick, and long it is? I am going to make sure to teach you a lesson, a cock sucking lesson, as you’ve been a naughty cross dresser sissy lately.

When it comes to feminization, I have no limits. Our sessions can be a simple GFE (girlfriend experience) where we share secrets, or tips about clothes, make-up, boyfriends, etc. Or, as hardcore as me dressing you up and making you suck off my well hung black friend. You decide but you will be a good sissy slut for me, oe there will be consequences.

 

 

KimberleyWritten By: Kimberley
Call Kimberley @ 1-866-835-6067
Email: naughtygirlkimberley@aol.com

 

 

 

 

Now it’s Your Turn

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 I know you like being dressed up all pretty in my panties. You like having your face made up with Miss Angie’s bright red lipstick all over your sexy mouth.

You  pretend to be such a strong man in public but you know how twisted your fetish really is. Watching you dress up just for me makes me keep all your dirty little secrets. But, we both know the only way for you to get that little cock hard is to be a sissy panty boy, doing everything Miss Angie asks of you!

I pull your pretty panties to the side and you take my big strap-on deep inside your man pussy. As much as I love fucking your sissy holes, it’s time for you to take the real thing. I know how much you secretly desire my lovers cocks, and now it’s your turn.

 

 

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Written By: Miss Angie
Call Angie @ 1-866-662-5209
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Email- missangieknowsbest@aol.com

 

 

 

Transforming Into a Fabulous Sissy

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So you have a desire to be girly! It’s much fun to be a girl!

There is so much more to being a pretty girly girl or a cute sissy than simply putting on a silky pair of panties. It’s hard work to look good. There’s many details and so much to learn. So many tricks and secrets to luscious long hair, lovely lips, and heavenly hips.

Let me teach you how to look classy and feel fabulous.

Have you been experimenting with cross-dressing but are you having trouble pulling it off? Something not quite right? When you look in the mirror do feel silly instead of feeling sexy? Do you feel like one hot mess instead of a beautiful girl? No worries, sweet cheeks!

Give me an opportunity to help to you be a beautiful girl. I can give you some make-up tips, and share some beauty secrets. After all, that’s what girls do. I can suggest some exercises that will shape your body into one bodacious babe if you want to make your transformation complete. Or you can cheat and get some body shapers that can create that effect.

We can shop online together. I can help you pick out really beautiful lingerie that makes you feel and look so sexy. Understanding the difference between sexy and trashy is crucial. You can be a hot slutty girl, but never under any circumstances, look trashy. We can select the right colors that compliment your hair, eyes and skin tone. My only goal is to make you to feel confident and beautiful.

 

IsabelleWritten By: Isabelle
Call Isabelle @ 1-866-704-9517
Email- isabelleisgoing2rockurworld@aol.com

 

 

 

You Are A Fag

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Let’s face it, you are a fag.  That’s cool though, as I love fags. Most girls watch guy with girl porn, but I watch guy on guy.  You’re still trying to decide if you are gay.

You dislike pussy, even mine? You are a queer. Fucking face it, you love cock. You are gay. Maybe it’s time for me to show you just how much of a queer boy you are.

I love how you blamed your boring girlfriend and told me that if she were more experimental. Guess what? You would still be a cock sucking fag.

Guess what else? Maybe I should just contact her and blackmail you. Maybe, I would be doing you a fucking favor, so you can get all the cock your fag mouth and ass desire? I am just here to help in the end. Now, if you believe that!

I’m in the room looking hot as fuck, your boring girlfriend is there, and then we have a tall muscled guy with a 10 inch cock. You’re down on your knees before he can even unzip his pants. Guess what, you are a fag!

 

 

 

 

MalayaWritten By: Malaya Maxxx
Call Malaya @ 1-866-659-8370
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Email: malayamax@aol.com

Valentine’s Day Panties

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 You have been snooping in my bedroom again, haven’t you?  You see the sexy red satin panties on my bed. For a brief moment you think about me in them, but then your thoughts go in a very different fucking direction. You check the time, and know I won’t be home for several hours. You giggle, as you rub them against your face, feeling how soft they are. Checking the clock again, you  slowly strip as you watch yourself in my full length mirror. You put on Bump and Grind, and begin to dance as you slip on my red panties. You run your hands down your body, feeling so sexy.

You hear laughter at the door, and turn around to see me and 2 friends watching you. Don’t you look so adorable?  My girls dance with you for a few, as I pick out sexy lingerie for you. A red clincher, red 6 inch stilettos, red satin bra, cherry red lipstick, and a red wig. You look like a slut! You’re so excited, and begin to dance some more. 

You beg us to take you out for the night with us. We pick the perfect dance club. There is always hot professional men looking for a walk on the wild side. You flirt with the bartender, and you get all our Painkiller cocktails for free. That gives us all an idea. We’re all giggling but you have no idea why. I talk to the bartender and soon men are waiting in line at our table. I take their money and follow you into the restroom. You pull up your dress and take off your panties. A line is forming, and I watch you take 4 cocks at once. Quite impressive, I must say.

Happy Valentine’s Day to all my Sissy Sluts!

 

HarleyWritten By: Harley
Call Harley @ 1-866-415-6699
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Email: Aol/Yahoo- cumrideharleyphonesex

 

Jade’s Closet

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http://www.smittenkittens.net/Journal/wp-content/uploads/2019/12/jade1.jpgAre you jealous of my naughty schoolgirl outfit? You wish you could wear something like this, don’t you? I bet my hot, little outfit would look so good on you. In fact, I have many outfits in my closet for you to wear. After I pick out the perfect, slutiest outfit, I’ll do your makeup. All my girlfriends want me to do their makeup, so you’re in good hands.

My strap-on will defiantly be coming out and shoved in your slut holes, along with other toys from my collection. Don’t get to use to the rubber though, because soon enough you’ll be experiencing the real thing.

I will make you look and feel really girly. I know you’ve been fantasizing about this for awhile now, and this is the time to make you the perfect sissy you’ve been wanting to become. Once you step into my closet, there’s no going back to your plain ole boring self again.

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Written By: Jade
Call Jade @ 1-866-949-4312
Email- juicyjade4fun@gmail.com