Fable II Side Quests

Look for Giles at the west side of Brightwood and talk to him about this quest. He wants you to find a date for his some and hands you Rupert's Photo to show off. When you're done talking to Giles, go find Rupert in the nearby field. He'll tell you that he doesn't want to get married...to a woman.

Make your way to Bowerstone Market and look for a suitable mate. If you want to ignore Rupert's request for a male mate, you can find a straight woman and show her Rupert's picture. However, this'll earn you evil points. For the good ending to this quest, find a suitable gay man—Dan the Househusband is one we found in the east of the market‐and show him the picture. Whoever you show, provided they're interested, will give you some date details.

Return to Rupert in Brightwood and give him and his dad the news. Everything turns out okey-dokey, and Rupert even puts the farm up for sale, letting you buy it should you choose.