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Shoe Styles – Right Vs. Wrong – Say No To Square Toes

One style is classic.

The other was a fashion trend.

My advice:

Buy for the long-run and avoid the square toe dress shoe in all shapes and forms.

Wrong---Square-Toe-Shoes

 

Agree?

Disagree?

Feel free to express yourself in the comments below!

 

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About Antonio

Antonio Centeno is President of ATailoredSuit.com and the founder of RealMenRealStyle.com. He has created over 700 articles & videos on men's style, blogs over at the Art of Manliness, and is the creator of the internet's best selling personal presentation course - A Man's Guide To Timeless Style. Antonio has studied clothing design in London, Hong Kong, and Bangkok. He is a former US Marine with an MBA from UT Austin and a BA from Cornell College. He loves to hear from old friends and make new ones.

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • wmdfrostii

    The plainer the shoe, the more formal, (worthy of wearing with formal wear, such as white-tie or black-tie). But an otherwise plain cap toe oxford is a classic business shoe. Added embellishments, (e.g., piercings, such as a quarter-brogue would have on the edge of the cap), make the shoe less formal. Fewer embellishments are more formal, so yes, plain toe is more formal than a cap toe. Business use depends on the setting and local custom. For example, in business casual settings, wingtips or even chukka boots can be acceptable, but less so when meeting clients/customers. Tasseled loafers have long been a staple in the law – even kilted and full brogue (full wing tip) tasseled loafers have been acceptable, (but are more subject to the trends of fashion).

  • menstyle

    You got it!

  • menstyle

    You got it!

  • menstyle

    You got it!

  • menstyle

    Haha! I know what you mean.

  • menstyle

    Haha! I know what you mean.

  • menstyle

    Haha! I know what you mean.

  • Ph

    I suppose ‘how square,’ is the appropriate question. I don’t necessarily think the ones on the right up above are excessive compared to some of the shoes that were obviously trying to emulate the shape of a brick about a decade ago. I have wide toes though, so pointier shoes can be a pain in the ass that i really don’t want to have to go through the break in period.