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Two Wolfs And A Pup

Summary:

Jack & Nick have escaped the hitmen and thrown their employer off their trail--for now. After spending the night at a hotel, they bring the Kid into their mess, and soon, everyone's lives have turned upside-down. Will they make it out alive?

Notes:

This fic is gonna be a little long, so strap in, everyone!

This chapter contains: Dom/sub, face slapping, brat/princess sub, oral sex (BJ), collars & leashes, hair pulling.

Chapter 1: First Night

Chapter Text

Margaret’s man and Pam’s man had taken out the hitmen, and managed to rent a car from a nearby Enterprise.   Currently, Margaret’s man was behind the wheel, and Pam’s man was in the passenger seat.  Both were catching their breath.

“Think we’ll survive this?” Pam’s man asked.

Margaret’s man nodded.  “I think so.  I’m sure they weren’t expecting us to survive that, so we have time to recuperate at least—”

“Who’s ‘they’?” Pam’s man butted in with a raised eyebrow.

“’They’ is whoever the fuck is after us,” Margaret’s man replied in an overly patient voice.  “Because everything I thought I knew about our employer is out the window after today.”

“Shit, you’re right,” Pam’s man muttered.  He sighed.  “Fuck. . .”

Margaret’s man sighed.  “Fuck is right.”  He took a deep breath, then cleared his throat and said, “But enough of that.  A deal’s a deal, so let’s exchange names.”

“Fair enough,” Pam’s man agreed.  “I did give you my word.”

“And the word is a measure of a man,” Margaret’s man told him, chuckling.

“Yep.”  Pam’s man paused, then said, “Nick.  My name’s Nick.”

“Nice to meet you, Nick,” Margaret’s man, holding out his hand.  “I’m Jack.”

Nick shook his hand with a nod and a smile.  Once they were done, he suggested, “What do you say we find a hotel somewhere to lie low?”

“You and me sharing a hotel room, hmm?” Jack said, chuckling.  “If you want to sleep with me, better to ask straight up than dance around what you mean.”

Nick blushed, and felt a bit flustered, but he tried not to show it.  “I wasn’t trying to sleep with you!  Though I wouldn’t object to the idea. . .”

“Oh, you wouldn’t huh?”  Jack smiled.  “Go on.”

Now Nick felt even more flustered.  “W-Well, hypothetically, you might be the type of guy I would want to sleep with, though I can’t say I’ve slept with that many people in general. . .”

“Oh, so you’re inexperienced?”

“I’m not inexperienced!” Nick protested.  “I just . . . I just. . .”  He sighed, and muttered, “Ok, maybe I am inexperienced.”

“Well lucky for you, I’m a rather experienced dominant,” Jack said.  “I’m good with newbies.”

“You’re a dominant?” Nick asked, surprised.

Jack shrugged.  “Man’s got to have a hobby.  Mine just happens to involve kink.  Now, tell me what you want out of this.”

“What do you mean?” Nick asked.

“I mean, I’m versatile—what you want in the bedroom, I can most likely provide,” Jack explained.  “But I can’t do that unless you’re honest about what you’re looking for.”

“Well, I’m pretty flexible,” Nick told him.  “I’ve been dominant in the bedroom sometimes, submissive in others.”

“But what do you want the most?” Jack prodded.

Nick blushed, turning away.  Jack smiled and urged him, “Come on, you can say it.  Don’t be shy.”

Nick sighed.  “Fine.  You know what I want the most?”  He hesitated, then blurted out, “I want to be treated like a cockroach under a sexy daddy’s boot.  Can you provide that?”

Jack smiled.  “Now we’re getting somewhere.  I can work with that.”  He started the car.  “Come on, let’s go.  I’ll pick up some things to spice up our night on the way.”

“Sounds good,” Nick said, nodding, face still red.  “Let’s do this.”

After a brief stop at a sex store Jack knew about (he came out with a very full bag, but refused to divulge to Nick what was in it), they went to the hotel and booked a room.  Once inside, Jack put the bag on the ground and turned to Nick.  They were both standing over the bed.

“You know the stoplight system?” he asked.

“Yeah, I know it,” Nick replied.

“Good,” Jack said, giving him an approving nod.  “Let’s have a non-verbal safeword too.  You need me to stop at any point, tap my leg or side 3 times.  Understand?”

“I understand,” Nick confirmed.

