After getting rid of his hipster cat guy wardrobe, Cas spent some money at a few stores and bought himself a new outfit to wear to the casino. He chose to wear a simple black tuxedo with a black tie.

Confidently walking out of his hotel, Castiel notices a few girls walking by him and smiling. Some of them giggled as he smiles back at them. "I'm beginning to like this look," he says to Charlie.

"I really hope Roman is still in there, for your sake." Charlie tells her best friend, having no faith in him whatsoever. "And they're not gonna reimburse you for all that. You should have gone to cheaper stores, Cas."

Since Cas was happy that he officially looks like a spy, he felt brave enough to handle this mission on his own. "Okay, I'm going offline, Charlie." He happily informs her, not caring what she has to say.

"No, wait! Cas!" Charlie tries to stop him, but Cas has already turned off his earpiece.

Outside of the doors of the casino, a group of bodyguards stood there. Cas walks up to them and acts like a rich important man. "Well, buongiorno, boys! If I'm not out in 10 minutes, it's because I won the place. Let me just rub that for luck. Oh, that's an oily scalp."

The casino was beautiful on the inside and full of people. Castiel took a moment to gasp in amazement. It was all interrupted once a woman taps him on the shoulder. "I'm sorry, but I have to check you in. Your name, please?"

"Emmanuel Allen." Cas tells her his fake alias.

The woman looks at her book and explains, "I don't see you on the list. I'm so sorry."

"He's with me." A familiar voice interrupts them. Cas turns back to find Crowley, who had on a tuxedo with a white jacket. He walks over to Cas and takes him by the arm. "Darling. You're late. The way you look... I'd say it was more than worth the wait. Come. Let's get a drink."

As they leave the woman, Crowley purposely squeezes Castiel's arm underneath his underarm. "Ow, ow." Cas mumbles under his breath.

"Such a gentleman." The woman comments.

"You look absolutely stunning tonight here, darling." Crowley convincingly lies until they get to a corner and whispers to him, "What the fuck are you doing in here, arsehole?!"

Agent Novak frowns and angrily whispers, "That's quite a tone change, isn't it? What are you doing in here? You are completely compromising me right now."

"I'm compromising you? Fucking hilarious. You were about to cause a scene trying to get into
this fucking place."

It was true that Crowley did help him, but Cas didn't want to admit it. "Give me a little credit. What do you think I'm gonna do? Run over there and be like, Hey, I'm a crazy guy! Where's the buffet? I'm from the Midwest. Where's Blue Man Group? I am not an idiot, Crowley. You are an idiot. You should not be in this casino... because Roman is here and I need to get close to him."

"How you gonna do that? How you gonna do that, Novak? What, are you gonna seduce him? That your big fucking plan?"

"Yeah, what if it is? Why is that so hard to believe?" I'm about to murder this giant wanker, Castiel thought.

"Because you look like a flute player in a wedding band. That's fucking why!" Crowley insults him. "I'm here to take Roman out."

Cas takes this opportunity to insult the Scotsman as well. "Ooh, it sounds romantic. I hope you get lucky!"

"God damn it, if I was trying to sound romantic... you'd be lying on the floor, soaking wet and breathless... wondering what came over you. But I'm not, so get the fuck out of my way!"

"I need you to rein it in, buddy, okay? If you take out Roman, we don't have a shot at getting Meg. So take it down, like, 5,000 notches!"

"Take it down? That's how you get polonium-210 slipped into your drink... and go 18 months in intensive care for radiation poisoning... and go six months without eyesight... while everybody you've ever loved is gunned down!"

Another tall tale by Crowley MacLeod just made Cas grow angry. Was any of his stories true? Is he really supposed to believe this? Does Crowley want him to feel sorry for him or something? "Really? Everybody that you love has been gunned down, and just you survive? Did you ever think that maybe everybody you love is not being killed... but they're killing themselves because they can't stand to be around you?"

Deep down inside, his words may have hurt Crowley a bit, but he manages to stay strong. "This shit's the real deal, life and death. This, the field... is a hell of a lot different than sitting behind your fucking monitor... googling shit."

"Stay away from me, Crowley." Castiel warns him. "And do not let Roman see you. And by the way, I can see your gun sticking out of your back pocket. Unless you're so extreme that you've got a second dick... coming out of your hip!"

At long last, Cas walks away from Agent MacLeod and heads over to the bar. His eyes search for anybody who looks suspicious and saw her.

