There are so many options out there that I think it's good to keep a few key things in mind:
1. Know what you want. Are you looking for a long-term investment or the current trend that may only last a few seasons? Neither is a bad option but it is important to know what your choice is. It will help to narrow your purchase down further.
2. As a general rule, I wouldn't go out and buy a $300 watch that I may not like a year from now. Unless you're a Rockefeller, create a realistic budget for the piece you're looking for and it's longevity in your lifestyle.
If you're looking for an investment piece, I would stick to gold tone, silver, or a leather strap, based on your personal taste. Here are some that caught my eye:
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There are also some great styles in watches appearing everywhere now. I would consider these to be more seasonal, and some will definitely rise and fall like the sun in terms of popularity. It's up to your own careful discretion whether or not it's worth the price to you. There are so many beautiful watches at different price points, that you never really have to fork over $500 for one.
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I love watches because they're an accessory that just never gets old. Even as we move further into an age where the technology of a watch can seem outdated, there is something so classic about having a watch on your wrist. Thank you for reading, and have a great day!