How about we… aimlessly wander around on public transportation, try our luck with a random stop, stumble upon a random eatery and see what happens.

• Explore
• Chicago

How about we… Let's try a BYOB place neither of us has been to before and pick up some beer together.

• Other

How about we… attend a Chicago Craft Beer Week event and enjoy some really good beer?

• Drink - bar

How about we… ...skip the first date awkwardness and go straight to the second date. On a nice day, start at South Wacker & Michigan and walk north along Michigan Ave. Stop once we get to the Beach and have a late lunch at that little restaurant overlooking the lake. Along the way, good conversation, maybe pop in a store, maybe grab coffee...but definitely do some fun people watching.

• Play

How about we… grab a drink and then head to the Cubs game!

• Play
• Wrigley Field, Chicago, IL

How about we… Go wave at the monkeys at Lincoln Park Zoo.

• Other
• Lincoln Park Zoo, Chicago, IL

How about we… celebrate National Something-On-A-Stick Day by eating something delicious (on a stick)?

• Eat
• somewhere with food on a stick

How about we… get wine and apps and D.O.C wine bar.

• Drink - bar
• DOC Wine Bar, Chicago, IL

How about we… grab a bucket of sidewalk chalk (and some spiked lemonade) and make a HUGE drawing.

• Play
• a sidewalk

How about we… try some craft beers then head over for some good music and show off our dance moves?

• Listen/Watch
• Kingston Mines Chicago Blues, Chicago, IL