The 70s are back baby, and bold prints along with them.
This paisley shirt came in last week, and I’ve been wearing it almost every day since.
Here’s three ways to pull it off.
1. The Creative Profesional
Pair a paisley shirt with a sharp business suit for a heavy dose of personality in the workplace. Definitely better for the creative professionals than the investment bankers.
This is one of those high-risk/high-reward moves, probably not the safest play for those still figuring out their personal style.

Earthy, masucline tones make it easier to pull-off than bold or bright colors.
If you’re going to try a shirt with a bold pattern, make sure the pattern is visually interesting and appealing. This one, for example, is not a simple repeated print. Up close, this pattern is a real work of art with amazing detail and a tasteful blend of Fall colors.

As with any garment that makes a statement, fit and confidence are essential to pulling it off.
- Gold Plated hand-engraved shades by Matsuda
- Brown hopsack double breasted suit by Michael Andrews Bespoke
- Brown/Orange paisley shirt by Michael Andrews Bespoke
- Burnt orange wide knit tie by Corneliani
- Gold collar pin by WANT
- Vintage gold tie bar
- Brown wool flannel pocket square by Armstrong & Wilson
- Watch by Brera Orologi
- Olive striped socks by Paul Smith
- Burgundy tassel loafers by Johnston & Murphy
- Brown leather briefcase by Frank Clegg x Dan Trepanier




17 Comments Add a comment
I’m loving the second look with the double breasted jacket and scarf. The scarf is especially good at concealing that god-awful shirt. For me, paisley brings back unwelcome memories of the uncomfortable pyjamas I was made to wear as a child. I even took them to the local thrift store on my way to school, only for my grandmother to buy them back the very same day with the intention of getting me a second matching set.
No offence intended on the shirt – you do pull it off, but it’s just not my thing. Keep up the good work!
This website is my inspiration to start my own blog in the UAE.
I love the florsheim long wings your wearing, but which style are those Haviland or Veblen. They are very similar and I can’t tell which ones your wearing.
Can’t say I’ve been a fan of the whole double-breasted thing, but that first look is making me rethink it slightly.
Great layering tutorial on classic style!
For old school luxuries and men’s fashion essentials, check out http://www.oldschoolluxury.wordpress.com
Ain’t no school like the old school.
Damn another good post. You make me want to try things I haven’t even thought of. Thanks for the motivation and inspiration.
I’m not really a fan of the ’70s, but this post= hell—> yeah
Paisley shirt, blue washed db, suede desert boots- all highlights.
Hippie chic lol! Great look though. The comment about keeping everything in the same formality is GOLD, but I’ve seen you f*** with this many times! Reminds me of “know the rules, then break ‘em”
Who is the dude at the beginning- “well dressed bystander”? Dude looks old school + fresh
Well, s**t – I just threw out my last pair of boot cut jeans.
On a more serious note – I’m about to have a couple of custom sport coats made. Seems like the lapels are getting a bit wider again? Wider, peaked lapel for a sport coat then?
I like the paisley. I was actually just thinking about how I could expand my shirt patterns. A guys gets tired of grids, stripes or solids.
I guess it’s safe to pull out my gray/black paisley shirt. Oh and pic 2 on look 2…Jim Halpert would be proud. lol
:)
“It’s always good to keep the pieces of an outfit cohesive in terms of formality.”–Yes, this makes perfect sense and I agree. However, you’re famous for preaching the high/low (remember when you wore the shawl midnight tux jacket over the tank?) I understand you mean this Dan: keep everything in line in terms of formality UNLESS you’re intentionally flipping off mans with a hefty dose of F@#* You (such as a tailored jacket over a tank top for example). No?
Sure. We give guidelines, not rules. They’re meant to be broken.
Thanks for reading brother.
collar pin or tie bar NOT both
Thats his personal choice
Most of the time I would agree, even though they serve different purposes.
When you’re wearing a paisley shirt with a db hopsack suit, though, I don’t think these types of “rules” apply.
Thx for reading
We really gives a toss about such petty rules; if it feels ok to you, just wear it.