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Thomas' Misadventures

Thomas' Misadventures

by Enmenthusiast23
19 min read
4.4 (1200 views)
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Turning the Tables

Sebastian took Thomas on a hiking adventure in the great big outdoors, slowly stripping off all of his clothes and teasing him along the way. It was only until they had reached the very top that Seb made off with the bag that had Thomas' clothes inside, and so he ran after his boyfriend and managed to catch him back on the trail. But Thomas has a new problem on his hands with some new arrivals....John and his friends from the basketball court...

(There are scenes of unprotected sex between adults, this story is fictional but STDS are not, please practice safe sex always and stay safe out there!)

Thomas

"Fuck...." I said softly as my eyes widened in surprise at John's arrival.

I looked to Sebastian who merely shrugged and the look in his eyes meant that he was genuinely surprised to see them here as well.

John was the same as that day in the park, standing at 6 '3 and had a slightly darker tan that made his green eyes sparkle in the sunlight. This time he wore a green tank top and some loose gray shorts while his friends were a mixed group, though I recognized one as the guy that had tackled me on the basketball court when I tried to flee, and had seemed eager to jerk me off and make me cum too...

The memory of that day made me blush, my cheeks felt hot and to my shame John noticed and smiled even wider.

"Well look at you Thomas, being all naughty again aren't you?" he said and took a step forward closer to me.

His friends stepped closer now too and I was momentarily frozen. So much so I reacted too late and soon they had me nearly cornered.

I felt their hands reach out towards me, I felt multiple hands touching sensitive areas, including my loosened ass and aching cock which made me whimper and moan as they fondled their prey.

I opened my eyes and John was in front of me, he took his time wrapping his hand around my shaft and slowly pumping it up and down, using his other hand to fondle my balls.

"Ahh...fuck..." I said out loud as so many hands grasped at and felt up all areas of my body.

I even felt someone close in and start sucking on my neck. I heard a voice behind me, and at first it was muffled in the sensations of my body.

However, I eventually realized it was Seb's voice and I snapped to attention and tried to back away from the group. I wouldn't have had much luck on my own but thankfully Seb forced his way through the group.

He grabbed me by my shoulders and pulled me back, he had a look of fierce protectiveness on his face but also...something else I didn't quite recognize.

John and his friends gave Seb dirty looks for spoiling their fun, and looked like they were about to pounce on us but John stopped when he looked closer. A look of recognition passed across his face as he saw Seb as if noticing for the first time and said "hey...I know you! That's right you're from that day at the mall..." he said.

I turned towards Seb, and this time it was my turn to be confused as I gave him a quizzical look but he simply waved me aside and took a step forward himself, placing his hand on my shoulder.

He looked at John and said "yeah...you remember right, and hey listen we were just on our way back down the trail, I don't suppose you'd consider just letting us be on our way?" he said and he had a hint of nervousness to his voice which surprised me.

Seb always seemed so sure, so confident yet the introduction of John and his friends had completely thrown off his plans and was struggling to regain a sense of control. As for myself, my cock refused to go down, in fact it seemed harder than ever and all I wanted to do was climb on Seb's body and ride his dick until he shot his load inside me. Seeing Seb so nervous now changed something in me, however, I started feeling an urge, a primal want to claim what was mine and take his ass for the first time myself.

My hand, almost on its own, wandered towards Seb's backside and as he talked I slowly rubbed my hand across his butt which made him stumble in surprise at first...but he didn't stop me as I massaged his ass.

I heard John in the distance say something to Seb but I was lost in my own headspace as I grew bolder and slid my hand inside his shorts.

"He-ahhhhh" Seb was saying before he cut himself off and bit his lip to contain his groan which earned him an intrigued look from John.

I smiled to myself in pride of the reaction I got, and took it as permission to continue as I felt the smooth skin of his bare ass cheeks, occasionally grabbing and squeezing handfuls of his muscular and toned butt.

Seb was always the kind of man who was upfront with you about everything. If he wanted me to stop what I was doing, he'd do so without hesitation. Thus, it made me all the more bold in taking control for once.

