HOW TO CARRY ON IN STYLE
Guys... it's okay to have a man bag
It is actually encouraged if you partake in business settings. And it can make you look (and feel) important. I copped one for myself after getting my MBA, but that was more as a symbolic gesture than a requirement. Whatever the case is for you, go forth and own it with confidence. Almost everyone has a laptop these days, so why not carry it in style? Even if you don't use it for a laptop, it's great for day trips or a lightweight carry-on for those who like to travel like a ninja. A ninja with a man bag. Carry on, gentlemen.
You don't need to drop stacks on a man bag to be stylish, but you will get what you pay for so try to invest in quality.
Ballin' out of control:
Alternatively, you can search places like Etsy for leather messenger bags. I've gotten 4+ years of use on mine, and it's been all over the world. I've used it as a carry-on during several trips. It fits my laptop, iPad, headphones, any wires/plugs, toiletries and even some emergency spare clothes if needed.