Chapter Text
A promising Beginning
“The texture of your skin is fascinating.” A blueish tentacle stroked skin at the back of his hand lightly. “Humans don’t come to this part of the solar system often. It’s been a while since I met one of your species.” And from the way Tikka – the owner of the tentacle, who had declared their original name unpronounceable for humans – glanced up and down his body, Jack could guess just how their last meeting with a human had gone.
Jack had always prided himself on being able to read the intentions of most species, especially if said intentions involved sex, and despite Tikka having little in common with most humanoid species, he could still easily tell that they were interested in him. The way some of the other tentacles flickered in his direction, only to abort the motion again, was a dead giveaway.
“Your skin texture is extremely lovely, too.” Jack kept eye contact with Tikka and slowly ran a finger down the tentacle that rested on the back of his hand. A slow smirk broke out on his face when a ripple went through the appendage. He still had it. One word from him would be enough and they would be on their way to a secluded spot – or better yet, a private room – to enjoy each other.
Jack took a sip from his drink – some fancy combination that was the flavour of the decade at this place in the 26th century – and licked his lips deliberately. The tentacle wound around his wrist and squeezed in reaction.
“Sorry,” Tikka sounded like they were blushing, although Jack couldn’t make out a change in colour. “I didn’t mean to wrap around one of your appendages.”
“It’s alright.” Jack stroked the tentacle in question lightly and felt his own interest growing when the tentacle grew wider at the ministration. “I don’t mind getting fondled a bit, especially not by someone with such beautiful tentacles.” His toothy grin, in combination with a wink, also worked on this species. A ripple went through Tikka’s whole body and Jack just couldn’t not let his eyes roam over them.
Their head was humanoid in form – if a little rounder than usual – with lovely, soft looking skin in a blueish-grey colour that reminded Jack of a dolphin back on Earth. He wouldn’t be surprised if they felt as smooth as one of them either and it was hard to keep his hands from reaching out and touching. Not a good idea though – at least, not without permission – when Tikka’s tentacles appeared to be incredibly strong.
Jack furrowed his brow as his gaze moved past the huge eyes, the two nostril-like openings, and the lipless mouth, to take a better look at the rest of Tikka’s body. Torso and lower body appeared to be mostly humanoid, although Jack doubted that he would find anything resembling mammary glands or a navel if he were to part the pale green tunic – which seemed to be more of a fashion statement than an attempt at modesty.
His eyes moved even lower, to the tentacles that hung over the edge of the bar stool and were growing out instead of legs, although Jack hadn’t actually seen Tikka walking on them yet. One of the two tentacles that were functioning as arms stroked Jack’s cheek and he gulped when he felt the suckers at its underside, and his mouth watered. “If you like what you see, we could go back to my hotel room.” Tikka flickered his earlobe with the tip of their tentacle. “There are more tentacles, where this,” they waved one of the nether tentacles, “comes from. I can let them grow out of my body by will – lots of them. Interested?”
“God, yes.” Jack nodded enthusiastically, but sobered a second later when he remembered with whom he was here. One glance down the length of the counter showed one other humanoid alien, with carefully tousled brown hair and a matching pinstripe suit, sipping at a cocktail and watching the bar. “I’d love to deepen our acquaintance.” Jack brought the wrist with the tentacle around it up to his mouth to press a kiss to it. “I’m already with someone though, and he wouldn’t like it if I went off with you.”
In fact, the Doctor had made it absolutely clear that Jack would be back in the 21th century, in Cardiff, faster than he could refasten his trousers if he fooled around with someone else. If it wasn’t for the fact that the deal also included Jack being allowed – and even encouraged – to fool around with the Doctor to his heart’s content, he wouldn’t have agreed to the terms. As it was, Jack wasn’t going to risk the Doctor’s wrath – and test his boundaries – after they had only started traveling together again a year ago in linear time.
