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Thomas' Misadventures

Thomas' Misadventures

by Enmenthusiast23
19 min read
4.23 (1600 views)
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The Great Big Outdoors

It's been several months now since Thomas' adventures at the Rainbow Room with Sebastian, it's near the end of his final semester at high school, and now he's browsing through the local colleges and universities to pursue a degree in art. Since the last chapter, he and his lover have gone on several romantic dates, and some of them had ended up with Thomas in the nude...but nonetheless, the two have grown even closer to one another, and have been seeing each other for almost a full year now. Sebastian plans on going to college with Thomas on account of his sports, but right now he's got something special planned for his lover...

Thomas

"Hmmmm....no, Rockwell is too far from home, besides they don't have a good art program," I said into my phone, currently held up to my ear as I talked with Sebastian.

"Well we gotta pick something soon, or we won't be able to get in this coming semester after we graduate," Seb said teasingly, in that oh so cute way he did.

"Don't worry Seb, I think I've got just the perfect University in mind, it's called Blue River University, it's got a great art program and offers sports scholarships to students, I've already got an offer from them too," I said.

Seb seemed to consider this for a moment, before saying:

"Yeah! I got one too, I had to look through the mountain of letters I've been getting lately, but yeah it's right in the middle of town, it sounds perfect!" he said excitedly.

My heart thundered in my chest at the words, and I even blushed a little.

"It looks like they require students to take some required natural science classes, I've been taking a look at their options to see which one doesn't sound too boring," I said.

"Eh we'll focus on that later, but hey, listen, we've both been so busy lately, I think we could both use a break, what do you say?" Seb said.

Oh thank god, I could really use one right about now I thought to myself.

"Uhhh, sure Seb, what'd you have in mind?" I replied.

Seb chuckled a little first, and it took him a moment to finally respond.

"I was thinking we could go on a hike through that nature trail hardly anyone uses anymore, it's a great day out, besides, if no one's there, we might have some additional fun there," he said, barely managing to say those last few words before busting out laughing.

I felt the heat in my cheeks bloom once more as my mind immediately drifted to dirty thoughts, so much so I could barely utter my response.

"Uhm...uhhhh sure, Seb, that sounds like fun, where do you want to meet?" I finally replied.

"Right outside your house is fine...in fact I'm already here," he said, and I immediately scrambled off of my bed towards my bedroom window.

Sure enough there he was, standing there grinning like an adorable idiot carrying two bags with one arm while he used the other to speak into his phone.

"You coming down?" he said, I could see his lips move from my window.

I sighed, but with a smile on my face, he's too cute for his own damn good I thought to myself, and said "be down in five," then hung up the phone.

Sebastian

Thomas emerged from his house right on time, he was punctual like that, and it was just another thing that added to how cute he was. I beamed at the sight of him, he had decided to wear some jogging shorts and a white tank top, and neglected to say what sort of undergarments he chose to wear for today.

"Hey there sweetie, you all set?" I said, and Thomas blushed a little but he smiled, one that made me melt inside every time I saw it.

I pushed aside my infatuation for now as Thomas said "Yeah babe, I'm ready," he said.

I turned around and heard Thomas follow behind me, and I walked back towards my car and threw my two bags I had with me in the backseat, and I went ahead and climbed into the driver's seat. Not a moment later the passenger's side door opened and Thomas hopped in. Before he could say anything I leaned over and planted a kiss on his lips, which quickly turned into something deeper. I one hand through his hair and the other explored his chest, feeling his smooth hairless skin as we explored each other's mouths.

"Mhmm," I heard him say, and I spared a glance to his crotch, and sure enough I saw him twitch.

It took effort, but I broke away to look at him, staring into his eyes and I finally had the courage to ask him the question I had been dying to ask for several weeks now.

"Hey uhh...Thom, we've been seeing each other for awhile now, and well...I thought..." I trailed off as I saw his expression turn from confusion into a bright, beaming smile that distracted me from my thoughts.

It took a moment, but I finally regained my composure and said "Thomas....will you be my boyfriend? Officially?" I said, a blush on my own cheeks now.

Thomas shot up with excitement and "are you kidding? I thought we already were!" he said sarcastically.

