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We are currently following Ann in two different timelines.

One where she is a full fledges member of the harem, and another, where she is still only a prospect to be added.

Here she is still to be added and she is sick. Nothing bad, but she needs a proper measurement of her temperature. And that requires assistance - while Ron is with her that is.

Ann - the ever tease.

Yours truly
Hammer  

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Jebest4781

To be fair, there are some thermometers that get far more accurate readings by sticking them up one's bum. So Ann would want Ron to use that as a teasing tool at first once getting the initial reading before getting into the good stuff.