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To the OP, I'm gonna be blunt here. You need to accept that you've gone bald. Your days of having hair are over, so mourn the loss and wet-shave it all off. You will look 5 years younger. Trust me. Keep your beard/stubble. The good news is, your face is still young and fresh, with good teeth. Your fashion sense however, is stuck in 1993. Ditch all your baggy clothes and get fitted clothes, with open shirts, vests, anything which bares your chest. Tight clothes are generally good. Your posture needs to be less defensive and more open / relaxed. You need more shots of you doing interesting shit with other people, preferably outside. A music festival, on the beach, on stage, surfing, basically anything which is outdoors, apart from rock climbing which is for douches from San Francisco.
Whoever said smiling in a profile pic shows weakness is wrong. Smiling is not needy or weak. It shows a sense of self-contentment and self-amusement. A guy who can relax and not be so serious. A guy who women will feel comfortable around. Don't have a goofy smile on every pic, but a relaxed smile on at least half your pics is a good balance.
Worst possible pic you could take: Selfie in the mirror. This is a girls thing. It's not for guys. It's not even cool when girls do it!
With all of the fashion advice, is there anywhere you recommend shopping?