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Tailor & Barber
Tailor & Barber

A men's lifestyle blog focusing on style, fashion, and grooming.

Tag: Beckett Simonon

Shoes

My Favorite Shoes at Each Price Point

Posted on February 13, 2026February 12, 2026 By Drew

I like to rail against many things on social media: untucked shirts, bad movie takes, wannabe dictators, the Dallas Cowboys. But nothing gets me more agitated than bad shoes. You know what I’m talking about. Whether it’s those square-toed monstrosities or cheap glues on soles or, (the worst!) white-soled “dress”…

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SALE Alerts

Black Friday 2020 Sales

Posted on November 27, 2020November 26, 2020 By Drew

I’m really torn over Black Friday. On one hand, I’m against the idea of buying something simply because “it’s a good price”.  Closets are full of clothes bought on sale they their owners never wear. On the other hand, though, I love the idea of adding value to one’s wardrobe…

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Outfit of the Day Instagram Round-Up for the Week of October 12

Instagram Round-Up for the Week of October 12

Posted on October 16, 2020October 16, 2020 By Drew

I really am the worst blogger. I spend so much time stressing over getting my Instagram posts up, and then I never tell you anything about what I’m wearing. It’s tough. I really struggle with fighting against the quick hit of a “like” or a “retweet” that I don’t put…

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Style Thoughts The State of Menswear Today

The State of Menswear Today

Posted on September 29, 2020September 29, 2020 By Drew

In July 2007, a television show debuted that would change the face of menswear forever. I don’t think one can overstate how important “Mad Men” was to the world of men’s style. For the first time in a generation, men saw how good they could look in a suit, and,…

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Outfit Inspiration The Monk Strap Is Dead Long Live the Monk Strap

The Monk Strap Is Dead, Long Live Double Monk Strap Shoes

Posted on July 31, 2020July 30, 2020 By Drew

*Beckett Simonon provided the double monk strap shoes featured in this post* A few years ago, you couldn’t swing a stick without hitting a pair of double monk strap shoes. They were omnipresent. However, it now seems like that trend has run its course. But I’m here to tell you,…

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Recent Posts

  • My Favorite Shoes at Each Price Point
  • What I Wore January 29, 2026
  • What I Wore November 18, 2025
  • What I Wore November 10, 2025
  • What I Wore November 11, 2025
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