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Business Trip

On this particular evening, I was sitting in the sauna when another business peer entered the sauna as well. I am in my early 60's and I guess Glen is in his late 40's. We made minor conversation initially- with glances at our mutually naked bodies as we would move from bench-to-bench levels. He too admitted to wanting to separate himself from the masses at the local restaurants and bars. After a period, it was moving from relaxing to becoming too hot- so I said goodbye and went to the semi-open shower space. I was taking my time enjoying the water splashing all over and used a liberal amount of liquid soap to lubricate my body as I caressed myself- not omitting my butt crack and of course my cock and balls- all while thinking of seeing my colleague in the sauna just moments prior. Between the noise of the water splashing and being lost in my thoughts- I didn't realize Glen had entered the shower space as well. Between the overt fondling of myself and my replaying in my mind seeing Glen naked in the sauna, my cock had started to rise. While Glen is truly the shyer person between the two of us, he took it upon himself to break the ice and say, "happy to see me?". We just laughed and went about our showers.

I the locker room I invited him to join me in my typical ritual on such evenings. I would hide out in my room, enjoy some wine I had purchased earlier and watch some movies. Glen didn't hesitate to join me as he too didn't want an evening with more business BS exchanged at a local bar.

The anticipation of having Glen join me was like waiting for Santa to come when I was a kid. I am a married closeted bisexual man. Due to my active family life, almost all of my bisexual activity comes in the form of masturbation while watching gay and bi porn on my laptop. The simple anticipation of what may occur was enough to spark another rise in my pants.

Glen arrived on time and we wasted no time in making our room service order so we would not get interrupted while watching a show or movie. After scanning our selections, nothing really seemed appealing- so we agreed we'd watch some sitcoms until after dinner- and perhaps find something online more interesting (the trap was being set ??). On schedule, our food arrived and was as good as expected from room service- but satisfied our hunger. Over dinner I introduced the topic of sex, initially in mild fashion. He has been married for about 12 years. They enjoy a nice vanilla sex life, but neither has been very active orally. I offered a similar experience- I too enjoy an active sex life. While my wife has largely refrained from giving oral for decades, I still go down on her vaginally as well as rimming during virtually every sexual encounter.

This seemed like a good time to segue to watching porn on my laptop. I opened my favorite portal and said we could take turns making the selection- Glen as my guest should go first. As anticipated, he selected a typical male/female fuck fest. Clearly enjoyable for a bit, but I admit they often have me bored quickly. When I was my turn, I selected a MFM bisexual video- to test the waters before viewing a full-blown gay video. It started with both guys making out with the female. Eventually one entering her while the other watched- and then eventually the watcher, started by going down on her while the other continued to fuck her. As anticipated, he started to work on his cock as well. The one guy began to alternate between penetrating her and reentering his cock in the guy's mouth. This was met by a series of "oh wow's" from both of us. They took turns switching positions and eventually one guy could not hold out any longer and cam inside of her pussy. As he pulled out, he moved his soft cum covered dick into the month of the other guy- and then after cleaning his cock- dove in with vigor to her cream pie and ate her clean! I spoke up and admitted his is an ongoing unfulfilled fantasy of mine.

