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It shouldn’t have come as a surprise that I would end up in a predicament like this only a few days after a late-night confession session with Asra about our various kinks and crushes. When in a drunken state it slipped out that yes, okay, fine, I had a crush on our good friend doctor Julian Devorak, and yes the idea of a sexually driven tentacle monster ravaging me without a care was pretty hot, I should have recognized the sly smile that crossed Asra’s lips, or the devious sparkle in his eye. I guess it’s true when they say hindsight is 20-20. It’s not like I didn’t expect Asra had something devious planned when he asked If I wanted to go with him to the forest for some mushroom hunting, only adding that Julian would be joining us after I agreed to go but maybe there was a part of me aching to see what he had up his sleeve.
“Let’s stop here for a bit.” Asra suggested after only about a half an hour of actual foraging, too quickly walking over to a small clearing in the forest that he seemed to already know was there. Though the sun was high in the sky, the breeze blew consistently and it was a comfortable afternoon. Julian and I complied, following Asra into the clearing where he promptly pulled a thin blanket out of his bag and laid it down for us to sit on.
“Julian what do you think of our dear Jasper here?” Asra questioned after a bit of casual chatting and enjoying the scenery.
“Huh? I… Well…”. Julian blushed softly at the sudden question, looking at me for a split second, then at Asra, and then off into the forest at nothing in particular. I could feel the heat in my own cheeks, surprised and a bit embarrassed.
“Isn’t she lovely?” Asra placed his hand on mine, grabbing my attention. Slowly he leaned in, placing a soft kiss on my lips which I returned hesitantly.
“What uh… What is this?” Julian voiced the confusion we were both feeling, but Asra stayed silent, his sultry gaze eyeing us both with an unknown intent.
“It’s a lovely afternoon. Wouldn’t it be a shame to waste it?” Asra switched his attention to Julian, who was sitting next to me, leaning over to whisper something in his ear. Whatever it was caused Julian’s soft pink blush to turn nearly crimson, the tint traveling down his neck and onto his chest which was, as always, partially exposed in his flowy white shirt.
“Yeah?” Asra asked him, eyebrow raised, small smirk crossing his face.
“Y-Yeah!” And in an instant Julian’s shy demeanor seemed to change. He ran his fingers through his messy red hair before making eye contact with me, sporting the same devious look as Asra. Both of them had a hunger in their eyes I hadn’t seen before.
“Would you like to have a little fun today?” Asra finally spoke up, lips mere inches from mine now as Julian sat waiting intently for my response. My heart raced in my chest wondering just what he was planning to do, but I nodded gently before closing the gap between us to kiss Asra once again. This time kissing him passionately, with much more fervor. My hand pressed against his chest while the other gripped his hair, tugging gently and eliciting a soft moan from him that made my heart flutter. Our kiss continued, parting only for quick breaths and then so that Asra could suck and nip at my neck, undoing my top which Julian quickly slid off my shoulders and down my arms from behind me.
When I felt my body being caressed, I initially thought it was Julian, but it didn’t take long to realize that it didn’t feel like hands… No, something cool and smooth was snaking around my waist and up my chest, curling and tightening around my breasts, and finally Asra broke away from me to sit back on his heels and watch as whatever it was gently made its way around my neck. A purple tentacle rested, finally, on my cheek, loosening and tightening it’s grip on my body in random intervals. It was Asra’s magic, of course.
“A-Asra!” My voice was a shocked whine and in a moment a few more purple tentacles appeared seemingly out of nowhere, though they remained still for the moment.
“Do you want to stop?” Asra cooed, tilting my chin up with his finger and again leaning forward to place a small peck on my lips. The tentacle around my body slithered and tightened as an involuntary moan escaped me.
“No!” The word came out before I had even really registered it. I definitely didn’t want to stop but I was still getting over the surprise. It was only now that I realized Julian was lightly rubbing himself through his pants, biting his lip as he watched the tentacle slither around my body.
“Then, shall we continue?” Asra sat back on his heels again and I could see that he too was beginning to get hard, but he focused his attention on me as the other tentacles started to wiggle and make their way around various parts of my body until my hands were bound above my head and I was suspended off the ground with my back to the sky, knees bent and spread apart slightly, face aligned with Asra’s growing erection. I wasn’t even sure when the rest of my clothes had come off but there I was in only my panties, presented to the two men as the tentacles began to explore my body more. They were so nimble, so precise, leaving a warm sticky trail in their wake that cooled when the breeze blew and left every inch of my body sensitive and tingling, waves of pleasure coursing through my body with each beat of my heart. The sensation was almost overwhelming, driving me crazy with desire.
