Archive for the 'Sissy Lessons' Category

Page 5 of 33

Open Wide

Published on in Cock Sucking Phone Sex, Feminization Phone Sex, Guys Sucking Cock, No Taboo Phone Sex, Panty Boys, Panty Slut Phone Sex, Sissification Phone Sex, Sissy Lessons, Sissy Phone Sex and Strap-On Play Phone Sex. 0 Comments

Put on your girly panties and get on your knees. I’m in the mood for some strap-on play with your skilled cock sucking mouth.  I love teasing you and rubbing my big cock all over your face, making you beg for it. I love making a mess out of your red lipstick. It really shows me what a good cock sucker you are.

I want you to get slutty for me. Run your tongue all over my strap-on. That’s a good sissy, press your lips to the head of it and start begging for me to fill your mouth. I know how bad you want it, I just like to hear you beg in those adorable panties. I love pushing my cock all the way to the back of your throat, listening to you gag on it. I know you want to be the best sissy around. 

You have mastered the art of cock sucking and now on to the next step.

 

 

Written By: Faith
Call  Faith @ 1-888-372-9750
Email- cumtobedwithfaith@yahoo.com

 

 

 

I Know That You’re Craving Cock

Published on in Anything Goes Phone Sex, Blow Job Phone Sex, Cock Curious Phone Sex, Cock Sucking Phone Sex, Cock Tease Phone Sex, Cream Pie Phone Sex, Crossdressing Phone Sex, Cum Eating Phone Sex, Humiliation Phone Sex, Lingerie Phone Sex, No Taboo Phone Sex, Oral Phone Sex, Panty Boys, Pantyhose Fetish Phone Sex, Phone Sex, Sissification Phone Sex, Sissy Lessons, Sissy Phone Sex, Stockings and Garter Belts, Submissive Phone Sex and Wet Pussy Phone Sex. 0 Comments

I want to make you feel extraordinarily sexy today. I know that you’re craving to take a cock into your mouth. It’s time! It has been a couple of months since you’ve given a blow job and had the taste of cum in your mouth.

I have all the lingerie ready for you to slip into. It feels so sensual against your skin. Maybe you want to look elegant and classy or maybe you want to look very slutty. I have a pair of stockings and a garter belt for you and the sexiest pair of panties. I know you’ll wiggle your little butt for me in your little panties. I might even let you lick my pussy while we wait for my boyfriend to arrive with is hard thick eight inch cock ready for you to suck.

 

Written By: Brynna
Call Brynna @ 1-866-511-5538
Email- badbrynna@gmail.com

Sexy Holiday Slut

Published on in Anything Goes Phone Sex, Feminization Phone Sex, Holiday Phone Sex Blogs, Masturbation Phone Sex, No Taboo Phone Sex, Panty Boys, Phone Sex, Sissification Phone Sex, Sissy Lessons and Sissy Phone Sex. 0 Comments

 

You seem so sweet and innocent but I know your naughty secrets. You’re a cute, dirty little panty thief.

I know you’ve been wondering what I got you for Christmas. Well, I thought we can start early! Let’s open your gift now, only because I think it’s time that you stop sneaking my panties out of my room. I know you’ve been wearing them. I know you want me to teach you how to be sexy slut. 

I got you your own sexy pair of panties along with a matching babydoll dress. You’re going look like the cutest holiday slut. Before we start making our rounds on Christmas, let’s fit in a little holiday masturbation under the tree with each other.

Let’s try on your sexy little outfit. I’ll teach you everything you’ll need to know this holiday season.  Spread those sexy legs and show me how you rub your clitty.

 

Written By: Janene
Call Janene @ 1-866-949-4105
Email-jerkit4janene@aol.com

 

 

Sissy Lessons For You

Published on in Cock Curious Phone Sex, Cock Sucking Phone Sex, Crossdressing Phone Sex, Cuckold Phone Sex, Feminization Phone Sex, Panty Boys, Panty Slut Phone Sex, Panty Worship, Phone Sex, Sissification Phone Sex, Sissy Lessons and Sissy Phone Sex. 0 Comments

So you want to become a sissy? Do you desire to be a slutty girl?

I will make you the hottest girl in the room that can seduce anyone she wants.

Let your inner slut blossom.

I will take you to extremes, and take you beyond even your own expectations. We’ll let that hair of yours grow long or find you a wig. We’ll get you the right shades of make-up and all the little things that make a slut feel and look “girly.”

I can’t wait to dress you up in sexy lingerie, but to truly be a slut or a sissy, they’re so much beyond a little pair of pink or black panties.

Once I get you looking all girly, you’ll start to feel slutty. I will teach you how to walk like a girl, seduce like a girl, lick pussy like a girl, and suck cock like a girl. It’s so much fun to be a slutty girl!

I’ll teach you “girl code”, all the secrets that ladies know how to seduce and how to get what she wants.

 

Written By: Ava
Call  Ava @ 1-888-716-5587
Email- hotmilfava@aol.com

Pretty Sissy

Published on in Panty Boys, Phone Sex, Sissification Phone Sex, Sissy Lessons, Sissy Phone Sex and Toys. 0 Comments

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.

