It is very much up to personal preference about what they want from it. I don't think it would be awkward but it all depends on what the dynamic of the relationship is.

I think it's a great option! Offer him a "three-some"

I got my boyfriend one (Okay, a few), and he was a little weirded out until we actually used it. Now he loves that thing and uses it pretty much any time we're not together. He seems to like anything with horizontal texture pretty well.