Chapter 1: At the Haunted Hotel
Chapter Text
Tori hated working nights at the front desk of the hotel. It was creepy as hell. Too quiet, but with random sounds without any cause. The lights flickered all the time, too, and she often felt like she was in a horror movie. Whenever she went into the supply room, she sensed she wasn’t alone and the hairs on the back of her neck stood up. She was convinced the place was haunted, but she tried to reason with herself and tough it out because she needed the job.
Tori was feeling on edge, and she was tempted to put music on, when in walked three very good looking men, all tall, two of them blonde and one with longer dark hair. The youngest one smiled and held up his hand in an awkward almost-wave.
“Hello.” He said, “We’re hoping to stay the night. Do you have a large suite available?”
“I’ll just check the system for you, one moment please.” She said, and out of the corner of her eye, she could see all three men looking around, scrutinizing the lobby while they waited, “Yes, we have one. Number four-fourteen, it’s got two beds and a pullout sofa to sleep on. It’s already got enough blankets and towels for three guests.”
The older blonde held out his hand for the set of keycards, so she gave them to him. He’d used a credit card to pay, and she noticed the name listed was Mr. Steven Tyler. She looked up at the man somewhat suspiciously, but the payment went through, so she wasn’t going to worry about it. So what if he had the same name as a rockstar?
“Uh, before we go up to our room, would you mind telling us if you’ve noticed anything weird around here?” The long haired man said gently.
“Like what?” Tori asked.
“Cold spots, unusual smells, lights flickering…” He said.
“All the time. I think it’s haunted here.” She said with a wry smile.
“You do?” The youngest one asked excitedly.
“Yeah. Did you come here because you like haunted hotels?” She asked.
“Not exactly. Interested in them, more like.” The long haired one said, “Where would you say the worst area is for these experiences?”
“The supply closet at the end of the hall, I avoid going in it.” She said.
“Okay, well, thanks for your time. My name is Sam, by the way.” Sam was the tallest, long haired guy.
“And I’m Jack.” The youngest one said.
“And you must be Steven Tyler…” She said to the third man, who gave a bit of a goofy grin.
“Yep, that’s me.” He said.
Tori giggled, then she replied “Okay. It’s nice meeting you all. I hope you have a good stay and that you can actually sleep despite the haunting.”
They thanked her and left for their suite, which meant she was in creepy solitude once more.
After snooping around several of the hotel floors, Dean, Sam and Jack went into their suite to get some sleep. Well, the brothers did, while Jack sat on the sofa, researching and getting bored. Jack decided to do some more investigating while Sam and Dean slept.
~ ~ ~
Tori was so tired, her eyes were barely staying open as she watched Ghostfacers on her phone, which she held on her lap. The Ghostfacers should come to the hotel. Suddenly, she was startled half to death by a “Hello!” right by her desk. She jumped and dropped her phone on the floor. It was the young guy, Jack, from earlier.
“I’m very sorry, I didn’t mean to scare you.” He said.
Tori caught her breath, “It’s okay, I was just kind of dozing off. Let me pause this show…” She bent down to retrieve her phone and turn off the episode.
“You’re watching a show about ghosts?” Jack asked.
“Yeah.”
“Ghosts are real.” He informed her.
“I believe they are.” She said.
“Good, because they’re as real as you and I.” Jack said in a pleasant tone.
“I think I saw a ghost once, as a kid.” She said.
Jack nodded, “I’m positive you did. We’re actually here investigating a possible ghost.”
“Like Ghostfacers?!” She asked.
“I don’t know what those are.” He said, frowning in confusion.
“It’s the show I was watching when you scared me,” She laughed, “It’s so fun. Here, look, I’ll show you a clip.”
“Interesting. Do they end up salting and burning the remains to send the spirit away?” Jack said.
“…No…?” Tori responded. This man must be part of a strange, hardcore group of paranormal investigators, doing stuff that could never be shown on TV or the internet.
Tori leaned back in her chair and studied him, “So…You’re here at the hotel because of a ghost. Is Jack your real name?”
“It is. And Sam is called Sam.”
“And…Steven Tyler?” She said, smirking.
“His name is actually Dean. Please don’t tell him I told you.” Jack said.
She giggled, “I won’t.”
After yawning, she added, “What are you doing down here at one in the morning?”
“I don’t—Uh, I can’t sleep most of the time.” He said.
“You’re lucky. This job makes me wish I had that problem, because my problem is that I’m always falling asleep on these night shifts.” She complained.
Jack considered things for several moments, “I could sit here while you go and rest.” He offered.
“That would be against the rules.” Tori said sadly.
“You don’t always need to follow rules, especially when they’re bad for you.” Jack said.
“It’s nice of you to offer, Jack, but I don’t want to get fired.”
“Nobody will know. Just sleep for a few hours.” Jack persisted.
The fatigue pulling at her eyelids and brain made her give up and be persuaded.
“Okay, but don’t touch any of the buttons. There won’t be any more check-ins and people don’t check out until the morning. All you have to do is sit here, literally.”
“I can do that.” Jack said, smiling enthusiastically.
Tori got up and Jack replaced her in the chair. He looked excited to be doing something important.
“Thanks, Jack. I’ll just grab the room next door and sleep for a little while. If you need anything, come get me.” She said, then she took the keycard to room 103 and left Jack at the front desk in favour of sleep.
As soon as Tori locked the room door behind her, she crawled into bed and dozed off in record time.
Tori awoke to a sensation like falling, and as she entered wakefulness, somehow the bed was being pulled across the room. It slammed into the wall, then the mattress was pulled out from beneath her, causing her to fall on the floor. She couldn’t see anything at first, then she saw a shadowy figure like an old hag, coming towards her. Tori got up, screaming, and ran into the bathroom as fast as she could, then there was a whoosh behind her as the entity threw her forward into the glass shower door. She crashed through it, vaguely aware of cuts and gashes on her skin from the broken glass.
Tori heard a loud slamming like the door was kicked in, then as she pulled herself up to her hands and knees in the shower, she saw the old hag in the bathroom with her. The next moment, Jack appeared behind the entity and shouted “No!” He raised his hand towards the hag and the air seemed to distort in golden waves before the hag disintegrated. Jack was still holding his hand out and the irises of his eyes were brightly glowing gold for several moments before going back to his normal appearance and rushing to help her.
“You’re bleeding.” He said, and she looked down at the multitude of slices on her arms and knees, with blood slowly dripping on the shards of glass under her.
Jack lifted Tori to a standing position and coaxed her back into the room, where he sat her on the chair.
“It’s okay, I’m going to heal you.” Jack soothed, then his hand hovered over her arm first, then centred near her heart. “You’re fully healed and the spirit is gone. Everything will be okay now.”
“What…how…” Tori attempted.
“I’m half-human and half-angel. Lucifer is my father—my mother was a very nice human, though.”
“I…I don’t really know what to say to that, but thank you for saving me. I can’t thank you enough.”
“You already thanked me.” He said with a friendly smile, and she laughed.
“Okay.” She chuckled.
“The hotel shouldn’t be haunted anymore.” He said.
“This is unbelievable. Are you sure I’m not dreaming?” She said humorously.
“I’m sure. Would you like to go back to sleep now that it’s safe?” He said.
“I don’t think I’d be able to, after what happened.” She said.
Jack got a determined smirk on his face, then he used his powers to repair the shower and put the bed back to normal.
