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Visiting Former Boss Again

Posted by: Age: 35/63 Posted on: 4 comments
14 likes 17 views Category: Masturbation Male-Male Tags: Men, Friends, Mature
Long weekended resulted in lots of fun.

Over the recent holiday weekend, I headed up to visit my former boss and his wife. The area got a good amount of snow, so we planned on snowshoeing and xc skiing.

I got there Friday night, we had some dinner and some drinks and called it a relatively early night. The next morning, he and I were up early so we had some breakfast, loaded up his truck and drove out to the trailhead for snowshoeing. Conversation was pretty light throughout the morning, catching up since last we saw each other and talking about the holidays. A couple miles in we took a break for some snacks and to re-hydrate. As we sat there on some snowy tree stumps, the conversation went back to my last visit and R said "we'll have to hit the hot tub again this weekend". I smirked and said I'd agreed and that I hope he was still putting it to good use. He said he was and that he and his wife actually fucked in it on NYE. The discussion was getting me hard and I told him as much. He said "that makes two of us", to which I suggested we "whip 'em out". He laughed, raised his eyebrows and said "here!?" and I said hell yeah, and stood up and started to drop my pants. I pulled them down around my knees and exposed my firm cock. R said it looked like I was ready and proceeded to do the same. He stood, unbuckled, and drop ‘em. His cock stuck out 90 degrees and he said "I'm ready too". We both chuckled and started working our cocks. The cold air, and the fact we were just a few yards off the trail, added to the excitement of the situation. R took a step towards and pushed my hand off my cock and took it into his own hands. My head went back and I moaned as he started working my rock hard cock. After a few minutes, I reached over and grabbed him and he let out a low groan of pleasure. There we were, pants down, out in the open, working each other's throbbing dicks. After about 10 minutes of each other stroking each other, R began breathing heavily, to which I quickened my pace and R soon after began oozing cum out of his dick. I kept stroking until he was emptied and rubbed some of the cum around his head. He shuttered and grabbed my wrist saying "enough, enough!". I removed my hand from his cock and wrapped it, cum covered, around his hand and we both jerked me until I started spurting cum onto the ground. We let our cocks soften up in the cool air, then finally pulled our pants back up and got back to the trail.

We got back to his place early in the afternoon. His wife had a late lunch ready for us, which we chowed down after our nice morning "workout". After eating, we got cleaned up and the three of us headed downtown to meet up with some of their friends. WE headed back after a while, chatted back at their house and called it a night. The next morning, I woke up pretty early to take a leak and as I headed towards the bathroom I heard the distinct sounds of sex from across the house. I paused for a moment to confirm I was hearing what I was hearing, and sure enough, R and his wife were going at it. I quickly continued to the restroom and quickly came out. I slowly walked towards the other end of the house (their room is on the other side from the guest rooms, separated by the living room and kitchen) and as I did, the sounds intensified. I paused maybe 20ft from their bedroom door and her the sounds of pure pleasure. She was moaning in pure passion and he was grunting and groaning away. I'm not sure how long they had been at it, but after about 5mins, I heard the familiar sounds of R getting close to shooting his load. His breath quickened and he let out a few low, guttural groans as he, I imagine, pumped his wife's pussy full of cum. They both let out some deep breaths and I turned to head back to my room, fully erect. I laid down on the bed and pumped out a quick load of my own and fell back asleep.

An hour or so later, I woke back up, hit the shower and went out to the living room area. R and his wife were both up, looking quite refreshed, and making breakfast. R asked how I slept to which I replied pretty well but was up a little earlier than I had hoped before being able to fall back asleep. His wife's eyes widened as if to think "I hope he didn't hear", and R just said, well at least you were able to get back to sleep. That day we all went out xc skiing in the same area R and I had gone snowshoeing the day before. After a few hours, we made it back to town and had lunch at a local restaurant. During lunch, R's wife said "how about we hot tub when we get home before going out to town?", R and I both perked up from our food, R grinned and said that sounded great. R's wife went to the restroom before we left and R nudged me and with a smile said, "this one will have to be with a bathing suit". I laughed and said "I figured". We sat in the hot tub for 45mins or so, chatting about the day and a variety of other topics. Then, we got cleaned up and headed to some breweries. After brewery hopping and dinner, it was about 9pm and we headed back to the house. When we got home, his wife went right to bed and R and I went up to their movie room. We sat down, started watching TV and chatting. After a bit, R ask "so, how early were you up?". I turned and said "early enough to know you had a great morning." He started laughing and said he was curious if they'd wake me. Conversation progressed and we R said he had been horny all day after his session with his wife and confessed to getting hard "a couple times”  while the three of us were in the hot tub. I said I definitely got hard during the hot tub session and was glad his wife didn't ask me to get anything during the soak. Without mentioning anything, R lifted his butt and pushed his pants to his ankles, exposing a rock hard cock pointing straight up. I chuckles and said, "I guess that's a hint, huh", and R said "join me!". I did as instructed and started playing with my semi-hard cock. R was having full slow strokes as I caught up to his hardness, and then matched his stroking. After about 15mins of the two of us stroking our cocks, I reach over and took R's hardon in my hand. He was leaking precum by this time, so I swirled that around his head, shining it up nicely. He moaned as I did this and closed his eyes and smiled. R let me work him slowly for another 10mins or so, then reached over and grabbed my cock. He started rubbing my balls, then slowly ran his finger up my shaft to my head and wrapped his full hand around me. I let out a groan of pure pleasure. 10 more minutes went by and R said he was going to cum.I quickened my pace and he left out three huge ropes of cum! I hadn't seen him shoot like that before and was surprised, given he had unloaded earlier in the day. We both let out a "whoa" and R started to say "enough, enough", to which I replied "no way, you have to finish me off before I start". He laughed and started squirming. I said I wasn't stopping and he began stroking me as fast as he can and he wiggles with excitement from his sensitive cock. He started to soften up and the wiggling subsided, after about 3mins, I oozed cum all over R's hand. R, being the kind of guy he is, said "we'll now you're in trouble" and continued working my cock. I did as R did and began trying to squirm my way away but eventually gave in to the "torture" and actually let out two more spurts of cum a minute or so later. R said, "well, that's impressive", and I said "nice work". We both sat there, completely spent and settled back into our chat and whatever was on TV. After a while, we called it a night.

The next morning I was taking off. The three of us had breakfast and said our goodbyes. R walked me to my car and said he had a great time, to which I agreed, and we both agreed I'd visit soon.

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