30Hello! I had so much fun with my last fic, Hi Jay, that I wanted to try another one shot that featured some more CPD characters! This has a bit Upstead sprinkled in but it's mainly, like the title suggests, about a girl's night out! Thank you all for your support and special thanks to the Let's talk Upstead group on tumblr!
**I have to add this disclaimer, I have NEVER used Uber or Lyft so I have no idea what the pricing is like or really what the rules for it are. I had to ask around to get some insight into how to use the service so apologies for the inaccuracies on that. **
"Burgess, Rojas, Upton" Trudy called out as she came up the stairs to the intelligence unit.
All 3 women looked up in time to see the desk sergeant wave her hand as she marched through the bullpen and into the breakroom.
"What did you do?" Kevin whispered to Kim.
"Do I ever know?" The officer replied. She had been on the receiving end of Trudy Platt's bad mood multiple times through her career and had learned to just roll with the punches as they came.
As she rose from her chair, she watched as Vanessa and Hailey shot confused looks at each other and did the same. Cautiously, they walked to the breakroom and stopped before entering. Kim and Hailey stared each other down, willing the other to go in first. With an eye roll, Kim bit the bullet and walked in followed by the other 2.
"Hey sar.." Kim began to say before being cut off.
"What are you ladies doing on Friday?" The sergeant asked the unsuspecting women.
"Like, this Friday?" Vanessa asked.
"Yes. This Friday. What are you ladies up to Friday night?" She asked again trying not to sound annoyed at the question.
The 3 women looked at each other trying to figure out if there was something they had forgotten.
"Um. I guess nothing. Just the usual Friday night stuff." Hailey responded.
"Cool. Great. That's great." Trudy responded with a smile. "So, since you guys aren't doing anything, what do you think about a girl's night? My treat!"
The 3 women stood in silence as they stared at the sergeant trying to figure out if she was being serious or not.
"Like, with you?" Vanessa asked confused.
"Yes Rojas, I'm not inviting you to a girl's night that I won't be at." Trudy responded in a huff.
"Why?" Kim asked. She had known Trudy long enough to know that she did not invite you out without a reason.
"Because! You guy's are my closest friends and I could use a good old fashion girl's night. You know, drink, talk about guy problems, standard slumber party stuff." Trudy said in an attempt to convince them. The women stood with arms crossed and she could tell from the looks on their faces that they weren't buying it.
"Why." Kim stated again.
Trudy threw her hands in the air and let out a harsh sigh. Realizing that it was not working, she decided to drop the act and come clean.
"I need a favor ok. My sister in law is in town." Trudy said with an eye roll. "She is always going on and on about her retired life and how much gardening and relaxing she gets done. Mouch thinks she's secretly lonely and wanted to try to take her out for a night on the town and I told him I couldn't." She paused her story and looked up at the women to gauge their reactions to her story.
"I'm not following." Vanessa said as she motioned for Trudy to continue.
"I told him I couldn't because Burgess was having guy problems and we were doing a girl's night." She finally said.
"Why would you say that?" Kim asked accusingly.
"Because you're always having guy problems Kim. I figured it was the closest lie to the truth, so I went with it." Trudy responded incredulously.
"OK. Well, I'm not saying no, but why don't you just enjoy an evening to yourself. Go to dinner and movie alone and enjoy the quiet." Hailey genuinely wondered. Even though over the past year she had grown to enjoy Vanessa's company, and over the past few months began to spend more nights with Jay than she ever thought possible, she still enjoyed the occasional night to herself.
"Because it backfired. When I told him about it, he thought it would be the perfect night out for his sister. I told him that she would cramp our style," Kim furrowed her eyebrows, "because she isn't a big drinker but he just has the sweetest way of convincing me." Trudy said with a sly smile on her face.
"Ok. No. Stop." Kim said as she held a hand out for Trudy to stop explaining. Vanessa's eyes went wide at what Trudy was implying.
"My treat ladies. Come on. I'll DD! Or we can split an Uber!" She was borderline begging at this point.
