I can't remember where I found this book but I remember reading it a few years ago.
I don't remember much, other than the main female character either got cheated on or her boyfriend left her for whatever reason but she wouldn't let herself cry over it, she physically couldn't cry.
I think her friend took her to a BDSM private club, MC spots a gentleman with no sub around him and I think he wore a mask (?) pretty sure it was her boss.
He was determined to make her cry, to cry around his c*** and to throw up on it because he enjoyed the feeling? She eventually did cry, and got addicted to the lifestyle and so forth.
I think there was like 4 books in this series, all interlocking with eachother as they were from her new friends lifestyle and such.
If anyone could help me find the name of the book I'd appreciate it!