Dating conversation: how do you keep it interesting?

Question

I'm a 30-yr old guy. Recently, I was on a date when the conversation reached a lull and my date specifically asked me: "Come on, you couldn't have been a good guy all your life. Tell me some wild stories". How do I respond to this? I can't possibly tell her stories involving other women or anything bad, because there's a fine line here. I'm honestly not one with a lot of wild stories (e.g, I don't bungy jump or anything), so what kind of stories can I tell that are funny and would make me sound a little more interesting? With this particular girl, this happened a few months ago. She had a BF in another city, and I only realized later that she was confused and playing me (by giving confusing signals). So when she asked for a funny story, I told her about when this girl who gave me her number, but when I went out with her a few days later, and she looked totally different on the date. I was trying to be funny, but came off as shallow. I don't want to repeat this mistake. Any ideas?

Answer 1

i found this website the other day it has a lot of helpful stuff. heres the page that should help you out
http://www.sosuave.com/romance/david/art137.htm
hope this helps

Answer 2

A couple of different approaches--
1. Brain storm with yourself (or if necessary with friends) for some anecdotes about your life that might be amusing. Think about these a bit and put them in good shape for retelling.

2. Make a joke about your "wild earlier life"--something like saying these incidents are going through litigation and that your lawyer has advised you not to comment about an ongoing legal matter. Then jump in with a question to the girl about herself. Most people like to talk about themselves, and are happy to answer specific questions, if the questions are not too wierd. Ask about her job, what her favorite type of music is, has she seen any good concerts, what are her favorite movies, her plans for the future, where she grew up, what her parents do for a living.

3. Read a newspaper and perhaps a weekly news magazine (Newsweek, Time, etc.) There are almost always little stories there one could work into a conversation.

Good luck.

Answer 3

Tell her about the time you robbed a liquor store!