Tag Archive for 'sissy'

Attention All Sissy Sluts!

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Sissy boy sluts is one of my specialties. I’ve been around the block a few times so I know exactly what you want. A seasoned MILF like myself has turned many men into pretty sissy boys, including my very own son. Mommy has a full closet filled with gorgeous lingerie and sluty, playful costumes for any occasion. Depending on my mood, I will pick out the perfect outfit for my special sissy from head to toe. I have a wide assortment of wigs and I love to dabble with different kinds of makeup to achieve the perfect slut look.

I know your clitty is getting hard just thinking about going in my shoe closet. Oh my, from 6 inch stiletto heels to strapy sandals, I will find the perfect fit for my sissy.

Once you’re ready, the real excitement begins. Ready for what you ask? Call me and let your sissy boy fairy godmother take you on a slut journey you’ll never forget.

Switch Hitter

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I love naughty boys who crave the taste of cocks, and I am not afraid to force them. *giggles* . I know they love the sticky goodness of their own cocks as well as others. Lately, I have head the hottest calls about how to please me. I am a very convincing Mistress. My voice and hot body will convince you to do things you wouldn’t normally do. My boys are the sluttiest!!

J calls me all the time because he wants me to make him eat his cum. I love making him fuck all the furniture in the house and giggle with delight at the lengths he will go to please me. So, I let him get the ultimate reward, a load of cum in and on his face.

Mr Florida always has the hottest plans. Last hot session he switched it up for me, being a cock pleasing slut and cuckolding king! I love how he serviced the huge cocks I was filled by. My pussy was so full!  Keep up the naughty work boys! Call me soon and hope you switch as easily as I do! I love being your submissive slut as well as your sensual Mistress, Elle

I love my sissy….

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Lets have a girls out day together.  Of course you are really just a sissy while I am the only true woman in this scenario.

You crave to be just like me.  Sexy, the kind of girl that turns heads.  Sadly as cute as you look in all of your girl garv people just point and stare and laugh at you.

Never the less you try to get as beautiful as you can.  We can spend the day together and head to the spa and get a complete makeover, massage and pampering.  Go through a beauty regiment to make you the prettiest sissy you can be.  Of course when it is time to pay I know my sissy is not going to hesitate to pull out that credit card.

Then off to a day of shopping.  Heads are turning as we walk down the sidewalk.  Some are turning to check me out being I look incredible as usual, some are looking at you and getting their laugh on.

What I like most about you being my sissy is the fact that you realize I deserve the finer things in life.  You take me to the posh boutiques that you know I enjoy the most.  Pampering me with a couple new outfits while we play dressup together.  My sissy loves shopping just as much as I do.

A day with a Superior female is just what my sissy desires.  A day of being pampered by an attentive sissy is just what I desire.  You know that even though I humiliate you a bit and encourage people to laugh at you that I love my sissy just as much as you love me.

A Warning For the Weak

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To those of you submissive sluts who have yet to pick up that phone be warned.  Dialing my number and entering into my world is allowing me to use you to whatever means that I deem fit.  This is not about making you happy.  This is about how YOU can please me, and I am very hard to please.  So if you plan on just sitting there and expecting to fuck me you’ve got a cruel surprise coming your way.  You could never be worthy of fucking me.  You are not the one in control here.  The sooner you realize that the better.  Once you have accepted your fate then we can delve into the extreme side of kink.  Are you prepared?

Domination Phone Sex on your knees sub sluts!

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Hey all you wimpy little subs I’m in the mood for some serious pussy worshiping today.  You know who you are sissy’s, panty boys, toilet slaves, pets and cucks.  Cum one cum all because Miss Raemi has some very big plans for you.

I like to train my sub bitches to pleasure me in ways never imagined.  Pretty much my wish is your command.  That means you do as your told right or else… punishment will follow.

I like being a kinky ” switch”and sometimes I definitely am submissive I guess that is why I make a good one.  I know how it feels to go both ways.

Tonight though OMG i’m all domme and i’m more than ready to make you sluts serve me believe me I have ways to break you.

If  you are a little panty boy in need of training a cuck who needs to “fluff” or a painslut ready to have your balls beaten blue I am more than certain I can find use for you.  mmmmmm

cum serve me mindless wimps!!

