It had been a month since my first experience with a man. I know, I was a late starter - waiting until my mid 30's to begin experimenting. Judge me as much as you want. I'm OK with that. And, even then, it was pretty much by chance. But I liked it. A lot. Being a married man, with a wife who was perpetually horny, I never really had a whole lot of reason to go out of my way and satisfy my curiosity.
Mind you, I knew for years that I was curious about having sex with a man. Sometimes I'd slip on a pair of sexy panties before running around town on errands. I secretly hoped that another man would spot them peeking above my jeans as I was bending over to pick something up. Or maybe as I was lowering my pants in the bathroom they would spy my panties and take interest. And then, well, you get the idea... Well, my first time with a man didn't exactly work out like that, but this isn't that story.
I had hoped that after my first encounter he would want a repeat performance and call, or email - or hell, even send up smoke signals. After all, he was the first to take my ass. I was too shy to show up at his door again, looking for more and begging for his hard cock. Hell, I reasoned, he was straight and he was probably regretting the whole thing. But that didn't make me feel any better or satisfy my craving any more. So, I spent the month wondering if I'd ever have another shot at being in another man's arms. After all, it had taken me that long to find a man to fill me for the first time, so how long would it be until another did? Would it ever happen again?
Then I got lucky. My wife surprised me on a Friday night by telling me she was taking off to her sisters place for the weekend. I knew I had to find another man. Just to see, I reasoned, if it was something I really craved, or something that I just fantasized about.
Pretty much the moment she was out the door, I jumped online and started writing a Craigslist ad. I didn't know how else to find a man in a hurry, and I didn't want to waste a moment of my rare freedom.
I didn't really know the rules for placing an ad, and my first two were rejected. My third try was me quickly explaining that I was 5' 10" MWM, long haired, 140 pounds, in my 30's, a bottom and looking for someone DD free. Oh, and that I couldn't host. Beyond that, I can't remember what was finally accepted.
The first email that hit my inbox caught my attention in a hurry. It instructed me to go stand in front of the grocery store in my neighborhood. I was to be there exactly at 8 o'clock and wear a black t-shirt while pretending to check my phone. I emailed back, as quick as I could, that I would be there. No sense in over thinking it and losing my nerve, right?
On the drive over, my hands were literally shaking. What was I doing? The email did not have picture. It didn't even have a description of the man that I would be meeting. All I know is I was supposed to put myself on display while a complete stranger checked me out and decided if I was good enough to take home. And, somehow, I was completely OK with that. I tried not to wonder if I would even find him attractive.
Stepping out of my car, I glanced around the parking lot. Nothing looked out of place and I didn't see anybody sitting in a car watching. With as much confidence as I could muster, I walked to the front of the store. Leaning against the rack of carts, I pretended to check my text messages.
From time to time, I'd glance up and casually look around, but I still didn't see anybody watching. After about five minutes, I began to have second thoughts. It was probably some creep who got off on making me wait. Nobody had made a move to drive up to me or to even say hello as they walked past. Resigned that the night was quickly becoming a bust, I started walking back to my car.
Just as I was about to step off of the curb, a black Escalade pulled up alongside me. The passenger window rolled down, and from the shadows, a voice said, "So, you still want to do this?"
I tried to peer into the darkness, but still act cool. "Sure. Where we headed?"
"Follow me." And, with that, the passenger side window rolled back up. I took my time walking over to my car, hoping to not look too desperate, and climbed in.
I took a deep breath. It was now or never. I hadn't even gotten a good look at the man, and I was about to go back to his place. Would he touch me? Would he fuck me? Maybe he was just wanting to rob me and wasn't interested in sex at all... A million thoughts raced through my head. What little glimpse I had of him, he seemed like maybe he is was in his late 30's or early 40's, but even that was a guess. What would I tell the cops if he was about to rob me? Black Escalade. Yeah, that would help catch him. Sure.
I started up my engine anyway. I was that horny.
The Escalade led me to a nearby neighborhood. One that I had often jogged through on my early morning runs. The houses all looked the same. They all had the same tile roofs and, in lieu of grass, everybody had rock gravel in the front yard. Welcome to cookie-cutter Scottsdale, I chuckled to myself.
A couple of turns later, the SUV pulled into a driveway that looked like every other driveway in the neighborhood. I parked on the street, and slid out into the night air. I made a point to not glance around and look for danger. I think I pulled it off pretty well.
My new friend went straight to the the front door. He stepped inside and told me to hang on for a moment while he disarmed the alarm. A few beeps later, he beckoned me into him home, his figure still swathed in shadow. I crossed the threshold, almost expecting to be beaned on the head by someone hiding behind the door.
I was completely relieved when I walked in and nothing bad happened. I was horny as hell, and it was looking like this was going to be exactly what I needed.
"Follow me. You'll be more comfortable in the bedroom," he said. He led the way, the house still dark and mysterious. We walked down the hallway as I gained confidence with each and every step. I was getting a better look at my man now. I could tell he was in his late 30's, with a touch of hispanic blood. His hair was thick and wavy and his shoulders looked strong. I could feel my cock begin to swell as I followed him into the bedroom.
The moment he entered the room, he began stripping off his clothes. His shirt hit the floor first. He bent over as he pulled off his pants, giving me a look at his muscular ass. No underwear, I noticed. He had come to check me out without bothering to put underwear on. Deep in the recesses of my mind, I found that super erotic. I knew I wanted to pleasure this man - this mysterious stranger that just came and found me in the parking lot of a grocery store and took me home. This stranger that I was about to give myself to and experience my slutty side with. The side of myself that I've held in darkness way too long...
He sat down on the bed, his clothing discarded on the floor. I wasn't ready to get completely naked, but I still took my shirt off. Leaning forward, I put my arms on his shoulders and felt his strong muscles beneath my hands. I took a good look at him, and realized he was as gorgeous as I had hoped. He gave me a sly grin as he watched my eyes look him over.
"Just the kind of bottom I like," he said as he leaned back on the bed. His cock wasn't hard yet, but it already looked like it was going to be way thicker than mine. I started to get down on my knees so I could inhale his scent but he stopped me.
"Hang on," he said. He reached over and grabbed a pillow off of the bed. He dropped it on the floor in front of me. "For your knees," he said.
I could only smile.
Sinking down onto the pillow, I leaned forward. My one and only other time with a man, I never had a chance to take him into my mouth. He had only wanted one thing - that thing being my ass. He hadn't really cared about what I wanted, but had still given me enough of what I needed to fill my dark desires. But here I was, finally getting to do what I had craved for so, so long.
I opened my mouth and leaned forward. My tongue grazed his cock and I saw it jump slightly at my touch. Looking up, I saw his eyes closed tightly as he waited for me to continue.
My own cock began to swell as I ran my tongue up and down his cock. Part of me wanted to just jump right in and suck him until his cum ran down my throat, but I held back. I wanted to enjoy giving my first blowjob.
I cupped his balls with my hand. They felt more heavy and more swollen than my own. They were nearly twice the size as mine as well. I knew they would have a huge load waiting for me at the end. At least I hoped so...
