A gay story: Rob Takes a Business Trip This story is a fictionalized account of a true story. The names, dates, and places have been changed to protect privacy.
My name is Rob. I was 25 years old and married for almost two years at the time of this story. I was 6 feet 1 inches tall, 170 pounds. I had short red hair. I had a medium amount of red public, covering my balls, lower cock, and groin area. I had a “happy trail” of hair running up from my groin up to my stomach. My cock was 6 inches when hard and 4.5 inches in girth. I was circumcised with a big mushroom-shaped cock head.
My company had recently hired a new employee, David, whom I would train and supervise.
David was just out of college, 22 years old, and had been married for one year. David was the kind of guy that sex just dripped off of him. He always complained about his sex life with his wife. He said that she didn’t know how to give him a blowjob or a handjob correctly. I also complained about my wife’s sexual techniques as I have found that women never know how to give blowjobs or handjobs as good as a man can. He did this in a way that almost solicited me to come to his house and show her how to do it.
David was 5 feet 11 inches tall and weighed about 180 pounds. He had a solid build and had played soccer in college. He had sexy brown eyes and short black/brown hair, was clean-shaven, and had a moderate amount of brown hair on his chest, stomach, and groin. As I would find out later, his cock was circumcised, about six and one half inches long and almost five inches in girth.
David and I would go out for drinks after work about once a week. Our talk would frequently turn to sex, what we liked, how often we fucked or jacked off, and past sexual experiences. While neither of us admitted to having any gay experiences, we went right up to that line.
After working for the company for about six months, I needed to go on a business trip out of town. I told David to come along so he could learn the ropes.
Our tip was just a four-hour trip by car, and we would stay two nights. I arranged connecting rooms at an upscale hotel. While driving to our destination, I stopped for gasoline at a place that I knew sold geeky condoms out of a vending machine. You know the kind, such as “glow in the dark,” “ultra ribbed,” and the “French tickler.” I bought a couple of each as I thought they might be an icebreaker during the trip. I also packed my “Tenga Flip Hole” masturbation device. I have found that most men have seen or used a Fleshlight, but few have seen or used any Tenga products, and it might be a conversation starter during the trip.
We arrived late in the afternoon and immediately went to the hotel bar for drinks. After consuming too many drinks and appetizers, we returned to my room and left the door between our rooms open. I mixed more drinks and asked David if he wanted to watch some porn videos on my laptop. “Hell yeah!” David responded. “I can’t ever watch any at home as my wife would kill me. Before I was married, I used always to watch porn on my computer and jack off to it.” He added.
I always have various cables for my laptop, including an HDMI cable. I used the six-foot-long HDMI cable to connect my laptop to the 55-inch television monitor in my room. I brought along my fabulous collection of porn videos on an encrypted external hard drive. The videos were organized into various folders, including “amateur straight college couple sex,” “straight and bi couple sex,” “amateur gay sex,” and 25 or more categories. The videos looked great on the huge television monitor.
I started with videos in the “amateur straight college couple sex” category, then moved to the “straight and bi sex” folder. While watching, David provided a running commentary on the size of the men’s cocks, how far each shot cum, and whether he had ever done the particular act depicted in the video.
I pulled out my novelty condoms and said, “Can you believe that they still sell these? I bought them for laughs at the gas station we stopped at.” David said, “I haven’t seen a condom vending machine since I was in high school. When we drive home, let’s stop there as I want to take a picture of the vending machine.”
David picked up the “glow in the dark” condom and said, “I wonder if these really do glow in the dark?” “There’s only one way to find out,” I said and ripped open the package and lay the rolled-up condom under a lamp.
David then excused himself, entered his room, and changed into short Lyrica running pants and a short-sleeve shirt. I also changed clothes, put on short pants, silk boxers and a T-shirt.
It was apparent that David had a hard-on as there was a pronounced tent in his shorts. David picked up the condom and said, “I wonder if this is ready?” I said, “Try it out,” not really knowing what he intended. David picked up the condom and dropped his Lyrica short, revealing that he was wearing a pair of high-end, dual pouch briefs, the kind with a hole to put your cock in and a pouch to hold your balls.
David’s hard cock was about to bust out of the cock hole/fly. David pulled down his dual pouch briefs and released his hard six-and-one-half-inch cock. He then unrolled the condom onto his cock and asked me to turn the lights off. As if by magic, David’s hard cock glowed light green and was visible in the dark. He then stroked it a few times, pulled it off, and suggested I try it on. Since my cock was smaller than David’s and the condom was lubricated, I had no trouble pulling the unrolled condom onto my hard cock. Sure enough, the condom continued to glow. I stroked my condom cover cock a few times to make sure that I was putting some pre-cum in it. I was hard as hell thinking that my pre-cum was mixing with David’s pre-cum in the condom.
David mixed more drinks for us while I changed the category of porn we were watching. I chose the folder of twenty-something men jacking off while wearing condoms. These videos were all of sexy, hot men jacking off to completion. Mixed in with these videos were men giving each other handjobs.
When the handjob videos started playing, David said, “See, that stud knows how to give his buddy a handjob. My wife could never do that. Men are better because they are used to doing it to themselves.” “Rob, do you have any man-on-man sex videos?” David asked. “I think I do,” I said, looking through the inventory.
I started off playing a couple of videos where the guys just engaged in frotting and sucking each other’s cocks. Then I played the hardcore videos with the men kissing, sucking, barebacking, and cum play, where each man shoots his cum on his partner and vice versa.
Suddenly, David said, “Rob, if I don’t get my rocks off, I will explode.” “When did you cum last?” I asked. David said, “Yesterday morning, but that was a quick jack-off in the shower.” I said, “David, I think I am going to explode if I don’t cum, and I just jacked off this morning.”
