Our Sophomore Year

by djfmonkey

22 Jun 2022 1088 readers Score 9.6 (133 votes) PDF Mobi ePub Txt


We were about a week into our new place, we weren’t bored with each other as of yet and we have had wild and passionate sex every night since we moved in. Neither of us missed Josh’s house or parents….. at least not yet. We were still about a week away from starting back up at school again, we were already getting a bit bored with cooking for ourselves, it was getting old, so we found ourselves ordering in quite a bit or heading out to some of the local dives, after all, that’s what we used to do even when we were at Josh’s house before we became so domesticated, so naturally we gradually fell back into that habit. Even though we used to do laundry at Josh’s house and technically we still could, we did opt to use the community building laundries which meant quarters (a lot of them) and buying detergent, lol we used to just use Josh’s moms before, but we wanted to prove our independence too.

It was Friday, our last weekend before the semester starts, it was a warmer than usual day and the snow was melting outside, one of those days that told you spring was just around the corner. Josh and I went to the park with the hiking trails and we did some winter hiking on the snow covered trails, the sun was bright and the going was slow. We got to the top of the hills and overlooked the small valley from the rocky area that I had experienced my first Blow Job on was barely visible, but we stayed a while and embraced in a kiss and headed back down so as to make it back before dark. We got back to the car and it was almost dark and getting colder, we cranked up the heat and drove back to the apartment, boy we were beat, and decided we should hit the gym once school starts back up again. Josh was always that muscular physically fit guy I saw, but I sure felt I was getting very soft.

Once again too tired to cook, we decided to order in so I let Josh call our favorite local take out place, we got our order in just before 8pm and were assured we just barely made the last set of deliveries, thank goodness, because neither of us wanted to go back out to pick it up. Josh jumped in the shower, while I fired up the TV looking for something to stream tonight. Josh came out of the bathroom wrapped in a towel as he was drying his hair with another towel, (god he looked hot), I moved in for a kiss, but stole his towel instead as I headed for the bathroom and proceeded to take my own shower. By the time I came out Josh was playing a video game in nothing but his boxers, as I threw on a pair of sweats and cranked the heat up a bit before joining him on the couch with the 2nd controller.

About 10 after 9 the doorbell rang, Finally! The food was here, being more dressed than Josh I headed for the door, opened it…. and low and behold there was Jack our favorite voyeuristic delivery boy, I don’t know why we would think it would be anyone else as he brought 95% of our orders to Josh’s house when we ordered and we do still live in the same town. Jack smiled as I welcomed him in closing the door behind him putting the bags on the kitchen table. He gave me a Bro hug (even though I was bare chested) as Josh stood walking towards us he and Jack also did the bro hug thing, as he said “What’s up guys, what are you doing here?”  We explained we just moved in last week, as Josh asked how many more deliveries he had, Jack replied “you’re the last”. Josh immediately asked him to join us, with an interesting snicker and glance toward me, and judging by the bags it sure looked like Josh ordered enough for leftovers. Jack accepted and pulled out a chair as I headed over to the fridge to grab some beers. Soon bags and foam trays were being passed around as we loaded our plates, and caught up on each other’s lives, we hadn’t seen Jack in a while but he apparently broke up with his girlfriend while we were off visiting my folks in the Midwest. Jack poured his heart out to us as we consumed a few too many beers.

Shortly we moved to the living room and played some video games, still consuming beers. We decided Jack was in no shape to drive so we insisted he spend the night on our couch and he agreed, he phoned his roommates so they wouldn’t worry. With that Josh and I headed to the bedroom and Jack appeared to be quite settled and content as I think he was out snoring before we even hit our bedroom doorway.

