Dani and Paulie Ch. 01

I only ever told my father one lie. That was about the boots. I was about to turn 18, jobless, directionless and pretty screwed up to be honest. There had been rows, fights, shouting matches and long frustrated silences about what I was doing with my life, but I had formulated a plan. Kind of. Two years prior I had finally admitted to myself, and no one else, that I was gay. This was a huge problem in our back water town where men worked construction and women were wives or teachers. I had to get out.

After inventing a fictitious lumber job I asked for money to buy some proper boots for work, my father was delighted. Early the next day I was gone, the boot money my ticket to the city and a world to discover. I got a bed in the local YMCA, knowing I had about 3 days to sort some income or I'd be on the streets. I waited tables, flipped burgers, washed dishes and even cleaned the hostel bathroom to keep me afloat but I knew I couldn't keep going like this, I needed a proper job.

South of the river on the east side of the city is where all the bohemian bars and restaurants are, as well as a small but vibrant gay community. One evening I found myself walking the streets down there, marvelling at guys holding hands, even kissing occasionally and not caring who saw. To this day I'm not sure how I got in, at 18 I looked skinny and fresh faced, but I was sitting at the bar of one of the gay dives and got chatting to the barman, a guy named Carl. I'd been nursing a single beer for some time, and he took pity on me offering me another on the house. It transpired they needed a bar-boy, which I learnt meant glass collecting, but he seemed reluctant to let me take the job. He was pretty hot I guess and I think I may have come across a bit giggly but he said he got off shift in 30 minutes and would take me to a bar down the road, where their last bar-boy had moved to. We would see then, if I was still up for the job.

Forty five minutes later I understood his concern. We were sitting in the next bar at the back and I watched the bar-boy work his way round the tables. He was slightly older than me but not by much and looked equally skinny. He wore small, shiny and very tight cycling shorts with a cropped vest top. At every table he cleared he got a pat on the backside or even a little squeeze, sometimes more of a grope. He seemed to take it all in his stride though and was getting the odd bill, tipped into his shorts. Eventually he made it to our table. I could not stop staring at him. I had thought he looked like he was sweating from the work, but realised close up he had a subtle coat of oil on his legs and torso. He was also wearing a little makeup. I was so turned on.

"I'll do it," I told Carl. "But I'll need some help."

The next morning Carl took me to see Paulie who turned out to be the bar-boy from the previous night.

"Paulie! This is Dani, the guy I told you about!" Carl shouted through the crack in the door. "Can you get him ready for tonight?"

"Sure," came the groggy response from behind the door and it opened a fraction.

"I'll leave you girls to it then," Carl winked at me and he sloped off.

Nervously, I crept into the apartment. Paulie was standing in the hall wearing a t-shirt and thong. Turning and unashamedly showing his peachy ass he beckoned me in and indicated a chair.

"So you are the virgin from out in the sticks huh?"

"Err yes I guess," I answered blushing.

"There's no easy way to ask this, so I'll just ask ok? Top, bottom or vers?" said Paulie.

"What? Oh err, bottom I think."

"Good, me too sister! You better strip off for me. I need to see what I'm working with."

Two hours later Paulie had waxed, shaved and preened me all over. It felt wonderful. I was examining the curve of my smooth ass in a full length mirror when I registered Paulie grinning at me.

"You'll rake it in Dani, you look great," he said.

I grinned back, burst into tears and hugged him feeling like myself for the first time in my life.

The next few weeks were a whirlwind and it turned out, I was a natural. I kissed a couple of guys and got fondled a lot. I loved the attention. I'd moved in with Paulie. I spent my early wages on thongs, short shorts, make-up and even some cheap jewellery. Paulie and I shared a bed, there was nothing sexual in it - neither the others type. Once or twice he brought guys home and I had to sleep on the couch listening to them next door.

Then around Christmas time it happened. I was putting away some crates in the beer cellar and Carl came in. It was a spontaneous thing. I was a little drunk, more 'happy' really. I meant to just thank Carl for the opportunity to change my life, give him a little kiss on the cheek, - god I'd become so feminine. Somehow the kiss landed on his mouth. His hands cupped my ass cheeks and the kiss became deeper. I melted into him; his chest; his smell; his muscular arms. Eventually he moved one hand up to my shoulder and with the slightest pressure he made it clear what he wanted. I slowly sank to my knees. I kissed the bulge in his jeans, then nervously fumbled with his belt and buttons. Sliding down his jeans I found his white boxers slightly straining at the front. I slid them down too. For the first time in my life I was up close to a real man's cock and the sexual arousal was quite different from anything I'd felt before. It was semi hard, about seven inches long, veiny and, (to me anyway), appeared quite thick. His pubic hair was dark and groomed. I kissed the head and grinned up at him. I nuzzled my head underneath and licked the base, then became aware of his heavy ball sack against my cheek. I kissed it, gently sucking the soft skin, taking in each ball in turn. Working my way back up I finally wrapped my lips around his cock and took it in. The heat of it struck me at the time, I hadn't expected that, nor the softness of the skin surrounding the hard shaft. The taste and smell were driving me wild.

When Carl reached down and raised me up by my arms my own cock was straining desperately in the thong I was wearing under my sports shorts.

"You ready?" was all he said.

I couldn't speak, just feebly nodded. I had no control now, he could position me however he wanted with the lightest of touches. He turned me round and instinctively I bent forward, hands on old an old beer keg. My shorts came down easy enough, but my cock made the thong harder to remove. I slid a hand down to help and stepped out of it. Spreading my legs a little more, my ass was exposed to the cool air of the cellar, it seemed to rush over my smooth balls and stiff cock. I braced myself. The next thing I felt, was Carl's tongue rimming my smooth butt, first, just flicking at my hole then plunging into it. This was my sex and it was burning. I hadn't expected this and my body was electrified with the sensation. I was terrified of touching my cock, I felt the slightest contact would make it explode. He stood and began rubbing the tip of his cock against my ass. I just wanted him inside me now, but I knew it would hurt and he seemed to know too that slow and steady was best for me. He pushed and I tried to relax, it felt odd at first, then the walls of my sphincter gave up and the head of his cock was in me. I moaned in shock but mostly because it hurt. He was gentle however, and after a few short pushes I relaxed a bit more. As the thrusts became longer and deeper, his ball sack slapped against me. The full length of him was now inside me as he held my hips and increased the pace and depth of his thrusts. I was desperate not to cum too quickly, but then he pulled his length right the way out and slid it back in to the hilt. It was too much for me, I gasped, shuddered and came, my cum sprayed everywhere as my cock bounced with the rhythm. Carl came inside me. I could feel his cock tensing and twitching and three spasms followed as his cum filled my ass.

When his softening cock slopped out of my ass, I moaned again, this time with satisfaction. I kissed him and whispered a quiet thanks in his ear. He indicated the staff bathroom and I took it as a cue to go clean up.

Later that night, Paulie quizzed me over every detail while we bathed together, he insisted I show him my ass which he inspected and declared red and sore looking, I'd already told him this, but otherwise he declared it a fine little rose. We cuddled in the bath and Paulie told me he thought the serious fun was about to start.