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Rookie Lawyer (Anna Kendrick, Alison Brie, etc)	By : TheChemist Category: Celebrities - Misc > General Views: 2508 -:- Recommendations : 0 -:- Currently Reading : 0
Disclaimer: This is a work of fiction. The events of this story didn’t actually occur. I do know Anna Kendrick, Alison Brie, Alexandra Daddario or AnnaSophia Robb personally or otherwise. I make no money from this story.

Chapter List
- 1
- 2
- 3
After her meeting her client at the prison, Alison Brie sped out of the parking lot and headed towards a different restaurant then the one Emery was assfucking a girl over a decade younger than him. She found a place to park not too far from the front door, walked the short distance and entered the building.
The restaurant wasn’t overly busy, but it was a great spot for anyone who was a fan of local ingredients, Thai cuisine and supporting small business. Alison looked around, curious if her best friend had beat her there but her search was soon ended when she heard the other woman’s voice.
“Ali,” her name was called.
“Anna,” Alison replied, walking over.
Anna Kendrick stood from her seat and gave her ex-mentor a big hug. They had worked together at Deschanel Family Law during the time Alison went undercover to clear the name of her framed lover. Anna didn’t have to help, but she loved her friend dearly and agreed to help, even going and fucking some low life loser to aid her. Despite Alison leaving the firm shortly thereafter, the pair remained close to this day.
The pair ended their embrace by kissing one another on each cheeks before sitting. This seemed like nothing for the women, as they had once had their tongues in the other’s rectum, with both parties enjoying the act immensely.
“How are you my dear,” Anna said to her best friend.
“Everything is good, but I’m pretty tired. Just came from the prison after working late last night on the case,” Ali shared before ordering a glass of red wine.
“Hmm…and what did this client do,” Anna asked, leaning forward with interest.
“I don’t want to bore you with the details. This is a social lunch after all,” the brunette smiled.
“I do family fucking law Ali, even a ‘boring’ criminal case is more exciting than another damn divorce so please, share,” Anna begged.
“Well it’s complicated. He’s charged with money laundering and fraud, but the paperwork doesn’t add up.”
Alison then went on to explain the case in detail to her friend with Anna enjoying the tale. They broke only to order their food, traditional Pad Thai for the auburn-haired lawyer and the chef’s special for Ali.
“It does smell funny,” Anna agreed. “But you are lucky.”
“Lucky? This case has possible corruption with folks in the higher echelon,” Ali reminded.
“Yeah but you at least get to be around real men, guys with pumping testosterone. I get fucking dead-beat dads, loser moms, men still obsessed with their wives, that type of shit.”
“You haven’t changed a single bit, have you Anna,” Alison replied, watching as the girl flushed.
“I can’t help it Ali. I’m surrounded by family men all the time that the thugs and losers appeal to me so much,” the auburn-hair girl replied. “They may be fucked up but they know how to handle a woman’s needs…and I bet you don’t even take advantage.”
“I’m still with Steve, you know that,” the brunette countered. “But…I did get invited to a party tonight and given some of his line of work, I think you’d like some of the men attending. We were suppose to go to drinks anyways tonight so we may as well end up at the party. So you wanna come?”
“You bet I do,” Anna replied, jumping at the chance.
“That’s what I thought,” she laughed.
“So still come by my place for 9, have a drink or two then head out,” the family lawyer asked.
“Sounds great.”
The pair continued to talk about the party and some of it’s guests that would be there while they waited for their food to arrive. After eating their meals, the ladies departed from their restaurant and went their separate ways, finishing off some last bits of work before the weekend.
* * *
The pair of women headed back to their respective offices and took care of their last bits of work. For Anna it was finishing reading over some papers in her next boring family law dispute. She swore she was driving herself insane with the repetitive work as the same issues were always present with only the names changing.
Sometimes the husband would fuck the secretary or the maid, but most claimed it was because the wife was an ice queen who stopped giving it up. Other times, the wife would get in on the adultery but they tended to be more ruthless, going for her partner’s brother or best friend. The odd story was interesting which was nice, but the only thing keeping her tethered to Deschanel’s practice was her fast track to partner and the massive pay boost that came with it.
“You look great Ali!”
