I'll Look After You
by Touchstone
"Of course," Darren mumbled under his breath when he saw who he was going to be stuck with for the next three nights. With the way Jack was glowering at him from beside the concierge, he could tell that his colleague was not too pleased about this arrangement either.
It wasn't that Darren didn't want to like the older man. He'd come into the law firm determined to make friends and ascend the ranks as fast as was humanly possible. With not much time for a social life with his job at the law firm, it wasn't like he had much else going for him at the moment. And while the rest of his co-workers had been more than happy to have him aboard, Jack was the only one who had suddenly seemed to take a dislike to him once he'd casually let it slip at lunch that he was gay. It hadn't been an accident- Darren had just hoped that working in New York of all places, there wouldn't be any point to keeping something like that secret. And at least it would spare him having to apologize to the women who'd approach him over the following months.
But Jack. Well.
It wasn't that the older lawyer was outright rude to him or anything. No slurs. No insults. It was just the way the man talked to him -when he had to- it was like he was constantly trying to remind him that he was less than, beneath everything he had accomplished. Apparently he'd been quite the hotshot back in his day. Some even said Darren was like a younger version of him, something he didn't take very kindly to.
With Jack's large build, Darren wouldn't have been surprised if he was a football player back in high school. While he obviously hadn't been to the gym lately, he looked quite fit for his age- fit enough that Darren had found himself checking him out from time to time.
Too bad for that wedding band on his finger. Along with his vocal opinions about gay marriage, Darren didn't need to see the framed photo on Jack's desk to know that it wasn't going to happen.
"I tried getting another room," Jack said curtly as Darren approached. "Would have happily paid if they weren't fully booked."
If the company secretaries hadn't screwed up and left the booking till the last minute, Darren was fairly certain that this wouldn't have happened. The other employees who were used to having their own rooms were grumbling just as much as Jack was. Still it was too late now, Darren realized. Best he could do was take the next few days one day at a time.
The next hour or so passed in complete silence. They made no pretense of being friends, but pretended not to mind that there was only one large bed rather than two single ones. Darren had already resigned himself to sleeping on the sofa for the next two nights, partially from the look of horror on Jack's face and partially from the fact that he didn't quite relish the idea of making small talk before bed.
He spotted Jack later at the pool, wearing a pair of blue beach shorts. It was impossible not to stop and stare, with his skin glistening wet, his powerful thighs and broad silver furred chest out on display. Darren had figured he had gotten over his 'daddy phase' up until that moment, making a mental note to broaden his internet search criteria again once he got home.
The puzzling thing, though, was that Jack had seemed to be by himself all day. Apart from the cold shoulder he tended to give Darren, the man was usually surrounded by co-workers, cracking jokes and talking about sports. Today he seemed like a different person. Almost sad, even, though others wouldn't have been able to tell with the shades on his face.
Darren gave the man no further thought for the rest of the day, finding himself coming back from the party after dinner a little bit tipsy. Jack, who had notably been absent from the dinner was sitting in the living room in a bathrobe, holding a glass of whiskey with a morose look on his face. From the looks of things he had been raiding the mini bar.
"We missed you at dinner," Darren said conversationally as he dropped the keycard on the kitchen counter. "Paul and the others joked that you'd probably fallen asleep."
"I wish," came the surly reply.
Despite himself, Darren found himself sitting down on the armchair facing Jack, a concerned look on his face. "Hey Jack... You okay? Look, I can sleep on the sofa-
"I'm fine," Jack replied. " Just been unable to sleep these past couple of days."
"Anything I can do?" Darren asked, finding it more than a little disconcerting that Jack was even talking to him.
"No. Just go take the bed. I'm going to be up a while longer."
Darren stood up hesitantly, walking slowly towards the bedroom before pausing, mustering up the courage to speak.
"I...might be able to help," he said.
The look on Jack's face- Darren couldn't tell if he was annoyed, angry or amused.
"Can you now?" came the sarcastic reply. "You have sleeping pills in that designer suitcase of yours?"
"No... But when I was in college, I took a few classes on hypnotherapy, meditation... Stuff like that. I find that it helps."
"Figures that you'd be into that new age crap."
Undaunted, Darren came back towards Jack. "Wouldn't hurt to try now, would it? If anything you can give me more crap about it later for not succeeding."
