This isn't written expressly for Aspie boys, but it could be! This article is expressly about boys asking girls out, and it's excellent for that purpose: http://teens.webmd.com/boys/features/ho ... girlfriend
There are some good takeaways that could apply to other sexual orientations and other genders, too. I plan to archive this and pop it out for DS to read in a year or two. I love how it spells out all the social rules very, very clearly. (Note: it is NOT for someone looking for info on sexual activity, or what to do ON a date, it expressly concerns asking a girl out on a date - for that, it's a good guide.)