I wouldn't serve wine at all. I dislike sweet wine, and most people associate sweet wine with desert. Pairing different wines with deserts is hard even for someone who is experienced with this. For probably less money, overall, since you serve smaller portions, I'd buy a bottle of sambuca, amaretto, irish cream, frangelico, grand marnier, and my favorite, Drambuie, although, that and the grand marnier are probably the most expensive of the lot. If cost is a factor, I'd stick with the first four and omit the final two.
To make it fancy, I'd bring some coffee beans to drop one or two into the sambucca.
You can also suggest that your friend do desert coffees. That will cut down on the amount of alcohol per-cup so she could stretch it more... a cup of coffee... a little irish cream... a dollop of whipped cream... YUM.