Valentine's day idea...should i or should i not? what will the guy think of me?

ok, well about a month ago i was in a prom fashion show and i started crushing on this cute guy a yr older than me who was my escort on the runway. i hardly ever see him and have only talked to him once or twice and not about anything substantial, but he seems like he would be a really nice guy; he even spends his free time working with the special education kids at school and plans on being a special ed. teacher when he gets older. (and i've heard he's very good with these kids; he actually has a younger brother who is handicapped) at school we send these chocolate roses to people's homerooms and you can attach a message to them if you like...i was thinking i should just send him one b/c i have nothing to lose; i hardly see him anyway and this could potentially change that. some people write anonymous grams but i'm pretty sure i would write my name on it, and maybe say something about how he seems to be nice and such, and idk if i should ask him to prom along with it?guys,whatdouthink