Tommy and Devin

by djfmonkey

23 Sep 2022 911 readers Score 9.6 (117 votes) PDF Mobi ePub Txt


After telling Dave and Josh via video call, the news of our first few weeks of our Dude Ranch Venture, and then how it was a gay wedding besides, then I dropped the news of the magazine article. While I continued to talk to Dave, Josh was apparently looking it all up on line and I could hear him in the background as Dave was glancing over, just out of my view, at photos on Josh’s phone. “Holy crap Tommy that’s fantastic” they both said. I then asked them if they were going to try to come out at all this summer. After a brief unexpected pause I saw Dave look towards Josh but I couldn’t see Josh as he was still out of the screen, and Dave just replied, he didn’t think they’d have time, I was somewhat disappointed as we had discussed spending several weeks together earlier in the year. They wished me and the boys well as we hung up for the night. I was totally bummed out and frankly disappointed, it bothered me for days after.

Within the next few days Maryann informed me July was fully booked for the weeks we had set aside, and she wondered and asked if we wanted to add more, hesitantly I said we still need to go slow, let’s just open August with 3 weekends and offer three 5 day M-F weekday sessions, giving us 1 week and 1 weekend off to address any other issues, realizing that we’d soon be running into September and the season would be coming to a halt by late October or early November. I told her we needed to start next spring really ready. I also realized we need a full time laundry and maid service, as it was just too much for the 6 of us. I also talked to, and contracted the Diner in town to set up a Trail Ride Themed BBQ on our property for 1 day during each booking period, and told them, heck if it goes good we can arrange more next year. The owner was thrilled with the additional business, he set up a menu and we purchased some large ½ barrel grills and some inexpensive E-Z up tents to shield from the rain and sun, eventually we can get a larger more permanent weather proof tents. Hulk and the Baker twins went into the big box store and built some pretty hefty picnic tables. Everyone was pitching in and helping without question, it was obvious we all wanted success.

It’s now the second week in July, and Devin and I were switching on and off for trail rides at the dude ranch, we even incorporated our locals and club riders into the Dude Ranch rides, easing some of the burden, heck Maryann and the Baker Twins often went along to help with our larger groups. We even set up beginners and advanced rides. We even had 4 of our 8 new trailers set up and already rented. It seems the more space we create the more we need, I have to invest in more horses and soon, I want to be sure we can properly rest them as well as rotate them as needed.

I went over to the Ranch one Monday morning to gather the day’s group for a 1pm ride, and holy crap, standing there amongst the other guests drinking soft drinks and eating cookies, there was Josh and Dave, standing there all city clothed up. I immediately ran over to them and gave then a huge hug, somewhat surprising the other guests. They wanted to surprise me and made Maryann swear not to tell, they actually booked it online the day I spoke to them, but talked to Maryann afterwards to make sure everything was set, and not to let on to me or Devin that they were coming. They were staying in one of the brand new Trailers. I looked at Maryann and she indicated that she tried to refund them but they refused. Anyway we had other guests, and I really didn’t want to even go out after seeing them, but Devin was working a back field today, and I had no choice we had a business to run and Dave and Josh said show us how it’s all done, so I walked everyone over to the barn and got them all set up with mounts the Bakers had enough horses all prepped and actually built new safety step stools to aid smaller riders up to the saddle.

Of course Josh needed to Ride Pudgy, and Josh even thought Pudgy recognized him, I knew otherwise, it was just Pudgy’s nature, we usually give him to the most inexperienced or frightened person. So even though Josh was not totally inexperienced, Dave reminded me of the incident where Josh saddled Pudgy and rode him down main street practically falling off, to the other guests amusement, Josh quickly quieted down in slight embarrassment, and was determined to ride today like a pro.

After the ride we all ate in my kitchen and I had Dave’s parents come over too. Everyone was there, me Devin, Hulk, Maryann, The Baker Twins, Josh and Dave, and his 2 parents. My home hasn’t been this full since a few years before my parents died, and here I was being host and feeling loved by all. Maryann even arranged to have the Baker Twins go out for the first time on their own on the trail rides tomorrow, so Devin and I could catch up and spend some time together with Josh and Dave. My employees were actually taking over, and as I worried as that made me feel, it also made me feel better that I could start to let go of some duties. I convinced Josh and Dave to move into my house once again as well as convinced them to stay until the middle of August, they only agreed if they could help us out when needed. They did insist on breaking in the new trailer that first night.

The next morning Dave and Josh joined us for breakfast at the house, with their suitcases in hand, and devilish Devin asked how the trailer was and if the beds were to their liking, Josh who had the same devilish demeanor complained there was this lump that kept him awake all night and it seemed to be poking him in the ass and he thought there must be a leak because he detected some wet on the sheets. Hulk jumped in saying well it could have been worse and the innuendoes keep up all through breakfast, all to my embarrassment.

