You make Jimmy hurt

You are fucking Samantha's husband to show what a bitch he is, but you have another reason for wanting it to hurt.

The other reason you fuck Jimmy is that while he may be your bitch now, you still remember the long, long time you lusted over Samantha. From that very first day you met her when she interviewed for the Social Media Manager position at Google you wanted to fuck her. All that time, she was with this asshole you are now fucking.

You were jealous for a long time, but now it's payback time for Jimmy. No amount of lube is going to dull the pain of having his un-prepared, virgin asshole stretched by a massive dick.

Samantha gives her husband a pillow to scream into - both out of sympathy for his position (face down, ass up) and because she just wants to muffle his cries.

Tears stream down his face - making him really look like a girly man. That dick in his ass helps hammer in that point.

If Samantha ever looked at her husband and saw any sort of masculine figure, you've ruined that forever. She'll never forget the image of her husband with his crying face buried in a pillow and his ass up in the air being pounded by her boss.

This is what Samantha deserves you think as you slam your cock hard and deep into his untrained ass.