[calf]

If you've never hung out before outside of work, I'd say a wedding is one of the worst places to break the ice.

I say this since you're a good buddy of the groom, and I assume you'd know a lot of the other guests and will be chatting with them throughout the night, leaving her to either just stand there take in the conversation, or force small talk with strangers all night. Or you end up babysitting her, and she feels guilty for taking time away from your friends. Even though you say you're not expecting something to develop out of this...you do kinda mention that you wouldn't mind it down the road...and if it ends up not being a good time for either of you, it could definitely no longer be an option.

Another thing to consider is how gossipy your office is...what happens when people start talking about the 2 of you going to a wedding together? It could be nothing, but something to think about.

I say bring a wingman who knows some of the other party guests, who didn't quite make the invite cut. You won't have to worry about the awkward hosting duties you need to do with a date who doesn't know anyone there, you can do your own thing and still have a good time.

OR, if you know just the couple getting married and not many people else, then it's fine as you'd need someone to hang out with, as you'd only get a few minutes to chat with the groom anyways. But keep the messaging as the meals been ordered and need to bring a plus 1.