Archive for the ‘Sissy Lessons Phone Sex’ Category

Jade’s Closet

| Anal Training Phone Sex, Anything Goes Phone Sex, Crossdressing Phone Sex, Jade's Blog, No Limits Phone Sex, No Taboo Phone Sex, Sissification Phone Sex, Sissy Lessons Phone Sex, Strap-On Play Phone Sex | 0 Comments

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.

.

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

 

Sissy Ends Up In Military School

| Cock Curious Phone Sex, Cock Sucking Phone Sex, Crossdressing Phone Sex, Cuckold Phone Sex, Cum Whore Phone Sex, Lingerie Phone Sex, Panty Boys Phone Sex, Sarah Jesse's Blog, Single Mom Phone Sex, Sissification Phone Sex, Sissy Lessons Phone Sex, Sissy Phone Sex, Verbal Humiliation Phone Sex | 0 Comments

A Mom came home from her job. Her co-workers made plans to celebrate the completion of a big project that night at the bar. There had been so many late nights, and Mom felt guilty about leaving her teenage son alone so much. Instead of going out to celebrate, she left an hour early because she wanted to cook him a special dinner and hang out with him. 

She drove home and entered the quiet house. She checked his bedroom and found it empty. Mom goes to her computer and looks up his location through an app on his phone. Shocked to learn that he must be home, but she must be doing something naughty because he is so quiet. Without making a sound, she searches the house, and the last door she opens is her bedroom. She finds her son! 

Mom discovers him wearing her expensive lingerie, sucking on the dildo from her nightstand. WTF? Her son is a Sissy! The Mom falls to her knees and breaks down and bursts into tears. The son stands there ashamed and begs for forgiveness. Mom spends the night researching solutions on how to turn him from a sissy to a real man. She wakes her son at dawn and gives him the news. 

The furious mother informs her son that he needs discipline and needs to be surrounded by alpha men, real men. He needs a mentor, someone who will break him of his sissy ways. Mom has already arranged to send him to military school, a boarding school. Being a single mom, maybe she cannot teach him how to be a real man. She hugs him and says this is the best thing for him. He will leave today. 

On his first night in the dorm, all the boys identify him as a sissy, and they treat him as such. They force the new boy to dress like a sissy, frilly panties, bra, thigh-high stockings, and lipstick. They hold him down and fuck his little sissy boy mouth. The boy loves his new home. His fantasy becomes his reality. Now he can be a cock sucking sissy whore every night! 

 

Sarah JesseWritten By: Sarah Jesse
Call Sarah Jesse @ 1-866-500-3859
Email: Aol/Yahoo- badsarahjesse

 

Mirror, Mirror

| Bisexual Phone Sex, Cock Curious Phone Sex, Cock Sucking Phone Sex, Cock Worship Phone Sex, Memphis's Blog, No Limits Phone Sex, No Taboo Phone Sex, Sissy Lessons Phone Sex, Sissy Phone Sex | 0 Comments

Mirror, Mirror on the wall, who’s the slutest of them all?

YOU ARE!

It used to be that I was the mega slut but now that you’ve been trained by the best, you now take the title. Let’s get you all dressed up from head to toe so you can take a bow.

I came up with a wonderful way of how you can thank me. I know you graduated from the dildo in your mouth then to your ass. Before long, you finally got up enough courage to answer a Craigs list ad and sucked your first cock. It was a proud moment for both of us.

So how can we take this to the next level? You and I know you’re  ready and I have no doubt you can handle this task.

The best way of thanking me is to have your first gang-bang. Now, before you panic; I’m not suggesting 100+ guys! I was thinking maybe 15-20. I know this is something we’ll both enjoy. Nothing would make me happier and prouder than to see my little slut dripped in cum. Don’t worry, I’ll be there cheering you on while your holes are being stretched and violated by huge cocks. I hope you’re excited as I am.

The One and Only, ~M.M.~

.
MemphisWritten By: Memphis
Call Memphis @ 1-866-629-7037
Email: memphismonroe80@aol.com

 

Princess For a Day

| Anything Goes Phone Sex, Bitch Boss Phone Sex, Christine's Blog, Panty Boys Phone Sex, Princess Phone Sex, Sissification Phone Sex, Sissy Lessons Phone Sex, Strap-On Play Phone Sex | 0 Comments

The bitch is on a rampage today! I walk past your desk in my loud stiletto heels and tell you I want to see you in my office right now!

When you walk in, I have you close the door behind you. I tell you to sit down and I ask how my little Princess was today? You seemed shocked that I would call you Princess. I tell you that I noticed you were wearing women’s panties when you bent over to pick something up, and this isn’t the first time I’ve seen you wearing something feminine. Your sad, pathetic face turns immediately red and you are very embarrassed, telling me it will never happen again.

