Caitlin O'Sullivan

[aaronbbe]

OOC | Aaron & Cait

[aaronbbe]

THAT IS BEAUTIFUL. Aaron def appreciates any and all drink offerings ;DDDDD No, but he probs tried to flirt with her in the beginning (and probs does still do things like say, ‘hey, beautiful’ when he sees her etc bc CANNOT BE TAMED ;DDD actually that’s just how he talks tbh) but I feel like he probs dropped that after awhile. He is extremely hardworking so I think he’d def respect her work ethic, but I can def see him being like, “No one appreciates how hard you work more than me, but take it from me, you’d work better if you let up on yourself every once and awhile. Why don’t you come out with me, tonight?” and that sort of thing, trying to get her to loosen up. HAHAHA omg between Jack and Cait he’s just like, “Guys how is this concept beyond you????? Exhausted employees are not on their a game,” basically. I can see him also having tried to set of Jack and Cait at some point (feeling they could both use a little break) before realizing that idea might just backfire ;DDDDDDD

Also, tbh, she has probs gotten him out of alot of jail time in the past bc sometimes ~accidents~ happen and people have to die and Aaron is a reliable trigger man and occasionally it’s not that possible to leave the crime scene without leaving some evidence behind *shifty eyes*

[caitbbe]

HAHAHAH, omg. She'd probs just look at him and be like, "That's not gonna earn you any favors." and just ignore him, tbh. I feel like she def gets hit on a lot being a female in a mostly male dominated work space, haha. And she just doesn't even really notice it anymore, haha. 

Buuuuutttttt, yeah, I feel like Cait's mantra is pretty much work, work, work, but she def is much more willing to take a night a month or something and just lay back and probs goes to the bar and takes him up on that offer now and again. (HAHA OMG THO HIM TRYING TO SET UP JACK AND CAIT WOULD BE JUST SUCH A FAIL. I feel like since they both basically live their jobs that their relationship is 100000000% professional and they don't even know how to interact with each other when they aren't on a job like how? ??????) AARON SHOULDN'T BE A MATCHMAKER BASICALLY. ;DD

[romanoffscaptain]

[veronicabbe]

ooc | Veronica & Cait

[veronicabbe]

Haha. I mean, as a part of her job I think Veronica never meant to have friends besides her brother. So I think she enjoys having Cait as a friend, as someone to unwind with and to not be watching constantly. <3 And I think Veronica goes pretty hardcore when she’s off the clock, so she’d be ALL OVER showing Cait what a good time ~really means. (Can you say dancing until 6am? Veronica refusing to let Cait know what the time is so she doesn’t worry about getting to work on time for once?)

And I like that idea. Hitting it off right away and then somehow managing to keep the connection despite both of them being REALLY BUSY people. (*Sophie quietly sobs some more in the corner* xD) I bet Veronica would always stop by whenever she ended up in Boston for whatever reason, totally unannounced and just whisk Cait away.

"YOUR FAIRY FUN-MOTHER HAS ARRIVED. WE’RE GOING OUT. NO YOU CAN’T GO OUT IN YOUR DRESS SUIT, CAITLIN, WHAT ARE YOU THINKING. LET’S GO BUY YOU A NEW DRESS. COME WITH ME."

>D

[caitbbe]

UGH OKAY OMG CAIT TOTALLY NEEDS VERONICA OKAY. Like she'd actually die of overworking herself probs, b/c I don't thinks she ever does anything like this with Nicole EVER and Annie probably tries to get her to, but I feel like Annie is just over the top enough that Cait is like LOL NO. And basically, since her relationship with Sophie is all ~strained, Veronica is LEGIT THE ONLY PERSON SHE HAS TO HAVE FUN WITH. And like she probably wouldn't even know what it is w/o her??? 

Anyway, do you think we're ready to start them IC? 

[caitbbe]

ooc | Cait & Sophie

[sophiebbe]

THIS IS ALL SUPER BEAUTIFUL, I LOVE IT SO MUCH, YES GOOD. YES.

