HEY! So Nate here is also 29 so school mates? He would have likely flirted, shamelessly, regardless if Ezra was interested or not. Talk to him in country. And please do wear those cowboy jeans.... I mean what?!
edgeofdarkness Thad is a year younger for another month anyway, he could have gone to school with him through middle school, but when he was 14 his parents died and he went into the system. He spent his high school years in Eureka, but moved back once he was 18. Thad also drives an F-150 and will nod in respect.
Depending on what he delivers, he could make deliveries to Duncan's jesuispret bar, The Stables. Obviously Duncan wouldn't go and meet him out in the sunlight, but he could have run ins with him inside where it's dimmer.