Low Intelligence Courier hookup with Dazzle (Fallout New Vegas)
New Vegas still manages to surprise me with this. A low intelligence Courier has a cheaper than agreed transaction with Dazzle, a hooker from the Gomorrah casino. This conversation can only be gotten if you are low Intelligence (3 or below) and do not have 100 caps when you sleep with her, which is so rare barely anybody gets to see this hilarious conversation happen.
Also includes a failed Medicine check with Dazzle as well, don't do chems, kids.