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My Unforgettable First Time

Author: Julian King
Category: Teen_Stories
Last updated: Jan 15, 2009

Rated 7.3 with 43 ratings
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I had started a job about 3 or 4 years ago at a computer company my dad worked at. I’m only 15 now but I was pretty good with a computer. I had just gotten home-schooled and my parents still hadn’t registered me even though it had been 3 months since I left my last school. I wasn’t doing much but sitting around, watchin’ TV and lookin’ on the internet, which was my idea of an education. After awhile my mom and dad decided to get me more proactive and get me a job, my family was friends with my dad’s boss and he agreed to give me a job even though I was only 11. I had started working on some computer programs for my dad and I got about 30 bucks a day for just 3 hours of work.


Now after working for a while and have gotten to know everyone personally in the office, I was now an official employee and actually getting a paycheck. I was now working with new employees by showing them around and introducing them to everyone. After just a few weeks of doing this I found her.


You can’t even imagine how beautiful she was. Long, black, curly hair, dark skin, and beautiful green eyes. The best way I could describe it was “exotic.”

“J I’d like to meet our newest member, Isabella.”
I just stared at her and how beautiful she was. I can’t remember how long I was standing their but I didn’t care.

I quickly gathered my gaze up to her eyes and stuttered to introduce myself, “Hi I’m Julian, but everyone around here just calls me J or Jules.” I knew I looked like a total idiot but for some reason I didn’t give shit.

“Hi,” she said, “I’m Isabella but everyone calls me Izzy.”

We walked around the company for a while as I introduced her to everyone in the department, including my dad. I knew he was looking at her the same way I did because me and my dad are exactly alike.


We ended up having lunch together and, somehow, I managed not to stutter I figured out a lot about her, like how she was only two years older than me. I was becoming more and more relaxed around her as the days went on. She would constantly flirt with me by touching my leg or my hand when we were talking and how she would laugh at some really ridiculous jokes I would make. We began dating shortly after. Our first date was to a movie, very usual but it was the first real date I’ve ever been on short of going straight to a girl’s house. That night we shared our first kiss. This was also the first time I ever kissed a girl. Words can not describe what I felt.


She managed to get a desk next to mine and we would constantly flirt across from each other. We always had lunch together. For some reason we thought that the fact that she was older than me would bother some people so we made it out to look like we were just friends, even though we would frequently dive into a deep kiss when we thought no one was looking.


Our relationship began to get more serious after a month or so. I didn’t want to go too fast with her but she gave me clear signals on what she wanted to do. We would come back from a date at mine our her house, usually our parents were still out, and go up to our rooms and make out for a while. The furthest I ever got with her was just when I started to feel her up. But, I was always the one who stopped, not her.


But I knew what she wanted and she made sure of that. She started rubbing up against my groin when we where trying to get past each other in small places and just saying, “Oh, I’m sorry, baby.” and walking off giving a slight grin that she was trying to hide from me. She would also bend over in front of me giving me a clear shot of her perfect ass or down her shirt, trying to be subtle about it.

She was also very keen on wearing tiny mini skirts and showing me a quick glimpse at her panties. Hopefully none of the other guys who worked next to me saw her. This had become almost a game for me. Guessing what type of underwear she’d be wearing today. Some days it would be plain white panties and other days it would be a tiny little thong that left very little to my imagination. Of course like any other 15 year old boy, I would frequently jack-off to these, sometime even in the bathroom at work. I never told her that though.


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A couple days before Christmas, I had to close up and walk home, luckily I live in Florida and only live about a mile away from the company. I didn’t legally have a license yet but I drove a car just back and forth to work on occasion . My parents had to go to some Christmas party that I didn’t want to go to anyway.

When I was about to leave, I heard a voice from behind me.

“You still here, sweetie?”

It was Isabella. She had been sneaking around here while I locked up.
“What are you still doing here? It’s my turn to close up tonight.” She didn’t say anything she just quickly grabbed my face and shoved my mouth into her’s.

This sent me into shock. She had managed to slip her tongue in my mouth and I started kissing her back even harder when I finally gained my conscious back.


“Wow, Izzy, you’ve never kissed me like that before.” I stammered

“What you want me to stop?”

“No…That’s not what I meant…I…just…” She slowly put her finger on my lips
and put her lips on my ear and whispered, “I’ll meet you at your house in 10 minutes.” I was wondering why she asked me if I was doing anything this weekend.


I was more turned on at that moment than I had ever been in my life. I knew what was about to happen. I ran to my mom’s car and drove to my house as fast as I could.


I rushed up to the door and got the key out from under the candle outside on the deck and opened up the door. When I got there, Isabella was on the back porch, sitting on a chair, waiting for me.


When I walked out to see her, she didn’t say a word. She just grabbed my head and kissed me like she did before only this time with even more strength. She pushed me into the house, our lips still locked together, and drug me up the stairs.


We let go of each other for a split second so she could close the door behind me. She grabbed me again and shoved me into her mouth once more and pushed me to my bed.


She slammed me down and got on top of me continuing to kiss me.
I broke away from the kiss as quick as I could “Why the impulse Izzy?” I asked
“I know that you’ve wanted to do this as much as I do.”

“I‘ll admit that,” I stuttered, “I saw up your skirt several times and I knew you were trying to let me see. I don’t know why I didn’t make a move sooner.”

“Don’t worry, this will make up for it, I promise.”

She started rubbing her hips back and forth on my lap and my cock was getting harder by the second.

“Mmm…your getting hard.” she said.
She was wearing a skirt so I could feel her getting wetter as she rocked back and forth.


I couldn’t believe this was happening to me. The most beautiful woman in the world and I was about to have sex with her.


She took off my shirt and I did the same to her. I sat up and started kissing her neck and started moving down to her breasts. She gave out a few light moans and sighs.


I unhooked her bra revealing her perfect tits. Turned out they were 34Cs. Dark tan nipples, even darker than her skin. I buried my face in her tits and she let out a gasp of shock.


“Your getting harder.” she said “ Do we have to do something about that?”

She slid down my abdomen and started unzipping my jeans and rubbing my dick through my boxers. I swear I thought I was gonna cum right there.

“Oh my god you’re so big.”

I wasn’t. For fuck sake I just turned 15! I was no more than 5 or 6 inches. But none the less, it was one of my fantasies to have a girl say that to me.

“Wait, Isabella, just a minute I want to tell you something.” I said while, once again, stuttering.

She asked, “What’s the matter, baby? Is something wrong?”

“No…I just…. have to tell you…that…this is my first time.”

She looked at me with wide eyes. Surprised at first but not disappointed or like

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