Tag Archive for 'sissy'

Attention All Sissy Sluts!

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

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….

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

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!

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

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/

A Sissy’s Appreciation

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

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

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! 

I Caughty YOU in My Panties!!!!

What the…Oh my god!
What are you doing in my bedroom? And what are you doing in my bra and panties?
I can’t believe this-you’re a fucking pervert! Wait until Tom finds out that I caught his friendly neighbor prancing around in his wife’s panties and bra! And when I tell Pam why her mother is throwing out her clothes, I think that she’ll want to share this story with all our neighbors. Won’t that be fun? And you know what-I think I’m going to call the cops.You can explain it to them you sick bastard! You’ll look so pretty in court I’m sure someone will bail you out!
You don’t want me to do that? You like to keep this OUR little secret? Well it’s a little late for that now. I’m never going to be able to forget this!
You fucked up and now you have to pay for it!
You’ll do anything I say-well I can’t think of anything you could do to at this point to make up for what you did. You should have thought about that before you broke in here and went through my lingerie. You need to be taught a lesson and I think that the police can teach it to you.
Stop whining! You don’t understand. You don’t know what its like to be a girl. Its not all fun and games you know, it takes more than that. You just don’t understand.
Hmmmm…
You know what; maybe there IS something you can do.
I think that you need to learn what being a girl is all about.
I have my weekly appointment at the salon today and you can take my place. You can wear my new red dress and shoes that I see you’ve already tried on and they can help you with your hair-I think a perm would be nice; you have such beautiful curly hair. And a complete make over, manicure and pedicure. And while your there they might as well pierce your ears. Then we can go shopping at the mall. Well, how does that sound? Doesn’t that sound like fun! Because it’s either that or everyone in this town will know that your dirty little secret.
Take your time; you have 10 seconds to decide…………..

That’s a good girl-I think you’ve made the right choice. This can just be our little secret now, and of course the girls at the salon, and the people at the mall.
Having second thoughts? You don’t want to get your hair and makeup done and go shopping with me? Try on some pretty dresses? No?
I thought we discussed that already. You can either be a queen for a day or for life, its up to you. I’ll bet that a few stares and giggles are better than everyone in this town, everyone at school and work and everywhere you go from now on making fun of you for wanting to be a pretty little girl, And you do want to be a girl don’t you honey? DON’T YOU?
Yes, I thought so. So we’re clear now right? You’re going to do everything I tell you do without a problem today is that right?

” Yes Morgan-please make me pretty and take me shopping”
Go ahead, say it again” Yes Jane, please make me pretty and take me shopping”.
That’s a good girl. Once you’re all prettied up and trying on dresses with me you can be the girl you’ve always wanted to be and you’ll understand everything!

OK-go ahead and take a shower and I’ll get your things ready. Here, you can put on these panties when you’re done. Go ahead-don’t even think about changing your mind now!

Oh you look so cute in pink! Are you starting to feel feminine yet? No, well don’t worry I’m sure you will soon.
Now here’s a matching bra, padded of course. Here let me help you put it on. Now let me see-very very nice. You’re going to be sooo sexy.
Here’s a pair of pantyhose-put them on carefully so your ugly toenails don’t tear them. The girls will take care of that later though, and you’ll have to take them off again,but for now we want you to be as pretty as we can.

I see you chose my brand new dress to try on-you know I never even wore it? That’s alright it’s yours now; you can buy me a new one when we go shopping. We’ll buy you all sorts of pretty things later.
Are you looking forward to it? ARE YOU?
“Yes Jane-I can’t wait to go shopping with you and buy all new clothes.”
SAY IT!
“Yes Jane-I can’t wait to go shopping with you and buy all new clothes.”
That’s a good girl. You’re going to have to work on that voice though. I’ll have the girls at the salon help you while you’re there.

Isn’t this dress just perfect! It’s so sheer . Your bra and panties will show right through. You’re going to be gorgeous!
And you found my new shoes that I’ve never worn either, go ahead, put them on.

I can’t believe how good they look on you; well they’re yours too now. They have a fantastic shoe department there-you’ll see. You can get buy me new ones and also get some practice with higher heels.

Now walk for me. Let me take a look at you. Slower, come on, you know you’ve walked in heels before. And move your arms a little–here watch me.

Now walk across the room like that-make a little turn, that’s good, now pose. Put your hands on your hips and give me your best feminine smile.

