Episode list

Jenna needs some support along her journey of newly rediscovered virginity. She decides to join a Modern Day Virgin group and enjoys the company of like-minded people until one of them strays from chastity and invades her world.

Kelly lands a big client for her firm, but loses him just as quickly by letting her competitive nature take over. After feeling the heat from her boss, she has to find a way to get the client back on board.

After Jenna finds herself alone in Donovan's apartment, she can't help but snoop. But what she finds could change the course of their relationship forever. Tara finds herself on an emotional rollercoaster of fame and infamy after an indie movie she did long ago resurfaces, and Kelly secretly continues her dysfunctional relationship with Rick.

Jenna finds out that one of her old co-workers started a blog using her same idea, and to add insult to injury, the girl, Chelsea, is selling a lot of ad space and making a lot of money. When Jenna runs into Chelsea at the club, she's too high on Valium to let her have it, and they end up making out and having an all-out love fest. Later, she has to decide if she's going to out Chelsea, or just do her thing the way she was already. Kelly runs into her ex and finds out that he's engaged to be married. She always thought he was "the one" and is thrown for a loop when she gets that info. After denying that she's hurt by it, she has coffee with Andre and admits that she is affected by his choice. Tara goes out for the role of a teenage runaway, but is offered the part of her mother instead. She's offended by the offer and blows off the director. But after mothering Jenna and Kelly at the club, she realizes she could play the mother role. It is acting, after all. She calls the director and tells him she'll take the part.

Conflicts arise when Jenna and Donovan decide to be each other's wingman for a double date. Meanwhile, Kelly tries to discourage Tara from posing for a risqué magazine.

Kelly finds out her mother is seeing a much younger man. She doesn't like the idea of that, and when she tries to get her mother to end the relationship, she finds that it's more important to mend theirs. Tara starts dating a guy who she thinks may be "the one" until she finds out she's not the only one in the house that he's slept with. Jenna seeks the advice of a sex expert for her blog.

Kelly is excited to throw the fight party of the century, but Jenna's writer's block, Tara's waxing dilemma, and a major mishap put her meticulously planned party in jeopardy.

Jenna needs to make a little more money, so Kelly hooks her up to be a ghostwriter for one of her firm's clients - Quinn Reed - a fashion mogul who Jenna idolizes. Jenna is super excited about meeting Quinn, then working for her. It's her dream job and she is basking in the glow of happiness. That is until Quinn hits on her. Jenna had no idea that Quinn was even a lesbian, so she's really taken aback by Quinn's interest. Jenna doesn't want to mess up her new job situation, so she doesn't know how to respond. Quinn doesn't pressure Jenna, she just calmly lays out reasons why Jenna should consider her as a possible paramour. Jenna hears Quinn and seriously considers the offer. She's taking a break from men, so maybe women should be an option. After really thinking about it, and hearing everybody else's opinions on the subject, Jenna decides she's not about that life. She tells Quinn she really wants to keep her job, but she doesn't want to participate in any extra curricular activities. Quinn is cool with that, and all's well that ends well. Kelly thinks Anderson, a guy at work is interested in her, and Jenna thinks so, too. When Kelly goes to make a move, Anderson reveals that he's sleeping with a younger woman in the office. Kelly wonders why she can't attract a decent man. Donovan and Tara both tell Kelly that she's too aggressive. Tara tries to Eliza Doolittle Kelly and tell her how to act in order to attract a man. She even sets up Kelly on a blind date to try out her tactics. Kelly obliges and goes out on the date being a makeshift Tara. The guy is all into Kelly, but she can't continue the charade. She tells off the guy and decides that she'd rather be herself and take her chances than to be a carbon copy of Tara and date on a surface level.

The girls end up in jail with Jenna missing one of the designer shoes on loan from her boss. They each recount their versions of what happened, trying to piece together the events of the previous night in order to find the missing shoe and determine if they did anything too crazy or irreparable.