Re: How to turn this into a date? Got her number from okcupid
This looks pretty good right now. Be careful about that King of Random stuff. Sometimes, being random can break the flow of the conversation, and make it seem jumbled up. This can prevent a proper escalation of attraction, and although rapport may be built up, it won't feel like enough. Agreed on the double messaging, but overall humor and flirtation is pretty good (loved the flying possum bit ).
The basket tip brought up by Kevin is also really good. I know it as nouning, and it's really good for people who have a hard time keeping the flow of the conversation going. Just make sure that when you do use it, you don't go onto a huge question train. When nouning, try to pick out a noun, and then add on a bit related to that noun. Using the workout stuff as an example, she says she worked out with her best friend. You can then talk about how you don't do dry land workouts because you're like a fish out of water, or how your best friend once fell off the tread mill when it was only going at 4 miles per hour. Alternate between question and detail.
To get this further, you need to go further. This seems like you have known her for a bit, so it's safe to try and take it to an in-person interaction.
"There is no better than adversity. Every defeat, every heartbreak, every loss, contains its own seed, its own lesson on how to improve your performance the next time." - Malcolm X