I love it!!! This is going to be so much fun-don’t you think? Yes? Say it like a lady-“Yes Jane-this is going to be so much fun.”
That’s better.
OK, now let me find you a purse and we can go. Would you rather have a shoulder bag or a cute little purse? I’ll show you what I have and you can choose.
You like the shoulder bag? Good choice! That’s what I would have chosen. See-you’re thinking like a girl already.
You know, I have a necklace that I was planning on wearing with that outfit and I’ll be happy to lend it to you just for today. Here-let’s see how this looks.
Perfect! I can’t wait until your hair and makeup are finished.
Alright, I think you’re ready for the salon!

Are you excited about your first trip to the beauty salon? I know I am. I’ve always loved going there and I think you will too once I introduce you to my all my friends and tell them why we’re there.
What am I going to tell them? Ah, that’s so cute-your shy aren’t you? Your not worried about anything are you? Because they’re just going to help you. I’m going to tell them how you broke into my house, tried on my clothes, and begged me to help make you into a beautiful girl. That is what happened right? I mean look at you. You have on my panties and bra, pantyhose, dress and high heels. Do you think for a second that they won’t believe me?
Well?
OK then-so when we get there you are going to agree with everything I say and ask them if they can PLEASE help you with your hair, makeup and nails right?
RIGHT Michelle?
That’s better.Oh look there’s the shop now, and it’s so crowded. But don’t worry sweetie, you’ll be the most popular person in there I assure you.
Are you ready? Now straighten your dress, don’t forget your purse, and just stand there and look pretty for me for a minute.
I can’t resist- I have to take a few pictures.
DON’T GIVE ME ANY CRAP! It’s much too late to get out of this now and you know it. You have absolutely no more choice about anything. You’ll do what I say and like it BITCH! That’s right-you’re my little bitch now and you’re going to talk like one, walk like one, look like one, and act like one. You’re a stupid little bitch in a dress and you’re going inside with me now and you’re going to like it-do you understand?
DO YOU UNDERSTAND?
You’re mine now to do whatever I want with. Anything and everything, and don’t forget it! You’re going to remember this day for a long, long time.
Now let’s go in and remember – act like a lady.

Hi ladies-I want you to meet someone. Everyone this is Michelle! Say hi Michelle.
We will have to work on that voice.
Michelle is my neighbor and guess where I found her today. In my bedroom trying on my lingerie! That’s right-she broke in and went through my drawers and closet and all my personal things. I was furious at first and was going to call the police, but when Michelle broke down and told me she has always wanted to be a girl I had to stop and think.
She even begged me not to tell anyone and help her become the feminine little thing she’s always dreamed of. So I thought about my appointment today and well, here we are.
What do you think girls? Can you help make her beautiful?
Yes she does have pretty legs-she on the swim team and shaves all her body hair. Isn’t that convenient? We were thinking about a perm-she has such pretty curly hair.
You agree? Great then we can start there.
Why don’t you have a seat in Donna’s chair Michelle? There now, let’s have a look at you.
Ah, she’s blushing-Michelle is kind of shy- we’ll have to work on that.
Now as for her make up, I think she should look as feminine as possible, maybe even a little slutty.
Don’t you think Michelle? You are a naughty little slut aren’t you?
This will be the perfect pay back for breaking into my house.

She’s all yours girls. Do whatever you have to do to make her pretty!
Her eyebrows will have to be waxed of course, and she wants to have her ears pierced. Oh and Sara, you do such lovely nails that I think we just have to give Michelle a manicure and pedicure, don’t you agree? Something in a deep red to match her dress. And I guess her lipstick should be that color too. Does anyone have any other ideas?

You think that she should take her dress off until you’re finished so it won’t get ruined?
I think that’s a GREAT idea!!!
She’s wearing such pretty panties and bra today too!
You don’t mind do you Michelle?
I didn’t think so.
Alright-I have some things to do so she’s all yours girls. How long do you think this make over will take?
Three hours- Really?
OK, that’s fine -you just take your time and do it right. And by the way, she needs some help sounding a little more girly so maybe you can help her with that.
See you later Michelle. Have fun and remember to act like a lady!
I’ll be back for our shopping trip and then we can go to that new biker bar on the way home.
I’m sure you’ll get lucky there,I know all the guys will!
Life is good isn’t it sweetheart?