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Gay for Pay
We stepped out of the building for a minute. Skyler had to have a smoke. He was a chain smoker, but I didn't care. He wouldn't quit smoking because he was afraid he would get fat. I didn't think that was a problem, but he didn't listen to me.
Next, he did that thing with his stomach that all masculine, self-assured men do. He scratched his stomach right where his "treasure trail" was. I shook my head.
Skyler said, "What?"
I said, "You're doing it again. You know how that drives me crazy."
Skyler just laughed. He knew I was gay, and I had told him more than one time what that scratching did to me. Firstly, I could see some of his wash board abs. Secondly, I saw his little hair that went from his belly button down into his pants. Honestly, Skyler had such a killer bod that I found it hard to breathe when he even hinted at pulling his shirt off. He was that pretty.
Blue eyes you could dive into, red hair cut manly short, and that wonderfully white skin that makes sunburn a real issue. He was thin, fit, and had this laid back attitude that was really sexy. His smile could light up a room. He was even a decent worker.
So, what was there not to love about him? One little thing: a ring. He wore his wedding ring. He was married. He complained about her all the time, but they had a kid together. He was too young a man to know what he was doing when he married her. But, then, the kid came, because he had to unprotected sex with his wife. Still, he was the sexiest man I had ever met.
Skyler helped himself to another smoke. I don't smoke, but I relish all the time I can have with this beautiful man. We chatted a bit. It was about how sucky our job is, how his wife was always ragging on him, and how wonderful his daughter is. I reply with just the right hint of sincerity, I think. I just love to watch him move as he tells me things. Have I told you that he's beautiful yet?
Oh, yeah, he's beautiful. Conversation continued. Skyler had told me that he'd been to reform school as a kid. He used to titillate me with these vague hints about what went on there between the boys when the grown-ups weren't around. I was mesmerized. More grist for my masturbatory fantasies, alas. Skyler tended to just titillate with his stories, and he would leave out all the good details, probably trying to save his reputation as a masculine man. Although, I got the distinct impression that Skyler was at least bi. But, that doesn't mean a lot, if the bi is not interested in hooking up with another man.
Then, Skyler really surprised me. He started talking about the place where he used to work. "Yeah, my manager couldn't stop looking at me. Honest. He would say . . . you know . . . things to me that would get him fired if anyone else heard him. He was really gay, ya know. One time, he even asked me how much it would cost for me to sit still while he gave me a blow job. I didn't know what to say," Skyler confided to me.
I looked surprised. Here was my co-worker telling me he'd been offered money for gay sex before. I yearned for the details. Skyler seemed so "okay" with it.
"Well, did you?" I asked.
"No, but sometimes I sure wish I had. What guy doesn't like a good blow job every now and then? And, you'd never get anybody pregnant," He replied and chuckled to himself.
There was a long silence there. Was Skyler asking to be paid money to have sex with me? It sure sounded that way. I would really have to think about that. I was not the happy home wrecker type, but he was just talking about sex. Or, was he?
"Skyler, the other day you were talking about your boss wanting to have sex with you for money. Do you think you could do that with the right person? I mean: the right guy?" I asked, ready to make it into a joke if became shocked with the idea. It is so hard to talk with supposedly-straight men in the South. It's like a complete death wish, if you're not careful. I was trying to avoid that, but I had decided that I had to know the answer to this question. He was just too fine for me not to at least entertain the idea, no matter what happened.
"Well, for the right person . . . guy, I might think about it," Skyler replied. He was in a button up shirt that was open enough that I could see some of his pale, smooth chest. I nodded mechanically. I had no idea what to say next. I had blown all of my bravery on that one question. Now, I was again afraid to consider what might happen if I went further. Skyler kind of stared at me for a moment.
"You mean: you and me?" asked Skyler. I stared back, wishing I had a camera to take one last picture of the beauty that was about to rip me a new one, because I had gone too far.
"Well, . . . yeah. I think the world of you, Skyler; and, if I could make you more comfortable in this life, I wouldn't have any problem helping you out. If you feel the same way; or, maybe if it was just sex for you, . . . I could pay. I don't care. Please don't think badly of me," I said as I watched his face for the first sign of emotion.
"Uh, . . . let me think about it. It's kind of a big step," he said. Had I come on too strong? Now, he didn't want to do it, now that it was all in the open?
"Sure, no problem. Please let me know, as soon as you know. I know what I want," I said, near rambling mode. "Well, that didn't sound right, but you get the idea."
"Yeah, let me think on it. I really will. It's just . . . well, you know," Skyler said, looking down. Yes, he has a wife and a child; and, I'm asking him to go behind their back for money. I do feel horrible about myself, but I really do love Skyler. I would do almost anything to be with him just for a little while--even for money.