Meg Masters.

The woman who had murdered Dean Winchester was sitting there at a table on her phone. She had on an elegant black dress and her hair was pinned up. She looked absolutely gorgeous on the outside, but Cas knew that on the inside she was a dangerous, manipulative killer.

Before doing anything else, Cas turns on his ear piece and quietly says, "Charlie?"

"Castiel." His best friend sighs in relief. "Oh, my God! Hi!"

"I found her." He tells of the heiress's whereabouts. "I found Meg Masters. She's with Roman."

Charlie shrieks, "You did it! Excellent tracking and reporting, Cas."

As his friend squeals in excitement, Cas glances back at the bar and notices a man with purple bowtie pouring something into a drink. Once he leaves, a waiter takes the drink over to Meg Masters. "Oh, my God." Castiel breathes. "Somebody just put something in her drink."

"What is it? Is it poison?"

"I don't think it's a fiber supplement." The agent watches as Meg grabs her drink. She doesn't drink it yet because she's too busy on her phone. "She killed Dean, Charlie. I could really enjoy just watching her die right now. She's the only one who knows where the bomb is... so Zachariah would never get his hands on it."

"Oh, God, Cas." Charlie panted nervously. "What are you gonna do?"

Without thinking, Cas quickly heads to the table and taps Meg Masters on the shoulder. "Excuse me, ma'am. Hi, do you speak English?" He asks her. "Because I think somebody just put a roofie in your cocktail."

The woman stares at him and Cas's accelerated every second. "Are you sure it wasn't you?" She responds.

"What? No! God, I would never!" Castiel shrieks.

"Could you point the man out?" Meg questions him.

Cas tries to think about what the man looked like. "He just kind of zipped out that door. He's wearing a purple bowtie."

Suddenly, a man comes up to Meg and she whispers in his ear. The man leaves them after they were done talking.

"Thank you very much . . . " She waited for him to introduce himself.

"Oh, Emmanuel Allen." He uses his fakes alias. "But it's no trouble, really. I think people have to watch out for each other. This kind of thing happens all the time."

Meg tilts her head in confusion. "People often try to roofie you?" She asked, confused by what he meant.

"Once, I asked someone for a Tylenol, and they gave me a Tylenol PM." Castiel jokes with her. "I'm not sure what their intentions were, but..."

The same man arrives and whispers in Meg's ear. "It seems they may have found him." Meg informs Castiel. "Would you come with me to identify him, Emmanuel?"

"Yes, of course. I'm happy to help." As soon as Meg stands up, a few men from the other tables get up and followed them outside of an alley next to the casino.

In the alley, the man with the purple bowtie was on his knees surrounding by all of Meg's men. "My friend here said he saw you put something in my drink." Meg tells the guy.

"I don't know any of you people." The man innocently cries out to them. "Okay? I'm just in Rome on business. I was about to head back to my hotel and go to sleep."

"Perfect. Just in time for a nightcap." Meg takes the cocktail out of one of his men's hand. "Apparently, there's nothing wrong with it."

"I don't want your drink." Meg Masters leans over and whispers something into the man's ear. Once she pulls back, the man yanks the drink out of her hand. "Fuck you, Meg!"

The man drinks the cocktail and drops the glass on the ground. Moments later, he begins to choke and collapses to the ground shaking. Cas watches as the man's throat begins to burn and he finally stops struggling.

In an instant, Castiel felt his head spinning and he falls to the ground. He was trapped in a vision of darkness struggling to find his way out. What was only a few seconds felt like a thousand years for him.

Finally, Cas wakes up and sits up. "How long was I out?" He panted.

"You fainted just long enough for us to laugh at you." Meg says to the secret agent.

"What happened?" He asks her, hoping that she would lie to him.

The mistress glares at him and replies, "It was all a dream. I'm just kidding. A man's throat dissolved."

"Sorry, I'm not usually, you know..." Castiel mumbles until two of the guards walk over to help him. "Oh, thank you. That's... surprisingly polite. Sorry about that. I've seen a lot of things in my day. I just haven't... I have never seen that, exactly."

"Emmanuel, do you feel the need to tell anybody about what you just saw?" She questions him. For a moment, Cas caught a glimpse of his reflection on Meg's necklace. Behind him was a clear view of the guards aiming their guns at his head.

