As I lay in bed I cannot help, but think about what happen earlier tonight. My new memories over power the fact my eye is beginning to swell and my nose is starting to bleed again. I guess I should start at the beginning. My name is Mike Stephan and I am eighteen years old and I go to a small catholic high school. Up until this night I have been the classic bumbling virgin. I always seem to say the wrong thing at the wrong time. I live small town and word tends to move pretty fast here. So if you screw up once you don't get to many chances to make up for it. So naturally all my chances to make a good impression are used up.
Last week I was walking my dog, T.J., we were about a few blocks my home. While being pulled along the sidewalk by T.J. I was grumbling about having to walk the dog so late at night, but my dad said, "If the dog makes a mess you clean it up." Obviously I agreed to the task and now I am so glad I did.
Finally T.J. found the perfect spot to do his business. We were in front of the Johansson's house and I trying to convince T.J. to hurry up, but he would not listen. Suddenly, I noticed a light go on. I looked up and I was relived it was a light on the second floor. I saw someone cross the window and I have to admit it felt wrong, but I wanted to get a closer look.
So to T.J. dismay I tied his leash to the lamppost and made my way over to the widow to investigate. I could not see a thing looking up at the widow from the ground. There was a tall live oak tree behind me and the bottom branches were pretty close to the ground. I grabbed the closest branch and started to pull myself up. The climb was hard at first, but I managed. I situated myself on a strong branch half way up the old oak tree and I was about eye level with the window. There were enough branches and leaves to cover my hiding place.
I nearly fell out of the tree when saw Alyssa, a girl in my senior class, walking around her room in her bra and panties. The image of her perfect b cup breasts supported by that thin white bra and those skimpy little panties were burned into my mind. There was no way I could look away, but the growing pressure in my shorts averted my gazed from that beautiful creature just a few feet away. My manhood tried everything in its power to bust out of my pants.
I was nearly blinded with desire and I had to release the strain. I unzipped my shorts and my friend happily popped out to say hi. I grasped my shaft with eager enthusiasm and began to pump slowly. I wanted to make this little pleasure of mine last longer, but my eagerness took over. Up and down I moved my hand faster and faster until mounting pressure was too great and I shot my burden into the cool night air.
With common sense returning I realized it was time to go. Stealthily, I hopped down from the tree and made it back to the impatient T.J. waiting to go home. T.J. and I walked slowly back home and I could not help but have a small grin on my face.
For the next week I repeated this little ritual every night around the same time. My parents got used to the idea of me taking late night strolls through the neighborhood, but I could not stay out too long or parents would worry. Sadly, because of the limited amount of time I had to watch Alyssa, all I was able see was her in her bra and panties, but that was good enough for me.
My parents told me they were going to a family reunion this weekend and I was able to convince them to let me stay home. When they left it was then I decided it was time fulfill my dream.
After I quickly walked over to Alyssa's house. I settled myself once again in my usual spot in the oak tree. After a few minutes Alyssa came into her room drying her long blond hair from her evening shower. I brought my old friend out and began to stroke it. As usual Alyssa's perfect tits supported by that little bra drove me crazy. My eyes widened when it appear Alyssa was about to unstrap her bra. My heart sped up to incredible speed, but then suddenly it froze when I heard, "Get down right now young man!" from below. Because of the shock I fell out of the tree. I was physically ok, but emotionally was another story. I brought myself to my feet and face to face with Alyssa's mother. Her name is Jessica. She is in her early forties and still very attractive. She was wearing a black nightgown and you almost see her straight through it. God, her C cup breasts were amazing.
Sadly Alyssa's mom's tits were the last thing on my mind at the moment. She was pissed. "What the hell do you think you were doing up there?" Demanded Jessica.
"Uh...Uh..." that was all I could say. I realized my dick was still hanging out of my pants. My manhood shrank with my confidence.
She forcibly grabbed my hand. "You're coming with me boy. If you give me any problems I will call the police. Do you understand?" I shook my head in agreement and was led into the house. I was so scared and ashamed I could not look at her. Alyssa's mom brought up the stairs and into what appeared to be her bedroom. I was glad I did not see Alyssa along the way and if I had seen her I would have died of embarrassment.
She closed the door behind me and told me to stand in front of the closet. I complied with her command. Alyssa's mom sat at the end of her bed. I was no longer worried about zipping up my pants because my prick had shrunk up inside my pants.
"So tell me young man what were you doing in my tree?" asked Alyssa's mom. "And I don't want to repeat myself. So answer now!"
I took a deep breath and all I could muster was, "I was watching your daughter undress and I was masturbating."
"What did you say? I couldn't hear you."
" I said I was watching your daughter undress and I was masturbating."
Alyssa's mom then looked down at my crotch. I tried to cover myself, but she shook her head and I put my hands back at my side.
"What were you masturbating with? I don't see anything." She remarked.
"W-with my penis." I answered. My face flushed with embarrassment.
Alyssa's mom laughed at these words. "Okay, now I have to see this. Take off your shirt, pants and underwear and give them to me." I wanted to refuse, but I had no choice. I did what she said and I reluctantly gave her my cloths.
Once again I tried to cover myself, but she grinned and shook her head and slowly I put my hands back at my sides. My scared prick and nuts did everything in their power to hide from her fierce gaze.
"My goodness you are so small." Said Alyssa's mom with a smirk. "I'm guessing your still a virgin. Are you?"
"Yes, I am," I answered, but in my defense I feebly replied, "It gets bigger."
I could tell she was about to bust out laughing, but she restrained herself. "Okay, show me!" she answered with a devilish smile.
My face was so red. I wanted died right there, but no such luck. I tried to grab my shaft, but it was no use I was too nervous. I massaged my limp dick, but no amount of manipulation could get a rise out of my deflated friend.
"Oh God! This is pathetic. Come here!" exclaimed Alyssa's mom.