Cannot print from outlook 2016.

Oh my Goodness.

I forwarded a saved email to myself that would not print, but before sending i made sure it was all the same font (which is was not) and lo and behold it prints.... not sure if its just because there were two different fonts in the same message or an unsupported font but that seems to fix the issue. sort of. still a work around but i'm so happy to have made some form of progress haha

let me see if i have that update and if so ill remove it and respond back with new results.

Hmmm. I do not show that Particular update on my system, and when checking my emails i can pin point when it stopped working properly to 5/11/18. ( the date i started using the HP E-print to work around my print issues)

i show security update (KB4103729) as the only update prior to my issues, and it was done the day before (5/10/18).

Is it likely, or even possible that this security update is the issue?

If so, how do i go about removing it safely?

Second question... my system has a cumulative update/ another security update it wants  to do and i'm tempted to ignore them based on this issues the last updates have caused... advice? also when shutting down the computer how can you force close an update? when this issue first occurred my system forced me to update before it would shut down, as it once again is doing for these new updates.

I would not expect the update KB4103729 would likely cause the issue because it is specific to Adobe Flash.  The regular Windows update at that time should have been KB 4103727 or another one of those on the left navigation on that page.  If you locate that one you could test removing it as the last change before the issue started.  To remove it go to Programs in the control panel, View Installed Updates, right click on it and click Uninstall. 

If the machine is pending updates it might be best to go ahead and update.  Since we are not seeing other reports with the May update I think its probably not the cause.  I'm checking with my peers in Windows if they are seeing any reports.

i have been trying every new update to see if that fixes the issues, so i don't show any other updates from around the time the issues started.

should i uninstall the latest windows update before i update to the newest version? not sure if that would do anything helpful, or if i should just move forward with the update from yesterday?

i show update (KB4343669) as the lastest Windows update, with security update (KN4338819) installedat the same time. 

For some reason its showing that i updated yesterday, however unless it did it automatically after i left i didnt update.. i still also show "Update & Shutdown" when i open the start menu, which leads me to believe there are still updates the system wants to run. 

thank you for your help and I hope we can figure out how to fix this!! 

Ill try the latest update this afternoon when i am not buried, and ill let you know the results.

By the way - I found this thread since my hubby was having exactly the same problem.  Following the clue about the font, we determined it happens only when his signature block, which had an obscure font in it, was present.  I was able to test by changing the font from Venera (a third party font) to a Windows font (Tahoma, in my case), and it printed his emails (we tested 3) just fine.  Prior to searching the web, we had already installed all updates for Windows and Office 365 Pro Plus, and even completely uninstalled Office and reinstalled. 

I can share sample files if they will help.  We finally removed the third party font from his computer, so even his older emails just convert to a different font and things print (if a bit differently).  By the way - this is just standard Windows 10 and Office 365 with normal updates, and he is pretty sure it started happening recently, but we don't know for sure since he worked from home a lot.