Jack heaved a deep sigh, a look of resignation on his face. “Fine. You can’t make me do anything I don’t want to do, anyway, right? At this point I’ll resort to anything. Anything to get my mind off…” he stopped, as though he just realized who he was talking to. Scowling, he leaned forward slightly, “Just get it over with. Get your pocket watch out or whatever.”
Darren grabbed a chair, setting it right in front of Jack. His demeanour was calm, businesslike. While what Jack had said was not technically correct, he had no intention of exploiting the older man, feeling more than a little tired himself. The sooner Jack was asleep, the sooner he’d be able to get some rest as well.
“I don’t have a pocketwatch on me,” he said, “But I don’t really need it, if you’re going to cooperate. All I need you to do is look into my eyes, and listen to the sound of my voice.”
Jack’s eyes narrowed. “That sounds more than a little gay.”
Darren rolled his eyes. “Look, do you want to get some sleep or not? Tomorrow everyone’s going on that forest hike, and if you spend all night awake then you’re going to feel much worse tomorrow.”
“Fine.”
As Darren stared into the other man’s icy blue eyes, it occurred to him just how desperate Jack was. It made him feel a bit sorry for him, despite not having any real clue as to what was going on that had Jack so miserable. For a brief moment he forgot that he was the one who was meant to be putting Jack under- something about the older man’s piercing gaze made him feel like Jack was the one with all the power in the room. He had a way of making people feel like that generally, but now that he was alone with him, Darren couldn’t help but feel like a simple intern he could order around.
Pulling himself together, Darren exhaled, “Now. Look into my eyes. Listen… you can hear the sound of the ocean waves, but your mind is distinctly here. Your full attention on me…”
While Jack’s expression was initially one of scepticism, Darren could see that he was at least trying to meet him halfway.
“Breathe… In… and out… you’ll find your breaths matching the gentle sounds of the waves… no rush… no worries… no thoughts…”
He watched the man’s chest expand, slowly, responding to his words. His gaze had softened somewhat, no longer looking like he was about to say something harsh then march off to the bedroom.
“That’s right, Jack… breathe… relax… You can’t look away. My eyes are pulling you in. Let them. Don’t fight the tide… you’re going to a warm place. A safe place. You still hold all the power, but there’s no need to use it here. Your body feels so heavy…it deserves rest. It needs rest. And you know that I can take you there.”
A soft sigh escaped Jack’s lips, his body seemingly sagging further back into the couch. Darren pulled the chair slightly closer, never breaking eye contact. He couldn’t tell if Jack was playing along or genuinely succumbing, but he never let the doubt show on his face. Just like in the courtroom, Darren had learned that confidence was the key factor here, his face impassive as he kept his eyes locked on Jack’s.
“Your eyelids are getting heavier with every breath you take… Every wave that leaves the shore seems to take more and more energy from you, your thoughts a mound of sand that’s being washed away… washed away…”
Darren tilted his head slightly to the side, unable to hide the smile the followed when he found Jack’s head attempting to mirror his movements.
“I’m going to count to ten, now, Jack,” Darren said, shifting off the chair and onto the couch beside the bigger man. Like a puppet attached by invisible strings, Jack didn’t stir, his face passively turning to face Darren’s, his eyes while half-lidded still struggling to maintain eye contact.
“And with every number, you’re going to find yourself sinking deeper, your eyes closing a little further… you can try to fight it if you want, but the waters will continue to rise, your body will continue to sink… And once I reach ten… you will be asleep. Nothing will reach you but my voice. Nothing will matter but my voice. Do you understand?”
“…yes…” came the soft reply.
“One…”
Darren could almost imagine Jack sinking into the couch. Jack for his part could no longer see any reason to resist, allowing himself to be swept up in the flow of the younger man’s voice. Even as Darren’s face drew closer to his, he didn’t move, his chest seeming to be the only part of him that still had any energy left.
“Two.”
Both men could smell the alcohol on each other’s breath. Neither were bothered by it.
“Three.”
Another sigh. What could possibly be the beginning of a grateful smile was on the edge of Jack’s lips.
“Four.”