My face turned even redder, and I gave him a sheepish smile as I said "Well...we sure do act like it," I said, laughing softly.

"But seriously Seb...of course I want to be your boyfriend, nothing is ever going to change that," Thomas said.

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My grin widened and my blush faded as I said:

"Glad to hear it, now that that's out of the way...let's go on our first hike together, as boyfriends," I said, and started up the engine and sped off down the street.

"Sure is a nice day out, just like you said, I just hope it doesn't turn hotter out today, I'd hate to perspire so much I'd...take off all my clothes," he said, jokingly.

I laughed at his attempt at humor, which had a slight hint of nervousness to it that told me that he was not only aware of such a possibility...but that he hoped it would happen, too.

Being this close to Thomas, it was easy to tell his hidden wants and desires, and I was getting better and better at pushing his buttons and it turned me on so much to see him squirm, and I knew he got off on it too.

Oh don't worry babe...you'll be getting naked alright I thought to myself, a mischievous smile on my face as we drove our way to the nature trail...

Thomas

I couldn't believe it, we were finally boyfriends! I was half-serious earlier in what I said to Seb, considering the amount of time we spent together, it felt like we were already. We talked the whole way there about the future, Seb wanted to move into a single dorm together, the thought of it brought up so many possibilities. Seb had fucked me in so many ways and times by now, every time I nearly cum without even touching myself, though lately I'd had a burning desire to top Seb, but he was nervous around letting anybody near his ass, so I hadn't pushed him on it.

But then there was the matter of my...arousal in being naked in the open, Seb delighted in stripping me naked in public settings, our last outing was when we had gone to a clothing store for some new underwear.

Once there, I was in the changing rooms, I had stripped down, then without me noticing Seb had stolen all of my clothes and left me in nothing but the new underwear I had tried on. Unfortunately, the store didn't allow you to wear them out, so I was forced to take them off at the front register, which had left me completely naked in the store. Seb had caught it all on video, too, as did some other store patrons who got a good look at my ass as I left the store, and as soon as we were out Seb returned my clothes. My face had stayed red the entire ride home.

But if we did move in together once we got to University, I'm sure Seb would find all sorts of new scenarios for me...the thought of it brought a blush to my cheeks and a twitch of my cock inside the pair of new undies we had bought at the store just last week. I was brought out of my reverie when the car lurched to a halt, and Seb turned to look at me with that same, beautiful smile and said "We're here."

Seb wasted no time in getting out of the car after he parked, and I followed suit by opening the car door. I helped Seb get his bags out of the back, and learned that one of them was mine and I opened it to find it empty save for a few snacks and full water bottles. I smiled at him appreciatively, and said "thanks babe," before giving him a quick peck on the cheek and even slapped his ass which made this mountain of a man jump at the contact. He had a slight blush on his face, but he kept that grin even though it was a nervous one.

"Your welcome, tease," he said in response.

I merely shrugged and nodded towards the nature trail pathway, which veered away from the more often-traveled one.

There were rumors of people doing naked hikes on this path, and even more illicit ones of people having full-on sex. At the thought of it, I couldn't help but think of Seb bending me over between two trees and pounding me then and there.

I tried to push those thoughts away, as it was already having an effect on my body, and could feel my erection starting to form in my shorts. I willed it go down as much as I could, and hoped that Seb wouldn't notice as we began our hike up the trail.

As we started up the trail, we encountered no one else at the start which I was glad for, I preferred the time I got to spend along with Seb. But if he continues to tease me the way he's been today...I thought to myself. My crotch stirred with activity once more, and this time my efforts went to waste, I was only thankful I was walking just behind Seb so he wouldn't notice my increasingly obvious bulge.

I hoped he wouldn't turn back to look either, or else he'd clearly see my embarrassment, knowing anyone could show up on the trail at any point.

"Hey, you alright there Thom?" I heard Sebastian say, and I quickly looked back up as I realized I had gotten lost in my own thoughts once more.

"Yeah, yeah I'm fine, just got a little lost in my thoughts is all," I replied, not meeting his eyes and my face burning deep crimson.

Sebastian merely smiled and slowed his walk so that we were side by side.

