Confidence in Oneself It's important to wear something that gives you the most confidence while remaining comfortable. Anything that makes you feel uncomfortable, is hard to get in and out of, or could detract from the occasion shouldn't be your choice. Avoid wearing anything ugly underwear or worn-out, threadbare socks, for instance. The proverb goes, "If you feel good about yourself, you'll make people around you feel good as well." This is precisely what you want to happen, because a confident person is always more attractive! Step 3: Make Advance Plans After you've paid for a service, you shouldn't be wasting your time. While preparing ahead of time will help you make the most of your time with your chosen person,