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Oversized button down with jeans
While Phoebe was definitely the hippy of the group and Rachel was the trendiest of the three ladies, Monica tended to be more classic in her outfits, wearing pieces that never really go out of style. For example, an oversized button-down shirt paired with jeans is a look that people, of all genders and sexualities, could wear in the 1990s just as much as they can wear the look now, and even 10 years from now. The white sneakers top everything off with a casual, yet timeless sophistication.
Baby tee with drawstring pants
As the 2000s moved along, you may have thought that baby tees had gone the way of low-rise jeans and exposed thongs, but this thinking wasn’t entirely correct. In the summer of 2024, the baby tee trend came back into fashion, and it was impossible to escape. Here, Monica has complemented her snug baby tee with baggy, drawstring pants — pinstriped, no less! It’s a look that’s relaxed enough for doing errands on the weekend, but also trendy enough to wear out to dinner with friends. If you’ve mastered the art of the red lip, use that to quickly take this look to the next level and glam it up.
Body-hugging red dress
Speaking of the color red, how super-hot is Monica in this body-hugging red dress with a red lip? While not everyone can pull off such a dress in such a color, as it requires a lot of confidence, it’s a design and cut that never goes out of style. If your closet is knee-deep in iconic little black dresses but you want to spice things up, then add a couple of red dresses to the mix. Red is one of those colors that looks good on every skin tone and, most importantly, makes an unforgettable impression the second you walk into a room.
Classic denim overalls
You don’t need to be living in 1995 or be working on a farm to rock a pair of denim overalls — which is great news, because you won’t come across a more comfortable item of clothing. Although overalls were a Hailey Bieber-approved denim trend of summer 2024, they’re also a classic look that doesn’t require celebrity approval. Overalls, depending on the cut, can be paired with sneakers, loafers, sandals, or even a low kitten heel. You can also wear them with a baby tee, button-down, or tank top — there’s really no wrong way to make overalls work and look fashionable at the same time.
Iconic leather jacket
Although this particular outfit looks a bit aged, it has more to do with Monica, or rather Courteney Cox’s big hair than anything else, because it’s certainly not the leather jacket. Leather jackets, especially this design, aren’t just a staple that everyone should have a version of, but it’s also a statement piece that can easily be dressed up or dressed down. Leather jackets look just as cool and chic with jeans, as is the case here, or paired with a dress or skirt. If you invest in a leather jacket now, there’s a very good chance you’ll still be wearing it in 2050 and beyond.