“Now, come here.” He said, sitting on the bed with his back against the headboard.
Tori hesitated, but she approached the bed.
“I’ll be right here to protect you while you sleep.” He said triumphantly about his idea.
“Are you sure? You don’t have to…” She said, but he patted the bed confidently, urging her to join him.
Tori got on top of the covers beside Jack. There was a sound behind her, which made her jump and rush to his side.
“That was the air conditioner.” Jack said, while contentedly putting his arm around her, “There’s nothing supernatural in this hotel anymore. Well, apart from me, I suppose.”
Tori took a deep breath to calm herself down, then she rested her head on Jack’s shoulder.
~ ~ ~
Sam was stretching on his bed and Dean was making coffee when Jack rushed into the suite.
“I got rid of the ghost, but can we stay here a while longer? I’d like to have sex with the receptionist.” Jack said.
Dean and Sam looked at each other.
“Uh…what?” Dean said.
Jack went to repeat himself but Sam interrupted him, “What happened last night, Jack?”
“I couldn’t sleep, so I went down to the front desk and spent time with the receptionist, then she got tired so I said I’d sit at the desk while she slept in a nearby room. Then I heard her scream and when I went in, the ghost was attacking her, so I used my powers to get rid of it and then heal her. Then we rested in the same bed and I wanted to have sex with her but I thought I should wait. I wanted to check with you first.”
Sam and Dean exchanged looks again.
“Um, well…” Sam began.
“Aw. Good for you.” Dean said proudly.
“I don’t know if you should be encouraging Jack to lose his virginity to a woman he’ll probably never see again.” Sam told his brother.
“It’s fine. Besides, it might be a horribly embarrassing experience and then he won’t want to see her again anyway.” Dean said.
Sam sighed.
“Jack, I’m glad you waited and you’re thinking it through. We can stay here for a few more days, if you really want to.” Sam said.
“Okay! Uh, do we have condoms?” Jack said.
“I do.” Dean said.
Sam rolled his eyes slightly; he’d never been one for casual sex, but he supposed it would be okay as long as Jack used protection. The world didn’t need a nephilim having another nephilim, or whatever the offspring would be from a nephilim and a human.
Dean rummaged through his bag and tossed an entire box of condoms at Jack, who caught it, “Those should fit.”
After Sam and Jack stared at him for a few moments, Dean added, “What? He was naked when we found him.” He said to Sam.
“Yeah, but does he need a whole box?” Sam said.
Jack was focused on reading the package, but Sam took it out of his hands and opened it. He handed Jack one condom.
“Oh come on, just one?” Dean said, “An all-powerful being and you’re giving him one. What if he breaks it or something?”
Sam sighed and gave Jack another.
“Two? Jack, what’s your stamina like?” Dean said.
“I don’t know.” Jack answered uncertainly.
Sam looked at Jack, and he was reminded of the fact that Jack was a nephilim, not a regular person. He handed him two more condoms, “Okay, just in case…take these.”
Jack was standing there, smiling, while awkwardly holding the packaged condoms in his cupped hands.
“Wait, do you know how to use them?” Sam said.
“No. The porn I’ve watched didn’t include condoms.” Jack stated, to Sam’s shock. Dean made a “heh” type of sound, smirking amusedly.
“…Okay, uh…” Sam responded uncomfortably.
Dean cued up a video on his phone, then he showed it to Jack while Sam blushed and looked away. Jack observed a man’s hands in the video, stroking his cock to make sure he was fully hard, then he put a condom on. Jack was intrigued, and it seemed like the video ended too soon, he wanted to see more.
“I see. Thank you, Dean. I’ll do that when I get an erection with her.” Jack said, then he looked down, “Actually, I’m hard now.”
Dean and Sam glanced at one another again.
“Oh. You liked that video, huh?” Dean said.
“Yes,” Jack nodded, “Well, I think I’ll go see if the receptionist is around.”
The brothers were kind of relieved when the awkward interaction ended as Jack left the suite. The door closed.
“Really, Dean? You show him an explicit video?” Sam said.
“It was a helpful demonstration. I sure as hell wasn’t gonna demonstrate on him, or myself, and we don’t have any bananas to practice on.” Dean said, “Unless…you wanted to show him…”
“What?! No.” Sam replied indignantly.
Dean knew his brother too well to be fooled; he raised his eyebrows at Sam. “Damn, I did not expect you to lust after our orphan nephilim charge, but it’s understandable. I mean, he’s kinda adorable.”
Sam just stood there blushing.
The next moment, Jack walked back into the suite, “What if I accidentally turn it over and I can’t figure out which way to roll it down?”
“Oh Jesus.” Dean sighed exasperatedly, “Sam will show you. I gotta go get some decent coffee.”
Dean left abruptly, leaving Sam with the curious nephilim. Jack’s blue eyes gazed hopefully at him.
“Uh, listen…Jack…um…” Sam began.
“Dean said you’d show me, and I like that idea. Can we practice before I go see the receptionist?” Jack said eagerly.
“I guess you could, uh, practice putting it on in the bathroom.” Sam suggested.
“But Dean said—”
“Dean was being inappropriate.” Sam told him.
“Would you please show me, Sam?”
Sam couldn’t resist Jack’s imploring tone and his pleading eyes, “…Okay, fine.”
Sam opened one of the foil packages and proceeded to hold the condom on one of his fingers, but the lubricant made it slip as he tried to show how it wouldn’t roll down if it were inside out. When Sam looked at Jack, he froze; the nephilim had his fly open and he was stroking his erection. Sam immediately started to get hard at the sight.
“Jack…” He breathed.
“Okay, I’m ready.” Jack announced.
“Uh, here…” Sam went to give him the condom, but Jack took his wrist and guided it down towards his erection, expecting Sam to put it on for him. “Do you…want me to put it on you?”
“Yes.” Jack said softly.
The nephilim exhaled loudly as Sam grasped his cock with one large hand. Sam first put the condom on upside down and showed Jack how it wouldn’t roll along his erection, then he corrected it and the condom rolled with his hand, gliding down Jack’s length to the base. Jack made a small whimpering sound, which went straight to Sam’s own throbbing erection.
“That felt really good. No one’s ever touched me like this before.” Jack said.
Sam’s resolve was crumbling; he wasn’t sure he could let go and back away, as he was craving giving the nephilim more pleasure.
“Yeah, it…felt good for me, too.” Sam confessed. Jack’s brow furrowed as he searched Sam’s face.
“Do you want to have sex with me?” Jack asked curiously.
“I…actually, I do, but that would be…wrong.” Sam said.
“How would it be wrong if we both want to?” Jack challenged.
“I’m one of your guardians, Jack, that’s not something that should be mixed with a sexual relationship.” Sam said, although his hand was still on Jack’s cock; he didn’t want to pull away.
Jack thrust into Sam’s hand, seeking stimulation while grabbing onto the taller man’s flannel shirt.
“Jack,” Sam breathed, “You’re so sweet, but we should probably stop…”
“I want to keep going, if you do too. It feels amazing.” Jack said, pulling Sam closer by the front of his shirt.
“I want to, I just…” Sam whispered reluctantly.
“Can we take the condom off now? I’d like to feel your hand better.” Jack said.
Sam sighed and gave into the temptation; the nephilim took after Lucifer, he supposed.
