I heard that you are going on a little date, slave boy! How exciting! I know how nervous you must be. After all, you haven't been on a date since you started your service to me. I want to help you feel confident for your evening on the town. So, I'm going to help you get dressed. After all, you want to look you best, don't you? I want this woman to really get to know you. So we're going to put you in a pretty skirt and cardigan, some tall, shining high heels, pretty panties, and, of course, a nice, fat butt plug. You'll need that sissy hole filled if you expect to control yourself! Then, I'...

I heard that you are going on a little date, slave boy! How exciting! I know how nervous you must be. After all, you haven't been on a date since you started your service to me. I want to help you feel confident for your evening on the town. So, I'm going to help you get dressed. After all, you want to look you best, don't you? I want this woman to really get to know you. So we're going to put you in a pretty skirt and cardigan, some tall, shining high heels, pretty panties, and, of course, a nice, fat butt plug. You'll need that sissy hole filled if you expect to control yourself! Then, I'll do your make up so she'll really know what sort of sissy she's going out with. Oh? You say you're not a sissy? I don't care! You should know by now that I am a very possessive Mistress and you'll be meeting this date of yours with signs of my ownership all over you....