Anna was pleased that the rest of the day went by quick enough and that she got home in time to pick her outfit, shower and eat. Before long her buzzer went off with the doorman informing her that her guest was here. Alison arrived at the door a minute later, looking beautiful as always.
The brunette was always a looker and tonight was no exception. She chose a royal blue cocktail dress that ended a few inches above her knee. The dress was formed to her curvy body, the tightness of it showcasing her awesomely round tits even if the dress didn’t have a plunging neckline for her to release her cleavage to the world.
“Right back at you stunner,” Alison replied.
The pair hugged before Alison stopped and took a better look at her friend. Her first words were correct in that the other woman was looking fine as usual. Anna looked gorgeous in a black and white polkadot dress that went to her mid-thigh, showed off most of the skin on her back and dipped low enough in the chest to allow men to ogle her boobs all night long.
“Not too slutty,” the auburn-haired lawyer asked.
“Never,” Ali grinned.
“Wine?”
“Sounds perfect,” the brunette answered.
The best friends took a seat on the plush couch and caught up about events as they drank their rich red colored beverage. They laughed and shared memories before Alison checked her watch and told her they should head out and get to the party. Anna was excited to go as she didn’t get a chance to go out and release steam, her long work hours ensuring that.
They got to the lobby before entering the brisk fall air of Las Vegas, which was a little cooler than the seasonal norms. They hailed a cab within seconds and they were speeding off towards their destination, a beautiful new restaurant bar that was taking the locals and some tourists by storm of late.
The two ladies held hands as to not be separated as they managed their way through the throng of people. As they expected, the bar was absolutely packed with people, a DJ set up on a stage spinning music that was thumping out of the speakers. They slowly made their way to the main bar to order a drink, eventually arriving after being gawked at and even having their bottoms pinched several times.
As they maneuvered along that section of the bar, they spied some space and acted quickly to get there. Someone had left their stool and the pair were more than happy to seize it. Alison was able to get the bartender’s attention, her stunning good looks no doubt aiding in that task, and she worded them a glass of red wine and a shot of tequila.
“Bottoms up bitch,” Anna shouted before they slammed their shot back.
“There’s my client over there. I’m gonna go say hello,” Alison said, practically screaming into her friend’s ear.
“Alright babe. I’ll wait for you here,” Anna replied, snagging the bar stool.
She had spotted the handsome man when they had first come in, mainly because she knew where to look for him. Glancing to the back corner of the room, Alison had found that Emery was sitting in his regular booth with his strikingly gorgeous girlfriend Alexandra Daddario. With a body like hers and eyes that memorable, she wasn’t a woman easily forgotten.
Alison’s eyes kept wandering over to the stunning girl more often then she could help herself about. The girl was beautiful, and Ali was sure she wasn’t the only person especially taken with Alexandra’s eyes. She also noted that the big-breasted arm candy had a pussy-wettening mix of the big blue eyes, dark hair and pale skin, which was a favored combination in women for her.
“She’s with me Barry,” Emery said to his bodyguard as Alison approached.
“Yes sir,” he replied, unclipping the velvet rope to allow her through.
“Hello Emery,” Alison greeted as she extended her hand.
Emery reached out and grabbed her, easily swallowing it up in his much bigger paw. They did a brief shake before relaxing, the brunette sitting down opposite the handsome restaurant owner and beside his beautiful girl. It was hard to talk but not impossible, voicing having to be raised louder was all.
Before talking any sort of business, Emery insisted on having a drink since it was a party. Alison was here to talk to him but also to unwind after what was proving to be a difficult case so they chatted socially until her drink arrived, clinking glasses altogether.
“So there has been some developments with the case, and it seems like we can have him out shortly,” Alison told him.
“Interesting,” Emery replied, taken aback by her statement. “I thought they had enough on him after a 2 year investigation?”
“That’s what they led us to believe but after looking at the documents more closely I found some fraudulent errors in the paperwork. It seems like they set him up so their investigation had a fall guy. Why they chose him of all people when there are more high profile parties I don’t know,” the stunning brunette informed him.
“This may sound crazy but I need you to sit on that information,” he told her after a moment’s pause.
“What? Why?”
“You know why. If the authorities were willing to falsify documents for an arrest and easy conviction, what do you think they’d do to a lone attorney who is about to out them for it,” Emery rationed.