I think that in general, Sophie had a lot of friends when she was younger, what with the Donovans and the O’Sullivans and Sophie all sort of growing up together… But once Sophie really started to get that anger deep in her belly over being excluded from this life that SHE wanted more than ANY OF HER FRIENDS, it distanced her from them.

And then add on top of that things like Cait’s father keeping her from passing information/lessons onto Sophie as well as Jack being named heir, I could totally see where Cait and Sophie would be essentially ~forced apart.

Sophie’d go onto fighting against how her parents were trying to get her into things like etiquette classes and interested in humanitarian organizations, trying to make her into the little socialite they’d always hoped she’d turn out to be. And then there was Sophie instead spending allowance money on self-defense/kick-boxing classes to try and get her fighting abilities up so she could go on jobs with the boys. 

Then, of course, there was sending her away to Belfast for University, which was meant to get Sophie interested in anything BUT the mafia business, AND SHE GOES AND TAKES POLITICAL LEADERSHIP CLASSES.

So I think Sophie knows that people think she’s unprepared, but SHE feels prepared. She’s been training herself for this moment ever since Cait was taken away from her. (Like, y’know, most of Sophie’s friends have been taken away from/made distant from her  BUT WHATEVER, WHATEVER, SOPHIE’S NOT LONELY OR ANYTHING. *sobs*) And I think that’s why everyone else may see Sophie’s choices as irrational and hasty, but Sophie knows otherwise.

idk… BASICALLY I’M SAYING EVERYTHING YOU SUGGESTED IS PERFECT. I JUST WANT SOPHIE TO HAVE ALL OF THESE ~DISTANT FRIENDSHIPS WHERE THEY’RE NOT QUITE FRIENDS ANYMORE AND NO ONE KNOWS WHAT TO DO WITH HER AND SOPHIE’S JUST KINDA SAD OFF IN THE CORNER, CLINGING TO DECLAN ‘CAUSE HE’S KINDA ALL SHE REALLY HAS LEFT AND IT’S REALLY SAD, OKAY.

(but then Sophie slowly begins making everyone love her again and it’s beautiful.)

[caitbbe]

UGH OMG ALL THE FEELS!!!! And okay but poor Sophie tho and like yeah, I definitely feel like Cait won't know what to do with her either???? Like, they were friends once, and she feels like she'd be the EXACT same in Sophie's position if she had a father like Connoghan, so she doesn't really blame her, but at the same time she's also like .... no b/c while Sophie is as prepared as someone in her position can be, in Cait's book the classroom will never substitute for real life experience and that's something no one is willing to give Sophie and IT'S SUCH A VICIOUS CIRCLE OKAY. 

Okay, so I can see where their relationship is def like strained, but I can see where they might also have their rare ~good times, too. I do think that Cait comes into Paddy's about once a month to kinda have a break from her 24/7 work lifestyle and depending on how ~good Sophie's been, I can see them throwing back a few together. Although, after the NY thing, idk when that'll happen again?? 

Okay, let me go cry in a corner now, bye. :(

[saoirsebbe]

OOC | Saoirse & Cait

[saoirsebbe]

Oh, yeah! They could def meet at Paddy’s!!! Btw, do you think Saoirse would work there or do you think Declan’d wanna keep her out of that side of things bc hello actual torture chamber etc hahahaha

Either way, she’s def around the bar alot and even in an unofficial capacity, likes to help her bro out imo. In any case, do you think we should just start them and see where it goes?

[caitbbe]

So I don't think that Declan would want Saoirse working there b/c of obvious reasons, haha. But he wouldn't want it to seem like he doesn't want her working there, either, b/c SHE CAN'T BE SUSPICIOUS AT ALL. So like, he probably would have casually offered like ~hey do you wanna work at Paddy's TEMPORARILY until you find something else? So maybe she could work there for a little while so she could a) meet peeps and b) Declan can freak out. ;DDD

Anyway, that sounds good!! :D And also when Cait finds out that she's Declan's sister, she'll be a little concerned, too, like having someone from the outside working/living so closely to where they work isn't good and that could definitely put a strain on things, too. 