"Good to hear, just wanted to make sure you were alright, after all..." he trailed off as he slid a hand down my back, the contact making me shiver and gasp softly.

"We're here for a good time," he said, that last part he whispered in my ear and I felt his tongue teasing its way around my earlobe.

Surprisingly, my body responded, my cock grew harder in my shorts which I'm sure was making a sizable tent by now.

But just as soon as he started he withdrew his hand and resumed his normal pace, looking straight ahead. I, meanwhile, was left frustrated and rather shocked, Seb normally didn't start something unless he intended to finish it, and it was hard to muffle my protests as I didn't want to give him any further satisfaction, the bastard.

Instead he continued to make idle conversation, as if he hadn't just deliberately caused a boner to continue growing in my shorts. I decided to ignore it and continue trying to force down my cock but to no avail. Instead I just grew increasingly horny, and as we walked I could have sworn that it grew hotter out, guess that all-day temperature didn't pan out too well huh, and I felt my skin grow increasingly wet from the sweat.

Seb felt the heat too, but he seemed none too bothered by it, instead we just continued to talk, and every once in a while I felt him grab, pinch, or twist varying parts of my upper body. His every touch made my cock lurch inside the increasingly strained fabric of my shorts and underwear.

He would whisper in my ear every time he did too. He particularly enjoyed the times he slightly pinched and grabbed my butt, my shorts made my cheeks bulge which made them all the more enticing to him. But for some reason he avoided touching my crotch, I was sure he knew of my arousal, but curiously he seemed more interested in teasing my upper body.

The day only grew hotter too, the sun bore down on us and made our bodies slick with sweat. I almost went to take my tank top off, but thought better of it, and said to myself that it was fine for right now.

Seb meanwhile was intent on being a tease today, and whenever I tried to tease him too such as slapping his ass or pinching his nipples he always managed to avoid me, or overpower me. My advances weren't unwelcome, in fact Sebastian seemed to really enjoy me trying to. No, instead the only one being teased today...was me.

At one point, he slowed and walked behind me, we stopped, he reached out and wrapped his arms behind me and trapped me, and I could feel him grinding his crotch against my ass. His hands massaged first at my shoulders, then moved slowly down my back and used his fingers as he brought his hands back up. The light touch drove me crazy and I couldn't help myself anymore as I let out a loud "oh!".

He leaned in once again and whispered in my ear "you like that, baby? You like how I touch and tease your body like this? Hmmmm, fuck I can't wait until we reach the top," he said.

Before I could respond to that, he lowered his head and he nibbled my earlobe a bit and started kissing down my neck until he reached my nape and started sucking there.

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"Hmmm...fuck," I said softly, and all I wanted to do was to rip his clothes off and take his cock right up my waiting hole, but his arms moved forward now and held me in place and as he sucked on my neck, his hands massaged my pecs.

My cock was fully hard now, and if only my hands weren't held by Seb's strong arms I'd have given it the attention it needs. It went on like this for what seemed like forever, until Seb stopped sucking on my neck and his arms drifted to my hips.

His hands grasped the hem of my tank top, and he whispered into my ear once more, and said: "It's so hot out, isn't it? I can feel the sweat on you, let's get you more comfortable and take this off," he said and he slowly lifted my tank top up with his hands.

I could feel the heat rising in my cheeks, and I tried to form out some sort of protest when I realized...I didn't really have any. I stayed silent and didn't resist as Seb lifted my arms up and lifted the tank top up and over my head, leaving me bare-chested. I heard him drop the tank top and it landed on the side of us, near where we had put our bags when we had stopped.

I looked with concern but Seb said in my ear once again: "Don't worry, I'll put it in your bag later," he said.

He resumed his massage of my torso, I breathed heavily as his hands massaged and teased every part of my upper body. I bit my lip as I tried to contain my moans but my body twitched and squirmed as I felt nothing but pleasure in my body. But then suddenly, and almost painfully he stopped and pulled back, walking over to our bags. I barely paid attention to anything else, instead I just gazed down at myself and noticed the huge tent in my shorts, it took all my self control not to reach out and rub my boner through my shorts.

Next thing I knew I heard Seb say "Well, you coming?" he said.

