Pregnant with a kerosene heater in home, is that ok?
I've never seen a bicycle helmet that has a shield that can be up or down. Can you give us a link to show us what this unusual helmet looks like? EDIT: Oh, motorcycle helmet. Are you sure the helmet is proper fit? My helmet only moved a lot if it was too large or not fastened tightly enough but I prefer a full face helmet. How about using sport type glasses that have an elastic band. The type you see on people playing racquetball and the like. Can you crimp the soft foam inside the helmet where it interferes with the glasses? Of course you don't want to afffect the protective function of the helmet or make it more susceptible to wind noise.
Ok, this sounds like a bunch of kids at a schoolyard or mall. I think you are making a big deal out of nothing. Don't assume anything. If you want to find something out, you need to talk to him. If you want to date him, ask him out. Playing around and assuming things is a waste of time and you won't get the answers you're looking for. And no, this doesn't make you a hopeless romantic. There's nothing romantic going on here.