Involving Anal sex

[Que]

Just talk to her like a normal adult human being. "Hey, I'm interested in trying anal sex with you." would be one example.

Here's the biggest thing though. Anal sex only works when the receptive partner is relaxed and willing. Do not try to force, cajole, or push the issue.

Ordinarily this is sage advice for most anything.

I think he means, "How to scam her into it" with tips for a guy with arrested development. Eleven years later he could probably still use any help we can offer.