Erotic Couplings

Rob Goes on a Company Excursion

On a business trip, I engage in a sexual encounter with the new hire.

Spankmasters
May 3, 2024
9 min read
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Rob Takes a Business Trip
Rob Takes a Business Trip

Rob Goes on a Company Excursion

In a fictionalized version of real events, I am named Rob. I was 25 years old and had been married for around two years at the time of this story. I was 6 feet 1 inch tall, weighing 170 pounds, with short red hair. My amount of public hair was average, covering my lower genitals, cock, and groin area. I sported a "happy trail" of hair from my groin to my stomach. My penis was 6 inches long when erect and 4.5 inches thick. I'd been circumcised with a prominent, mushroom-shaped glans.

The company I worked for hired a new employee named David. He was soon to be my trainee and supervisor.

At 22 years old, David had just recently finished college, having been married for a year. David exuded a sexual aura, often complaining about his dissatisfaction with his wife's sexual abilities. He said she couldn't give proper oral pleasure, and I related my own complaints about my wife's sexual techniques. Through phrasing it this way, it seemed like he was urging me to teach her these things.

David stood at 5 feet 11 inches and weighed around 180 pounds. He was an athletic build as he'd played soccer in college. He had enticing brown eyes and short jet-black/brown hair. His face was clean-shaven, sported moderate brown hair on his chest, stomach, and groin. His penis was circumcised, measuring 6.5 inches long and almost 5 inches in diameter.

Once a week, David and I would meet for drinks after work. Frequently, our conversations would revolve around sex, our sexual encounters, preferred techniques, and previous experiences. We never admitted to being gay but we did explore this topic.

I had been working for my company for six months when I had to attend a business trip elsewhere. I invited David to come along to help him learn the ropes.

The trip was only a four-hour journey by car and we stayed two nights at a high-end hotel. I arranged for connected rooms so we could learn more from each other.

While driving, I stopped at a gas station that sold unique condoms from a vending machine. These were the types like "neon glow," "extra ribbed," and "French tickler." I snagged a couple of each, hoping they'd serve as a conversation piece during the trip. I also packed my Tenga Flip Hole masturbation aid. Few men had tried Tenga products, which made for intriguing discussions.

We reached our destination late afternoon and headed straight for the hotel bar, which was perfect for drinks. After consuming numerous beverages and nibbles, we returned to my room, leaving the door to David's room open. I mixed even more drinks, proposing an unsafe evening of watching adult videos on my laptop. "Hell yeah!" David said eagerly. "I can't watch these at home or my wife would be upset. Before I was married, I watched these on my computer and usually masturbated to them."

I owned various laptop cables, including an HDMI cable. I connected my laptop to the 55-inch TV in my room with the six-foot-long cable. I'd collected my vast porn collection on an external hard drive with an encrypted privacy feature. My movies were sorted into various folders, such as "amateur straight college couple sex," "straight and bi couple sex," "amateur gay sex," and 25 more groups. These played fantastically on the large TV.

I began with videos from the "amateur straight college couple sex" folder, following up with the "straight and bi sex" category. David commented on the size of the dicks, how far they came, and if he'd ever attempted anything from the videos.

I showed David the novelty condoms I'd bought at the gas station. "Can you believe they still sell these?" I joked. "Let's stop there on the way home and take a photo of the vending machine," David suggested.

David put on running pants and a short-sleeve shirt, while I changed into shorts, silk boxers, and a T-shirt.

David selected the "glow in the dark" condom, musing, "Do these actually glow in the dark?" I jokingly responded, "To find out, we're going to experiment."

He returned to his room, and I proceeded to test the condom's ability to glow in the dark by placing it under a lamp.

It was obvious that David was sporting a rock-hard erection as his crotch was bulging out. David grabbed a condom and mused, "Let's check if this fits?" I exclaimed, "Give it a shot," not entirely sure of his intentions. He withdrew the condom and removed his joggers, exposing a high-quality, dual pocket brief, featuring one pouch for his dong and another for his balls.

David's nearly eight-inch erection was eager to break free from its confines, as he slid his underwear down and revealed his impressive girth. He unrolled the condom onto his member and asked for the lights to be extinguished. Miraculously, a dazzling green aura encircled his erection, making it visible in the dark. He jerked it a few times, removed it, and suggested that I attempt it. The lubricated condom posed no challenge for my much smaller 5.5-inch member, and I easily slid it over my own stiff prick. Naturally, the condom's glow persisted. I massaged my condom-covered phallus a few times, imagining my pre-cum intermingling with David's pre-cum within the condom.

David prepared another round of beverages as I switched the category of pornographic material. I selected a folder showcasing 20-somethings rubbing one out while donning condoms. All featured horny guys climaxing. These videos were further complemented by ones depicting men offering each other handjobs.

Once the handjob videos came on, David remarked, "Watch how studs can pleasure each other. My wife could never manage that. Men are superior in this regard because they are more experienced in self-gratification." "Do you have an abundance of man-on-man sex tapes, Rob?" David asked. "I believe I do," I replied, rummaging through my collection.

I commenced by displaying a couple of videos where the gentlemen only felched and sucked each other's cocks. Moving forward, I played the intense clips involving kissing, sucking, barebacking, and cum play, wherein each gentleman ejaculates onto his partner and vice versa.

