Penny (Aiden Ashley) lies in bed, tossing and turning. Whatever she does, she can’t seem to rest, staring up at the ceiling in frustration. But this isn’t the first time for this insomniac. And after another night without slumber, her boyfriend confronts her about it, asking her where she goes at night. But Penny can’t tell him, because she doesn’t even know herself. He can’t take anymore of her coming home night after night, confused and disheveled – and leaves in frustration.
With her boyfriend gone, Penny is still desperate to get some relief and, feeling restless, starts to rub her little pussy. She slides two fingers into her wet box and finger-bangs herself until she cums, screaming into her pillow. But she still can’t seem to close her eyes, so she puts on some hot and skanky clothes and slips out into the night.
Penny walks the streets aimlessly, but soon encounters the devilish Joanna Angel, who asks her for a light. As they chat, Joanna tells her that she knows all about being an insomniac and can tell that Penny’s boring life just isn’t cutting it for her. Lucky for her, Joanna knows somewhere they could go that would shake things up. She leads Penny over to what seems like a dingy hole-in-the-wall, and are let in by doorman Tommy Pistol. Inside is a sleek bar, a place filled with scantily clad escorts and their rich and powerful clients. When Penny asks Joanna if she’s a madam, Joanna coyly replies that she’s someone who provides…introductions.
Penny and Joanna sit down, getting a look at Lola Fae and Carmen Caliente, two blazing hot vixens who have their tongues buried in each other’s slutty mouths. An intrigued onlooker in a crisp suit, Steve Holmes, walks over to Carmen and Lola. They eagerly take his cock out of his pants and start sucking it, spitting on his swollen head and chugging on his balls. As the girls deepthroat Steve’s cock, Penny watches the show, wide-eyed and mesmerized. When Steve slides his cock into Carmen’s wet snatch, Penny can’t help herself, and slides her finger down Joanna’s legs, caressing her already-dripping pussy. Joanna throws her head back and moans, ready and willing to be Penny’s guide to all the naughty and nasty corners of the night…