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Sissy Boy Slave
I come home from work... Dressed in girl clothes - button up blouse, skirt, maybe a jacket... Heels, stockings, probably no panties or maybe a garter belt... Greeted by you - you are dressed in jeans, sloppy tee shirt, tennis shoes... Hair held back by glasses..

I am cranky - after all, I support you, take care of you - and all I expect is for you to maintain some semblance of appearance... Not that I expect you to dress in a tie and tails all of the time, but would so like to see slacks that are tailored, a button up shirt... Raw silk I think - the texture is nice in contrast to your smooth - hairless skin... Want you to show me that you take pride in your appearance... but like most men - you believe that you don't have to do any of that to please me, thinking that all you really need to please me is a stiff cock. Men are so stupid in this regard - there is so much more to delivering pleasure...

Knowing that this is your attitude - I become a little more cranky... order, not ask you to remove my jacket... Bring me a drink... As I sit you step behind me - lightly massaging my shoulders... You know that I am not happy - and want to make sure that you do your best to please me - after all - what would you do, where would you go...

As I relax, we chat about the day - the mundane tasks at the house, the idiots I work with, current events, etc... I can see that you are gauging my mood... Wondering how you might gain my favor again... You kneel in front of me, releasing stockings from garters... Removing my stockings - kissing skin as it is exposed... My heels are still on... And you spend much time massaging my calves with your hands while you lick and suck my heels... You are looking at them with an almost wishful expression... As you remove my shoe, you fondle it... It appears as if you are wishing that you would like to be wearing it rather than your tennis shoes... You repeat the process with the other leg after my shoe is removed, but in the process of removing my stocking - you somehow manage to cause it to run - This makes me angry! Stupid men, can not do anything right... Never pay attention to the condition of their nails, the callouses on their hands, little things that can ruin clothing... Almost lovingly you place the heels near the base of the chair, knowing that you had better not do anything to scuff them...

My drink is nearly empty, I want another... As you retrieve my glass you clumsily spill some on my blouse - which must be removed and cleaned immediately... You remove my blouse - and before you can take it to clean it - I order (again, no asking) you to remove your shirt... After all, if you are so clumsy that you ruin my clothes - what are you gonna do to your own... I can sense that you do not like being in this state of undress - and I like that uncomfortable feeling I see... Your jeans need to be removed as well... If you are uncomfortable - perhaps you will pay a bit more attention to what you are doing... Of course you balk at being naked, it's still light outside... Complaining that you are not comfortable... I explain that I like seeing you uncomfortable - I like knowing that I have that kind of power... I tell you to run me a bath, get my blouse cleaned up, I am very cranky at this point - and am looking forward to being pampered a bit... You rush off anxious to do my bidding - hoping that somehow my crankiness will go away - and you can put your clothes back on...

In the bathroom, I have you undress me... Paying very close attention to the handling of my clothes... Of course I don't have to tell you to pay attention to them - you fondle the silks, rubbing them against your face... You finger the lace - and wonder how it would feel against your skin... I notice how you are touching them - and wonder... In the tub you first wash my hair - massaging my scalp... Rubbing my shoulders a bit... Rinse my hair and apply conditioner... Shaving is next... You start with my legs - being very careful - you have no idea how I might react if you cut me... And at the moment it isn't something that you want to do... As you near the top of my thigh, you look at me questioningly... Do I want you to go higher? of course I do... Which requires me to sit on the edge of the tub, legs spread... You separating and fingering my pussy... while you pay very close attention to making sure you don't miss any spots... I can see us in the mirrors that surround the tub... Can see that your cock is getting hard - your face is very close to my pussy - and I can almost feel you tasting me... I want you to taste me - but not as much as you want it - so I force myself to wait - forcing you to wait as well..

