Tommy and Devin

by djfmonkey

9 Aug 2022 1809 readers Score 9.7 (156 votes) PDF Mobi ePub Txt


The next day, in addition to me handling normal chores, Devin was going up to the woods to do “Spring Cleaning” yes I know it was September, but only a few of our major riding trails were cleaned up this Last spring and they needed desperate work, so this coming spring will be easier. Because of my mom being sick and Dad eventually dying we had to let what we call the “spur trails” go. Some of those trails led to and through Private, State and County Public lands, and because we were a for profit business using those lands, we also needed extra insurance waivers to cover ourselves, the horses, riders and the lands which we were forced to let lapse, but all that paperwork was back in proper order again, in fact my new lawyers (Josh’s Dads recommendation) actually got me better deals on everything.

I rode up with Devin, me on the horse, he on the gator with a trailer full of equipment, chain saws, pole saws, and weed whackers to clear at least a double gator width, and 10 feet high for a horse and rider to get through with ease. I left him there and returned to the barn. By noon I hadn’t heard anything from him but I knew cell reception is poor in that area which reminded me I should go find the old walkie talkies my dad and I used to use. I found them and took a bag of lunch food and drinks up on my horse and began searching the trails. Man he was making headway, the trails I was riding on were in pretty good shape except for some ruts and stray tree roots from washouts. He made it a lot further than I expected, I finally saw the ass end of the gator up ahead and headed for it. He was nowhere to be found so I called out and he was indeed up further in a small clearing trying to call on his cell phone, he came running toward me shirtless, hot and shinny with sweat, saying he was trying to get a hold of me to see if I could bring him more water, as he drank through most of his. But lunch was a far better offer. So we headed for the sunny clearing and I presented him with a small picnic lunch with plenty of water and lemonade, I too unbuttoned my bibs, pulled off my shirt allowing the warm afternoon fall sunshine to reflect off our bodies. I felt a warm chill come over me as my crotch tightened with hopes of attention, there I am thinking through my dick again. Anyway I restrained myself and headed back to the barn, but not before Devin offered me up a “Thank You” kiss on the cheek that I turned into, forcing my lips into his, he responded, “now we are working”, and I replied “I know” and headed back down to the barn. I can’t help but admit I was a little discouraged. 

Devin worked all day the rest of the day before he came driving down looking totally beat. I got mad at him saying he was pushing it too hard and he agreed he shouldn’t have. He was bent over trying to walk as I helped him to the house and up to the bath tub that I ran the hot water for him. It was a bit of a struggle but between the two of us it was like a comedy show trying to remove those wet sweaty clothes off of him. I pulled his naked body from the bed and helped slide him into the tub, noticing that big boner poking straight up out of the water. I poked at it a bit joking, telling him it was in better shape and raring to go, but too bad his body wasn’t. He said “Oh No, I can make this body do whatever it needs to”. I laughed as he pulled me fully clothed into the small tub overflowing the water to the tile floor. I asked if we were still working, and he replied “defiantly not”. With some struggling help, it wasn’t long till I was stripped naked too.

I lay on top of him with my dick against his as I rubbed his neck and shoulders, with my elbows propped up on the sides of the tub. His eyes closed as if ready to sleep, he gently rubbed my back with warm water as it cascaded off me giving me a chill. My dick was hard as was his, and I tried to slide around a bit as he smiled. We were laying there almost ready to fall asleep when I felt his fingers slide to my butt crack, his hands were clearly covered with soap. My ass cheeks were protruding out of the water as he slid his soapy hands around gently feeling for my hole. Then it happened, without him saying a word and still acting as if almost sleeping, his finger began to slide in as he carefully and slowly penetrated the ring. Wow it felt so nice and slippery and my dick seemed to wrestle with his as I began to thrust carefully, not really wanting his finger to go any further than he already did, but then again I didn’t say anything, Devin pushed in further and rotated, before I knew it he was half in, and then a second finger tried breaching the hole, I felt warm water seeping in slightly as I pushed my ass up and out of the water against his abdomen, I just wanted that soapy feeling to continue. I’m glad he had his eyes closed because I knew the faces I was making probably would have cracked him up. He was running both fingers in and out now as suddenly I began Cumming between us, my body began twitching up and down that he opened his eyes saying “well that didn’t take too long,….. did you like it?” I replied “I think so, we have cum between us and floating in the water, what do you think?” We finished cleaning up and went downstairs naked, to a quick dinner before I tucked him into my queen sized bed and we fell asleep.

The next day, it was like Devin was fine, he took the gator and trailer up with several loads of fill to repair ruts and holes and root washouts, only today he took the walkie talkie with him. Devin called me for help about 11, and explained, he somehow managed to get the gator stuck. He tried to free it with the built in winch but couldn’t get it free.  I brought the tractor up and met him, and together with the winch, after about an hour, we managed to pull it out, man was it really stuck a lot of sweat and muscle later it was finally free. We both grabbed a water and headed for the lean-to in the meadow nearby where we both sat, catching our breath and taking a long well deserved break.

