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Wut?
Brb I'm ashamed of my body
Brb let me hide under baggy clothing
Brb I want to project low self confidence to women before talking to them.

Winter time attire-
Khakis or jeans, Slim...

If you have enough confidence you can wear legit anything. The fact that you're questioning it already isn't good.

Will not at all claim to be an expert in the slightest, but I do pretty solid so I'm pretty confident that this guy only thinks he's an alpha:





This is true ^

If you are truly 5'6" and 108 pounds then bulk for much more then 6 weeks. Maybe 6 months? Also I would cut down the carbs slightly and replace it with more protein, but that's just preference.
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It's not that bad. Sit back on your heels a little more and don't move the bar around your knees like stated drag it straight up your shins. I wear High socks when DLing because when I don't my shins...