Finding a quality pair of boots that will last for years to come is no easy feat. Luckily, there is one design that has not only stayed relevant for multiple seasons, but which is celebrating its 25th anniversary this year. The Stuart Weitzman 5050 Boot [1] ($655) is an iconic shoe that elevated the concept of footwear with its use of stretch in the construction. When it came out, customers were thrilled with how the half-micro-stretch and half-leather boot actually stayed up on their legs without any fidgeting or pulling.

Even though the shoe was created in 1993, style stars like Angelina Jolie [2], Miranda Kerr [3], and Olivia Palermo are seen wearing the timeless design on the regular. The high-quality materials and comfy design truly make the boots worth the splurge. If you're considering investing in these shoes, check out the Stuart Weitzman Reserve Boots [4] ($655) as well. They are a newer take on the 5050 style with a taller block heel. The look is super flattering and will make your legs look miles long.

If you've been obsessing over these shoes for years, now's the time to get them! We love pairing them with floral dresses and skinny jeans for Spring. Treat yourself!