Just the fact that your friend knows that you are travelling in Upper Class thanks to miles, and STILL doesn't want to bother...

The price for sharing miles is still reasonable. My partner has an account for picking up free miles from the likes of Tesco, toolbar, etc. Eventually if I need them I'll pay to move them over, as it's cheaper than buying directly much of the time.

So set up an account for your friend, track it in AwardWallet, and then eventually he will earn more miles or you can pay to move them over if it makes sense.