Well, Damon would being doing this strictly for platonic reasons; he’d see Helena more along the lines of a little sister and want to protect her while also helping her be more aware. Heck, he’d even try to teach her how to flirt with Aeson, though he’ll definitely be doing everything in his power to hold back a laugh whenever he sees Aeson being too oblivious and Helena being too forward.
And he’d mostly be doing this to keep her as far away from Zeus as possible.
Where Evander can’t trust Zeus due to being too intuitive, Damon won’t trust the King of the Gods due to being too experienced; he’s seen men like Zeus and knows how unhealthy it is for someone to be in any type of relationship with them. So Damon would be highly concerned about leaving someone like Helena around Zeus and would do what he could to make sure she wasn’t spending too much time with him. He knows how it feels to desire a family, but he’s too grounded to ever delude himself with the idea ZEUS would ever be capable of offering that and he would never forgive himself if he left someone as innocent as Helena to be manipulated by the man.
If it’s any consolation, Damon would quickly tone it down if he saw that his teasing was making her more tense rather than relaxing her (he knows he can look intimidating to people; he’s abnormally taller with a heavy build and tends to be beast-like in a number of ways). The moment he sees her tense up from His possible intentions, he’d put himself at a respectful distance and talk softly to her for a while, letting her set the pace so that he doesn’t overwhelm her. And once a bond of trust gets established, MAYBE go back to being a little playful and teasing (if she was comfortable with it).
Damon would see Sophia along the lines of a little sister as well, but his main priority would be helping her to relax and smile.
Hasn’t stopped Damon from drinking in the past while he was on the run from the Seekers (something I’m sure Athena would be highly displeased to learn about). As far as he’s concerned, he’s already considered legal drinking age in other countries.
Guess Damon can be the chaperone/bouncer of the support group.