Once inside Josh following close behind me, yanked my sweat pants down and I immediately swung around and actually tore the button off his boxers as I pulled them down, we wrestled a bit falling to the bed our play fight soon progressed to sensual play as he pinned me down and bit and sucked on my nipples, I had no fight left in me so I just went into relax mode and took it all in. suddenly he stopped and jumped up, saying he had an idea and he ran to the closet and pulled out the box of sex toys as we both sat opening them on the bed deciding what to try, I grabbed my phone to identify how to even use some of the things. We began with the various flavored lubes as Josh  clipped the nipple clamps onto me much to my great protest, they hurt like hell, I even checked to see if he drew blood, when I tried to put one on him he fought back. We found a double sided dildo and we sissored into it, crisscrossing our legs as we jerked ourselves to our rhythmic movement. The dildo was long and thin and it went in very easily but our position being balls to balls and ass to ass as we stared at each others feet it was hotter than hell, I was getting off at the sight of his muscular legs brushing against my stomach. Next we took some anal beads and I inserted them into Josh’s ass where he jerked slightly with each bead as they plopped out as I pulled, I put them in again and yanked them out hard as they came out like a zipper, after some initial pleasurable pain Josh suddenly began laughing. I thought he was laughing at the beads, but then he was looking towards the door. Sure enough Jack was standing there shorts around his ankles as he stood there jerking away. His slimly build reflecting in the shadows as I could see his jerking motion on that blonde bushed long curved dick of his. The last time Jack took part in our play but never ever got into us, we just did him as he was “straight” and just needed to get off, he never really reciprocated any the last time, he seemed only interested in just watching and jerking, in fact the last time he hinted at bringing his then girlfriend into watch with him get her off on it all too.

Josh invited him in with an outreached arm as Jack approached the bed stepping out of his boxers. He actually lay down between us as if he was resigning himself to us. We looked at each other and decided to go for it, Josh swung into a 69 with him and began working Jacks dick, cautiously but slowly Jack was staring directly at Josh’s manhood. I watched carefully as he opened his mouth with an extended tongue and he began tasting it, meanwhile Josh was pounding Jacks dick in and out of his mouth deep throat style, Jack even got into it and began thrusting his hips as he grabbed Josh’s ass cheeks and gagged on Josh’s oversized dick as he tried to copy the deep throat action he was receiving. I decided I need a piece of Jack too and began with his taint and worked some fingers into his smooth ass crack allowing spit to drool down for lube, my head was only inches from Josh’s as our heads touched and we both “mentally” spoke to one another as we enjoyed Jacks dick, balls and ass, when suddenly Jack came off Josh’s dick proclaiming he (Jack) was Cumming, but Josh took it all. Josh rolled to his back off of Jack while Jack continued to pleasure Josh, I in the meantime lifted Jacks legs and worked his hole with my tongue as he rolled further onto Jack giving me better access to his ass. Josh announced he was ready, as Jack came off of him just in time to catch volleys of man sperm in his hair. He rolled over pushing me off of his ass when he surprisingly swung around and began working my own cock, Wow was this the shy voyeuristic Delivery boy that was now taking control here. Holy Crap! I think we may have a convert here, he wasn’t very good a blowjobs but hell it was really his first um second time (after all he just blew Josh) anyway I thought about his naked ass as I felt his smooth shoulders, back and head as I watched him blowing me, the image was enough to get me going as I announced (being courteous for his first um 2nd time). Once again he surprised me as he came off me but let me splash my seed onto his closed lips and face as he looked back at me and stuck his tongue out for a taste, he seemed to like it as he lapped up all he could reach before slowly wiping other drips to his mouth with his fingers, seeming to savor every drop. With a smile on his face we all collapsed and fell asleep on the bed.

We awoke in a 3 way spoon with Jack between me and Josh, in the morning I reached back and grabbed Jacks dick, he was hard as he reached over my side and began rubbing me, in the meantime Josh awoke and began to rub his dick up and down in Jacks ass crack, before long we were 3 way grinding as shortly after Jack was splashing cum all over my ass once again. We lay there for a while contemplating what had happened last night and this morning before all of us jumping in the shower together, we dressed and Jack bid us goodbye and suggested we try more next time, perhaps even the toys. Josh and I looked at each other in disbelief as we gave him a hug saying anytime.

Jack left and we sat over a coffee and discussed last night some more when the doorbell rang, it was Jack, we laughed and asked if he was ready for more already, and he said “No I left my car double parked in the loading zone with the flashers on and it’s still there but the battery was dead and he asked if we could “Jump” him, at which point we all laughed at the innuendo. We headed down in the cold frosty air, it apparently flurried during the night too, as we got him going and I hugged Josh as we both waved him goodbye. I often wondered if the neighbors had any idea.


Note: this Chapter was added and written specifically for Naughty Eric who I keep promising in his comments that I’d reintroduce  the pool boy and delivery guy Jack, but Eric you’ll have to wait till pool season starts for that one LOL, You’ll also notice I left room for more to happen between them possibly in a future chapter. Thanks this one is for you DJFM.

by djfmonkey

Email: [email protected]

Copyright 2024