I spared a glance towards his front and I nearly yelled in triumph as I saw his bulge now completely obvious to everyone and gave his face a quick glance which showed the enormous red in his cheeks. I gave him a sly wink as my hand continued its work, and I grew increasingly adventurous and daring as I explored areas of his body I had never had the opportunity to do before.

I fought down the urge to rip off his clothes as my hand penetrated deeper between his cheeks and I found what I was looking for as the tips of my fingers grazed against his hole.

"We only-ah fuck..." Seb said and this time he couldn't help but let out a soft moan as my finger teased the outside of his entrance.

I decided to continue what I was doing, my fingers always touching around the edges of his hole and just as it seemed I'd finally push inside him I pulled away and resumed massaging his ass.

All of this was happening right as Seb tried to talk our way past John and his friends.

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"Well you see, you're in our way so how about you just stand aside and maybe we'll let you pass without incident," John said, giving me a knowing wink.

It seemed we had a mutual, silent understanding and was eager to see where things went from here. I smiled at him and he smiled back as he continued his conversation with Sebastian, right as my finger finally started to push its way inside of Seb's hole.

He nearly jumped as I, very slowly, pushed my finger inside his hole. I had to do it carefully without any sort of lubrication, and it took longer than I'd have liked but I sure enjoyed the fruits of my labor as I got to tease the inside of Seb's ass for the first time.

I spared a glance to John and his friends, who were by now eying Seb hungrily, and as I realized this I smiled mischievously when an idea came to mind.

However, I needed John to act first so I continued what I was doing before, slowly gaining an inch or two inside Seb's hole but with every step forward I'd pull back right to his entrance. It seemed to drive Seb crazy, and I decided to kick it up a notch as I was determined to break down his barriers and make him submit. He was enjoying what was happening no doubt, but i wanted to ease him into this, make him feel good.

To that end, I withdrew my hand and, as discreetly as possible I lubed it up with some spit and tried to pass it off as a cough though I didn't bother to check if they had bought it or not.

My hand found its way back inside of his shorts and I took it one step further this time by lowering his shorts and underwear and stopping just short of exposing his front. This allowed me easy access and to my surprise Seb didn't say or do anything to stop me, and I took it as his permission to continue.

I used my now lubed up fingers to tease around his now loosened hole. I lightly touched around its edges with the tip of my fingers in a seemingly endless loop.

Whenever he least expected I'd actually push my way back inside of him, teasing him and making him squirm as he tried to maintain his composure, which slowly faded as I knew what I was doing was making him very turned on much to his own embarrassment.

'Your turn babe,' I thought to myself as I again withdrew my invading fingers and massaged his ass cheeks for a few moments.

All of this happened while they talked, though the conversation was going nowhere and with John's passing glances my way he had caught on to what I was doing and seemed to be stalling to give me more time.

John seemed oblivious to what I was doing at first, but as Seb struggled to contain himself he noticed more and more that I was up to something and from the look in his eyes he seemed intrigued, eager even to help me out.

I struggled to contain myself as well as my cock throbbed out in the open and even leaked some precum which dropped onto the trail below and I fought the urge to jerk myself off until I shot my load as hard as I could as other, more primal desires dominated my thoughts.

It was hard to concentrate at all, but I was determined like never before as I inched my fingers back towards his hole and this time I slowly but surely inched it inside him until it was completely buried in his ass. Then I slowly withdrew and teased around the edges of his hole once more, this time I got visible from Seb as he turned to look at me and he had a pleading look in his eyes.

I smiled at him, which made him smile too despite the fact that his face was crimson red as he realized he had stopped talking to John. Speaking of which, I turned to look at the man who met my gaze and an unspoken message passed between us as he smiled with wicked delight and turned to his two friends.

The one on his left was the ginger from the park, and his name was Jay whereas the blonde on his right was George.

John turned to each of them and said "hey lads, it seems naked Thomas here needs some help relieving his boyfriend of his clothes, let's help him out," he said.

That got Seb's attention but before he could do anything John and his friends were already on us

Seb tried to back away, he was nervous and unsure, but...he didnt take my hand and run, as he could with ease, but he stayed, curious and fully aroused.

