My Freshman Year

by djfmonkey

28 Mar 2022 2029 readers Score 9.5 (157 votes) PDF Mobi ePub Txt


Our week with Tommy ended too soon and we drove him back to the airport promising to visit each other more often. Josh and I signed up for the summer semester at school to catch up on the semester we missed, we spent the summer together going to school and me living in Josh’s room  (and House). His parents became my “Substitute Parents” and we all spoke to my parents on a regular basis.

One hot summer day, Josh and I ditched classes, while his parents were at work we decided to hang out at the pool. There we were sitting in the lounges naked of course, taking in the sun when the filter pump began to act up making a loud pulsating noise, and black crud was coming into the water trough the outtakes. We shut it down and we called Josh’s dad and he said he’d call the pool place, and there would be someone there within the hour, and we should leave the system off till he got there. We quickly threw on our beige Speedos and before we knew it the pool guy was there and had the system all torn apart, apparently something broke inside and the plastic parts shattered and made their way into the pool before the pump got shut down, he had all the parts and about an hour later the system was back up and running, but he didn’t want those pieces sucked back into the system so he said he’d send someone to clean the pool out before we should turn it back on.

After he left we slid those Speedos off and continued to sit back in the sun, we both must have dozed off to sleep, as I awoke looking into the bright sunlight and seeing a shadow of a person maneuvering a pole in the pool, I quickly woke Josh and we picked up our skimpy Speedos just to throw over our dicks to cover up, Josh looked towards me and said how long was he here? I answered I didn’t know but he was and apparently didn’t bother to disturb us. The kid noticed we were awake, and apologized that he was sorry if he woke us, but he didn’t mean to disturb us. As our eyes adjusted to the sunlight we noticed it was our cute little shirtless blonde kid in the tight very short cutoffs that was exposing himself to us a few weeks earlier. Yes it was our pool boy tease, and he was obviously enjoying his view of us sleeping as he had a very pronounced hard no in his right short leg practically exposing his dick head. Josh tossed his Speedo to the ground as his own dick began to rise to the occasion, then pulled my Speedo off to the ground exposing me. Our pool boy dropped his skimmer pole and walked towards us as he pulled at his shorts leg exposing the entire shaft, then twitched and tugged and his whole package, balls and all were escaping out the bottom of that right shorts leg. He stood at the bottom of our lounge chairs staring at both of us as he gently stroked his meat saying nothing. There he was in that same wishful position he was in several weeks earlier wishing he could join us and today he was alone, Josh looked at me and I looked at him as we both smiled and said oh what the heck.

Josh scooted up to him and unbuttoned his shorts and pulled them down over his hard on and now our naked pool boy was ours, Josh scurried up to the gate and clipped the lock and checked the time to be sure his mom or dad wouldn’t be home. He mentioned he was done with the pool and we could turn the system back on which Josh did, before the 3 of us hopped in plashing and playing. As we hit each other with pool noodles I managed to team up with him against Josh (Josh was winning and stronger than the two of us so it only made sense). In our effort I felt Pool boys dick under water and dropped my noodle and began fondling him, which made Josh suddenly stop and approach, I thought he was going to be angry but he joined in. I hopped up on the pool deck and pool boy began sucking me off and josh began his underwater assault on pool boys ass. As I lay in the sun watching this kid suck my dick (indecently he was only the 2nd guy to ever do so) this kid was not a novice, he was well experienced and boy he was driving me insane, I was squirming and my breathing was changing pace and I did everything to avoid Cumming while he began fingering my slightly raised ass crack. Meanwhile Josh was beginning to underwater fuck our pool boy and he was ready and able, watching my boyfriend pummel his ass in and out and the wake of waves splashing against the pool wall. As Josh reached under and began jerking pool boy off. I began spewing my cum into pool boys mouth as Josh was obviously Cumming in his ass and then I could tell pool boy was dumping his load into the pool water. We all stopped and they quickly grasped the sidewall to catch their breath and I laid down on the concrete deck. We got out of the pool and pulled over another lounge and the three of us sat there just talking. Turns out he was just 18 and we were 19 and we became fast friends, he found his shorts and pulled out his phone and told his boss he was having an issue and to please schedule someone else to his last appointment, he put down his phone and said he was going to come up short in pay this week but today was worth it.

