I feel like Conor and Jasper would get along, because he gets the whole 'not very trusting' thing. It's hard to let people in, to show them all the soft parts of yourself.
He'd probably ask Ruby about the flowers, maybe take some pictures of them for promotional materials or something similar. They can have strawberry lemonade and chat.
Ooh, I like that idea! He could design invitations, help with the design aspect of the website, and just help with the overall aesthetic of things.