To avoid any conflict, Cas simply says, "I'm not gonna tell anybody. That asshole got what he deserved. I knew from the second I saw him, I thought... That guy doesn't deserve a throat. So, good on you."

Meg smiles at him. "I would like to take you to dinner to say thank you. And we must discuss this hideous outfit. It's just hysterical."

"Oh, good, that's what I was hoping for." As they both headed towards the door, Meg stops to turn back. "And by the way... Hristo was supposed to be looking after me at the bar... and making sure nobody put anything in my drinks."

Then, they walked inside. "They'll give him a talk. Seems fair. Maybe dock him a day's wage." A gunshot goes off startling Cas. "Or shoot him in the head. That always works."

Inside of the casino was a small restaurant. Cas pulls out the chair for Meg and sits down himself. "Rome is quite amaz—" He was about to compliment the city until Meg cuts him off.

"Rome is the worst." She scoffs.

"Yes." He agrees with her.

Meg Masters rolls her eyes. "So boring and tacky."

"I'm so glad one of us finally said it." Agent Novak awkwardly chuckles.

Soon the waiter arrives with the menus, and Meg complains to him, "These should have been brought out when we first sat down."

Trying to gain her trust, Cas reluctantly agrees, "That's exactly what I was thinking. So far, I'm riddled with disappointment at the service."

"So sorry." The waiter apologizes. "Signora, I apologize. So, do you like to have a look at the wine list?"

"Yes." Meg nodded. "Emmanuel, you can order."

"Okay. Oh! Has some heft." Cas flips through the pages and attempts to sound sophisticated and proper. "Okay. I'm feeling a red. Kind of a red. I like a lot of noise. I like a little bit of... kind of a barky finish. I tend to like a white... with the grit of a hummus... that's, of course, been thinned out. Just kind of jump up in the front of your palate... and then rip back and sizzle. Almost a mineral kind of dirt finish... if we're having meat. Okay, here, this is looking... promising. Something with... This one has nice hints of toast... and dogwood, I assume? Hmm? Uh... I will have the Sapori e Delizie."

The waiter bites his lip and mentions, "Sir, that is the name of this restaurant."

Trapped in humiliation, Cas figures his way out and changes his tone of voice to stern and demanding. "Yes, I'm aware of that. So, why don't you surprise us... with something that we don't know? Like a delicious bottle of wine."

"Right. Sorry, I will be back in five minutes, okay?" The server walks away with the menus.

Castiel shakes his head. "So hard to get good help these days. I really don't know how to order wine. I'm from a small town in Iowa. I saved up my money to come on this Rome trip. I had a little jar on my desk at work... and everybody said, You're never gonna make enough money. But I did, and I'm here. And then I meet you, and I can't afford... to eat at a place like this, and I'm just trying to impress you... and doing a really poor job of it."

For a moment, Meg stares into his blue eyes and responds, "I thought as much. Your cheap prom tuxedo doesn't exactly scream sophistication."

A frown spreads across his face. "Oh, well, I didn't go to prom, so maybe it is—"

"When I was a little girl growing up in Bulgaria... which is the worst, by the way. Poor people everywhere and cabbages constantly cooking. There was this man who was kicked out of his house... and he lost all her money. He couldn't even sell his body. So he became a clown on the streets. He would perform all his tricks standing in mud, and just cry and cry. You remind me of this man." Instead of a sad story, Meg manages to insult Castiel once again.

"Oh, thank you." The agent murmurs.

"I don't know what it is, but there's something about you." Meg mocks him in a calm, lady-like voice. "The fainting, the way you talk... your terrible sense of style. It makes me sad to think of you here spending all your savings on Rome. Come on. We're going to Budapest."

Her sudden change of mind surprised Cas. "Budapest?" He repeated.

"I have some business to finish there... and you can take my private jet when we're done... anywhere you want to get home. My way of repaying you for saving my life."

After saying that, Cas notices Meg looking at something behind him. "Is there a problem?" He asks her. The undercover agent turns around and finds Crowley talking to a woman.

Immediately, Meg quietly sends her men to get him. "No, not at all. Let's go."

Both of them stand up and started walking towards the exit. In front of them were two of Meg's guards began to drag Crowley out of the casino. "Hey!" Crowley growls at them. "Wait, what? I'm just talking to the girl! Okay, okay. Let's not make a scene."