Jack nodded.  Then, his face darkened, and when he looked at Nick, his demeanor had completely changed.

“Alright, princess, here’s how tonight’s going to go,” he said in a loud & authoritative voice.  “I want you on your knees in front of this bed, and you are going to suck me off.  Do I make myself clear?”

Nick chuckled.  “Princess?  Come on, that’s a little—”

SLAP!  Jack struck Nick across the face, causing Nick to stumble back and fall down on the bed.  “I said,” Jack repeated, “do I make myself clear?”

Nick looked up at him thinking two things: (1) That was unexpected, holy shit, & (2) Oh my god, I’ve never been so aroused in my life.

“Yes, I understand,” Nick said.

“When you speak to me, you refer to me as sir,” Jack replied, in a dangerously calm voice.  “So try that again, princess.”

Nick swallowed hard.  “Yes, I understand, sir.

“Very good.”  Jack gave him an approving nod.

The dominant walked over to the bag and pulled out two items: a collar & leash, both pink and clearly part of a matching set.  “On your knees,” Jack ordered, walking back and shoving Nick off of the bed.

Nick obeyed him, and Jack sat down on the edge of the bed.  He then bent down and strapped the collar around Nick’s neck—when it was sealed around him with a click, a pleasant tingle travelled down Nick’s spine.  He’d never felt so much like someone’s plaything before, like an object to be degraded and used.  It was quite a thrill. . .

Jack attached the leash to the collar and gave it a strong tug, snapping Nick back to reality as their faces became inches apart.  “You belong to me, princess,” Jack said, in a tone that indicated that the statement was not up for debate.

Nick decided to try anyway.  “I highly doubt that,” he replied with a smirk.

“Oh, you’re certainly a bratty one,” Jack remarked, chuckling.  “But that won’t last long.  I’m a good tamer for brats like you.”  He tugged the leash again as he leaned back, jolting Nick forward.  “I’ll make sure you know your place.”

He pulled down his pants & underwear, then pointed at his dick.  “Get sucking, princess,” he ordered.

Nick chuckled.  “What happened to your balls, old man?” he teased.  “They get chopped off?”

“That’s sir to you,” Jack snapped.  “And be lucky they’re not there for you to choke on, brat.  Now, do as you’re told.”

“Yes, sir,” Nick agreed, quickly.

He ran his tongue across Jack’s penis as he got himself warmed up, licking it a few times.  “Ah yes . . . that feels good, princess,” Jack said, closing his eyes.  “Good job. . . Keep going. . .”

So, Nick guided the tip of Jack’s cock into his mouth, and made his way up its length.  It was a bit bigger & thicker than Nick was used to, but the thought of pleasing his new master encouraged him to embrace the challenge.  He brought his lips up & down Jack’s length, running his tongue across it.

Jack moaned, and Nick felt a hand on his head.  Suddenly, his hair was grabbed & tugged, sending an unexpected flood of arousal through him—oh, so he had a hair pulling kink.  Noted.  Tonight was full of new discoveries. . .

“I’m almost there, princess,” Jack said, gripping Nick’s hair harder.  “Just a little more. . .”

Feeling encouraged by his master’s words, Nick continued to suck, until he heard Jack let out a loud, orgasmic cry, letting go of his hair.  He expected cum to stream into his mouth, but then he remembered: right, no balls.

He released Jack’s penis and looked up at his master with pleading eyes.  “Did I do good, sir?” he asked.

“You did great, princess,” Jack said, gently petting his head.  “Come up on the bed; we’ll wind down with some aftercare & cuddles.”

Nick obeyed him, and a moment later, the two were leaning against the headboard and under the covers.  As Nick returned to reality, he said to Jack, “If you tell anyone in our business about tonight. . .”

“Relax, I won’t,” Jack reassured him, kissing him on the forehead.  “This stays between us.”  He gave Nick a smile and asked, “How do you feel?”

“Honestly?  A bit embarrassed,” Nick admitted.

“That’s the sub drop talking,” Jack told him.  He put an arm around Nick.  “Nothing wrong with liking what you like, and being who you want to be in the bedroom.  You have no reason to be embarrassed.”

Nick nodded.  “Thanks.”

The two sat in silence for a moment.  Then, Jack chuckled, and asked, “What should we do next time?”

Nick shrugged.  “I don’t know.  Something with the Kid, I think.”  He hadn’t meant to let that slip out, and slapped a hand over his mouth.

