What happens when Castiel Novak finds himself falling in love with the handsome CEO Dean Winchester and learns about his little secret?

Cas, being the innocent angel he is, is a virgin. Dean can't let Cas live another day without at least hearing what the experience of making love is so he decides to describe it to him. • based on a post from the ig page @eat_sleep_breathe_destiel

For a project, Dean Winchester and Castiel Novak, total strangers, are forced to honestly answer 36 questions. But the questions are prying, and the boys may leave knowing and feeling a lot more for each other than they originally intended. Based on and questions taken from Vicki Grant's epic book "36 Questions That Changed My Mind About You." I do not own Supernatural or it's characters, or 36 QTCMMAY or its questions. All rights to Eric Kripke for Supernatural references and Vicki Grant for the questions

This isnt mine. I found it on AO3. I really liked and wanted to read it again and looked for it on here but its not on here sooo yea Art teacher Castiel Novak has just turned 29 when he meets Dean Winchester at a gay club. After sleeping with the boy, he leaves in a hurry, trying to cope with the guilt over betraying his girlfriend and his overly conservative parents. But forgetting Dean becomes close to impossible, when Castiel's new job at a High School in San Francisco reveals Dean to be a most troublesome student... Notes: This is an RP between myself (Dreamofflight) and Camuizuuki. Therefore there may be some overlap in time/actions/words of characters, and the voice of the author(s) will change. Please bear with it and be constructive in any criticism you have, this is our baby :) Thanks, and enjoy!

It's their last year of high school, they're trying to make it count. No one knows exactly what they're gonna do when it's over, but they all know they want to get the Hell out of Derry. There's so much uncertainty. All they know for sure is that they want to make this year perfect--and maybe in doing so, a few people who have been holding in some feelings will try and do something about it.. -All credit for this story belongs to Hunbunbun on Archive of Our Own! They created this story all by themselves (I think) I just thought it might be a little more convenient for people like me, who want to save story's offline. (As far as I know Archive of Our Own does not let you read stuff offline, but I could just be dumb) Anyways, if you want, go check the original story and author over there if you want for more of their content!

SUMMARY ON CHAPTER 1! this story is from happytreasure on archive of our own! i'm posting it here because i love this story and i want an easy way to get to it. definitely check them out on ao3 they have sm great stories! there's two parts to this and i'm putting them in the same book! these characters are aged up and in college during most of the book! WARNINGS: Rape/Non-Con, Eddie Kaspbrak/Richie Tozier, Eddie Kaspbrak/Original Male Character(s), Eddie Kaspbrak, Richie Tozier, Beverly Marsh, Ben Hanscom, Mike Hanlon. Stanley Uris, Bill Denbrough, Alternate Universe - College/University, Alternate Universe - Modern Setting, Alternate Universe - No Pennywise (IT), Trans Male Character, Gender Dysphoria, Misgendering, Sexual Content, Drug Addiction, Drug Use, Implied/Referenced Self-Harm, Implied/Referenced Abuse, Substance Abuse, Break Up, Post-Break Up, Heavy Angst, Rape Recovery, Non-Graphic Rape/Non-Con (not by richie), Suicide Attempt, Getting Back Together, Eventual Happy Ending, Hate Sex, Self-Discovery, its really really sad, Drug Withdrawal, Rough Sex

[Completa] ATTENZIONE: CONTENUTI FORTI. "Dicono che solo l'amore possa salvarci, ma se invece fosse proprio questo questo sentimento a portarci via tutto?" Richie e Eddie erano sempre stati solo amici, ma il loro trasferimento in un collegio insieme al resto dei losers, gli metterà faccia a faccia con i loro veri sentimenti. Ma da lì, le cose per loro diventeranno complicate.