Lorraine is an employee at Shenanigans and runs their speed-dating events. She hands out the questionnaires and matches people based on their answers after the random part of the event is over. When Shawn, Gus, Lassiter and Juliet first attend as part of an investigation, she is very excited to announce that Shawn and Juliet are the first 100% match in the history of the event, although Shawn claims simply to have copied Juliet's answers.
Lorraine also tried to encourage conversation between Lassiter and Juliet when they were paired randomly and told him to tell her she's pretty, to which he replied "Yeah, no can do." She then kindly tried to turn him away the second time they needed to investigate there, telling him that he's not very good at this and that she wouldn't want to see a decent fellow like him waste another $100. This time Lassiter flashed her his badge and told her to get out of his way on account of police business.