This morning, Sissy got up to see a note from Mistress stuck to her chastity cage bag saying “Put this on Sissy, we are going to have a dressing up day today and then we are going to fuck” Excited, Sissy put her cage on straight away, looking forward to some naughty fun. When Mistress got up she walked over to Sissy and felt in her panties to make sure she was caged.
Mistress:- Are you looking forward to your dressing up day Sissy?
Sissy:- Very much so Mistress, I can’t wait
Mistress:- Well at 3.00pm, I want you to be standing, facing the corner in your bedroom and you will not turn around when I enter the room. You will be fully dressed in your sissiest outfit and I want to see the full sissy you are.
Sissy spends the morning choosing what to wear, taking all of her sissy clothes out and holding them up against her to see how sissy she can look. Her little cockette straining in her cage, she is so excited.
After lunch, Sissy goes to her bedroom to get ready. She makes sure she is completely smooth and takes a deep bath with lots of girlie bubbles. Lying in the bath, imagining how she will look and how much fun the afternoon will be.
By 2.30pm, Sissy is ready and is standing in the corner of her bedroom, legs trembling with excitement. She has opted for a full pink outfit knowing that this is her sissiest look.
In full make-up, with earrings, pink wig and her sissy pink dress. Underneath is a bra (filled with her E cup boobs), panties, suspender belt and stockings, and sissy socks, all pink. To complete the outfit, she has on her pink fluffy mules.
She waits for what seems like ages, not daring to turn around and look at the clock. Eventually, she hears the heels of Mistress along the corridor and hears the door opening. She hears Mistress approaching and feels her hand stroking her ass under her skirts.
Mistress:- Hello Sissy
Sissy:- Hello Mistress
Mistress moves back a little
Mistress:- Now Sissy, turn around
Sissy turns around to see Mistress dressed in her sexy button up black dress with black stockings and black heels. She is holding the video camera and recording Sissy.
Mistress:- My my, what do you look like?
Sissy:- A big sissy Mistress
Mistress:- Well, that’s what you are. And how do you think you look Sissy?
Sissy:- Pretty Mistress
Mistress laughs
Mistress:- I agree, you do look pretty………… pretty ridiculous!
Sissy blushes
Mistress:- Give me a twirl Sissy
Sissy holds the edge of her skirts and twirls around causing Mistress to laugh again.
Mistress:- Oh my God! You look so ridiculous. Now give me a curtsey Sissy.
Crossing her ankles, Sissy gives a deep curtsey and nearly topples over causing Mistress to laugh yet again.
Mistress:- Well you obviously look pathetic, but how do you feel in your sissy outfit?
Sissy:- I feel wonderful Mistress and also very excited. I’m really looking forward to our fuck with me dressed like this
Mistress:- Well, I did promise you a fuck but you will have to wait a short while Sissy. Now turn and face the corner again.
Sissy turns obediently and hears Mistress opening a drawer.
Mistress:- Put your hands behind your back Sissy
Sissy obeys, wondering what is going to happen. She then feels Mistress attach a collar around her neck and secure her wrists to the attached cuffs. Cinching the harness tight, Sissy’s hands are pulled higher, uncomfortably. Mistress then attaches thumb cuffs to Sissy’s thumbs, leaving her totally helpless.
Mistress:- Before we fuck, I’m going to have a little fun with my Sissy. I want you on your knees on the floor at the end of the bed.
Pulling Sissy’s leash, Mistress drags her to the bed and then forces her on to her knees. Mistress sits on the end of the bed and undoes a few buttons from the bottom of her dress. As she pulls the bottom of the dress open, Sissy can see her stockings and suspenders and sees that Mistress is not wearing any knickers. Mistress opens her legs wide and runs a finger along her pussy, giving a little moan as she finds her clit.
Mistress:- That little sissy cockette of yours might not be any use to me but I know how good you are with your tongue so go ahead Sissy, do what you do best and lick my cunt
Sissy’s cockette twitches as she hears Mistress call it her cunt. She licks her lips as Mistress pulls on the leash and draws Sissy’s head closer to her. Sissy can see how wet Mistress’ pussy is and can smell the wonderful aroma. Sticking her tongue out, she lightly licks that delightful pussy.
Mistress moans and lies back on the bed, still holding Sissy’s leash and pulling her further into her pussy.
Mistress:- Oooooh! That is so nice Sissy. You really are very good with your tongue
Sissy:- Thank you Mistress
Mistress:- Don’t talk! Just lick my wet cunt
Sissy goes to town with her tongue, using all of the techniques that she knows Mistress loves, enjoying the smell and taste of her pussy but most of all enjoying the moans of pleasure coming from Mistress.
Mistress:- That’s so good Sissy. I’m so close. Make me cum and then we can fuck
Sissy tongues Mistress harder, bringing her closer and closer to orgasm until she finally climaxes with a loud scream and clamps her legs together, crushing Sissy’s face.
As Mistress comes down from her climax, she opens her legs, releasing Sissy’s head. Sissy looks at Mistress with a smug look, knowing she has done a good job and will now get to fuck Mistress.
But Mistress does the buttons up on her dress again and stands up. Pulling Sissy up, she tells Sissy to climb on the bed face down with her feet at the headboard. Pushing some pillows under Sissy’s stomach, she then secures Sissy’s ankles to the corners of the bed
Mistress:- I need to get a drink. When I get back we can fuck.
Sissy:- But how are we going to fuck with me like this Mistress?
Mistress:- Don’t you worry about that Sissy, you’ll see
Mistress sets the video camera up on a table in front of Sissy’s face and then leaves the room.
A few minutes later, Mistress comes back into the room and sits on the bed next to Sissy. She puts her hand under Sissy’s skirts and holds Sissy’s cockette and balls in her hand.
