Decisions, decisions...

Do any of you have trouble making decisions? I am the Queen of being indecisive. Especially when high prices are involved. So now that I'm trying to decide on my first genuine leather purse, I am struggling big time. (#firstworldproblems)

A little background on this whole purse situation:

About 5 years ago, after I graduated high school, my family and I went on a two and a half week trip to Italy (take me back please). While we were there, my mom said I could buy one genuine leather purse. What better place to buy leather goods other than Italy?! Cue my inability to make decisions, and we had ourselves a stalemate. Low and behold, I didn't end up buying a purse in Italy. #Shocker. Luckily, my mom said that I could choose a name brand bag back in the US. 5 years later? Still no purse. Again, #shocker.

Now that I'm about to enter the real world as a working woman, I thought there was no better time to get my first "real" purse. But that means I need to make a decision. Uh oh. The deadline I've given myself is Christmas. How am I going to make this decision? With the help of all of you!

That's another reason why I love blogging. I'm a big fan of collecting people's opinions and taking them into consideration. You know, like gathering all the facts before coming to a conclusion. I find myself checking out the opinions and experiences of fellow bloggers/followers on products. So here I am, 5 years sans purse, asking for your help!

I've chosen a few options, pretty basic and mostly in black. I feel that spending this much money on one item requires getting something that is timeless, classy, and simple.

For play:

I've had my eyes on the Marc by Marc Jacobs Classic Q Francesca for a little over a year now. It's simple, classic, and I've always loved the texture of Marc Jacobs leather.

After a while of seeing the regular Michael Kors Hamilton purse (Medium & Large), I decided it was too stiff for me. There's nothing nicer than the feel of broken in leather. So when I came across the Michael Kors Medium Hamilton Slouchy Satchel, I fell in love.

For work:

The idea of starting work also got me thinking about the possibility of a work bag. (Just what I need, more things to decide on and buy.) After reading a post about Dagne Dover on The College Prepster, I fell in love. Again.

Dagne Dover Tote & Clutch

Maybe I fall too easily. But the practicality of these two items sell themselves. That clutch is so perfect for going out at night and bringing just the essentials without carrying anything too bulky or uncomfortable. As for the tote? Not only does it have a slot for everything you could think of (laptop, iPad, cards), but it's totally chic too! Getting the tote in black would be the safest choice; but the oxblood is just so gorgeous!

Okay. I've narrowed it down. Now what?!

Opinions people!!

What's your favorite/current bag? Work or play!

Images from Marc Jacobs, Michael Kors, & Dagne Dover websites.