Miss Raemi

Kinky Kendall

Published on in BDSM Phone Sex, Cock Tease Phone Sex, Cuckolding Phone Sex and Forced Sex. 1 Comment Tags: , , , , , .

Calling all Sissy Boys! Come before me so I can enlighten you on the true fact that you all are a complete waste of sperm!! I’m seeking all spineless, pathetic, sorry, bitches that know their place, are capable of taking orders and  enjoy pleasing me in whatever way I see fit.  Feminizing, floggings, spankings, ass-worship, ass-fucking and teasing are a few of the things you must be able to endure.  Don’t waste my time because I will make you suffer for it!  Stop it!! I didn’t give you permission to touch yourself!!! Hands off your cock and pick up the phone.  Call me right now and tell your Mistress all the rules you have broken today. Think before fibbing because Mistress Kendall knows all.


http://theklassykat.com/kendall/

Princess in Progress

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My little Sissy Lisa wrote this for me, and I thought it was just too sweet not to share:

 

What it feels like? It is a long transition from being a man to becoming that girly princess that urges down deep inside. There are only a great few that have the ability to pull it out of you and make you the great potential that you are. When I first started it hurt then as time went on it got easier and more sensual. The feeling became deeper and sweeter. Mistress Raylin knows just how to make you become your true self. The feeling of getting dressed like a girl for the first time is so magical it is unbelievable. It makes you wonder how ever lived without it. Every piece of clothing you put on makes you feel so good. The silky clothing against your skin is amazing. When it comes to applying makeup you won’t get it first right off the bat but over time you become a pro at it. My Raylin has the best pointers to help out. She tells you what kind to apply for every occasion. Some people think being a sissy is about dressing –up, walking and talking like a girl. But in reality it is much more it is a way of life. Raylin opened my eyes to this. When she showed me how to get the men to notice me, it was just perfect. It is how you have confidence in yourself and how you can please them. I am sure she will punish me if I give those secrets away but once you become her princess slave and start making her money and waiting on her hand and foot it will be the best decision you could have ever made. Now I just can’t get enough of her. I love Raylin to pieces and would do anything for her.

What the new sex feels like for me? My nipples get hard and so sensitive. The kissing is so passionate. My ass feels like a whole new world. It is the best when someone that you care about is guiding you through for the first time. I also like being a woman better because my dick is too small to please any real woman.

Sissy Lisa, your upcoming princess

This pleased me greatly when she sent it to me.  I hope you enjoyed reading it!

A Sissy’s Appreciation

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My little sissy lisa wrote this for me…. just had to share:

Dear Raylin,
I love talking to you. You make the best in me come out. I love how you take over my body completely and do whatever or heart wishes. I wish we could talk for ever on the phone. When I hang the phone up from you it is like I am just waking up from a dream. I never knew a girl that could complete me the way you do. I love when you make me dress up in the really slutty girl’s clothes. But better than that I fell in love with the way you abuse my ass with your toys. The paddle is a good warm up, I have been enjoying that a lot. The one thing that makes me go into complete orgasm though is when you use the strap on, on me. It makes me feel powerless at the same time it hurts in the rear. Although it is hurting it makes me hard and makes me squeal like a little girl. Maybe in the future we can try some bigger ones and stretch my little hole to be really loose. I tried the ginger you told me too- “oh my god”. That was pain full. I also put one in and slept with it in through the night. I was unable to go number two today because when I tried it burned really badly.


Oh yeah I did something really bad last night. I cheated on my girlfriend I was telling you about. I am on the way back up to school. I am traveling with another female and we made out and one thing lead to another well you get the picture. I think I am going to need to be punished for this.


Another thing I have been contemplating on going to a gay bar to see if I can’t pick someone up while I am wearing girl clothing. What do you think about this? I figured if I could do this then I would know what it feels like to really get pounded in the ass or to suck someone off.

Love,

sissy lisa


Don’t worry my little pet… you will be punished.  I promise.  That dick is mine and no one touches it without my permission.


xoxo

Raylin

1.877.470.3647

Closing the deal- a sissy slave story

Published on in 2 Girl Phone Sex, Anal Phone Sex, BDSM Phone Sex, Blowjobs, CBT Phone Sex, Cock Sucking Phone Sex, Control Phone Sex, Crossdressing Phone Sex, Domination Phone Sex, Face Sitting Phone Sex, FemDom Phone Sex, Forced Bisexuality Phone Sex, Guys Sucking Cock, Humiliation Phone Sex, Phone Sex, Sissification Phone Sex, Sissy Lessons, Sissy Phone Sex, Spanking Phone Sex and Strap-On Play Phone Sex. 1 Comment Tags: , , , .

