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Chapter 3: My Third Gay Experience — With My Straight Boss, Jason

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

After high school, I planned a gap year. I found employment at a local restaurant, McDannys, and loved the work despite crap pay and long working hours.

My slim boss, twenty-year-old Jason, stood six feet three with long brown hair and dated his high school sweetheart.

Jason and I often enjoyed an after-work drink together. In the beginning, we shared a few drinks, but as the months passed, we stayed late, sometimes until three o’clock in the morning.

I grew fond of Jason despite not fancying him at first. I warmed to his gentle nature and playfulness and enjoyed our late-night drinking together. A few months into the role, I masturbated, fantasizing over sucking his cock.

He received a better job offer, and the news saddened me. We continued drinking together alone in the restaurant, and I counted the days until he left.

On his last shift, we drank at the back of the bar. With him, I experienced sexual energy, playful, not dirty.

He gazed into my eyes, “It’s up to you,” and I understood what he meant.

We kissed. I moved my hand over Jason’s chest and rubbed his stiff dick. He caressed my crotch, and my trousers fell to the floor. On two feet, bent at the knee, he slipped my underwear off by the sides, causing my hard cock to slap my abs.

Jason gazed at me, brought his terrific wet mouth over my dick — magnitudes better than Shaun’s small mouth. Jason’s fist moved in long strokes on my rod and massaged my head with his tongue.

Having never sucked a cock, I wanted to suck him. I gestured my hand toward his knob. He stood, and I kneeled before him. I pulled his underpants to his thighs, and his hard dick popped towards me. His thin six-inch uncut cock nested in bushy pubes, and his peehole peeked through his foreskin. While taking his entire knob, I pulled his cheeks apart, working my fingers around his hole.

Jason kneeled before me and sucked my cock and licked my balls. He placed each big nut in his mouth and never hurt me, even though I feared he might.

Jason’s finger moved past my sack and rubbed my asshole. While sucking my cock, he lifted my legs and brushed my hole. He circled my sphincter, wet his fingertip, and worked his saliva into my rosebud. Tickled, I giggled. He grinned, lubed his thumb, whirled around my hole, and pressed into me.

“Get on your knees and spread your cheeks,” he said.

A warm sensation flooded and wet my ass.

“What are you doing?” I asked.

He mumbled something.

“What did you say?”

The wetness disappeared. “Enjoy it,” Jason replied, and his mouth returned. I understood he gifted me with my first rim job.

His thumb pressed on my asshole, stopped, and penetrated. He pushed two thumbs into me, and his abs brushed my cheeks, and I recognized his cock lay buried inside me and not his thumbs.

I am not sure how he entered my hole without lube. Maybe the alcohol helped.

He fucked me, but I received no pleasure. I assumed each guy sacrificed his ass for a turn shagging, as seen in my first bisexual video.

Wanting to fuck him, I tried standing, and he pushed on my lower back. “Stay still. I want to finish.”

The word “finish” rang an alarm bell for me. I stood, and his cock popped out of my ass.

Turning to Jason, “I’ve never fucked and want to fuck you.”

“Serious?”

His question confused me, “Yeah, I’m a virgin.”

“I only give. Your cock’s much bigger than mine.”

I hated being fucked and continued hoping he might let me fuck him. He made me angry, and I focused on his rejection, with my judgment clouded by alcohol.

“Let’s call it a night. The restaurant opens in a few hours,” I said.

He appeared surprised and wanted to continue. I observed him charm women, and his persuasive, charming, and gentle demeanor might prove powerless with me.

He sighed, “I was enjoying it, but I’m cool going home.”

I gave him a half-hearted grin and ignored him. We dressed, I locked the restaurant, and he returned his keys.

“I enjoyed working with you,” he said.

I showed him a weak grin and walked home.

A year later, I passed him in town with his girlfriend, and he ignored me. I never found him on Facebook.

I started a better job in another restaurant a few weeks later with flexible hours. My social life received a massive upgrade.

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Published in18 to 21 Years OldGay Fiction BooksMy Gay Sexual Awakening