Archive for the 'Sissy Lessons' Category

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Puninshing Your Sissy Ass

Published on in Anything Goes Phone Sex, Humiliation Phone Sex, No Taboo Phone Sex, Panty Boys, Panty Worship, Punishment Phone Sex, Sissification Phone Sex, Sissy Lessons and Sissy Phone Sex. 0 Comments
 
 You’ve been in my panty drawer again, haven’t you? You didn’t think I wouldn’t notice but I notice everything. I can tell your little sissy hands were pawing through all my Victoria Secret panties.
You adore how your Mistress Charlotte looks and smells and you would do anything to please me. I must say, you look like a true sissy slut when you dress up in my naughty lingerie.
I still need to punish you for your naughty snooping habits into my bedroom. Bend over and let me spank your sissy bottom. Ouch! Mistress Charlotte was a little rough, wasn’t she? Next time, I’m inviting all my girlfriends over and we will totally humiliate your sorry sissy ass.

 

Written By: Charlotte
Call Charlotte @ 1-888-759-3955
Email- lust4charlotte@gmail.com

 

Pretty Little Sissy

Published on in Goddess Worshipping Phone Sex, Holiday Phone Sex Blogs, Lacey James Phone Sex, No Taboo Phone Sex, Phone Sex, Sissy Lessons, Sissy Phone Sex and Stocking Fetish. 0 Comments

Most of my callers seem to be married men and living two different lifestyles. With your wives you have to be that strong manly man who is in control and a good provider, decision maker, etc. When you call me, you’re a pretty little sissy boy needing to be directed and controlled.

Valentines Day will probably consist of you pampering your wife, being that manly man. We both know you would much rather wear some cute little panties and be made to do all kinds of naughty stuff for your Mistress Lacey.

When you’re shopping for those cute gifts and making dinner arrangements for the upcoming day, take a break and call me so I can help you celebrate it the way you really want too.

Valentines Day can be about you and only I know what my pretty little pet desires.

 

Written By: Lacey James
Call  Lacey @ 1-866-949-4109
Email- cum4laceyjames@gmail.com

 

Useless Sissy Bitch

Published on in Hardcore Phone Sex, Humiliation Phone Sex, Mean Girl Phone Sex, Pathetic Loser Phone Sex, Rape Scenarios Phone Sex, Raunchy Phone Sex, Rough Sex, Sissification Phone Sex, Sissy Lessons, Slave Training Phone Sex, Torture Phone Sex and Uninhibited Phone Sex. 0 Comments

Are you sniffing around me, yet again? You are so fucking needy that I can smell it. Sort of like a toxic mix of desperation and adoration. I have decided once and for all you will play my way, or be the fuck gone.

Stand nude in front of my mirror. Would you fuck that if you were a girl? Come fucking on, you have nothing between your skinny legs. Question is do I want to turn you into a bitch or do I just want to hurt you? Maybe both, you shit stain.

Let’s begin with me removing all that body hair. Quite surprising you even have any, it’s real men that have a hairy body, not you. I just happen to have an old Epilady C 1000 and that bitch is going to just rip out that nasty hair. Go ahead and scream because you sound like the little cunt you are.

I wonder how my whip will feel smacking against the sore, hairless skin? Shall we give it a go?  Stop your fucking pleading, as the real fun is soon to begin.

 

 

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

A Wolf In Sissy Clothing

Published on in Crossdressing Phone Sex, Domination Phone Sex, Sensual Domination Phone Sex, Sissification Phone Sex, Sissy Lessons, Sissy Phone Sex and Strap-On Play Phone Sex. 0 Comments

 

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!

 

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

 

Serving Mistress Frankie

Published on in Anything Goes Phone Sex, Domination Phone Sex, Frankie's Realm, Latex/Leather Fetish, No Taboo Phone Sex, Panty Boys, Panty Slut Phone Sex, Pathetic Loser Phone Sex, Shoe Fetish Phone Sex, Sissification Phone Sex, Sissy Lessons and Sissy Phone Sex. 0 Comments

 That is a demand, not a request. I need all my latex and pvc clothes and boots shined up. That’s the closest you’ll ever get to touching my amazing body.

Down on your knees and use your tongue to clean and shine my thigh high stiletto boots. If you do a really good job, I might not shove the boot heel up your ass and make you lick it clean. You’re such a pathetic loser!

Don’t crawl away, I’m not done with you, just yet. Put on your sissy maid outfit with your frilly white panties before my friends arrive. You’ll have many tasks for tonight, like serving us drinks, and taking care of any men. You’ll do everything you’re told. To disobey is to feel my wraith and we both know you’re terrified of that.

 

Written By: Fetishista Frankie
Call Frankie @ 1-866-949-5818
Email- fetishfrankie@aol.com

 

Mommy Went To The Naughty Store

Published on in Age Play Phone Sex, Anything Goes Phone Sex, Crossdressing Phone Sex, Family Fun Phone Sex, Feminization Phone Sex, Lingerie Phone Sex, Mommy Phone Sex, Panty Boys, Sex Toys, Sissification Phone Sex, Sissy Lessons, Sissy Phone Sex and Toys. 0 Comments

 Look at you going through all my pretty lingerie. You were so busy looking and making cute little happy sounds that you didn’t even hear me come home. You’re always so happy to see me after I get out of work that you run to greet me when you hear the clicking of my heels.

Your clothes are on the floor in a pile and you look nervous when you see me. Your nerves quickly go to excitement and smiles when you see I have a few pretty colored bags from the “naughty store” as you call it.

 I can see your little clitty is hard from your exploring in my room. You know when mommy goes to the naughty store, she has much more than just lingerie. You ask if we’re having company over with a huge smile on your face. Mommy Debi gives you a wicked grin and tells you it’s going to be such a fun night!

