For this prompt on the kink meme: Chris was fine with Kurt getting his first kiss with a boy before he did, and he was fine with Kurt getting a boyfriend before he did. But when he reads the script for the senior prom episode (a.k.a. the one where Kurt and pretty much all of ND book hotel rooms and go all the way), he decides that he's had enough of being jealous that his on-screen alter ego is getting all the action. After a long and thorough process of deciding who the lucky recipient of his V-card is going to be (seriously, he made flowcharts), he decides on Darren, who -- after being reassured that Chris hasn't fallen madly in love with him, he just wants Darren to fuck him in the ass -- Darren happily obliges. Hot first-time sex ensues.

AU. Alphas are like royalty and are offered their choice of any age eighteen-and-up virgin Omega for each year's heat season, as a 'thank-you' to all they've done for their compounds throughout the year. Derek is an Alpha and...yeah, Stiles. Stiles is an Omega. And still a virgin. In every way. And he's just turned eighteen. This...is not his day.