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The worst Windows ad ever

From the early days of Windows comes this frankly indescribable Microsoft ad for 386. It's a bit long, but worth sticking with for the merciless ratcheting up of squirminess - rather like watching Requiem For A Dream.
Written by David Meyer, Contributor

From the early days of Windows comes this frankly indescribable Microsoft ad for 386. It's a bit long, but worth sticking with for the merciless ratcheting up of squirminess - rather like watching Requiem For A Dream.

I won't comment much on the sheer surrealism of this clip, except to point out the way in which the mysterious boss says "That's very good Linda, very good!" like he's about to pat her on the head and give her a sweetie. Oh how times have changed (for the better).

PS - If you know a worse Windows ad, do feel free to post it below...

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