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1-24 of 24
- Chelsea telling Sarah not to forget her passport is the first indication that many of the staff get that Chelsea is organizing one of her infamous trips, this time back to Cabo San Lucas. She rents a private jet that can only hold herself and ten other passengers, those other ten chosen however Chelsea decides at any given moment. With one spot gone, Brad, Heather and Jiffy in particular do whatever they can to get on Chelsea's Cabo list. But as more and more spots get taken, the three of them get more and more desperate. Meanwhile, Stella, the infant daughter of Kit, one of the staffers, is in the office for the day since Kit had no other child care option. Chelsea and the writers try to tread lightly around Stella, not wanting to be a bad influence, but Stella may already have a mind of her own, even at her tender age. And Jiffy believes that being the office whipping boy is a sign of respect.
- While Brad and Jiffy are working late one evening at the office, they are interrupted by the Latina cleaning lady who is doing her regular rounds. Brad in particular is annoyed by what he considers her intrusive manner, not only in the loud vacuuming, but also her loud voice while she speaks Spanish on her cell phone. As such, Brad has her fired the next day. What Brad is unaware of is that the cleaning lady, Guadalupe, is Chelsea's favorite. Brad also learns that Chelsea is planning on giving Guadalupe a gift when she starts her shift that evening because of a personal issue through which Guadalupe is going. Brad knows that he has to get Guadalupe rehired or his career working for Chelsea is on the line. Brad finds that rehiring Guadalupe isn't as easy as it was to get her fired. Meanwhile, Heather is rehearsing being a talk show host for that day whenever Chelsea will ask her to guest host the show or when she gets her own talk show. Sarah is Heather's pretend guest. Sarah treats the situation like the make-believe that it is, while Heather treats it like a real talk show, which causes some bad feelings in the office. And Chelsea's warm up comedian calls in sick. After going through the list of staff members to do the job for tonight's show, she ultimately chooses non-comedian Roy. Will Roy be able to discover his comedian mojo?
- Heather and especially Sarah are perturbed that someone has been continually doing the number two in the women's restroom but not flushing. Sarah, who does almost anything required to find out the culprit (while Heather seemingly will do anything), figures that it is someone with anger issues, so she goes on a search for the angriest woman in the office. While Steve does his own somewhat creepy surveillance, Sarah thinks that Brad may know something more about it than he is letting on. Meanwhile, Chelsea has instituted the "Nope" board at the office, on which she hangs what she considers offending pieces of clothing that her staff wears. Among the items confiscated and posted on the board are Steve's running shoes (which results in him exposing his infected toes) and Johnny's selection of shirts, one of which he was planning on wearing to a small intimate party to which he has been invited by Chelsea to Jennifer Aniston's house. Heather hates the Nope board if only because Chelsea buys the person nice clothing in replacement, so Heather figures that fashion conscious people like her are left out in the cold. And Brad and Chris convince a nervously excited Johnny that he may have a chance of getting intimate with Jennifer at the party.
- Chelsea accidentally tweets a photograph taken at a recent pool party of a faceless and exposed vagina. Good Catholic girl and mother Heather is mortified to see that it is her vagina, the photograph she didn't even know existed. Before the photograph is removed, it goes viral. But Heather's mortification turns to opportunity when she feels the publicity would be good for her book sales. But before she can pounce on this opportunity, the vagina is credited to Giuliana Rancic, who doesn't deny that it is her. Heather tries to take back ownership of her own vagina. Meanwhile, Chelsea prides herself on being loved by her entire staff. That's why she seems so upset that Xiao doesn't seem to like her. She's determined to find out if her perception is reality. And Chuy brings Catfish, his "little brother" - a black teen - into the office. Catfish's presence doesn't sit well with the other staffers who don't want to seem racist, but believe Catfish is responsible for the rash of recently gone missing items from the office.
