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Bring a classic vibe to your skinny jeans with loafers
Loafers are a classic shoe style that promises to infuse any outfit with a chic sense of affluence or academia, making them the perfect footwear pick to bring skinny-fit pants into the modern era. Amanda Seyfried demonstrated how well the combo can look in a paparazzi shot from December 2024, wearing a puffer jacket, dark bottoms, and a pair of loafer-style pumps from Bottega Veneta. The leather look and gold detailing on the shoes helped elevate an otherwise simple look.
Jeans and sneakers make for a timeless combo
There are few combos as timeless as tennis shoes and denim, so don’t be afraid to pair your favorite set of sneakers with skinny jeans like TikTok user Lauren Wolfe. Plus, you can put your best foot forward with 2025 shoe trends and style your sneakers and skinny jeans with a modern flair. Eco-friendly shoes are especially trendy, so if you’re not into classics like Converse or Adidas, check out brands like Cariuma and VEJA to get your skinny-jean fix.
Ankle boots offer skinny jeans lots of versatility
Ankle boots are a great footwear option for fashion enthusiasts looking for something with lots of versatility. We’re particular fans of the retro vibes Suki Waterhouse channeled with brown, corduroy pants, a fur-lined coat tied at the waist, and heeled boots from Chloe. The entire ensemble demonstrates how you can avoid outdated shoe styles that are aging you by forgoing chunky shapes in favor of an ankle boot that is equal parts sleek and cool.
Pair your pants with tall boots to accentuate the skinny fit
If ankle-height shoes aren’t suiting your mood, tall boots are another great footwear option to pair with skinny-fit pants. The height of the calf-hugging shoes complements the silhouette of form-fitting bottoms, helping to provide nostalgic staples like skinny jeans with a sleek feel. As demonstrated by fashion influencer Aïda Badji, the combo can work particularly well with the aloof chicness of the French girl style, or the moodiness of the dark academia aesthetic, but tall boots are another super versatile footwear option overall.
Opt for a princess-approved look with practical, lace-up boots
British family enthusiasts know that one denim trend Kate Middleton cosigns is skinny jeans, with the Princess of Wales providing plenty of styling inspiration. Back in April 2025, the royal demonstrated how to balance practicality with an outdoorsy-infused bookishness, wearing brown, lace-up boots from Chloe with matching, skinny-fit trousers, and an olive-toned blazer. The entire ensemble maintains a hint of 2010s nostalgia while still managing to look stylish and adventure-ready.
Mary Janes are the updated version of ballet flats
Mary Janes round out our list of footwear that’s skinny pants-compatible, with the classic style experiencing its own resurgence in popularity. Flat Mary Janes, which have been super trendy, pair particularly well with figure-hugging bottoms, reminiscent of the once-popular ballet flat, while not looking outdated. Fashion influencer Stina Diane put her sporty spin on the combo, styling a pair of double-strapped Mary Janes with slightly distressed denim, a roomy blazer, and a baseball cap. While skinny-fit pants were once thought to be an outdated silhouette, there are plenty of footwear options that bring the bottoms firmly into the modern day.
