I'd like to say the first time that my boyfriend in high school took me on a date was very romantic. I was young and he was a few years older than me. I'd had very little experience with boys and I'm pretty sure he knew what he was doing. He told me to dress really pretty because he was going to take me to a real fancy place to eat. So the day before I put a hot outfit in a bag and put it in his backseat. I told my mom that I was going out and he picked me up in his fancy red car. When I got in we drove off and I put on my REAL outfit for the night!
He parked his car around the block and I took everything off down to my bra and thong and proceeded to put on my little black dress. It was at this point that he started his sexual innuendo's that would not stop the rest of the night. He grabbed my ass, my tits, and kept joking about me giving him blowjobs, ect... At first it was annoying, but I guess that's just how boys are.
He did take me somewhere nice and at the end of the night he came over and sat on my side of the booth. He kissed me and told me how beautiful I looked in my black dress. I kissed him back and then he reached under the table and in between my legs! I didn't want him to do that at first in the restaurant, but it felt so good I let him! His fingers were a little cold but it felt so good being fingered under the table! I started getting real wet and he asked me if I wanted to skip the movie. Nervously, I told him it would be fine if we didn't go.
When we left, he parked his car out of town on a back road where nobody ever goes and he asked me to get in the backseat with him. I was really nervous about it because I'd never been with a guy before but I did it anyway. He was very handsome and convincing. We talked for a little bit and he started his blowjob jokes with me again. I told him he was being really bad and that I didn't know if I was ready to do that yet. It was at that point he started kissing me again. I kissed him back and was really getting into it. He ran his hands all over my body and then back down to my pussy! I was getting really turned on, and wet, and I told him that I didn't want him to tell anybody about this. He said he wouldn't and then he undid his pants and put my hand on his cock!
My heart was beating so fast that I thought it was going to burst out of my chest! It was a lot bigger than I expected it to feel and I wasn't sure what to do next. Instinctively, I kept kissing him and started to jack him off. He kept leaning back until I couldn't reach his lips anymore and I was kissing his neck. He smelled really good and the way he was grabbing my ass under my dress was starting to make me rethink my stance on abstinence for the night. As this progressed he stopped and took off his pants and pulled me on top of him, and asked me if I was sure I wasn't ready. I told him I would try it if he wouldn't tell anyone I did it. At that point he laid back and I got my first look at a penis up close! If I had to guess it was about 7 inches long and a lot hairier that I thought it would be. I felt really scared but I decided I would go for it since I was so turned on!
I started to lick him from the bottom to the top and when I reached the top I could taste a salty liquid that I knew was his pre cum. At that point he started running his fingers through my hair and I started to get more into it. I took it in my mouth for the first time and when I came up slowly I looked him in the eyes and smiled. He smiled back and I knew he wanted me to go down farther so I did. I went down as far as I could and he pushed my head down a little until I thought I would gag. Most girls don't like that and I never thought I would either but it turned me on so I started moving faster and faster. As I sucked him I kept my right hand at my mouth and squeezed him lightly as I kept going at a fast pace. He continued pushing my head down and started moaning faster and harder. I could feel him tense and his cock got harder than it had been the whole time. All of a sudden, he held my head down and wouldn't let me move and I felt him start to cum. He said my name then, and came in my mouth a lot! I could feel it first on my tongue and then start to hit the back of my throat! I tried to swallow as much as it could but it was so much it started to leak out the corner of my mouth! He let go and I had to come up for air so I came off of him and some more hit me on the cheek and ran down my face. I looked in the mirror and my makeup was smeared all down my face like I had been crying for an hour straight! I went back down and licked him cleaned and wiped off my face.
We smoke a cigarette and talked for awhile after that and he took me home. I told him that I had a good time and he gave me a hug and told me goodnight. We laughed about me not getting a goodnight kiss and then I went inside. It was a great night and I really felt like I became a woman that night. It was our first date and many more would come from it.
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