So there I was. An eighteen-year-old virgin with not so much as a blowjob to my name or even a naked tit in my hand.
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On the weekend after my birthday, Clive, my sister's husband, invited me to the pool hall that he went to on the other side of town from my parents' house. He had seen me play at the hall where my dad had taken me from my early teens and I had gotten really good at pool and had won the club league at fifteen. I seemed to have an eye for it.
Now, some people would criticize that I was a lazy player. If I was winning, I just enjoyed the game and didn't buckle down to ensure I got the best shot. If I was losing, I took more time with my shots till I was winning again, and then I eased off. Somebody mumbled something about a pool shark, but older players said that I didn't play to lose to fool others that I was no good and then up my game to win when it mattered most. I didn't understand as winning always mattered to me.
What I didn't realize is that in some halls, players offered wagers against each other and money changed hands. Something not done at ours as it was banned with notices saying no wagering or betting allowed. Not surprising as it was a family joint with wives and other women present.
Clive's pool hall was bigger than my parents' place and I soon learned that lots of wagering happened between players, but I had no idea who were regulars and who were visitors, after all, I still counted as a visitor. Well, I played games against guys my age, but over a few weeks, as I beat them, the age of my opponents got older. As the challenge rose, so did my game. There was some cursing about how it looked like they could thrash me, but I had played a lucky game to beat them. Clive set me up as a member of his club and my parents were not pleased that I was neglecting their club.
It wasn't long before other members, having identified that a visitor was a bit of a pool shark, sent them my way. I normally beat them for small wagers. Well, if you don't play to thrash your opponent, they can sometimes beat you, they then go for the big wager. The shock on their faces when I could shift up my play several gears to stay on top was often the cause of much shouting, but everyone could see the shark had played to lose and all I had done was to be kind. So I made some money that way, as well as in the occasional official regional matches.
Clive's pool hall had a bar, no surprise, with a barman named George and a barmaid named Nancy. I had wondered if they were a couple, but while George had some white hair in his beard, and not much hair on his head, Nancy looked a lot younger than George. She was older than me, but not a whole lot older, well judged by the lighting in the bar area and her glowing red hair. She always had a ready smile and constantly teased me about having to have soda or coffee. When she took my money, gave me change or passed me my drinks, she always managed to make contact and occasionally even squeezed my hand.
Her chattering was always upbeat and she seemed interested in what I was studying and where. Her eyes lit up when she heard I was eighteen and had a nearly new Silverado. Her talk quickly shifted onto whether I had a girlfriend, and I told her that I wasn't that lucky. She sympathized, which is when I realized she and George were not an item, and I felt sorry for her that such as sexy woman hadn't gotten a man in her life.
Now some men had joked that Nancy could give me an education and others warned that she would just eat me up and spit me right back out. I thought both were just guys being guys as I couldn't see why she would be interested in a total sexual klutz like myself. Surely she would want one of the more experienced men at the club.
A Fool Steps In
Well, one Saturday Clive wasn't going to be at the club as he and my sister, Mary, were off to see his parents for Thanksgiving. So I went alone. Much of the evening was normal, but I noticed Nancy had a low-cut white blouse showing lots of cleavage with a red heart pendant in the gap. There was even an occasional flash of a red-lace bra, especially when she leaned forward to pass my drinks to me. She was extra chatty, and her makeup was a bit, I don't know, had a bit more pizzazz, sexy like. When she went into the storeroom at the back of the bar, I must admit I was watching the sway of her tushy. In her very tight black skirt, with a high thigh split, stockings and red high heels, one of the older guys joked, "Looks like your luck's in." But I laughed that off.
Towards the end of the evening, I asked to settle up my tab, I was now considered reliable enough to have one. Nancy smiled, leaned forward and seemed to use her arms to squeeze her breasts together. She took hold of my hands. "Ian, can I ask a favor, since you have that nice Silverado? Could you give me a lift home rather than me getting an Uber. You see, my SUV is in the shop for a service." Well, I could hardly say no to a damsel in distress, so I hung around until they closed up. The old joker quipped as he left, "Told you so." To which I responded with a shake of the head and a mocking laugh.
When we got to my pickup, Nancy hesitated, so I opened the door and helped her climb in. I had to put my hand on her tush as he struggled to step up in her heels, and she giggled. As I drove her home, she had her hand on my thigh, rubbing up and down, as she chatted, mostly saying how appreciative she was as some Uber drivers creeped her out and wondering aloud how she could repay me. In the confines of my pickup truck, I could smell her perfume, and it was quite heady. I noticed the hand on my thigh got perilously close to my prick that was trying to become a boner. Nancy's other hand was regularly cupping her right breast, but occasionally it came and stroked my right shoulder and arm.
Eventually, I pulled into the drive of her small ranch house at the edge of town. I noticed her car was there, but presumed the shop had dropped it off. Nancy took off her seatbelt and looked at me. "You going to have to help me down? I might fall in these heels like I nearly did getting in, if you hadn't been such a gentleman." So I turned the car off, got out and went around to her side to open the door, thinking that grabbing her ass hadn't been very gentleman-like. As I passed behind the tailgate, I paused and rearranged my stiff prick up in my high waisted khakis, rather than down my left leg where it had been.
