Based on a prompt. A much older high-class escort Rachel and high school punk!Quinn as neighbors.

Emma Swan works hard every night as a bartender, struggling to raise her son and save up enough to own her own bar. Regina Mills is an upper class New York photographer who wouldn't normally spare a second glance at people below her. When their paths cross, their lives adapt to each other, but how much are they willing to change?

Ruby makes Emma a dating profile. The only catch is that she's listed as a guy. That wouldn't be such a problem if Emma hadn't found Regina's profile and begins communicating with the Mayor