I ask you to stand up and take off your clothes. You don’t seem willing but I remind you that I sign your paychecks. You take off your pants and you have on silk pink panties with white bows on each side. Once you unbutton your shirt, I notice you have on a matching bra as well. I tell you to keep both your bra and panties on.

I didn’t realize you wanted to be a Princess? Why didn’t you say so? I grab my makeup bag from my purse. After I make your face pretty, I have you stand in front of me and rub your clit through your panties. I pull out my strap-on from my desk drawer and put it on while you’re still playing with yourself. You seem scared by the size of my cock, but I tell you if you want to be a good little Princess and keep your position here with the company, you must follow orders. I demand you to bend over my desk. I slide your panties to the side, and you feel the head of my strap-on going inside your pussy. I hear you whining like a little bitch and that forces my hips to thrust faster and harder. The bitch boss loves turning little Princesses into cock whores.

 

 

Written By: Christine
Call Christine @ 1-866-949-4310
Visit Christine’s Profile 
Read Christine’s Phone Sex Blog
Email: bitchbosschristine@aol.com

 

The Prettiest Sissy

| Jenny's Blog, No Limits Phone Sex, No Taboo Phone Sex, Shaving Phone Sex, Sissification Phone Sex, Sissy Lessons Phone Sex, Sissy Phone Sex | 0 Comments

When you slide on your favorite pair of nylons something doesn’t feel right. Don’t get me wrong, it feels good but not silky smooth like you hoped it would be. I want to be your personal guide to make you feel like the prettiest sissy in the whole entire world.

First, let’s draw you a hot bubble bath. Every sissy needs a little pampering. After your done relaxing in the tub, sit on the side of the bath tub and lets shave those hairy legs and transform them into silky, girly legs. Next, I want you to look in the mirror at your cock and balls. I want you shave them completely and turn that into a beautiful, hairless pussy. Once you are all done shaving everything, I want you to put on some good smelling lotion all over your body.

Now comes the fun part. I want you to slide on a sexy pair of bra and panties. Slip on your stockings on your new pair of legs. Feels so good, doesn’t it? You can’t keep your hands off your legs because it feels so amazing. Your skin is so soft and with the pair of nylons on your freshly shaven legs gets your clitty hard. All you have to do now is call me and I’ll take it from here.

.

Written By: Jenny
Call Jenny @ 1-877-292-5338
Visit Jenny’s Profile 
Read Jenny’s Phone Sex Blog
Email: sexyliljenny4u@aol.com

 

 

Sissy Talk 101

| Jenny's Blog, No Limits Phone Sex, No Taboo Phone Sex, Sissification Phone Sex, Sissy Lessons Phone Sex, Sissy Phone Sex | 0 Comments

I had a caller the other day that asked me a frequently common question: What are you wearing?

I just got home from a date and hadn’t changed yet but I told him I was wearing a little black dress, black thigh highs and heels. He seemed overly turned on. After a few minutes of talking to him, I figured out he was getting hot with what I was wearing because he wanted to dress like me. I knew right away I had the perfect outfit for him in my closet. I could hear the excitement in his voice when I was describing what he would look like with my pretty pink corset, and all the accessories to match.

He was pretty new to this so I went into detail of how he should look from head to toe and explained the process. I’m experienced in sissification and transforming you into what you’ve always desired and trust me, no one can keep a secret like me.

There’s nothing I love more than bringing out your inner sissy.

.

Written By: Jenny
Call Jenny @ 1-877-292-5338
Visit Jenny’s Profile 
Read Jenny’s Phone Sex Blog
Email: sexyliljenny4u@aol.com

 

Looking For My Barbie Doll!

| Anal Training Phone Sex, Anything Goes Phone Sex, Parker's Blog, Sissification Phone Sex, Sissy Lessons Phone Sex, Sissy Phone Sex | 0 Comments

That’s right, I’m looking for my Barbie Doll to play with. I want to give you special beauty assignments, such as first by shaving all the hair off your body. Then giving you ballet workout to really tighten your core.

Next, would be placing you on birth control and hormone supplements so I can watch your hair, nails and most of all having your breasts grow for me.

I can’t wait to paint your toes, nails and do your makeup to perfection. I want to put you in that extra tight pink push up bra and matching pink thong panties. I will also make you walk in those extra tall “cum fuck me” heels. Let’s not forget doing your long hair and painting those lips to match your nails. You can even carry a purse for me while you prance around.

Just remember though, once you look like a sissy slut, you’ll be fucked like a slut. I can’t wait to use all your fuck holes and make that sweet tight Barbie pussy mine!

.

Written By: Parker
Call Parker @ 1-888-307-4889
Visit Parker’s Profile 
Read Parker’s Phone Sex Blog
Email- playfulparker4phone@aol.com