Author's Note: No character in this story was under 18 at the time of any sexual activity.
I saw Janet first when she transferred to my high school. My first thought was 'fragile.' It didn't seem too unusual for a new student coming to a new school. I probably would have been timid myself if I was in her shoes. I tried to make friends with her, but it wasn't easy. She wasn't much of a conversationalist answering questions with a simple 'yes' or 'no.' The only questions she asked were basic: where is the nearest girls' bathroom, where is classroom such-and-such, or where can I sit in the lunchroom so as not to disturb anyone?
For some reason, I was attracted to her. It was probably a mixture of protectiveness on one hand and lust on my part on the other. Although she was small for her age, I thought she could be quite attractive if she was a late bloomer and grew bigger and taller. Janet seemed happy that I paid attention to her without asking anything of her. When I began to sit with her at lunch, she looked perturbed. I asked why. She said she was afraid that people would think we were dating. Janet looked relieved when I told her that wasn't the case. I didn't tell her that my friends thought I was crazy spending time with the 'helpless, hopeless' chick.
She never went out on dates, refusing the few offers she got from some of the geeks. I asked her to go with a group of us to a football game, assuming being with a group might ease the social pressure. I assumed wrong. She was more scared of a group. I asked her to go with just me. Janet only agreed if she could meet me there. Even then she made a big deal of pretending to just happening to be there. Janet continued her brief conversation technique and refused to let me buy her a soda or popcorn or nachos. As soon as the game was over, she left to be picked up by her father.
By now, I was getting frustrated with our relationship if you could call it that. Then she surprised me by calling to say 'Thank you' for our non-date date. Janet seemed excited like she had just won a prize. She began to thaw gradually after that. We actually went on real dates and our conversations expanded although she became quieter when anyone else was near. Janet told me about her family. She was the youngest child and had three older brothers, all of whom were either in college or already out on their own. From what she said, I figured out that she was an 'Ooops' child. Her mother was so happy to have a girl, she was spoiled. Janet's way of dealing with so much testosterone in her house was by being quiet and not causing any trouble. Her mother was a model of submissiveness unless one of her sons dared to complain about how Janet was being treated better than he was. With her brothers gone from the house, Janet was unsure of how to deal with the world by herself.
Janet pretty much clung to me for a couple of years, using me as a safe nest from which to try out her wings. Although we were both 18 and went out together several times, I never got a kiss. I tried once to kiss her cheek and she ran frightened into her house. The next day she barely spoke to me. It took a while before she would go out with me again. Her mother had counseled her against spending too much time with me anyway. I recommended she go on a date with other boys.
Then one day, she came up to me all bubbly. She had a date -- with another boy! She felt so proud of herself. I felt like it was if she was leaving the nest. I pretended to be happy for her, but, in truth, I was jealous. She was my baby bird and I was not ready for her not to need me. But I congratulated her.
I was very anxious the night of her date. I was having trouble going to sleep when I got a text around midnight. It was from Janet. She asked if I could sneak over and talk to her. It was important. I got on my clothes and snuck out the window to my room. Her house was only a half block away and there was no one around to see me. I went to her bedroom window. She asked me to come in which surprised the heck out of me.
Janet was fully dressed and fully distressed. She immediately hugged me and cried on my shoulder. "It was so awful. Please hold me." I held her but my immediate thought was not conciliatory, it was lustful. This was the first time she ever had pressed her breasts against me. These were breasts that had grown bigger over the last couple of years.
"What's the matter?" I asked after waiting for the sobbing to decrease.
"He . . . he tried to kiss me." Her sobbing increased.
"Janet you are a beautiful girl. Boys want to kiss you."
"I know he wanted to kiss me, but I didn't want to kiss him. Besides, I don't know how to kiss."
I took my shot. "What can I do to help you?"
"Teach me how to kiss. I would like to kiss you. I feel safe with you."'
Not quite a ringing endorsement for my attractiveness. I was speechless for a minute or two. "I want to kiss you, too. Would you like me to try now?"
"Yes. Please don't be upset if I don't do it right."
"I'm sure you'll do fine. Just relax and try to do the same thing with my lips that I am doing with yours."
I figured she would be stiff and cold at first, but boy was I wrong. As soon as our lips touched, she dove into the kiss with tongue and passion. I had to stop her. She started crying. "I told you I didn't know how. That's what I have seen on TV. I'm sorry. Now you won't want to kiss me anymore."
"No, no. You just need to slow down. I was at Step 1 and you started at Step 4. You don't need to attack. Just respond to what I do with the same level of intensity. Okay?"
"You mean you're willing to try again?"
"Absolutely." We started again and this time things worked. Our lips lightly touched and when I increased pressure, she followed. I opened my mouth slightly and she did the same. Next came tips of tongues. By the time we reached Step 4, our kisses were deep and meaningful. I was hard as a rock.
"Mark, did I do better?"
"Janet, that was the best kiss I ever had. You are a fast learner."
"Does that mean you would want to kiss me again?"
I answered with another kiss. And another. And another until I had to leave before her father got up for work. I also needed time to masturbate my blue balls away.
I spent a lot of my time with Janet trying to get her to be more assertive. I had to ban her from saying, 'Tell me what to do.' I tried to give her options and then made her choose. She was not happy but usually complied. I complimented all of her attributes of which physical looks had continued to improve. She was almost always nervous, but became more and more willing to try things, even when I was not around.
Janet went on another date. I was less anxious this time. As with her first date, I got the text late at night. I went over to see a tearful Janet again. Her date and she enjoyed the kissing, but he had started groping her breasts and wanted her to take off her bra. Once again, I became her tutor again. She allowed me not only to grope her but also to put my lips on her nipples which caused her to have the first orgasm of her life. It scared her on one hand but pleased her on the other. When I told her that was natural, she asked to do it again. This time, it took me running my fingers over her panty-covered mound to induce an orgasm. She asked if there were other things I could do that would cause her to have more orgasms without having sex. I guess that's the second most favorite question every high school boy would want to hear. I shot off twice in my pants that night. We became a steady couple from that day on. I told her there was a lot to learn.
We continued our learning until it was time for college, advancing to mutual masturbation and oral sex. Her mother insisted on Janet attending the local technical college or the community college. The family couldn't afford more. Janet chose the program to become a paralegal. I went to the state college on a partial scholarship. I was in pre-law. We dated during vacations mostly. She had dated in between but volunteered that she had not gone beyond petting with any of them, even though I didn't ask. By the time she graduated in two years, I proposed, and she accepted.
She still lived at home and worked at one of the best law firms in town while I finished law school. We talked almost every night. She talked mostly about her job and how nice her bosses were. By the time I had graduated, she begged me to apply at the law firm she worked for. I agreed and went for an interview. Harlan Biggs, the first Biggs in Biggs, Biggs and LeMaster conducted the interview himself.
"Mark, I certainly feel like I already know you. Your wife is ready to get rid of me and have you take my place." We both chuckled. "I think I may get more work out of her now that she isn't daydreaming of you all the time."
"I hope I haven't caused in problems with her work . . . "
"Nonsense, I was just teasing. She had done excellent work here and it doesn't hurt that she is quite attractive." I smiled but he sent a shiver down my spine with the way he described him.