- After appearing as a guest on the show, Reese Witherspoon begins to hang around the Lately offices. At first, all the writers clamor to have her be their individual new BFF, which Reese seems more than willing to be to each of them. But over time, a little Reese goes a long way. The writers have to figure out a tactful way to tell Chelsea of Reese's intrusions into their working life as Chelsea, who has not been subject to Reese's intrusions, is oblivious to the situation and as such still considers Reese a close friend. Meanwhile, Lionel, one of the security guards, buys Heather's lunch for her at the food truck. This incident leads to some awkward encounters between the two as Heather tries to reciprocate, while Lionel begins to question what Heather's actions mean. And Chuy asks Brad, the Jewish MBA, for advice on how to negotiate his still active contract with Chelsea.
- Chelsea takes great pride in celebrating the birthday of every one of her staff with great fanfare and festivity. So Chelsea is angry when on the next birthday in which she places Sarah in charge of getting the birthday cake, Sarah ends up getting a poor substitute for a cake: crudités. While berating Sarah publicly at every opportunity for this gaffe, Chelsea does whatever she can to make it up to the birthday boy, Micah, especially as this birthday was his first as a staffer. However, Chelsea's efforts may be more geared toward her want to celebrate a birthday her way than what Micah may want. Meanwhile, Chelsea learns that Brad has been invited to Ross and Salvador's house for Sunday brunch, Brad believing that it is a business lunch of some sort. Chelsea decides to pull one of her email pranks by sending Ross an email from Brad's email account stating that he wants advice on his own coming out. And Chuy asks Heather to emcee his foundation's fund-raiser. Chelsea tries to get out of going if only to avoid watching Heather's shameless self-promotion.
- Based on what he sees as Chris' unusual behavior of late, Jiffy believes that Chris has becomes a drug addict. Although initially unbelieving of this assertion, Heather too comes to believe the same. Sarah, who believes she knows Chris the best among the staff, doesn't think there is any way Chris could be a drug addict. Regardless, they bring in some high powered help to stage an intervention for Chris. Based on what happens at the intervention, they perhaps should have staged the intervention for another staff member. Meanwhile, Roy is feeling unappreciated by the Lately staff, including by Chelsea. He states he has received a job offer to be Tori Spelling's personal chef, which Chelsea believes is only Tori's way of getting back at her for slagging her so often on the show. Roy, who is considering taking the job, will soon find out what Tori's motivations are for offering him the job. And on the advice of his agent, Chuy decides to participate in an actors' workshop to expand his horizons. Those that attend the workshop's stage presentation are surprised by Chuy's performance in more ways than one.
- At the office, Heather breaks down in tears because of a potentially marriage ending fight with her husband, Peter. Off the cuff, Chelsea tells Heather that she can stay with her for the weekend, or for as long as it takes for her and Peter to patch things up. Heather gladly accepts. Chelsea regrets asking Heather as Heather treats her stay like one big grown-up slumber party. Heather's actions also start to annoy Chelsea so much that she needs to invite Sarah over to act as a buffer. Chelsea does whatever she needs to to get Peter and Heather back together. Meanwhile, Chris and Brad are performing on a double bill, the marketing which irks Brad. Sarah has invited her most ardent fan, a seventeen year old Sacramento girl named Kelly, to a taping of the show. She begins to have mixed feelings about doing so. Regardless, Steve is the one who tries to benefit from Kelly's visit. And a faceless person is caught on the security camera peeing in the studio parking lot. If it's a staff person, he could get fired. Jiffy admits to Chris, Brad and Chuy that it was him. On advice from Chris, Jiffy confesses to security, which could mean the end of his job. Chelsea goes to extreme lengths to fight corporate so that Jiffy can keep his job.
