Yes, it would be fine. What I would do, if my boyfriend could come and pick me up after a shift when the other guy was getting off too or if I could get the boyfriend to come with me to the restaurant when I knew the other guy was getting off, I'd have the boyfriend invite the guy? I'm always trying to set my husband up with guys I like so he'll have more friends :-) But having your boyfriend understand your problem and help you would have the double benefit of making the two of your closer and letting your boyfriend help you as well as maybe reassuring the guy you aren't looking for a date and letting him know you're in a relationship, etc. You'd also have someone you know and feel more comfortable with to help keep any conversation going. The nice guy at the restaurant would know you had to have set the whole thing up because you wanted to get to know him and like/appreciate him so it would all be good and clear.