Day One - Leslie

Greatest Strength -- Much like a homing pigeon with a part time job, Leslie can always find the most direct route to a Target from an arbitrary starting point.
Weakest Weakness -- Sales on spooky halloween pajamas
Feelings about the Olive Garden -- "I don't know. I'm not picky. If somebody wanted to go here, I'd go."
Snapshot: "I'll take the breadsticks," I offer graciously, placing them in my bag before Leslie has a chance to ask for one. "I can give them to my cowor-"
Her demeanor changes before I can even finish my sentence. "DID YOU SAY CORGIS??"
"N...no. Coworkers."
"Ahh.....I love corgis, though."
Creative Challenge -- "Draw a Pikachu from memory."

Result:

(The marinara stains are my own. I apologize deeply for my desecration of this art, and I pray that the audience will not hold the damage against Leslie when determining this year's victor)

--

Leslie is a college student studying geography, and she was a very good sport about my pointed questions about the career options of a field that has been obsolesced by the existence of the humble GPS. My smugness evaporated, however, when both of our phones died simultaneously, and the waiter asked us what the capital of Turkey was, and what was the difference between a basin and a plain.

Vino's Vegan Victual:
1/50

Leslie's Lunch:
Creamy Mushroom Sauce

49 dates to go! Thank you for dining with me, Leslie! You were great!