Jeff and I have been friends since high school. You could not find two guys who are more different than we are. Jeff is 5'9", 250 pounds, pudgy, bearded, quiet, a big fan of pornography, but with little dating or sexual experience. I on the other hand am 5'11", 170 pounds, with spiked blonde hair, a motor mouth, with little interest in porn but big interests in dating and sex. For the past ten years, Jeff has been content to listen to all of my stories about the numerous female conquests I've gathered up from college and work. Jeff would then usually comment that most of his evenings were spent jerking off while watching Ashlyn Gere or Christy Canyon films. With my wit, it's easy to mock Jeff about his lack of pussy. He's usually a pretty good sport about it.

Once or twice a month Jeff will come and visit me for the weekend. Most of our time is spent watching hockey, going to the movies, or dueling at video games. This past January, Jeff was over and we decided to spend most of the day playing video games. Now, aside from his lack of sex, Jeff is also pathetic when it comes to video games. I had managed to thrash him in basically every game we had played. Trust me, they weren't even close! He's also not a very good loser. And, being a typical guy, I had to send quite a bit of verbal mocking his way. "Ok wise guy," Jeff finally said, "Let's make a bet on who wins the next game."

"Sure thing," I said.

Jeff continued, "Fine. The winner gets to name their prize."

We shook on it.

My mind was already thinking money. "Good," I said. "If I win I want $50".

"No problem," Jeff said. He took a long pause and added, "But if I win, you have to give me a blow job."

"What!" I was shocked. A few times in my life the thought of sucking a guy's dick had crossed my mind, but it was the furthest thing away today. "That seems a bit extreme."

Jeff played it cool. "Hey, you shook on it.but if you're afraid you'll lose."

Now, I never back down from a challenge so I added, "Not on your life.

Let's get this bet going." After all, I was riding a terrific unbeaten streak.

The fates must have suddenly aligned against me though, because fifteen minutes later.I LOST!

So, there we were sitting in my living room. For the first time all-day I was silent. Jeff, however, had a smug grin on his face as he got up and closed the blinds to my windows and patio door. As I sat on the floor, I was so stunned that I paid little attention as Jeff pulled off his shirt and began removing his shoes and socks. It was the sound of his zipper that snapped me out of my trance. Shocked I looked over to see Jeff slowly dropping his blue jeans around his ankles. He had a very hairy body with a fairly large beer belly hanging over his tight white jockey shorts. My eyes were caught somewhere between the large bulge in his shorts and that permanent smile that was plastered across his lips.

"Ok," Jeff said. "I'm ready to collect on our bet." As he said this, Jeff stepped out of his jeans and pointed to the ever-growing bulge in his drawers.

Staying low to the floor, I crawled over in front of Jeff. It was a slow crawl because I hoped that any second Jeff was going to say, "Gotcha! I was just kidding."

The actual words that came out of his mouth were, "You'll need to remove those on your own." Pointing to his only remaining piece of clothing. There were butterflies in my stomach as I kneeled in front of Jeff. I shakily reached up and began sliding his underwear off. I only got them a few inches down before his hard cock managed to get hooked on the strap. I adjusted the tension on the band and managed to get them down to his feet, thankfully without actually having to touch his cock. The thought of his dick being in my mouth was a little more than I could fathom. I spent a long time looking down at the carpet and Jeff's feet. Unfortunately, Jeff didn't feel like backing out. When I looked forward, I was only inches from a thick bushel of dark pubic hair that was surrounding Jeff's enormous cock. It was rock solid and pointing due north about 8 inches. Like Jeff, it was fat! The head was pink and growing larger with each passing second. Underneath his cock were two monster balls hanging low.

Long moments of silence passed. "Well," Jeff said. "You're not going to back out are you?"

"No," I said quietly.

"Good." Jeff's cock gave a couple eager twitches as he purposely tensed his muscles.

"But I've never given a blow job before." My voice was very nervous.

"I know," Jeff said. "I've had to listen to you brag about all the girls who've sucked your dick all these years. Over and over, that's all I'd hear. It pissed me off because the only action I was getting was when I jacked off. Well, this is my chance to shut you up, because my cock's going to be crammed in your mouth." He reached down with one hand and pointed his dick towards my mouth. "You're probably nervous so I'll help you out."

With that, Jeff placed his other hand on the back of my head and moved my head towards the tip of his fat cock. As I closed in I decided to simply accept my fate and open my mouth. I was amazed at how hot his rod was as it slid into my mouth. I slowly began moving my head forward and back. It slid a little deeper with each motion. With my eyes closed I could picture the tip of Jeff's dick sliding further and further down my throat. Jeff let go of the back of my head and instructed me to continue bobbing with the same rhythm.