“Sit on the edge of the bed, Jack. I’ll take the condom off,” and the nephilim complied, “Do you want to feel my hand on you…Or my mouth?”
Sam knelt in front of Jack, ready to serve him in any way he wanted.
“Oh. M-mouth, please.” Jack said with a shiver as Sam gently removed the condom, “I’ve seen it in videos, but I haven’t done it yet.”
Sam felt dirty for giving these firsts to the innocent nephilim, but he rationalized it as Jack exploring sex with someone safe, someone who could help him handle his powers if they got out of hand.
“Ready?” Sam asked quietly, and Jack nodded eagerly.
Sam held Jack’s cock, guiding it towards his mouth while the nephilim watched in lustful anticipation, then he gently licked the tip, which made Jack squirm. Sam thanked his past sexual experiences with guys at college for knowing what to do now. Sam repeatedly ran his tongue over the head of Jack’s cock; Jack’s cheeks flushed pink and his brow furrowed. Sam felt and tasted a little bit of slippery precum, and he used his lips to spread it around. Jack whimpered and tilted his head back, his cute pout parted as he breathed heavier.
Sam put his mouth over the nephilim’s cock and began taking it deeper, then he sucked and bobbed his head while stroking the base of it. He kept his eyes on Jack’s face to watch his reactions; Jack had closed his eyes to concentrate but then he looked down at Sam. He was gorgeous, with his dark blonde hair falling into his face and his eyes shining golden light from the irises. Sam wasn’t intimidated by the nephilim’s grace, he could die pretty happily right now if Jack’s powers accidentally detonated and ended the world.
Jack whined and thrust into Sam’s mouth, wanting him to go faster. He didn’t want to hurt Sam but he was on the verge of sweet release and becoming impatient. Sam gave him faster movements, only briefly pausing to swirl his flattened tongue over the head again, lapping the fluid there.
Sam’s erection was throbbing and straining against his jeans as more of the nephilim’s precum coated his tongue.
“Sam, I’m gonna…” Jack panted urgently in warning.
Sam firmly held Jack’s thighs and bobbed quickly up and down, tightening his lips around Jack’s cock. He was giving Jack the strong message that he wouldn’t pull away, he wanted him to come in his mouth. Jack allowed himself to approach the peak, knowing that Sam wanted him to.
Sam noticed Jack’s hands were gripping the bedding, so he took them and put them in his hair. Jack’s fingers dove into his hair and pulled tightly, which made Sam moan. He heard the sweetest moans from Jack, and felt his cock become even more rigid in his mouth, then Jack cried out as his orgasm hit him.
At that moment, the lights flickered, the faucets turned on full blast and they heard a loud crash and car horns outside.
Sam felt Jack’s cock pulse against his lips, then warm jets of cum slipped over his tongue, down his throat as he swallowed.
~ ~ ~
Dean saw the traffic lights all turn green at the same time, leading to minor accidents at the intersection; he managed to swerve into the hotel parking lot, avoiding damage to Baby. The tray of coffees leaned precariously against his side, but didn’t spill as he stopped the car.
“Well son of a bitch. Sam must’ve fucked Jack…” Dean muttered to himself.
~ ~ ~
Sam gently pulled away and Jack slumped back on the bed, breathless and relieved, only for a few moments before sitting bolt upright again.
“Sorry! I’ll fix things.” Jack blurted, then he closed his eyes to focus; the car horns stopped and the water in the hotel suite turned off.
Sam smirked amusedly, “It’s okay, Jack. You don’t have total control over your powers yet, especially during an orgasm.”
“I hope I didn’t hurt anyone. Um, Sam...is it always that good? Because you were amazing.” Jack said, fixing his boxers and zipping up his jeans.
“Uh, maybe? I’m not sure.” Sam laughed; he wasn’t sure how his oral sex skills might compare to other people.
Sam stood up from the floor just in time for the door to open and for Dean to walk in with a tray of coffees. The door closed and Dean stared at them.
“So…are you done? Whoa, Sammy, you’re still, uh, do you need more time?” Dean said awkwardly, noticing Sam’s bulge in his jeans.
Sam blushed, “I’m good. Let’s have coffee.”
Jack bit his lip as he studied the front of Sam’s jeans; he wanted to return the favour. Sam went into the bathroom to wash his hands, then he returned and Dean handed out the cups of coffee according to their preferences. Jack’s was sweet and milky, his own was black and Sam’s was somewhere between the two.
Dean stared at them with a goofy grin.
“Dean, stop it.” Sam sighed.
“What, I can’t smile at you guys?” Dean teased.
“You’re being an ass.” Sam said.
“I’m happy for you two. Really, I am. It’s also kinda funny that you managed to blow Jack’s mind to the point he caused a pileup outside.”
“Sorry about that, I didn’t mean to.” Jack said.
“It’s okay, it wasn’t serious.” Dean said, “So, do you still want to stay here for a while so you can screw the receptionist?”
“Hmm. No, I think I’d like to do more with Sam.” Jack said honestly.
“Jack…” Sam said in shock.
Dean was highly amused. His brother got the nephilim hooked, apparently.
“Do you not want to do anything else with me?” Jack asked Sam.
“I…no, I do, it’s just…like we talked about earlier, I’m your guardian, and…” Sam rambled nervously.
“You both want to, so just go for it.” Dean said impatiently.
“Cas will kill me, Dean.” Sam said.
“Yes.” Dean said, then he laughed, “I’m just kidding, he’ll understand.”
“What if Castiel kills me?” Jack asked, frowning.
“He won’t kill either of you.” Dean assured them, “Come on, let’s get outta here.”
After packing up their bags, the three went to check out but nobody was at the desk, so Jack left a sticky note saying “Tori, sorry if I’m ‘ghosting’ you, but we’re heading out. We’ll be back if there’s another haunting. — Jack”
(To Be Continued...)
Chapter 2: On the Road
Chapter Text
During the road trip towards the bunker, Sam said he was getting a headache, and Jack automatically reached forward from the backseat, touched his forehead and healed him. Sam thanked him, but Jack didn’t stop there; the nephilim’s hands went into his hair, gently massaging and apparently luxuriating in the brunette locks. Dean gave Sam a sidelong glance and smirked amusedly while Sam blushed. Luckily the pink light of the sunset hid the flush of his cheeks.
Jack was enthralled with Sam’s hair and with touching him; he was enjoying being able to share more intimate touches with the hunter.
Dean had been driving almost all day. He’d refused to let Sam take over, and especially Jack, since he wasn’t an experienced driver yet. He couldn’t risk Baby getting totalled. Eventually, Dean realized he was too drowsy and they stopped at a motel for the night. They were fairly close to the bunker but it would still be a couple hours’ drive, so they all decided to save that for the next day.
They got a room with two beds and there wasn’t a couch, just a chair. Jack said he’d sit in the chair but Dean suggested sharing with Sam instead. Sam reluctantly agreed, so after changing into pyjamas, he and the nephilim got into the small bed together. Sam wore a t-shirt and soft pyjama pants while Jack only wore a pair of blue boxers.
Much to Sam’s embarrassment, Dean was still awake in the next bed when Jack snuggled closer and put his hand on Sam’s chest, slowly wandering and caressing. Sam knew this would happen if they tried to sleep in the same bed. Jack put his leg over Sam’s thigh and leaned on him, nuzzling into his neck. He liked how the hunter’s neck and hair smelled. Dean cleared his throat loudly from the other bed, but Jack didn’t stop giving Sam his affection; the nephilim had no sense of modesty, along with his lack of knowledge of rules for displays of affection. While it was endearing, Sam cringed inwardly as his brother sat up to look at them. Jack was starting to hump his hip.
