Maybe you have a "side-quest" going on. Like you're looking for Sexy Cologne or something.

I assume you ask because you've already found out you need to buy a dress to continue so let's get straight to the dress-buying process. The clerk in the clothing shop is actually the daughter of the man who makes the clothes, who is drunk in the bar. Go talk to him, and he'll agree to make you a dress. Now the aim is to get the best looking dress possible so try and get the Silk Dress (the other options are Satin or Cotton) by choosing something Soft that Shimmers. A dress alone won't do it, he'll need a wig to pull it off. Go into the gym and talk to the guy by the boxing ring, who will challenge you to a squats competition. Again, you're aiming for the prettiest wig so try to get in more squats than him (if it's a tie you only get a dyed wig and if he wins you just get a plain wig). If you want to be the one that Don chooses to ''take to his bedroom'' instead of Aeris or Tifa, you'll need to accessorize. Go to the bar to that guy who was hogging the toilet and he'll want some medicine. For some reason you get prescriptions from the local chef, so go buy a meal and you'll get some vouchers to use in the pharmacy. Buy the digestive and give it to the guy to obtain the perfume. For the finishing touch you'll need a Tiara, so go stay at the inn. In the middle of the night go to the vending machine and you'll get a Tiara, the best is the diamond tiara for 200gil but you can get a ruby tiara for 100gil (anything less and you'll just get a glass tiara) You can get lingerie from the brothel; but you need a members card to get in which you can obtain from the guy wandering around nearby. Now that you have all these items, go back to the clothing shop to put it all on. Then you can continue your journey! Note: Only a dress and wig (of any quality) are required to get into Don's mansion but if you want to be the one he takes to his room go for quality and accessories.