My hand withdrew from between his ass cheeks when he suddenly yelled "Wha-hey!" Sebastian yelled out as John's two friends grabbed his arms.

They held them at his sides while John stood beside me. Seb looked at me, nervous, but I gave him a reassuring smile which seemed to calm him down and didnt struggle to break free.

I decided not to waste anymore time as I stepped closer to Seb, while looking straight into his eyes I grabbed the hooks of his tank top and with all of my strength I pulled on the fabric and a loud RIIIIIPPPP sounded as I tore his shirt, leaving him bare-chested. John and the others helped out by ripping off the last pieces of his shirt, then began to explore his now bare torso with their hands.

I gave his nipples a few twists and ran my hands across his bare chest, even kissing and sucking on his neck and grinding my hips against him, my cock pressed tightly against his bare skin.

"Mmhmm," I heard him say while biting his lip.

I smiled at him and moved further south now and this time John stepped forward and we each grabbed a side of his shorts. We each gave the other a nod when we were ready and with a mighty pull we each tore off a large chunk of his shorts, tearing it to pieces which left only his boxer briefs.

I glanced at John who raised his hands and backed away, then turned my attention back to the pitch-sized tent in his boxer briefs and to my delight I saw a large wet spot where the head of his cock was. I spared a look upwards and saw Seb's adorable, blushing face gazing down at me and he was still a little apprehensive, but he was also a whimpering mess as four men eagerly explored his increasingly bare body.

I ran my hands across his bulge, grabbing his shaft through the fabric which made Seb gasp out loud and he even whimpered a little as I licked the head of his cock through his undies. As before, my hand found its way to his backside and started poking around and near his now loosened hole, which I was increasingly eager to pound my cock into.

"Let's get these off you babe," I said and through grabbing the sides of the pouch on the front.

I gave it a few tugs at first, weakening the seams of the fabric before I gave it a final pull as his boxer briefs were now torn away, leaving him completely naked.

John and his friends gazed at Seb's bare body with awe and lust in equal measure, and with free hands they massaged the boners hiding within their own shorts. With his clothes gone, they descended like vultures and resumed running their hands all over his body, including myself, who was occupied with stroking his cock and balls.

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"Ahhhh...fuck, guys," Seb said out loud, and I turned to look up at him and saw he was close to drawing blood as he bit his lip to contain himself from moaning but with a reassuring smile I looked directly into his eyes as I guided the tip of his cock to my lips and used my tongue to tease around the head.

I got the reaction I wanted as Seb tried to involuntarily thrust his hips forward but still found himself held by George and Jay. While keeping eye contact I continued to tease along the length of the tip of his cock and I tasted his precum on my tongue as I did so. I lowered my head further down now, guiding my tongue along his shaft while playing with his balls and ass with my free hands. I used the edges of my fingers to tease around the edges of his hole as before, fondled his balls, and licked his aching cock with my tongue all at once.

The sensations drove him absolutely nuts, and I could tell he was starting to weaken and almost ready to give in. John and his friends helped as they teased, licked, and twisted his nipples and sucked on his neck all while watching me as I slowly broke down each and every level of his pride and dignity to make him submit to me.

I thought to myself that as much as I belonged to Seb, he also belonged to me, and I was determined to show him that. I couldn't help but feel a pang of jealousy as John kissed Sebastian's neck and nibbled on his earlobe but I decided not to let it get in the way as I resumed my intense focus.

Soft moans were coming from Sebastian now, I could see in his eyes that he was losing himself in the pleasure despite being stripped fully naked by me in front of John and his friends. He couldn't help but feel immense pleasure at seeing and feeling me tease his body to the breaking point.

It was time to take things to the next level as I finally took his cock in my mouth and I heard him left out a: "oh god..fuck babe..." he said but didn't protest either as I took his full girth all the way down to the base of his cock.

I wrapped my tongue around his shaft and licked around his length

All of this was happening at the same time my fingers edged their way back inside his hole, and my other hand grabbed and played with his balls. It took a few tries at first, but I managed to time it just right so that my thrusts inside his hole matched that of his cock thrusting in and out of my mouth.