“You could invite him to come along,” Tikka offered, as they followed Jack’s gaze to the Doctor. “I wouldn’t mind having two gorgeous humans for a night and I’ve never been lucky enough to watch a human couple together.”
Jack’s cock twitched in interest in the confined space of his leather trousers when the picture of both the Doctor and him, naked and wrapped up in tentacles, bloomed before his mind’s eye. It would make a few fantasies come true, but Jack doubted that he would be so lucky. “I don’t think that he’ll go for it. He’s a bit… old-fashioned.”
Big, dark eyes blinked slowly at him. “I’m not familiar with what passes as old-fashioned for you humans, but maybe you should just ask him.”
Jack shrugged. “Worth a try, but don’t get your hopes up.” He certainly didn’t think that a night of hot tentacle sex was anywhere in his near future. Despite the slim chance of the Doctor agreeing to a different kind of adventure, Jack smiled and – with a last pat to a tentacle – made his way over to where a lonely Time Lord was nursing his drink.
“I see you’ve made the acquaintance of a member of the Plok-ámi Pros’opo.” The Doctor greeted him with a knowing smile and Jack relaxed at that. Apparently, the Doctor could overlook a little flirting on his part.
“I take it you know them?” Jack swung himself up on the bar stool next to the Doctor.
“Oh yes, lovely species, very peaceful. They originate from a planet called, rather unimaginatively, Ocean XVII. Their natural habitat is water, but they adapted – with the help of some rather clever bioengineering – to survive in other habitats, too. Their tentacles were designed with the idea of adaptable movement. They can use them as legs and arms – for walking, swimming, climbing and much more – and of course, as any species with a libido, they also found other uses for their additional appendages.” Brown eyes flashed with amusement and Jack was certain that the Doctor had picked up on his accelerated heartbeat. “Their way of getting off is also very unique and certainly enjoyable to most compatible partners that are curious enough to take them to bed.”
Jack took a huge swallow of his drink and cursed his accelerated metabolism – a side-effect of his immortality – for keeping him from feeling any effects of the alcoholic beverage. “This unique way of getting off doesn’t, by any chance, have anything to do with them not grouping themselves as female and male?”
“They’re much too complex to squeeze themselves into such tiny boxes, and unlike you humans, they didn’t need centuries to realise as much.” Jack rolled his eyes at the jab against humans. “You don’t have to give me a lecture on diversity, people from the 51th century had long-since realised that the world isn’t simply black and white. Besides, you didn’t answer my question.”
“Where would be the fun in that? Wouldn’t you much rather find out for yourself?” Brown eyes narrowed thoughtfully at Jack. “On that note, I’m surprised that you haven’t hit it off with your tentacle friend already.”
“Their name is Tikka,” Jack corrected and then blinked, in confusion. “Wait, you told me that you’d dump me if I had sex with anyone else and now you want me to take them up on their offer?” Jack wasn’t sure if he should be worried that the Doctor’s drink had been spiced when the Time Lord beamed proudly at him – as if he had just found the solution for intergalactic peace.
“Well done, Jack. I knew you’d get there eventually.” The Doctor emptied his glass and hopped off the bar stool. “Come on, you shouldn’t leave such a gorgeous creature waiting.”
Jack’s mind took the better part of a second to make sense of the Doctor’s words. When it did, he had to sprint to reach his friend and lover before he could introduce himself to Tikka. “Let me get this straight,” Jack stopped the Doctor, with a hand on his shoulder, “You don’t mind me having sex with Tikka – and, if I’m not completely mistaken, you even want to come along.”
“Yep.” The Doctor bounced on his feet once. “Should’ve said, don’t mind you finding yourself other partners, as long as you tell me beforehand and I approve. I’m sorry I didn’t say so sooner, but it’s been a few centuries since I last had a relationship that even came close to ours. He rubbed his neck with a sheepish smile, before he gave a shrug and a huge grin stretched his lips upwards. “Anyway, I only intend to watch this time around, if you’re both fine with it. Can’t pass up the chance of seeing you all tangled up in tentacles.”