All while she talked with him, Alison kept glancing over to the bar to make sure Anna was doing okay. When the brunette was halfway done her drink, she realized that her slender friend had been joined by a man. They talked for a minute before he took the free space next to Anna and now Alison could see her face and tell she was enjoying the conversation.
“That’s Sam,” Alexandra answered her wordless question.
“Sam’s a nice enough guy…unless you owe him money,” Emery laughed. “Did you want me to shoo him away from your friend? She seems like a nice proper girl.”
“Oh God no, she’d never forgive me. She had a thing for bad boys right now,” Alison shared.
“Then old Sam is a good bet,” Alex replied.
Alison agreed to Emery’s order of caution in the matter then continued to watch as the man, now identified as a thug named Sam, stood up from his bar stool. However, rather than leave because he got shot down, he extended his arm and had Anna loop her hand onto the hook of his elbow. She also stood and the pair disappeared into the direction of a washroom.
The two newly met people navigated the crowd until they entered a small, narrow corridor that led towards two doors. Sam was leading, allowing Anna to get a better look of him now that there was better light and less people. He was roughly 6’0 with a stocky, muscular build, which completely dwarfed her fragile 5’1”, 100 pound body. He was also handsome in a tall, dark and mysterious way with his face showing half-healed scars that aroused her a great deal.
As he led her by the hand, he bypassed the first door on his left and instead pushed open the second. It was for the men’s room but it wasn’t the main washroom given that there was only two urinals and two stalls. Both metal doors hung open and the only soul inside was a man washing his hands, who suddenly seemed surprised to find a woman in his midst.
“Out. Now,” Sam barked.
The other man didn’t even bother to dry his hands, simply starting to walk to the exit as he dried them on his nice designer pants. The act of dominance by the thug made Anna want him even more than she already did. As the door slammed shut behind the fleeing man, Sam snapped the deadbolt into place, maintaining them their privacy.
Anna could tell that Sam was the strong, silent type, which suited her just fine since she tended to ramble nervously when first getting to know someone. As he turned around from locking the rest of the club out from the small restroom, Anna felt her pussy gush in excitement once again, drenching her panties that she clearly should have saved time and not worn.
She watched as he came towards her, slow and methodical as a predator would do to its prey. When Sam was right in front of her and she could feel his warm breath on her pretty face, he the back of her head and brought her in for a kiss. His passion was seemingly burning hot in him, matching her own lust stride for stride. Their lips smacked and soon their tongues were dancing their little dance in the space created between their mouths.
“Mhmm,” Anna moaned inside him.
The kissing was fantastic but became more escalated when he got his hands onto her. His paws were large, just like she expected but they had a gentle yet firm touch about them. He rubbed down the skin of her back down her spine until his fingers clutched her small but bubbly booty. She moaned again with that as his other hand started at her jawline and traced down her neck until reaching her breasts, a location most men including Sam always stopped to knead.
As good as his kissing was, she was happy when he broke the lip lock simply because of the end result. His lips planted small puckers down her jawline until he reached the side of her neck where the combination of his moist touch and hot breath was so arousing for Anna that she needed to wrap her arms around his strong frame to stop her knees from giving out on her.
His hands continued to roam her slender but curvy in all the right ways body while she remained a puddle of lustful emotion. Despite this, Anna was still able to get her arms to function, using her nimble fingers to undo the button of his blazer. He broke all contact with her to shrug the jacket off his shoulders and hang it on of the coat hooks on the back of the door before wheeling back to the lawyer.
“I want you to bend over the counter,” he told her, leaving no debate open.
His words shocked her, not because of the content or even the dead-pan tone, but simply because he had spoken. Even when he hit on her at the bar, it was more so done using looks and body language then actually articulating sentences. That being said, she liked his voice, it was stern and gruff, just like his outward appearance.
“Oh yeah? Why’s that,” she asked, though already turning around.
“So I can lick your cute little asshole,” he answered.
Anna was going to banter more with him, maybe ask him if he had x-ray vision in order to know how she had a cute little asshole since he hadn’t seen it before. However, the family lawyer rationalized that she should keep her mouth shut, bend over and get her salad tossed by the guy clearly into that sort of thing.
And she did just that. When Sam stepped to the side, she walked forward the short distance then leant forward with keeping straight legs. The result was being doubled over at the hips with her plump little booty facing out towards him and her pillowy chest on the counter. It was exactly how he wanted her.