With that, we both pulled our pants and underwear off and started stroking our erect cocks. David said, “I hear that another man can masturbate you better than any woman because he does it to himself so much. Do you think that is true?” I said, “I am sure it is true, so let’s try it.”
We each finished our drinks and grabbed each other’s cocks. After a minute or two, I pulled off my shirt, revealing my ginger chest, stomach, and pubic hair. David pulled off his shirt to display sexy black/brown hair on his chest, stomach, and pubes. David said, “Rob, have you ever had sex with a man?” “I have had sex with a few men, but I’m no expert,” I said. David said, “I have never done it with a man. Would you go kind of slow with me?”
We continued to jack off each other when I said, “Stand up, let’s try something.” We both stood up facing each other, with our erect cocks inches apart. I moved a little closer and put our cocks together with my hand, and began frotting and rubbing them. David moaned and said, “That is almost as good as fucking pussy.” I said, “Just wait and try not to cum.”
After frotting a few minutes, I went down on my knees and started sucking David’s sexy cock. As I sucked it in and out of my mouth, I also stroked the shaft and rubbed and squeezed his balls. David moaned and said that he had never felt anything that good. Then he said, “Let’s get in bed where we will be comfortable.” We stayed in my room, a mini-suite, and moved into the bedroom since I had some supplies in my suitcase.
As we got into bed, Davis said, “Let’s try sucking 69 style.” “Fuck yea, I said.” Then we laid side by side, David’s mouth on my cock and my mouth on his cock. David couldn’t resist thrusting his cock into my mouth like he was fucking, but that was alright since he was a newbie.
As we sucked each other hard, I said. “Do you want to have the best fuck of your life?” David looked at me with an expression that said YES. I pulled some lubricant out of my suitcase, lubed up his hard cock, then lay on my back and lubed my asshole. I told David to go slow but to push his cock into my lubed asshole and fuck me like he was fucking his wife. I was surprised that he went along, but he aimed his hard cock for my hole, pushed in faster than I expected, and started pumping my ass. I raised my knees over his shoulder so that he could go deep.
As he was fucking me, I told him to play with my cock, which he did furiously. I pulled his body close to mine so I could feel his sexy hair rubbing me. David began nibbling and sucking my hard nipples, and he continued to pump. I pulled the back of his head and kissed him deeply. He responded with his tongue thrusting into my mouth.
Since we were both pretty drunk, we were able to keep this up for almost ten minutes before David said, “Rob, I am about to cum.” With that, I squeezed his cock as he was getting ready to go in. I squeezed him hard for about a minute to delay his orgasm for a while. I then told him to fuck me as hard and fast as he wanted and to cum in me when ready.
David pumped my ass faster and faster, moaning and groaning as sweat dripped off of him. He then said the magic words, “I’m going to cum!” Rather than push his cock in deep and cum, he pulled out and shot his white hot cum all over my cock and stomach. He then rubbed it all over my stomach and chest and licked a lot of it off. Since his cock was still hard, he pressed it next to mine and used his hands to frot our cocks until I came big time, and he even came again. I had cum all over me.
I told David to lay on me so he could feel the warm cum. He gladly did.
With that, we each went to our showers and got cleaned up. We met again in front of the television, each wearing underwear that showed obvious hard cocks.
We watched another video, and I asked David if he had ever played with any sex toys. He replied he had used a friend’s Fleshlight once in college, and it gave him a hell of an orgasm. I told him that he was in for a treat.
We pulled off our underwear and got in David’s bed. I had him lay on his back, lubed his stiff cock, and then pulled out my Tenga Flip Hole and lubed it. David asked how it worked, and I laid down next to him and told him to watch. I pushed my cock into the Tenga and pushed and pulled it the length of my cock while I squeezed the pressure buttons on the side. I pulled my cock out of the Tenga, put some more lube in then put some lube on David’s cock. As David lay back, I pushed the Tenga onto his cock and stroked it with increasing speed and pressure. I wanted him to cum fast. In about two minutes, he arched his hips and said, “I’m cumming!” I noticed that his ballsack was contracted, and he was thrusting his cock hard. He then moaned and told me how good it felt.
I asked David to roll on his side before I pulled the Tenga off. I wanted to keep all of his cum inside it for lube because I was going to fuck it.
I had David lay on his back with a pillow over his cock and balls. Then I put the Tenga on the pillow over where his cock was. There was so much old lube and cum in the Tenga that I had no problem entering it and fucking it for all it was worth. As I fucked it, I licked David’s hairy chest and nibbled on his nipples. David wrapped his legs around me so that his feet dug into my ass. He also put his hands on my back and kept saying, “Fuck harder, Rob, Fuck harder! After pumping for no more than a minute, I groaned and shot my cum into my Tenga Flip Hole.
I also rolled on my side before pulling my cock out of the Tenga so that most of our cum stayed in it. I then opened it up and found it full of cum. I asked David, “Do you want us to play with it, drink it, or have me clean it up?” David said, “Let’s drink some and play with some.” I got a glass and poured our cum into it. I dipped my finger in the cum, and David licked the cum off. Then David took some cum and rubbed it on my nipples, and sucked it off. David then poured cum into his hand and proceeded to jack off, using the cum for lube, telling me this is how he usually jacked off but without cum for lube.
We slept together that night in David’s king-size bed as my bed had too much cum on the sheets. I’m not sure that my cock ever got soft that night as I fell asleep with my head on David’s hairy chest. My only question was, what could I do for an encore tomorrow night?