There was a TMP-era fan film on the web in recent years, but I cannot find it now. The ep that I saw had a 20th-century "Top Gun" fighter simulation in it, and a romance between a human male and an apparently Vulcan female. Does anyone remember which one this is, and where it can be found?
Have you looked through my Golden Age fan films? Do you know how long it was? If it were under ten minutes, it could be in my short films. If it's not on my website, and you find it, I'd like to add it. Table of Contents includes "Golden Age" fan films, which are roughly 2250-2349. http://startrekreviewed.blogspot.com/2009/06/2.html . The Shorts section hold films under 10 minutes, http://startrekreviewed.blogspot.com/2009/06/147.html. Unless it was a comedy or parody, in which case consider this: http://startrekreviewed.blogspot.com/2009/06/146.html may be a helpul list. I look forward to getting a link to the film you seek.