"Alright. I wouldn't mind a night out." Vanessa said.
"I'm in." Hailey said with a head nod. She wasn't into the whole girl's night cliché, but what the hell.
"I guess I wouldn't mind some fun guy talk." Kim stated.
"Oh cut it Burgess. We aren't spending the night listen to you gab about boy wonder." Trudy said as she began to leave. "I'll text you guys the details!" She said with excitement as she left.
"I am going to get so drunk. Like, I am going to order top shelf liquor and savor every drop of it." Kim emphatically stated as she exited the breakroom in a huff. Vanessa and Hailey laughed and returned back to their desks. Before she sat, Hailey realized that all the guys were staring at the women trying to figure out what happened.
"Platt's treating us to a girl's night." She said to the inquiring eyes.
"We are going to do each other's hair and talk about boy problems." She joked at she shot Jay a wicked grin.
"Seriously?" Kevin asked.
"God I hope not." Kim responded as she dropped her head to her desk.
Friday night rolled around, and Hailey found herself actually looking forward to the girl's night. It had been a long week at work and the thought of drinks with friends was a pleasant one. She told Jay before leaving work that she would not being seeing him at all that night. She planned on grabbing dinner with Vanessa before going to Molly's.
Vanessa and Hailey split an Uber to Molly's. When they arrived, they found Kim standing outside pacing back and forth.
"Hey!" Vanessa said as she approached her.
"I was waiting for you guys to go in. I'm not entirely sure what to expect from Platt tonight." Kim explained as she noticed the confusion on their faces. They laughed as they entered, not fully prepared for how they would be greeted.
"Girls! You're here!" Trudy said as she walked over to the women and gave them hugs. The women, caught off guard by her excitement, hesitantly returned the hugs.
"This is Sherry. Mouch's sister." She said as she introduced the woman she was with.
"It's so nice to meet you guys! I have heard so much about you!"
"Really?" Vanessa asked, earning eye daggers from Trudy.
"Ha ha. Of course!" Trudy responded.
"So, I already got us some drinks to start off! I ordered a round of long islands!" Sherry stated excitedly. Kim immediately reached for the drink and began to drink while Hailey and Vanessa got settled.
"Careful Kim," Trudy said while glaring at Kim, "you know how much you hate having more than 2 drinks in one night. You don't want to drink through them too quickly." She said hoping Kim would take the hint.
"You're Kim?" Sherry asked with a soft voice, breaking the staring contest Kim and Trudy were having.
"Yes. I am." As soon as she answered Sherry was on her feet giving her a hug.
"Trudy told me you are having man problems." Sherry said as she held Kim's hand. "Do you want to talk about it?"
"You know, I think I'm good." She said as she gave Sherry a light hand squeeze in appreciation. "I might forgo my 2-drink limit though." She said as she raised an eyebrow to Trudy.
"Let's do a shot!" Sherry said excitedly, which Trudy was not expecting. First the long islands then shots? She could already tell she was in for a long night.
The ladies did their shots which, to Trudy's delight, were on the house courtesy of Hermann and settled into their table with their long islands. They passed the night answering questions from Sherry about being police officers and Trudy, much to Kim's delight.
They had another round of long islands and laughed while telling stories about some of the funnier arrests they had made. They all groaned and rolled their eyes when Sherry asked how close to real life action movies got police work. Even though Sherry and Trudy were not drinking as quickly as the younger ladies, they were still feeling the effects of the liquor.
"So, are you two single?" Sherry asked Vanessa and Hailey.
"YUP!" Vanessa answered excitedly as the group chuckled at her. "And I am not looking to change that anytime soon!"
"What about you?" Sherry asked Hailey.
"No. I am seeing someone." Hailey said as she tried to contain her blush. Everyone at the table noticed the lovesick smile that crept onto her face.
"I'm guessing from that smile it's a new romance." Sherry said with a knowing smile.
"Ya." Hailey said with a blush that earned a scoff from Trudy. All the women turned to her as she realized that the noise had come from her.