Mistress:- I promised you a fuck Sissy but the problem is that this thing is useless isn’t it?
Sissy:- Yes Mistress
Mistress:- It’s so small and never gets very hard and I don’t even feel it when you put it in my cunt. And when I do let you put it my cunt, you usually cum within a few seconds don’t you Sissy?
Sissy:- Yes Mistress, I’m sorry Mistress
Mistress:- In fact, you have never been able to satisfy me with this little thing, have you Sissy?
Sissy:- No Mistress
Mistress:- Look into the camera and tell me that
Sissy looks into the camera, shame and humiliation all over her face
Sissy:- I’ve never been able to satisfy you with my little cockette Mistress
Mistress:- So I thought we’d try something different today. I have a little surprise for you…….. Well actually, it’s quite a big surprise.
Sissy looks confused as Mistress stands up and undoes the bottom of her dress. As she pulls the dress apart, Sissy can see a strap on cock sticking out and she gasps. It is around twice the size of Sissy’s cockette in both length and girth
Mistress:- I thought it was time one us had a real cock
Moving to Sissy’s face, Mistress holds the strap on pointing it at Sissy
Mistress:- Can you see my big hard cock sissy?
Sissy:- Yes Mistress
Mistress:- Kiss it Sissy. Kiss my cock
She moves it to Sissy’s mouth and Sissy plants a tentative kiss on the end of the cock
Mistress:- Now lick it Sissy. Lick my big hard cock
Sissy pushes her tongue out and licks along it’s length
Mistress:- Now open that sissy mouth and suck it Sissy. Suck my cock
Sissy gulps and does as she’s told. Opening her mouth and taking the head of the cock inside.
Mistress:- I think you can do better than that Sissy.
Mistress holds the back of Sissy’s head and slowly pushes the cock further into her mouth
Mistress:- That’s better Sissy, now let’s see if you can take it all like a good cock sucking sissy
Mistress pushes further until it is all the way in. The balls touching Sissy’s chin. Sissy eyes are wide open and watering as she feels the cock in her throat
Mistress:- That’s it Sissy, get it nice and wet, because you know where it’s going next don’t you?
Sissy looks up at her and nods, not quite believing that this is really happening.
Mistress:- Yes Sissy, my cock is going up your sissy ass. I’m going to fuck you hard and make you squeal
Mistress pulls the cock out of Sissy’s mouth, gets the lube and climbs on the bed behind Sissy. Pushing back Sissy’s skirts and pulling her panties down, Sissy’s ass is exposed. Sissy feels wonderfully vulnerable especially when she feels Mistress’ fingers probing her ass, applying lots of lube.
Mistress:- Now Sissy, show me how much you want my cock. Twerk that Sissy ass.
Sissy twerks frantically making Mistress laugh. Mistress is between her legs, the strap on a few inches away from Sissy’s ass.
Mistress:- If you want my cock Sissy, you’ll have to come and get it.
Sissy pushes her ass back
Mistress:- Nearly Sissy, just a little further
Groaning, Sissy pushes back as far as she can, her little cockette twitching as she feels the cock touching her
Mistress:- Oh! You really do want my cock, don’t you Sissy?
Sissy:- Yes Mistress, I want it soooooo much!
Mistress pushes the cock a little further, teasing Sissy’s hole with it
Mistress:- Can you feel my cock Sissy?
Sissy:- Yes Mistress
Mistress:- Look at the camera Sissy and tell me where you want my cock
Sissy looks at the camera, excitement written all over her face
Sissy:- I want your cock in my sissy ass. I want you to fuck me and make me your sissy bitch! Please Mistress!
Mistress:- Well, you asked for it, so brace yourself
Mistress pushes the cock a little further, stretching Sissy’s ass with the head of the cock half way in.
Sissy lets out a little moan and tries to push her ass further back onto the cock
Mistress:- Oh! You really do want my cock don’t you Sissy?
Sissy:- Yes Mistress, please!
Mistress pushes further still until the head of the cock disappears into Sissy’s ass. Sissy gasps, a combination of pain and pleasure………but mostly pleasure
Mistress rocks a little, teasing Sissy, and then pulls the cock out. Sissy groans in frustration.
Mistress:- Oh! Your Sissy ass is gaping wide, hungry for my cock
She pushes the cock back in and then presses further, sliding the cock half way in, causing Sissy to moan in pleasure and then pulls back a little
Mistress:- Are you ready for it all Sissy?
Sissy:- Yes, yes, yes, yes
Mistress:- Here it comes then Sissy
Mistress rams the cock all the way into Sissy’s ass, buried balls deep inside her. Sissy lets out a guttural moan of pleasure making Mistress laugh
Mistress:- You took that very easily, just like a sissy slut should. I think we need to buy a bigger strap on, or maybe find a real man with a big cock.
Sissy moans at hearing this. She cannot believe this is really happening
Mistress:- Keep looking into the camera Sissy, I want to watch it back later and see your face as I fuck you hard
Mistress then proceeds to fuck Sissy hard and fast. As she rams in harder, Sissy’s moans become squeals, overcome by waves of pleasure which seem to increase impossibly, taking her to higher and higher levels. At its highest, Sissy feels her cockette twitching in her cage and then feels her cum running out, experiencing a frustrating but delicious sissygasm as she screams with pleasure.
Mistress notices the wet patch and laughs
Mistress:_Oh! You’ve cum like a sissy!
Mistress continues to fuck Sissy who is shaking like a rag doll impaled on Mistress’ cock. After a few more minutes, Mistress decides that Sissy has had enough and slowly pulls the cock out of her ass. Sissy gives a low groan of disappointment as she is left feeling empty.
Mistress:- Now you really are my sissy bitch
Sissy:- Yes Mistress. Thank you so much Mistress