Darren’s hand was on his clothed chest, and still Jack didn’t stir. It was like he was allowing the younger man this- he was too tired to protest anyway. Darren himself seemed to be drawing closer, as though the other man’s face was pulling him in. It was hard to tell who was in control of who for the moment.
“Five.”
Darren could almost feel Jack’s heartbeat beginning to slow, his deep breaths unfazed by the foreign hand on his chest.
“Six…getting sleepier… so relaxed…”
There was no mistaking the docile smile on Jack’s face now. Every instinct in Darren’s body was telling him to seal the other man’s bearded face with a kiss, even though it would jeapordize everything he was doing so far. Steeling his resolve, Darren pressed on.
“Seven… your mind is open… a door that will only let the sound of my voice in…”
Darren’s face was still an impassive mask. Never mind the sheer rush he was feeling from having such an effect on the stronger, bigger man. The once proud lion seemed little more than a gentle kitten at this point, and he was intent on taking him all the way.
“Eight…”
Jack’s eyes were almost fully closed now. Darren could see that he seemed to be trying to keep them open, wanting to keep them on his. Afraid that losing them would mean losing the growing state of bliss that was descending upon him.
“Nine… no worries… no thoughts…”
A soft, grateful sigh. Even without eye contact, Jack knew that he was headed towards a good place, and Darren wasn’t going anywhere.
“Ten.”
Jack’s eyes seemed to make one last go- an attempt that was barely noticed- at staying open before they just seemed to naturally close, this time no longer stirring, the once still hand on his chest now gently stroking with nothing left to fear.
Darren was dimly aware that his lips was gently brushing the other man’s now- he could feel the beard and moustache hairs delicately touching his skin. His eyes widening, he drew back, suddenly aware that his cock was already hard in his jeans.
“No no no no. I’m not going to…” he stood up, pacing back and forth in front of the sleeping Jack, looking more than a little distraught. Had he ever fantasized about using hypnosis during sex? Yes. Had he ever thought about hypnotizing a straight man for his own use? Most definitely. But it was something he’d always thought he’d never really do. It was unfair to the other person, and most of all, this was Jack.
Jack who had been horrible to him at work. Jack who seemed to staunchly believe that being gay was a ‘life choice’ and that people like him didn’t deserve the privilege of being married that he so happily enjoyed.
“Okay,” Darren sighed. Maybe he’d mess about for a little bit. But no crossing the line.
“Jack… can you hear me?”
“…yes…” came the sleepy reply.
“Good, now I want you to stand up. You will remain asleep, but you will have the energy to get on your feet, your body only able to move as I will it to.”
Quietly, Jack rose to his feet, a little bit unsteadily, albeit, but he was soon towering in front of Darren, his posture still a bit slumped.
“Follow me, Jack,” Darren said, taking the older man by the hand.
He wondered briefly how this would look were there anyone else in the room. Jack in his bathrobe, in his pajama pants and a white undershirt, his eyes closed, quietly following like a child being led by a parent as Darren took him to the bedroom. There he found that Jack had probably began unpacking but stopped halfway- his open suitcase on the chair by the window and half of his clothes on the bed.
Letting go of Jack, Darren began sweeping the clothes off the bed before something caught his eye-
A pair of red speedos.
Huh.
“Jack, why didn’t you wear the speedos while you were at the pool?” he asked casually as though the two had been having a simple conversation.
“They were… a bit tight…” the older man replied without shame.
A grin formed on Darren’s face, which he quickly wiped off as he picked them up and put them on top of Jack’s suitcase. “You will wear them tomorrow,” he said. “Wearing them makes you feel good, and you have nothing to be ashamed about. And while you are wearing them, you will find that you like the attention you might get, no matter who is giving it to you. Is that clear?”
“…yes…”
This was delicious. The once gruff man now quietly taking orders from him for once. It was getting harder and harder to resist the urge to cross the invisible line Darren had set for himself.
“It’s rather warm in here,” Darren said, grinning mischievously. “Perhaps you should sleep in just your underwear tonight.”
If there were any doubts that Jack was truly under, they were soon dispelled as he shrugged off the robe and beginning pulling his undershirt up. Darren couldn’t imagine the man humouring him to this extent. Catching an eyeful of that chest again, Darren soon found himself distracted again when the pajama pants were pulled off to reveal a prominent bulge in a pair of white boxer-briefs.
