“The male kangaroo doesn’t have a pouch; only the female has it. So the male has pouch envy. Why should she have this huge pouch, and I have nothing? I have things to carry, too. At least give me a pocket.” – from Seinfeld
John Varvatos Folio Messenger
This bag is very masculine. It is basic and simple so he won’t get grief from his buddies for carrying his girlfriend’s bag. This is an all around functional bag, it is just the right size for the everyday as well as for sightseeing when on vacation. Neiman Marcus for $695.
Ferragamo Bleeker Messenger
I love this adventurer’s bag! Doesn’t it look like something an archaeologist would carry? A cool archaeologist like Indiana Jones. This is perfect for those with a 10.1 megapixel Canon Digital Rebel. This bag screams manly and is ultra stylish. Neiman Marcus for $1400.
Martin Margiela Travel Bag
Every man needs a carry-on that looks like this. Don’t use a raggedy old duffel bag when you travel, please. You’re not going to the gym. The flight attendant will be so much nicer to you if you look respectable and she’ll even help you find a nice big spot overhead for this beautiful bag. At Aloha Rag for $1500 (currently sold out).
Bottega Woven Messenger Moro-Nero
Now we get into the fuzzy area of the “He-She” bags. But of course, this is Bottega Veneta so it is going to appeal to the super polished custom tailored suits, special designer washed jeans on the weekends, funky shoes that would be totally girlie if it weren’t in a size 13, kind of men so on him this bag would not stand out as odd. At Bottega Veneta online for $2650.
Bottega Veneta Pepe
If the woven leather Bottega Veneta looks like something your girlfriend or wife will steal from you, this alternative is just as stylish without the risk. The woven detailing is on the gusset so you still get the fab BV look with a little more testosterone. At Bottega Veneta online for $1350.
Prada Travel Tote
I’ll admit this bag is iffy for a guy but if you’re a DJ, imagine how cool you would be showing up with this? Just make sure you are prepared to impress the crowd because if all you have up your sleeve is Fergie, you would be a total poser. I do love this bag though, it would be perfect for lawyers or anyone who needs to transport documents. The leather is so yummy! At Saks for $1910.