Chapter Twenty-Two: Jenny
- Admin
- May 15, 2018
- 6 min read

After that first kiss, Jenny and I became boyfriend and girlfriend. We continued seeing each other by me going over her house and she coming over mine and we would hang out and listen to music and go see movies, etc.
After the summer, we went back to school as Sophomores and I decided to join the Drama club and the first huge musical our club produced was South Pacific. I tried out for the part of Emile de Becque but ending up being one of the natives on the island.


Each night up to opening night, I had to rehearse and at this time, Jenny started driving and would take me and go into the theater where the audience sits and watch as we rehearsed and wait then take me home after. Part of being a native on the island was we wore very little. My costume basically came down to me wearing a loincloth, no shirt, heavy makeup to make me look fierce and I walked around barefoot. One night after rehearsal we decided to go get dinner and go to a movie. After the movie we drove over to her house and started listening to music. The album she put on was Boz Scaggs.

One of the things I loved about Jenny is she wore no makeup or lipstick. She didn't need it. She was a proverbial girl-next-door type. During this time in school, Jenny was not doing to well. Her mother was having mental health issues, and Jenny was needed to help to get her to doctor's appointments. But that night, Jenny looked HOT!. Her hair was in a ponytail, and my intentions of not trying to get her into bed were going to be tested. As long as she didn't pursue anything sexual, I knew I'd behave. If she started behaving like she was ready for sex, there would be no way for me to turn her down.

She wasn't too large up top. Her rather small ass was perfectly proportionate to overall lean figure. My mind wandered to our first walk in the park and our first kiss. And looked into her lovely bright green eyes, like myself. She went over to her stereo and put on some music. Then she put her arms around me and gave a long kiss. What I didn't expect was for her left hand to land high on my right leg...just a fraction of an inch from my cock.
I had experienced several erections during our courtship but had always been able to take care of business when I got back to the privacy of my home. This time, there was no place to hide it. That simple touch, intentional or not, caused my cock to become engorged in a matter of a few seconds.

Her hand didn't move. Did she notice? She had to. Her hand was now over the head of my hardness. I hesitated to do anything. It was up to her to instigate any further activity. She turned her head and gave me a smile. A nervous smile, but a smile. Her hand didn't leave my upper thigh, and she softly kissed my on my lips and took that hand put it underneath my t-shirt. She ran her hand all over my chest while never removing her lips from mine.
She then sat on my lap facing me and began to grind her crotch against mine and resumed her passionate kissing with her tongue probing every inch of my throat. That was enough of a hint for me. I brought her tightly against me and reached behind her to pull off her blouse. There was no resistance. The white bra she was wearing did nothing to conceal the size or shape of her tits. As expected, she wasn't that big. I was anxious to set her tits free from her bra.

I reached back to unhook her and I was a little nervous, since was my very first unhooking of a bra and had no idea how to do it, when she informed me that her bra had a front clasp. She then pushed her tits into my face.
"Not too small for you?" She asked, as I took her tits into my hands.
"Too small?" "They are damn sexy, sweetie and I may never let you wear a top again".
One of the first things I learned about her breasts were how sensitive her nipples were. Extremely sensitive. The slightest manipulation and she responded favorably. I started wondering about my own and started squeezing them and realized they also felt great. She began to kiss my chest and lick on my nipples when she saw me attempt to play with my own. She then removed my shirt.
She continued kissing my chest, moving her way to my lower abdomen. Once she reached the treasure trail, she began to unbutton and pull down my pants. It wasn't just pants. My underwear went down as well. Jen's wrapped her fingers around my aching dick.
"Oh!" She said, "wow, you're hard!" She started stroking me. I groaned when her hand worked its way down to my swollen balls. Jen rubbed them for a moment before once again wrapping her fingers around my cock. When she began pumping it was my turn to moan. I focused on her tits, sucking and licking as she stroked me. My legs were trembling and in the back of my mind, I started to worry about how fast I was going to cum.
Then she gave the head of my cock a kiss and I pulled her head back, taking a thin trail of sticky pre-cum with it. One thought raced through my mind. Blowjob!!!!

I moaned as she continued stoking my now glistening cock. Leaning forward, she ran her tongue along the length of my shaft. My hips jerked and I moaned, "Damn".
"Like that"?
I said "Shit yes".
She opened her mouth and engulfed the head of my cock. She sucked hard and I groaned at the feeling of more sticky fluid being drawn from my cock. Her lips were wrapped tightly around my shaft, her wet tongue pressing against me, caressing my hard flesh as she took me in and out of her mouth.
"Oh fuck", I moaned as she continued sucking on my cock.
Her lips were wrapped tightly around my shaft, her wet tongue pressing against me, caressing my hard flesh as she took me in and out of her mouth. Jen's eyes were staring directly into mine.
My hips started rocking, pushing my cock deeper into her mouth, but she didn't mind. As she continued, my eyes wandered down. Her long hair fanned out across my thighs and down her back and her ass moved back and forth while she blew me, and all I could think about was that this was even better than I had imagined.
She then ran her tongue down my shaft, and shocked my by licking my balls. She sucked them into her mouth and stroked my cock as she worked them with her tongue.
I moaned. "You're really good at this."
Jen opened her mouth wider and took me deeper. She paused before bobbing her head much faster. Moaning loudly, I lowered my hand to her head. Jen made loud, wet slurping sounds as she sucked harder than before, and my legs trembled as she worked her lips along my shaft.
I was now moaning continuously, my hips thrusting my cock into her mouth. Jen slipped her hand between my legs and rubbed my balls as she took me deep into her mouth again. "Oh fuck!" I yelled when my cock exploded and came into her mouth. Jen made a loud gurgling noise and squealed.

As my cock erupted in her mouth, she continued to suck, and I whimpered as each suck caused a long spurt of cum to squirt into her mouth. Jen was moaning and sucking even faster as if she loved it, and I gasped when she sucked harder, milking every drop from my spurting cock.
"Wow!" I gasped, leaning back on my elbows on the bed, fighting to catch my breath.
Jen removed my cock from her mouth and surprised me yet again by opening wide and showing me her cum-coated tongue. She closed her mouth and after making a show of swallowing. She winked.
"Did you like your blow job?"
"I'll never forget it"
"I hope not". She looked serious for a moment then smiled. Walking over to the top of the bed, she sat down and swung her long legs onto it. I watched as she slowly spread her legs and grabbed her panties, sliding it to the side just enough for me to see the edge of her smooth pink skin.
"Want to see mine?" She asked.
"Hell, yeah." I said, getting onto the bed on my hands and knees and crawling up between her legs.
I then told her. "It's your turn"
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