“Don’t go too far… don’t go too far…” Darren whispered under his breath as he moved up close toward Jack. He could smell a hint of sunscreen and sweat now beyond the heavy smell of liquor. The man didn’t even stir when Darren buried his nose in his chest hair and took a nice long whiff.
Perfect.
Wordlessly, Darren began leading the other man towards the bed, laying him down on his back with his hands spread. He heard Jack almost murr happily as he sank into the mattress, a blank smile still on his face.
“There. That’s enough,” Darren said to himself. Although there was one thing he wanted to know first.
“Jack… why have you been unable to sleep?” he asked softly.
“…alone… I hate sleeping alone…”
That was odd. “What about your wife?”
“Mandy left… won’t talk to me. Divorce papers arrived yesterday…”
Even with the emotionless way the man had divulged his secret, Jack couldn’t help but feel sorry for him. His eyes went back to Jack’s hand and confirmed that the wedding band was indeed still there. He probably just couldn’t part with it yet.
“That settles it,” he thought to himself. “I can’t take advantage of a heartbroken man.” Still. He wished he could do more. Okay, he technically COULD do more. With the state Jack was in, were Darren motivated enough to do so, he could probably do a lot more for his grief than alcohol ever could.
“Jack… you’ll find that you can trust me from now on… you can talk to me. Tomorrow, you’ll want to spend time with me and just… talk. Is that alright?”
It hadn’t sounded like much of a command, but the answer was yet another sleepy, “Yes…” all the same.
“There. I’m done here. I am walking away….” Darren murmured aloud, although he was still technically rooted to the spot. Something about watching Jack sleep, so helpless, so vulnerable, it made his cock that he had just willed down begin to stir again. Despite his better judgment, he soon found himself sitting on the bed, his left hand moving as though it had a mind of his own- straight towards that bulge.
It was warm in his grasp, the heat seemingly calling out for more through its prison of cloth. With work being in the way so much, Darren couldn’t remember the last time he’d been this close to a cock that wasn’t his own. Whatever reasons he’d had for leaving Jack there seemed to dissipate into nothingness as he began absently fondling, briefly looking up at the older man to see if he would stir.
It came to life in his hands. With the separation it had probably been a while for Jack too- it didn’t take long before beads of pre-cum were soaking the tight fabric, the head of the cock now just barely visible through the white.
“Open your eyes, Jack,” he whispered. “Open your eyes but remain asleep… relaxed… calm…you can’t stop me, you don’t want me to stop…”
The eyes staring down at him were serene. Peaceful. His lips slightly parted as though he might say something, but the words lost before he could even form them. Just looking at them made Darren swoon, imagining all the things he wanted the man to do to him, imagining being held in those strong arms, waking up every day to this man’s cock rubbing at his ass…
“Smile, Jack… we’re friends. Always have been. There’s nothing wrong with me doing you a favour…”
Jack complied. And there was nothing forced about it. Darren wished he could catch this moment on camera- Jack smiling passively, lying there in his underwear while the younger co-worker he never seemed to like was jacking him off.
Darren didn’t even need to fish the cock out of those briefs. In his entranced state, Jack made no warning sounds, no moans, just smiling dumbly, perfectly at peace with what was happening. It didn’t take long for that cock to start pulsing in Darren’s steady grip, each throb pushing on his fingers as the older man’s seed pulsed out from those heavy balls up towards the surface, leaving a sticky mess on the now even more see-through underwear.
Through half-lidded eyes, Darren swiped up a drop that had seeped through the fabric with his fingers, gently slipping it through his lips.
‘I could get used to this.’
Shifting slightly, he moved up the bed and kissed Jack on the forehead before lying down beside him. “You can close your eyes now, Jack. All of this has been a dream… a pleasant dream… You can feel ashamed of having a wet dream if you want…”
He gave Jack a soft peck on the cheek.
“But you don’t need to be afraid. Rather than avoid me tomorrow, perhaps you should try to get to know me better…”
And with that he stood up. He was still hard, but already he could imagine something worth waiting for.
Looking forward to tomorrow, he walked out of the room with a smile on his face. Turning off the light, he slowly closed the door behind him.
“Goodnight, Jack. Sweet dreams.”
END