"The dating is new." Trudy said as she set her drink down. "The love has been there for a long time." Trudy said as Kim and Vanessa laughed. "They are partners. Been together for 3 year but just started dating." Trudy explained to Sherry.
"Oh, I see! That's so romantic!" Sherry said, she was a sucker for a good love story.
"Enough sappy boy talk." Trudy cheered. "Did I ever tell you about the time I got shot in the hip on patrol?" Sherry's eyes grew wide as she shook her head waiting for Trudy to continue.
As the night continued, so did the shots and the long islands. Hailey knew she had passed the line from a good buzz to full on intoxication. But she decided to let herself go and enjoy the company and stories being shared rather than worry about being the responsible one. She looked down to her phone to see she had a text from Jay. It was a photo of him laying on the right side of the bed with his hand pointing to the empty left side, the side Hailey slept on.
"I'm going to bed. It's open if you change your mind and want to come over." The text read. It was only 1230 and she started to really rethink her plan of going home with Vanessa.
Vanessa looked over to see Hailey staring at her phone, biting her lower lip. She knew in that moment she was going home alone.
"You're going to Halstead's aren't you." Vanessa stated. Hailey laughed and nodded yes.
The women drank well into the night and all had a surprisingly great time. When it came time to close out the tab, Trudy was able to convince Hermann that Mouch would be paying the bill for all 5 of the women. Knowing he was good for it, Hermann offered to call them a cab.
"It's ok. We are gonna split an Uber. Thanks for the fun night!" She said with a wave as she gathered up the ladies and went outside.
"Ok, Irving will be here in 5 minutes to take us home." Trudy said as she looked at her Uber app.
"Did you set it for multiple distances?" Kim asked knowing that Platt probably wasn't familiar with how Uber works with multiple passengers.
"I've used Uber before Kim. He's coming with a van to take us all home."
"But did you tell him that we need multiple stops?" Vanessa was able to ask through her giggles.
Trudy rolled her eyes at the young officers questioning. Before she could answer, Trudy's phone went off letting her know their ride was there.
"See. Irving has arrived. I know what I'm doing."
"Hello ladies. How was your evening?" He asked as the women loaded into his van.
"It was actually a lot of fun." Kim stated trying to contain her surprise.
"Happy to hear you were able to enjoy all the free drinks Burgess." Trudy called out from the front seat.
"Upton, you going home or to Halstead's?" Trudy asked.
"So, just a heads up lady, I can only add 2 stops in addition to the original one." Irving interjected.
"Hold your horses Irving, we are figuring it out." Trudy said impatiently.
"Well Sherry needs to go to the hotel and I need to go home." Trudy said to herself trying to do math and figure out how to drop off 5 people at 5 different locations in 3 stops.
"Can't you just have Mouch drive me?"
"You wanna wake your brother up at 2 am cause we're too drunk to drive?" Sherry thought about Trudy's question and quickly withdrew the idea.
"I can go home with Vanessa and Hailey." Kim added trying to make it easier.
"Hailey wants to go to Halstead's." Vanessa pointed out.
"No, it's fine. I told him I wouldn't be by anyway. I'll go with you guys. That makes 3 stops." Hailey said sadly.
"NO." Vanessa said firmly. "I did not spend the last year waiting for you two to figure out life just to have a stupid car ride get in between your love."
"It's company policy man. I'm really sorry I wish"
"Can it Irving! We will let you know when we are ready to go." Trudy barked at the unsuspecting driver.
"It's fine Vanessa. It's not ruining my night…..or our love" Hailey said with a chuckle at Vanessa's dramatics, "I've had a great time and Jay can wait til tomorrow."
"No. She's right. Halstead is stop number 3. We can go home with Trudy and get another Uber from there." Kim tried to suggest.
"If you actually just request the trip with me I can take you right away it just has to be logged as a separ..." Irving stopped talking the second he made eye contact with the glaring Trudy.
"You know, coming up on the force when I did, there were not many female cops around. I didn't have too many friends that I could lean on for support that really knew what I was going through. You girls are lucky to have each other." Trudy sincerely shared. She turned to Irving and just as she started to give Jay's address, she heard a muffled cry.
