Kelly's Diary 100 - Youth Night Fun
Copyright© 2024 by Kelly85
Chapter 3: Building Jeremy’s Self-Confidence
Coming of Age Sex Story: Chapter 3: Building Jeremy’s Self-Confidence - I'd known Jeremy for years but at just sixteen he was off-limits - or was he?
Caution: This Coming of Age Sex Story contains strong sexual content, including mt/Fa Consensual True Story Oral Sex
At that moment I wanted to make him feel better, to restore his confidence and make him realize what a good boy he really was. I hated seeing him this way, his self-esteem crushed and confidence in the tank. I didn’t even think about his age. After all, he was almost seventeen and was taller than me! Besides, this wasn’t for me, it was for Jeremy.
I smiled at him and softly said, “Do you really want to kiss a girl Jeremy?” I paused as he looked at me curiously and then continued, “I mean, would you like to kiss me?”
Jeremy’s eyes widened like saucers. “You?” he stammered, “I mean, you want me to kiss you?”
I knew he would never say more so I just leaned over and kissed him gently on the lips. He was as stiff as a board and his lips were tightly closed but he didn’t pull away either. After a few seconds I leaned back again and smiled at him saying, “Now that wasn’t so hard, was it?”
Jeremy licked his lips and stared at me as if he didn’t believe that I had actually kissed him! I kept a smile on my face as I leaned forward again and put my face up next to his. “Relax, nobody ever died from kissing a girl.”
Once again my lips met his and this time they softened up a bit and then he pressed back against me. I opened my mouth just enough to let my tongue touch his lips but he kept his mouth tightly closed.
“Open your mouth a little Jeremy,” I said softly, “let your tongue touch mine.”
His lips parted just a small amount and I pushed my tongue between them. I ran my tongue along his lips as he sat there frozen in place, as if he was afraid to move and break whatever spell was being cast. As I continued to explore his mouth with my tongue I felt his reaching forward and it touched mine gingerly. He was so awkward it was actually a bit erotic for me! We kissed like this for a little but until we parted to let him catch his breath. The poor kid was holding his breath the whole time!
“Well Jeremy, did you like that?” I asked.
Jeremy nodded and he bit his lower lip as his eyes instinctively wandered from my face to my chest. The kid had always had a fascination with my boobs! It was at that moment I decided I was going to do something young Jeremy would remember for the rest of life. I was going to let him fuck me and the more I thought about it the more convinced I became it was the perfectly right thing to do. I knew every boy in his class wanted to fuck me and nothing would boost poor Jeremy’s ego to be the only one to actually do it!
The only problem was I knew we didn’t have much time as people would start to miss us before long. Nobody used this room at night so I knew we would not be disturbed but even so I wished I’d shut the door when I came in although that may have drawn attention. We were seated out of sight from the hallway so if we kept quiet the odds of anyway catching us were almost zero.
My pussy felt a familiar twinge as the realization of what I was about to do suddenly struck me. The thought that Jeremy might refuse me never even crossed my mind - he was a sixteen year old boy after all, and I’d never met a teenage boy yet that wouldn’t fuck me given the chance!
Jeremy looked uncertain now and so I took his hands in mine again and squeezed them. “I know you like my boobs Jeremy.”
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