Though the tentacles had completely ignored my pussy up to this point, I could feel the ever-growing wetness between my legs. Straining against the tentacles I tried to change position so that I might get some stimulation, anything at all, to quell the desire growing within me. The tentacles around my breasts began to pinch and tug at my nipples while I moaned and whined as Asra just sat there watching. Behind me I could hear a wet rhythmic sound and I knew it was Julian touching himself, if I let my head hang down to look between my legs I could just see his slender fingers curling around the base of his rather large cock, sliding up to the head and then back down, his other hand cupping his balls. It was a sight to behold, but I couldn’t look for long as the tentacle around my throat tightened and pulled me back up to face Asra’s now exposed member. I wanted to taste him, wanted to lap up the precum that was collecting at the tip of his beautiful cock, wanted to feel it slide down my throat, but he was just out of reach.
“You should see your face.” Asra let out a gentle chuckle, moving his hips forward so that his cock rubbed against my right cheek. “And too bad you can’t see Julian’s; he’s loving the show.” He continued with his teasing, pulling back out of my reach again. I felt as if my nerves were all on high alert as the tentacles continued to writhe and slither around me, one finally rubbing gently across my panties, though not enough to satisfy me, the sensation was enough to elicit a yelp of surprise.
“Do you want it inside?” Asra asked teasingly. “Do you want to feel it fill you up, stretch your cute little pussy while Julian watches? Maybe one can plug up that noisy little mouth of yours too. Would you like that?” The questions were too much as a tentacle rubbed me tenderly through my panties, avoiding my clit and focusing solely on my lips, prodding at my entrance through the thin fabric before another pulled them aside and the first or maybe another proceeded to rub between my legs, parting my opening and teasing me further. I wasn’t even sure if the growing wetness was from the tentacles or my own arousal, but I knew that yes, I wanted it inside me, I needed it inside me, or I would lose my mind.
“Please. Please. Asra!” I pulled at the tentacles in desperation, but they barely gave way at all, only tightening their grip around my wrists and throat once again.
“Please what, Jasper? I can’t help you if I don’t know what you want.” Asra smirked again rubbing his cock on my face, smearing precum on my cheek but avoiding getting anywhere near my mouth despite the fact that I was practically panting like a dog as I continued to unwind, desperate and needy like I’d never felt before.
“Inside, put it inside, I need it. Please!” I’m sure the whole forest could hear me begging but I couldn’t have cared less at that point. In an instant the tentacle teasing me positioned itself at my entrance and in one swift motion was inside of me, filling me to the brim, deeper than I even thought possible. In that same moment I convulsed and twitched around the tentacle, my body again tugging at the slithering, writhing things keeping me restrained in midair as I cursed and moaned and cursed some more. Overstimulated and desperate I had cum just from the initial penetration, continuing to clench around the tentacle inside of me as it moved to rub my most sensitive spots almost bringing me to tears from the overbearingly sweet sensation.
“Dear gods,” Julian finally spoke up, “I… I’ve never seen anything like this.” He sounded a bit amused, though he spoke through bated breaths.
“Would you like to see her cum again?” Asra remained as cool and collected as always though the twitch of his cock showed he was enjoying the show just the same.
“I’d love nothing more.”
“How bout it, Jasper?” Asra cupped my cheek with his hand, tilting my head up so I could look at him. Every breath I took was met with the constriction of the tentacles, making them short and shallow as I huffed out another pleading confession of how badly I wanted to be fucked by Asra’s magic.
“Such a needy little thing, aren’t you?” Asra continued to smile as he spoke but I had no response aside from incoherent babbling as the tentacle inside of me once again began to writhe and pump itself in and out of my dripping hole. Suddenly one of the tentacles’ focus shifted to my clit, rubbing in a circular motion at the swollen, sensitive nub, and in moments I was tumbling over the edge again, crying out at the top of my lungs as convulsions swiftly passed through my entire body in an orgasm that made my head feel light and my toes curl. Behind me I could hear Julian moaning and I wished desperately that I could see his undoubtedly blushing face as he pleasured himself to the sight of me, desperate and needy as I was in this moment. I could only imagine the warmth in his cheeks, the crimson tint that traveled down to his neck and hairy chest.
