Step 1
Ask your date about the event: Will you need park clothes, beachwear, an urban dinner outfit or rock-climbing gear?
Step 2
Aim for middle ground for date one. Neutral colors, classic styles and great accessories are always comfortable, especially if you don't know your destination.
Step 3
Assess your position. Will you convey "career," "artistic," "dynamite" or "easy confidence"?
Step 4
Decide what makes you feel pretty, sexy, confident or comfortable. Do you want to be more sexy than sedate, or do you want to look sophisticated?
Step 5
Choose your colors. That little black dress, silver jewelry and an exotic shawl could be stylish and sophisticated. Pastels, gingham or soft lines suggest softness. Tie-dye can be fun or whimsical.
Step 6
Be yourself. If you're at ease with lower necklines and revealing clothes, go for it if it feels appropriate.
Step 7
Think comfort. Stiletto heels, new styles or a skimpy skirt may make you uncomfortable and distract you from your date.
Step 8
Dress it up or down. Classic separates can be easily paired with one extra-special piece for a boost.