Large bag trend: how large is too large?

I was out with The Gentlemen and A Friend and was teased about the size of my purse: a wonderful woven white tote that holds a week's worth of supplies and paper. Originally intended for travel I couldn't resist using it for everyday. And true fashionistas know how hard it is to score trendy white bags. Now I admit that I'm always prepared so when we needed hand wipes I had some, when we needed Chapstick I had an assortment of lip glosses, and friends know I always have eye drops, so an oversized bag helps keep everything in one place. But by the end of the week my bag is noticeably heavier...time to clean it out.

Is it better to downsize and sort or always be prepared? When I try to downsize I inevitably need something that I conscientiously left behind. But when I take a smaller bag I manage just fine with bare essentials. My solution is to bring both: the small comes with me, the large stays in the car just in case.

My Largest Bags:

• white woven beauty by Guess, was on sale on their website and they also have luggage
  
• blue & gold custom canvas tote bag made by Zoras of St. Thomas, purchased on vacation and never regretted!
• black graphic image luggage tote and matching rolling carry-on from The Limited, purchased 10 years ago and still in service (Express occasionally sells luggage also)
  
• black graphic image baby bag by Nine West, which provides a great laptop pocket (Kohl's sells Nine West luggate regularly)