Is it possible to do a air-to-air shot while flying parallel to a jetliner?
I've done some touch and goes at DIA (DEN
for all you non-Coloradans) with jet traffic on a parallel runway, but they are 4300' away, so it's pretty bad. Plus, then you have the Plexiglas issues and turbulence issues to contend with. And, the last time I did that, I had some 3MP 3x zoom digicam. Not going to happen. And of course, flying solo into a major airport is not the time to be gawking at airliners and trying to get some snapshots of them. NTSB report waiting to happen.
If you were able to fly into a major airport with parallel runways, there would be a chance of something like what you describe happening, but the tower would likely stagger your approach behind or way in front of jet traffic simply for wake turbulence issues.
You will never get a direct overflight of DIA since they are operating from all directions all the time it seems. Kind of like pointing a garden hose at the ground.