Out of the dense brush and in the warm fall sun, we removed our shirts and sat leaning against the wall, resting as we watched the warm breeze flutter over the uncut grasses and weeds. We were both still sweating and I only wondered at his image as the glistening beads of shinny sweat cascaded off of him. I stood and moved closer to him, our thighs almost touching as we made small talk about the day and plans for future work. I turned to him as we seemed to be in such agreement, he looked at me, directly into my eyes as he raised his finger to catch a bead of sweat running down my cheek like a teardrop. He lifted it from my skin and brought it to his mouth tasting the salty fluid. Then quickly while turning into me closer he explained, “were taking a break, so were not working” and he grabbed my head and kissed me, and before pulling away he tongued some more sweat from my face and then I did the same to him. He let me slide him to the floor where I climbed on top of him as I began liking his neck, shoulders and then chest. Maybe it was me, but I could swear I could identify the salty sweat and differentiated between the tastes and the different areas I was licking. I was lost in his body, my eyes open and exploring every inch so close up I could see tiny hairs gently lift and return to his skin as I worked my cleansing saliva across every exposed inch.

Of course I was wearing my bib overalls as I always did, the shoulder straps were already unsnapped from removing my shirt. It wasn’t long till Devin’s hands worked their way down under caressing my ass which I so wanted, that I returned to his face from his stomach just to give him better access, as I drew him in for a deep kiss of approval. We stopped and stared at one another as I lifted up far enough to bring his face back into focus and his hands worked from my ass toward each side and eventually made me subconsciously raise my butt up so he could maneuver them around my cock and balls. It wasn’t long after till we were both eventually naked, where we continued to give each other a tongue bath and 69’ing each other while he asked me to play with his ass, no he begged me, at this point I was still too new at blow jobs and between my dry mouth, teeth and gagging, I tried to touch his crack hoping to distract from my inexperiences. Suddenly his pleasurable moans were too much for me to resist, finally I was causing him some form of satisfaction and at this point I only wanted to please him. He sat up against the wall and raised his knees to his cheeks, exposing his hole, slightly spread cheeks, just below his ball sack, as he took my finger and guided it to his mouth where he spit heavily onto it then brought it under his ball sack and gently pushed it into his ring. I didn’t fight it and I let him, and soon my finger was inside his ass, he guided my hand in and out slowly as he smiled at me and we just looked into each other’s eyes. He was so overcome with pleasure, eventually he forced his ass out further and supported himself on his palms, and I alone was driving the pleasurable sensation all over his body. He began to slowly stroke himself with one hand, as I lay onto my elbow while that hand was still massaging his passage, and began slowly jerking myself off. We both shot loads together. My face was mere inches from his eruption and I leaned in and licked his cum from his head and fingers. He bent over and consumed my cum off me before returning to my face for a cum filled kiss. Oh my god I was kissing him through our cum. Suddenly my dry mouth was oozing with slime as I swirled in around inside with delight.

Devin put his legs out in front of him while still leaning on the wall, his dick quickly limping now, and I on my back, rested my shoulders on one thigh and my neck and head on his other, as he ran his fingers through my hair saying. “We really need to go back to work, we’ve taken too long of a break”. I replied, “I’m the boss and I’ll tell you when your break is over”, he replied “Yes Sir” and we giggled. We lay there naked for about a half hour more when we finally got up and dressed. I drove the tractor back to the barn and he followed me down with the gator, we made dinner together and we went right up to bed.

As we lay there in the bed, naked, skin to skin in loving arms, in darkness and quiet (we didn’t even have the TV on) Devin said quiet softly and tenderly, “I’m ready for you whenever you’re ready for me.” I looked up at his face in the shadows and asked what he meant by that, although I thought I knew, I needed him to clarify it. He said “I think you’re ready to Fuck me, and I would like that very much,… I’m ready, and if you are please don’t hold back, but if you’re not, I’m willing to wait as long as it takes.” I leaned over and kissed him and said “I think I am ready, but I’m not so sure I’m ready for you to fuck me”. He said “that’s perfectly fine, baby steps.”

After a few minutes of thinking about it I pushed him over on his stomach and I climbed up on his ass and began rubbing my very rock hard dick into his ass crack, his tiny peach fuzz hairs tickling the underside and sides as I pushed the top gently down harder. I asked if he was sure, as he spit into his palm and reached it back depositing it into his crack, as I pulled back and then he pushed my dick head down into his ass as said “push in…. real slow”. I began to push, now I’m not big, but it seemed too tight as my dick bent, sliding back out just under the head, he realigned me and held me in place while I pushed and slowly but surely my dick began sliding in squeezing it tightly almost making it feel thinner than I was, the further I went the easier it got and suddenly there I was fully inside Devin’s ass. My balls resting just fractions away from his and I began to fuck him, in and out, holy crap how tight he was and a feeling so powerful came over me I came in a few strokes collapsing on his back. “I’m Sorry”… I explained. “I couldn’t help myself” “what a fucking feeling that was”, Devin smiled and acknowledged it was ok saying “baby steps” “you’re there buddy….. you’re there”….. “its all good, I loved you inside me, next time we can do it longer,…. Really…… its ok”.

He reassuring voice made it all OK, Damn I enjoyed that so much, but I still feel guilty I’m not doing enough to return the favor to him. I need to try harder, I really like this guy in every way. That night I thought long and hard (and pretty hard I was) that there are no maybes anymore, I never once thought about girls my brain was consumed with guys, mostly Devin, but images of Josh and Dave too, I think I was actually glad I was finally admitting I am gay, no more maybes.

by djfmonkey

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