For those having trouble with Gwynneth disappearing, here's what I did:
1. Have sex with Gwynneth in her house.
2. Gwynneth will disappear, but that's OK.
3. Skip 10-15 days by sleeping until the next day somewhere other than your house in Weird wood.
4. Go to your house in Weirdwood, and Roderick should appear.
5. Go to the mayor's house, and talk to Victoria in the dining room.
6. Wait until night, and sneak in Victoria's room through the window.
7. Watch the scene happen, then go north to Northern Forest, and sleep with Mia for a couple of days.
8. Return to Weirdwood, and sneak into Victoria's room through the window. Watch the scene.
9. Start asking for votes. If you want Gwynneth back, before you get 9 votes, go to her house. It is the one just above the guard tower, with the door on the side.
10. Talk to the guards, and they will tell you that Gwynneth is in the goblin forest with Roderick. Go and save Gwynneth. You can choose to intervene or watch the scene.
11. Take Gwynneth home and watch the scene in her house.
12. Finish asking for votes.
13. When you get 10 votes, walk inside one of the buildings, and walk out. If you're already inside a building, walk out, and Roderick will knock you out and lock you up where you have to fight your way out against bandits. Don't forget to enter the room on the left with the 2 chests. Pick up the key and letter from the desk, and get your stuff from the chests.
14. Go to the front of the mayor's house, and kill Roderick.
15. That's it. After that, you can impregnate Gwynneth and impregnate Victoria again.