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

 

Sissy Slut Training

Published on in FemDom Phone Sex, No Taboo Phone Sex, Phone Sex, Phone Sex Lexi, Sissification Phone Sex, Sissy Lessons and Sissy Phone Sex. 0 Comments

 

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.

 

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

 

Gag The Fag

Published on in Anything Goes Phone Sex, Big Cock Fetish Phone Sex, Big Cock Phone Sex, Bisexual Phone Sex, Blowjobs, Deep Throat Phone Sex, Guys Sucking Cock, Loser Phone Sex, Married Men Phone Sex, No Taboo Phone Sex, Sissification Phone Sex, Sissy Lessons, Sissy Phone Sex and Small Penis Humiliation. 0 Comments

 Sometimes when it comes to sissy boys all I can do is laugh. I have a caller that had me laughing so hard, I almost pissed my pretty, pink panties. I mean humiliating him was fun enough. I loved teasing him about his little pin dick. Then he squealed like a little girl when I told him I should tell his wife and then it happened… 

I forced him to play a little game called “Gag The Fag”. I say forced but him and I both know he loves it! Several of my friends came over with their boyfriends and then the fun really began! We saw how quickly we can make the fag gag on their big, fat cocks.

I decided I wanted to add an extra step to the game. I blindfold him and tied his hands behind his back so he can’t touch or see just how big a cock is about to fuck his mouth.  Sounds like fun doesn’t it? Queer boys are so much fun!

 

Written By: Charlie
Call Charlie @ 1-866-825-4709
 Email- coedcharlie@aol.com

Sissy Makeover with Sylvia

Published on in Crossdressing Phone Sex, Feminization Phone Sex, Granny Phone Sex, Humiliation Phone Sex, Lingerie Phone Sex, No Taboo Phone Sex, Panty Boys, Pantyhose Fantasy, Sissification Phone Sex, Sissy Lessons and Sissy Phone Sex. 0 Comments

 If you’re looking for a hot, mature woman that will dress you up in frilly lingerie then your search is over, hunny.

My cunt gets so wet every time I dress up one of my many sissy boys. I have sexy, lacy lingerie in all colors. I have several different types and colors of wigs to complete the look. And of course, you need a pair of fuck me heels.

Once I have made you into the slut we both know you are, I will parade you in public. We can go shopping together, not just for sexy clothes, but I’ll take to the supermarket as well.

I will also introduce you to my friends. If you’re good, I’ll turn my girlfriends loose on you and let them fuck your sissy boy brains out.

 Call now for your Sissy Makeover!

 

Written By: Sylvia
Call Sylvia @ 1-866-431-6367
Email- seducinggrannysylvia@yahoo.com

Daddy is a Sissy Slut

Published on in Ass Eating Phone Sex, Ass Licking Phone Sex, Crossdressing Phone Sex, Cuckold Phone Sex, Deep Throat Phone Sex, Family Fun Phone Sex, Family Fun With Daddy, Masturbation Phone Sex, Naughty Confessions, Panty Boys, Panty Slut Phone Sex, Sissification Phone Sex, Sissy Lessons and Sissy Phone Sex. 0 Comments

 What is he doing in my room?  I come home from the beach and daddy is laying on my bed wearing just my panties. He is pinching his nipples and making girly sounds. I watch for a bit, then decide daddy needs to be punished for going through my private things. I tell him that his punishment is me dressing him up like a girl. He shakes his head and tells me no. Well, for someone saying “no” his tiny dick sure is hard. 

When I show him the panties, cincher, and heels he is to wear he just coos like a little bitch. I put red lipstick on him and he is just perfect.

   I tease him with my dildo, making him suck it. His eyes glaze over and he really gets into it.

I get an idea!  I text 2 of my guy friends and ask them to come over. Phone sex daddy needs some real cock! Come to think of it, so do I.  

 

.

Written By: Baby Bethany
Call Bethany@ 1-866-686-4049
Email: babylilbethany@aol.com

 

 

Transformation

Published on in Big Tits Phone Sex, Crossdressing Phone Sex, Cuckold Phone Sex, Feminization Phone Sex, Lingerie Phone Sex, Panty Boys, Pantyhose Fantasy, Pantyhose Fetish Phone Sex, Phone Sex, Sissification Phone Sex, Sissy Lessons, Sissy Phone Sex, Stocking Fetish and Stockings and Garter Belts. 0 Comments

 

I know that you want to look and feel like a pretty girl. Let’s discover your inner goddess. You need a complete transformation. Let me turn you into my living doll.

Let’s get you naked. Your naked body is my blank canvas. Now let me create something beautiful. Just give yourself over to me and I will bring out your pretty assets. I can transform you from a guy to a beautiful girl with big tits and tight ass.

I will find you the perfect lingerie and hosiery to get your heart racing. You’ll absolutely love the feel of the soft, silky fabrics against your skin. Maybe something classy or maybe something even a little slutty, we will find that perfect outfit for you. I’ll find just the right accessories to complete the look. I’m also really good at makeup. I’ll give you some tips for makeup and style your hair. It takes a little work to be a be a pretty girl, but it is so much fun!

Now, stand in front of me and let me admire you. You look so sexy! Let’s have some fun and find some girly time together.

 

Written By: Brynna
Call Brynna @ 1-866-511-5538
Email- badbrynna@gmail.com