Here's some tips, hints for building confidence and getting over you're fear of rejection / "not being good enough for her". Get to the gym. I mean regularly 2-4 times a week preferably for 1+ hour each time. To those of you who make any excuse of any sort or say you're buff enough. Nobody said you had to do anything but simply exercise and maintain what you currently have. I guarentee this will boost confidence in any man ( not gay men. ). Talk to atleast 1 "unkown" girl a **day**. Simply say hi and smile. This is not a pickup contest. Getting a positive response from a woman is a confidence booster subconciously it will make you think like you're good for any woman. If the girl doesn't say hi back well damn I can't help you because there must be more serious issues. This should also help any shyness of initial approaching/conversation starting. Pick up a hobby you've never done before and pay for lessons for it. This wont be achievable by everyone. But really any sense of accomplishment on anything will boost your self esteem and how you value yourself as well as learning a new skill. Ideas: Any Instrument, Singing ( dont tell ladies you take vocal lessons however ), Craftsman ship, Artwork of any kind, biking etc.. This will also get you out of the house. Most people that have low confidence probably get out of the house a lot less than people with high confidence. Make sure you are not sitting at home on friday or saturday night between 5pm and 9 pm if possible. Get rid of your TV if you watch more than 15-20 hours a week. Get some books do something that actually stimulates your brain. But yea there are days you wanna grab a beer and just kick it back. Get rid of all video games if they tend to cause problems that are making you turn down people or doing things in real life. Even you're laundry. Hygiene/Improve self look. This is less about getting plastic surgery and cloths than it is about doing some general hygine that can greatly improve "flaws" you look at and get depressed about. Acne? Get some cleaners creams for it, dont like non-white teeth? Get some whitening strips.... Basically spend a little bit of money and do this, while it's an added benefit all women will notice you will also get less depressed ( increased self esteem/confidence ) which is like double effect. Hang around people with high confidence, this is actually -very- hard but well worth it if you can. You tend to be like the people you hang around so hanging around depressed people is a very bad idea. edited: for readability Obviously some of these are not accomplishable by all, some cost money, some a lot of money or a pretty penny. Others are fairly cheap or free and can go a long way. I think all guys of any age can atleast relate to one or two of these problems/improvements in their life that they are not currently doing. I can relate to every single one hence why I post here. I've come from a shy terribly foolishly dumb guy that wouldn't touch a girl because I thought I could never be anything more than a friend to someone who has started to start random spontaneous conversations without a problem with women. Thought I'd share.