MomSkoop
Fashion is one of those things that never stays the same—it shifts, evolves, and sometimes circles back around. But when it comes to what’s cool and what’s outdated, Gen Z and Boomers couldn’t be further apart.
While one generation treasures timeless elegance, the other craves bold experimentation. Here are ten fashion trends that perfectly capture this generational style war.
1. Skinny Jeans
Boomers absolutely adore the sleek, polished fit of skinny jeans. They see them as versatile wardrobe staples that pair effortlessly with nearly everything—from blazers to boots. The streamlined look feels modern yet refined to them.
Gen Z, however, has officially declared skinny jeans dead. They view the tight fit as uncomfortable, outdated, and way too reminiscent of the mid-2010s. Instead, they’ve embraced baggy denim, wide-leg cuts, and barrel-leg silhouettes that prioritize comfort and a relaxed vibe.
2. Side Parts
For Boomers, the side part is flattering, face-framing, and adds just the right amount of volume. It’s a hairstyle that feels polished and sophisticated without being overly complicated. Many see it as a timeless choice that works for any occasion.
Gen Z has a completely different take. They’ve branded the side part as outdated, calling it “Facebook profile pic energy.” Middle parts have become their go-to because they feel fresher, more balanced, and less forced.
3. Classic Blazers and Pantsuits
Boomers view the classic pantsuit as the ultimate symbol of confidence and power. It’s a wardrobe essential that communicates respect in any setting. The matching blazer and trousers combo feels timeless and sharp to them.
Gen Z finds the full matchy-matchy suit too corporate and stiff. They prefer oversized blazers paired with jeans, biker shorts, or even sweatpants. The idea is to break fashion rules, not follow them rigidly.
While Boomers dress to impress in traditional ways, Gen Z dresses to express individuality and comfort above all else.
4. Loafers and Kitten Heels
Loafers and kitten heels represent elegance and versatility to Boomers. These shoes are understated, comfortable enough for all-day wear, and pair beautifully with almost any outfit. They’re seen as practical yet polished choices that never go out of style.
Gen Z finds them boring and uninspiring. They’d much rather wear chunky platforms, colorful Crocs, or bold sneakers that make a loud statement. Footwear, for them, is about personality and standing out, not blending in.
5. Pearl Jewelry
Pearls are timeless, feminine, and perfect for every occasion in the eyes of Boomers. Whether it’s a wedding, dinner party, or business meeting, pearl jewelry adds a touch of grace and elegance. They’re considered a wardrobe must-have that transcends trends.
Gen Z, however, sees pearls as costume-y and outdated—unless they’re thrifted and layered ironically with chains and chunky rings. They prefer mixing high and low, making fashion feel playful rather than formal.
6. Turtlenecks Under Everything
Boomers love the cozy, sophisticated look of a turtleneck layered under blazers, sweaters, or even dresses. It feels polished and put-together, perfect for cooler weather and professional settings.
Gen Z finds this look too preppy and predictable. They’d rather throw on a cropped cardigan, a slouchy oversized knit, or even a graphic tee under a jacket. Layering, for them, should feel effortless and a little bit messy.
7. Polo Shirts
Polo shirts are clean, classic, and the definition of smart casual for Boomers. They’re versatile enough for golf, brunch, or casual Fridays at work.
Gen Z sees the polo as a dad uniform—something their parents would wear to a barbecue. If they do wear one, it’s usually paired with baggy jeans or layered in unexpected ways. Serious polo-wearing? Not happening.
8. Dress Slacks
Crisp, tailored dress slacks are a staple for Boomers. They’re versatile, professional, and appropriate for nearly every outing that requires a polished appearance. Dress slacks signal effort, respect, and attention to detail.
Gen Z finds them way too formal for daily life. They’ve traded in stiff trousers for cargos, parachute pants, and flowy wide-leg styles that allow movement and comfort.
9. Matching Handbag and Shoes
Coordinated accessories—matching handbag and shoes—show effort, taste, and attention to detail for Boomers. It’s a polished finishing touch that pulls an entire outfit together. This classic styling rule has been passed down for generations.
Gen Z thinks that’s total overkill. They prefer mixing colors, textures, and styles in unexpected ways. Mismatched accessories feel more creative and authentic to them. Fashion rules? They’d rather break them.
10. Hair Spray and Perfect Curls
Boomers love the polished, put-together look that hairspray and perfect curls deliver. It’s a hairstyle that lasts all day, looks intentional, and communicates effort and care. For them, messy hair equals messy appearance.
Gen Z prefers the opposite: messy buns, air-dried waves, and the effortless “I-woke-up-like-this” vibe. They value natural texture and low-maintenance styles that don’t require tons of products or time. Stiff, sprayed hair feels outdated and overdone.