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1. A classic denim jacket that can be worn through any season.
Get it from Amazon for $29.99+ (available in regular sizes S–XL and two washes) or a similar one for $32.99+ (available in plus sizes X–3X and two washes).
And check out this men's classic denim jacket.
2. A pair of sleek black booties to go with jeans in the fall or a skirt in the summer.
Get them from ASOS for $45 (available in women's 5–11 and two colors).
3. A pair of dependable high-waisted skinny jeans for a simple everyday look.
Get them from Old Navy for $35 (available in sizes 0–20 and three lengths).
And check out these men's classic slim jeans.
4. A chambray shirt that you can wear as a jacket, over leggings, or with your favorite jeans.
Get it from Forever21 for $18.99 (available in regular sizes S–L) or $17.90 (available in sizes 0X–3X).
Also, check out this men's chambray shirt.
5. A neutral bomber jacket for making a trendy fashion statement no matter the day of the week.
Get it from Amazon for $28.49+ (available in sizes S–2XL and 16 colors).
Also, check out this men's bomber jacket.
6. Non-skid rubber rain boots that are lightweight and durable enough to protect your feet from the unpredictable weather.
Get them from Amazon for $14.89+ (available in women's sizes 5.5–9.5 and four colors).
And check out these men's low-cut rubber rainboot.
7. A plain white tee that'll make putting an outfit together a bit little easier.
Get it from Amazon for $16 (available in sizes XS–2XL and 16 colors)
Also, check out this men's plain white tee for men.
8. A denim skirt to pair with your favorite T-shirt or sweater.
Get it from H&M for $19.99 (originally $34.99, available in sizes 0–14 and three washes).
9. A pair of white sneakers so versatile you can wear them with a dress or pants.
Get them from Amazon for $34.99+ (available in women's sizes 6–11 and eleven colors).
Also, check out these men's white sneakers.
10. A pencil skirt that's great for the office, a date, or just hanging out with friends.
Get it from Old Navy for $24.99 (available in women's sizes XS–2XL, two colors, and three lengths).
11. A cute knit turtleneck for those brisk and breezy days.
Get it from Amazon for $19.99+ (available in sizes 0–10 and 16 colors) or a similar one for $29.77+ (available in plus sizes 12–30W and 11 colors).
Also, check out this men's ribbed turtleneck.
12. A faux-leather moto jacket that can be layered for a stunning fashionable look.
Get it from Amazon for $19.01+ (available in sizes XS–2XL and 13 colors).
Also, check out this men's faux-leather moto jacket.
13. A universal white button-down that'll dress up or down.
Get it from Target for $19.99 (available in sizes XS–2XL and two colors).
Also, check out this men's white button-down.
14. An all-around casual dress to wear with flats, sneakers, boots, or pumps.
Get it from Amazon for $16.99 (available in sizes S–2XL and 11 colors).
15. Combat boots for a long-lasting and stylish military-inspired look.
Get them from Amazon for $18.23+ (available in women's sizes 5.5–11 and 23 colors).
Also, check out these men's motorcycle combat boots.
16. Classic black pumps can work for any occasion.
17. A multi-purpose silk scarf to wear around your neck or in your hair.
Get it from Amazon for $7.99 (available in 10+ colors).
18. A camo jacket that'll pair with whatever you want for an edgy look.
Get it from Amazon for $25.99+ (available in sizes S–2XL and nine colors).
Also, check out this men's camo jacket.
19. A pair of black skinny jeans to match everything.
Get them from Forever21 for $19.90 (available in plus sizes 12–26 and three washes) or $9.90 (available in regular sizes 28–30).
Also, check out these men's black skinny jeans.
20. A plaid blazer for a professional chic look that you can rock every day.
21. A pair of trousers that'll never go out style.
Reviews have been edited for length and/or clarity.
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