Days came and went. I thought Skyler had forgotten all about my little proposition. Then, one day, he came in, obviously angry over something. He didn't really want to talk much with me during the day. I figured it was personal, probably his wife again.
Skyler came up to me rather quickly, "Walter, you're about to go home for the day. I was wondering if I could come see you at home after I close."
My mind exploded. "Well, of course, I don't care how late."
"Okay, I think we have some unfinished business to take care of, " he said, grinning from ear to ear. I thought I was going to fall over. I kept looking back at him. He just waved to me in a friendly manner, still smiling.
My door bell rang. I had butterflies in my stomach, as I jumped from the couch where I had been watching some TV. I quickly opened the door. There was Skyler, smiling on my doorstep. "Well, are you going to let me in?" asked Skyler facetiously.
"Oh, of course. Sorry," I said, getting out of his way to let him into my apartment.
"Not a bad place you have here," replied Skyler, looking around.
"No, it does all I need it to. Can I get you something to drink?"
"Sure. Do you have beer?"
"Uh, yeah, I think I still have some Corona left."
"Corona? Oh. Okay."
"Don't like Mexican beer, Whitey?" I said sarcastically. We're both Caucasian. My hair is longer and kind of dark and places Skyler could only imagine (as he's so smooth).
Skyler shrugged. I went and got it for him. He drank it pretty quickly.
"Guess I'm kind of thirsty," Skyler said sheepishly.
I got him another from the fridge. This was weird. I decided to try to salvage what I could from it.
"We don't have to do anything tonight. Maybe just watch TV and drink beer," I offered. "Kathy thinks I'm working tonight," said Skyler for some reason.
I nodded in agreement, wondering why he was telling me this and what it meant.
"Forgive me, Walter; but, I need to ask you for some money before we do anything. No offence. If I wasn't married, I might want to play around anyway. But, now, I need money for bills. You know what I mean?"
"I understand. How much are we talking," I asked.
"I've never done this before. I don't know how much to ask for, but would three hundred be okay?" Skyler asked. I got my checkbook from another room, trying not to look so desperate; but, I was. I wanted to be with this man more than I wanted three hundred dollars. It seemed like a steal.
I gave Skyler the check. I watched his face light up, as I had already added a tip.
"If you don't mind, I've been thinking about this; and, I know what I want to do. If you think you just can't do it--tell me. Otherwise, follow my orders, okay?" I asked. He nodded agreement, putting the check away in his wallet.
"Please take off your shirt, Skyler," I said. Skyler unbuttoned his shirt slowly. I found that not-being-able-to-breathe thing coming back. His chest was perfection incarnate. Smooth chest, silky-smooth arm pit hairs, and he smiled nervously. I ran my hands over his shoulders and down his arms. I winked at him; and, then, I kissed him on the neck. He laughed. I thought I was going to lose my mind.
I kissed all the way down his chest, stopping almost immediately to suckle on his areolas. I licked his treasure trail. Skyler snickered. Thinking a moment, I returned to his arm pits.
"Are you wearing deodorant?" I asked.
"Of course," he said.
"Too bad. Take off everything else." I watched his smile falter momentarily.
He unzipped, unbuttoned, opened his belt, and pulled down his pants. He finished taking off his socks and shoes, as I watched him wearing his cute boxers: white with diamonds repeating. I think I scared him a little as I dove for his midsection. I wanted to smell him. He smelled good down there. I pulled down his boxers, releasing his sizable penis (that swung back and forth of its own accord) and balls (covered with sexy red hair).
Skyler sighed a little as I began to suck up and down on his length. His breathing grew excited. My hands explored his thick red pubic hair. I licked on his balls. I turned him around. I could tell Skyler wanted to say something, like "Don't do it." But, I went ahead and began to lick his hairy ass. I loved it. I held him there while I did all this. He was not getting away from me. Then, I continued to go up and down on his fine man stick, lubricating that wonder rod of power. Skyler was mine. I wanted to consume him. I got faster, though making sure my teeth did not give Skyler a bad experience. He came a lot quicker than I had imagined he would. Well, he was young. What can you say?
I swallowed the river of cum that flowed into my throat. Skyler made very sexy sounds. I let up on him after he ejaculated into my throat. He almost fell down, I think, as I maneuvered him to my couch. Skyler seemed out of breath.
"Oh, that's like fifty times better than my wife," cried Skyler. It was my turn to smile. "Well, I guess I should be going," began Skyler. "Oh, No," I said, "We have to get you cleaned up!"
I herded Skyler into my shower. Then, I joined him, though there was not that much space. I didn't want there to be that much space. I hugged Skyler from behind. He really trusted me, and I didn't try to do anything that would require me deflowering him. He appreciated that, I'm sure. He even pulled on my penis in the shower until I came. I was ever so grateful. He was expensive, but I loved him. I wondered if there would be another time. Only time would tell.