1. Button Down Shirt: You want your guy to look good when you go out, so why not a classy button down shirt? I recommend Vineyard Vines, Southern Marsh, or Southern Proper.
2. Watch: Every guy needs a way to tell time aside from their cell phone. Why not a watch? It can be the most grown up thing he owns. If he already has one, then get a new one. Just make sure it fits his style.
3. Cologne: There shouldn't be an explaination for this. Everyone should smell good. Just pick one you like because you don't want him to smell like something you don't like.