James

''People think I'm a killer, but it's just my smolder. I'm a smolderer.''

''It's true, James wouldn't kill anybody. He's more the kind of guy who has sex with his friends.''

- James and Jim Jomas in Bad Drunk Boy

General
Jameson, commonly known as James, is a recurring character in the Bad Boy short films. He is the best friend and occasional sexual partner of Jim and the former best friend-turned-enemy of BJ, he's also flirtatious with Scott (one-sided) and Calista.

James is calm, chill, and very much aloof; rarely showing emotion or reacting to what's going on, more so going along with everything just because. Like many of the other characters he is intrusive and doesn't understand boundaries. He comes off as intense but claims that it's just a smolder. This causes people to think that he's a killer, and Scott believes that he's the one trying to kill him, though James seems unfazed by this. He can be very rude and harsh as seen with Scott and BJ, but has a soft spot for Jim and is protective of him.

Role In Series
James makes his debut in Bad Boy's Daddy Issues, showing up at Scott's house for the memorial of Paul Jomas after his supposed death. He comes out of Scott's bathroom, surprising Scott, and sniffing him as he passes by. James reveals that he's a prostitute and repeatedly propositions Scott throughout the episode, as well as rudely making comments and jokes about Scott's age. He is very encouraging of the memorial and supports Jim throughout it. He talks fondly about the time that Paul's dad had framed gotten the neighbors arrested so that the three of them to go swimming in the neighbor's pool. James and Jim believe that Scott has daddy issues and "hug it out" with him, with James sneaking a peak at Scott's ass. Afterwards they are told to take a shower and James invites Scott to take one with him and Jim, to which Scott agree.

James returns a few episodes later in Bad Boy's Bad Decisions, appearing in Scott's house while Scott and Jim are talking. He is very judgmental towards Scott's decisions in the episode. It's revealed that Scott has taken a shower with James and Jim twice now but had worn his underwear during it, and James is hoping for a third time with Scott naked this time. James also revealed that he watches Scott bathe. When the door bell rings and they all answer it together, James meets Calista and immediately starts flirting with her. At the end of the episode when Scott doesn't believe that Jim's advice would've been any better, James defends Jim and points out that Scott being dragged off by the FBI wouldn't be too bad if he was innocent because he could actually talk to them and prove his innocence, adding if Scott is innocent.

In Bad Pool Boy James is invited by Jim to come along to the vacation house with him to help him get used to being an actor, James' job is to make sure that Jim's ass is comfortable at all times. While they are there Scott shows up, having been told that he was going to be alone. James and Jim convinces Scott that somebody is actually trying to kill him, James claiming that it's probably because Scott is annoying and won't stop talking, and the two of them pretend that someone is behind Scott with a knife. Scott initially believes that Paul faked his death and is the one after him, so he questions Jim about it, and James gets annoyed by how insensitive Scott is being about Paul's "death" and blames him for stressing out Jim. After James leaves, Scott starting thinking that James is the one trying to kill him because he's intense, like the guy that went to the office and threatened Scott's agent, and makes Jim doubt James. When James returns with a knife he reveals that it's for Jim, going on to explain that he uses the handle to massage his ass, and proceeds to do so while making heavy eye contact with Scott. In the post-credit scene James had drilled a hole in the main pipeline of the house to create an outdoor shower and tells everyone to hurry, waiting for Scott to join and asking if he's going to be naked this time, Scott accepts the shower but refuses to be naked.

[ to be added ]

Jim
It's unknown if James and Jim knew each other before Jim was drugged by BJ and left in the woods for two years. James was best friends with BJ but after Jim's return he realized that he had more common with the latter and has been best friends with Jim ever since. James and Jim grew up together and one time Paul had framed the neighbors and got them arrested so that he, James and Jim could use their pool (James recalls of this fondly). They also called themselves "brahstitutes" because they are bros, and on an unrelated note were also prostitutes (James still is). James has a soft spot for Jim, he rarely smiles but in Bad Pool Boy he smiles at Jim and he is protective of Jim and his feelings, calling out Scott when he's being insensitive such as how he talks about Paul and his "death" as well as not caring about BJ as long Jim is fine like when James lied about Jim beating BJ in the rap battle. Jim has claimed that James watches him while he showers and they are known to have showered together on multiple occasion - in plot they both showered twice with Scott together, and showered alone together in Drunk Bad Boy.

