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Michael had been courting Holly in the first episode of the season.Holly practices yoga, so Oscar refers Holly to a yoga class with an attractive teacher.
She and Michael have a shared sense of humor and similar personality traits, though Holly does prove to be more rational than Michael.
This, in addition to feeling no connection with Jan's baby, prompts Michael to apologetically hug Holly and ask her out on a date, which she accepts, visibly moved.
Holly and Michael date, and on their third date have sex in the office (inadvertently leading to the break-in at the office).
Michael tells everyone that they are engaged upon his return, but later admits this is not true.
When Michael comes to Nashua with Pam Beesly to give his lecture and find closure with Holly, she is not there because she is on an HR retreat.