“I want…” The only words I could get out between breaths as the tentacle continued to move inside of me, causing sensations I never could have dreamed of. If I hadn’t been so drunk on pleasure I would’ve been mad that Asra had waited so long to unleash such delightful magic on me.
“What’s that? What do you want, dear?” Asra again caressed my face, before giving it a light slap that only made me clench around the tentacle even tighter.
“Please, I want to taste you. Both of you.”
“You’re so cute.” He bit the center of his lip with a smile and the tentacles eased up a bit as Asra motioned for Julian to kneel beside him. Julian quickly complied and finally I could see that beautiful face of his, ginger curls messy and falling into his face. The look of lust and desire in his half lidded eyes only made me want him more.
Kneeling next to each other the two men presented themselves for me. The tentacle inside of me still pumping slowly and rhythmically while two took turns sliding across my clit, sending jolts of pleasure through my body each time, but teasing just enough to keep me from another orgasm.
I did my best to focus on the task in front of me, licking tenderly at the precum gathered at the tip of Julian’s cock.
“You can do better than that.” Asra cooed, the tentacle around my throat pulling me forward as another pushed my head down so that nearly all of Julian’s cock was down my throat. Julian let out a guttural moan, his gloved hand moving to the back of my head to push my mouth down even further down his long shaft, while Asra stroked himself, golden tanned cheeks tinted with a lustful blush.
“Isn’t she so pretty when she’s putting that mouth to good use?” Asra cooed, flicking his thumb across his tip as he moved closer to me, signaling that it was his turn. Julian slowly slid out of my throat and mouth, leaving me panting and drooling as he did so. While Asra teasingly rubbed himself on my cheek and across my lips the tentacles moved faster, a new one circling the only free hole I had left, while two more pulled my cheeks apart to afford better access.
“Asra! That’s- ugh, ah…” The tentacle pushed teasingly inside, just barely entering my ass before pulling out to tease the entrance again while another continued to tease my clit and a third pumped in and out of my pussy
“What was that?” Asra taunted, moving so that his balls were in front of my mouth while he stroked himself, rubbing them across my lips in a silent command.
In a moment I was sticking my tongue out to lap at his balls, Julian watching in awe as I slobbered and sucked and panted. It wasn’t the first time Asra had made me his play thing, and I really didn’t mind, in fact I enjoyed the way he could be so sweet and loving to me and then turn around and make me willingly submit to his every sexual desire.
“She loves to please you know.” Asra spoke up between moans that were music to my ears. “She’s the best fucktoy in all of Vesuvia.” As if to match with his praise the tentacle teasing my ass suddenly pushed its way so far inside me I wondered if it might come out my mouth. I could feel it wriggling and pumping as I couldn’t hold back the whimpers that turned to moans while I continued to worship Asra’s balls like the good little apprentice he had trained me to be.
“I don’t doubt it for a second.” Julian agreed, rubbing his throbbing cock across my cheek and back into my mouth, slowly sliding it down my throat until my lips were touching his stomach and I was certain he could feel the tentacle around my throat moving up and down slightly to stroke him off from the outside.
“Don’t… I don’t want to cum yet,” Julian spoke up, “I need to fuck this plaything’s pussy before I can really say what I think of her.” The tentacles inside of me picked up speed and once again I was cumming while I choked and gagged slightly on Julian’s cock, slobber dripping down onto the ground below us while I clenched and convulsed and tried to breathe, gasping when he finally pulled out.
“Sounds to me like she’d like that very much.”
“I would!” I choked out between bated breaths. “Please Julian!”
He was already positioning himself at my entrance, his hand caressing my ass cheek while he watched the tentacles fucking my ass and pussy.
“Gods,” With both hands he spread my shapely ass cheeks apart, taking in the sight of both my holes being filled and let out a delighted chuckle, “are you sure you want it? It looks like you’re enjoying yourself plenty.” He teased, moving to run his finger tips down the backs of my thighs, causing me to shiver.
