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She watched me suspiciously, her legs still splayed apart. I kicked off my shoes and pulled off my socks. I unbuttoned my jeans, pulled down the fly and yanked them down.
Her eyes grew wider as I stood before her in my jockey shorts and Red Sox jersey. My raging hard-on threatened to burst through my jockey shorts.
In a moment, my jersey was on the floor and my fingers were on the waistband of my underwear.
"You're not going to take those OFF, are you?" she asked with a wail.
"Of course, little lady -- I'm going to make your pussy mine!" I asserted with a swagger.
"NO -- NO! You CAN'T DO THIS TO ME, Derek!" she screeched.
"Just watch me, baby," I retorted. With that, I pulled my jockey shorts off and threw them aside.
My rigid boner was pointing toward the ceiling. I thought I heard a gasp from Holly's direction.
As I knelt back on the bed, she clamped her knees together.
"You don't want me to have to pry those apart," I said mockingly, "I have a package to deliver to you, so open up the mailbox!"
I gently prodded her legs apart, and she gave in with a whimper. Her hairless cleft was so inviting, I couldn't wait to get my cock inside of it. My dream girl was about to be mine.
I hope it's worth the prison time, my inner voice taunted me.
With my knees between hers, I began to massage Holly's breasts with my palms. She wiggled from side to side as if to escape my touch, but it just made her tits jiggle and got me more excited.
"I have to have you," I said calmly, "I've wanted this for so long."
Holly stopped struggling and looked up at my face. A tear leaked from her eye and she began to tremble. "Don't send me to hell," she whispered obliquely.
I took her wrist in my hand and guided it toward my cock. I wrapped her fingers around my erect penis.
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I could feel her hand shaking as she held my prick. It was almost more erotic than having her stroke it.
"Okay, baby, I'm going to get lined up with you, and I want you to guide me in," I directed.
"You're going to have to be the one to do it," she replied quietly.
I nodded my assent. She may -- or may not -- want me to do this, but given her neurotic fears, she couldn't admit as much by helping me to enter her.
I took the lead and removed her hand from my cock, but kept her hand in mine. I used my other hand to guide my cock to her pussy. Once there was contact, I rubbed my dick up and down her moist slit to lubricate my manhood.
"Holly, you've always been my dream girl. Now I'm going to make you my woman," I told her honestly.
I pushed gently against her folds with my stiff and slick penis. I thought I felt her raise her hips toward mine, but the movement was so slight that it might have been an involuntary twitch.
"Holly, if you're really a virgin, this might hurt -- but only for a minute. Don't try to stop me. I've gone too far to pull back now."
I gulped with a strange mixture of trepidation and anticipation.
I pushed forward with my hips, feeling her slick labia spread apart to accept my aching, throbbing cock. I pushed part-way in and hit a barrier. She was a virgin indeed!
I grasped her ass cheeks and pulled her toward me. She stiffened and inhaled a sharp, wincing intake of breath. I held still for a moment.
Suddenly, my cock slid deeper inside her. I had taken her cherry! I began thrusting vigorously.
"Now you're mine, Holly, and I'm gonna spray my seed inside you. I don't fuckin' care if you get pregnant." I put my arms around her shoulders and squeezed her toward me.