Scott
James and Scott met in Bad Boy's Daddy Issues and James was immediately rude to Scott, calling him old, which would become a recurring thing whenever they saw each other. Their relationship is complicated as it seems negative, but they do spend a lot of time together. James is very protective of Jim and his feelings and isn't afraid to call out Scott when he's being insensitive to Jim, especially when it comes to talking about Paul when they thought he was dead. Despite this, James is also flirtatious towards Scott. James tends to sniff Scott and has revealed that he likes to watch Scott bathe, admitting to putting up a camera to record him in the shower. James, Scott and Jim all took showers together twice and James has brought up multiple times since how he's hoping for a third, only this time for Scott to be completely naked.

Scott believes that James might be the one trying to kill him since he is intense and has acted threateningly towards Scott at times. He started believing this in Bad Pool Boy, telling Jim his thoughts. In Bad Boy Exposed Jim reveals in front of everyone that Scott thinks James is the killer, while James was standing right next to Scott, he stared intensely at Scott making him uncomfortable. Despite Scott thinking James is the killer, their relationship hasn't changed and the next episode they were having Game Night together (with Jim and Brian). In Drunk Bad Boy Scott reveals that he still believes James is the one trying to kill him, though doesn't react to James being in his house and using his shower.

Calista
James met Calista in Bad Boy's Bad Choices when Calista was pretending to be a neighbor named Karen. James was immediately attracted to her and started flirting with her right away, surprising her. He continues to flirt with her every time he sees her, leaving her flustered, and reveals that he especially likes the "Karen wig" that she had on when they first met. After Jim says that James is the type to sleep with his friends, James asks if Calista would like to be his friend, causing her to leave the room. She later asked Scott about James, implying that she might be interested in pursuing something sexual with him.

BJ
James and BJ used to be best friends as kids, until Jim came back from the woods after BJ had drugged him and left him there for two years. When Jim came back, James found that he had more in common with him than BJ and became best friends with Jim. Ever since, BJ has not forgiven him and brings it up when he's around James, though James doesn't seem to care. James is protective of Jim, even if it means upsetting BJ such as when he lied about the winner of the rap battle claiming that Jim won against BJ in order to protect Jim's feelings.

Brian
James doesn't know Brian that well and they've only interacted in Bad Boy Game Night. James, along with Jim, was rude to Brian and believes that he's "smarmful".

Paul
James and Paul has never interacted during the series but James does have good memories of the few times that he's seen him. While talking about Paul he fondly recalls that time that Paul had framed the neighbors and got them arrested so that James, Jim and Paul could use their pool and thought that it was a nice gesture. He also talks about how he had accidently seen Paul taking a shower and that was when he decided to be "gay for pay". In Bad Pool Boy James wasn't happy with Scott talking about Paul to Jim and questioned if Scott had wanted Paul dead.

Trivia

 * James wouldn't start making more common appearances until episode 20.
 * James is only in episodes including Jim and is rarely seen without him.
 * James claims that he's only "gay for pay" and is clearly attracted to Calista, but he also seems attracted to both Jim and Scott (no payment involved) implying that he might be attracted to multiple genders.
 * James likes to watch people shower. The first time he was mentioned was when Jim talked about his roommate that likes to watch him shower.
 * Like the one that's trying to kill Scott, James is intense and did have a bag in the episode that Whitney said a man with a bag had a gun in it, even getting Jim out of the house and approaching Scott (looking at his ass) before hiding when Jim came back.
 * Though there's a good chance that it's not James as he has never tried to kill Scott and claims that he's not intense and it's just his smolder.

Gallery
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