Alex Chilton is one of five women you can date in Grand Theft Auto IV, and the only one who can be found through craplist.net. Getting her phone number can be tricky since, like Carmen, she likes you to look your best. Here's how it works.
Find Alex. Go to craplist.net. You can either type it into the search bar on top, or go through the link you get sent via email. If you never got or deleted the email, just type it in.
Go to the Personals box and look for "Women Seeking Men." Look for the entry "Party Girl seeks man for NSA fun and blog material."
Scroll to the bottom of the post and click the "Contact" link, then wait a day or two. You should get an email from Alex telling you where to pick her up. It's only a couple blocks away from the apartment on Algonquin, so make sure you're near your place when it comes time to pick her up.
Bring a flashy car. Alex likes sports cars, and the sportier the better. The Infernus and the Tourismo work well and both can be found at the auto dealership near the safehouse.
Grab a nice suit from Perseus. Alex likes her men well-dressed. Just remember to change outfits between dates.
Take her to play pool or to a comedy show. Either one works great. Just don't take her to Jerkov's Bar. She'll tell you a story about the place and while she won't hate you for it, you can do better.