You finish shaving my pussy... Leaving only a small amount of well trimmed hair above my slit... My asshole is next... I know how much you like to play with my ass hole and can see a gleam in you eye along with a slight grin... Your cock is straining against your boxer briefs... So, naturally, I have you remove them... I like to look too. At this you attempt to explain how uncomfortable you are being naked - which angers me... I tell you to wait while I rummage through a drawer... I find a white thong with a narrow back - and make you put it on... I am thinking that you will argue, beg not to have to wear it - but instead you put it on with no objection... I watch as you arrange your cock and balls... Trying to make everything fit... I can see that your cock is still hard, and notice that there is some leakage - causing a wet spot in the silk... After you are done arranging I tell you to turn - so that I can see your ass... I grab the back and pull up... Pulling the thong more firmly into your ass crack... In the mirror I see your eyes close slightly, a smile starting to appear on your face... I smack your ass, hard - and tell you that it's time to get back to the bathing... The bathwater is getting cooler and you have to shave my asshole still... I bend over, placing my hands on the edge of the tub... My legs spread slightly... You pull my ass cheeks apart and gently shave around my ass hole... I see you set the razor on the edge of the tub and lick your finger... Dropping my head, I wait impatiently for your finger to find the opening... You rub the rim... and watch as the muscles constrict invitingly... slowly you push your finger in... watching for my reaction... As I push against the pressure of your finger, you cant resist tasting me there... Again, you lick your finger - and then penetrate my asshole with your tongue... You hear my sigh... feel the muscles in my body tense and then relax as I enjoy you massaging my asshole with your tongue... Your fingers separating and fondling my wet pussy... I allow you to continue for a short time... Enjoying the sensations... I can feel that you want to put your hard cock where your tongue is - so I stop you... This is about me - and what I want! You are to please me first and foremost...

Climbing back into the tub - you continue to bathe me, soaping and rinsing my entire body... Rinsing my hair... I can see that the wet spot on the thong has grown - and knowing that I caused the wet spot makes me happy... You haven't complained about being uncomfortable in the thong - and I wonder just how far I can go... making you wear my clothes... As you towel me off - I see a silk nightie hanging on the closet door... And tell you to get it and my robe... I take the robe from you and wrap in around me... while you are still holding the nightie... I tell you that since you seem to be enjoying the thong - you might as well cover up the wet spot with the nightie... but before you put it on, I bend and taste you through the silk of the thong... Sucking your leakage from the material...

To the dressing table... Where you apply lotion to my legs... My ass... My entire body... You finger comb my hair, while I apply moisturizer to my face... I ask if you if the nightie makes you feel like a sissy... And you reply that you really like the way it feels on your skin... Like the way it makes you feel "pretty"... I wanted you to be uncomfortable - and you like it... Fine, if you like that we will see how much you like it... I make you trade places with me... You seated, I begin by telling you that being "pretty" doesn't always feel good and begin my plucking your eyebrows... Not so much that the world will know - but enough that they are neat... I make you apply moisturizer, and base makeup to your face - telling you how stupid you are for leaving lines and streaks... I apply shadow to your eyes - bright, bold blue... And begin to work on eyeliner... You are unable to keep your eyes from watering, you can't stop blinking... Again, I am telling you about how much work being "pretty" really is... What a stupid little slut you are, thinking that you could ever be pretty...

After removing and re-applying shadow and liner - your tears messed up the first attempt... I begin with mascara... And curling your lashes... I can tell that it hurts you a little - but you seem to enjoy the pain it causes... Once I finish with makeup - I begin to braid your hair... You are confused... And I tell you that in order to make you "pretty" you have to do something with your hair... A wig is what you need... Scratchy, itchy, uncomfortable... I grab a dark red shoulder length wig from the closet... Situate it on your head - and can see almost immediately a shift in your attitude... I can see that you are liking the look, can see that you are liking stepping out of your reality... Instead of making me angry - it makes me wet! I am liking you as a girl... I find a pair of white stockings that you haven't ruined - and make you put them on...

While I watch - and have you fetch the shoes that you were so lovingly looking at earlier... The heels are high, but the platform solid... they are strappy - so even though your feet are larger than mine you are able to get them on... Your steps falter at first - but you quickly are able to walk smoothly in them... Wow! Seeing you dressed like this is doing amazing things to my body... I know that your cock is still there - but love looking at you as a girl... I make you walk around the room... Bending over with your ass toward me - pretending to pick things up... Make you squat with your legs spread as if you were wiping up a spot on the floor... As you parade around the room for me - I am laying on the bed, against the headboard, touching myself... Watching you makes my pussy ache... My asshole constricting and releasing - remembering the little bit of attention it got earlier...

