Tommy and Devin

by djfmonkey

28 Jul 2022 4830 readers Score 9.3 (210 votes) PDF Mobi ePub Txt


Note: this story begins simultaneously as my story “Our Sophomore Year” ends, fear not you need not pre read my previous stories to understand this one and the already developed characters, as it can stand alone, and it takes a tangent off with 2 characters that weren’t main characters in my past stories. Josh and Dave will still be in the first few chapters as this is Tommy's version of events


Hi everyone, my name is Tommy I’m going to hijack Dave and Josh’s story from “Our Sophomore Year” here, to tell you my perspective, and a bit about my life, (to fill in new commers to the storyline) we first met in Dave’s original story “My Freshman Year” and continued to develop in a few later chapters of "Our Sophomore Year"

First and foremost I’m a Midwest farm boy, grew up on a horse farm owned by my parents, I had a lot of friends in high school but most moved away to attend college or moved onto jobs after graduation. One of my best friends Dave also left me here, high and dry, along with my girlfriend all through high school, Maryann, and some dipshit dropouts, who I could take or leave, they were friends but they weren’t, if you get my drift. I put most of my effort into our horse farm with my dad that would one day be mine, so after school I devoted much of my time to learning the business side of things. When I wasn’t working, I usually hung around with Maryann, things between us were good, at least I thought they were.

Dave came back to town the first Christmas break of his freshman year, he surprised me when he drove up our road and introduced me to a good buddy of his from college, Josh.

To my surprise he came out to me that day. I was taken back, I knew about “gay”, but wasn’t sure I really understood it all, especially involving someone I grew up with “normally”. I cautiously accepted it because I cared for Dave, and frankly he was still one of the friendships I cherished. I hoped things wouldn’t and they didn’t change between us, and now I realize he had hoped the same for me, his confidence in me was so strong he knew we’d be ok. We talked quite a bit that weekend as he helped me to understand (and ultimately lighten the mood with jokes) his relationship with Josh, and it was obvious he cared how I took the news. I had many questions which he answered honestly and frankly the more we talked, the more I said hell, why not, he’s happy, in fact he made me question, in silence, my somewhat stale relationship with Maryann.

We spent some time together and even went on a long trail ride. We poked fun at the “big city boy” Josh, and his very novice riding skills, Dave and I really poked fun at him. Some of our conversations that day, made me a bit uncomfortable but it was all in jest I think.

After they left to go home, I began questioning my relationship with Maryann more and more, and we actually began drifting further apart. Later on the night, on the day they left, I got a call from Dave’s dad saying the boys were in critical condition from an accident they were in. I prayed for the first time in many years, I mean we were a church going family but this night I really prayed, and I cried. A few days later I spoke to Dave’s parents and I made the drive to mid Ohio, to the hospital, to bring Dave’s parents fresh clothes, and most of all I wanted to see Dave. When I got there he was stable but drugged out of his mind, he looked terrible, and Josh was gone, transferred to another hospital in New York. His prognosis wasn’t good at all. I felt such pain for my friend, and his parents going through this nightmare. Mostly, once Dave was out of danger, I found myself praying for Josh, a guy I only just met, but I knew in my heart Dave needed him.

After several weeks Josh woke up and Dave and he were reunited in New York with a lot of physical therapy ahead of them, we spoke on the phone often. I surprised them at Josh’s parents annual Memorial Day BBQ. And Josh and Dave took me around the big city, we even went to nude straight bars for my benefit, and nude gay bars for theirs. Quite frankly I had a better time at their gay bars. Afterwards we went to a gay dance club called Mr. Big Stuffs, and man, Dave and I were disco dancing out on the floor with hot gay guys all around and eyeing us up. It was quite exhilarating. I truly began to see Dave and Josh as a “normal” couple and they had much more than I ever had with Maryann.