- Chelsea has brought in a Denver based super fan, a wheelchair-ridden physically disabled eighteen year old named Jordan, to be guest assistant in Chuy's place for a show. After Brad learns that some of the show's interns took Jordan out for a sedate night on the town the previous night, Brad convinces Chris and Josh to join him in taking Jordan out this evening, each of the three staffers who has his own motivation for wanting to be part of the outing. They may all regret it when each assumes that one of the other two saw Jordan back to his hotel at the end of the night, while none of the three did. They now have to find out what happened to Jordan. Meanwhile, Chelsea has a medical issue which is making her pass excessive and quite smelly gas. She has to provide a stool sample for analysis to determine her medical issue. Despite being reluctant to "poop in a box", Chelsea does, and asks Jiffy to take it to the medical lab for her. Rather than be grossed out by his cargo, Jiffy feels privileged to do this task for Chelsea, but a comment by Brad may change his feeling about it. And Heather is angry that promotional items sent through the talent department for the talent has been staying with the talent department.
- Chelsea pulls another of her email pranks, using Jiffy's account to send an email to Sharon Osbourne, an upcoming guest, and Lately executives, insulting Sharon. Chelsea feigns ignorance about the email. Jiffy knows Chelsea did it, and Sue and Gary know Chelsea did it, but as Chelsea is the star, Jiffy has the take the blame, which he doesn't appreciate. It gets worse for Jiffy when Sharon wants to speak to him about the incident after her appearance on the show, she who is known to have a temper. Meanwhile, Sarah catches a glimpse of Brad naked, of which Brad is unaware. She is more than surprised that she found his penis to be quite beautiful, and she thinks that Chelsea would be impressed by it too. Chelsea has no interest in seeing it for real, but she wouldn't mind seeing a photograph of it so that she can rip it up afterward. So Sarah goes on a mission clandestinely to take a photograph of Brad's penis. Brad ultimately has some say in the matter. And George, one of the show's researchers, is celebrating his first birthday as a Lately staffer. One of the birthday rituals at the office is the birthday board, where each staffer writes one word to describe how he/she truly feels about the birthday person. Just before the board is being presented to George, the staffers notice one word on it that may be seen as offensive and racist against George. Will anyone admit to writing that word? And what will George think about someone writing such a word?
- Chris receives a message from a beautiful nineteen year old woman named Kaylee, who wants to have dinner with him. Chris, who is more than twice her age, is excited about what he considers a sure thing regarding another notch on his bedpost. But Kaylee has another reason for wanting to meet Chris: she believes he is her biological father. Kaylee's mother was not very sexually active during the time she would have been conceived, meaning that the possible list of men who could be her father is small. To make things worse for Chris, Kaylee tells him that she's a new mom, meaning that Chris has possibly gone from being in his own mind a young vibrant stud to a grandfather, which his fellow Lately colleagues won't let him forget. Meanwhile, at an autograph signing, Brad calls a young woman with autism a drunk before he finds out that she is autistic. He immediately apologizes to her. However, him berating the girl is caught on video, which goes viral over the Internet. The apology is not included in the video, which places Brad in a bad public light. And Chelsea's infatuation with Sergeant Pickles, the pug dog of Jen's comic friend Janie, may cause a permanent rift between Jen and Janie.
- Eva, Chelsea's assistant, has taken it upon herself to organize the staff gift for Chelsea's birthday. Since Chelsea's mother passed away three years ago, Eva wanted to put together a book of photographs of the staffers with their own mothers, the belief that it will be a sentimental reminder of her loving relationship with her own mother. Although none of the staffers talk to Eva about it, half like the idea, while the other half believe it is a terrible idea since it will make Chelsea sad about her mother's passing. Even Roy believes Chelsea will either really like it or really hate it. Only giving it to Chelsea will they find out. Meanwhile, Chuy talks Heather, Brad and Jiffy into attending a golf course grand opening with him. It doesn't end up quite being what they thought, which is made all the more difficult in that the golf course advertised that Chelsea was going to be the star attraction. And Roy is preparing for a Playgirl photo shoot. Roy ends up not exposing as much as he thought he would, while those at the shoot wished that Roy didn't expose as much as he did.
