I don't think that was their first time having sex. Grace even said that it had been a week or so, which tells me that they had been screwing for some time (most likely for him to buy favor with her, which therefore buys favor with her father who is his boss). She even seductively mentioned having her father give him a raise, so they both knew the terms of their relationship and how it benefited the both of them. Really, he was bootlicking even worse than the previous guy who was just getting chummy at the Christmas party.
I think that particular sex scene was there to show how "successful" he thinks he has become having gotten the promotion instead of the other guy and how different and exciting it was compared to the stability of his regular girlfriend. Needless to say it wasn't all that it was cracked up to be.
Personally I think he should've stopped when he realized his three friends were alive and he and his buddy were fired the same day. I understand the need to be employed, but there are so many job opportunities out there and at least his friends were alive. His buddy wouldn't have made that bad business deal, and he wouldn't have left his girlfriend to mess around with the boss' daughter. Sure, his girlfriend would've been angry during that time but she would've gotten over it. And it didn't sound like that company was all that it was cracked up to be, either... he honestly could've spared himself a lot of trouble.
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