The Blind Date
Go to Giles' farm and talk to him, he needs you to find a date for his son and hands you a photo of Rupert. You'll have to go find Rupert, he is in the field next to you.
After speaking with Rupert go to Bowerstone Market to look for a potential date, remember that Rupert is interested in a male partner. If you show the photo to a woman you will get evil points, but if you find a gay male. When you run into an interested villager they will agree, then you can return to the farm and give Rupert and Giles the good (or bad) news.
When you speak to them the farm will go up for sale at a base price of 70,000 gold.