I think I actually watched this movie on TBS when I was in Jr or Sr High schoo, so about 25 years ago. Back then, TBS played a ton of classic/old films, some well-known and some pretty obscure ones too.
I can only remember the general premise. I cannot remember the actors or the title. I thought it was something like "Bringing up Baby" but that's not it.
A young female actress (sort of like Sandra Dee-ish), I think blonde, was the main character. I think the movie was made in the late 40's or 50's but maybe as late as early 60's -- so that covers a pretty big era. I believe it was