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Chapter 2: My Second Gay Experience — With Nerdy Straight Boy Shaun

My Gay Sexual Awakening 18 to 21 Years Old
My Gay Sexual Awakening 18 to 21 Years Old Book Cover

A few weeks after my first meet with Brad in high school, Don and I fell out, as young, dumb kids do. A ridiculous fight over whether flip-flops with jeans presented acceptable fashion. We quit hanging out, and, as a result, I hung out less with Brad.

I was friendly with an immature, tall, and skinny friend in Geography-class named Shaun, a total geek with thick glasses. Good-looking guy friends appealed to me — I fantasized over them. Shaun never appealed to me.

He invited me to a sleepover at his house. We dined with his family, and he and I played cards in his bedroom for hours. Later he showered while I enjoyed a game of solitaire and washed after him.

I dried, wrapped a towel around me, and returned to his room with Shaun gone. I grabbed clean clothes from my bag, dressed and relaxed on his bed, starting a game of solitaire.

He appeared from under the mattress, laughing. I never understood why he hid but considered he spied on me dressing.

“Did I frighten you?” Shaun gazed into my eyes with a guilty smirk.

Shaun slept on his single bed, and me on a soft sleeping bag on the floor, with blankets and a pillow. He turned off the light, and we climbed under the covers.

“Have you seen any good porn?” he asked.

“Not for a while. Do you have any?”

He switched on a flashlight and returned with a stack of mini magazines with the label “Private” on the cover.

Shaun dropped the porn next to me, handed me the flashlight, and grabbed one for himself. I browsed through the covers and discovered a smoking-hot blond guy that gave me a semi boner.

I paged, searching for the dude on the cover, and found him sucking another guy. Fearing Shaun might catch me, I turned the page, and the same guy enjoyed a cock in the ass while the chick sucked him. My knob jumped to full attention.

I glanced at Shaun, “I’ve never seen this porn. Do people do this?”

“I bought that one accidentally. It looks normal on the cover.”

I wanted to flip through the entire magazine without Shaun being aware. I placed the bisexual mag close beside me, grabbed a straight one, and paged, searching for a good-looking dude. Having found a hot tanned blond guy, I remarked, “This girl is nice,” and pointed to the woman sucking his cock. I removed my shorts and stroked my throbbing dick.

Shaun lay on his bed, staring at me, jerking my knob.

“Are you going to jerk off too?” I asked.

“I don’t enjoy doing it to myself. Someone else must do it. It feels so much better.”

“I’ve never had another person jerk me.”

“It’s fantastic. I lay with one of those mags and enjoyed it.”

“I’d love getting my cock jerked for me,” I replied, not hinting, plotting to sneak a peek at the bisexual magazine when Shaun fell asleep.

His voice trembled. “I can jerk yours if you do mine too.” I daydreamed, “Only if you want to.”

Without looking at Shaun, “I’d love a hand job, and someone else makes me cum, but after I finish, I lose interest. What if I jerk you next time?”

His voice pitched higher. “Ah-ha.”

With straight porn in one hand and a torch in the other, Shaun’s icy palm grasped my dick. I wanted to view him jerking me but required light. Instead, I positioned the magazine to view my knob and angled the torch without being obvious.

Shaun’s jerking technique sucked; I preferred jerking in long motions. He treated my cock as a saltshaker. I closed the magazine and grabbed my knob, moving his hand.

I masturbated how I enjoyed and told him, “Do it how I’m doing.”

“Okay.”

I lay back with the porn, and Shaun’s technique improved. He jerked his cock with his other hand.

He reminded me of being into me, how I doted over Brad. I wondered if he might do more. “I’d love to get a blow job one day,” I said.

Shaun’s voice peaked higher and trembled. “Ah-ha.”

“Why don’t you suck me, and I’ll do you next time?”

“Okay.”

I enjoyed his warm, wet mouth wrapped around my knob, even though I learned later his blowjob sucked. His small mouth struggled, swallowing my cock deep. With Shaun focused on sucking me, I grabbed the bi magazine, placing a straight one in front. He devoured my dick, and I reveled in a picture of a guy bending, being fucked in the ass while licking a girl’s pussy.

I thrust into his face and blew my load without considering whether Shaun wanted to swallow. He stopped sucking and spat out my sperm.

I glared at him, “Does it taste awful?”

He washed his mouth in the basin. I tucked the bisexual magazine in my sleeping bag and crawled under the covers.

“Sorry I came in your mouth. I enjoyed myself and forgot where I was cumming.”

He smirked, “It’s okay.”

“Are you going to jerk off now?” I set myself into a trap.

“Someone else needs to do it.”

Not horny, I sighed and climbed out of my sleeping bag, “Pull out your cock.”

He dropped his shorts, exposing a tiny four-inch hard dick, thin shaft, and an anteater foreskin, with small, three-quarter-inch balls.

“Lie on your back and move over,” I lay next to him, my right hand working his cock. “Are you close?”

“I’m getting there, don’t stop.”

Shaun’s dick, too small to jerk with four fingers, I used two and my thumb, an unnatural motion for me. “My hand’s sore.”

“Lie on here on your left side,” he pointed to his bed.

He lay in front of me, my right hand more comfortable massaging his cock; and positioned my dick by his asshole. He rubbed my foreskin with two fingers while I jerked him, and my knob stiffened. I kicked my shorts and underwear to the floor. My boner pressed against his ass, and Shaun motioned his clenched cheeks toward me. I enjoyed the friction and shoved my cock forward but entered no further than his hole entrance.

Pushing my dick harder into Shaun, he shot his load across my sleeping bag. I continued driving my cock against Shaun’s ass, and he never stopped me. My cock soaked with saliva; I shoved my knob against his ass with no luck. I wet more of my dick and lubricated near his hole.

“What’s that,” he asked?

“My fingers are wet.” I pushed against his wetter ass and incorrectly considered I made progress.

“Let’s go to sleep.”

Disappointed, “Can you clean your mess from my sleeping bag?” He wiped his cum with a tissue, and we both climbed into bed.

In the morning, I left after we woke, walked home, and we never hung out again.

I found him on Facebook, and he married a heifer and has four kids. I cannot work out if he is bisexual, a closet gay person, or a teenager experimenting in high school.

Thin geeky guys never appealed to me but developed. I never enjoyed Shaun’s cock and found no pleasure in a small dick.

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Published in18 to 21 Years OldGay Fiction BooksMy Gay Sexual Awakening