Taylor Swift's Date Night Outfits With Travis Kelce, Ranked From Worst To Best

As one of the most beloved pop singers in the world, Taylor Swift knows a thing or two about being in the public eye. She's had a gorgeous style transformation since she released her debut album in 2006, and when she started dating Travis Kelce, even more eyes were on her; we've been eating up the date outfits she's worn with him since they first drove away from his football game in a getaway car in 2023. (Hearing the Kansas City Chiefs tight end gush about Swift afterward on "New Heights" was the icing on the cake!) Over the years, we've loved seeing everything the "Patient Zero" singer has worn on date nights with her man, even if a few weren't our favorites.

Swift has worn some incredible outfits throughout the different eras of her career, and she certainly knows how to stand out on her own. However, when she dresses up with her now-husband, it seems different. Many times, she'll wear bolder, sexier styles, although those choices don't always mesh with the rest of her outfit. We ranked Swift's date night outfits with Kelce from worst to best, showing where she excelled and which looks missed the mark.

We're as bored by Taylor Swift's outfit here as Travis Kelce was by the New York Knicks game against the Cleveland Cavaliers in May 2026. Swift wore jeans and a black tank top, with a black jacket unzipped over one shoulder. The bejeweled collar on the tank top seemed out of place for the otherwise casual look. Why was she wearing a millennial "going out top" to go to a basketball game?

Taylor Swift wore a pretty pair of sheer black lace tights on a New York City date night with Travis Kelce in November 2025. But it would have looked better with a different outfit — the high-neck black top and matching black skirt seemed too conservative for the sexy tights. She could have been going to work with the top part of her outfit and the club with the bottom part. It's worth noting that her heeled, knee-high black leather boots were fabulous, though.

Taylor Swift was "The Man" at the "Saturday Night Live" after-party on October 15, 2023, with Travis Kelce. She wore a sleek, menswear-inspired outfit with loose-fitting black pants and a matching black corset top paired with black heeled sandals and a plaid gray coat. The low-cut style of her top made it clear this was date attire, but it still seemed too business casual for a night out. We loved the gold chain detail on her tank top strap that matched her necklace, though!

Winter date night 'fits don't have to be boring. Taylor Swift nailed it with this outfit on a New York City date night with Travis Kelce on December 28, 2024. Her dress put the "little" in LBD, as it was super short to show off her long and toned legs that looked even sexier with her black Louboutin heels with their classic red bottoms. She wore a black coat embellished with dainty floral crystals over it to stay warm and stylish at the same time.

Taylor Swift channeled the '90s with her colorful outfit while grabbing dinner at Waverly Inn in October 2023 with Travis Kelce. She wore a green-and-black sheer top with pink flowers over a black strapless top, paired with a black leather mini skirt. Swift paired it with black grunge boots (because you have to!), with her hair in two braided buns on the nape of her neck. This look was fun and totally cute.

In another life, Taylor Swift would have made a beautiful heiress with a summer house in a vineyard. She channeled cottagecore style with her off-the-shoulder, light-green floral dress with puffy sleeves and a khaki purse. If she wasn't seen with Travis Kelce at Zero Bond in NoHo in this photo, on May 15, 2026, we would have thought she was going picnicking on a farm somewhere. Her outfit was just so dreamy and pretty.

How beautiful does Taylor Swift look as a wedding guest? In a photo from a friend's wedding in September 2024, Swift wore a pale pink dress with a colorful floral print, which kept it from looking too similar to a wedding dress. The bodice featured a scalloped hem, with itty bitty straps and a back cut-out that made it even more wow-worthy. We love the light blue clutch purse and red lipstick that gave an extra pop of color to the outfit. She was so feminine and pretty here.

When Taylor Swift brought Travis Kelce to the iHeartRadio Music Awards on March 26, 2026, she looked drop dead gorgeous in her light green outfit. She wore a structured Wiederhoeft corset top and matching silky skirt, both adorned with gold beading that was simply divine. This date-night look was even more important than usual — as the entire evening was in public — so it seems like she put in extra effort to look amazing. (And it definitely paid off!)

Taylor Swift turned up the temperature with her sexy, lingerie-inspired outfit while out in SoHo with Travis Kelce in October 2024. Her beige-and-black lace corset-style top looked like something straight out of the bedroom, which she paired with a black skater-style skirt and black heeled booties. The outfit was mostly covered with the tan trench coat she wore over it, but we still saw enough to appreciate that this fashion risk paid off. We also have to give a shout-out to her gorgeous curly hair and red-hot lipstick!

Taylor Swift's best date night look ever happened on May 16, 2026, when she was photographed in New York City with Travis Kelce. She wore a shimmering gold gown with a fitted bodice, side cut-outs, and a long skirt that rippled around her body like a silky gold waterfall. She was dripping with gold accessories, from her dangly earrings and a delicate necklace to her gold heels and matching clutch. She looked like a statue of a goddess come to life.