Caleb and Mollymauk/Kingsley (up to you which) have noticed something about Essek when it comes to sex: at least verbally, he's rather composed, and usually stays pretty quiet. They decide to have a little (affectionate) competition to see who can coax out more noises from him and wreck his composure more (with his consent to said competition).
(Essek, meanwhile, is amused enough by their contest to try and participate in his own way, by trying his best to hold onto his composure and stay quiet as long as possible.)
All three don't necessarily need to be dating, though they can be if you want--but Shadowgast with their good tiefling friend they often invite to bed with them is fine too (or any other configuration!)
+blindfolding +sensitive elf ears? ++magic used somehow ++one (or more) of them being trans (I'm trans and would love to see more trans fills, but this is by no means a requirement!) +++multiple orgasms or overstimulation --intense degradation (some lighter stuff is fine, but nothing extreme?) ---bathroom stuff
Taking him apart, Caleb/Essek/Mollymauk or Caleb/Essek/Kingsley
(Essek, meanwhile, is amused enough by their contest to try and participate in his own way, by trying his best to hold onto his composure and stay quiet as long as possible.)
All three don't necessarily need to be dating, though they can be if you want--but Shadowgast with their good tiefling friend they often invite to bed with them is fine too (or any other configuration!)
+blindfolding
+sensitive elf ears?
++magic used somehow
++one (or more) of them being trans (I'm trans and would love to see more trans fills, but this is by no means a requirement!)
+++multiple orgasms or overstimulation
--intense degradation (some lighter stuff is fine, but nothing extreme?)
---bathroom stuff