Without the junk in your pockets, the tuck would look pretty cool- I didn't that could be done with a pair combat boots like that. I do think that it might work a bit better with a more casual look (sans tie and maybe a military jacket?).
Are you military?
Just to clarify, those boots are not combat boots (although they do bear a resemblance to the desert combat boots). They are infact suede Paul Smith motorcycle boots.