Jack was damn sure that if it weren’t for the low light, some of the other patrons would have got an eyeful, as his cock undertook the effort of stretching his trousers to the maximum. Luckily, he didn’t tend to get embarrassed easily and only reacted with a smirk when Tikka cocked their head to the side in obvious interest at the bulge in his trousers. “If your offer still stands, I’d like to accompany you to your room, together with my partner.” Jack placed a hand on the Time Lord’s shoulder, who offered his hand with a beaming smile.
“I’m the Doctor, nice to meet you. Oh, lovely tentacles. Beautiful, their design is absolutely brilliant.”
Jack wasn’t sure how long the leather would withstand the attempts of his cock to poke through it, when the Doctor was tenderly stroking a rippling tentacle while Tikka was taking a huge effort to keep from wrapping themselves completely around him. “We’d better go to your room before someone kicks us out,” Jack remarked, with a glance at the narrow-eyed look the bartender was sending their way. Thankfully, no one protested.
“Ah, you’ve adapted nicely to the gravity here.” The Doctor’s eyes gleamed with fascination as Tikka climbed from their bar stool and used their six nether tentacles to walk. Usually, Jack would have enjoyed the show a great deal, but it was hard to even pay attention to a gorgeous tentacle creature and the plush rear of your lover when every step was a lesson in self-control. Jack was only glad that the material didn’t chafe or he would have needed a cooling balm by the time they finally reached Tikka’s room.
The Doctor shrugged off his coat and suit jacket as he sauntered over to a blush armchair that was lined up perfectly with the huge, round bed in the centre of the room. “I’ll watch from here.”
There wasn’t a noticeable frown on Tikka’s face, but Jack could still easily read the confusion in their eyes while they watched the Doctor get comfortable in the chair. “He only wants to watch us, if that’s alright with you?” At Tikka’s somewhat disappointed nod, Jack leaned forward to whisper: “I’m sure we can get him to join in, if we put up a bit of a show.”
An interested gleam which Jack had often had the pleasure of having directed at him entered Tikka’s eyes. “I’m certainly up for it.” They shrugged off their tunic to reveal more smooth, bluish-grey skin – as Jack had suspected, without any characteristics mostly unique to mammals. The way Tikka’s tentacles flickered and shuddered showed that they enjoyed having their skin stroked.
“May I undress you? I’d love to touch more of your skin.” Jack wasn’t sure if the polite way Tikka was addressing him was just their way of talking or how the TARDIS translated it – and when, after a consenting nod from him, dozens of tentacles started work on his clothes, he couldn’t care less.
It was mesmerizing, how tentacles – mostly thin and flexible ones – grew out along the sides of Tikka’s torso to undo buttons and open his zipper. Jack held completely still as the tentacles manipulated his arms and legs to free him of his clothes. He sighed happily when his cock, already throbbing and in want of attention, was freed from the confines of his trousers. His sigh turned into a hoarse moan when one tentacle wrapped around the heated flesh and squeezed.
“Fascinating!” Jack blinked to focus his eyes, and took in the sight of Tikka regarding his cock curiously. “I’ve heard that humans possess different sets of reproductive organs, but I haven’t had the pleasure to be with one with your assets, yet.” More tentacles reached out to explore his cock and Jack was more than happy to let them. Soon he couldn’t tell anymore how many of them were busy stroking his shaft or squeezing his balls, just that it felt amazing.
“You’re extremely sensitive,” Tikka remarked, and Jack could only groan in reply as a thin tentacle pushed back his foreskin and rubbed over the head of his cock. “Could you come from that alone?”
“Yes, certainly,” Jack pressed out, and tried to find more words to describe what else he would like to do. He only succeeded in his endeavour when Tikka stilled the tentacles that were wrapped around his throbbing flesh and allowed his brain to function again. “If you keep fondling me like that, I won’t last too long. Not that I’d mind,” Jack added, before Tikka could do something disappointing like retract their tentacles. “But I’d also like to try other things. External stimuli is great, but internal feels even more intense.”
