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Chapter 3
by willtann
What tactic should I try now?
Keep trying to make the con work.
So she saw a weakness in my logic, big deal. I wasn't going to let this opportunity pass without giving it everything I had.
"Unlike Pete, I can manage the aftereffects. With all the work I'm already putting into preparing these sessions, I thought you would appreciate the chance to learn the material before you fell over exhausted from sleep deprivation. But if you'd rather fail..." I began packing up my books.
"Please, just hold on for a second. Don't you think sleeping with you just to stay awake is a little ****?"
"That depends entirely on how committed you are to your future."
"But Pete is my future. I love him."
Hearing that stung more than it should have considering how selfish I was being. But I kept muscling through because I couldn't laugh it off after berating her like I had. Our friendship was going to end once she'd had time to think about what I'd said when she was fully conscious. I might as well get the sex. "And I'm sure Pete loves you. He would want you to do what's best for yourself."
Jess stood still for a moment, thinking. After what seemed like an eternity to me, she wiped her hands down her face and said, "Okay, but I don't feel comfortable doing it here. It needs to be at the apartment. Then we can finish studying."
"That should be fine." I hurried to finish packing all of our stuff and guide her out of the library before she could change her mind. We walked the five minutes to the apartment the three of us shared. I hoped Pete would still be asleep so he couldn't talk Jess out of the ridiculous idea I'd managed to convince her of. After years, my fantasies were about to become reality. Part of me even hoped this was the push Jess and I needed to get together.
We entered the apartment through the front door. I could hear Pete snoring from the room he shared with Jess. "We should do it in my room so we don't disturb him." She nodded, walked through the door to my room and made her way to my bed stripping off her shoes and pants as she went. I followed closely behind. She fell onto the bed, pulled her panties off, then looked at me for the first time since we left the library.
"Just don't fall asleep after. We still have more studying to do."
"I promise."
With that sentence, I crawled up my bed until I was on top of her. I took a moment to line up my penis with her vagina, then looked into her face to see if she was ready. Part of me still wanted this moment to be romantic. But her eyes were squeezed shut, like she didn't want to look at me. I hesitated, then pushed into her. She let out a little groan. I stopped impaled in her.
"Are you okay?" I asked.
"Yeah. Just keep going."
"The whole point of this is for you to orgasm."
"I'll get there. Just keep going."
I tried to think of all the ways I knew of to get women aroused (unfortunately, most of my knowledge came from books instead of experience). I massaged her breasts, kissed all around her face and neck, tried to vary my pace, but she remained quiet except for the occasional grunt when I pushed harder. So, I started hammering her with my dick, shaking the bed and eliciting more of the grunts and groans that were my only guidelines. Pretty quickly I was about to fun and she was pushing against my chest telling me to slow down. I ejaculated in her vagina less than three minutes after we started.
"Did you come?"
She started crying. "I can't believe I let you do that. What is Pete going to think of me?"
"Don't worry. He'll understand. We really should get you to fun though."
"No. I can't do this." She pushed me until I let her up. "I'm really sorry. I know you mean well, but I made a big mistake letting you do this."
"How can I make you feel better?"
"You can't. I'm sorry."
And with that, she left to go sleep with her boyfriend.
When Pete found out what had happened, he disappeared. I guess he didn't want to forgive either of us. I thought that might make Jess come back to me, but she disappeared as well. I haven't seen either of them since it happened, which was about five years ago.
Should I turn to the present or look at more trials from the past?
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Doctor's Orders
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