- The writing staff is having problems with the show's young male production assistant, who won't do anything they ask him to do, while he does whatever he wants. Some of the staff believe that he's just misunderstood, until they deal with him directly, after which they all think he's an a**hole. They have to figure out a way to get rid of him while not tattling on him to either Gary or Chelsea. Meanwhile, James Van Der Beek is today's guest on the show. He comes in sporting the same shirt that Chris is wearing, which may be a problem since Chris is scheduled to appear on the round table. Both James and Chris refuse to change their shirt, with James believing he has the right to wear it since he's the guest and is the celebrity between the two. He even uses intimidation and threats against Chris. Will Chris back down? Elsewhere, Josh's son, Jacob, believes that Chuy is much funnier than his dad, to which Josh is mildly offended as he believes Chuy is only funny because of his size and the fact that others write his lines for him. After discussing the issue with the other writers, Josh decides that it would be a good idea for Jacob to spend time with Chuy to see that he isn't funny in real life. Jacob does end up getting a different perspective on his dad and Chuy's comedy after spending time with Chuy. And Sarah gets the hots for any new person in her midst that has testosterone.
- After a wild office party, a hungover Heather has no idea what happened at it or how she ended up on a couch outside the Lately offices the morning after. But what's worse is that she has no idea how she got a hickey. Peter wasn't at the party, which means to her Catholic sensibilities that she cheated on him, most-likely with one of the lowlife crew members. Sarah and Jiffy try to help her figure out which of the crew members she cheated with. One of the staff members knows more than he/she lets on. Meanwhile, Josh intercepts a parcel addressed to Sarah. With Chelsea, Brad and Steve present and in agreement, Josh proceeds to open the parcel. But when Chelsea sees what's inside, she changes her mind. Josh, Brad and Steve try to figure out what is inside the box and why Chelsea is so protective of Sarah and the parcel's contents. And Jen has been tweeting to recent guest Dave Grohl - she being perhaps his second biggest fan (after Sarah) - all in an effort to get backstage passes for the Foo Fighters' concert. The tweets have the exact opposite effect as Dave believes she's a stalker. He provides backstage passes for all the staff except Jen. Will Jen's colleagues back her against Dave and the band?
- Chelsea thinks that her assistant Eva's characterization of a girl with a lisp is hilarious, and wants the writing staff to write a sketch for Eva using this character. The problem is is that none of the writers think the character and her situation is funny. They just hope that if they ignore Chelsea's request, Chelsea will just forget about it. But Chelsea doesn't forget. Visiting on-set, Chelsea's friend, Jennifer Aniston, also thinks the characterization is not funny, tells the writers as much, and encourages them to tell Chelsea to her face, which they feel could jeopardize their jobs. Meanwhile, an upcoming guest has canceled at short notice. As the staff brainstorms for a replacement, Jiffy mentions that he thinks he can probably get Jane Fonda to appear since he used to work for her, which none of the other staff knew. Is Jiffy as good a friend to Jane as he says he is, and even if so, will Jane, who has never heard of Chelsea let alone her show, mesh with Chelsea's sensibilities of comedy? And Josh reluctantly makes a $5,000 bet on the outcome of a football game with Jay Leno at a house party at Ross' place. Josh regrets making the bet after the end of the game even more, but not because he lost.
- Chelsea has asked her friend Reese Witherspoon to make the presentation to her of a Women in TV award. As such, Reese will be in the Lately offices for two days to work with the writing staff on the speech, which may not sit well with the writers, who clashed with Reese because of her overbearing personality the last time she was on set. Reese is well aware of the conflict, which she tries to smooth over for the two days. In doing so, Reese makes another enemy, namely Chelsea, who doesn't know if she can stand two days of Reese let alone having her make the speech at the awards ceremony. Meanwhile, Sarah is lamenting the fact that Brad and Heather have prime parking spots next to the office doors, while she is relegated to a parking spot in the dank basement garage. Jen manages to get Gary to give Sarah Brad's spot by telling him that she's pregnant. Although Sarah was unaware that Jen was going to do this, she has to decide if the parking spot is worth perpetuating the lie and withstanding Brad's ultimate ire. And Roy is irked by the fact that the staff are all raving about Chuy's salsa, which Chuy makes for them every day. They imply that Roy's good food is made spectacular by the addition of Chuy's salsa. Roy gets what he believes is his retribution when he learns how and where Chuy makes the salsa.
