Simple style pointers for first timers: For the Gentlemen

Presenting a few pointers for guys consider joining the DC Tweed Ride for the first time but admit to complete sartorial cluelessness. Hint: make an effort!

Behold the simple sweater…


Never ever wear a suit? Don’t own one and won’t buy one? T-shirts under slouchy sweaters are the antithesis of what this event is about. It says, “I hardly bothered to dress for this but didn’t want to miss something that seems special.” Avoid looking like an event tourist and be part of what’s happening! Opt for something more fitted and widely available in any fashion-focused retail store.  Consider an updated shawl collar wool sweater or cardigan over a button up with a tie. Add period head wear and some slim fit twill slacks and presto. You belong!


Own a few suits you bought more than a few years ago? Lose them. Chances are they don’t fit well at all and will have you looking like a random bureaucrat on a bike. Retailers that aren’t targeting your father’s generation have updated their approach to suiting. Don’t want to splurge on an entire suit? Consider a tweed jacket.  Pair it with jeans and you’ll be able to get plenty of use out of it after the ride if you don’t mind looking well dressed.

Want to update your look in general and go all out for a fall suit?

1-tweed suit

Owning a great suit can be a much smaller investment than you think. Current off-the-rack suits by retailers such as Suit Supply and Gant feature throwback-inspired fabrics with a tailored look.  Appear as someone who is in step with current trends and own something that will always be a classic.  It’s really a great time to invest in menswear at affordable prices.

Remember that what makes the DC Tweed Ride so special is the thoughtful approach to style people bring to the event.   I’ve heard people say they were embarrassed at how little effort they put into dressing when they arrived and I’ve also seen folks who simply showed up and should have been embarrassed to be there.  Respect what attracted you to the DC Tweed Ride and contribute to the celebration with purpose!


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