Andrew had been curious for years but always too nervous to try. What if he hated it? What if it wasn't what he imagined? The sexual hangups of his upbringing certainly made him wonder how he would react. Would he be ashamed of himself, or would he find it a step too far?
Andrew's awakening had started simply enough. He had been looking through a popular porn magazine, which he had done plenty of times in his adult life when he stumbled upon something that awoke something new inside him. He had always loved both the stories and the pictorials, but on this occasion, it was the last pictorial that got his attention. A gorgeous, tattooed brunette with a shaved pussy was having some fun with a muscular, well-endowed man. But he was surprised by, out of all the erotic images on the pages before him, what caught his eye.
The man's cock was impressive. Not massive, but it simply looked amazing. Fairly long with a slight upward curve, completely shaved, and it looked smooth and inviting. He looked at the various pictures of the woman caressing, playing with, and sucking that cock. He was awestruck.
It was as if someone flicked a switch, and he suddenly found himself fantasizing about sucking that cock. Images of him holding that cock and wrapping his lips around it, just like the woman in the pictorial, surged forward in his mind, and his already throbbing cock grew even harder. He started masturbating furiously as he closed his eyes and let his imagination run with the idea of this delicious-looking cock sliding in and out of his hungry mouth.
As he imagined this cock exploding in his mouth, Andrew experienced a massive, leg-shaking orgasm of his own. The shock of what had just happened hit him like a wave, and he wondered if this was a one-time thing or if there was something more to it. He never looked at any man and thought of anything sexual or romantic, so he allowed himself to believe that it was all just a heat-of-the-moment experience.
But the curiosity continued, and the urge grew. He wasn't desperate for it, but it was similar to other fantasies - he was interested to try, but it wasn't a need. At least, not then.
Since that fateful night, he had wanted to try giving a blowjob, but while he fantasized about it, he never admitted it to his girlfriends or, eventually, his wife. It was, as I said, a want more than a need. He had many other fantasies, too, so it was just one of those things that he would enjoy as a masturbatory fantasy when the mood struck, but it wasn't all the time or even his most frequent fantasy.
But now, after his divorce, he found the fantasy came to mind much more often. It was taking over his mind and leaving him wondering about how to go about fulfilling it. Suddenly, he was almost desperate to experience it. With the increased occurrence of the fantasy came new feelings and urges. He desperately wanted to suck a cock, but he had found himself wondering about being fucked, as well. How would that feel? It must be enjoyable, or people wouldn't do it, right? He went to a local sex store and bought himself a small anal toy to see how it felt and to expand his fantasies.
In many of his fantasies, be they heterosexual or homosexual, he frequently imagined someone taking control, telling him what to do. The idea of a woman demanding he sucks a cock was quite overwhelmingly exciting, and now, he was finding the idea of another man commanding him in that way more than just erotic. His cock would instantly harden, and he would usually have his most intense orgasms.
When he finally placed a personal ad, taking into account the fantasies he had played out in his head, he described himself as a bottom. The ad was short and simply said that he wanted to give a blow job to completion and, since he was enjoying using the toy, offered that there may be 'other things on the table given time.'
The amount of replies surprised him, and he set about paring down the list of potentials. He wanted someone who was going to be in charge but not pushing him more than he was ready. Someone close by, someone in his age range. Perhaps someone who had a similar experience. Eventually, he narrowed it down to one - Derek. Derek was the only one who hadn't sent him a picture of his cock right away. Instead, he got a full-body shot of Derek in a nice suit.
They talked every night for a week. After some initial shyness, Andrew found himself laughing and joking and, eventually, flirting with Derek. At the end of that week, Andrew knew this was the right guy. He told Derek that he felt comfortable with him and wanted Derek to be his first. They started to discuss in some detail how the night would unfold, and Andrew found himself remarkably confident as he explained to Derek how he wanted him to be in charge and to... encourage him. He wanted to be pushed, but not too hard. Derek understood.
The next week was excruciatingly long, and Andrew's excitement built, but so did his nerves. When Friday finally arrived, Andrew was ready but nervous. It was a good thing that they decided to meet at a bar for a few drinks to both calm and relax Andrew.
Arriving at the bar first, Andrew found his way to a small table and ordered a drink while he waited. He felt ready. He wanted this experience. His only concern now was whether or not Derek would like him. Although they had exchanged pictures, he was worried that seeing him in person would change Derek's opinion.
He needn't have worried. Derek walked in and beelined for Andrew's table. He greeted Andrew as an old friend with a warm hug. They quickly sat down, and Derek quickly broke the ice by talking about some of the other things they had discussed on the phone since they had first made contact. By not talking about the point of the meeting, Derek relaxed Andrew, and soon they were chatting and laughing as they had on the phone.
As always happens, the conversation eventually turned to sex. It started being about heterosexual sex - Derek had also been married - but slowly moved to the reason they were meeting. Derek's own sexual realization had been somewhat different from Andrew's, but Derek assured him that the nerves were the same.
When Andrew asked Derek about his first time, Derek relayed it all in detail, explaining how he had been on a business trip and had gone to a gay bar, comfortable knowing that no one there would know him. In fact, that had been an advantage - he was unknown and someone new. As he ordered his first drink, he had been getting hit on almost right away. He soon met someone who was obviously attracted to him and ready to go somewhere.
Derek told Andrew that while dancing, he could feel this man's erect cock rubbing against his own, and he had quickly kissed him before reaching around and grabbing a handful of ass before whispering in this stranger's ear, "I've never done this before, but I want to fuck you. Right now". Andrew paid rapt attention as Derek relayed the entire story and found himself getting hornier with every word.
After Derek finished, Andrew said, "I'm ready. I don't want to wait anymore"
"Can you wait until we get to my place, or should I make you suck my cock here," Derek asked with a mischievous smile.
Andrew felt his cock pulse. That was intriguing - finding a bathroom stall or dark corner made it all a little kinkier and dirtier. "Next time. Let's go to your place this time."
Fortunately, Derek's home was very nearby, and they were there in no time. Great planning, obviously.
When they entered the house, Derek turned to Andrew and said, "I want to see your lips wrapped around my cock." Andrew simply stood there, mouth agape, not knowing what to say.
Derek pulled him by the hand up the stairs and into the bedroom. "You do want my cock, don't you? You want to suck it, right?"
"Yes," Andrew offered dryly.
"And you want my cum, don't you?" Derek demanded.
"Yes," responded Andrew, his mind swirling as he tried to wrap it around what was happening. Suddenly, Andrew found himself pulled into a bedroom. "Get on your knees." Andrew did as he was told. "Unbuckle my belt and jeans."
Andrew did, pulling Derek's jeans down and off as Derek stepped out of them.
"I'm going to lay on the bed. You will pull off my underwear and then do exactly as I say." Derek lay down, and Andrew followed the instructions. As he pulled Derek's boxers off, a very erect cock sprung forth, and Andrew stopped. "Pull my boxers off. all the way."
Andrew did as he was told. As he pulled them off Derek's ankles, he looked up at the bed at Derek's throbbing cock. He was completely shaved. Just like the guy in the pictorial.
"Grab it," Derek commanded, and Andrew willingly did so. Andrew liked the feeling in his hand. He wanted to pump Derek's rod and feel it twitch in his hand and to make him cum.
"Suck it." Andrew hesitated. "You're going to suck my cock now so that I can cum down your throat." Andrew hesitated again. "You want my cock in your mouth. You want to be my cumslut." Andrew felt Derek's hands guide his head firmly towards his cock.
