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My first time.  

CardsharpRogue 39M
0 posts
8/18/2021 3:20 pm
My first time.


I was sixteen years old.

Even at that age, I was noticing the way my mom's friend was looking at me. She had a twinkle in her eyes that none of the girls at school had. She was always giving me sensuous hugs, kissing me on the cheek, touching my arm and telling me how handsome I was.

Her name was Laurie, and she was in her mid 40's. She was around 5'6, curvy, short brown hair, and just had an all around sexy demeanor. Her breasts were probably a C cup, and she always wore shirts that showed off just enough cleavage. I remember she came to the lake with us one summer day, and I noticed just how pretty her feet were. Clean and well manicured, her toe nails painted a bright red, and a sexy little arch. I didn't have a foot fetish at the time, but I spent the whole day fantasizing about<b> sucking </font></b>on her toes. And when I got home later that evening, I masturbated multiple times thinking about her in that wet bathing suit.

The first time we kissed, I was still fifteen. My mom was very busy as a single parent, so Laurie would often help her out and drive me around. One day, we were at the grocery store together, and I'm not exactly sure what came over me, but I decided to buy her a rose from the floral department. She was incredibly flattered when I gave it to her, and something about the way she looked at me drove me absolutely wild. When she dropped me off and gave me a hug good bye, I decided to go in for a kiss.

She didn't resist. Her mouth opened up and suddenly our tongues were dancing together. It was incredibly exciting. I don't know how long it lasted, but when we finally broke it off, she gave me a lusty look and said, "Don't tell your mom."

"I won't." I promised.

We made out again a few more times when we could get away with it, and I would always jerk off later thinking about how hot and sexy she was.

After I turned sixteen, she spent the night with us. She and my mom had been drinking, and so she crashed on our couch after my mom went to bed. Laurie had been giving me sexy looks and flirting with me all night, so I decided to make a move. I went into the living room where she was still up watching TV, and I told her how beautiful she was and how often I fantasized about seeing her naked and doing everything imaginable to her. She stood up and and began to passionately kiss me, running her hands all over my back and face while I played with her ass.

Then she suggested that we go into my bedroom.

We got into bed, and I was incredibly nervous. I had never gone this far with a girl before, and here I was about to lose my virginity with a woman old enough to be my mother. She seemed surprised when I told her this was going to be my first time, but then she started to kiss me and guided my trembling hand to her firm breast. And electricy shot through my body.

Our feet started to rub together as I fondled her tit through her dress, and then we started to get naked. I helped her out of her dress, and all of a sudden there was a Goddess lying naked on my bed.

"You can do anything you want to me." she told me in a husky voice.

I took my time, getting on top of her and kissing her on the mouth. Then her neck, before finally<b> sucking </font></b>and licking her erect nipples. Her sexy moans of pleasure were music to my ears as I started kissing my way down her stomach as she spread her legs open for me.

I was pleasantly surprised to see that she didn't shave. Her hairy bush just made me even hornier, and after kissing and<b> sucking </font></b>on her inner thighs for a short moment, I dove in and began to eat her out. I had never eaten pussy before, but the taste was intoxicating, and the smell was even better. Raw, animal instinct took over and I just kept at it, not knowing what I was doing, but I was encouraged as she said things like, "You have an incredible tongue!"

Eventually, I crawled back on top of her and kissed her again. She seemed to thoroughly enjoy the taste of her own pussy.

And then my rock hard teenage erection was inside her. We were both in complete ecstacy, as we fucked and kissed and moaned. Our lips were locked as I pumped in and out of her tight, wet vagina and it was the best thing I had ever felt in my life.

Somewhere along the way, I ended up on my back and she started<b> sucking </font></b>my dick. I had gotten my dick sucked before, but that was by a teenage girl, and Laurie was a grown woman who knew what she was doing. And I could tell she enjoyed it.

After she had enough, she sat on top of me and started riding me. Up and down, side to side, grinding her pussy all around my cock until she said,

"Oh, I'm cumming!" and leaned her head back. The walls of her vagina clenched up as she enjoyed her orgasm, and then she rolled off me and asked me to fuck her doggy style.

And so I did. Looking at her thick, sexy ass in the air and her face buried in my pillow, it didn't take long for me to have an orgasm, too. I don't know how much cum I shot into her pussy, but it was a lot.

We didn't talk much afterwards. We just cuddled and kissed and eventually fell asleep. At some point, she grabbed her clothes and went back down to the couch so my mom wouldn't catch us in the morning.

I saw her a few times afterwards, but it was probably another two or three years before we had the chance to do it again.

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