He wasted no time and soon Anna felt hands underneath her skirt, searching for the waistband of her panties. He needed no help in the manner as his forearms shrugged her skirt higher up so that her full ass was exposed while his fingers dug under the band and pulled the thong downward. He didn’t take it completely off though, settling to leave the underpants midway down her thighs, making her feel like a prostitute must be when a john used her in similar circumstances.
“Oh…my…God,” Anna swore as his flat tongue licked through her folds.
Rather then go straight for her butthole, which he could now visually confirm was cute and tiny, Sam aimed his attention at her twat. It was already a honey pot brimming with nectar and he liked the taste of her, even dipping his tongue deeply inside her pink hole to sample more. However, he really wanted to rim her asshole so that’s exactly what he did next.
Though some girls may not have known that they liked rimjobs, Anna was confident that everyone would love having their salad tossed by someone skilled at it. Hell, she definitely was and she was a big detractor of it initially, until someone opened her up to the idea. Now, as Sam flattened out his tongue and swiped over the clean, puckered hole, Anna grunted in pleasure and even snaked her hand back to help press her face further into her curvy cheeks.
“Ohhh,” she moaned again.
Anna was holding his head in position with the aforementioned hand while her other pushed back against the wall closest to her in an attempt to get more of Sam’s tongue wedged in her ass. The man had in fact switched tactics, going from simply lapping around the edges of her crinkled entrance to actually forming a wet point with his tongue and cramming it against the centre of her asshole.
“Tell me what you’re feeling,” he said before his tongue returned to licking her arse.
“Mhmm…it feels so good,” Anna moaned before adding. “You’re so fair inside me.”
As much as Anna was enjoying his oral treatment of her brown eye, she was going to like what he planned to do next more. Getting up to his feet, Sam did a long lick down from her asshole, down her crack, over her pink hole and hitting her clit one final time. Anna screamed her appreciation as the thug got to his feet, his pants undone and around his ankles in the blink of an eye.
His 8-inch cock was already rock hard, and though he was dry as a bone, Anna was the complete opposite. With one hand he used his fingers to separate her cheeks as much as possible while his more coordinated right hand stroked his hardened tool. He took one last glance downward, looking at her sexy ass with spit covered asshole and glistening twat.
“Fucckk…yes,” Anna groaned.
The grunt was in direct response to the criminal pushing half his length into her pussy in one shot. He reared his hips back so only his tip remained in her wet confines before thrusting forward and this time he was successful in spearing the slender girl with huge tits with his entire manhood.
“So tight,” he grunted.
The whole situation made the encounter even hotter for Anna. For a girl who played it safe most of the time, she thrived on these moments and all of them involved going out with Alison. The first time she went out to a club a few years back and was double penetrated by twins in a private booth of a club, then later she participated in an anal packed orgy where she and Alison were ruthlessly but consensually used by two low-life creeps.
Sam was fucking her hard, there was no two ways about it. With each thrust forward his cock head guided back into her pussy, tunneling all the way in while the front of Anna’s thighs pressed harder against the countertop. His hands were busy, one hand usually around her ass to either separate to allow him to watch his cock spearing into her or simply kneading the curvy flesh. The other one was rubbing her back and occasionally using it to slap her bottom, using it to ripple and leave a red handprint.
“Fuck me,” she begged.
Anna continued to use her hands to push back towards him to meet his thrusts. She was pleased that he wasn’t being gentle with her, like so many men did based solely on the fact her body was so damn tiny. Rather than only use half his shaft on her, Sam had no qualms repeatedly driving the whole thing deep inside her time after time.
She didn’t think he could, but Sam surprised her and ramped up the speed even more and she was all the happier for it. It was 2 years worth of sexual frustration built up inside her, with only partial releases through small orgasms from her vibrator or the odd competent guy. But with Sam he was able to act on her lust and help it be released.
“Yeah? Like this,” he asked, doing several slow but extremely hard thrusts.
“Ughhh…yes…awwhh…please,” Anna grunted.
Sweat was already developing a thin layer on her pretty face and she seriously worried that his fucking was actually going to break the sinktop she was laying on. Banishing that from her mind, she continued meeting his thrusts with as much force as she could while both his hands seized on her narrow waist to help rear her backwards.
