Thanks. Not sure if it's a glitch but I have a relationship of 15 or more with him and I'm not getting any new options with him. Also I'm not getting the heart on the shopkeeper after doing the date with him, and I'm trying lots of different options. Oh, and I think that if you start a new game in this build, there's no access to show shopkeeper the pendant, so you can't get to the sawmill.
You have to show the pendant to bartender, not to shopkeeper. But it's not in the typical options, but in the talk screen when you can pick the specific topic. If you have a pendant, there will be an option to do so.
About Hayden, are you going there during the night? And it's only for a bottom male.