Haha, I was in this exact situation once and it worked out awesomely. "I hate my clothes and I could really use your help" can be great first date conversation

Haha, I was in this exact situation once and it worked out awesomely. "I hate my clothes and I could really use your help" can be great first date conversation. Besides, it shows that you're clued in. She will definitely recognize that you need new clothes before you do.