The streets of Hamilton were virtually empty last week as the Island was celebrating Cup Match.

We anticipated there would be slim pickings in the city for our weekly column. Then we decided if the stylish people can’t come to us, we would have to go to them — at Somerset Cricket Club field.

Just as we suspected people came dressed to impress for the second day of Cup Match, aka Somers Day. (The day marks the accidental settlement of British sailors in Bermuda, originally bound for the American colonies.)

On our walkabout we met two men rocking the same pair of pants, but each in their own unique way.

Somerset fan Steven Douglas, 36, chose to wear red pants and a blue shirt considering his brother Chris Douglas plays for the West End team.

The elevator mechanic kept the pants long, but rolled up the cuffs on the bottom to “add a little flair” to the outfit.

But he said he didn’t put too much thought into his outfit beyond that.

“I just got up and looked in the closet,” he explained. “The only thing I knew is that I really wanted to wear neck beads and got these the other day.

“When I picked out my outfit this morning I just wanted something that would look nice with these beads.”

He described his style as clean and admitted his primary aim was simply to look neat and nice. “It doesn’t have to be something matchy, but I like to wear something nice that has a little flair in it.

“I get inspired by my mom. She always used to dress me up nice when I was young,” he added.

St George’s supporter Carlos Dill, 28, happened to have on the same pants, but admitted he wore his red and blue get-up as part of a dare. “I lost a bet to my brother Terry,” he said.

The artist chose those particular pants from The Edge because he liked the printed pattern on them and figured it would be easy to match with a blue shirt.

He described his style as artsy, but said he also liked vintage and urban-style finds.

Most of his fashion inspiration comes from Instagram, however, he also likes the style of celebrities like Pharrell Williams.

Brittni DeSilva stood out last week with her bright coloured romper. She said she chose the outfit because she wanted something “summery and flowery”.

“I also wanted to wear shorts, but not something that would expose too much skin,” she explained.

The 21-year-old student described her style as classy, modest and chic. “I follow trends, but try and make them my own,” she said.

Dance choreographer Deshae Hollis, 24, chose her Cup Match outfit based on what would be appropriate for the harsh summer heat.

She said: “The material is nice and I find that shorts suit me well. I feel comfortable in them, so a romper it was.

“I wanted to add a simple accessory to go with it and had these funky shades in gold and black.”

Ms Hollis typically gets fashion inspiration from magazines and celebrities, but overall she said she just “goes with the flow” when it comes to her style and looks for pieces that are colourful and comfortable.

Gina Wheatley, 28, stuck to a flowy maxi skirt and crop top for the holiday. She said she spotted the outfit, liked how it looked together, as well as the bright colours.

“I picked it because I thought it would stand out,” she said.

She said she tends to wear whatever she likes, but it needs to fit her figure properly and have a colour that looks good on her skin tone.

Zakiya Smith’s outfit came all the way from the United Kingdom. The 24-year-old said she wanted something cool and edgy, but nice at the same time.

“I got the mesh top first and then found all the other pieces and the shoes later on,” she explained.

Her friend Natalia Iris, 29, already had the perfect crochet cover up in her closet, she just had to find something to wear under it.

She figured the outfit would work well with her gladiator sandals — and also help her to dodge the summer heat.

Nick Moulder, 22, described his overall style as versatile. He said: “I just like to try everything really. I don’t have a particular style. I just wear whatever is hot at the moment for me.”

When it came to finding the right holiday outfit he opted to “switch things up” by pairing preppy Docksiders shoes with more urban pieces.

We also bumped into five fashionable young ladies: Serena Burgess, Quinnae Outerbridge, Honor Darrell, Starr Rogers and Jadai James.

When Miss Darrell, 15, found her Cup Match outfit — a neon yellow dress online — she knew she had to have it. To make the style a little more modest she got the cut-out panels on the side sewn up. She said: “I like to look simple, but stand out.”

In order to find something different from her peers, Miss James got part of her outfit made by a seamstress in Bermuda.

That ensured no one else would be wearing the same thing and was also less expensive. After that she decided which shoes she wanted to wear and went to a local shop to find pants to match. The teenager topped off the look with a flower headband.

She said she typically gets fashion inspiration from social media sites like Instagram, as well as celebrities. She particularly likes when people can dress ‘boyish’, but still incorporate girlie elements into their look.