I was 18 years old when it happened. My first handjob. I was an A student and pretty much kept to myself. I had a few friends. But mostly all we did together was hang out and play video games.
This did not exactly bring in the girls. I had made a few aborted attempts to ask girls out in High School. But I was incredibly shy and frankly, afraid that I would bore them even if they said yes. So in essence, I spent way too much time with my imagination.
My parents didn't want me to work. My attention should be on school and all that racket. This was a mixed blessing. On the one hand, I didn't have to work. On the other, I couldn't do anything without money. Finally, I hit upon a moneymaking strategy that appeased my parents. Tutoring. It went well with getting good grades which my parents required for my continued existence.
At first, I hired out to various junior high students, tutoring mostly in math. I started charging $5 an hour, quickly raising it to $10. Several of the students I helped quickly succeeded with just a bit of tutoring and my reputation spread. I became, for the first time in my life, a sought after commodity. It was nice.
This is how I met Mrs. Stevens. Mrs. Stevens was Jeremiah's mother. She was in her mid 30s, attractive. By far her best quality was her rack. It was big, two cones of what I assumed were fluffy, supple goodness. Her worst quality, however, was her son Jeremiah. He was the quintessential C student. And that was when he put in effort. He had joined his junior high basketball team and was actually pretty good. Unfortunately, his grades threatened his continued participation.
"So you see" explained Mrs. Stevens, "he really needs your help. Marsha said that you've done wonders for Mat."
Matt was a kid I had tutored through Geometry. And I was only here as a favor to Marsha. I didn't have any time to tutor another kid.
I looked around the room. The old couch I sat on was in front of a small TV. I could hear Jeremiah shooting hoops in the back yard. I didn't want to say no, but I kinda had to. I was tutoring six kids already. I shouldn't have even agreed to the meeting.
"I'd like to, Mrs. Stevens, but I'm swamped. I'm taking three college classes and I'm already tutoring six other students. But I know this guy Anthony who is great in math...I could give you his number" I responded.
She gave a loud sigh. Her chest expanded admirably. She was wearing a tightish white blouse and a business skirt. I think she worked as a secretary. She stared at me in my eyes. I quickly moved my eyes away from her breasts. I didn't think she had noticed where I had been staring. Or at least I hoped so.
"Couldn't you...I mean, would it be possible for you to drop one of your other students?" she asked.
This was unusual. I had been forced to turn down a student or two for various reasons before. And my offer of a referral had been enough to end the conversation. I wasn't really sure what to say. I went with the truth.
"Maybe in a few months, I'll have an opening. But I couldn't just drop one of them" I responded.
Mrs. Stevens, stood up looking suddenly very tired. "What if I paid you more? ", she asked. "How much are you paid now?"
I squirmed a bit. Uncomfortable with the idea. On the other hand, more money is always nice.
"$15 an hour is what I'm getting now", I replied.
She looked at me, considering. "That much? That's as much as I make at...hmm, that's more than I was thinking" she said.
I was about to stand and leave. "Listen, I'll leave you Anthony's number and if you like, I will give you a call whenever I have a spot open."
She tapped her fingers against her chin thoughtfully. I found myself staring at her fingernails which were long and red. What was I doing here? I had a Lit paper to finish. It was a beautiful chin too I mused.
She stopped tapping her fingers. "I've got an idea," she said.
Suddenly, her hand snaked out and touched my leg.
"Uhh," was all I managed. Mrs. Stevens looked over her should towards the backyard where Jeremiah was shooting hoops. We could hear the occasional thump thump of the ball.
"I'd like you to try and find time for my son," she whispered as her hand crept up my leg. "He's very important to me," she finished as her hand grasped my member through my shorts. Needless to say I was hard.
"I can see that," I gasped.
"If you make time for him, I can make time for you," she uttered.