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No. 535
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As long as the shirt fits OK around the shoulders and midsection, and the t-shirt you're wearing under it is simple and a good fit, you're good to go, OP. Grey or white works best, other colours can work too depending on the pattern and colour of shirt you're wearing over it. I like that look quite a bit and it's coming back. Make sure your pants fit well, make sure the shirt(s) fit well, and, when you're tucking your shirt in, wear a nice belt that goes with your shoes. When doing the untucked-over-t-shirt, consider pairing it with a wool beany, though that might not be your style.
Besides plaid or other patterns, look into more simple colour blocking, other fabics, textures, etc. Denim shirts, a unified colour, bolder patterns, etc. Also pay attention to what colours work with your skin tone and hair colour. Do bright colours, yellows, reds, etc look good on you? Or earth tones? Or pastels? That can make a huge difference.
>>531
>doesn't have to be mega tight, but should not be baggy at all, IMO
I would disagree with this. It really depends on the individual and their style. A close, tailored-or-close-to-it fit can be good if you're going for more of a clean-cut look or if you're on the short and/or stocky side. A looser fit can work with a more laid-back style or if you're on the tall side. For example, if you're the type to wear snapbacks and skateshoes, a baggier fit would work. Or if you're just going for a bit of a "slacker/stoner/skater" chill vibe, it can work. Or if you just have a bit of a chilled out style and personality, you can rock a baggier fit. Not a big billowy garbage bag of a shirt, but a looser hang around the shoulders and the torso.
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