For a typophile like me, it just doesn’t get better than typeconnection.com – A ‘typographic dating game’ where you’re asked to pick two fonts that go well together.

After choosing the first one, you can adopt various strategies to choose a good combination. Then you compare the distinguishing characteristics of both fonts in detail and decide to send them on a date. If you’ve made a good choice, you’ve won!

The idea of a ‘typographic dating game’ is really novel and the website is really engaging, using a variety of techniques to give you information about a font’s background, and it’s distinguishing features. There’s also a very nifty way of comparing two fonts by overlaying them and highlighting points of similarity and difference. The interesting interface coupled with top quality information leaves a seasoned player distinctly more confident of coming up with great font combos.