Archive for the ‘Sissy Phone Sex’ Category

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
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Sissy Ends Up In Military School

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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

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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.~

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MemphisWritten By: Memphis
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Email: memphismonroe80@aol.com

 

The Prettiest Sissy

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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.

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Written By: Jenny
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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.

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Written By: Jenny
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Looking For My Barbie Doll!

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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!

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Written By: Parker
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Lingerie Princess

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     I love lingerie so much! Even if I have the odd night where I am alone, I still wear sexy lingerie. Red and black lingerie is my absolute favorite. I am very picky too. I have every little baby doll, teddy, and slip on scented padded hangers. 

That is how I caught you!

You were doing some tech work for me, and I came home for lunch to bring you some sushi. I took off my heels, so I imagine you didn’t hear me at first. I called your name, and then you frantically began to put my lingerie back on hangers. In your haste, you forgot the panties that were tossed from the hamper.

     I always suspected it was you. You seemed to be way too interested in my lingerie even with it not on my banging body. Don’t be embarrassed. I always wanted a dress-up doll. Let’s see, I think pastels work best for you. Don’t be shy, I have always wanted a Lingerie Princess to play with. 

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DaphneWritten By: Dirty Daphne
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Cock Kisses

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   Some men are just complete fucking cunt faces. I have one in-particular and while he is dead serious, I laugh my fucking ass off as soon as I hear his fag face voice. He can’t get enough of body fluids. Shit, piss, snot and jizz, he craves it all. He does have an issue with blood, but well if I have been fucked and on my period, he will take it like a greedy little pig! 

His newest expression is “cock kisses”. I just assumed it was kissing someones cock, but I should have known better with this jerk off. It is when the girlfriend he once had sucks a guy off and then kisses him with a mouth of of jizz. I call that snowballing, like most people. Of course, asswipe isn’t like any normal person I know. Leave it to him to come up with a fucked little expression for it. Did I mention he does like women, but how the fuck could he satisfy one with his little clitty?

I could talk about him for hours, as he is just that fucking hysterical.  He is just a mixed bag stupidity. He goes by many names douchebag, asswipe, cunt face, jerk off and my favorite because it was the first Philip The Faggot.  I have spit many drinks out laughing, quite the waste of booze but entirely worth the laughs.

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IvyWritten By: Poison Ivy
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Guy On Guy Action Makes My Pussy Cream

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I couldn’t decide what to wear for girls night. I have so many sexy dresses, heels and panties that I needed some help choosing. Who better to help me decide than one of my sissy boy friends. I mean he is good for so many fucking things, and fashion is just one of them. My condo is pretty much a 24/7 party so when I came back down in my shortest dress and stilettos I noticed two of my fuck buddies where over too.

It was obvious they thought I looked amazingly hot by the bulge in their pants. Normally I would have fucked them both but I had plans, and we had reservations for table service at a very hard to get in club. I winked at my sissy friend whose mouth was already drooling. LMAO, not at me, at them, of course.

I love guy on guy action, but I didn’t have time to stick around and watch. My Uber was waiting and my wet pussy would have to wait till I got in the car. I can always count on my deviant lot of friends. While I finger banged my hot, creamy pussy, they were sending me pictures of sissy boy sucking cock and getting fucked. An awesome start of girls night.

 

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HarleyWritten By: Harley
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Sissy Boi Phone Sex

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    malaya   I see the way you look at me, but it isn’t that you want to fuck me, you want to be me! Trust me little sissy bitch, you couldn’t handle being me. You are way to girly and giggly to be me. To be me, you must have ice water running through your veins and have no mercy with fools like you. 

Go to the garage and get ready for your company fag face. I have your pretty pink clothes hanging on the rack. I want to see your makeup perfect like I have taught you and that wig better be on fucking straight. Make sure it is pinned on so when you’re getting your face fucked it doesn’t come off. Who the fuck wants to see a bitch without her hair?

The men are on their way over and I plan on you making me a lot of cash. I did pay for your clothes, makeup and hair sissy slut. Don’t forget my cruel streak. Disappoint me and your night terrors are minimal compared to what I will do to your ass.

  Deviant Malaya Max

 

MalayaWritten By: Malaya Maxxx
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Pimped Out My Sissy Bitch

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brynna-As I took off my dress, I could see that look in your eyes. I had complete control of you. Not that you were lusting after my body, but instead you were envious of gorgeous new lingerie.

You were born a sissy, and you love slutty things. I tease you and taunt you into slipping into a pair of black fishnet stockings, hot pink thong and matching bra. I force you to stand in front of the mirror and describe what you see. You feel as slutty as you look. Whispering in your ear, I tell you that you look too slutty not to be noticed by horny guys with big dicks. 

