Uploaded April 2025 | Updated September 2026, 1 week ago
* Thanks @AlejandroJomar ! Here's why tassel loafers are his favorite: youtube.com/watch?v=gcra8J7xYqM
* 10 tips for wearing loafers with a suit: stridewise.com/how-to-wear-loafers-with-a-suit
* My 7 favorite loafers right now: stridewise.com/best-loafers-for-men
* Full article: stridewise.com/how-to-wear-loafers-with-jeans
There are so many kinds of loafers that plenty of them are plenty casual — if you've got a pair in brown or suede with a nice wide toe, you can totally wear them with shorts and a t-shirt. And yet, sometimes it can feel "wrong" to wear loafers with the KING of unambiguously casual apparel: the jean. Maybe it's because of its origins in workwear combined with the fact that you can't do anything approximating "work" in loafers, but whatever the reason is, I decided to reach out to a professional tailor and menswear guru for tips on wearing jeans and loafers.
00:00 Can you wear loafers with jeans or what
00:28 Are loafers casual?
02:05 Casual loafers for jeans
02:56 Formal loafers with jeans
04:29 Tassel loafers are the most versatile loafers
05:19 Skinny jeans and loafers
06:20 Black vs Blue jeans and loafers
06:38 Best jeans for loafers
07:39 Socks with loafers and jeans
09:30 Loafers with jeans outfits
10:59 Mistakes with jeans and loafers
* Thanks @AlejandroJomar ! Here's why tassel loafers are his favorite: youtube.com/watch?v=gcra8J7xYqM
* 10 tips for wearing loafers with a suit: stridewise.com/how-to-wear-loafers-with-a-suit
* My 7 favorite loafers right now: stridewise.com/best-loafers-for-men
* Full article: stridewise.com/how-to-wear-loafers-with-jeans
There are so many kinds of loafers that plenty of them are plenty casual — if you've got a pair in brown or suede with a nice wide toe, you can totally wear them with shorts and a t-shirt. And yet, sometimes it can feel "wrong" to wear loafers with the KING of unambiguously casual apparel: the jean. Maybe it's because of its origins in workwear combined with the fact that you can't do anything approximating "work" in loafers, but whatever the reason is, I decided to reach out to a professional tailor and menswear guru for tips on wearing jeans and loafers.
00:00 Can you wear loafers with jeans or what
00:28 Are loafers casual?
02:05 Casual loafers for jeans
02:56 Formal loafers with jeans
04:29 Tassel loafers are the most versatile loafers
05:19 Skinny jeans and loafers
06:20 Black vs Blue jeans and loafers
06:38 Best jeans for loafers
07:39 Socks with loafers and jeans
09:30 Loafers with jeans outfits
10:59 Mistakes with jeans and loafers