Okay, so yes! I do think we are ready to start IC. Do you want to start, or should I? (I'm totally cool either way, as always) 

[romanoffscaptain]

[caitbbe]

ooc | Cait & Sophie

Okay, so these two -- I'm kinda on the fence on how they'd interact (I can actually see it going both ways, tbh, so this idea kinda combines them and I'm not sold on it so we can change it if you think otherwise but okay --) 

So, I do think that the five O'Sullivan/Connoghan kids were def raised together (although Annie not so much b/c she's much younger than the rest of them), but everyone except for Sophie was kinda already being ~trained for the time they'd have an active role in the business so yeah, poor Sophie being excluded and like she's the one who most wants this for what it is and not to ~please her father/father figure, but OKAY O'SULLIVAN AND CONNOGHAN KNOW NOTHING. ;D

Anyway, I can see them being friends as kids and Cait kinda passing on what her father had taught her and teaching it to Sophie. At least right up until her father found out what she was doing and was like HELL NO CONNOGHAN DOESN'T WANT YOU FILLING SOPHIE'S HEAD WITH THIS STUFF and so then that would put an end to that and honestly, probs an end to them being close, especially since around that time was probs when Cait stopped having too many friends outside her sister and was just super incredibly focused on her education b/c she knew she wanted to be a lawyer for the family and wanted to get into a good law school and yeah. 

So I kinda see them going their separate ways and like, personally Cait thinks there is NO REASON why her father shouldn't have given her a chance b/c HELL YES A WOMAN CAN RUN THIS and I think she feels that she and her sister are proof of this (not that they are gunning for the top spot but just that just b/c Sophie is a girl doesn't mean she can't handle herself). 

That being said, she probs does support Jack taking over, if only b/c he does have the experience and everyone would be willing to follow him and that Sophie is ill-prepared (although not for her lack of trying). And she can see that she's trying to prove herself, but in Cait's mind, she's been known to be too hasty (Cait is like SUPER prepared w/ everything and only takes calculated risks/the sure bet) and although, especially with the Sonny w/ her attempt to kill Sonny, it's b/c she hasn't had all the information, she thinks that if ppl know about it w/o all the facts, they may not get behind her and yeah. Cait kinda has complicated feelings about the Sophie thing, haha. 

OKAY I THINK THAT'S IT. At the same time, I can also see where they could be friends now or where they could have never really gotten on idk I can't decide PLS HELP. 

[aaronbbe]

OOC | Aaron & Cait

Soooo, I actually don’t think we’ve talked about these two that much?????? Sooooo we should probs get on that. hahaha! I feel like they’ve probs known each other for a looooong time, yeah?

[caitbbe]

Actually I don't think we did??? But, yes! They def knew each other for a looonnngggg time, and I feel like Aaron probably worked under Cait at some point (I think he's mainly Jack's right hand now, but when he was moving up in the ranks he might have worked w/ Cait. BUT REGARDLESS OKAY SHE TOTALLY RESPECTS THE DONOVANS SO MUCH. Like they are legit and basically essential to their operation and even Shane who hasn't been in the biz that long. I feel like Cait mostly associates with ppl that are ~higher up on the food chain, haha, and like on the rare occasions she comes to Paddy's, I can see her buying him and his bros a round. And he's also a person she'd probs request when she has a special operation to do or whatever or if she needed a security guard (and her sister was busy idk). Anyway, I feel like they'd have a pretty good relationship?? And if Aaron ever got into any legal trouble, she probably would be the one to get him out of it, haha. 

[adambbe]

OOC | Adam & Cait

Adam’s life is a wonderful place in which he has two estranged best friends and his one remaining best friend shot his mother. Can I get a yaaaaaaaaaaaaaaaaaaay

[caitbbe]