Jack smirked.  “Oh, interested.  So I’m not the only one who found that twink attractive, huh?”

Nick squirmed.  “Twink is a very choice word. . .”

“Come on, it fits, doesn’t it?”

“. . . Maybe.”

Jack kissed Nick on the forehead.  “We can get in touch with him tomorrow, princess.  How’s that?”

Nick couldn’t help but smile.  “Works for me.  I’d like that.”

The two of them continued cuddling together, until they eventually fell asleep.

Chapter 2: Austin Arrives

Notes:

I found out that The Kid is named Austin thanks to a clip on YouTube, who knew? https://www.youtube.com/watch?v=HOoafnrOmfw
Also Jack & Austin are trans, sorry not sorry lmao.

Chapter Text

“So, let me get this straight,” Austin said to Jack & Nick, for the millionth time that night.  They were currently in Jack & Nick’s hotel room.  “You two . . . really want to have sex . . . with me?”

“Yes,” Jack said, at the same time Nick said, “Don’t let it get to your head.”

Austin nodded, processing the information that this was real, the two coolest men he had ever met wanted to fuck him; they hadn’t been pulling his leg after all.  “Huh.  Um, wow.  Cool!”

Nick couldn’t help but chuckle to himself.  There was something about The Kid’s (he still called Austin that, despite knowing the guy’s name) naïve, infectious energy that was kind of adorable.  Maybe he really was twink material, like Jack said.

But then, he saw that Austin looked very nervous.  “What’s wrong?” he asked.

“Well, there’s just something you gotta know,” Austin said, fidgeting and scratching his head.  “Before anything gets started, I gotta tell you two, rip the bandaid off.  Because I don’t want to disappoint anybody, right?  That would suck so fucking much, and—!”

“Get to the point,” Jack said, gently but firmly.

“Ok,” Austin agreed.  He took a deep breath, then burst out, “I’m trans.”

Nick was surprised.  He didn’t know that many trans guys—hell, he didn’t know that many trans people in general.  But he wouldn’t have known that about The Kid if it hadn’t just been said.  The Kid continued, “I’ve had top surgery, but I don’t want bottom surgery; I like my vagina just the way it is, you know?  I hope that doesn’t turn you guys off, because I’ve had people who’ve wanted to sleep with me turn me down before because of this stuff, so. . .”

Nick turned to Jack.  For some reason, he wanted to follow the other man’s lead.  Something in his gut was telling him to.

Jack said nothing for a good few seconds.  Then, he smiled, and took off his shirt, revealing his chest.

Austin let out a, “Oh!” while Nick’s eyebrows went up in surprise.  Jack clearly had top surgery scars—he was trans too!  So that’s why he didn’t have any balls, Nick realized. . .

“Holy shit!” Austin exclaimed, looking excited.  He took off his shirt too, showing off his own scars.

“That’s a good reaction,” Jack said with a smile.  “What type of top surgery did you have, keyhole?”

“Yeah,” Austin said.  “You?”

“Double incision,” Jack replied.  He chuckled.  “I don’t look it now, but I used to have pretty big mommy milkers back in the day.”  He winked at Nick.  “I have a feeling you would’ve liked them.”

Nick blushed.  Jack asked Austin, “I assume you don’t have sensation in the nipples anymore?”

“I do, actually,” Austin replied with a goofy grin.  “There’s some new medical techniques now that make it possible. . . It’s all pretty cool!”

“Huh,” Jack said, chuckling.  “That’s what I get from transitioning in my youth, I suppose. . . Not that I regret it.”

Nick cleared his throat.  The two men—one adorable twink, and one daddy dom—turned to him.  “I hate to interrupt,” Nick said to them, “but aren’t the three of us supposed to be having sex?”

There was a brief pause.  Then, Austin said, “Sorry, that’s my fault.”  As The Kid continued speaking, he scrambled to put his shirt back on.  “I got us all distracted—that’s something people say I do a lot, geez. . . I’m sorry, I really am. . .”

“Don’t worry about it, kid,” Jack said.  “I guess Nick’s just eager to start.”  He turned to Nick, and said with a smirk.  “And I think I have a good idea of what I want to ask my little princess to do tonight.”

“Oh yeah?” Nick asked, smirking back.  “What’s that, sir?”

Jack smiled.

“Ever try boy pussy, Nick?”