A few minutes passed and I could feel his rigid shaft slick with my spit. The nervous tension was leaving me. I heard a moan and realized for the first time that Jeff was enjoying my work. I decided to open my eyes. I looked up and met his eyes. As Jeff stared down into my eyes he told me, "This is the first blow job I've ever gotten. I love the look of my cock in your mouth!" This really made me feel good. I suddenly decided to put a little more effort into my work. Our eyes remained locked as I began slurping on what I began to think of as a luscious tool. I pulled his shaft from my mouth and began licking furiously at his huge nuts. I loved the feel of his balls as they rolled around on my tongue. His smell was deep and musky. I tried to breathe in as much of it as I could. Meanwhile, my hand continued pumping on his long hard length.

"Oh god!" Jeff moaned.

"Feel like you're going to cum?" I asked.

"Yes," Jeff managed as sweat began dripping from his forehead. "And I haven't jerked off in weeks, so if you don't put my cock back in your mouth I may shoot out an eye!"

That was all I needed. I released his cock and immediately jammed it deep into my throat. I began sucking furiously as my hands massaged his wonderful sack. A few seconds later his balls tightened and Jeff's hips gave a shudder forward. The next thing I knew a blast of hot juice squirted from the tip of his dick. A second and third shot followed and my mouth was filling up fast. Reflexively I moved to pull back but Jeff thrust both hands on the back of my head and moved his pole deeper into my mouth.

"I want you to swallow it!" He groaned. "And keep on sucking every last drop right out of my cock!"

I did as I was told. My face was buried against his hefty belly. As I continued to feel his tool shoot into me, I moved my hands to his ass and began squeezing tight.

"Oh yeah!" Jeff shouted. "Keep sucking! Suck it all!" He has breathing like a marathon runner! His fingers tightening in my hair. I sucked on his cock pulling drops of cum from deep inside of him. The feeling was incredible!

A few minutes passed and Jeff still held my head fast on his cock. I could feel his slick tool slowly softening on my tongue. I couldn't tell him, but I didn't want him to pull that wonderful dick from my mouth. Sadly, after another minute, Jeff let me go and slid his cock from me. He took a few steps backwards and collapsed onto my couch. His breathing was finally calming down and I could see sweat glistening all over his body. As I got up and moved over to a chair, Jeff reached ver to the coffee table and lit up one of his cigars.

"Hey not in here," I said. "You know I hate the smell of those in my apartment."

"I know, but things are going to be a little different around here now," Jeff said taking a few healthy puffs.

"What's that mean?"

Jeff smiled. "Well for starters. Any time you get the urge to brag about getting laid or feel the desire to put me down in front of the guys, just remember that you sucked my cock. It was a fair bet and I can tell anyone I want."

I was shocked! This was not what I needed the other guys to know. But before I could voice my concerns he continued.

"Don't worry though, I won't." He leaned back and blew out a long breath of smoke. "But any time I want, you're going to be sucking on my cock." His free hand reached down and adjusted his spent tool.

Surprisingly this didn't offend me as much as it would have merely an hour earlier. "I thought this was a one time bet?"

Jeff smiled. "Well it was. But damn, Mitch. You suck a great dick! I'd be stupid not to keep this going. Besides, I don't have to worry about going out and getting a girlfriend anytime soon. Plus, I won't feel like a loser the next time you brag to me. You can go and get all the pussy you want, go have your dick sucked by as many girls as you can. But when we hang out I'll always know that you're the one who's on his knees worshipping my cock!" Jeff looked triumphantly towards the ceiling and rolled the cigar around in his mouth savoring the taste. Yes, I thought, it sure looked like things were going to be different.

"Man, this is the life." Jeff said as he lay on my bed. He was propped up with a couple of pillows. His naked body lying across the crumpled sheets. One hand was holding a cigar, one of many that he had smoked this weekend. His other hand was resting on the back of my head as he guided me up and down along his cock. "I've got a good smoke, I'm watching Christy Canyon suck a mean dick, and I'm about to shoot another load down my best buddies throat."

I'd been busy off and on for the past few hours. My girlfriend Laura had already called and left two messages. However, Jeff didn't feel that this was important enough for me to pause in my cock worship. His hips gave the familiar shudder that I came to know. Quickly my mouth began filling up with loads of his sweet tasting cum. "Oh it's going to be a long wonderful night," Jeff said. He was busy watching the TV screen so he didn't notice the smile that I had on my face. Sometimes losing a bet can be pretty fun, I thought.