Dean’s mouth dropped open as he saw Jack humping Sam in the lamplight. Jack clearly didn’t take the hint; Dean considered clearing his throat again but decided it wouldn’t work. He just laid back down, facing the other way and he put the pillow over his head.
Sam almost laughed as he noticed Dean’s reaction; it was funny whenever his stoic big brother got flustered. His attention was recaptured by Jack, who was pressing his lips to Sam’s neck.
“Jack…” Sam whispered.
“Please, Sam? I’d like to return the favour from earlier.” Jack said quietly.
Dean pressed the pillow to his ear; Jack was probably going to give Sam a blow job or hand job in the next bed and he didn’t want to hear it. He should’ve had more to drink so that he would pass out.
“You don’t have to. How about I use my hand to make you come, then we sleep?” Sam whispered.
“Aren’t you horny? You’re so hard.” Jack said, rubbing his inner thigh against the hard shape of Sam’s cock in his pyjama pants.
“Yeah, but…Dean’s right there.” Sam whispered.
Jack looked over at Dean.
“Dean, do you want me to make it so you can’t hear anything for a while?” Jack asked.
“Yes!” Dean shouted from under the pillow.
Jack smiled and snapped his fingers, then Dean noticed absolute silence. He relaxed and peacefully put his head on the pillow, still facing the wall.
“There. Now can I suck your cock?” Jack said eagerly.
“Kiss me first.” Sam purred, caressing Jack’s cheek and soft hair.
The nephilim’s lips were soft against Sam’s, forming a tentative kiss. Sam cupped Jack’s chin with one hand and held him close to deepen the kiss with his tongue. Jack opened his mouth and made a small whimpering sound at the feel of Sam’s tongue slipping past his lips. Jack let Sam lead the kissing so he could learn what they both liked.
Jack slid his hand under Sam’s t-shirt, revelling in his warm skin and firm, toned muscles; he’d been wanting to explore Sam’s body since earlier at the haunted hotel. Sam was so big and strong, Jack admired him, craved him, loved him. Jack moved down the bed to continue his exploration with kisses to Sam’s abs, which made Sam breathe heavier.
Sam was surprised when Jack tugged on the waistband of his pyjama pants; the nephilim was very eager and impatient.
“Okay, Jack, you can pull them down for me.” He said, smiling slightly, then he lifted up so Jack could smoothly pull the pyjama pants down to his knees. Jack’s eyes widened subtly as he took in the sight of Sam’s cock in front of his face.
Jack realized the hunter was also above average size down there. He wondered if he’d be able to manage it, then Sam’s fingertips gently went under his chin, bringing his gaze back up to make eye contact.
“You don’t have to do anything you’re not comfortable with.” Sam reminded him.
“I know, I really really want to, I just haven’t done this before. You might have to help me.” Jack said, then he smiled in his usual determined and cute way, making Sam’s heart melt.
“Take your time.” Sam said, holding Jack’s cheek and brushing his thumb across his smooth skin. Jack nodded gently before he leaned down and licked the head of Sam’s cock to taste it.
Sam exhaled sharply and Jack made a quiet “mm” noise, then he continued exploring with his tongue. Jack grasped Sam’s cock, lightly stroking it, then putting his mouth over it. Sam moaned breathily at the sensation.
Jack was so thrilled to taste and feel Sam’s cock in his mouth, to sense Sam’s pleasure, his grace began to resonate stronger throughout his body.
Sam ran his fingers through Jack’s hair, and when the nephilim looked up at his face again, his eyes were glowing gold like they did earlier when he was in intense orgasmic pleasure. Sam could hardly believe it, but Jack must’ve been so aroused by giving him oral sex that he was having trouble controlling his powers. He noticed Jack was subtly humping the bed as he began bobbing his head faster. The lamp flickered and the air conditioner faltered for a few seconds. Jack’s glowing eyes searched Sam’s face.
“It’s okay…good boy…” Sam soothed, stroking his hair; he didn’t know where that came from, he just said it. Jack responded with a weak moan, and he shuddered, closing his golden eyes for several moments.
Jack pulled away and looked at Sam with regular human eyes, “Sam, I just…I just came on the bed.”
Sam almost blew his load then, too; the nephilim clearly had a praise kink, and it was the hottest fucking thing ever.
“That’s so hot, Jack…ohh fuck.”
“Really?”
“Oh god yes.” Sam breathed.
He hoped Chuck wasn’t paying attention to the current situation, but then again, screw it. He pulled Jack closer and then flipped their positions so Jack was on his back underneath him.
Sam kissed down Jack’s chest and abdomen, then he looked at the wet spot on the blue fabric of his boxers before pulling them down. Sam hungrily tasted Jack’s release. Jack squirmed slightly because he was oversensitive, but he lifted his hips to timidly nudge against Sam’s mouth. It felt too good not to.
“Sam, you haven’t come yet. I wanna make you come.” Jack said.
Sam got on top of Jack, reached down and held their cocks together. Jack was still slippery from the mess he’d made in his boxers.
“You will. Just like this.” Sam panted intensely; he was moving his hand and rutting against Jack’s cock, “Fuck, Jack…so good…such a good boy for me…”
Jack’s eyes ignited with grace again and his fingertips dug into Sam’s muscular sides. Sam was amazed to feel Jack fully hard in his hand already; Jack pulled Sam into a kiss, then their breathing became puffs of air on each other’s faces. Sam moved faster, both his hand and his cock gliding against Jack’s erection.
“I’m…gonna come, Jack…” Sam breathed.
“Yes!” Jack mewled in encouragement.
A few moments later, Jack felt Sam come so hard, the warm spurts hit his neck, chest, and then his abdomen. The feel of it and the look of pure bliss on Sam’s face made Jack reach another orgasm, his own cum adding to Sam’s between their bodies.
Sam was lost in the pleasure, it seemed like he and Jack were alone in the universe; all he was aware of was the ecstatic release, along with Jack’s gorgeous face and bright gold eyes. As they caught their breath, the nephilim’s irises changed back to his human blue ones.
Sam petted the side of Jack’s head and smiled down at him, “You didn’t blow anything up or cause a car accident this time. Well done.”
Jack leaned into his touch at the praise, and Sam’s heart melted once more. “Thank you, Sam. I feel amazing. I love doing this with you.”
“Same. But you don’t have to thank me.” Sam said.
“I love you.” Jack said earnestly, with his eyebrows furrowing upwards.
“I love you too.” Sam replied, full of emotion; he loved Jack in so many different ways, it was overwhelming.
They kissed, then Sam looked down at Jack’s bare torso, covered in their combined ejaculate, “We should get you cleaned up.”
Jack closed his eyes, then instantly they were both clean and dry.
“Well, that’s one way of doing it.” Sam said, impressed and amused by Jack’s powers.
Sam rolled onto his side next to Jack and they both pulled up their bottoms.
“I can restore Dean’s hearing now.” Jack said, then he snapped his fingers.
Dean was vaguely aware of hearing the lamp turn off; his mind barely registered it but then he realized it must mean Jack and Sam were finished. He drifted off to sleep again.
