In fairness, the odds aren't bad they'd be drinking at two in the afternoon anyway, just. Probably not at a PTA fundraiser. If his canon point were later he'd be longing for Josh, whose baked goods would be just as delicious, but also full of drugs.

....anyway. Eliot considers this conundrum, finally deigning to present the bottle to Margo like it's the Holy Grail, "Mmm. We are the two best dressed and well groomed people in town." A gentle sigh. "They probably think we deserve each other."
Yes Eliot, most of Wayward Pines probably thinks that, although not in the way you're saying it. "If I spot any fresh young things in need of sin, you'll be the very second to know."

Because Eliot himself will be the first, naturally. Probably. He might be feeling generous that day, who knows! He's also. Still not sure his dick works, but is understandably dying to find out. "Shall we find something to stir this in? Somewhere to sit and people watch?"

By that he means "judge."