Ferrera Fresh Tip: Your first date is your time to show your style, No excuses. If there is one date for you to get dressed for, it is the “First Date.” The main thing about your first date attire is don’t over do it but don’t look like a teenager. Tennis shoes and T-shirts are out, unless you’re going to the beach, and yet in this situation you can still be fly. Dress appropriate for the destination and wear something a little more fresh than the blues jeans and black shirt. Every guy can pull off that out fit. Keep you cool and show off your style. Most importantly wear Confidence, it will be appreciated far more. More tips on date attire on Page 200 of The Perfect Gentleman’s Pocket Guide.