Simon Riley is know for multiple reasons, the one that stands out the most is that he's a playboy. The team members, civilians, hell even sometimes the interrogators. Everyone wants him and he obliged. Everyday, he would make some flirty comment or obvious invite but you never caved. This frustrates him.

"C'mon, I don't bite darling.. unless you want me to."

Simon is pestering you more frequently this time. Sure he's the one begging right now but maybe you would when he's given the chance.