You were all at Chuck's place now, getting him ready for the mission. Chuck was dressed in a real nice suit, definitely looking the part.

"Okay, you make sure his mic works. Sarah and I'll go load up the weapons." Casey said.

"Here's your earwig for tonight." Sarah said, handing it to him before leaving.

You then walked over to Chuck standing right in front of him.

"So...Do you think we can ask if you can keep this suit after?" you asked.

"Oh you like?"

"Babe you look real good in it."

You can all of a sudden see Chuck was looking nervous.

"Tonight will be fine. I wouldn't take Roan's advice too seriously. Just be yourself." you told him, putting your arms around his neck.

"I doubt Chuck Bartowski's gonna be charming anyone." Chuck said, sighing a little as he circled his arms around your waist.

" Why not? Worked on me. Why are you being so hard on yourself? Do you still think you're not good enough for me?"

"Sometimes..."

"Chuck... I don't know what I have to do to prove it to you but you have nothing to prove to me. You've been proving it for years...When we were still just best friends."

"I know...I just-"

"Uh uh!" you stopped him putting your finger on his lips. "No. Chuck Bartowski you're an incredible man and I'm so happy to call you mine."

Chuck smiled and leaned down to kiss you.

"We good?" you asked him.

"We're good."

All of a sudden, Roan came in to ruin the sweet moment between you two.

"We need to talk about protection." he said looking at Chuck.

"Whoa!" you commented, you did not want Chuck to have to take it that far.

" I don't think it's gonna get that far, Roan." Chuck said, reading your thoughts.

" I mean a gun. Why do you think she's known as the Black Widow?"

" She's African-American and her husband died."

" Because she kills all her mates."

Yours and Chuck's eyes widened and you looked over at each other.

You arrived at the hotel where Sasha was staying. You stayed inside the van with Sarah and Roan while Chuck was inside with Casey who was posing as a bartender.

"If he survives the night, it'll be a miracle." Roan said.

" Shh! He can hear you." Sarah told him.

"That's my boyfriend you're talking about Roan."

" Thanks for the vote of confidence." Chuck said into his mic, to Roan.

" Don't be nervous, Chuck. We'll be watching your every move." Sarah assured.

"You're going to do great babe."

"Thanks Y/NN."

"Now, Charles, I'm gonna walk you through the world-famous four-pronged Montgomery attack. First, work the room. "

Chuck did as he was told and caught Casey's attention as Casey nodded his head to where Sasha was sitting.

"When you enter a room, every eye should be upon you. You could leave the bar with any woman you desire. But you have chosen her."

"Easy, Chuck. You're doing great." Sarah encouraged.

" Next, she'll need to be well lubricated. Ice-cold dirty martini, three olives."

"Remember Y/N I'll be picturing you the whole time." Chuck told you as he walked towards Sasha.

"I know Chuck... Don't worry." you told him softly with a smile on your face.

"Yes very sweet. Now get to work Chuck!" Roan shouted.

You glared at Roan and rolled your eyes.

"Excuse me, is this seat taken?" Chuck started as he walked towards Sasha. She just stared at him. " I'll take that as a no. Charles Carmichael. And you are?"

" Bored."

" Well, maybe I can change that. Garçon? Yes, sir, please, uh, two ice-cold dirty martinis, three olives. Thank you."

"That's very nice. But I no longer drink."

"Doesn't drink? That's absurd." Roan commented. " How is this boy supposed to seduce her without alcohol?"

"Don't worry, Chuck. It'll be fine. You don't need that to charm a woman." you told him as you glared at Roan.

"I should probably cut back, too. Lot of calories in those martinis." Chuck told her.

"Enjoy your martinis, Mr. Carmichael." And she left and walked towards the bar.

" It's okay, Chuck. Don't get discouraged." Sarah said.

"That was just round one. Remember, you're calm, confident, charming."

" Yeah, apparently not. She left after 12 seconds."

"Yeah well she's just stupid." you commented and Chuck laughed a little.

" You're still alive, aren't you? That's a victory." Roan added.

"Okay, Chuck, here we go." Sarah said.

" A woman wants a man to take control. Even though she won't say it, she wants to be rescued." Roan began.

" Actually, that's not true, Chuck. Some women prefer a man who can take a backseat." Sarah said.

"Yeah I'm definitely with Sarah on that one." you said.

" I'm not talking about you, darling. I'm talking about the Black Widow."

" So am I. Maybe he doesn't need to try and pretend to be someone else."

" I promise you, Chuck Bartowski, on his own, can seduce this woman." you told Roan.