“Internal?” Tikka repeated and a few tentacles crept over his thighs and back around to his arse. One slipped between his buttocks and stroked along the crack, until it reached his hole. Encouragingly, Jack pushed back against it when the tip circled the ring of muscles and prodded carefully at it. God, he wanted that tentacle inside him – and not just one. His cock twitched and pre-come pearled from its slit in reaction to the idea of getting fucked by Tikka’s thick tentacles.
“It’s rather tight and small.”
It took Jack a second to understand that Tikka was referring to his hole, but when the information made it through to his brain he grinned reassuringly at his lover. “It’s more flexible than it looks. Not as flexible as a vagina, but enough to work with.”
“A vagina, that’s what the orifice of the human I was with was called, then.” Tikka still looked thoughtful, but since their tentacles were happily slithering all over Jack’s body and wrapping around him in extremely pleasurable ways, he wasn’t going to complain. He just hoped that Tikka would share with him what was bothering them so much. Luckily, he didn’t have to wait long for an answer. “I’m just not sure if both of them are going to fit inside you.”
“Both of them?” As anticipation went, that sentence certainly heightened it considerably. Maybe this was where he finally learned what secret the Doctor had kept from him, regarding this species.
One tentacle gesticulated to an area on Tikka’s lower body, above from where the tentacles they used as legs grew out of. With humans, it would have been around the part of the body where you could find an uterus, if one was there. “When I’m aroused, two specialised tentacles will grow out from there. In order to achieve orgasm, I need to insert them, together, in one orifice. The combination of fluids they eject upon reaching orgasm guarantees the optimal growing conditions for the young. Don’t worry,” Tikka added, with what could only be called a smirk, when Jack startled, “I’m not looking for an incubator. I’ve an implant which makes the fluids sterile. I’m still unsure that both tentacles will fit inside this,” the tip of a tiny tentacle slipped past the ring of muscles and inside him, “small orifice, but,” a thicker tentacle stroked his lips and Jack opened his mouth to let it explore inside, “this would also be acceptable.”
Jack hummed around the tentacle in his mouth and licked along the underside of it. The surface was smooth, although he could feel knobs and nodes just beneath the top layer of the skin. He wondered if they would swell when Tikka inflated their tentacles. He rather hoped so.
“How thick is one of your specialised tentacles?” When Tikka inflated one of their other tentacles in reply, Jack had to force his mind to remain focused on the task, instead of picturing all the scenarios he would like to test. The other tentacles stilled completely on his body, as if Tikka knew that he wouldn’t be able to concentrate otherwise, as he regarded the inflated tentacle carefully. It was smaller in girth, if not by much, than the Doctor’s cock. Two of them would be a bit of stretch – pun intended – but not only possible, but also extremely enjoyable, at that.
“With enough prep, that’s not going to be a problem,” Jack announced, and was rewarded with an enthusiastic squeeze of his cock.
“You’re sure?”
Before Jack could reply, the Doctor’s amused voice sounded from behind them. “Oh yes, don’t worry about him. He’s a real size queen.”
Jack glanced back over his shoulder and had to hide a smirk when he took in the sight of his lover. The Doctor was attempting to sprawl nonchalantly in an armchair, but the flush in his cheeks and the obvious bulge in his trousers rather ruined his efforts. It would be easier to get him to join than Jack had thought.
“Let’s get more comfortable on the bed, shall we?” Jack wasn’t surprised when, in lieu of a verbal answer, he was lifted by numerous tentacles and gently placed right in the middle of the huge bed. Tikka settled down right next to his head. They had retracted the tentacles that worked as legs back inside a little. Probably in an effort not to loom over Jack, who was sprawled out on his stomach.
“Would you like to be restrained? Lots of my partners have enjoyed that, in the past.”
