Our Sophomore Year

by djfmonkey

1 Jun 2022 1531 readers Score 9.6 (144 votes) PDF Mobi ePub Txt


As fall was now in full swing and the outdoors and pool were pretty much a memory until spring rolls around again. We were approaching Thanksgiving. Once again I planned on spending the day and weekend with Josh and his parents, as like last year heading to my family was too grueling a drive, or too expensive to fly for just the weekend. So on Thursday, we ate a fantastic Thanksgiving dinner, and played some family games, I loved Josh’s parents and envied their relationship. We all video conference called my parents and made an additional call to Tommy after dinner as we watched the football games. The latest sad news was Tommy had broken up with Maryann after 6 years, so he was having a tough Thanksgiving, but he was taking a special needs horseback group out riding tomorrow afternoon, we laughed a bit and reminiscence about our riding excursion last Christmas break as being a “special needs” for Josh, and also told him to wish Spike and Pudgy a great thanksgiving and Josh admittedly said he was ready to try riding again. It was great catching up and we said we needed to meet up and we would make plans sometime soon. Tommy seemed extremely sad, but we felt we cheered him up by the end of the call.

It was later that night, as we all sat around the living room, that Josh surprised me, and said the two of us were going to be heading out tomorrow, Friday morning and driving about 3 and a half hours away to Montreal Canada for the rest of the weekend, we’d be home late Sunday night. A weekend getaway, just the two of us, alone, together, I was so surprised and happy I immediately ran upstairs to pack a bag, dropping it off at the front door, announcing “I’m ready”. We all laughed.

We got up about 7 and Josh’s mom prepared us a big breakfast, and we were on the road by 9. We were slightly surprised to run into some November snow flurries near Plattsburgh NY, but they quickly dispersed to a beautiful sunny day. We got to the border and almost ran into a problem, Josh had an enhanced license, I did not, but I had my passport, not realizing it expired a month earlier, anyway, after filling out a few forms, and a few stamps later they allowed me in, that was close, I unknowingly almost ruined the whole weekend.

We arrived at the majestic hotel, with marble lobby with vaulted ceilings and Victorian chandeliers, with my travel bag over one shoulder and Josh hugging my waist with his free hand as he guided me toward the front desk. We checked in got handed some local tour and local sightseeing brochures, our key cards and headed for the golden brass carved clad elevators. We got to our suite (not a room), “Shit”, I said as Josh opened the door and looked in, he held me back, took my bag with his, tossed them in and came back lifting me up and carried me inside, through a kitchenette and living space to a huge over decorated master bedroom with an oversized king size bed. It was like out of a movie, I didn’t want to touch anything, the bath suite was full marble with multiple shower heads in the ceiling, dual sinks and a huge Jacuzzi tub with a separate toilet room off to the side.

Shortly after a knock on the door, as we opened it, it was room service with champagne, cheese and crackers, caviar and hors d’oeuvres. Crap I’ve never even had caviar before, but heck I was up to try anything today. Josh wheeled it through the sitting area out to a balcony that overlooked the city, we sat on a love seat with overstuffed outdoor cushions under a canvas overhang with 2 propane heaters to take the late November chill out of the air, as it began flurrying, but I was here with and sitting next to my man sipping champagne as he placed his hand on my thigh saying “I love you more than you know babe”. I leaned over and kissed him as he took advantage of our closeness and pulled me into an affectionate hug, as we sat on the love seat overlooking the city as the lights began coming on and the dusk turned into night.

Then a knock again at the door again, this time was room service with a full 4 or 6 maybe even a 7 course meal and desert came rolling in, as waiters served us sitting caddy corner on a dining table easily large enough for 6 in the dining area. I looked at Josh and asked how we could afford all this, as he replied “Haven’t you been living at my house for the past year, and didn’t you check your bank account since the accident”? I acknowledged yes but had no concept of it, and really planned on saving everything up, me being the frugal Midwestern town boy. He told me in all seriousness we deserve this and everything, we almost lost everything we each cared about and each other. After we were served the waiters left and we ate our hearts out, man I could barely move after yesterdays thanksgiving meal, and I got up like a fat old man feeling my bones creak, Josh laughed and said “Hey you really are looking kind of Pudgy there” laughing and then said “Boy, get ready to work those calories off tonight” I replied “I’m ready when you are.”