- Jiffy's fellow writers believe that Hank, the studio's aging maintenance man, has a gay crush on Jiffy, based on Hank doing little favors for him, admiring a photograph of him in a woman's brassiere, and giving Jiffy an extra ticket to a Clippers game to attend with him. Jiffy's colleagues want him to use his influence on Hank to get work done for them. But Jiffy may be able to take his and Hank's supposed gay romance so far. Hank may have some say in the matter as well. Meanwhile, Sarah doesn't like that Chris has jumped on the bandwagon to give himself a fake assistant, which Heather and Brad have. Heather and Brad treat their fake assistants like they're real, especially as those fake assistants have been getting them perks. But when Sarah wants one of those perks, she has to decide if she will go the fake assistant route to get it. Chelsea enacts a specific punishment for Brad for being late to meetings. And Heather uses a black doll in a baby's car seat to be able to drive to work in the carpool lane. The doll in the car has an unintended consequence.
- 2011–201322mTV-14TV EpisodeChelsea asks Jiffy to work on a project ghost writing a book for her new dog, Jackie. This project entails Jiffy spending more time with Jackie and by association Chelsea at her house. As Jiffy's initial visit while working on this project progresses, Ben, also visiting Chelsea at the time, comes to the conclusion, based on what he sees, that Chelsea wants to have sex with Jiffy, despite she knowing that Jiffy is married. Jiffy has to decide if he will give into Chelsea's seeming advances, and if he doesn't whether that will affect his personal and professional relationship with her. Meanwhile, Sarah and Brad notice that Karen, one of the staff accountants who neither really knows, has a disabled parking pass and thus has a prime parking location, but she doesn't seem to be disabled. They take it upon themselves to see if Karen is scamming the system and how they can either expose her or take advantage of her good thing.
- Chelsea is in a bad mood since she is horny, but refuses to masturbate to relieve her sexual frustration since she doesn't believe in masturbation. Since Chelsea's relationships with celebrities have all ended disastrously, the writers convince her that she should have a sexual dalliance with one of the crew members to relieve her sexual frustration. The person they collectively choose is Andy, one of the assistant directors. Chelsea refuses to approach Andy herself, so her staff have to arrange for Andy to come to a party at Chelsea's house. The process of getting Andy to the party ends up being more satisfying than the planned end result, but that satisfaction is for people other than Chelsea. Meanwhile, Brad has forgotten his ID at home and Robbie, the security guard on duty, won't allow Brad onto the lot without that ID. Rather than go home to get his ID, Brad does whatever he can to get onto the lot, which leads to Brad's day of misadventures. And the writers all line up for the free massages at the studio they believe the studio brass and/or Chelsea have arranged, especially as those that have already received massages believe this masseuse gives the best massages ever. The writers end up learning more about the masseuse by the end of the day.
- Because Chelsea inadvertently leaves it lying around, Jiffy finds the latest report on the focus group testing of the regular round table panelist/writers, he who shares it with his affected colleagues. The news is not good. They all believe Chelsea will use this information to fire them. So they all do whatever it takes to change that public perception as outlined in the report. They also feel they have to kowtow to Chelsea even more so than usual, including mentoring in the network's intern program, and attending a fundraising event hosted by Chelsea. It's not so much that they have a problem attending such an event, which they all agreed to before finding out about the report, but that the event is $2,500 per plate, which they didn't know about until they agreed and which some can ill afford. It also does not help what they find out about the fundraiser later. Meanwhile, Brad has some art hanging in his office expressing his pride at being a redhead, which ends up offending Loni, with who he is already on bad terms. And Chelsea has another falling out with friend, Reese Witherspoon, this time over money.