Your sissy clit throbs in your thong. I really turn on my wicked charming ways. I describe big cocks for the taking. You become flushed and beg me to pimp you out tonight. You want to be forced down to your knees. Cock after cock between your ruby red cock sucking lips. 

I take you to the local pool hall. All men, no ladies, except for me and you, sissy. The men line up for you! 

You are one hot slutty cock sucking sissy! 

 

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BrynnaWritten By: Brynna
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 Email- badgirlbrynna@aol.com

 

 

There Is Nothing Like The Real Thing

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rayneSlave, you have such a hard time saying what you really want and need. We both know a big, thick hard cock is preferable to a dildo. Sometimes when I am pounding you hard you beg for my cock. You plead for my thick, hot load of cum.

I feel it is time to cut you off till you can admit it really is a cock you crave.  You dress like a sissy slut, want to devour the cum running down my leg, so admit your needs to Lady Rayne. I won’t tell, but I will bring in a sexy man, with a huge cock to take care of both our needs.  I know what my bitch boi needs!

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Lady RayneWritten By:  Lady Rayne
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Delaney’s Special Halloween Party

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delaneyMy friends and I are planning a Halloween party and you’re our guest. LOL! You aren’t exactly our guest but more like our sissy maid, cuckold, human toilet and everything else we decide. Your little teen fem/dommes will be feeling extra mean so you can plan on plenty of humiliation. We will all be dressed super hot in bustiers, silky panties, stockings and stilettos to look sexy for our guy friends who come to the party.

Don’t worry fag boi, we have something special for you to wear as well. You will be in pink panties, a necklace that says slut and ankle bracelet that with the initials CS. You can figure out what CS stands for! We can’t forget your glow in the dark pink lip stain so all the men can see their target. A little birdie told me you love putting lip stain on your nipples, lips, and clit. Oh wait, there is just one more target douchebag.

I know you love an audience so the cam will be on the whole time! Want to watch us all get fucked by big, thick cocks while you play with your clitty through your panties? Don’t worry you will have your turn. Then we will send you home covered in cum, body fluids and smeared lip stains.  Can you imagine a better night for you cunt face?

Treat or Treat, xoxo Delaney

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

When You Think 4 Inches Is Sufficient

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rayneHello Darlings

I wonder if you can guess if this blog is about you? He seemed rather confused when he told me he couldn’t understand what his wife meant when she told him she needed a real man, a man that could satisfy her. He felt that 4 inches was quite large and maybe HE should find himself a real woman, and that My Pets; is when he found me!

I demanded he get online with me and shop at one of my favorite places for toys and lingerie. We picked out some very frilly panties, a bra and a baby doll nightie. We went to makeup wigs, and then toys. When he proved to me he purchased them, I suggested we have our session once they arrived. Then he admitted what I already assumed. He already had panties, and a huge butt plug.

I insisted he dress for me and send over some pictures. He proudly sent them, and I didn’t attempt to hide my laughter. He then told me to look and see what a large dick he had. A what? No, no he had a clit, although it might have even been small for a clit. Four inches? I think not!

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Lady RayneWritten By:  Lady Rayne
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 Message on AIM- deviantladyrayne

 

Bree’s Pantyboy Playhouse

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Sexy BreeTuck your little dick inside your sweet little pink panties. All my girlfriends are coming over for a sexy lingerie party. You can hang with us girls today because you possess more girly traits than masculine ones. For starters, your cock is just so tiny that it is more like a clit. Also, your ass has a round curve which is why you look so cute in panties! You are soft and small, petite and sweet, not big and strong like our boyfriends. We tease you and embarrass you, but you love humiliation. 

You are one of the girls. We tell you our secrets, we let you go shopping with us, you borrow our clothes, and we put makeup on your face. We tease you about being a girl, and you love it!

Be a good girl and you can cum in your panties.

Bratty Bree

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Bree

Written By: Bree
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 Message on AIM- teenbrattybree

Old Lingerie in Trunk in Attic

| Brynna's Blog, Crossdressing Phone Sex, Feminization Phone Sex, Lingerie Phone Sex, Naughty Confessions Phone Sex, Panty Boys Phone Sex, Sissification Phone Sex, Sissy Phone Sex, Uncategorized | 0 Comments

BrynnaYou have an unfavorable task to complete this weekend. The family is getting together to go through your Aunt’s big old house. It is something that you have been dreading. There are so many things that you would rather be doing on your weekends.

Your oldest sister has taken charge, and she has assigned you to the attic. There is a lot of old junk up there. Most of it will be thrown out or donated. It is going to take a while. You don’t have the sentimentality for keepsakes that your sisters have.

