Greetings asktrp, I was recently informed by a friend that even though I've lost weight and gotten a bit cut, the clothes I wear would be described as "baggy". I guess this stems from me not wanting tight clothes when I was 215, but now that I'm 175 the clothes I used to wear probably look terrible.

How to I go about getting new clothes that fit well and put me in a better light upon first glance. I know there are tailors, but it seems kind of intimidating to go to a full blown tailor a la Tim Gunn. Like, how if you want to get into whiskey tasting, you don't start with 400 dollar bottles after never drinking anything beyond Evan Williams.

Is there a place that's sort of like an intro place that can help me pick out a good style that would fit well?