"Hailey?" Vanessa asked with concern.
"I'm sorry." Hailey said through tears "I don't know why I'm crying." She said through a choked cry.
"It's ok Hailey." Kim said as she climbed over the row of seats separating her from Hailey and Vanessa.
"I just really love you guys." Hailey said in full sobs at this point. "And I don't feel like I tell you enough. I am so glad you guys have my back."
Trudy rolled her eyes and looked apologetically to Irving. She gave him Jay's address and tried to tune out the sob fest that the back row had turned into.
"I used to feel like there was this wall between us but last year when we were kidnapped and
you risked your life to save me" Kim tried to say through tears "I'm just so grateful you came into our unit." Kim said as she wrapped her arms around Hailey.
"Wait." Vanessa said fighting back tears. "You guys were kidnapped?"
"Yes and Hailey ordered me to leave her behind and save myself."
"BUT YOU DIDN'T! YOU DISOBEYED A DIRECT ORDER!" Hailey yelled at Kim.
"THERE WAS NO WAY I WAS LEAVING YOU! I'D DO IT AGAIN! IN A HEARTBEAT." Kim yelled back through tears at Hailey.
Hailey calmed herself and wiped her tears. She turned to face Kim and grabbed ahold of her face.
"But you could have died Kim. That would've been on me."
"But I didn't Hailey. And neither did you and we got out of there together. I could never leave you behind; I got your back."
"Fucking hell guys." Vanessa cries out throwing herself onto Hailey and Kim, embracing them in a group hug. In the front seat Trudy dropped her head into her hands as she started to regret sharing the Uber ride. She couldn't wait to get out of this van.
"So," Irving started "You guys are lady cops?" He said with an impressed nod.
"If you promise not to hold those 3 against me and my Uber rating, I will make sure that you get a BIG tip for all your troubles tonight." Trudy said apologetically to the driver.
When they pulled up to Jay's building, Trudy breathed a sigh of relief. She asked Irving how much the trip was so far, intent on making Jay pay for the ride she just had to endure. As she opened the van door, Hailey, Kim and Vanessa began to bid tearful farewells to each other. Trudy pulled Hailey up straight and held her by her elbow as she began walking towards the building. Suddenly she heard Vanessa yelling for her to wait.
"What the hell are you doing Rojas?" Trudy angrily asked the bouncing officer.
"I need to use the bathroom. And I want to see Jay." Trudy rolled her eyes as turned back to the van.
"Don't let anyone else leave the van Irving!" She yelled back and waited for Irving to indicate he heard her.
She led the women up the short stair trip to Jay's apartment on the second floor.
"Shh. Hailey said as they began walking down the hallway. "He's asleep. I'm surprising him."
"Do you have a key?" Vanessa asked with a raised eyebrow. She knew they were serious, hell she knew they were serious before THEY knew they were serious, but she didn't know that Hailey already had a key to his place.
Hailey winked at Vanessa in response.
"With you?" Trudy asked, already knowing the answer. Hailey face palmed as she realized the flaw in her plan. Trudy rolled her eyes and called Jay.
"Halstead." Jay said sleepily after 3 rings.
"Open the door." Trudy stated matter of fact. Jay's eyes shot wide open as he stared at his phone trying to figure out if this was really happening or was some really strange dream.
"Trudy?"
"Yes chuckles. Come open the door." Jay hung up and grabbed a pair of sweatpants that was draped over a chair. As he tried to wipe the fog of sleep away from his eyes, he opened the door and was greeted with Hailey flying into his arms.
"Hi babe!" She said as she threw her arms around his neck.
"Hi Jay! Where's the bathroom?" Vanessa said as she bounced in the doorway.
"Uh-down the hall. First door. What's going on?" Jay said as he tried to pull Hailey away from him.
"The Uber ride is $40." Trudy stated.
"Why are you telling me that?" Jay asked confused.
