This wasn’t meant to become a series of stories but it looks like it’s gone that way. There are actually plenty of tales to tell about this particular person, and I’ve had more than a few comments and messages about it, so let’s dive in.
A few things out of the way first… The title makes this out to be a cheating story but it isn’t. It just sounds better than the alternative title of “Wanking with Amy”. So if you’ve come here expecting some form of infidelity, now you can masturbate guilt free.
Some of you who are more familiar with the stories I’ve posted here may remember Amy, a former ‘Emo/Scene girl’ who had grown out of that phase of her life but retained all of the dirtier and sluttier aspects of her personality she’d developed during it. At one point in my life, Amy actually was “my girlfriend’s best friend”. The background to this and how the story here really started was [when Amy sneakily watched me fucking my then-girlfriend Jane](https://www.reddit.com/r/gonewildstories/comments/tcn2jo/the_time_my_girlfriends_best_friend_watched_me/).
And it escalated when [I bumped into Amy years later](https://www.reddit.com/r/gonewildstories/comments/uqg4iv/fucking_my_girlfriends_insanely_competitive_best/). That story was so long I made [a second part](https://www.reddit.com/r/gonewildstories/comments/uw8v2c/fucking_my_girlfriends_insanely_competitive_best/).