You have made your way through most of the items in the attic. There is a heavy old trunk in the corner. You open it. You find a wedding dress and underneath some very sexy black vintage lingerie. Maybe this was lingerie worn on her honeymoon. You cock tingles. You hold it up to and imagine what this sexy lingerie from the early 60’s would feel like on your body. Auntie had a naughty side. Who knew? Auntie always seemed rather conservative, but we all have a secret side, don’t we? 

brynna 16You put the lingerie in a box and put that box in your car. Your sisters are arguing over some dishes and a clock. This is your opportunity to get away and head for home. You are thrilled by what you found in the trunk. 

As soon as you get home, you take a shower. You style your hair and put on some gorgeous red lipstick. Carefully, you pull on the fragile, silk black foundation garment. You attach your own black Woolford stockings. You slip into your classic black pumps.

Wow, you absolutely look stunning. You have never felt so girly in your life! The transformation is incredible. You are very sexy! You stand in front of the mirror admiring your curves. You run your fingers over the silky fabric. You are very sexy! 

BrynnaWritten By: Brynna
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Dirty Little Ass Licker

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Delaney

My friends were hanging out and we were all having Bailey’s slushies, laughing and talking about boys when my phone rang. I knew by the caller ID exactly who it was so I thought I would give my friends a good laugh. I answered with my phone on speaker and this little sissy voice said ” Princess Delaney, I am sorry for not calling you in so long but I have been eating dirty assholes”. I thought my friends were going to die!! One even spit out her drink.

Normally, I would go into my bedroom for some privacy but this was way too juicy not to share. He began going on and on about all his boyfriends and how they let him suck their big dicks and make out with their big hairy balls. Taylor grabbed the phone from me and began to flirt with him.  She told him he could be her sissy maid and clean her house and wash her lingerie. Of course, he would probably try to wear her sexy things.

Before I knew it, she had his silly ass on cam and he promised to suck dicks for 5.00 a pop and bring her the money. Five Dollars? I mean you would think a dirty little cocksucker like him could make more than that. We kept him on the phone for like three hours as we drank and giggled. My house was always known for amazing sleepovers but this was the best time ever!

Princess Delaney

DelaneyWritten By: Delaney
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AIM- teendelaney4u

Wanna wear some panties?

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MakaylahI do get off on humiliating a brand new sissy. So helpless and weak wanting to come out so bad. I honestly don’t mind giving a helping hand to a sissy but expect me to get a few laughs out of it along with some epic pictures. It’s just so sad how afraid they are to just take the plunge. In my eyes, you need to go all in. Get the clothes, the make up, and the heels. Go all out, why not? Stop being sad and pathetic. It’s not going to happen over night. Let’s put your boy pussy to good use. Let’s slip you in a pair of sexy girly panties.

I am going to show you how much fun it is to look like a hot sissy in panties while you play with yourself and cum in your panties for me. It’s so freakin hot watching a creamy load drip through your brand new panties.

MakaylahWritten By: Makaylah
1-866-414-6054
AIM- memorablemakaylah

 

Princess Time with Paris

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parisYour such a cross dressing slut. I know that underneath your manly physique is a sissy slut just aching to cum out. You dream of a princess like me taking you by the hand to guide you through feminzation.

Gather your girly items and get to your room and let’s have some princess time. We’ll make it an intense sissy slut training session. First, I’ll start with a little humiliation, I love being amused. Your small dick will never serve any purpose to me. You’ll be trained to dress like a slut and take cock like a slut.

I’ll then order you to draw a fabulous bubble bath for yourself. We’ll start by shaving that disgusting man hair off your body. You have so much work to do. After you’re nice and smooth, you’ll find a sexy outfit laid out for you. White lace panties with a padded bra, a short hot pink dress with a pair of 6 inch stilettos. Get that cute butt moving and let’s see how you look.

ParisWritten By: Paris
1-866-363-3798
AIM- cum2paris4me

All The Pretty Panty Boys

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Teen DelaneyI love playing with all my little sissy boys so much! Dressing them up is so much fun for me and of course, never forget lipstick and a wig! I always get dressed up too and make them call me Princess Delaney, lol, because everyone knows I am a Princess.

I learned at a very young age that they’re ALL kinds of sissy boys but the main thing is, they all love big cock even though some don’t admit it. Didn’t I catch you calling my strappy a cock in a heated moment? Don’t deny it my little slut, Princess knows just what you desire.

Some of them want to be treated like dirty little girls and others….well, I can’t even say without laughing so hard my flat, soft tummy hurts. You know who you are!  Make sure you are prepared and don’t keep Princess Delaney waiting.

Delaney Loves Sissy Boys

DelaneyWritten By: Delaney
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