Despite the mutual romantic feelings, Jeff and Annie didn't get together by the end of Community, and Dan Harmon provided insight into why. um...they actually did end up together. ... Both characters served as core figures of Dan Harmon's comedy for the show's entire six-season run.

Does Jeff sleep with Annie?

No one knows – they have weekly dinners with Troy, Abed, and Pierce, and, well, they're certainly not the best audience for Jeff and Annie to announce their – habit of sleeping together. Because it's not a relationship. It's totally not.

Do Jeff and Britta end up together?

The first season of Community is full of Jeff/Britta UST - he formed the study group to just get to know her, even though the first words she spoke to him were "yeah, don't hit on me, okay". ... The two finally end up sleeping together late in the season, but agree that it didn't mean anything and shouldn't happen again.