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The Convention

Shady Lady Julie

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Greg knew what he was doing was wrong but the burning desire inside him drove him on. It wasn’t that he hated his wife, or that he wanted to hurt her, it was just trapped in a sexless marriage he needed relief.

 

“That’s it boy, you ride that dildo like it was my cock,” echoed out of the speaker. Greg had no idea if the person on the other end was really called Ronnie or not, and he didn’t really care. What he cared about was the feeling of his prostate being stimulated as he rode the plastic dildo and the sight of Ronnie working his large cock on screen.

 

“I’m going to cum,” Greg moaned as he lifted himself up and down.

 

“That’s it no hands boy, show Daddy what a married cock slut you are.”

 

Greg felt his balls tighten as his cock exploded with jets of seed splashing on the desk as he drove down hard. At the same time Ronnie’s cock twitched and a jet of seed shot up his belly and nestled on his chest. The first blob was followed by more as Ronnie worked his rapidly deflating cock.

 

“Thanks man,” Greg said as he eased himself off the dildo, “I had better get cleaned up before the wife gets home.”

 

“Anytime, and you need to get yourself a real cock sometime soon. If you are ever up in Seattle then look me up and I will fuck you senseless.”

 

As Greg cleaned up, he knew that Ronnie was right, he needed a real cock and he needed it soon.

 

Happy that there was no evidence of his debauchery he sat in his chair contemplating the future.

 

At 45 he was still in reasonable shape and his body fur didn’t seem to deter the gay tops online, rather it excited them, especially when he told them he was married.

 

Greg had always had doubts about his sexuality from when he was younger and he would sneak looks at other guys in the locker rooms. He had never been brave enough to act on anything, and when Louise came along it seemed natural for him to get married. Things were OK in the bedroom but neither seemed to have much interest, especially when it didn’t produce the desired results of children. Once Louise reached the age where children were no longer feasible, they stopped sexual relations altogether and recently moved into separate bedrooms.

 

It was when sex stopped altogether that Greg started looking at online porn and despite trying not to, he was drawn more and more to gay porn.

 

What started as looking at a few pictures of cocks soon developed into watching videos. It seemed a natural progression to exchanging pictures and videos in chat rooms and watching them with another person often a frustrated married man such as himself.

 

When a gay top commanded that he turn on his webcam, Greg had readily agreed provided he could keep his face hidden. The first time he mentioned this the gruff response was, “Not interested in your face, it’s you cock and ass I want to see… unless of course your mouth is round my cock.”

 

The slide was complete as he wanked for others finding their encouragement greatly erotic. He soon bought a dildo that he would use with great enthusiasm and glowed with pride at the praise he received when he shot his load hands free.

 

The one thing he had never been able to convince himself to do, was to take a real cock. He had tried adverts in the gay contact sites but there was nothing local. Even if there had of been then he wasn’t sure if he would have taken the risk with someone who might be a neighbour.

 

Then one day an opportunity from heaven dropped into his lap. His boss called him about the forthcoming national conference being held in Seattle that year. Greg had already started trying to reconnect with Ronnie to find out where in Seattle he was, so his bosses opening line sent a chill through him as he thought his plans may be dashed.

 

“It looks like there might be a problem with Seattle.” Greg waited in silence as his boss continued, “the plan was that the Chicago office was to travel together on the Tuesday and return on Friday afternoon but some idiot in logistics has fucked up the return portion. It means that we are looking for a volunteer to catch the flight back on Saturday and stay over an extra night.”

 

“It wouldn’t be the red eye would it boss?” Greg asked trying to sound cool.

 

“If you were willing to travel Saturday then you pick the time and we will even bounce you up to business.”

 

Greg wanted to scream yes but his boss must have thought his hesitation was reluctance. “Hotel is paid for, all expenses covered,”

 

“Sure boss, anything to help out.”

 

“Greg you are a star, don’t hammer the expenses too hard but feel free to give them a good slap.”

 

*****

 

Greg arrived at the convention centre and could see the place was a hive of activity with people bustling about. If he couldn’t get laid here, then he was never going to get laid. He had already researched the area and had discovered there was a gay sauna not that far away but he knew he would have to wait until the rest of the office had gone home.

