[Jeff84]

I'm going out on a date later, nothing fancy. I'm wearing some tan chinos and a short sleeve button down shirt. Can I get away with wearing canvas shoes or should I stick with my loafers? The chinos aren't necessarily on the casual side, so I'm not sure if I can pull off the canvas shoes.

 

[jts287]

I think the loafers work better with the khakis

 

[Troones]

Loafers are probably the safer bet but I personally don't see anything wrong with those canvas shoes either. Is it a first date? Would you prefer to wear the canvas shoes? Wearing what you're comfortable with will help with confidence during the date.

 

[CLTesquire]

There is no downside to wearing the loafers.

 

[Jeff84]

It’s date number 2. We are just going to an early dinner then to Dave and Busters to play games, so it’s going to be a casual evening.

 

[Jeff84]

No downside because the loafers already give a somewhat casual vibe?

 

[Flanderian]

Wear the loafers.

 

[Jeff84]

Thanks guys. I didn’t think the canvas shoes would work and wanted to make sure. My Johnston and Murphy Danbury penny loafers are my new favorite shoes.

 

[Troones]

Looks like I've been out-voted. :icon_peaceplease: I still stand by my opinion that the canvas shoes could work though. Especially now knowing the venue. But I also agree loafers are a safe bet for such outings.

 

[SG_67]

It’s a date? Wear the loafers. It’s a special occasion. Save the sneakers for when you’re cleaning the garage.

 

[Jgarner197]

Loafers

 

[jts287]

It's a date? Wear the loafers. It's a special occasion. Save the sneakers for when you're cleaning the garage.

Cleaning the garage is definitely a 3rd date.

 

[Charles Dana]

Loafers. Save the canvas shoes for a walk in the park or some other kind of outdoors activity.

 

[eagle2250]

The loafers are indeed the way to go!

 

[jackmccullough]

I know the time has passed, but if you wore the loafers I hope you wore socks.

 

[Fading Fast]

I know the time has passed, but if you wore the loafers I hope you wore socks.

Good point, so Jeff84, which shoe did you go with and how was the date?

 

[Orsini]

The loafers are much nicer.

 

[FLMike]

I know the time has passed, but if you wore the loafers I hope you wore socks.

Why?

 

[eagle2250]

^^"Why?" Well because wearing shoe without socks is just yucky, that's why. LOL.

 

[cortman]

I actually agree with @Troones that the canvas shoes actually look good as well- the blue goes well with the khaki pants of course. But you can't go wrong with the loafers either.