A Confession – A Night of Firsts

Hello! Thank you to everyone who has been encouraging me to keep writing. This story is not intended to be part of a series, but I hope it is well received.

I hope you enjoy it. Please PM me or comment below and let me know what you thought. Of course I also encourage voting.

If you go into the Forum section of the site you will see the Sex Stories Section. The CAW10 entries are there… I strongly suggest reading them as they are wonderful and written by very talented people.

Enjoy!

A Confession – A Night of Firsts

I am a bit worried as I write this. Mostly because of what I have done and what I know, with absolute certainty, I will do again. Looking back I can understand why I did it, but I still can’t believe I actually did it.

I was the proverbial “Nice Girl”. All my friends, my parents, my teachers, even the Parish Priest all thought I was just so sweet, kind, and well behaved. I can’t tell you how many times my parent’s friends commented on how well mannered and bright I was.

At school I was an honour student. On Saturday’s I volunteered reading to children at the library. I was also into sports at school and was on the gymnastics team and swim team.

Basically I was the definition of a proper young lady.

My friends dated, had kissed boys, and I think one of them had gone all the way just based on comments she made. I was not allowed to date yet, my parents didn’t think I could handle it. It was kind of frustrating for me. There was not a lot of options since my older sister didn’t date until she was 18 years old.

At the time this happened I was about 5’4” tall, had long gold coloured hair and a nice tan from being on vacation with my family. My body had started to get curvy, and that made me happy. Thanks to sports my ass was full, high and tight. All the gymnastics and swimming had given me a fit and firm body and I loved it. I know vanity is a sin, but I was secretly very proud of how I looked. My most striking feature to this day are my eyes. Large and light blue with a hint of frost to them. They are unique and people frequently commented on them. I look older than I am which makes things difficult sometimes.

Boys had really started to notice me and were always trying to talk to me. They kept trying to get me to go out with them, even older boys who should be looking at my sister, not at me. Most were really understanding when I told them about my parents and how sorry I was that I could not accept. It was true, I really wanted to go out with them. A few got really angry and called me a “stuck up bitch”.

I did want to go out! I had urges like any other healthy teenager. I wanted to kiss boys, hold their hands, and spend time with them. I watched television and learned what Masturbation was from one of those channels I’m not supposed to know about. When I discovered that let’s just say I had a new favourite hobby.

We were just back from vacation and I went for a bike ride trying to see who was around. I came across a garage sale and stopped to see what CD’s or books they had for sale. I didn’t know the people, but it was cool to wander around and see what they had. I was so easily entertained back then.

The family was moving to the other side of the country and were selling a lot of stuff. As I walked around I saw an older boy was checking me out huge. That made me nervous and tired to avoid eye contact as I walked around. When I got to the back of the driveway by the book boxes he came up beside me and said “Hi… See anything you like?”

I looked up at him and blushed. He was handsome and I thought his smile was so cute. “Um, I don’t know… I’m just looking at the books.”

“I have not seen you around. I’m Greg.” he said holding out his hand. His hand was a lot bigger than mine and felt really strong when I shook it.

“I’m Natalie… its nice to meet you. You’re moving?” I asked

He was staring me in the eye and said “Yeah, and I suddenly thinks it sucks even more than I did two minutes ago.” he said winking at me.

I turned totally red as I stared at the ground suddenly. This guy was tall, handsome, and had such a nice smile and even his voice was getting to me.

“I’m sorry, did I say something that made you uncomfortable?” he asked gently while still holding my hand.

“I… I’m sorry” I said nervously. “I….” my hand was shaking. It was so humiliating. This guy was totally cool and I was acting like an idiot. He made me so nervous I could not even speak.

“Hey… relax Natalie, you are too beautiful to be nervous.” he said as he started to chuckle lightly. “It’s me who should be nervous… not you.”

Looking up at him I said “Why would you be nervous of me?” I still had not tried to let go of his hand.

“Ah… have you looked in a mirror lately? You are the most beautiful girl in the neighbourhood. If you had not blushed first I probably would be the one stammering.” Greg said.

“You… you think I’m the most beautiful girl in the neighbourhood?” I said in a voice filled with wonder. This guy had to be my sister’s age, had probably seen her around, and still thought I was the hottest girl around? That was amazing to me.

“Definitely… If I didn’t know you were actually sincere I would accuse you of fishing for compliments.” He said smiling. “Look… I know I’m moving away… but would you consider maybe going to a movie with me?”

“Yes… I really want to.” I said before realizing what I had just said. My parents would kill me if I went out, I would be grounded for at least a month and no way would they give permission. Staring into Greg’s eyes there was no way I was going to back out. My heart was beating a mile a minute and all I could think about was kissing those lips of his. I felt like I had a huge bomb in my chest about to go off.

“Wow, really? How about tonight? When can I pick you up?” he asked with genuine excitement.

Now what the hell would I say? I didn’t want to tell him how old I really was or about my parents not allowing me to date.

“Um… maybe I can meet you here.” I said hoping he was good with it.

“That will work. Can you get here for say 8?” Greg asked hopefully.

8pm? That is a lot later than I usually go out. I’m only allowed to go to early shows with my friends. They meant he wanted to take me to a late show. I could not believe it… this was going to be a real date, like my sister goes on. How was I going to make this work was all I was thinking.

“Sure.. I will see you then” I said smiling at him. Greg smiled at me and let my hand go. I found I missed the physical contact.

I started to walk away and completely forgot about the books and everything else as I rode home. As I was riding I saw Bethany, the very girl I needed to run into. We were friends and she had dated. I hoped she would help. When I told her that I needed her to lie for me she almost fainted. When I told her why she was excited as hell. We agreed I would tell my parents I was staying over at her place and she would go along with it. I had stayed at her place before and I would head over there after my date with Greg. All she needed to do was cover for the time I was out.

My parents went for it completely. It dawned on me that I had never lied to them before and that made me a bit uncomfortable, but knowing I would see Greg again I could not help myself. He was so handsome and so sweet.

I took a shower and all I could think about was Greg. Almost before I knew it my hands had begun exploring my body. I leaned back against the shower wall and began sliding a hand over my breasts, pinching my nipples. My other hand quickly went to my pussy, rubbing my clit in the gentle circles I loved. My brain was full of visions of Greg doing this to me, giving my body to him, allowing him to touch me in places no guy had ever seen.

When I felt my orgasm building, imagining seeing Greg’s cock I could not help myself. Falling to my knees I squirted hot pussy juice all over my hand. Kneeling there and panting, there was nothing I could do to calm myself down. I was having the nastiest fantasies of my life and my focus was Greg. Bringing myself to orgasm twice more I nearly exhausted myself. I had never played with my pussy this much, or been in the shower this long.

Finally I managed to drag myself out of the shower and away from my fantasies. I did my hair and makeup and then had to figure out what to wear. Seeing as I had never done it, I didn’t have any clothes that would be good for a first date. This made me do something else for the First Time.

Sneaking into my sister’s room I went to her closet. I found a nice white denim skirt that would come to my mid thigh and was going to show my ass and legs beautifully. When I found her blue tank top with silver stitching and tried it on I was blown away. I looked good in this and had seen her wear this same outfit on dates. Looking at her shoe collection I found a pair of strappy white platform sandals. Slipping them on and fastening them I loved what I saw in her full length mirror. I looked older, and the clothes made me feel sexy.

I was snapped back to reality by my sister, Erica, saying “What the hell are you doing Natalie?”

Turning around to face her the surprise was written all over my face. “Just trying some clothes on.” I said lamely.

Erica shook her head and said “What are you planning to do dressed like that?” Her expression told me she already knew.