 

After checking in, he unpacked in his room and something nagged at the back of his head about the decor. It suddenly clicked and logging onto the wi-fi he navigated to his favourite video site. He had some of the videos saved to favourites and one was called ‘Hotel 4 fun.’ In the video the bottom was joined by 4 guys in a hotel room who fucked him one after the other. Greg had lost count of the number of times he had masturbated to the video imagining he was the bottom. This time it wasn’t the hot sex that interested him, it was the location.

 

After a couple of pauses and comparing the screen to his surroundings he was pretty certain the video was shot in this hotel, in fact how hot would it be if it had been shot in this very room. He dropped his jeans and started to work his cock that became hard in his hand. Closing his eyes he pictured himself on the bed getting pounded, feeling a real cock for the first time. His thoughts were rudely broken as his phone pinged with a message from his boss, “Meet in bar in 15 mins, drinks are on the company.” Greg sighed and tucked his cock away as he knew things would have to wait until Friday.

 

*****

 

Day one at the convention was long and tedious with lots of welcome speech’s that seemed to go on for hours. Greg’s attention wasn’t helped by the hangover that had taken him most of the day to shift. He was bursting for a pee but as he went to leave, his boss stopped him to thank him again for his flexibility. Once he finally managed to escape, the place was virtually empty and he rushed to men’s room. As he stood at the urinals in the men’s toilets relieving himself he couldn’t help letting out a sigh of relief.

 

“Feels good don’t it?” Said a deep voice beside him and he turned to find himself looking at the rugged features of a well built man in his late fifties or early sixties. His closed cropped hair was half grey and his neat beard was almost all grey. Without thinking Greg found himself looking down at the man’s cock which he held in his hand.

 

“You looking at my pecker?” he drawled in a western accent.

 

Greg was speechless as he felt himself panic. The man could call security and have him branded as a pervert or based on his physique beat him to a pulp as they were the only people in there. Instead the man just worked his foreskin back to reveal the head of his cock that was rapidly growing in his hand.

 

He had seen many cocks on a screen and sneaked many looks over the years but this was the first real life one he had seen being manipulated for his viewing.

 

“Do you want to touch me boy?” the man said trying to smile at Greg.

 

Greg nodded dumbly and reached out taking a cock other than his own in his hand for the first time in his life. It felt so hard, yet so smooth as he started to slowly work the shaft feeling it grow in his hand. As the man’s cock became hard Greg knew it was larger than his own and at least the size of his dildo if not bigger.

 

“Name’s Lenny by the way,” said the man.

 

Greg managed to croak his own name in reply.

 

“This your first time?” Lenny said as he watched the tentative way in which Greg handled his cock. When Greg nodded he removed Greg’s hand and tucked his cock away. “Think we should go to my room, don’t you?”

Greg tucked his own hard cock into his pants, before following Lenny to the elevators. They traveled upwards in silence ignoring both other occupants and each other. Greg’s heart was beating fast as his brain screamed that he was finally going to fulfil his dream.

 

Once inside the room Lenny turned to Greg and looked him in the eyes.

 

“What have you done before?”

 

Greg explained how he had looked but never touched. He talked about chatting and performing online and when he mentioned using a dildo Lenny’s eyes lit up.

 

“And what do you want to do?”

 

“Everything,” Greg breathed.

 

Lenny slowly removed his clothes, his eyes locked on Greg’s as he revealed his hairy chest that was still well muscled before removing his jeans, his cock springing free. Greg reached out to touch it again but Lenny held up his hand,

 

“Take off your clothes.”

 

Greg quickly responded removing his clothes with haste. He knew he wasn’t anything like in the same shape as Lenny but apart from a slight paunch he was in reasonable shape.

 

“Not bad,” Lenny said, “I do like a nice furry ass. Have you ever sucked a cock before?” Greg shook his head, “let me show you how it should be done.”

 

Lenny knelt before Greg and took his semi-hard cock into his warm mouth bringing it quickly to full hardness. At the same time he reached between Greg’s legs and began to probe with his large digit.

 

Greg breathed deeply as the finger slipped in and he felt Lenny slowly start to finger fuck him.

 

 

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