Have you found a hole on the Ste's farm fence? You have to sleep at his house once and Inspect the area until you find it. Then go talk with him about a hole. If you have enough likes with him, he will invite you to investigate it during night time (You need to talk with him after 20.00) don't forget to bring some source of light like torch or glowing amulet.
After Logan repaired it. You can still trigger gloryhole event by make a hole's fence again. If you investigate a fence during nighttime, there will have an option to make a hole on fence, you need to repeat it several times. You can also ask Lenny (NCP in Bareshade, you can find him there), Dulrig (If you ask him for help, he will be one of the NPC at this gloryhole event), and Blake to make process more faeter. Sorry, my English skill is so poor. If you don't understand you can always ask me again.
If you mean gloryhole scene, I'm not sure with that but I don;t think he will go to the gloryhole again. But if you mean another scenes, yes. There have a Home visit scene once a week, he will visit your home and spend sometime with you, also Korg. And in the end there will have some sexy scenes with him, also Korg if you invite him.