While walking behind Meg, Cas casually takes out his ear piece and holds it in his fingers. Knowing that he was still online, Castiel taps on the piece sending a Morse code message to Charlie. "Let me just get my room key out and I'll grab a bag and pack my things." He says to the woman.

"It's Castiel." Charlie tells Garth and Becky, who walk over to her. "He's sending a code. Shut . . . down . . . the . . . power. Garth!"

"I'm on it." Garth picks up the phone and dials a number

"No, they can fly you back later." Meg tells Castiel. "And if the rest of your clothes look like that tux . . . I can send someone to burn them for you."

Back at the basement, Garth commands, "Shut down the power to the Casino Di Rome. What? Shut the entire grid down, then! Now!" At that moment, the lights of the whole block went out.

During this, Crowley manages to knock out the guards. Cas quickly takes off his night vision watch and looks through it. He notices two more guards running towards them.

Unknown to Meg, Cas kicks his foot at one guard's chest. Once he was down, the other one throws a punch and Cas grabs his fist. He flips him over his shoulder and pins him to the ground.

Seeing Meg still in front of him, Cas takes this opportunity to assault her. "Oh, no, what's happening?" He fakes a screams. Then, he forcefully pushes her to the ground. Meg lets out a yelp as she collapses on top of her guards.

Finally, the lights turn on. Crowley heads to the doors and looks back at Castiel. Then, he leaves him there.

"What the fuck just happened?" Meg groans. "God damn it!"

'Oh, my God!" Cas walks over to help Meg up. "Meg, thank God your hair broke your fall. I don't know what happened. The lights were going out, and I don't know if it's a robbery. Two of your guys slammed into me and took you down. I think one of them touched my bottom. I don't know which one, but I definitely felt a hand. Are they gonna be okay?"

The woman looks down I wouldn't worry about them. "Their fate has just been sealed." She tells him.

After getting a ride in a limousine, Cas had no choice but to turn off his earpiece. He couldn't risk Meg spotting any of his equipment.

They arrived at an airport and walked to a fancy jet. "This is a really jazzy plane." He compliments the woman. "Is this yours?"

"It was my father's." Meg answers him. "You've never been on a private jet before?"

"Oh, no. I did get upgraded to premium economy once...which was pretty plush. Premium economy."

Meg nods her head. "Sounds like a pen for dirty animals. Are you flirting with me?"

The secret agent raises his eyebrow. "No, of course not." He assures her.

"It's okay if you are, but just to let you know that I'm in relationship with another guy." She informs him. "It's actual more sexual than it is romantic."

"I'm gay." Castiel blurts out. It may have been something he could've just left out.

Instead of a homophobic comment, Meg sighs, "I should've known. Most of the men with cute butts are either gay or in relationships already. Champagne?" She hands him a wine glass.

"Yeah, sure. Thank you. Why are you being so nice to me? Can't just be because I remind you of some sad Bulgarian clown."

Meg looks into his eyes and admits, "You remind me of my mother."

"Oh." Cas responds. He remembers that even horrible terrorists have loved ones, but he was afraid that this was going to make feel sorry for her. "Really? You know that you and I are pretty close in age."

"You're funny. It's the Bulgarian clown in you. She was marvelous. But she was different. Eccentric, like you are. The moment I saw you standing there in that abortion of a tux . . . it was as if to say... This is what I've got, world. It's hideous, but it's was her." She shows him a picture of her mother on her phone.

The CIA agent takes a glance at the photo and gasps at the hideous woman in the picture. "Oh, wow. Hey, how'd you get that picture of me? I look amazing. Hello, doppelganger."

As Meg puts her phone away, she tells Castiel, "She was the only person I could ever trust."

"Well, here's to your mom." They tap their glasses together.

"To my mother. And to you." Meg Masters quickly added along with a kind smile.

"And here's to you. You may never be as wise as an owl... but you'll always be a hoot to me." Cas jokes with her.

Besides a simple compliment, Meg rudely answers, "What a stupid fucking retarded toast."

Castiel fakes a smile and takes a sip of the wine. Once he places it back on the table, Cas felt something was wrong. He was lightheaded and he could move any of his body parts right.

Suddenly, he remembered the antidote for poison in his jacket. Agent Novak quickly pulls it out of his jacket pocket, but drops it. Cas drops to his knees weakly trying to get the pills as black spots begin to appear in his vision.

Finally, he lost all consciousness and faints.