A few advises on how to be happy with your outfit every time you get dress from Jill Martin, author of Fashion for Dummies:
1. Only wear it if you'd be psyched if the ex-boyfriend who dumped you ran into you while you were wearing it.
2. Only wear it if it makes you feel confident enough to ace a job interview.
3. Only wear it if it stand out just enough to get you noticed. While you might not want to scream, "Look at me!" in a fire engine-red dress, you don't have to wear only head-to-toe black either. Try adding some color as an accent with a scarf, or some great jewelry, or even metallic shoes or a unique bag for a change.
4. Only wear it if you're comfortable that it's exactly as you see yourself. Wearing pants when you really feel more comfortable in skirts or dresses (or vice versa) just to change up your wardrobe is not necessary. You know what you feel and look good in, and it's okay to stick with that look.
5. Only wear it if the fabric feels soft on your skin. Don't wear it if it's at all itchy because it'll distract you and make you uncomfortable all day.
6. Only wear it if it's going to keep you warm enough. Showing some skin is sexy, but in the winter, try a sexy neckline instead of bare arms.
7. Only wear it if it fits you properly. If it's too big or too small, it won't flatter your figure and you'll be trying to adjust yourself all day. Again, distracting and uncomfortable!
8. Only wear it if it doesn't make you look like you tried too hard. While it's important that everything you're wearing goes well together, you don't want to look too matchy-matchy. Avoid matching your shoes to your belt to your bag to your hair accessories.
9. Only wear it if its appropriate for the location, activity, or venue. There's no need to wear high heels to the company picnic. Not only will you look out of place, but you won't be able to participate in any of the day's events.
10. Only wear it if it represents your generation, meaning you don't look like you're wearing your mother's clothes - or your daughter's for that matter. Just because micro-minis are in for the teen set does not mean that you should necessarily follow that trend.