 

Written By: Debi
Call Debi @ 1-866-649-3992
Email: milfdebi4fun@yahoo.com

Two Men And Me

Published on in Anal Phone Sex, Anal Play Phone Sex, Anal Training Phone Sex, Anything Goes Phone Sex, Ass Eating Phone Sex, Ass Licking Phone Sex, Ass Play Phone Sex, Big Tits Phone Sex, Booty Call Phone Sex, Boy Toy Phone Sex, Cock Curious Phone Sex, Cougar Phone Sex, Erotic Stories Phone Sex, Feminization Phone Sex, Forced Bisexuality Phone Sex, Sissy Lessons, Sissy Phone Sex, Threesomes, Uninhibited Phone Sex and Wet Pussy Phone Sex. 0 Comments

  I’ve been seeing this man for awhile now and I’m beginning to think I just might be the wrong sex for him. When we are out, he looks at sexy men just as much as I do. Sadly, our sex just isn’t what I am used too. We’ve tried a few things to spice our sex life up, but still nothing worth mentioning. 

  I got to thinking about how I could use his obvious attraction to men to my advantage. Perhaps, a threesome? 

I called one of my gentleman friends. He was delighted to hear from me and to be a part of what I had planned.

My lover and I were having a lovely night together. I dressed sexy and encouraged him to do the same.  He didn’t seem hesitant at all when I put out some sexy, silk lingerie on the bed. He giggled in delight. 

My friend arrived and the look on my lovers face was priceless. He tried to look scared and confused, but his cute little cock sure didn’t lie. Harder than I have ever seen it! 

A few drinks, some flirting, and time to go to my bedroom. 

 

 

Written By: Debi
Call Debi @ 1-866-649-3992
Email: milfdebi4fun@yahoo.com

Humiliating My Sissy

Published on in Control Phone Sex, Domination Phone Sex, Humiliation Phone Sex, Panty Boys, Pathetic Loser Phone Sex, Sissification Phone Sex, Sissy Lessons, Small Penis Humiliation, Strap-On Play Phone Sex, Submissive Phone Sex, Tease & Denial Phone Sex, Tease Phone Sex and Torture Phone Sex. 0 Comments

I have little sissy that has a small penis. He’s over 6 feet tall, so that makes his little dick appear even smaller.

He begs me to stop, but the teasing and the humiliation is good for his soul. I remind him that he’s unable to bring any woman to that feeling of ecstasy when a real man fully pleasures her with his huge cock. He must entertain in other ways to bring me any kind of pleasure.

I don’t let him watch football on the weekends. I order him to come to my apartment on Sunday afternoons for all-girl parties. He worships and obeys with every word I breathe. Sometimes before the party, I make him stand naked in front of my big apartment window for all the neighbors to see. I love to see everyone’s reaction to his small, pathetic pencil dick. 

For the party, I dress him in cute little pink panties and white stockings. He blushes and giggles in embarrassment as I dominate his sissy ass in front of my beautiful friends. They find him so freaking hilarious.

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

 

 

My Pathetic Little Faggot

Published on in Anything Goes Phone Sex, Ass Play Phone Sex, Control Phone Sex, Crossdressing Phone Sex, Cum Eating Phone Sex, Cum Shots, Domination Phone Sex, FemDom Phone Sex, Feminization Phone Sex, Forced Bisexuality Phone Sex, Guys Sucking Cock, Panty Boys, Pathetic Loser Phone Sex, Peeing Phone Sex, Phone Sex, Sex Slave Phone Sex, Sex Toys, Sissification Phone Sex, Sissy Lessons, Sissy Phone Sex and Slave Training Phone Sex. 1 Comment

 My little sissy faggot came over today and we had such a wonderful time. I made my little faggot get on his knees and worship my pussy and ass. When I thought he was not doing a good enough job, I called over a friend of mine to teach him a lesson. Mike showed up and went right in after my sissy.

He grabbed my sissy’s hand and rammed his big cock into his cute little mouth. I was so entertained by watching my sissy suck, choke, gag, and cry while taking Mike’s huge dick. He pushed him down on to the ground, making him be the little worthless shit that he is. I made him lick the ground and then clean off Mike’s boots like a good little slave.

Mike grabbed my sissy back up and started fucking his mouth again, getting his cock nice and ready for his tight ass. All the sudden, he needed to piss and what a better place to piss than in the hole of a sissy fairy faggots mouth. I held his mouth open while Mike pissed in his mouth and made his own little pisshole out of my sissy.

I’m still laughing so hard just thinking about how pathetic my sissy boy is.

 

Written By: Kendall
Call  Kendall @ 1-866-949-5814
Email: AOL/Yahoo-kinkykendall4u

 

Nurse Loretta Loves Sissy Boys

Published on in Anal Phone Sex, Anal Training Phone Sex, Cock Curious Phone Sex, Nurse Fantasies Phone Sex, Phone Sex, Prostate Massaging, Sissification Phone Sex, Sissy Lessons and Strap-On Play Phone Sex. 0 Comments

Why don’t you come to my private office for a series of special studies which includes deep and invasive anal exams and prostate massage. I’ll make it as comfortable as possible for you, and hopefully you’ll get some extreme pleasure when this study has been concluded.

Just relax.

I want you to climb up on the table and let the nurse give you what you secretly have been dreaming about. I’m going to penetrate your ass by all my professional instruments. When I insert my huge strap-on inside that swollen prostate area, you’ll also give me that big explosive load of cum.

Your secrets are safe with me, just tell me how much you long to be a sissy boy. After all, it’s why you agreed to this session.

 

 Written By: Nurse Loretta
Call Nurse Loretta @ 1-866-415-6829
Email- nurseloretta4phone@aol.com