He said grab your coat first, he dialed the front desk, and grabbed my hand and led me downstairs to the lobby where a limo was waiting. The limo took us to a dance club first, and even though I knew Josh was still in some pain, he pulled me out to the dance floor and we both danced all the dances, fast, slow, disco, and rap. Drinking age was 18 there, so we were legal, and we weren’t driving so we probably went a little overboard. We wound up the last hour, they played nothing but slow dances, he took me in his arms and we hugged each other around the waist and slow shuffled across the floor with my head on his shoulder as I kissed his neck and he bent around to kiss mine, and what’s more this wasn’t even a gay club, but the other couples were mostly fine with us, and those who weren’t slid away from us. He was so romantic, and I tried to return the romance as I could feel our hardness through our pants, and I teasingly moved my hands to around his neck as I slightly wiggled our dicks together, as we danced and I stared into those beautiful blue eyes. He stared back slightly down at me and planted a kiss into my mouth, at least two younger couples stopped, looked at us and gave a small silent clap along with their smiles of approval. It felt so good to be accepted, and not to have to hide our love for one another in public, as I thought to myself this would never work back home.

A bit drunk we climbed back into the limo, while Josh slid into the seat right next to me, as he pinned me against the car door then kissed me as he undid my shirt and then felt up my crotch through my pants. The driver just ignored us as I spied him out of the corner of my eye. We got pretty hot and heavy, before we knew it and could get into it any further, we were back at the hotel. Half undressed he pulled me up out of the car, through the lobby, and desk staff that gave us the eye, and up to the room, we each fumbled for the key card, pushing open the door while kissing, Josh grabbed my crotch and squeezed so hard it hurt, I let out a unexpected yelp, as he profusely apologized, leading me to the bedroom.

Since I was already unbuttoned and untucked, he pushed me to the bed as he held my knees between his knees while he unbuttoned his shirt removing it, giving me a small private strip show. Then he pulled my belt out of my pants and unzipped me only to remove my pants, he dropped his pants and lay on top of me and we began a mutual kissing tongue bath. He flicked at my hard pointy nipples complete with cool goose bumps from his wet tongue, occasionally biting the tips with his teeth. My hands were massaging his naked slightly muscular back as his tongue concentrated on my smooth chest. My raging hard on was stretching out of  my boxer brief waistband as he continually arched his ass upward into it, then he came back up to my face and said “I love you David”. That brought a tear to my eye, and we pulled off our boxers and our naked dicks humped each other, we switched to 69 and he sucked me down almost like the first time he ever did it to me. From under the pillow he handed me some lube, and he raised his knees to his stomach as his feet touched the headboard raising that beautiful, gorgeous, globular, smooth, freshly shaved ass toward my face. I coated both of us extra thickly as I moaned with joy as I rubbed my dick back and forth in his crack, eventually pressing it in gently, sliding in and out till I was giving him full thrusts and my nuts were slapping his ass as the wet lube gently spread all over every area we touched each other. Suddenly with no aid he began Cumming all over his neck, and I unloaded my load into him before collapsing over his bent up ass, staring into his eyes, kissing his face. We unfolded as we fell to the side, with my dick firmly being held inside him hugging me tightly. We broke apart, flipped the blanket over the top of us went into our spooning position, as his dick pressed into my ass crack and his arm is across my chest. He began to stroke my chest concentrating on my nipples before gradually moving down to my limp dick which sprang back to attention, he rubbed his hardening dick into my ass crack, sliding back and forth and gradually began jerking me off again, his touch felt so warm and loving I didn’t want him to ever stop, he gradually pressed his dick against my hole when I suddenly felt the cool lube dripping onto me, he was using his free hand to get the lube to my crack, as he pressed his now monstrous dick head to my tiny little ass hole forcing it in, ever so slowly with steady pressure, till whoops in it went as my hole constricted back tightly around the head bearing down on his shaft, he began rocking inside of me still in that spooning position, as he worked his shaft all the way inside, yet while still jerking me off with his other hand. We silently jerked back and forth and I could tell he was close as he slowed and then speeded up again, we both wanted to keep going all night, but to our satisfaction and our disappointment as well, he came inside me, as I came shortly after, his dick was so far inside of me it was almost like Josh was jerking himself instead of me, he continued to massage my dick with his cum covered hand as he left his softening dick inside my ass as long as he could. We fell asleep, I felt warm and comfortable, and life was good, how lucky I was. Tomorrow is another day of this glorious weekend.

by djfmonkey

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