Prior to professing his love for an older lady a la relatively modern pop-rock stylings, this well-recorded singer/songwriter wrote the title song to a wonder-full throwback movie directed by an "astronaut" and starring some Guy. In the film, we meet a friendly concierge who appeared as a news anchor in a horror/thriller five years prior...or 27 years later, depending on how you're keeping time. In his evening report, the anchor covers the disappearance of a young lady who nearly paid the ultimate price for being a good Samaritan shortly after singing along with a Floridian's early hit. That gator-man first requested a particular brand of guitar just one year before we saw the same iconic instrument strummed to the aforementioned title song during a faux debut television performance. The guitar was produced by a company headquartered in the birthplace of an actress who found fame in a crime film that featured another actress better known as a jazz singer who was nominated for a Grammy in 1964. Several years later, a band that won a Grammy in the same category as the acting songbird was widely mistaken for another musician who, at that time, also had a song featured on Billboard's Hot 100. That hit song, when released as a single, featured a B-side that advised, you can't do what and where? Stumped? If not, click HERE to submit your answer. First to answer correctly gets a free painting of my choice. Good luck!