Over the following months we kept in touch and then my mom took sick, she was only given a few months to live. This hit my dad especially hard, so I doubled up on the farm work giving him space and time. This only pushed me and Maryann further apart as she felt a bit fucking selfish and didn’t think I was devoting enough time to her. One night I caught her with some lame ass dropout dickhead Billy from school, who working part time in a McDonald’s 2 towns away. He was a dick to everyone. Shortly after, we broke up, I was especially hurt and really felt alone, and I didn’t burden anyone with my dilemma. But subconsciously I thought more and more about Dave and Josh and a real relationship, and crap they even had a lot more sex than I ever had.

This past Christmas Dave and Josh came back out to visit, and that’s when the shit all hit the fan, my dad and me began to let everyone know about my mom. Dave’s parents became my 2nd parents during this time, his mom was a strong Christian woman and gave whatever to help us.

A few months later my dad and I were working on the farm and I found him lying on the ground, he was blue and I was in shock, he had a major heart attack and died. Dave’s parents came immediately to my aid. Within days Dave and Josh were at my side, and committed to come back in a week or two after school let out to stay as long as I needed over the summer to help me out.

It was now I began somewhat fantasizing about those two, I had seen Dave nude a few times throughout our lives growing up, but I actually got off on the thought of him and Josh and old images of his naked body in my head. One day I caught them fucking, yes actually fucking in the barn loft. I couldn’t help but freeze in my path and began dropping my bib overalls and jerking away, I actually shot cum across the loft before they actually noticed me. Since that day, it’s the image in my mind that I jerk of to nightly. Yes I actually got off on two guys fucking. I’ve since researched out gay porn and am more than fascinated by it, hell I’ll admit it, I’m freaking obsessed.

Josh is a bit bigger than Dave and his body is well toned with muscles in all the right places, his ass is perfect. His body is smooth and mostly hairless. Dave is a bit smaller and his ass looked nice too, especially as his cheeks clenched together each time he pushed his dick deep inside Josh. The two were like well oiled machines, moving in unison and they both truly looked like they were enjoying themselves. Man I wish Maryann and I were able to do that, in fact we only fucked a few times in all those years. We mostly just touched and felt each other and sometimes went oral. I have to say we almost never really enjoyed it together, either I got off or she got off, but truly I don’t think she ever enjoyed the sex.

The boys were staying with me at the farm actually sharing my parent’s room across the hall from mine. I lay awake nights listening at their door, I know the days or nights that they are fucking and I quietly jerk myself off at their closed door, I kid with them daily about fooling around but I didn’t dare let them know my true feelings that seemed to be consuming my free time.

One day we had a mud fight after a hard days work, we wound up naked, and I was so freaking horny I actually got to touch both the guys dicks and asses and it felt so freaking good, I debated telling them but hell, I still didn’t even know or want to admit it to myself. I hugged them both naked in the bathroom afterwards, making sure my dick made contact with theirs. It provided me with plenty of jerk off thoughts, but surely they suspect things. I even slept in their bed a few nights, once even while they were nude and I felt Dave’s hardened dick touching my ass, man I so wanted to reach around and touch him, but Josh was ever so cute as he was hugging him, I couldn’t betray these two true friends, that’s it I need to tell them at some point.

Then my world fell apart again, my mom passed away, true to form Dave and his parents, Josh and his parents came to my side and gave me love and support that I needed the most. These people were not only good friends but they were my family now.

One night after the funeral we got a little drunk and I finally told the boys that I was questioning my sexuality. I still wouldn’t admit I might be gay but perhaps bi, true to form they both acted concerned and they talked me off the ledge, and ultimately things wouldn’t change between us, and they supported me in every way. We did take care not to overstep boundaries though. I think they secretly wished we’d get together, just as I did. I continued to spy on them and fantasized about being with them, but we remained and maintained a friendship, knowing things would change between us should we venture that other route.

