The most important rule of dressing for a personal photo shoot is to highlight YOUR personality, and most of all, be comfortable. Although, keep in mind, that some of your favorites might not always transfer to what looks good in a photo. Stark white button downs with little to no details, for example, does not usually look as well in a photo as in person. Keep in mind what colors look good on YOU. Don't forget about the environment you will be doing your photo shoot in, and factor that in to your final decision (using a red brick wall as a backdrop means you might not want to wear a red shirt). Also, my favorite rule: things don't have to "match" they just have to flow to complete your look.
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