"We had to make a special stop for her to come here." Trudy said as she walked into his apartment.
"How does that add up to $40?" Jay asked trying to figure out how a trip from Molly's was $10 more expensive than it normally was.
"Tip"
"$10 for a tip?" Jay asked while still trying to pry Hailey from him.
"Not enough to make up for 3 women sobbing in the back of the car."
"What? Hailey?" Jay said as he attempted to look at her face.
"I don't want to talk about it." She mumbled into his chest. She pushed herself off of Jay and threw herself on the couch. Just then a strange man appeared in the doorway helping a wobbly Kim walk.
"Hey lady cop?" Irving called into the apartment.
"Who the hell are you?" A confused Jay asked as he watched the man help Kim into his apartment.
"Sup. Irving." He said with an arm wave.
"Hi Jay!" Kim said as she ran past him, already knowing where the bathroom was.
"Damn it, Irving. I told you not to let anyone else out."
"She said she has to use the bathroom and I wanted to make sure she made it safe." He said as he excused himself to go back to his van.
Just then Vanessa reappeared and plopped herself down next to Hailey. Jay felt his patience running out as he turned to Trudy again to try to figure out what was happening.
"They had too much to drink. Realized they love each other and don't say it enough. It was a real Hallmark moment." She said with an eye roll as if Jay should've known.
"All of them?" Jay asked in surprise. He looked back at the couch and saw Hailey and Vanessa holding hands as they were talking to each other, fighting sleep. As Kim came out, she made a beeline for the couch, joining Vanessa and Hailey. She dropped on the couch leading the 3 women to start giggling.
"Halstead, I am not drunk enough for this. I just need my $50 to pay Irving."
"I thought it was $40?" He said as he started looking for his wallet.
"Every minute I stand here the price goes up." She said as she held her hands out waiting. Jay groaned as he laid the bills into her hand and turned back to the couch. Kim had already dozed off at this point and Jay was trying to figure out how to get her back to the van.
He turned around to ask Trudy for help when he saw Trudy walking out the door.
"Trudy! You gotta help me with Burgess and Rojas!" He said as he tried to get her to stop.
"No, I don't. Uber can only make 3 stops in one trip." She said as continued to walk out of the apartment.
"What the hell does that mean? Trudy! What am I supposed to do with them?"
"They wanted to stay together Halstead. We had 5 people and 3 stops. Looks like this is where these 3 get off." She said as she continued down the hallway. Jay threw his hands in the air, realizing there was nothing he could do to stop her.
He turned around to see that Hailey and Vanessa had also dozed off on the couch. He looked at the 3 women asleep on the couch, hand in hand and shook his head. He snapped a quick picture and grabbed a blanket to throw over them. He grabbed 3 bottles of water to set down on his coffee table with a bottle of advil for when the women woke up.
Before he went back to bed, he sent the photo to Adam and Kevin.
"Guess they weren't kidding about the sleepover." Is all it said.
As Trudy returned to the van, she found that Sherry had also fallen asleep.
"Looks like we can just make one more stop Irving." Trudy said as she gave the driver the address to her house. She called her husband to let him know that he was going to have to help her get his sister out of the car.
When they arrived at the house, Mouch was standing outside waiting for them. Irving opened the van door and helped to get Sherry out and into the house. Trudy paid him on the app, leaving a $30 tip and thanking him for his patience.
"Lady cop, if you and your friends ever need a ride again, make sure you look me up!" He said as he gratefully gave a shocked Trudy a hug.
"I doubt this will ever happen again Irving, but if it does, I'll be sure to look you up." Trudy said as she escorted the man out of her house.
"So, how did the night go?" Mouch asked Trudy as he led her up the stairs to her room.
"You owe Hermann $120 and left a $30 dollar tip for the Uber driver." She told her shocked husband as she smiled, remembering all the fun she had on their girl's night.
Maybe they would do this again sometime.
Hope you enjoyed! I hope they weren't too OOC! I feel like we only ever see the super serious side, but I am convinced that they are all really funny and have hilarious nights out together!