Out of the blue, David exclaimed, "Rob, if I can't release some steam, I'll explode." "When was your last climax?" I inquired. "Yesterday morning, but that was a quickie in the shower," he replied. I said, "If I don't unload, my climax will be of the intense variety, and I already orgasmed this morning."

We swiftly removed our clothing and commenced vigorously pumping our rigid cocks. David mooted, "Rumor has it that another male can stroke a partner better than any woman because of their frequent self-gratification. Do you agree?" I replied, "I'd say it's absolutely true, so let's give it a go."

We concluded our drinks and sought assistance in maneuvering. David inquired, "Have you indulged in any homosexual escapades prior to this, Rob?" "I've bedded a few men, but I'm not proficient," I responded. David expressed, "I've never encountered such an act with another male. Could you guide me gently?"

We remained standing and stunningly close, with our stiff wangs touching. I drew closer to David and rubbed them together in perfect synchronization, blissfully frotting and frigging. Still standing, I got on my knees and started going down on his colossal bone. David moaned, "This is almost as good as pussy fucking." I encouraged him not to climax.

Minutes passed, and I embraced the urge to go down on him. I decided to lower my manhood into his mouth and he commenced thrusting into my mouth like he was thrusting in a woman's pussy, which was actually quite fine since he was a novice. We both ventured into the luxurious hotel bedroom to engage in this raw experience, utilizing items in my luggage.

In the bedroom, David said, "How about we try a 69?" "Hell yes," I excitedly agreed. We positioned ourselves next to one another, my mouth on his manhood and his mouth on my member. Allowing him to penetrate my oral cavity anymore was a relief as he was an amateur.

While intenseley making out, I asked him, "Fancy experiencing the ultimate sexual encounter?" David's facial expression screamed a strong 'Yes'. I retrieved some lubricant from my luggage, coated up his erect penis, and then positioned myself on my back, lubricating my anus as well. I requested him to move cautiously but to insert his penis into my lubricated anus and make love to me like he would to his wife. I was amazed that he complied, aiming his hard cock towards my anus, pushing in faster than I expected, and pumping my backside. I raised my knees over his shoulder for greater depth.

During this aggressively passionate sex session, I requested for David to stroke my penis, which he did with vigour. I pulled his body close to mine, so I could feel his hairy body rub against mine. David began nibbling and sucking on my hard nipples as he ravaged me, continuing to pump. I grabbed the back of his head and kissed him passionately. He responded by pushing his tongue into my mouth.

Due to our intoxication, we were able to sustain this for close to ten minutes before David announced, "Rob, I'm about to climax." One squeeze around his cock while he was preparing to thrust in, and I delayed his orgasm for a while. I then told him to fuck me intensely and cum whenever he was prepared to.

David pounded my behind more rapidly and loudly, his perspiration dripping onto my body. "I'm about to ejaculate," was his following statement. Instead of plunging deeper and erupting inside me, he withdrew and ejaculated all over my penis and stomach. He then rubbed it all onto my torso and chest and sucked it off. As his erection remained unabated, he rested his erection next to mine and played with them by hand, causing me to cum intensely, and he even climaxed again. I was completely covered in cum.

Following that, I asked him to lie on top of me so he could feel the warmth of the cum. He willingly did.

We both went to take a shower to clean ourselves up. In front of the television, we met again, both of us wearing underwear that clearly showed the bulges in our crotches. We watched a different video, and I inquired if David had ever been in touch with any sexual toys. He responded that he had attempted a friend's Fleshlight once in college, which had provided him a mindblowing orgasm. I informed him that he would be in for a treat.

In David's bed, we removed our underwear and lay down together. I had him lie on his back, coated his stiff penis with lubricant, and then pulled out my Tenga Flip Hole and lubricated it as well. David questioned me on how it functioned, and I lay next to him and instructed him to view the action. I slid my penis into the Tenga and stroked it along the entire length while pressing the pressure buttons on the side. I took it out, coated his penis with some more lube, and then pressed the Tenga onto his penis, stroking it harder and faster to encourage him to climax rapidly. In approximately two minutes, he arched his hips and said, "I'm cumming!" I observed how his balls contracted, and he was forcefully pushing his cock. He then uttered how good it felt.

I requested David to turn onto his side before pulling the Tenga away. I wanted to keep all of his semen inside it for lubrication since I intended to use it to penetrate.

I had David lay on his back with a pillow beneath his penis and testicles. Then I placed the Tenga on the pillow over his penis. With gobs of old lube and semen in the Tenga, it was a breeze for me to enter it and fuck it relentlessly. As I was fucking it, I licked his hairy chest and nibbled his nipples. David curled his legs around me, forcing his feet into my backside. 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 came all over my Tenga Flip Hole.

I also rolled onto my side before pulling out of the Tenga to keep most of our cum within it. I then opened it up and observed that it was filled with cum. I inquired of David, "Want to play with it, drink it, or let me clean it up?" David simply responded, "Let's have some and play with some as well." I got a glass and filled it with our cum. I then sucked my finger and passed it to David who lapped the cum from it. David then took some cum and applied it to my nipples, before sucking it off. David then poured cum into his hands and began rapidly jerking off, informing me that this is how he usually climaxed, but without cum for lubrication.

We spent the night sleeping together in David's luxurious king-sized bed. My question was, what could I do for a follow-up the next night?

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