- After show guest Kate Beckinsale insults Chelsea for her lack of physical fitness, Chelsea decides to dictate part of Kate's health regimen to her writing staff: a five day juice cleanse, where they are to consume nothing but. The questions become not only if they can survive purely on juice for five days, but whether they can stand being around each other surviving solely on juice for five days. Meanwhile, Heather receives a largely inaudible voice message from Chelsea, who is berating the intended recipient of that message. Heather does whatever she can to figure out if Chelsea is indeed angry at her, or if Chelsea pocket dialed and that the screaming was directed at someone else. The one thing Heather is not willing to do is ask Chelsea directly as it's "that time of the month". And someone has damaged Fortune's car in the parking lot in an apparent hit and run. Although it takes some doing, they find out that it was Kevin Nealon, which surprises everyone since Kevin is known as one of the nicest people in Hollywood. After all is said and done, Fortune may regret finding out it was Kevin.
- The writing staff is excited by the news that Ross will once again be hosting the show tomorrow because of Chelsea's scheduled absence... a little too excited for Chelsea's liking. Chelsea does whatever she can to make her staff like her as much as they seem to like Ross, even stooping to such abhorrent behavior for Chelsea as being nice to them. It may be difficult for Chelsea not to show her jealousy, which may affect both her staff and Ross. Meanwhile, Brad and Jiffy, in viewing the daily rushes of a just filmed skit, notice that Chelsea's dog Jackie seems to be going down on Heather, and Heather, in return, is encouraging Jax to do so. Heather tries to clear her good Catholic name from what she sees as smut pedaling by her colleagues. And Chuy, spouting poetry, seems to be on a self-empowerment movement. He admits that he is because of his friend Melissa. This story takes on a slightly different dimension when everyone learns about which Melissa he is referring.
- Chelsea has arranged for a writers' weekend retreat to Cabo San Lucas, about which all the writers are excited. The one exception is Heather, who has an important conflicting engagement, and Chelsea refuses to change the date of the retreat. Heather decides to ditch her previous engagement to go to Cabo. Chelsea ultimately downgrades the weekend to another locale, so Heather tries to make the best of the slightly worse situation. But subsequent further downgrades by Chelsea leads to Heather making more changes of her own. Heather may wonder if the weekend is ultimately worth ditching her original engagement. Meanwhile, a discussion amongst the writing staff on the dangerous feeling in the dark parking garage brings out an unexpected expert in personal safety: T.J. While Jen initially balks at T.J.'s assertions that she needs to be more vigilant in her own personal protection, Sarah is mildly turned on by this new vision of T.J. So Sarah is quietly excited when she receives what she believes is a date request by T.J. to which she agrees. Sarah may always wonder if their encounter was truly a date. And Chuy asks Chris to help him get fit. Chris and Jiffy have more fun watching Chuy trying to work out than helping him. But Chuy may appreciate those watching eyes when an incident occurs in the gym.
- Chris being old and single makes the other staffers talk about what would happen if he figuratively fell down and couldn't get up. Chris later mentions that he has an ICE (in case of emergency) contact on his cell phone, that ICE who would be contacted by any first responder upon finding a debilitated Chris. This news brings up the fact that Jen had long replaced Sarah with Heather as her ICE without Jen ever having mentioned this fact to Sarah. This news could forever change the nature of Jen and Sarah's friendship. Meanwhile, the staffers treat Mike the announcer like the adopted sibling of the Lately family - someone who they tolerate to his face, but would rather not have around. They end up doing whatever they can not to hang around with Mike in social settings, until... And Chelsea has agreed to go with Heather to her book launch party. That party may end up being one of Chelsea's worst nightmares because of the complete guest list.