While you are obviously enjoying your new found "self", I am silently putting on a strap-on... My mind struggles with the decision of whether to treat you like an innocent - all in white... Or continue with the humiliation that I have been showing you so far... I decide that I am gonna show you just exactly what happens to cheap whores like you... Thinking that you can parade around the room - looking all "pretty", bending and teasing me... I climb off the bed, grabbing your arm... and tell you in a very stern voice... "On your knees, Bitch!"...

All I am wearing is my robe and the strap on... I can see in your eyes that you are scared and excited all at the same time... It is the fear that I see that makes me grab your chin and explain to you that along with being "pretty" there are some things that you need to learn... The first lesson is how to suck my cock! You are hesitant at first... Teasing just the tip of it... I ask you if that is how you like your cock sucked - and of course you answer no... So I tell you to take it all - and still you hesitate... This only leaves me one option... I grab your head and force my cock to the back of your throat... I hear you gag... See your eyes water... And like it! I don't want to choke or scare you... So I back off a little... Still making you stroke it with your lips tease it with your tongue... Working it slowly so that you are able to take more and more on each stroke... Once I am satisfied with your progress - I tell you to turn around... You are on your knees... I make you pull your ass cheeks apart so that I can tease your asshole with my finger... Moving the strap of the thong - but not removing it... Licking first my little finger and inserting it... Your asshole tenses around it... I can hear your sharp intake of breath - and know that you are not extremely comfortable - but you don't pull away - so I continue... Working the muscles gently... Asking for acceptance of my finger... I replace my finger with my tongue... And you like that... I work on your asshole this way for a while.. Allowing you some pleasure before I cause you beautiful pain... While I lick your asshole, I stroke your cock... Can feel the leakage...

Removing my tongue from your asshole - I lick my hand... Liking the way you taste! I begin to lube up your ass... Preparing you for my strap on... Licking my hand and massaging your ass crack with my flat hand... I want to hurt you - but don't want you to hurt... Don't want to cause any damage - or make you not like the experience... I am having way too much fun to not want to repeat this at some point... Adding some other lube to my saliva I begin to insert the dildo into your ass... Stroking your cock as I do - hoping that your asshole will relax a bit... Slowly, I push my whole cock into your ass... And hold my position... Bending over you, I tickle your back with fingers, lips and teeth... My hands wander to your chest - your nipples... When I can feel you push your ass against me, I straighten... Grab your hips, and begin to thrust... Slowly at first - still don't want to hurt you... I can see that you are enjoying it - and your enjoyment is not what I had in mind... I thrust harder and faster... Smacking your ass with my hand each time I feel you push against me... This is still about me - and I want to be in control!

I withdraw... Order you to roll over, spread your legs and grab your knees... This position allows me a nice view of your cock - still covered by my thong - and soaking wet! I can also see your asshole which is still open wide from the earlier abuse... Once again I penetrate you with my cock... I can see your eyes close, your back arch... I stroke your cock through the silk... Still the focus is on your asshole - but I am thinking about the finish now... You still have a lesson to learn! I can tell that you are near the edge... Leaving the dildo in your ass - I bend and pull the thong to the side and take your cock into my mouth... I stop long enough to tell you to pay attention to what I do... I am good at sucking your cock - and I can teach you to be as good as I am... Stroking you with my lips... Teasing you with my tongue... Grinding my dildo into your ass... Massaging your balls with my hands - I bring you over the edge... Your body tenses... Your eyes squeezed shut... Your mouth open in a silent scream... You cum into my mouth... I love the way you taste... but don't swallow...

Once your orgasm is complete, I remove my strap on from your asshole... And crawl up your body so that our faces are even... I have not spoken - and you are wondering what I am doing... I lean down to kiss you... My mouth still full of you... Your lips part slightly and I allow a small amount of your cum to slip out of my mouth and on to your lips and chin... You lick your lips... Open your mouth wider... I give you all of your cum... And watch as you take it... Of course I do miss a little, dribbling on your chin... You start to wipe your chin with your hand, I stop you and lick your chin clean for you...

Kissing you I ask you how you like being "pretty"... You respond with a grin, and ask when you can do it again... Soon, I promise - after all, you were a good little bitch... Still have some lessons to learn - but made a good start... As I climb off of you and head to the bathroom - I am thinking about some of your reactions... You like the shoes, the silk and lace... Didn't hesitate when I gave you your cum back...

Hmmm... Have you been doing things and not telling me?

Submitted by:
DrennaofDarkness

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