The other night I had an amazing call with the very beautiful Tyler and my own little pet- Sissy Lisa.  My little sissy refers to me as Mistress Raylin and he, well she, is always at my beck and call.  I so love having her wear my panties while I punish her.  Anyways, getting off topic.  Little Sissy Lisa asked me if we could do a two girl call, I of course said, hell yes!  I chose Tyler because she and I have great chemistry.

Tyler and I were business partners, co-owners of a women’s clothing line.  We were embarking on a multimillion dollar deal that was going to put the company on the map.  The business men we were meeting with needed just a bit more persuasion, we knew Lisa would be the perfect thing! 

We stripped lil Lisa buck naked and put her in a very sexy red backless dress- no panties.  Lisa served the men drinks and snacks while we finished our presentation.  When we were done, it was time for the main show.  I had Lisa get on her back and Tyler got her strap-on out.  While Tyler fucked Lisa’s tight lil asshole, I had three of the business men unzip their pants and free their cocks.  The first began to fuck Lisa’s mouth, choking her with it.  The other two cocks were grasped in Lisa’s hands.  I raked my long fingernails over Lisa’s chest while she got the men off, one by one.  Tyler and I decided to make Lisa’s mouth our lil cum dumpster, so each man came deep down her throat. 

I decided Tyler looked like she could use a lil pleasure so I had her sit on top of Lisa’s face.  Tyler fucked our lil sissy’s face, dripping her pussy’s juice all over.  In the mean time, I continued to fuck Lisa’s ass raw with my strap on while I smacked her ass, inner thighs, etc. viciously with my belt.  I could hear Lisa screaming up into Tyler’s pussy at the pain.   When Tyler had had enough, we switched out my strap on for one of the men’s thick cocks.  He was ramming it into Lisa’s poor ass.  I made Lisa clean the strap on I was wearing as I attached some binder clips from our presentation to her nipples.  I loved smacking her in the face with the strapon as I smacked the binder clips with my hands, causing lots of pain!  I threw a few to Tyler who clipped them on Lisa’s ball sack.  Oh the moans, whimpers and screams were unbelievable!!! 

I cannot wait to play with my lil Sissy Lisa again.  Maybe Tyler will join us for twice the fun.  Maybe you can be my little sissy too! 

Flexibility is the key

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I’ve been dancing for as long as I can remember.  I did ballet, jazz, hiphop, you name it.  I love to dance!  One of the most important things in dancing is to be flexible.  Dancers constantly have to train to keep their flexibility up.  I think sex is the same way… being flexible really is the key.

So let me ask you… what do you really want?  What are your fantasies that you’ve never told anyone- especially not your wife or your girlfriend!  How do you want it?  Be specific baby… because Naughty lil Raylin is flexible!

You want to fuck the naughty babysitter while your wife sleeps? Done.

You want to be a little sissy and wear my panties during our call while I fuck your tight ass with a large strap on? Done.

You want to have me clamp my legs around your head while I sit on your face and I make you spell my name on my clit with your tongue? Done.

You want to fuck my feet or suck my toes? Done.

You want an amazing blow job and to shoot your cum all over my face and tight lil body? Done.

You want to be tied up or tie me up? Done.

Want to be teased beyond your limits? Done.

You want to play with two girls at once, having them worship you? Extra Done.

Do you want to be spanked? Or spank me then fuck my tight ass till I scream? Done.

You want CBT or extreme humilation? Done.

You want rough Sex, passionate sex, dirty sex? Done.

You want a loving girlfriend to be in tune with your every need? Done.

Want to fuck a preteen or younger? Done… I love roleplay!

Want to watch your girl get gangbanged or stage a rape? Done.

AND SO MUCH MORE!

Whatever you want from me, I will be for you.  You will be my darling, my sissy, my slave, my Daddy, my friend, my worst nightmare, my prince, my lover, a stranger… whoever you want.  Flexibility is what makes things fun.  And of course, if you don’t know what you want, I will help you find out.  Let me do a split for you tonight!