The Turning Point
It starts out just as cute as things do with all of the clients Riley (Jennifer Love Hewitt) comes across (so to speak) -- more so, even: not only is Dylan (Cougar Town's Josh Hopkins) as attractive and appealing as all of Riley's clients, but when she goes to perform the particular service she only offers very special customers, he stops her and tells her he'd prefer just to talk. For his next appointment, he makes her a romantic indoor picnic, as though Riley wasn't a sure thing, handjob-wise.
But then Dylan has the temerity to try to leapfrog Riley's signature move and express an interest in having full sex with her...and says he'll pay her $50,000 to do so. And though Riley's initial response is horror at the idea of becoming a downstairs hooker, the offer gives her pause: she is in a serious cash crunch now, what with her mother (Cybill Shepherd) suddenly in rehab, her son (Tyler Champagne) suddenly showing signs of dyslexia and therefore requiring expensive tutoring, her idiot husband (Brian Hallisay) continuing to pile up lawyer fees, and problems with the electricity at her hand brothel.
And though Riley tries to distance herself from the decision to Do It with Dylan by turning it into a fantasy mission, Sydney Bristow-style, the customer wants The Girlfriend Experience, so it's off with the wig and on with the dude's white buttondown, so that "a couple of beautiful messes" can get it all the way on.
After a tasteful commercial break, Dylan has gone, and Riley's in the shower, scrubbing like a maniac though she must know, deep down (very deep down, maybe?) (if you catch my drift), that she will never be truly clean again -- that even though she's been a prostitute for a season and a half, she could at least delude herself that handies don't really count. But there's no rationalizing this one!