With My Sister’s Help

Fbailey story number 345


With My Sister’s Help


My sister Tina is older than I am and is now a very popular senior in high school. She is nineteen years old, a tall well built blonde, and a cheerleader.

I on the other hand just turned sixteen and became a freshman in high school. I’m a nerd, a computer geek, and not very popular. I like to play chess and other games that do not require much effort.

Tina was determined to make me popular before she graduated in June so she got started right away in September.

At first she made sure that all of her friends knew who I was, then she had them saying hi to me in the hallways, and eventually they were asking me to help them with their computers. The jocks just wanted faster computers to play their games quicker or the codes to give them unlimited lives and ammunition. They really didn’t give a shit about learning anything about their computer and would usually leave me alone until I finished. I always made sure to check out their files to see what was going on, what they liked to do, and what files they kept. I almost always found something on their machine that I wanted. In my backpack I carried hard drives that I could plug right into their USB ports and copy their entire hard drive if I wanted too. I also carried blank CD’s, DVD’s, and a few Flash Dives.

Mostly I took programs that I thought that I could use, sometimes I would copy a game too. However, I made it a practice to copy all of their JPG’s to a file to look at later.

I could not believe some of the pictures that I found. Those jocks would take pictures of themselves naked to send to girls on the Internet I figured. In reply the girls would send pictures of themselves to them. At home I would sort them out keeping the pictures of the girls in a folder with that guy’s name on it.

The more computers that I worked on the more I saw the same girls popping up again and again. Then I started seeing some of those girls in school. Wow! In no time at all I was able to put a name to the face and body in those pictures. Then at home I started making folders of those girls and copying their pictures to that folder. Many pictures were duplicated because the girls sent the same pictures to everyone.

When the captain of the football team needed my help I hit the mother load. He had nude and partially nude pictures of all the cheerleaders including my sister Tina. Those pictures were taken in his bedroom on his bed because I recognized the furniture, the bedspread, and the carpet in almost every picture. He had a series of pictures fucking them all. They were dressed, undressing, and then fully naked, they were on his bed, his big cock was entering their willing pussy, and then his cum was dripping out of them. It was the same scene with different girls. He even named the files properly with the girl’s full name, date, and sequence number. According to the dates my sister was one of the first girls that he had fucked.

After that I planned a way to get my sister to help me with my sexual problem. My sexual problem was that I wasn’t getting any, I had never gotten any, and the future looked just as promising.

Eventually I just said, “Tina I need your help.”

Tina replied, “With what?”

I said, “Sex! I’m a virgin and I don’t want to be.”

Tina laughed and said, “What do expect from me?”

I replied, “I just want you to help me find a girl that might be willing.”

Tina laughed again and said, “You want me to find you a slut to fuck?”

I said, “Absolutely not. I want a nice girl, a virgin like me, and one that could become my girlfriend.”

Tina said, “It would be a lot easier to set you up with some of my loose friends.”

I said, “Easy isn’t exactly what I have in mind but I could use some instruction so that I don’t fumble around and look stupid the first time.”

Then it finally came, “Why should I help you?”

That was when I handed her six pictures of her naked that I had printed out. She looked at them, knew where I had gotten them, and threatened to tell the captain of the football team to kill me.

Once again I asked her to help me. She smiled and told me to undress so that she could see what she had to work with. I then had to jerk off in front of her. Twice! She liked the fact that I could do it twice that quickly.

Surprisingly my sister Tina then undressed so that I could see her naked. She then explained her breasts to me and let me touch them. She told me what she liked and how hard to squeeze them. Tina liked her nipples pinched and twisted a little bit but not too hard unless she was in the middle of her orgasm, then I could pinch and twist them as hard as I wanted too. She let me kiss her a few times, kiss her neck, and then kiss and suck her nipples. Tina let me look at her pussy as she explained to me about her pubic hair, her pubic mound, her outer lips, her vagina, and her clit. I got to feel, pull, and open her parts. I got to probe her hole with my fingers and rub her clit until I gave her two orgasms. Tina really enjoyed that and told me that if I fingered her every night that she would help me find a nice, willing, girlfriend. Deal!

That night after her shower but before bed, Tina came into my bedroom so that I could rub her clit until she had three really good orgasms. She covered her face with my pillow whenever she felt the urge to cry out. Afterwards she let me sit on her stomach and slip my cock between her tits as she held them together. I was literally jerking off in her tits. She didn’t consider that sex because I wasn’t putting it inside her body.