“Yes! Please, Julian!” Magic tentacles were one thing but I craved to feel him inside of me, had fantasized about what it would be like for months. Just the thought had me tightening up around the tentacles fucking my holes.
“She did ask so nicely.” Asra teased, cupping my face in his hands so he could tilt my head up to look at him.
“Well it would be rude to deny the girl any longer.” Julian gripped my hips and the tentacles holding me in place moved my body with him so I was perfectly lined up for him. I couldn’t help the whine that escaped me when the tentacle inside my pussy finally slipped out of me but it was soon replaced with Julians hard cock, bringing forth a guttural groan from the doctor as he slipped inside of me with ease. In no time I was once again lost to the overwhelming pleasure. The tentacle in my ass alternated with Julians every thrust so that when he pulled out of my pussy my ass was filled and when he thrusted all the way into me until I could feel his balls slapping against me the tentacle in my ass was pulling out of me.
“Don’t close your eyes, look at me.” Asra commanded, his sensual, lilting voice always able to sway my will to his.
“Asra, oh fuck, please I can’t ah I…” My cheeks burned with delight and embarrassment and everything else was just too delicious. My mind was swimming, vision blurred by the fuzziness brought on by the overwhelming pleasure. Behind me I could hear Julian grunting with each thrust, deep almost melodic moans escaping him every now and again.
“You can, Jasper. Just relax.” Asra pulled me back to reality and I stared into those gorgeous purple eyes. One of his hands moved so he could stroke himself, his eyes shutting for a moment, those white eyelashes fluttering when he looked at me again. “I… hah can’t wait to… Cum all over your cute face.” He glistened in the sun as a light sheen of sweat covered his body and he slowly pumped his hips into the hand wrapped around his cock.
“Oh, Jasper I’m going to-” Julian leaned more of his body weight onto me, his grip on my hips tightening as his breathy moans got more erratic, “Fuck, you feel so good!” His gloved hands dug into my tender flesh as he grasped for purchase, pulling me towards him like I was his own personal fleshlight. As he toppled over the edge he thrusted into me completely, rutting his hips and nearly whimpering as he filled me with his cum, his cock perfectly curved to hit a spot inside me that made me squeal in delight with each lazy thrust.
When he finally pulled out of me only to immediately be replaced by a tentacle, the wet squelching of Julian’s cum accompanying each thrust, I could feel the mess drip down my thighs. The tension building in my lower abdomen signaled the nearing of yet another release and wondered if the approaching orgasm might just make me completely mindless. I maybe even delighted in the idea. My limbs trembled in the tentacles’ grasp and their grip only tightened keeping me in place.
“You look so sexy with Julian’s cum dripping out of your messy hole.” Asra cooed, the pink tint on his cheeks deepening as he started to stroke himself faster. His words sent a shock through my body straight to my core and I bucked my hips against the tentacle, so close to release I could hardly even choke out a moan in response.
“Did you know I can feel everything the tentacles are doing to you? They’re an extension of me and… Fuck… I know you’re close.” With his free hand he balled his fist in my hair, angling my face so it was in perfect range of the load he was about to release on me. “Go ahead. Cum one more time for me, my darling apprentice.” Those words were all it took to finally turn me into a convulsing mess, too tired to do much more than limply ride out the waves of pleasure that tore through my body, the tentacles and Asra still holding me up no matter how tired I was. The tentacles in my ass and pussy slowly slipped out of me, slapping to the ground with a lewd, wet, splat, while the tentacle focused on my clit continued to trace lazy circles around the sensitive nub, making me shiver each time it did.
“That a girl. Now open your mouth.” Asra commanded. Only half lucid, I did as I was told sticking my tongue out to catch his seed, still shivering at each touch of the tentacle on my clit. Without another word Asra panted, stroking his impressive member until with a few shuttering breaths and some last desperate strokes he reached the peak of his orgasm, releasing his hot, thick, cum in spurts that landed on my tongue and lips. I swallowed without hesitation as I was lowered to the ground and the slithering tentacles sank into the ground until they were no more.
I’m not sure how much time passed as we all lay near each other on the lush grass, catching our breaths and regaining what we could of our composure. Eventually the sun began to set on the horizon and we felt it would be best to pack up. Once Asra and Julian were dressed, the two men helped me clean myself up and slip back into my clothes, and we made our way home.