I looked up to see him carrying both of my bags now and was a few feet ahead of me, and had started walking farther up the trail before noticing I hadn't followed behind.

"Uh...yeah," I said, barely coherent as I nearly slapped myself to return to reality, following close behind Sebastian and took my bag from him.

Needless to say, he continued to tease me just like that. He would hold my arms down or pin them behind me while his own hands explored my upper body, and even cupping my cheeks in his hands once or twice but he tended to avoid my lower body. He would constantly whisper in my ear everything he said he was going to do to me, and at one point I couldn't take it anymore and begged him to do it now! But he merely said:

"Shhhhh, patience babe, just a little longer," he had said and this time he finally reached down and gave my boner a tight squeeze.

That was all the attention he gave it that time, before releasing me and continuing on our way. Thankfully we ran into nobody while on the trail but the temperature only continued to rise, yet Seb never took his shirt off, and seemed perfectly fine despite the visible sweat on him.

We were nearing the top at last after a good two hours of walking (and teasing on Sebastian's part), when suddenly he got behind me once again, though instead of his usual massages of my back and torso his hands went straight to my crotch. I felt oh so familiar hands grab my boner through my shorts, which immediately made me gasp and my cock throb in his hands.

"Ah fuck!" I said out loud as he fondled my boner through my shorts, his hands expertly massaging it through the fabric.

"Almost there baby..." he said softly in my ear, and I turned my head and leaned my lips towards his own.

This time, he leaned in too and started kissing me softly as he massaged my hard cock through the fabric of my shorts.

He kept it from growing too hot, however, and after he broke away he said "hmmmm, it's still so hot out...how about you get more comfortable?" he said.

He moved his hands away from my crotch and towards the sides of my shorts.

"B-b-but what if-" I tried to say but Sebastian silenced me with a finger on my lips, and said:

"Hey...listen, I know you want to take them off...so let's slip these pesky shorts off you, won't it be so much easier if you took them off?" he said in a sensual tone of voice.

In my current state, it was hard to think straight. However, my panic at being spotted in the underwear I had on sobered me up just a little, but Seb's teasing and arousal of my body had started to override my self-conscious and embarrassed thoughts.

"Uhm...uhhhh I guess it'd be fine if I...." I trailed off.

"Oh wait, you have those undies we got you at the store on, today, don't you?" he said, his grin widening and a mischievous twinkle in his eyes.

I didn't have to answer, my blush did so for me but Seb continued to tease my body with one hand and I had to admit...it was so hot out, I did indeed want to take off my shorts...

"Yes..." I said softly.

"I'm sorry babe what was that?" Seb replied. My face turned redder by the second as I repeated.

"Yes...I would like to take my shorts off...I guess it'll be alright since no one's around...and it is quite hot out today," I said.

Seb maintained his devilish smile as he grabbed the sides of my shorts and slowly pulled them downwards, revealing my black jockstrap and I felt a cool breeze on my now bare ass cheeks as I stepped out of my shorts. Seb went ahead and put my shorts inside my bag for me, which I thought was sweet of him, and he gave my jockstrap pouch a quick passing touch of his finger as he passed by me.

We continued on as before, though Seb remained as calm and composed as ever I, on the other hand, became ever more vigilant for any sign of other hikers on the trail. Yet, we never came across anyone else, instead Seb continued to tease me, though from now on he gave passing touches of my boner through the jockstrap, and even pulled on the back band and let it slap against my cheeks.

Eventually, we finally came to the top of the trail, which was a wide hill space covered with dense trees but for an outcropping which gave you a view of the entire woods, and there were a few picnic tables spread out, all empty of course. Seb walked over to the one nearest the edge, and set down our bags on it.

We stood there, gazing out at the great big outdoors for a good few moments. It wasn't long until the tranquility of that moment was broken as I felt Seb's hand reach over and started caressing my ass cheeks.

"Hmmm, fuck Seb..." I said and I closed my eyes and just welcomed his touch as he slid closer to me and used both hands to at first softly but then steadily kneaded the muscles in my thick glutes. Seb guided me over to the picnic table and gently bent me over the side and resumed his work on massaging my ass.

"Oh yeah baby, come on, moan for me," Seb said.

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