Is it more risk using enterprise software in cloud

Since late 2012 I’ve been using pirated version of Microsoft Windows 7 and recently Microsoft Office Suite and now plan to use Creative Cloud Suite which a lot has identifiable information should I be more cautious and more concerned ? Is it less secure, less private and more risk using enterprise software such as above ?
I only casually use Adobe Photoshop so is it worth upgrading to Creative Cloud. I use loads of other enterprise software too such as Acronis, VMware, Faronics, Goodsync, Camtasia etc but none of that stuff integrates with my personal accounts like Microsoft Office (Outlook), (Skydrive) Photoshop (Adobe ID) which both my personal email accounts got leaked in big Adobe breach. Does it make it more easy for them to tell exactly who’s using their pirated software ? What will they do to me
Answer #1
yes … more risk …
no, for your use is not worth upgrading to CC … i use it regularly ,and CS6 is more than good enough …
yes they can check your licence , if you allow auto-updates … also have other ways of checking if you do not update within a certain time…