Josh and Dave slid right back into living and working on the farm again. We all got along great, Josh insisting on being around the Baker boys whenever possible, I could see in his eyes he wanted to flip those boys so badly, but I just smiled at him and wished him luck, but he ignored me, even as I assured him they were indeed straight. We also got to spend a lot of time together with Dave’s folks during the stay, It was so great. I wanted Josh and Dave to stay and be a part of my new life, I dreaded the thought of them going back to the city and told them so. Josh assured me they were and always will be a part of my life and family then said, that Devin and I needed to come visit them and they’ll whoop it up at the bars in the city, only now we can skip the straight ones, referring to my first trip to visit them.

We had a large group booked for this Monday through Friday, and I counted on Dave and Josh’s help. It involved 15 people and we hadn’t hosted that many since that wedding. That Monday morning, Dave got a call from his dad, he said a cavalcade of stereotyped Subaru’s and minivans with rainbow flags and stickers were driving through town honking their horns at people as they drove by. Like a little gay pride parade. Sure enough a few minutes later they were pulling into our road, as 12 guys and 3 girls descended on the Dude Ranch registration office. Turns out they were an LGBTQ Club from the city that booked us after seeing the article. I discreetly mentioned to them that, in this conservative town they may choose to be a bit more discrete, one of the guys took a bit of offense to that figuring I was anti gay when Devin, Josh and Dave decided to put on a 3 way demonstration French shared kissing exposé to their cheers and thumbs up signals as they reveled in their almost adolescent demonstration of excitement.

So Josh, Dave, Devin, and I took the group on their first trail ride as their friskiness and frolicking natures took over all civilized behavior. When we got to the lean-to up in the meadow, all they wanted to do was re enact the photos from the magazine, as they each pulled out their phones and tried to emulate the photos through their selfies. The two older couples and the lesbian threesome were much more restrained but enjoyed in their fun. Needless to say Devin and Josh joined in with them as Dave and I acted more mature as we watched our boyfriends and compared them, realizing how similar they were, yes they were both getting naked and frolicking in the field too, much to our amusement, oh hell I took out my phone and took photos too.

It wasn’t long till the others were enticed into the fun, and then slow but sure, our naked boyfriends pulling us into the small orgy style dog pile happening in the meadow.

I was attacked and stripped naked by Devin and Josh, before they turned their attention to Dave doing the same to him. Devin was attacking me apart from the others and Josh was doing Dave right alongside of us. Damn my best friend from high school was being sexually aggressive alongside me and my boyfriend. I couldn’t help but notice and watch my best friends while trying to concentrate on my own sexual follies with Devin and not being too obvious that I wanted to watch them. Soon Dave was fucking his boyfriend Josh, as I watched my best friend’s dick sliding in and out of his boyfriends ass and my Devin was sucking my cock, as it came with fighting thrusts of cum splashing the back of his throat so quickly, as I marveled at my naked friends and lusted for their bodies to join us. No sooner did that thought cross my mind in sexual desire when it happened. Josh rolled over as I was finishing depositing my seed in Devin’s mouth and Josh began sucking  on my Devin’s cock, and Dave, well he surprised me most of all, by waving his hard cock, fresh out of Josh’s ass over my mouth, and yes I opened it, and allowed it to breach my lips, as I took his entire shaft into my mouth sucking it in every fashion. As my tongue mapped out every vein, wrinkle, and felt the soft warm skin, my hands slid to his ball sack and I fondled those babies like I’ve never fondled before. We were all totally oblivious to the orgy going on around us, and the fantasy that I birthed in my mind many a time, was happening right here and now. My eyes just inches from Dave’s soft abdominal skin, a bit peach fuzzy, as I continued to lap at his member. Then before I knew it Josh was onto my dick and it was spewing its load yet once again. Holy shit what a fantastic orgasm… again. We all took turns on and with each other, switching systematically with one another and each occurring orgasm. Then the fun continued as fingers began breaching ass cracks and tongues began pummeling holes. Finishing in an all out fuck fest of Josh being entered by Devin, being entered by Dave, and yes I was on top fucking my best friend Dave’s ass, we were a god damn train. Devin and Dave rocked back and forth in the middle as they slapped their asses back and forth in between Josh and I. Josh’s body was being pressed into the earth by the weight of us 3 on top, we all came within moments once again, I don’t even know where the cum came from as I know I couldn’t produce another drop yet it still I kept Cumming over and over again I was sure it was just the orgasmic feeling and dry Cum heaves.

We finally all collapsed in exhaustion on our backs and stared up at the sun, clouds and blue sky, and I suddenly realized our 2 two some’s, became a foursome and momentarily wondered to myself what we had just done and what it would do to our relationship, when Dave said it aloud, Josh quickly chimed in saying Dave and he fool around with others but only with each other involved on occasion, and Devin agreed we had done the same with Hulk, so we wound up easing each other’s minds and agreed it was fantastic and not a regular thing, but all agreed we could if circumstances permitted, repeat it again should the occasion arise. Yup we were justifying it. We helped each other up and each of us tried to brush the dirt off Josh’s now soft dick as he smiled at the attention, we dressed and sat on the edge of the lean-to as we continued to watch the fuck fest still going full swing in the meadow. We were like 4 guys watching porn for the first time. I have to tell you it was the hottest fucking trail ride I ever imagined.

by djfmonkey

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