When I opened the door, Nancy virtually fell out and I had to wrap both arms around her. Her arms were around my neck, with my face right in her cleavage. Nancy giggled again. "Whoops. Thanks for catching me, but I think your little man has hitched my skirt up!" Before I could do anything, she slid down a bit and planted a big kiss on my lips and used one hand to keep me pressed to her mouth as her tongue played along my lips. I opened my mouth to say something, but her tongue snaked in and before I could really think, I was responding to her kiss and it was getting steamy.
Then I realized that her legs were now wrapped around me and she was rocking against my prick that was going into full boner mode. She broke the kiss to say, "Looks like I need to take you inside for a proper thank you." I was speechless, not sure what that would mean, should I behave like I did with Sammy, or Kellie? Or should I say, "It's OK," and just leave? While I hesitated, she grabbed her purse off the seat with her left hand and led me, not unwillingly, up to her door and into the living area that was softly lit by a floor lamp.
I was still in a daze, one part nervous, one part unsure of what to do, and two parts feeling horny. We were in the middle of the room with the couch behind me. Nancy wrapped her arms around me again and resumed the kissing but with her hands on my back and ass. She came up for air. "Oh, a nice tight butt, just how I like it, but you can use your hands as well. I've seen you looking so you might as well feel." With that, her right hand came between us and cupped my balls and then slid up to feel my prick. "Oh, and that feels like a good one. Now why don't you play with my tits? They are feeling neglected."
Nancy resumed the kiss, but kept a gap between us so she could continue to stroke my, now rampant, boner with one hand and grope my butt with the other. I felt duty bound to put my hands on her tits and they were so much fuller than Sammy's or Kellie's. Soon I was really enjoying what I was doing and could feel Nancy's nipples starting to press against the bra.
Then Nancy suddenly moved her hands up, pushed me backwards and I fell onto the couch. As I did, she said, "You just lay back and let me do all the work, sweetie." And with that, she pulled her blouse out of her skirt and undid the buttons before removing it and chucking it at me so it landed on my face. I didn't rush to remove it as it smelled so nice, but when I did, Nancy had already removed her bra and I could see her naked breasts with large nipples on large dark mounds. Then the bra fell on my face and I made a show of smelling it and smiling.
Next, I noticed that Nancy's hands were behind her skirt, then it fell down her legs, which I had been admiring all night, and it pooled around her shoes. My eyes were drawn to the lace panties that hinted at a small tuft of hair above her pussy. Below that there was a gap to the lacy top of the black stockings that seemed to be staying up without a garter belt. I put the bra to one side and leaned forward to get closer to her breasts, but she moved in and pushed me back with her left hand while she knelt on either side of my lap. Then Nancy fed her right tit into my mouth, so I sucked and licked it, getting a little moan as she ruffled my hair.
I raised my right hand to her left breast, squeezed it and fingered the nipple and put my other hand on her hip. It didn't stay there long as Nancy grabbed my wrist and moved my hand between her legs. I got the hint and initially ran my fingers up and down the very first pussy that I had ever gotten my hands on. It was so warm and her panties seemed to be moist. Nancy was rocking her hips to get me to do more. Then she told me, "Switch tits and then get your right hand..."
But she hopped off the couch and, between the two of us, her panties were pulled down, releasing a very womanly scent, which made my prick twitch. Nancy turned away, and with her legs slightly spread, bent over displaying her tush to me. She used her hands to spread herself, showing me her back door as well as her damp pussy that glistened in the light. She was looking back at me and smiled. "I can tell that you like what you see!" And I realized my boner was tenting my pants!
Nancy stood up and turned around to face me again. "So what will it be first? You licking my pussy or me sucking your cock?" I was speechless. I hadn't imagined that this would finally happen to me. "Oh, cat got your tongue? Let's see what I have to work with." With that, she leaned forward and popped the button on my pants, then unzipped me, I don't wear a belt when playing pool. She grabbed the waistband and said, "Lift your ass!" So I did and my khaki's were down to my knees, revealing a large bulge in my boxers with a dark spot where I was leaking. A second grab and my underwear was tugged down as well and my prick sprang free. "Oh, that looks nice. Your two silly ex-girlfriends missed out on a treat.
In a moment, Nancy was kneeling in front of me with her right hand on my manhood, stroking it up and down. I couldn't spread my legs much so she let go and with a bit of tug-o-war, my sneakers, pants and boxers were on the floor. Then she pushed my knees apart and leaned in, grabbing my shaft and stretching its skin back. When the tip of her tongue flicked up the end of my prick, to collect a big bead of precum, I nearly had a heart attack at the intense feeling of her tongue on me. But after an 'ummm,' her mouth opened and the head of my boner disappeared into it, and I realized that I hadn't felt anything yet.
