I have a little errand or two for you today - my little errand gurl. You're going to pick up some groceries from some of the stores on the high street, collect my dry-cleaning from the laundry shop, and fetch me a coffee and some lunch too while you're at it. You don't mind do you, sissy?. It's gonna be so busy on the high street today, sissy. SO busy! The humiliation you'll experience is going to be TOTALLY unavoidable I'm afraid because I'm sending you out on your errands in your girliest sissy-maid uniform. I'm going to lock you into your pretty dress and padlock the platform heels to your feet. You're going to be completely feminized in panties, stockings, a tight corset and ruffled petticoats. You'll wear a long blonde wig and makeup and you'll look absolutely fucking ridiculous! haha! But that's a you-problem, sissy and it's not going to get in the way of those errands getting done!
It won't matter how much you'll want to blend into the background, sissy, you WILL stand out! Not only will you look so pathetic wiggling down a busy high street dressed in the most over-the-top sissy maid uniform but I'm going to give you even more to deal with. Your poor cock will be locked in a tiny, spiked chastity cage so that every time a hot girl gives you a snarky look of disgust or a group of brats giggle and point at you, you're gonna feel the spikes dig in. Your pantied bottom will be plugged with a big vibrating butt-plug to make your girlish wiggle even more exaggerated - drawing even more attention to you. I'm even going to make you wear sissy jingle-bells to make sure everyone turns to look at you. There's no way you're going to avoid being totally fucking exposed sissy! There's no way you're going to avoid being laughed at and pointed and a photographed as you mince through town in that dress!
You're going to walk all the way through the high street to the grocery store with your little list of items I want you to buy. You're going to click up and down the aisles of the supermarket looking for everything I told you to pick up - soaking up all the laughter from everyone who sees you - ignoring the giggles and the name-calling from the mall-brats who will love to make your experience even more humiliating for you. You'll collect my dry-cleaning and thank the pretty girl that works there in your pathetic girly-imitation voice and then you'll head to the coffee shop to pick me up some lunch. Be sure to say hi to my girlfriends who will be waiting for you to make an appearance sissy! This is going to be mortifying for you - exposed as a sissy errand gurl all through the town - You'll never have felt so humiliated in your whole life sissy!