"I appreciate all of that, but can we focus on the mission for a second, please?" Chuck said, coming in on the speaker.

"All right, the third prong. The woman is an absolute Francophile. Just the mention of St. Tropez makes her woozy."

Chuck got up and approached Sasha again.

" I hate to keep bothering you, but you look so familiar. Perhaps we met in St. Tropez. At the Intercontinental."

"Antoine the piano player is best in Europe, don't you agree?" Sasha asked.

" Oh, I'm a big, big fan of Antoine's. Wouldn't miss him for the world."

" Antoine has been dead for six years."

Chuck almost choked on his martini when she said that.

"Ah, poor Antoine. That's tragic." Chuck heard Roan say.

" That is a shame. No one ever called."

" But you prefer the new piano player Marcel." he now heard Sarah say over the mic.

"For my money though, I prefer Marcel. Better solos, longer jams, just more of an accomplished pianist, but maybe that's just me." Chuck said.

"I have to agree."

You and Sarah looked at each other and smiled, proud at how well Chuck was doing.

" Barkeep, a refill for the lady, please." Chuck said, looking at Casey. "To Antoine. May he rest in peace."

"So how long have you and Charles been cavorting?" Roan asked, turning to you.

"I'm sorry what?"

"Roan is this really necessary?" Sarah asked.

"I'm just curious! How does a man like him end up with a woman like her?" he asked looking at Sarah.

"Okay...Chuck and I had been best friends since we were toddlers basically. And as we got older I started to crush on him and not long later, I was completely in love with my best friend by 15. So how does a woman like me fall in love with a man like him? It's easy. Everything about him made it easy for me to fall in love with him."

Chuck heard the whole thing and he couldn't help but smile when he heard what you told Roan.

"No such thing. I doubt that."

"Excuse me?" you turned to Roan, about to slap him when Sarah held you back.

All of a sudden Roan spilled his drink all over the the switch board and they lost the feed.

"That's real professional. Look at what you did!" Sarah yelled at him.

" I know. That's expensive gin."

Meanwhile poor Chuck had no idea what to do and ended up failing with Sasha.

"Good night, Mr. Carmichael." She told him walking away.

"Mission failed. Black widow's on the move." Casey said.

" Great. You know, I hope you're happy. I told you, both him and Y/N are analysts, not a spies!" Sarah yelled at Roan.

" Way to go, Casanova. You and Y/N are going to have the Intersect in your heads forever." Casey told Chuck. "Okay, everybody, let's pack it up."

" Roan, what is the fourth prong of the famous assault?" Chuck asked him.

"The mission is over, Charles. It's too dangerous. You're not ready for this." Chuck heard him over the mic.

" I'm ready. What is it?" As he began walking to find Sasha.

"Be a bastard."

"When you say bastard, you mean... ?"

"I mean not you, Chuck. Not sensitive or caring or sweet. Be everything you're not. Be Carmichael."

"Yeah be Carmichael is sweet too. We made him that way." you told Roan.

"Well not this Carmichael." Roan told you.

"Don't worry Y/N. The old Carmichael will be back after. This is just for tonight." you heard Chuck say.

"Alright."

"Hey, Missy?" Chuck called out to Sasha as she headed towards the elevator.

"Yes, Mr. Carmichael?"

" I just want to tell you, you're a fool."

" Excuse me?"

" No, I don't think I will. See, you're heading up to your room right now to get ready for bed. Floss, creams, maybe watch a little TV. And then just before you drift off to sleep, you're going to have one final, terrifying thought."

"Really? What's that?"

" That you passed up an evening with the greatest lover you'll ever know."

" And who might that be?"

"Oh, you're looking at him, sister. A man trained in the art of seduction. A man who has traveled the world, sampling women of every different culture and creed. So I will offer one final time before boarding my jet and heading off to an undisclosed rendezvous, of which I am already late. Can I buy you a club soda?"

"No, thank you."

" Okay, I just thought I'd ask. Have a good night."

Chuck began to walk away while she got on the elevator and turned around.

" But you can take me up to my room and make mad, passionate sex to me."

Chuck's eyes widened.

"I've still got it." he heard Roan say.

Chuck walked back, terrified now, especially thinking about how you will react to this. Sasha then grabbed him and began to make out with him.

You, Sarah and Casey were running over to help Chuck when you saw what Sasha was doing with Chuck. Chuck kept his eyes opened while she was kissing him and briefly looked over and saw you, your mouth dropped and a little bit of anger in your eyes, and his eyes were now showing a whole lot more fear in them.