Sam here, 23, caught up in a rather disturbing situation. My married boss has been using me as a "wing man" to act as if I'm this girl's boyfriend that he introduced me to when in the real sense he is the "boyfriend". She’s 20. Yes, he caters for everything including our nights out.
He probably doesn't want a situation where he'll be seen with her alone.
It's been a while now and I’m afraid the girl has developed feelings for me since much of the time it's me she's with.
Many are the times she spends nights with me after the boss is "done" with her for the day and leaves for his home.
She's been calling and texting me using a different line that boss doesn't know of.
I entertain the calls and texts but there definitely can't be something beautiful between us... I mean I can't love her, considering the above..
Dear Situationship Sam,
Don't be an idiot. Needless to say you shouldn't have gotten into this complicated mess in the first place.
But now that you're here and we're trying to not be sanctimonious – you have to pick – money or the box. Or rather, the girl or the boss. Or rather...don't continue to be an idiot.
Are you a wingman or not? Because there are rules to this sort of thing. Do you become the wingman, then the main man?
Listen, Sam. It isn't that hard a choice, is it, because we know how this will end up – your boss is not your friend, and it is entirely possible that you will lose your job because of her.
Is she worth it? You must think so, but not enough to quit, sounds like.
And if you quit, will she still like you without boss money? Just asking. If so, start writing your resignation now. If not – use the block button.
It's quite handy in situations like these. And for heaven's sake, don't try the boss' wife next...'