As Jack rested on Sam’s shoulder, with his blonde hair falling to the side, tickling his skin, Sam pondered the change in their relationship. Things would be different from now on, but was that bad? No. However, he wasn’t sure if he could face Cas; although Jack was like a son—that seemed weird now…a ward—of the three of them, Castiel took the responsibility even more seriously. The angel might view Sam’s actions as depraved, like he’d corrupted the nephilim. Sam seemed to always be the weak one, perhaps it was because he was supposed to be Lucifer’s vessel, the evil one, the one who got addicted to demon blood. Thinking of being Lucifer’s true vessel, Sam swallowed hard; he was meant to be possessed by Jack’s father, which added to the wrongness of the situation. He felt weak for giving into his and Jack’s urges; maybe he deserved to be struck down by Cas or Chuck.
Jack sighed softly and cuddled closer, drawing Sam out of his reverie. Sam realized he was overthinking again, as he always did, and he decided to just enjoy this moment of satisfaction, love and contentment.
~ ~ ~
Dean woke up and squinted at the sunlight beaming onto his face from the gap in the curtain. He sat up and looked over at the other bed, where Jack was peacefully sprawled, still asleep. Dean went and knocked on the bathroom door.
“Sam, it’s me.”
The door opened and Sam had just showered, but he looked distraught rather than refreshed.
“What’s wrong?” Dean asked quietly.
Sam shook his head, refusing to say anything.
“Did something go wrong last night with Jack?” Dean asked, stepping into the small bathroom and closing the door behind him, trapping Sam in there with him.
“No, the total opposite.” Sam confessed.
“So…why do you look like someone died?” Dean asked.
“I’m a bad person, I fucked up. I shouldn’t have done anything with Jack, he’s a pure being, and I’m just a messed up human who had demon blood fed to him as a fucking baby.”
“…Where’s this coming from?”
“Cas is gonna kill me, and if not Cas, then Chuck, or Lucifer. I’m fucked. Or maybe Jack will kill me himself.”
“Dude, you gotta calm down. First of all, you’re not a bad person, and Jack loves you and he’s clearly enjoying being with you. Cas will understand, he’s secretly a soft romantic type. And lastly, fuck Chuck and Lucifer.” Dean said.
“…Fuck Chuck and Lucifer? Really? God and Lucifer. Kinda hard to protect myself from them, Dean.”
“You won’t need to protect yourself. You’ve got Jack, me and Cas. And since when do those dicks care who you have sex with?”
“Since I’m having sex with Lucifer’s son, a nephilim.”
The bathroom door opened and Jack was frowning at them, “My father and God won’t do anything. And Dean’s right, Castiel understands.”
Cas stepped into view of the brothers in the bathroom. Sam’s stomach tightened at the sight of the angel.
“Hello Dean, Sam. Jack called me here and gave me the update.” Cas said.
“Oh.” Sam groaned, covering his face with his hands.
“You really think I’d kill you, Sam?”
“Well—” Sam started.
“For forming a different kind of loving bond with Jack and teaching him about his human side?” Cas added.
“I…” Sam faltered.
“I figured you would be the one to do that with him.” Cas said.
“Wait, what?” Dean asked, doing a double take between Cas and his brother.
“Sam, I’ve sensed a resonance between your soul and Jack’s soul, along with his grace. It’s different than what happens when he’s around me or Dean.” Cas explained.
Sam and Jack looked at each other interestedly.
“Damn.” Dean said in surprise.
“It’s the same as what happens between ours, Dean.” Castiel said, and Dean’s mouth dropped open in stunned silence.
“Cas, are you saying that you and Dean are meant to have a romantic or sexual bond with each other?” Sam said amusedly.
“Yes.” Cas answered plainly, meanwhile Dean was blushing.
“I didn’t…I never knew, Cas, I’m sorry.” Dean said to the angel.
“There’s no rush, Dean. We don’t ever have to act on it, if you don’t want to.” Cas said.
“But you should. It’s amazing.” Jack said, taking Sam’s hand to hold it.
It was Sam’s turn to blush, “Uh, can we go out there? It’s too hot in here.”
At Sam’s urging, they went into the living area of the motel room. Sam sat on the bed with his towel around his waist, and Jack sat beside him. Dean sat on his own bed while Cas remained standing.
“I understand you’re worried about God and Lucifer, Sam. Lucifer probably wouldn’t approve of your relationship, since he doesn’t approve of humans at all. He’d rather Jack stay away from humans, especially Winchesters. However, I don’t believe he will interfere. As for God, he already knows everything and he’s not stepping in, so I’m sure he will be hands-off about this like he is with most things.” Cas told him.
“I guess. Thanks.” Sam said, feeling somewhat reassured; he supposed it made sense, and he trusted Cas.
Jack swept Sam’s damp hair back from his face and kissed Sam’s neck. Dean and Cas glanced at each other; it seemed the nephilim couldn’t get enough of Sam. Sam chuckled slightly and put his hand on Jack’s cheek, whispering, “Later, okay?”
Jack pouted on his shoulder.
“So if we did stuff together, Cas, would you hang off me constantly like that?” Dean said humorously.
“Probably.” Cas said seriously.
“Oh…” Dean responded.
Sam laughed at Dean being so flustered.
“How about we head out to the bunker, I’ll just take a quick shower first.” Dean said, then he escaped to the bathroom.
“Can I kiss you now, Sam?” Jack asked, and Sam nodded, so he pressed their lips together. When they parted, they noticed Cas was gone.
~ ~ ~
Dean just stepped into the shower when Cas appeared beside the shower stall, startling him half to death. He jumped back into the corner.
“Dammit, Cas. Give me a heart attack why don’t you.” Dean said over the sound of the running water.
Cas studied the water dripping down Dean’s face and chest, but he somehow kept his eyes from wandering lower.
“I’m sorry. I wanted to ask how you feel about what I said…how you feel about me.”
“You’re my best friend, other than Sam, and I love you.” Dean said.
“…But you don’t feel attracted to me.” Cas said.
“I didn’t say that.” Dean pointed out; the angel had jumped to the wrong conclusion.
Cas went to say something but he refrained.
“I’m…open to finding out what this…resonance between us is. I didn’t know what it meant before, but I can hardly stand to be apart from you, Cas, you know that. I hate when we fight, and when you’re gone on some mission I don’t know about. I want you to stay by me, always.” Dean confessed.
Cas’ brow furrowed, “I’ve never loved anyone, angel or human, like I love you, Dean. I don’t want to be apart from you either, ever.”
They gazed at one another for a few moments longer before crashing into a rough, emotion-filled kiss, with Dean pulling the angel into the shower with him. Cas’ clothes were getting soaked but neither of them cared. Their mouths opened, then their tongues passionately met and slid together. Dean moaned deeply, clutching the angel’s wet trench coat even more strongly.
Cas was pushed back against the wall, with Dean’s mouth travelling along his jaw, then sucking his neck.
Dean pulled at the front of Castiel’s shirt, almost ripping it open, “Take these fucking clothes off,” he panted.
Cas used his powers to swiftly remove all his clothes and discard them on the floor.
Dean lustfully surveyed the angel’s toned physique, “Holy shit, Cas. You’ve been hiding that body under too many layers.”
“I could say the same about you and the flannel shirts.” Cas smirked.
