Even comedic portrayals have value when looking back at history, since comedy is often a reflection of what is happening in contemporary society. Comedy is sometimes used as a soft approach to what may be seen as a risky subject, softening said subject in the eyes of the public.
Short films will not be added to this list unless they are of significant or historical value (ie early cinema). Similar criteria apply for documentaries. Modern day documentaries will not be added, so suggesting them is a moot point. If the drag component is a very short cameo and isn't of historical or cultural significance, it might not qualify for this list.
The criteria will not change so there is no use arguing with me to add something that does not fit the criteria for this list. I suggest you make you own list and spend your own time and energy on research and upkeep for it.