He kept up his crazy hard force, slamming into her at a pace of once her second with her ass shaking in response. Based on the desperation in her voice and look on her face, Sam was able to put it together that she needed to cum soon, and he’d happily give it to her. As if on cue, she screamed loudly.
“Make me cum! Cum all over your huge dick,” Anna begged.
Sam didn’t change his approach too much as he maintained pounding into the big breasted lawyer with everything he had. He was nearing his own climax but knew he could survive long enough to have her squirt all over his member without fear of popping despite how tight her cunt was.
Remembering back when he was munching her tasty pussy and tiny ass, the stern man ran his hand down from clutching tightly on her rounded hips and moved towards her clit. The nub instantly hardened under his touch and as he brushed it gently it proved too much for Anna. Sam knew it was a successful move when he felt her go rigid, no longer pushing back at him while her back arched as the orgasm smacked her hard.
“OOHHHHH GGOODDDDDDD! YESSSS,” Anna screamed as she came.
Her pussy gripped so tight onto Sam’s cock that it almost felt supernatural. He had to grit his teeth and hope that he could ride out her cumming, but that would only happen if he could pull out in the next few seconds. Finally though, Anna stopped screaming and though her face was frozen with a “O” for a mouth, it was clear to him that she was done.
“Needed that…so badly,” she huffed, coming back into the world again.
“Yeah baby, turn around and suck that cock,” he demanded, not skipping a beat.
Anna instantly felt empty and sad when he pulled out of her snatch, giving her one last thrust just for good measure. However, she had finally reached a strong, powerful orgasm so she wanted to show her gratitude for the man responsible. Once his cock was out of her, she spun around and was on her knees, her skin feeling the damp tile floor of the bathroom.
“Like this,” she asked.
She wore a fake look of questioning as she stuck her tongue out and lightly licked at his dick, which looked even more massive in her tiny hand. She flashed her eyes up then gave him a mischievous smile before she irked him too much, opting to open her mouth wide and swallow half his tool in one go.
“That’s right,” he groaned. “Come taste yourself.”
“Mhmm,” Anna hummed as her head bobbed on his length.
“Ayyee…that’s it. Taste all your pussy juice,” he ordered.
Anna was surprised by his sudden spell of talking, but she was thoroughly enjoying his thug-ish brand of dirty talk. To take his words as literal as possible, she pushed her face twoards his groin as far as she could, which was considerable. Though his length measured 8 inches, she easily swallowed the first 5 without problem. With his tip at the back of her throat, she relaxed her muscles further and took the rest inside her gullet until her nose was buried in his thick patch of pubic hair.
“Fuck. Swallow that dick,” he hissed, fingers tightening in her hair.
“Thought you’d appreciate that trick,” she commented after slowly reversing course.
Anna repeated her deep throat move several more times and Sam seemed to love it each and every time, well if his groans and fist clenching where to be believed. She inhaled him one last time, holding her mouth as long as she could before oxygen was needed, then she pulled away with several spit strings still connecting her lips to his shaft. After slurping them up with an audible noise, her attention was drawn by more words.
“Need back inside you,” he told her, looking down.
Before she could reply with more her witty responses, his arms shot down and his hands hooked under her arms. With one sudden burst of strength, the hulking figure hoisted Anna clear off the ground. It happened suddenly and just as quickly she found herself placed on the countertop, the cool surface of the marble sending a small shiver up her spine.
Anna reached down and gave his spit-coated cock a few long drags with her hand before placing him at her entrance. Sam needed no further help as he stepped even closer to her and speared her on his rod once again.
“Fuck yes,” Anna gasped.
He pushed inside her until his hips meet her much smaller ones then withdrew nearly all the way. She screamed again as he impaled her again, this time not pulling out more than halfway. He pummeled her twat like this, the close contact between the two causing their breathing to grow more and more ragged, with sweat starting to populate his skin.
Her pussy being filled with his hard cock was exactly what the sexual doctor ordered for Anna. Sam was ending up to be a great lay, steadily building her up towards another orgasm, a sensation of cumming twice in one session being foreign to the auburn-haired woman.
Sam was preparing to pick up one of Anna’s legs and place it on his shoulder to open her hips wider, but the lawyer had other ideas. Clearly a big fan of his short yet hard thrusts from in tight, Anna hooked her legs around his waist. Her legs weren’t the longest, but they did in the trick by digging her heels into his naked buttocks to help pull him into herself to the hilt.
