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My first MILF... Just a Lucky 21 Year Old Pt 1

My first MILF... Just a Lucky 21 Year Old Pt 1

At the time I was only 21... on leave and back in the US for the first time since becoming legal. It was Friday night and most of my friends were busy, so I hit up the bars by myself. I arrived at a local pub. It was a small low-key kind of joint. Fire place, wooden tables, lots of knickknack on the walls with an entirely eclectic group of inhabitants ranging from bikers to college k**s. My kinda place. I sat down on a bar stool, had my first legal beer and began contemplating on life. I felt eyes on the back of my head, so I turned to look behind me. On a wooden bench , surrounded by people and chit chatting was the most gorgeous woman I had seen in a long time. She was thick in all the right places, and not afraid to show it off. Her patterned dress was tight, but not overly so with a deep cut cleavage that left nothing to the imagination. White soft skin was bursting out of the material that was barely able to contain her massive cleavage. Blue hair cascaded down her shoulders and I could see hints of rose and ivy tattoos wrapping around her arm. She joked with the people around her, waving her arms in some sort of attempt to emphasize her story. As she gestured, her tits simply came alive. The barely there material strained against their weight, her overflowing cleavage adding much of its own gestures to the conversation. We made eye contact for just a brief second and my gut flopped. before I could stop myself my eyes dropped immediately to her more than welcoming bust. I realized my mistake and tried to regain eye contact but it was too late. She had this smirk on her face as if she knew exactly what she was doing, and I fell right for her trap. Being young and inexperienced I turned around quickly to stare at my beer and immediate had a throbbing erection that was going to be impossible to hide, even in a dim lit place such as this.

I tried to regain my composer but I was simply and utterly lost in thought. My mind just couldn't stop replaying that moment over and over. Her porcelain skin, the overflowing cleavage, the smirk on her face after catching my eyes fixating on her chest. She was obviously 10 to 15 years older than me. But that smirk, that god damn smirk kept creeping back into my memory. I spent the next 40 minutes or so building up the courage to go talk to her. As the night went on, I made every excuse I could think of to catch a glimpse of her body again. And she caught me EVERY. DAMN. TIME. It became a sort of game with her, escalating to the point where she got up and walked to the bar to order a beer right beside me. She leaned over, big soft breasts in all their glory resting on the counter, mere inches away from my elbow. As she leaned further I croaked out a "how's it going?" to whish she replied with just that same smirk. She got her beer and began to depart, but not before her hand brushed down my back and she leaned in to whisper "Are we gonna do this all night or are you gonna come talk to me". As her lips whispered hot air breathy air into my ear, her tits pressed into my shoulder, sending me into an internal melt down.

She promptly walked to her bench where she sat alone now. Legs crosses, smirk on her face, tits on display and arms spread wide across the bench back. She knew she had me in her web. It was all I could do to keep from tripping as my feet made their way to the bench and I sat down. An almost inhuman confidence swept through me as I realized this night could be one the greatest of my short 21 years. I I became my usual charming self and our conversation flowed perfectly. She was 36, a part time photographer and artist and full time florist. Her hands rested on my thigh as we talked, her fingers creeping closer to the now obvious bulge in my pants. Her smirk remained... and her body crept ever closer to me. I finally asked her if we should finish the night off at her place, which she had mentioned was merely blocks from the bar. Her smirk disappeared for the first time that night as she leaned in one more time, hands now firmly on the outline of my stiff cock, lips brushing my neck and whispered "Baby, I cant think of a better idea.
Published by wankyboi69
3 years ago
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Very hot story. Willing Older woman are so much fun.
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