Dean had never felt attraction to a guy strong enough to act on it, so this was the first time he was touching a man’s body in a sexual way. He wasn’t very nervous, however, because he had a general idea of what would feel good and it was with Cas, who had been through every other kind of situation with him. This was yet another experience they were sharing. They kissed as their hands wandered all over each other’s wet skin, then Dean reached down between their bodies to grasp Castiel’s erection, slowly pumping it. Cas moaned into the kiss and did the same to Dean so that they were giving each other hand jobs while maintaining the intimacy of making out against the shower wall.
Dean groaned while they both became rock hard; neither of them would last much longer. Dean and Cas both jerked each other off faster, more frantically, then Castiel came first. Dean immediately followed, his own climax brought on by the angel’s. They breathed and shuddered together, with Dean resting his forehead against Castiel’s. The two pulled apart slightly and their eyes met, the angel’s blue seeking the hunter’s green.
“I love you.” Cas said quietly.
“I love you, too.” Dean said, before kissing Cas again.
~ ~ ~
Sam got dressed, and then he and Jack were eating the breakfast Sam had bought when Dean and Cas exited the bathroom together, with steam billowing out from behind them.
Jack smiled and perked up, “Did you have sex?”
“Uh…” Dean began.
“Hand jobs.” Cas blurted.
“Oh, nice.” Jack said.
Sam had to clear his throat after almost choking on a bite of toast, “Um, I’m happy for you guys.”
“Thank you, Sam. My bond with Dean is even stronger than before.” Cas said.
Sam studied his brother’s flushed face; Dean seemed embarrassed but also kind of joyful, which was a rare sight.
“Thanks, Sammy.” Dean said sheepishly, pulling his t-shirt on.
“Sam got some food for breakfast.” Jack told Dean and Cas.
Castiel indulged in a cup of coffee, which he’d gotten a taste for while he was human, and Dean scarfed the breakfast sandwich Sam got him. Jack nibbled on a piece of toast because that’s what Sam was eating.
After breakfast and packing up their bags, the four left the motel room. Castiel stepped in front of Dean near the driver’s side of the Impala, looking deeply into his eyes.
“Dean, I’ll meet you at the bunker later. I’m going to take care of some things first.”
“Okay, just…be careful. Don’t go on any big missions without us.” Dean said firmly.
“May I kiss you?” Cas asked.
Dean glanced around, then he nodded; he felt shy, since this was the first time he’d publicly displayed romantic affection with a man. He subtly leaned closer to Castiel, who then held his cheeks and pulled him into a loving kiss. Sam and Jack stared at them through the car windows with raised eyebrows. They were surprised to see Dean getting into it, pulling Cas’ trench coat, open-mouthed kissing the angel with everything he had. Jack shifted in the backseat, noticing the front of his jeans got tighter suddenly.
“Sam?” Jack said, leaning forward towards Sam in the passenger seat.
“Yeah?” Sam replied.
“I’m hard again.”
Sam’s eyes widened. Jack was like a horny teenager; actually, Sam realized, Jack was probably in the equivalent stage of development for a nephilim. It would explain the neediness.
“It’s okay, just try to distract yourself and it’ll go away.” Sam suggested; it didn’t help that Dean and Cas were practically making out on the hood of the Impala now.
“But I want you…” Jack said softly.
Sam turned around to look at Jack, “I know, but we can’t always act on it…we have to wait until we’re in private and we’re not busy with other things.”
Jack sighed, “Okay.”
Sam reached back and patted Jack’s knee, “Thanks, Jack.”
“You’re welcome. Uh, are they going to finish kissing anytime soon? ‘Cause if they’re going to be a while, we’d have time to—” Jack said, then Dean and Cas broke apart and Dean opened the driver’s door to get in.
“Sorry about that. Got a little carried away.” Dean said breathlessly.
“No, it’s fine.” Sam said.
“It made me horny.” Jack blurted.
“Oh damn. Uh…” Dean froze.
“He’s okay, just drive.” Sam said dismissively.
~ ~ ~
Castiel sat on a deserted park bench and stared at the clouds in the sky.
“God, if you’re listening, it’s Castiel. I wanted to tell you that I’ve found my soulmate…it’s Dean Winchester. You already know that. But there’s more…Sam and Jack are soulmates. Was this your plan? It’s hard to tell where your influence ends and free will, and chaos, take over.”
“Honestly, I didn’t see this coming, but it’s highly entertaining.” Chuck said from behind the bench.
Cas stood up and whirled around.
“Sam is worried you’ll strike him down for being intimate with Jack.”
Chuck laughed heartily, “No, I won’t do that. It’s too fun to watch. They make a good match, I think.”
“Do they have your approval?” Cas asked.
“Sure.” Chuck said nonchalantly with a shrug.
“And what about Dean and I?” Cas asked.
Chuck stepped closer, smirking, “Now that is even better to watch. The fierce angelic warrior and the ruthless hunter coming together—in every sense of the word—there’s such chemistry there. I should’ve planned it out myself.”
“So you won’t interfere?” Castiel said.
“Nope. This is inspiring me to take my stories in new directions. They need more smut.” Chuck said, then he vanished.
Cas looked around, then he brought his attention to his next task; he prepared his angel blade.
“Lucifer, it’s Castiel, we need to talk.”
The archangel kept Cas waiting, most likely on purpose, for several minutes, but then he appeared in front of him. Lucifer was wearing a brown leather jacket and an unenthusiastic expression.
“Yeah, what is it?” He said as if he were bored.
Cas’ mind filled with thoughts of Dean’s kiss, his warning to be careful; he felt nervous but he had to do this.
“It’s about your son.” Cas said.
Lucifer paid closer attention now, “What about him?”
“Jack has…reached maturity.” Cas hinted.
“Okay. And?” Lucifer said, puzzled.
“He’s found his soulmate and they’re sexually active.” Cas said.
Lucifer tilted his head and considered this. “Really? How does a nephilim have a soulmate here on Earth?”
“I don’t know, I just know that it’s happening and God knows about it, too.” Cas told him.
Lucifer began slowly walking, almost circling him. Castiel gripped the handle of his blade tighter.
“Well, are you gonna say who it is? You can’t just tell me that and leave me hanging.” Lucifer said.
“First, how do you feel about Jack being with his soulmate?” Cas tested.
Lucifer stopped walking, and he shrugged as he pondered it, “I don’t know, it could be okay, or it could get in the way of his destiny, and his relationship with me.”
“Jack is already living his destiny, including a soulmate. God gave his blessing. You can’t interfere.” Cas said defensively.
Lucifer crossed his arms, “I can interfere if I want to…But tell me who it is.”
“Sam Winchester.”
The archangel scoffed, but then he realized Castiel was being serious. He was stunned into silence as he processed this information.
“Sam.” Lucifer repeated in disbelief.
“Yes.”
Lucifer laughed incredulously.
“Of all the souls…” Lucifer muttered with his hands covering his face; he rubbed his eyes.
“I know this is a shock.” Cas said, cautiously watching Lucifer with his blade at the ready.
Lucifer looked at Castiel again, “I think Jack’s destiny is to be a pain in the ass, like you and the Winchesters. It kind of makes sense. Why would I be granted a perfect son to do my bidding when ‘Chuck’ is in charge? Of course I wouldn’t. I dunno what I expected.”
Cas frowned, “This isn’t all about you.”
“Whatever. You can have him. I can always go create another.” Lucifer said irritatedly.