It turns out he’s been eyeing Josh for several years as he’s been with them for several years, josh amazingly said he’d never really seen him before and apologized. With that comment I jumped up, acted jealous and climbed onto Josh’s chair and sat on him, and asked who's better, as I raised my rear up and guided his shaft into my ass and began rocking. He said baby you know you’re the only one for me, and your ass is defiantly made for my dick. Pool Boy got jealous and stood with his dick inches from Josh’s face as Josh grabbed pool boys ass and began pulling him in closer for a blow job that as I watched sent me over the top, as I squirted my 2nd streaming of cum today across Josh’s chest, and Pool boys load began drooling out of the corner of Josh’s mouth down his chin and dripping into my puddle of cum. It was that moment I felt Josh’s dick swell and I squeezed down as I was on an upswing when his dick exploded splashing my insides with slimy creamy cum.

I dropped down to lay on Josh’s chest, his shrinking dick still inside me and pool boy sat down on the lounge alongside us, as we lay there quietly in silence for several minutes before I gently lifted off Josh with a quiet little pop noise as his dick came out, we all got up and headed for the kitchen and the air conditioning, where Josh called and ordered some take out to be delivered for a late lunch, while the 3 of us played video games on the couch naked.

The doorbell rang and Josh hurried to the door and when he came back, there was another surprise, Jack the delivery guy was following naked Josh with a bag of food, yup that voyeuristic delivery guy that watched josh and I perform way back when, but wouldn’t get involved other than to jerk off. Well he was staring a 3 naked guys and he obviously had a boner in those jeans, as Josh invited him to stay, he said he didn’t have any more deliveries right at the moment but may get a text. Josh and I sat on the couch gobbling our food and pool boy planted his naked ass cheeks right on the glass coffee table as Josh told Jack to sit down and grab some tacos, he sat across in the recliner.

I grabbed Josh’s dick laughing and wrapped my taco around it as I began munching away at it, as pool boy leaned over saying he wanted some, out of the corner of my eye I could see Jack unbuckling his pants and he began jerking off in front of us, just like last time. It wasn’t long before I pushed Josh over and began licking at his ass and pool boy came over to me lifting my leg and began going to town on my ass as he waved at Jack as if inviting him over to his. To my surprise Jack came over and began to touch pool boys dick with his free hand while continuing to jerk his own with the other. Jack was still very shy and withdrawn and was getting off more on being voyeuristic, when he stood and dumped his load on the glass coffee table before turning his attention toward my dick. I stopped rimming Josh with Jack  paying attention to my dick and asked him to “Just taste it”, as he drew closer ,I could still feel pool boys tongue sink deeper into my hole, it felt like a small dick, it was so hard and round, my moans encouraged Jack to taste me as he began to suck me (Obviously his first time), Josh bent around and began fingering Jacks ass as he rubbed his back saying its ok. Josh moved his free hand to Jacks dick dangling below him as it began rapidly increasing in size, he came off my dick and said please go slow this is the first time I’ve ever done any of this. Josh began rapidly jerking him as he went back down on my cock, I announce I was close and he came off as I shot my load onto his face, and he smiled, while trying to wipe a glob from his eye. And then Josh crawled under Jack and put his dick in his mouth where he finished Jack off consuming every drop before Jack fell on top of Josh’s face, pool boy and I switched positions while I sucked him off swallowing every last drop of his seed. We all lay there exhausted in sweat and cum when Jacks phone beeped and he jumped up saying sorry guys, I got to go, hope we can do this again someday, as he gathered his clothes and dressed as he walked out to the door trying to wiggle into his sneakers. The 3 of us laughed saying well I think we just made that guys day, and I think he may be out of his closet finally. We finished our tacos, pool boy cleaned up a bit and got his cutoffs back on and said I hope you need a pool cleaning again soon as he unlocked the gate and left. Josh locked the gate again and took my hand, as we walked up to his parents Shower suite and we spent what seemed hours washing each other off and he said “You know today was fun, but I don’t ever want it to be anymore than fun, you are mine and I am yours and we are all we need. I don’t want this to be regular, but once and a while it could be fun.” “I love you” I said, as we embraced in a warm and passionate kiss under the raining water as our limp dicks touched and tingled with passion. We dried and dressed and both took a nap in each other’s arms on the couch.

As the rest of summer drew to an end, we both finally passed the summer session and were only a few credits short of where we should have been come September.

Before we knew it, Labor Day was here, and we would be beginning “Our Sophomore Year”


I sorry to say this officially ends “My Freshman Year” I enjoyed writing it, and more so enjoyed reading all the positive comments that you, the loyal readers had to contribute, and for that I thank you! DJFM 

PS; I may one day pick it back up and continue with Our Sophomore Year

by djfmonkey

Email: [email protected]

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