I’ve noticed this a number of times, the ads to the right of my Gmail account can some time seem a little out of place. Usually its something that is just a bit of a stretch for the content on the page (Google Analyses the emails you are looking at to show you ads that are relevant to it).
Today however, I received a reply from a guy who is showing an apartment we want to look at (well, a house for rent, actually). The ads on the right are mostly spot on, ads for housing, renting, pets (I mentioned our cat in the 
email). But one sticks out like a sore thumb: “One Night Fling?”
Now, I expect Google also does some analysis for overall content you view, read, etc, so sometimes ads are brought in that relate to your overall email/browsing experience. However, I don’t visit dating sites, and haven’t visited them since I met Rhonda (5 years ago). Once and a while I’ll play on OK Cupid, because I am a sucker for quizzes and MeMes… and its neat to see how you are ranked against others (ie: more political, less sexual, more nerdy, etc…).
This Ad however, is particularly aimed at luring singles (or the unfaithful)… Where did it come from, is it just a mistake? IS there something in the bodies of the 4 emails (two from me, one from my girlfriend & one from the guy) that would lead Google to put this Ad there?
Well, I’m just passing it off as a goof, and an amusing one at that.