Im heading out to Chicago next weekend to see this HB8 I met in Germany when I lived there. We had known each other through work for a while but she had always had a BF and was engaged. Well they broke up and I happened to see her out and we really hit it off. My last week there we spent a great deal of time together but nothing really happened b/c we were both leaving. We've kept in touch since and she;s been beggin me to come see her. And now I finally have the cash and no GF holding me back to make it happen.

Ive done something similar to this a few years ago in Vegas and long story short it didnt work out that well. The first night went great but it was real tough trying to keep attraction up constantly when I was w/ her for 24 hrs/day for 4 straight days. I eventually bombed as I was just trying too hard. I think the big prob was that even though i was in her territory, I should have looked at it more like a date and I should've made the plans for each day. She was a very passive girl so i was forced to figure stuff out to do even though i didnt know too much about the city.

Good news about Chicago girl is that she's really into me. I just gotta make sure I dont fuck it up by things getting to uncomfortable. The original plans are to stay at her place but she would rather us get a hotel as she has 2 other roommates. Id rather not spend the money but she's willing to split the cost with me. You think the hotel is a good idea?

Anyways, I need help with trying to plan the logistics. It would be great if any PUA's from Chicago could help me out with this. But I just need some more general advice of how to be on top of my game for 4 straight days rather than the normal few hours on a reg date.

Using a lil bit of hindsight w/ Vegas girl, I slipped and let things start to get a lil too uncomfortable. I need help to make sure it doesnt happen again w/ Chicago girl

I highly recommend you like up a few tourists attractions, and try and find the Chicago Paper on the internet. Familiarize yourself with a few things, just so you can have interest in other things besides her.

But besides reading whatever you can, and actually finding some places that would interest you to visit, it should all be smooth sailing, considering she is deciding you guys get a hotel.

I just came up with this, if she's into you, it's like a roller coster, its already built, just enjoy the ride. lol

hope this helps

peace