For the sake of aesthetics and readability, since this is a dual-design post, I'll start with the disclaimer: All images in this post are for display only. No design herein is currently for sale. Any changes to this status will be noted in a separate post.
That out of the way, welcome to the first, and possibly the last, two for Tuesday, so named because today, I will discuss two shirts at once. We're going back a couple weeks to the "time travel souvenir" derby, wherein designers were to create souvenir t-shirts, such as they sell at Planet Hollywood, but for events that took place in the past or future... shirts that say "I was there, via time machine."
Three Worlds Collide was my best design that week... these two scraped by with about 13 votes combined.
My first entry was Exotic Constantinople. It's laid out like a travel brochure picture, complete with They Might Be Giants reference (although our more astute history buffs will note that New Amsterdam did not come into existence until after Istanbul was in vogue). It was universally ignored, because even hatred would have generated more buzz:

The second entry did only slightly better... we all know people who live high-powered lives and need to take an airplane from Boston to NYC, close as they are. We also know people who actually visited and enjoyed South of the Border, the Biggest Ball of Twine in Minnesota, Carhenge, etc... what's travel without a tourist trap? It stands to reason that time travel as well would have its locations only for the frivolous and the kitsch-seekers, and with that in mind, I created Back in the Day:

I thought the concept was strong, but perhaps the execution was off. And so I leave it up to you, random people who occasionally visit my blog. What's there to like and hate about these? What would make them pop more? Enquiring designers want to know!