By Veronika Bondarenko Caleb Simpson is gaining a massive TikTok following by asking uncomfortable money questions. Those who live in New York (or LA or London or any other expensive city) have all come across somebody who year ago locked in a rent price that is a fraction of what those house-hunting now see on sites like StreetEasy. But just as many are reticent to talk about how much they earn, not everyone is willing to disclose how much they pay in rent or mortgage — whether the number is low or high, it can generate certain feelings of embarrassment over everything from overpaying to bei…