A Convict uniform
From Create Your Own Story
You stare at the convict uniform and wonder exactly who thought convicts would be wearing this kind of outfit, the top fits extremely tight over your bosom, you have to leave the top two buttons undone, it just wont stretch any farther, leaving a generous view of the top of your breasts. And the skirt is so short that there is no way you would think of bending over, not to the mention the fact that you constantly have to keep pulling it back down as it rides up. You immediately go to put it back on the hanger and try one of the other outfits but find both of the other outfits gone, they must of been sold while you were trying this outfit on. Dang it, you guess you will have to either wear this outfit or not go to the party, and since you already promised your friends you would go, you decide you will have to take it.
Your friends compliment you on your great choice saying that you make a lovely prisoner and insist on you wearing it out of the shop, you blush beet red but since this is the city its not like anyone you know will see you. When you and your friends get to the counter to pay, the store clerk says that they sell an upgrade to the outfit. While the outfit is pretty cheap at only $20, the upgrade pack usually costs $250, but that since there is only one left and the Halloween season is nearly gone he would give it to you for free if you help him out a bit. You feel quite uncomfortable as he is openly staring at your breasts and ask him exactly what he means. He replies that you could either Assist him in the store, or let him have some fun with you, and either way he would let you leave with the deluxe prisoner upgrade pack. You want to just leave, but your friends are rooting for the store clerk pressing you to loosen up to get ready for the party
Do you:
