I don't know it from the top of my head, but FreeBSD runs Wine iirc and afaik FreeBSD 11 (I know, not OpenBSD) will introduce bhyve, a hugely hyped hypervisor/virtual machine manager supporting among other things Windows Operating Systems, also there should be some improvements to the Linux Emulation Layer.
This might or might not be of interest to you, since chances are it might I thought I'd share. I don't think FreeBSD is much more secure (if any) than some of the better GNU/Linux distributions though. So it's easier to just run Gentoo or something similar.
It's really the focus. FreeBSD operates a little closer to the cathedral model where they're pickier, more deliberate, and more consistent. Linux takes in about anything to maximize features and development pace. Probably the reason FreeBSD has higher quality in code. Just different priorities.
Of course, I watch these communities from a distance. I'm not in the trenches over there. So, I could be way off. :)
- http://lwn.net/Articles/360312/
- https://www.winehq.org/docs/winedev-guide/x2803