As I both went down on and fingered him, it had finally become too much for Seb as he was moaning and whimpering out loud now much to our delight, in fact I heard John say:

"Yeah, make him beg for it lad," he said, his two friends echoed his sentiment.

I happened to agree with them, so I pulled his cock out of my mouth and withdrew my fingers from his ass which made Seb visibly shiver as well as let out a whimper. I stood back up and noticed that Jay and George had released their hold of Seb and I wondered how long it had been that way, knowing he could have stopped me at any point.

I looked into my boyfriends' eyes and he didn't resist nor utter any protest as I expertly guided him so that he was lying on his stomach with his ass raised up in the air. John and his friends all had their cocks out now and were stroking their hard ons as they watched me position Seb so that his ass was open to me. I tugged on his cock through his wide and spread-open legs and gave it a few strokes before I turned my attention to his eager and waiting hole.

I pulled his cheeks wide open, exposing his pink and hairless hole which had loosened and relaxed thanks to my earlier efforts. This time, however I spit directly at his hole which made Seb cry out but didn't move as I spitroasted him. Using a finger or two, I grazed the edges of his hole, teasing their way around him while my free hand explored his body, his thighs, calves, his genitals and even his back.

"Hmmmm....fuck Thom...." Seb said.

Hearing him say those worse in such a way stirred something in me, so much so I pushed my lubed up fingers inside of him, slowly at first but his loosened hole quickly gave way to my penetrating fingers. His moans grew louder as I used my thumb to spread his precum over the entire tip of his cock while I pushed deeper and deeper inside of him until like before I had fully inserted two fingers inside of him now.

Seb's virgin hole was tight, but it was slowly getting used to my fingers being inside of him and I could tell he was starting to enjoy it, but I wasn't done yet as I slowly pushed my fingers out, then back in, back out, then in. I ironically learned these exact moves from him not long ago when he had bent me over the bench and had used his own fingers to invade my hole to excite me, arouse me to the point where I had been begging him to fuck me.

As my pace quickened, I positioned myself so that I could lean forward towards Seb's head and I got close enough to whisper in his ear:

"You like that baby? You like having these inside you?" I said while stroking his achingly hard cock which leaked precum all over my hand.

"Oh...fuck yeah babe...don't stop," he said, practically begging.

I smiled and gave his earlobe a nibble as my own cock throbbed in anticipation and satisfaction that Seb had finally given in and was now lost in the same pleasures he had cast me into not long ago.

But this time we did things my way, so instead of continuing I withdrew my fingers from him once more and resumed dancing around the edge of his hole with my fingertips which always grazed but never pushed inside of him. That, on top of me teasing his cock and balls was making him writhe and squirm beneath me.

Then without warning I thrust three fingers inside of him now, which made Seb cry out once more but quieted down to a whimper as I thrust in and out of him with three fingers instead of two.

I continued to tease him like that, constantly denying him what he wanted until he begged for it, which he did when upon me withdrawing my three invading fingers, I heard Seb sigh and say "please..."

I leaned in close once more, and I grinded my cock against his ass as I did so. His breathing was slow and heavy, but quieted when I leaned in and whispered "please...what?" I said in a knowing and mischievous tone.

He was quiet for a brief moment until I heard him say the words I had been longing to hear:

"Fuck me...oh god fuck me babe...fill me with your big cock," he said.

I had finally beaten him down to submission and was not begging to be filled, and I kissed him softly on the cheek and said "Anything for you."

"Hey, Thomas catch!" I heard John say and I caught what I realized to be a bottle of lube.

I didn't want to know how or why he had one in his possession, I didn't care as I quickly opened it up and began to lube up both my cock and his waiting hole.

The cold sensation of the lube made Seb visibly shiver, but I teased him just a little more with my fingers around his now wet entrance just to see him squirm just a bit before I positioned myself directly behind him.

I guided my cock directly towards his hole, and I was surprised to feel it give way almost immediately as I pressed against his entrance. I slowly pushed the head of my cock inside of him and I heard Seb softly moan as I did so.

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