Jake has harbored a secret crush for his boss for a long time. Can he finally work up his nerve to ask Ryan out? Maybe. Maybe, if it's not a date. After all, Jake is a young, wisecracking, don't-hold-me-down type of guy. Not a date is just his speed. But can Ryan convince him that not real dates are nice, lots of scalding, white-hot sex is great, but real love is better?