An ideal scenarioâthough it would involve Dylanâwould be for Kelly to run into Monica, the fitness model from Miami, while sheâs doing yoga. Kelly could join in, and the two might start chatting, realizing how much they have in common in terms of mindset, workout routines, and lifestyleâat which point Dylan could join them. This would make it canon, and, at the same time, Monica would finally sleep with Dylan. (Perhaps, further down the line, she might even want Dylan to get her pregnantâthough that would be much later on. Letâs not forget that Monica has tried to have a child many times, but hasnât succeeded yet.)