Jizz

Nice looking teen on location where Microsoft shoots wallpapers for Windows.

LegalTeens

Microsoft needs to get these off Bing if they want Cortona to be their poster child for Windows 10 [NSFW]

halo

This is the shit I have to put up with after I already paid for Windows. What the fuck, Microsoft?

NSFWFunny

Contrary to popular belief, science has found there's only one gender and it's Microsoft Windows XP Professional.

ImGoingToHellForThis

Microsoft Silverlight installing herself onto Windows XP (fanatic-fetish) [Microsoft Windows]

rule34

Windows XP-Tan (konpeto) [Microsoft Windows]

rule34

Microsoft Windows 98 Old School

NSFWFunny, WTF, dildo, technicallythetruth

Microsoft Windows has encountered a problem and needs to... masturbate.

futanari

Microsoft customer service agent helps a Mac user get over her fear of Windows.

bondagehumor, Bondage