Which briefcase looks better?

[drichards2013]

I personally find myself drifting toward the Billykirk Shoolboy Satchel. However, everyone I ask prefers the Montague Leather Satchel. So I've decided to come to people who know about style.

The Billykirk Schoolboy Satchel $365




The Montague Leather Satchel $298




Please help me decide. I'm trying to purchase one tonight. I'm a student in high school (if that helps at all).

 

[ismelllikepoop]

Just curious who you are asking. Personally think that the second one looks like something one closer to 40-50yrs old would wear, or an SF'er since I see so many variations of that style posted on here. For a highschool student, I like the first one better, unless you are going for some professor type look. All I know is the people during college that had bags like #2 were typically derided for carrying a grandpa satchel.

 

[PhiPsi32]

No need to hurry. Shop around. Dunno, but I would think these are pricey bags for HS.