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The ones that I can come up with right now (as of this moment) are;

• Lenny
• Edmund
• Dulrig (but only if you asked him to help fix the gloryhole, I think)
• Random Man with pink panties
• Random Man who's very sensitive and loves showing off
• Ste (one-time only, I assume. When you check the gloryhole with him first time)
• Minotaur 
• Ratkin

I may have missed some?

The man should be just a random npc like the prostitute in the brothel.

As Wildbara said, those are all the gloryhole's scenarios. I add only that there is no talking requirement for Dulrig, and this allows the paradox of meeting him at the gloryhole and knowing who he is even before meeting him at Northcrest. Moreover you can meet Ste multiple times but only until Ste meets Logan.

This should give you indication on when and how to meet the various people and all the options. Tell me if something is wrong or missing, please.