Loving this thread and looking forward to trying some of the suggestions. Here are some suggestions from me. I’d suggest In Love bar restaurant right on the river next Rama viii bridge. Spectacular location a little bit out from Banglamphu. Just google it. Only go at night. Mainly thai clientele. It’s relaxed, casual and not expensive. You can then grab a Tuk Tuk to khao San and wander round together. Great for breaking the ice. For a hi so version go to River Bar, more upmarket but again right on the river.