“You’ve got around a bit, huh?” Jack winked and pushed himself up, onto hands and knees. One subtle look over his shoulder assured him that he was right in the line of sight of the Doctor. “Is it possible for you to immobilize me so that I’ll merely be able to shift my hips back and forth a little, and to hold up some of my weight at the same time?” Jack could certainly carry his own weight right now, but he had been part of enough scenarios such as this to know that it wouldn’t be the case for long.
“Certainly.” Tentacles wound around his wrists and arms, as well as around his ankles and thighs. A few thicker ones wrapped more loosely around his upper body and stomach. They were merely restricting his movements for the time being, but Jack could feel the underlying strength in them and he was confident that they could hold his body up, if necessary.
Jack flexed his muscles and groaned low in his throat when he couldn’t do more than move his hips back and forth a few inches. He was completely at the mercy of Tikka and their tentacles. It was a thrilling feeling and Jack basked in it as he catalogued all the ways in which he couldn’t move. He couldn’t reach out to touch and feel and hold onto anything. He couldn’t close his legs, which were spread apart and put his arse on display – and also gave a good view of his heavy cock. He couldn’t move away: not from the tentacles that squeezed his cock, nor the ones that slung themselves around his balls, nor the suckers that were attached to each buttock. Jack gasped when the tentacles to which the suckers belonged pulled and parted his cheeks for all the world – or at least, the Doctor – to see. He was bared completely, his fluttering hole unprotected and on offer for the taking for whomever decided to fuck him, and Jack couldn’t do a thing about it. A desperate moan was torn from his throat and his cock twitched excitedly in the hold of the tentacles.
“Is this alright?” The question tore Jack out of his headspace and he needed a few seconds to focus on Tikka’s face. “There are a few things I’d like to try to see if I get the results I desire, but I don’t know…”
“Just do it,” Jack gasped out, desperate for the game to continue, but then took a steadying breath to explain further. One should never jump into such games without setting some ground rules, at least. They should have established them from the start, but in the rush of excitement, Jack had forgot about it. Besides, his mind had been fixated on the presence of the Doctor, who was already aware of all the rules. Of course, Tikka would need a few explanations, too. “If I need an explanation of what you’re doing or if I need a break – or a moment to think about it – I’ll say pause. If I want to stop altogether, I’ll say stop. If I don’t say anything, just continue.”
Tikka accepted his safe words with a slow nod and didn’t question him further. That more than anything showed Jack that while their experiences with humans were apparently limited, that they weren’t new to this kind of game. While Jack didn’t mind introducing lovers to new kinks, the prospect of being allowed to simply enjoy himself without having to fall into teaching mode was thrilling. That wasn’t to say that Jack wouldn’t happily demonstrate the correct usage of certain sex toys to a lover – the Doctor had become a huge fan of vibrating anal beads afterwards – but he could imagine even more fun activities to indulge in… although the anal beads had certainly been a favourite of his.
A gentle, insistent squeeze around his balls brought Jack back from his recollection of games with sex toys to the even better reality of being at the mercy of a kinky tentacle monster. Jack lifted his head – one of the few movements he could still make – and licked over a tentacle in front of his face in apology for spacing out. He knew that he was forgiven when the tentacle slipped between his lips and allowed him to suckle on the tip. It wasn’t as thick as Jack would have liked to have in his mouth, but he understood that Tikka wanted him able to talk. He didn’t mind.
Not minding turned into very much approving when two thin tentacles slithered down the crack between his spread cheeks and rubbed over his hole. A cool, slightly thick, liquid was smeared all around the quivering ring of muscle and Jack grew even harder at the thought of the tentacles being self-lubricating. If he could, he would have spread his legs even farther apart and pushed his arse up in the air, but the tentacles kept him in place. He could only whine and shift his hips a little, in an attempt to beg for Tikka to push the tentacles inside.
When they finally did, Jack’s sigh of relief and pleasure soon turned into a groan of frustration since they only slipped in about an inch, and then stilled. They were so thin that they didn’t even touch each other when inserted inside him and the niggling feeling that something was inside him, but with too little of it to give him any kind of stimulation, was maddening.