A few weeks later I was able to hire my first employee, Devin. He kind of turned me on with his charm when I interviewed him a week or so earlier, secretly I know now, I was hoping he was still available when I called him back.  I knew Dave and Josh would be heading home soon, and you can’t be too gay in this small mid western town and survive. This guy was an out of town stranger besides, but was I thinking with my brain, business like, or through my dick? Oh hell I needed to see if there was possibly, something there, so I hired him. Not only that, but I even offered him a place to stay until he got himself settled. I let him stay in our spare bedroom with twin beds until he could earn a few dollars and find a place of his own.

We all spent the next few weeks working together, I know Devin wanted to hook up with Josh and Dave but they (we) all behaved. We maintained a working relationship together and I know Josh and Dave were sizing him up to make sure he was the right person for the job, and that he wasn’t going to take advantage of me once they were gone. Devin and I did mesh quite well, and I have to say I think the boys were convinced the arrangement would work to, and that there would be no sexual tension or taking advantage of me.

One night while Josh and Dave were sleeping, I went over to Devin’s room to ask him about something, I knew he was probably awake as I heard the TV was still on. I knocked, and he told me to come in. Upon entering he was laying in bed, it was a warm night and he had only a sheet covering him, I sat in a nearby chair and got my answers, thanked him, as he invited me to stay and watch some of the show. After a few minutes he slid the sheet off exposing a rapidly growing dick that I became fixated on, as he quietly and subtlety said  “ Go ahead, I know you want to” I being caught off guard, quickly stood to leave and refused, as he hopped up off the bed stopping me. Devin…. naked, he stood next to me holding me. Assuring me, he didn’t mean to insult me, and began apologizing. There I was with a naked guy holding me with his woody just inches from my hand. He said he knew and understood the boss employee relationship and said it’s just sex, getting off, nothing but a release, that he knew we both needed. He assured me, trying to convince me, he wanted to do something with me, while telling me it was “after hours” and wouldn’t affect our working relationship. But I knew if I crossed that line things would probably have to change.

As he talked, again still quietly, he shifted his body and his dick touched my hand that was by my side, and for some reason, instinctively I reached around, grabbed his shaft and touched it. I fondled it gently between my palm and fingers as it gradually began to grow harder. It felt good, so good that I kept on going, it’s the first time I touched a naked skin dick, and the closest I came was the mud covered play several weeks earlier. He took one hand wrapped it around my waist and firmly squeezed my butt cheek through my sweat pants, as I continued to gently stroke the skin up and down on his shaft. I now found myself between a rock and a hard place. Should I continue? Should I leave? I really liked this guy as an employee, but should I cross the line? He kept talking, trying to convince me everything would be ok. I loved the feel of his shaft skin sliding on his hardness, I felt the bulge of its head, and my fingers brushed against his fuzzy blond ball sack. I suddenly realized my own dick was poking my sweat pants out. With his one hand still on my butt his other hand caressed my dick trough the worn material. He suddenly got quiet and stared me in the eyes as we began feeling each other up in earnest. I didn’t want it to stop, he asked if I was ok and essentially asked my permission to continue. I motioned yes, as I leaned my head on his shoulder, not because of caring for him, but mostly to keep my footing and balance. I had never felt this way, then he reached into my pants and his hands touched my manhood that easily began throbbing and then quite suddenly cum was spewing into his hands and my sweat pants. Without realizing it I was stroking him harder the closer I got, and I continued after briefly stopping while I expended my load, and then I restarted on him when he gripped my ass tighter as he lost his, squirting and dripping down my pant leg.

He then reached down, pulled himself off with a few tugs to finish himself off, as I adjusted my pants back on properly. He continued to hold me and said “Tom, are you ok?” I replied yes but this can’t happen again. He reassured me, he was fine and I should be too. He apologized again if he overstepped but he thought I needed that. Deep down I really did.

I returned to my room, closed the door with very mixed feelings, but fantasized through another jerk off session on my own, still wondering what had I done and what’s to happen next? Is it at all possible Josh and Dave heard us in their room?

by djfmonkey

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