Note: This story was dynamically reformatted for online reading convenience. I have always wanted to dress you up as a girl and now I can have you getting ready with me for a night out getting ourselves made up, hair done and then slipping into matching underwear. However you would have the addition of a chastity device and a plug up your ass to remind you of what's coming when we get home. Then it's on with the panties, stockings and heels. You are in slutty red number with red stockings and heels. I am in classic commanding black. We go to the restaurant, and whilst it's a public place nobody can tell you are you because nobody is expecting to see you as a woman in a red dress. I order for us and don't permit you to speak, and you know that I mean it and don't argue. I drop a fork off the table and tell you to pick it up. You head down and as you try to get up again I hold down your head and say whilst you are there I want you to get me off with your tongue. Oh and you better hurry up because the service is pretty speedy here... You keep working your magic between my legs and it isn't long before I have a mind blowing orgasm but don't make a noise so people in the restaurant don't suspect. I gesture for you to get back up again and it is clear your face is wet with my juices. I permit you to go to the bathroom to clean up your face and straighten out your dress.. of course it will be the ladies toilets you go to and there is no use you complaining as it will only get you punished further when we get home. As you return to the table the food is being served. The orgasm was the only moment that I lost control and you are very aware that I won't be messed with tonight. I say to you I have decided that every Tuesday night will be our date night and you will be dressed as I see fit and not be permitted to orgasm or cum unless you are fully dressed as a woman, and even then only if you have fully satisfied me. Or you can return to normal life and I will unlock your chastity device tomorrow morning after sleeping in a separate bed tonight. I will only permit you to speak a one word answer, accept these terms or refuse. You croak ACCEPT I smile and allow you to speak for the rest of our meal together, but you are addressed as stephanie for the meal. I am so horny but stay in control as we drive back home. I want to pump you so hard but take you up to the bedroom by the hand and tilt you over on to the bed. With your heels on you can't really resist. I then tie you hands above your head so your ass is sticking up in the air. I remove the plug and fill you with lubricant as this is Stephanie's cherry being popped. I adjust your dress and panties but they stay on, and then my strap on comes out. Welcome to the world slave Stephanie I say and then I begin... You are bent over lying on the bed with your ass in the air. I position myself behind you and move your painties down to your knees. I take in the view of this person before me with a face of anticipation, the red dress hitched up but the stockings still encasing your legs. I push my strap on against the opening of your ass and hold it there as you take in your situation.. submitting to my commands have meant that you have a stockinged woman in a black dress pushing a strap on dildo into your ass. I push slowly until eventually it reaches home and then pick up the pace. The dildo inside me makes my body respond and I pull your hips towards me with each stroke. I soon come with a wild orgasm...and slowly withdraw my strap on. I had planned for that to be it but I see your cock still encased in the chastity device and I know my pussy wants a real cock inside it tonight. I flip you over and tie you to the bed face up. I release your cock and it springs into life in an instant as it's been pent up for all this time. I lower my hips so that I am hovering just above your glistening shaft. I enjoy the contrast of your massive eager cock and the stockings, heels and dress you are still wearing. You strain in your position as I hold myself there for a few seconds before pushing myself down and onto you. You fill me and my pussy grips you tightly as it finally gets what its been looking for. As I move up and down over the length of you, you try to move you hips to drive further into me. It doesn't take me long to reach my peak and as I cry out with an orgasm your cum sprays inside me like a fountain. I stay astride you and you stay almost fully hard for what seems like eternity as my pussy pulses around you. Then your cum mixed with my juices starts to slide down me and onto the tops of both our stockings. I consider getting you to clean it up but decide just to pull your panties back up and fix your dress so you can sleep like a proper slut with cum all over your underwear. Looking at your body next to mine your voice quivers out a compliant "Thank you mistress Sophie"