HEY! If it takes place after June 1st, don’t forget me! 
Hope the Sunday paper is really thick down there. Maybe that could be my catch-up time for the Dope!
I was born and raised in Lexington in the 80’s and 90’s and I was greatly frustrated by the utter lack of things to do, as were all my friends. Luckily they’ve recently made a serious effort to revitalize the downtown. Condos are going up every day, businesses and museums are opening, and in short western civilization has finally arrived. Prices are still quite reasonable, unlike in many cities. There are five or six quality restraunts in the downtown plus a number of cheaper places near the university. There’s also live theatre, a comedy club, and the Kentucky Theatre, which shows independent and foreign films. The biggest social events are the basketball games.
Best of all the entire downtown/university area is small enough to walk around. You could technically survive without a car if you so chose.
To be totally accurate, though, the comedy club is no where near downtown. What museums have opened?