>>101492842Anon, the joke is that he's so inept at social interaction that he's misinterpreting his feelings of platonic friendship with romantic affection. This is apparently so frequent with him that she's had to write it down for him.
Taking him out on a date would likely just exacerbate this confusion further and make things worse for him in the long run, not to mention just being plain cruel since she has no romantic interest in him and would just be trying to spare his feelings that she'll inevitably just have to shut down since she only sees him as a friend.