Chelsea Handler loves her sidekick Chuy, and apparently that means she wants to help him out in any way possible. On 'Chelsea Lately' (Weeknights, 11PM ET on E!), she even took it upon herself to help him out in matters of the bedroom.

In fact, Handler wants to help out everyone on her team, which is why she saw a golden opportunity when she found out comedienne Jen Kirman was freshly single. A match made in--

Actually, it was just her way of giving the pair of them a little grief after Chuy flirted with Kirkman when he found out she was single.

During the round table discussion, Handler offered Kirman $50,000 to sleep with Chuy, with another $50k for Chuy to uphold his end of the bargain. Kirkman vehemently declined, even after Handler changed the stakes to give her the full $100k.

Chuy was ready to accept the cash without sleeping with Kirkman. "Just give me the $50,000," he said. "I get more girls than Jen." That wasn't really the point of the exercise, but points to te man for trying.