Clueless older sister (25F) here, I've been in two serious relationships, and have been with my current partner (32M) for 1 year, and he completely courted me.
My baby brother (23M) has never had a girlfriend or been on a date. He desperately wants to take girls on dates, and to get a girlfriend. He has aspergers and was previously obese, but has been workin on himself and is now just about 40lbs over (down from over 150 over). Hes been keeping his hair styled, beard trimmed, etc, and wore nicer clothes because hes working on his confidence. I'm proud of him. He's asked me for so much advice, and I've given him what I could. I asked what he wanted for his birthday and he said he only wants things to help him take girls on dates. I bought him a couple of restaurant giftcards, but what else can I get him to help improve his confidence and self image?
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