Well, well, well
(media.conspiracies.win)
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No he doesn't
"......and for that price, Trump got a fleet of 17 Boeing 727s, landing facilities in each of the three cities that the shuttle flew to, and the right to put his name on the company and its airplanes."
Here's some more literature: https://edition.cnn.com/2015/07/23/politics/donald-trump-airplane-details/index.html
Yeah, I mean, he definitely did and still owns his own planes.
And despite all of that, he still has almost 10 recorded flights on the Lolita express.