Cas was appalled by the archangel’s callousness but he didn’t show it because he didn’t want to get into a fight with the archangel.
“So you won’t try to interfere with their relationship?” Cas said.
“No, I can’t be bothered with such a trivial thing. Don’t contact me again, unless Jack decides to be of some use to me.” Lucifer said, then he disappeared with a rush of wind and the sound of wings.
(To Be Continued...)
Chapter 3: Home
Chapter Text
At the bunker, Jack unpacked in his bedroom, then changed into a t-shirt and boxers to be more comfortable. He wondered where Castiel was, and his thoughts went to Dean and how he must be feeling a sense of longing for the angel. Jack’s thoughts went to Sam; he already missed the tall hunter, who was just in another room. He wasn’t sure if it was normal to crave someone so much. He didn’t know how humans managed to get anything done, with how pleasurable sexual acts were, and how intense attraction could be.
Sam and Dean were having a beer together in the kitchen, talking quietly about the sudden turn of events that led them to be paired with their celestial companions.
“So did you and Jack…” Dean began.
Sam waited, but Dean was staring awkwardly at him. Sam laughed, “What?”
“You know…”
“Dean, just say it.”
“Did you go all the way with him?” Dean said.
“All the way? What are we, in high school?” Sam said humorously, “You mean, have we had sex?”
“Yeah, like full-on penetration, anal sex. Is that clear enough for ya?” Dean said.
Sam snickered into his beer bottle as he went to take a sip.
“We haven’t done that yet. You haven’t done it with Cas yet either, huh?” Sam said.
“No.” Dean said, then he zoned out, so Sam waved his hand in front of him, “Sorry. I just realized I never even thought about that. I wonder if Cas has thought about it.”
“I dunno.” Sam said.
“Have you done it before?” Dean asked.
“Yeah.” Sam answered.
“Really?!” Dean said.
“Yes, at Stanford, before Jess and I got together. I was exploring.”
“Hm. Maybe I should’ve explored. I don’t know what I’m doing. What if Cas doesn’t know either? We’ll be useless.” Dean said.
“It’ll be fine.” Sam reassured.
~ ~ ~
Cas flew back to the bunker, into Dean’s room, but Dean wasn’t there. Instead, he found Jack snooping in drawers.
“Hello, Jack. What are you doing?” Cas asked.
“I was trying to find lubricant, I figured Dean would have some. I wasn’t sure if I should ask about it or not. I’d like to have sex with Sam.” Jack explained.
“I see. I’m not sure where it might be. Maybe we should both ask…I should be prepared before taking things to the next level with Dean.” Cas said.
“Castiel, how do you know who will top and who will bottom? The porn I watched didn’t get into that.” Jack said, sitting on Dean’s bed.
“Uh, that’s another thing that we should ask our partners, Jack. I think that’s how you decide.” Cas said.
“Okay. Which one will you be?” Jack said.
“I’m not sure yet. I don’t know exactly but I don’t think I have a preference. I’ll see what Dean prefers.” Cas answered.
“Same here. I think I’d be up for either one. Maybe Sam will have a preference.” Jack said.
Cas nodded as they both got lost in thought for a few moments.
“Hey Cas, where did you go earlier?” Jack asked.
“How about we go find Dean and Sam, and I’ll give all of you the update at the same time.” Cas suggested.
~ ~ ~
Sam and Dean looked up as Jack and Castiel entered the kitchen.
“I have some news.” Cas announced, “I talked to Chuck and Lucifer.”
“You what?!” Dean nearly yelled.
“I know it was a risk, Dean, but it was fine. I’m fine.” Cas soothed, “Neither of them will interfere with Sam and Jack’s relationship.”
Sam blushed and glanced at Jack, then his brother, then Cas, “Um…thanks?”
“I wanted to make sure so that you could stop worrying, and Jack would be safe from them.” Castiel explained.
Jack hugged Cas, “Thank you.”
“That’s good, but I practically begged you not to go on any dangerous missions alone, Cas.” Dean said, still anxious over the thought that he could’ve lost Cas.
“I made a calculated risk for the sake of Sam and Jack.” Cas said, “And I was right. I’m safe, Dean, I’m right here. You can relax.”
Cas understood that Dean hardly ever relaxed, because it was a luxury he couldn’t often afford, so he tried to reassure him with a tight hug. Dean hugged him back like he didn’t ever want to let go.
Sam was surprised when Jack stood behind him and wrapped his arms around his neck. Jack nuzzled his neck and hair, planting kisses there. The nephilim certainly was clingy, but it was endearing. Jack wanted to ask him about the lubricant but he decided to wait; he thought maybe it wouldn’t be the appropriate time.
Cas put his hands on Dean’s cheeks and gazed into his eyes, “I won’t go on any more solo missions.”
“Good.” Dean said; his tone was softer now.
“…Jack and I were wondering something, it’s kind of…personal.” Cas said.
“Ask away.” Dean said.
“Do we have sexual lubricant in the bunker and where is it?” Cas asked Dean very seriously, and Sam laughed.
“Great timing, Cas.” Sam teased.
“Uh, well, I dunno about Sam, but I have some in one of my drawers.” Dean said.
“I have some too, actually, in my nightstand.” Sam said.
“Excellent. That’s helpful.” Cas said.
Jack sat on the table, almost directly in front of Sam.
“We also wondered—” Jack began, but Castiel cut him off.
“No, we’ll ask them privately, Jack, later.”
Sam and Dean exchanged amused, puzzled looks.
“Oh, okay.” Jack said, then he bit his lip and looked down at Sam, who studied him in return. Jack’s hair was falling forward and he appeared flirtatious; the nephilim was insatiable—and Sam loved that about him.
Sam reached up and gently swept Jack’s hair to the side, admiring his beauty. Dean and Castiel noticed the tender moment between Sam and Jack, which they found cute, despite Dean still being somewhat uncomfortable with displays of affection.
Jack returned the gesture, running his fingers through Sam’s long locks. “Sam, can we go to your room?”
“Sure.” Sam stood up, “If you guys will excuse us…”
“Yep. Go for it—I mean, go.” Dean said, smirking.
“Thanks, Dean.” Sam replied with sarcasm, then he and Jack left the kitchen.
Cas and Dean spent the next few minutes in awkward silence, unsure if they should also go to a bedroom together right now.
~ ~ ~
After their kissing turned heated, Sam and Jack stripped their clothes off and tumbled onto Sam’s mattress. Sam held his weight atop Jack’s smaller frame, caging the nephilim between his arms as they continued kissing. Jack reached up and gathered Sam’s hair in his hands; he didn’t really mind it falling forward around his face but it tickled. Sam was kissing him like he was pouring his heart and soul into him. Jack was thrilled that Sam wasn’t reluctant anymore; he suspected it was because Cas told him Chuck and Lucifer wouldn’t come after him for their relationship.
Indeed, Sam felt liberated now, free to fully connect with Jack and show the nephilim how much he loved and wanted him. He kissed, nipped and suckled Jack’s neck so hard, there was a hickey for a few moments before his skin healed itself.
“I love you.” Sam breathed.
“I love you too, Sam.”
Sam captured Jack’s mouth again, then he reached down between their bodies and stroked Jack’s erection.
“Can we go further this time? We could use that lubricant you mentioned.” Jack said.
“Yeah.” Sam chuckled slightly, amused by Jack’s eagerness.
