Bet || R.M.
Word Count: 2095
Pairing: Ross!Reggie x reader
Summary: Chuck bets Reggie five hundred dollars to hook up with you, his tutor, and the outcome leaves you heartbroken.
Warnings: smut, fingering, cussing, unprotected sex, Reggie being a complete fuckboy, complete filth
Requested by anon:
“Hey Can you do a Reggie imagine where his bet that he couldn’t get the reader to go out with him. The reader is really pretty and awkward. So he tries and eventually falls in love with her. With a really fluffy ending. I know it’s cliché, haha.”
I kind of strayed off from the request, hope that’s okay! I might do a second part where it’s fluffier though!