You should avoid wearing Jack Purcells to semi-formal, formal, business casual, and black tie occasions, as they’re literally shoes that were first designed to be solely worn on tennis courts – aka, if you’re wearing anything that’s considered remotely dressy, stick to loafers, Oxfords, brogues, or other dress shoes that are suitable for more formal events. 

How To Style Chuck Taylors

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Styling Chuck Taylors are very similar to styling Jack Purcells, as they pair well with all sorts of casual wear and are appropriate for everyday casual looks. You can never go wrong with a pair of Chuck Taylors, denim, and a solid tee for that ultimate James Dean vibe, and of course, throwing a leather jacket on top of the ensemble just adds to the cool factor. 

While we’d advise against wearing Chuck Taylors to any formal occasions, as described in the section above, however, this iconic style sometimes shows up in bridal parties and at weddings, so you may be able to get away with wearing sneakers in place of uncomfortable or stuffy dress shoes if the wedding dress code permits. 

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