HAHAHAAH IT'S JUST EVERYDAY IN THE LIFE OF ADAM/SEAN TBH ;DDD Okay, so we talked about these two in the past a little, but headcannon that they came across each other in the ~legal world?? Like I feel that Cait would know that Adam is Moretti's lawyer/he'd know she's Connoghan's and it wouldn't be that big of a deal b/f when their bosses weren't out to KILL EACH OTHER and dealing in totally different trades and not at all enemies (I mean, it's a big deal for Adam, but no one knows that haha). And honestly, I think she'd def respect him professionally and there would also be something familiar about him, but she'd assume she'd met him in law school or an internship or something, idk she meets a lot of ppl and doesn't always keep track of them b/c her career/academics success has always been the most important thing. Like she's determined to make her dad proud and ~issues but yeah, she'd definitely not think that he's freaking SEAN CONNOGHAN. Although, I think she might be able to tell that he was from Boston (if he has a trace of his old accent still) and wonder if she knew his folks since Cassidy is an irish surname and SOBBING A LITTLE. 

[saoirsebbe]

OOC | Saoirse & Cait

Did we talk about these two? Bc like idk I can either see them getting along great or just like not getting each other at ALL but not much in between tbh???????? You?

[caitbbe]

I agree???? Like Cait can be like WHOA sometimes especially b/c she works two stressful full time jobs and WHAT IS A SOCIAL LIFE WHAT IS SLEEP these are questions she asks and has no answer for. Like she's very particular and a perfectionist and work is everything ?? But at the same time, she does have a more fun/laid back side that comes out when she has time for it??? Like, I like to think that she does go to Paddy's about once a month to just ~chill so they could potentially meet there. And then I guess it just depends how Cait's day has gone ?? 

[willbbe]

OOC | Will & Cait

So Cait is def one of those contacts Will would ~like to make but like idk how that’d work out/if it’d work out??????????

[caitbbe]

Haha okay, so Will can talk to more ppl than just Shane, we should probs have that happen (and w/ Jack, too). LIke Cait is the busiest person on the planet, tbh, but I can see her going to Paddy's like once a month just to kinda chill (probs mostly with her sister and other ~higher up ppl tbh) but maybe they could meet there or he could get Shane to introduce them or something ??? And then maybe she can remember him and possibly use him on something later??? 

[veronicabbe]

ooc | Veronica & Cait

FRIENDS! :D

Augh. So excite.

Do you think these two might have been friends for a while now, or just recently became so around the time Veronica got hired exclusively for the Connoghans?

[caitbbe]

<33333333 SAME. Especially b/c I feel like Cait has very few friends, tbh, like her work is everything AND WHAT IS A SOCIAL LIFE??!? And like, I do think she actually will go out with Veronica and have fun sometimes and basically Veronica is probs really good for her?

But yeah, I was thinking that they've known each other for awhile and that she probs had a job with the Connoghans awhile ago -- like probs just a brief assignment and perhaps she worked mainly w/ Cait and they just kinda instantly hit it off?? They probs haven't seen each other much, if at all, since then, b/c I feel like Veronica travels all over, but yeah. Thoughts?? 

[bloodisabigexpense]

Caitlin O’Sullivan (31) amy adams relationships: Nicole O’Sullivan, Annie O’Sullivan (sisters)

Cait’s father had always wanted sons and Caitlin was disappointment #2. 

But having girls did not stop him from training his daughters as he would his sons. 

Caitlin has always looked up to Nicole. Their father was hard on them as kids, and Nicole always seemed to be able to empress him.

O’Sullivan was Jack Connoghan’s closest friend and Connoghan’s right hand. His son would have been Sean’s right hand, but instead he trained both Caitlin and Nicole to take over his responsibilities. 

While Nicole learned security and defense, Caitlin learned legal and logistics. 

Cait works as a criminal defense lawyer by day and oversees the transportation and manufacturing of the illegal drugs Connoghan sells by night. 

She uses her connections in the legal world to find potential buyers and helps keep Connoghan’s men out of jail (or if they do get caught, makes sure that they know to stay quiet and they’ll get paid well for it)

She is 100% dedicated to her job. Her father would expect nothing less from her. 

As it is, she has no personal life to speak of. 

She uses her connections in the legal world to find buyers 

She often works closely with her sister — the way she likes it — and while she’s not so deadly with a firearm, don’t let her her fool you into thinking she comes unprepared to defend herself.

TAKEN BY LIZZY.