God…uggh,” Sam grunted.
The thug’s breathing was becoming more ragged with each passing minute, but so too did the volume of her screams. There was no taking breaks to relish the feel of her wet warmth so their mutual passion wouldn’t allow for it. Repeatedly their sweaty bodies thudded together, each contact making Anna’s big beautiful tits jiggle within her dress.
“Harder,” Anna begged, the need written all over her adorable face.
“Oh I’ll fuck you harder,” he agreed.
His thrusting slowed but nearly doubled in power. Sam reared back his hips at regular speed before burying himself inside the much smaller girl with so much force that the counter shock. Rather than be harmed by the hammer blow, Anna screamed out in pleasure and dug her heels in harder.
Sam was spurred on by her dirty talk, but it also meant he gave up any last hope of staving off his approaching orgasm. If he had slowed down and maybe changed position he could have gone for another handful of minutes, but he had come too far by this point.
“So close,” Anna moaned into his ear.
With each ridiculously sharp thrust, Sam drew deep grunts from himself and howls from Anna. He pulled her in tighter, feeling her pillowy large tits on his rock hard chest as they both neared their release. Anna continued bucking towards him in an effort to outward portray the spasms of pleasure flowing throughout her skinny body.
“Cum all over my cock again,” he hissed.
His drilling into her was at a steady tempo as he tried to use his breathing to keep his orgasm far enough away to get her to climax first. He would be unable to snake a hand down and stimulate her clit this time, their bodies being too pressed together this time around so he had to do it just with his cock, not that he minded the challenge.
“Oh God…shhhittt….fuccckkkk,” Anna panted.
Sam heard her screams then felt her body as it began quaking against his sturdy frame. He looked down in time to see her eyes rolling back into her head before they closed tightly and mouth slackened open. She did one last squeal before being rocked by the powerful second orgasm of the evening.
Her fingers clutched at his suit jacket and clawed the skin beneath while her thighs and pussy squeezed his waist and cock respectively. Anna’s skin flushed red, most notably on her face, and even as her pussy clenched his dick tighter and tighter Sam kept gliding into her. He was too close to cumming to stop so he endured the bear hug until he had reached the point of no return.
“Need to cum,” he told her, pulling out.
Sam had quickly evaluated the situation and determined several things. He couldn’t cum in her, well he could but didn’t like the risk of knocking the woman up if she was stupid enough not to be on birth control. They were at a party so cumming on her face would be too close to getting some in her hair, while her tits as a landing pad would likely ruin her dress.
Anna seemed to know the score of it despite having her brain rattled with a second orgasm less than a minute ago. When she felt him move away and knock her legs from around his hips, she continued their momentum and hopped off the counter straight to her knees on the ground below.
“Mmm…uggghhhh,” Sam grunted as he came.
He could feel the salt brine bubble up from his balls and travel on its path to eventually blast out of his tip and coat the back of her mouth. Anna had barely closed her lips around his tip when the first of his cum blasts splattered the roof of her mouth. She got over the surprise and started sucking his cock eagerly, drinking up as much of his salty load as quickly as his balls could squirt it into her mouth.
Eventually Sam stopped pumping jizz into her, though Anna didn’t stop sucking for a few more minutes despite the well running dry. Sure that she had collected every last drop, Anna finished taking down into her stomach the last of his load.
“Fuck,” they both panted after a few wordless moments.
Sam helped the slender girl to her feet and gave her a kiss, the cum long since swallowed so he tasted not even a trace on her lips. Just like at the start, a simple lip lock turned into passionate kissing with their tongues rubbing and caressing. When they were both fully dressed and clothes straightened out, Sam unlocked the door and the pair exited before going their own way after exchanging phone numbers.
“Sorry that took so long,” Alison said, returning to her friend. “Hope you weren’t bored.”
“I found someone to kill time with,” the auburn-haired lawyer replied.
“Was he a good lay,” Ali asked with a knowing smile.
“He made me cum twice like freight train in a public washroom,” Anna answered.
“Lucky girl,” she mused before the pair ordered another round of drinks.
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Rookie Lawyer (Anna Kendrick, Alison Brie, etc)