He had beaten me. Without hesitation, he slipped his fingers inside my panties and began exploring my most private parts. His confidence was renewed.
He leered as if he were giving me the greatest pleasure of my life. Suddenly, he
must have decided to get his money’s worth. He shoved his hand into his underwear and began to masturbate.
“Five minutes.” I wanted to slap his hand off me. “You really are bad at this,” I said cruelly.
His face flushed with embarrassment. He fumbled around a bit more before
stopping. “If I suck so bad, why don’t you teach me?”
“Two minutes.” I waved the phone at him.
“I have a hundred bucks if you teach me,” he pleaded.
“I am not a whore,” I snapped.
“No, like a tutor.”
Intrigued, I said, “Show me the money.” No way this college student had the
money to waste on me. I stopped the timer as he picked up his pants and dug through the pockets.
He counted out ninety-eight dollars. “This is all I have.” He crushed the bills
into my hand.
“Just your hands. No mouth, and especially not that.” I pointed at the bulge
in his tight white briefs.
“Ok, teach me.”
“Not here.” Damn it, Caitlyn. What are you doing? my inner self screamed.
“My bedroom. No one will be home for hours,” he excitedly suggested.
I sighed. “One hour. Time starts now.”
I considered reneging on the deal and leaving him, but something inside me liked his desperation. I could find out what it was like for Paul to guide and teach me.
Donald’s room was exactly as I expected. It was a comic convention. Anime
and figures lined every spare space. He quickly made his bed, covering his Star
Wars sheets.
“Would you like a drink?” he offered.
“No.” I didn’t want to give him the impression that I was interested in him at
all.
“Ok, teach me.” He stepped closer to me.
I put his hands on my breasts and gently massaged. Delicately, I squeezed my nipple.
“I can’t feel what I am doing with your sweater,” he complained.
“Fine.” I stripped my shirt and bra off.
His mouth gaped open.
“If a girl ever lets you get here, be gentle. Sucking and pinching gently, then
firmly. Listen to her body.”
He copied my demo for a few minutes.
“What about down there.” He pointed.
You asked for this, I thought. You are his teacher. Now teach.
I slid out of the rest of my clothes and placed his hand on me, I guided his
fingers. As I walked him through the steps, my body rocked against him. I was