This prompted questions from Glen about my sexuality - and that's when I shared by bisexual status. We had both gotten so engrossed in both the video and our conversation that we hardly realized we were both holding onto our own hard cocks. Having opened up such a graphic conversation, I shared my enjoyment of eating my own cream pie from my wife pussy. Not something she enjoys, but she tolerates me doing such from time to time. With that I moved over and sat next to Glen and placed my hand on his thigh just below his hand holding his own cock. "Mind if I take a feel?" I asked. He mildly objected indicating he was not in fact bisexual or gay. I replied by saying he doesn't have to touch of feel me- but what's the harm in letting me feel him? His silence seemed to provide me a positive answer, so I worked my hand up and grabbed hold of his hard cock. After stroking a few times slowly, I gently pushed his shoulders back so he would be laying on the bed. I then pulled on the edges of his pants and underwear at the same time and exposed his hard cock. I kept on slowly stroking his cock- not wanting to move him too close to cumming at this point. I stood up and let him know I was going to get more comfortable as well, but he didn't have to do anything- and as a result, quickly removed my cloths while keeping a fairly consistent hand on his cock- not wanting him to lose his nerve in letting a man fondle him. I asked him how it felt, and he said great. I told him to simply close his eyes and enjoy the feelings and sensations and then bend over and slowly took his cock into my mouth. It was obvious he was overcome with conflict. This has crossed his line and was a gay activity- one he was not comfortable with, but the first time since before he was married that his cock was in someone's mouth, and a gifted one at that! I encouraged him to simply relax and enjoy, knowing I was as well. I encouraged him to feel free to cum in my mouth whenever he wanted to and know I would savor every drop before swallowing. Sharing this graphically had its intended result and shortly after I felt him stiffen up, his balls retract, and his breathing become staggered...and then an eruption of semen entered my mouth!

We both sat back in silence and savored the moments that had just transpired. After a prolonged period of silence, I asked him if he enjoyed that as much as I did? (Full well knowing the answer as evident of the residual semen in my mouth). He replied it was perhaps the best sexual experience of his life! I suggested we just chill for a period, and then I had another surprise for him that he could add to his enjoyment list. We chatted totally off topic, about coworkers, business, conferences and football- all normal guy chat expect we were still both entirely laying in separate beds full naked.

After a good amount of time (see why shortly) I asked him if he was ready for another experience? He agreed. I suggested he take a hot shower while I made some arrangements for what's next. I reminded him to shower...completely. When he returned after the shower, I had darkened some of the lights and selected some easy listening light jazz music playing on my laptop. The bed was pulled back with towels placed across the openness. I had Glen lay down face first in preparation for his first full body massage from a man. He wasn't sure what all of that meant, but I shared as such to ready him for some new experiences. I placed some massage oil on his back and legs and began to massage him all over. When working from his head down to his legs, my hard cock would brush over the back of his head repeatedly. I made no attempt to change that for sure. I continued to tease his ass, going up and down his cheeks initially and eventually side to side with my fingers slipping down his crack to his hole. Each time, letting my fingers linger longer, and penetrate just a little deeper. Eventually I moved around and stood between his legs, parted them and before his could offer rejection- placed my face, mouth and tongue deep into his ass. I have never understood my passion for rimming, but it is what it is! I have rimmed my wife's ass for decades now, and each time I dive it- it is just like the first time. She however does not enjoy this but opening lets me knowing I do. The positive sensation must have been too much for Glen, as none of his gay objections followed- only moans of enjoyment.

After a long rimming session, I asked Glen to roll over. I then took his rock-hard cock in my mouth again and began to give him another slow blow job- not wanting him to cum at this point. At the same time, while he as showering earlier, I was preparing for this period. I took out a butt plug I had placed by the bed and some lube and placed it inside my ass while continuing to suck on his cock. Eventually I moved up and straddled Glen and quietly began to roll a condom over his cock. He did begin to object, the I reminded him I had not steered him wrong yet. With that, I removed the butt plug and replaced it with his cock in one fluid motion. A few hours ago, Glen was in a vanilla sex life and how has been sucked off and has his cock fully in my ass for his first anal sex experience of his life (and admitted, one of the few non-toy experiences for me too). Once he realized it was in and too late to say he never fucked a guy- I told him to take charge and enjoy. I stayed on top for a short period while he seemed to embrace the situation, and then had me get on all fours and fucked me from behind like he has done with his wife's pussy for years. The only complaint either of us would have been the sensation of this next experience was too much and within minutes he exploded his second load of the night into the condom deep in my ass.

We chilled a little after, enjoyed the balance of the wine and agreed- this would become our private ritual at each conference we mutually attended.