“Okay.” Jack replied, then he flipped their position so Sam was under him, “Do you want to top or bottom?”
There it was, the question Castiel told Jack to ask later, in private. Sam smiled.
“What do you want, Jack?” Sam asked.
“Hmm. I want to experience both, if that’s okay with you.”
“It’s more than okay. I’m horny just thinking about it.” Sam confided.
“Me too.” Jack purred, subtly rubbing against Sam.
Sam craved feeling more of Jack’s silky cock; it felt good lightly sliding against his own, and pushing against his groin. He looked forward to feeling it inside him, and to stroking it while he was inside Jack. He was so aroused by the idea of giving Jack the experience of topping and bottoming that he couldn’t quite decide which to do first. Then it seemed Jack decided for him; the nephilim started nudging between his butt cheeks and moaning at the sensation.
“Jack, grab the lube from the drawer.”
Jack eagerly reached into the drawer and got the lubricant, then he knelt beside Sam, waiting for instructions. Sam gently took the lube from his hand. Jack watched the hunter put a generous amount on his fingers, then start rubbing himself between his cheeks.
“I’ll start to get loosened up for you.” Sam said before sliding one finger inside himself. He gradually relaxed more around his finger while gazing up at Jack’s lustful expression. The curious nephilim was watching carefully, learning from Sam.
Sam continued massaging himself open until he felt ready, then he coaxed Jack to get on top of him. Once Sam nodded, Jack slowly guided his cock into him, both moaning at the sensations. Sam noticed Jack’s eyes flashed bright gold for a moment, which further aroused him. His love for Jack overrode his fear of the nephilim’s powers. He knew Jack wouldn’t hurt him, and that his grace tended to shine through him when he was excited or overwhelmed.
“Sam, you feel…I don’t know if I can last…” Jack managed to say, holding still inside the hunter.
“It’s okay, I want you to feel good.” Sam replied, then he moaned weakly when Jack began gently moving in and out.
Jack was determined to make Sam feel good, too, so he used his grace to caress and stroke Sam’s cock. Sam groaned loudly in pleasure, then he pulled Jack closer, encouraging the nephilim to thrust slightly upwards towards his prostate. Their eyes met and held each other’s gaze, adding to the intensity of their lovemaking.
“So good…Jack…fuck…” Sam whimpered.
Jack somehow resisted coming right then, perhaps his powers helped him; he thrust faster while his grace tightly squeezed over Sam’s cock.
Several moments later, a powerful orgasm overtook Sam, causing him to cry out and come all over himself. Jack immediately followed him to the blissful peak, filling Sam with his release.
~ ~ ~
In the other room, Dean had Castiel bent over the edge of the bed and he was thrusting into the angel from behind. Castiel was presumably swearing in Enochian from the overwhelming sensations, which boosted Dean’s confidence.
“Dean…harder…” Castiel begged.
Dean gladly gave him what he wanted, fucking into him harder, faster, gripping his hips tighter. The angel shook and began quickly pumping his own cock with one hand while clawing at the bed with his other hand.
Castiel couldn’t believe how incredible this felt; he wondered why Chuck made humans this way but angels weren’t supposed to experience carnal pleasures. Maybe it was because angels would be too busy screwing each other in heaven to carry out their duties.
“Cas, I’m not gonna last much longer…fuck, you feel too good…” Dean warned, putting his hand on the angel’s bare lower back.
“Finish inside…” Cas implored.
Castiel wanted to feel Dean’s immense pleasure.
Dean panted while his thrusting became more erratic, then he groaned as he started coming.
Cas felt total ecstasy wash over him as Dean came inside him; he moaned breathily and his own cum spilled over his hand and onto the bed. Dean watched the angel nearly collapse onto the mattress and he smirked slightly, feeling proud.
“You liked that, huh?” Dean said, still catching his breath.
Cas contentedly smushed his face against the bed and responded with a muffled “mmph” sound, which made Dean chuckle.
~ ~ ~
Jack straddled Sam, “Do you want to do it the other way now?”
Sam laughed tiredly, “I need some time.”
“I could use my powers to give you another erection.” Jack offered.
“Um, you can do that with your powers?” Sam asked.
“Sure, I can do all kinds of things. Do you want me to?” Jack said.
Sam nodded shyly; he felt weird for asking Jack to use his divine power to do something like that. Jack waved his hand over Sam’s groin and suddenly he was hard again.
“Oh, wow, uh…that feels strange. Good, though.” Sam said.
“I can also do this…” Jack said softly before pushing himself down onto Sam’s cock; Sam was worried for a moment about hurting Jack but it felt lubricated.
“You can use it like lube?” Sam said, astonished.
“Mhm. It’s protecting me and making it easier.” Jack explained, then he took Sam deeper and their conversation ceased.
Jack watched Sam’s face, noting the way the hunter’s brow furrowed and his eyes closed blissfully. He bent forward to kiss Sam while putting his fingers into the brunette locks fanned out on the bed. Their kissing heated up as Jack rode him faster, then they broke the kiss to focus on breathing and gazing at one another.
“Does it feel good?” Sam asked Jack, as bottoming was another new experience for the nephilim.
Jack nodded, then he began experimenting with different rhythms, grinding on Sam. When Jack moaned weakly, Sam smirked; Jack apparently discovered a sensation, probably a bit of pressure on his prostate. Jack kept moving that way, and he brought himself upright on top of Sam so that he could jerk off. He wanted the sensations Sam gave him along with the more direct pleasure of masturbation.
“Yeah, good boy, Jack…” Sam encouraged, “I want you to come all over me.”
The nephilim whimpered and became breathless in response, and his eyes were glowing again; Sam loved Jack’s praise kink and he intended to use it to add to Jack’s pleasure every chance he got.
“Good boy…so fucking good, baby…” Sam gritted out as he thrust up into Jack quickly, losing his rhythm.
“Ohhh, I’m gonna…” Jack moaned breathily, then the next moment, he tensed up, squeezing Sam with his thighs. He came all over Sam’s toned chest, some even landing on his anti-possession tattoo.
Sam watched Jack orgasm on top of him, and felt him tighten around his cock; he felt the warm cum on his chest, and he pulled into another mind-blowing climax.
Several moments of ecstasy later, they came down from their highs and smiled at each other.
“That was amazing. Thank you, Sam.” Jack said.
“It was, but you don’t need to thank me, you know that.” Sam said amusedly.
“Okay.”
“So, do you like topping or bottoming more?” Sam asked.
Jack moved subtly, enjoying the slipperiness of Sam’s release inside him. Sam shuddered with overstimulation.
“Both.” Jack said happily.
Sam chuckled, “Okay. We’ll keep doing both.”
Jack gently lifted off Sam, then he rested beside him on the bed while he snapped his fingers to clean them both.
“Sam?”
“Yeah?”
“I feel like my love for you just keeps growing.” Jack said.
Sam took his hand and kissed his palm, “Same here.”
They heard some muffled moans from across the hall.
“I think Castiel and Dean are experiencing it too.” Jack said.
Sam smirked, “Yeah, it seems like it.”
The End
Qwertyuiip on Chapter 1 Thu 11 Sep 2025 04:19AM UTC
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Qwertyuiip on Chapter 1 Thu 11 Sep 2025 04:22AM UTC
Last Edited Thu 11 Sep 2025 04:23AM UTC
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