Jack was momentarily distracted from the tiny tentacles in his arse by one that was wrapped around his chest. The first brush over his nipples felt like an accident, but the assault that followed certainly wasn’t.
“Oh fuck!” Jack gasped and was glad to have the tentacle in his mouth to suck on when a cool liquid was spread around his nipples before a sucker was attached to each one. He only had half a second to realise what was about to happen, before it did.
“Oh hell! Fuck!” Jack panted, as the suction on his nipples started and increased until it was hovering right between pleasurable and painful, with every suction sending sparks right down between his legs to his sadly caged cock. The tentacles around it, allowed him to maintain an erection, but the way his length and his balls were wrapped up, made it impossible for him to come. Which was good because otherwise he would have shot his load already, but also terrible, because… Jack was ready to burst.
The suction on his nipples stopped, although the suckers remained attached, and Jack sighed happily at the respite and suckled at the tentacle in his mouth. His break was short-lived, since Tikka chose that moment, to start pumping the lubricating liquid inside his arse. While the thin tentacles didn’t give him the stimulation he wanted, they were efficient at pumping the lube deep inside him and spreading it around without any stretch at all. The feeling of the cool, thick liquid slickening him up was disorienting. Jack only feared that he would overflow by the time the thin tentacles were pulled back. It certainly felt like his whole arse was filled with lube. No chance of tearing, there.
“Woah!” Jack wasn’t sure if he gasped or groaned – or both – when his legs and arms were moved, until he was resting on his under arms, with his arse pushed up high in the air and his thighs spread even further apart. Fuck, but it felt like he was laid out as a sacrifice for some kinky gods which were lined up to take his well-lubed arse, one after another.
The thin tentacles didn’t slip out completely, but instead pulled carefully at the rim from the inside until Jack’s hole felt stretched wide open. The sensation of lube trickling out of him and running down his balls. sent a surge of heat to his face and his cock. He was truly overflowing.
Jack didn’t get the chance to think about the state he was in much longer, when a tentacle demanded his attention by nudging against his stretched open hole. It was thicker than the other ones – much thicker, in comparison – but it pushed easily inside him with a squelching sound.
More lube leaked out of him and ran down his arse and thighs as the tentacle moved inside him slowly. Much too slowly for Jack’s liking, because the smooth slide of it in his arse wasn’t nearly enough to take the edge off his longing to be fucked. Combine that with the gentle sucking on his nipples and the rhythmic squeezing of his cock and Jack felt close to losing his mind.
“He’s watching.” Tikka’s face suddenly appeared in front of Jack, without their movement bringing any change to how the tentacles pleasured him. Jack took longer than usual, too focused on the various sensations his nerves were sending, until the meaning of Tikka’s words sunk in. When it finally did, Jack was grateful for how the tentacles were holding his cock and balls hostage, otherwise he would have come right then and there. The Doctor was watching them, watching him with his arse in the air, restricted by numerous tentacles and slowly getting fucked by one of them, while lube leaked out of him.
“Is he a penis carrier, too?” Tikka underlined their words by closing a sucker around the head of his cock. The suggestion of what was in wait for him tore a whimper from Jack’s throat.
“Yes, he’s,” he still managed to gasp out.
“Good,” Tikka’s breath was raspy, when they exhaled. ”Do you think he’ll want to fuck you?”
“Oh God,” Jack groaned, partly in reaction to the light suction on his cock and also due to the picture of the Doctor taking him from behind, as often and as long as he wanted, while Jack could only take it. “I hope so. Keep that up and he’ll do it.”
“Excellent.” There was definite excitement in Tikka’s voice and when Jack found the strength to look up, he noticed the first inch of two thick and glistening tentacles protruding from their abdomen. Jack was glad that their game was doing something for Tikka as well – he would have felt like a terrible lover otherwise, when he had enough brain function left again to think about anything else but the tentacles all over his body.