Hi, my name is Sinnndy. Some of you have read stories about my sexcapades, but I haven’t told you information about myself. I am 18 years old, 5-3 just under 100 pounds, 34B-24-34, shoulder length brown hair, and I have been told I am very attractive and that I have a great ass.
Don’t let the fact that I’m only 18 let you think I’m inexperienced, because that’s just not true. I have probably tried more different and kinky things than even my mother has. I was born and grew up in a northern suburb of Chicago. I love it here, and plan to never leave.
I have great parents, I love them both, and I have a great brother, 5 years older than me. He lives in Chicago. We were brought up in a nudist household, when no one else was around; we would walk around the house naked, that’s why I am not ashamed of my body. America is way too uptight about nudity. During the summertime, I lay out in my backyard nude. I know the neighborhood boys, and men, love me.
I was hooked on sex. I wanted to try everything. I really liked older boys; they were much better than guys my age were were, so usually my brothers friends would take care of my needs.
I had probably had sex with over 25 guys, most of them were at least 5 years older, but some were in their 40’s. I started hanging out in a bar where a lot of lawyers, doctors and other professionals went. When I decided to dress up, I looked old enough to be in a bar. I would go there with my cousins, since I was 18, one of them got me a fake ID, just in case, and it looked just like me.
On occasion, I would make dates with some of the men there. Guys like that know how to take care of women, They take us to nice restaurants, and wine and dine us. While mostly not as energetic as younger guys in bed, they know how to please women.
One night, a very good-looking man came up to our table, and started talking to us. His name was Michael; he was about 45, brown hair, with gray temples, very good looking, and a doctor. I was there with two of my female cousins, but he seemed to pay more attention to me. We talked about a variety of subjects, from his occupation, to what we did for a living. I had to lie, and said I was going to college, studying business. What really piqued his interest, was when I started talking about sports. My dad brought me up as a tomboy. My brother wasn’t much of an athlete, dad could tell at an early age that he wasn’t, but could tell that I had his athletic genes. So my dad would take me to baseball, football, basketball and hockey games, and we would watch everything on TV. So I am a big time jock, I now play softball at least 5 times a week during the summer.
So when I started talking about the Bears, and sounding like I knew what I was talking about, and I did, Michael started paying more attention to me. He was divorced about 3 years ago, and had 2 kids. He and his ex-wife just didn’t have anything in common. She hated sports, and hated the fact that because of his job, he was never home. He was lucky to have sex once a month, and when they did have sex, it was with the lights off, missionary position, and when he came, it was over. She wouldn’t give him head, and didn’t want him to see her naked.
We had a nice evening, and Michael asked me out on the following Friday. I said yes of course, and told him to pick me up at my cousin’s apartment. I went shopping for a new dress during the week. I wanted something sexy, but also elegant. I found a real nice black number, very short, I have great legs, but it had a nice touch of elegance. I went to the salon to get a manicure and a pedicure. I got myself all dolled up. I looked hot in that dress, and of course, I never wear panties. I am an exhibitionist; I really get off flashing waiters and patrons.
I went over to my cousin’s apartment at 6:30, and had a couple of beers. Michael picked me up at 7:30 sharp. He looked great, and smelled nice too. He is about 5-10, 175 pounds. He looked like he takes great care of his body, and I would find out later that he really did. He drove a very hot Mercedes, and took me to a very fancy Italian restaurant, very dark and romantic. The conversation and wine was flowing nicely. He even ordered dinner for me. The food was wonderful, and I wasn’t feeling any pain from the wine. The waiter paid extra special attention to us, especially since I had been flashing my shaved pussy at him all night.
When dinner was finished, Michael came right out, and asked if I wanted to go back to his place with him. That’s what I like about older men, straight to the point. I was pretty horny at the time, so I said, “yes, that would be nice.” As he held the door open for me, he grabbed me, and pulled me close to him, and kissed me. It was a wonderful, sweet passionate kiss, our tongues swirling in each other’s mouths. Another thing I like about older men, is that they know when and how to take charge. We finally broke off the kiss, and got into the car.
As we headed for his house, I started running my hand up his leg, coming close to his penis, but not touching it, teasing him. I finally started to lightly rub his penis through his pants. He was doing a great job of driving, considering what was happening. At a stop light, I unzipped his pants, and he scooted up, so I could pull them, and his underwear down. The light turned green, and I started licking his cock head. He was already hard, and had a nice thick cock. It was probably about 7” long. I was really teasing him, licking his pee hole, circling his head, completely avoiding his shaft, and driving him crazy. I could tell by his soft moaning. I then surprised him by swallowing his whole cock in one fast swoop. I then started to bob my head up and down, sucking and licking his shaft at the same time.
Because I was driving him crazy with my oral talents, he pulled over to the side of the road. It didn’t take too long, he was a true gentleman, warning me that he was about to cum, trying to pull away from me, his ex-wife never swallowed his cum, but I wasn’t hearing any of that. I took him deep in my throat, and could hear him moaning, and then felt my gooey dessert sliding down my hungry throat. It was yummy. We were pretty close to his place now. He thanked me for the best blowjob he had ever had. I told him that was only the beginning. He had a strange smile on his face, and I found out later just what that meant.
He had a beautiful house, it wasn’t huge, his ex got the family house, but it was a three-bedroom place, with a nice basement, and a Jacuzzi in the backyard. He opened a bottle of wine, just what I needed, more wine. It was a nice mellow Chardonnay. He put on some soft music, and sat next to me on the couch. He was really close to me, pulled me to him, our lips met in another passionate kiss. He was a great kisser. He started lightly moving his hands on my body. I was really wet. He would fondle my breasts, run his hands down to my ass, he was really good.
He lifted me up, while we were still kissing, and carried me to his bedroom. He helped me undress, and then took off his clothes. He wasn’t muscle bound, but I could see he was in great shape. He lifted me up again, and placed me on the bed, kissing me deeply.
He worked his tongue around, and then in my ear, I love having my ears licked. He then started kissing and licking his way to my neck. He was very deliberate, and passionate. I was used to wham, bam, thank you ma’am. This was a nice change.
