Adventures From My Gay Sex Life - Cover

Adventures From My Gay Sex Life

Copyright© 2025 by auntybob

Chapter 2

Erotica Sex Story: Chapter 2 - A gay teen explores his newfound sexuality.

Caution: This Erotica Sex Story contains strong sexual content, including Gay  

My mind was still reeling from what had just happened to me. The feeling of elation was lingering, and making my body tingle. I felt his finger pushing deep up my arse, it was uncomfortable, but also strangely pleasant at the same time. I didn’t realise that more discomfort was on the way. He pulled his finger out, and I immediately felt the tip of his stiff cock press against my hole.

Pain swept through me with a suddenness and intensity that took my breath away. I couldn’t help myself, I cried out in agony. He quickly put his hand over my mouth and hissed, ‘Quiet kid. The whole fucking world will hear.’ I thought he was going to tear me in half as he shoved his cock up my arse. I continued to shriek, but my cries were muffled by his hand tightly cupped over my mouth. ‘Shut up, just take it.’

I had no choice in the matter. He had me pressed hard against the wall, and his arms were around me. I just stood there and took it. Each thrust up my arse felt like my hole was on fire, I felt tears welling up in my eyes. I didn’t realise it at the time, but I was being raped. His breathing was loud in my ears, I could feel each gasp, warm on my neck.

‘I’m cumming, I’m cumming.’

Then he grunted and just stopped thrusting up me. He had squirted his spunk inside me. Without saying anything, he pulled out of me and tidied himself up. Then he opened the door a little, peered out to make sure that it was clear. ‘Thanks, nice fuck.’ Then he was gone. I stood there, not moving for a few seconds, feeling his spunk dripping out of my arse and running down my leg. I finally got myself together and left the cubicle, the pain was subsiding as I walked over to the bike shed. Then I remembered that I had left my rucksack in my locker. I made my way over to the main building as the pain slowly ebbed away.

I reached my locker, just as one of the teachers came along the corridor.

‘You’re late O’Brien. Chess club?’

I wasn’t sure if he could see my discomfort and embarrassment written on my face.

‘Err, no sir. Just forgot my rucksack.’

‘OK then. See you tomorrow. Good evening O’Brien.’

Could he tell, did he know what had just happened to me? Should I tell him?

The embarrassment and shame was too much. I kept my mouth shut.

I cycled off home on my bike, promising myself that I would never let that happen again. Sitting on that hard bicycle seat was uncomfortable. I vowed to ensure that I would not feel that pain ever again.

Some “research” on the internet, showed me that sticking your cock up a man’s arse, was an integral part of being gay. a basic requirement. That was a total surprise to me and again it shows just how naive I was. It quickly dawned on me that any uncertainty, was gone, I was gay. Part of that lifestyle was anal intercourse. A whole new world was being revealed. One which I was not yet ready for, but one that I was eager to embrace wholeheartedly. Going by all the gay video clips that I watched, anal sex was intensely pleasurable. What would we do without the internet?

I embarked on a plan of action that would prepare me for the sexual encounters I now yearned for. I decided to “break myself in.”

The very next day, I was searching for things to insert in to my arse so that I could accept a cock without the pain. I had a look at the various bottles in the bathroom cabinet. There was a vast assortment of shapes and sizes, all either my mum’s or Maya’s. I settled on one. It was Maya’s Umbro Anti-perspirant. It looked just the right sort of size I imagined a small cock would be. It was certainly smaller than my own erect cock. I also made use of the tub of Vaseline to ease things along. Over the next few weeks, I eased that deodorant bottle, in and out of my Vaselined arse, repeatedly. It hurt at first, but gradually, the pain eased and was replaced with a very pleasant sensation. In fact it got more and more pleasant, so much so, that I found myself cumming easily. Time after time, when in the bathroom for a shower, I’d have the bottle up my arse and be masturbating like mad.

It escalated to a point, quite quickly, when I could use a bigger bottle with no pain at all, only intense pleasure. I reckon, that I had “trained” my hole enough, so that it could take one of those black monster cocks, so common on the websites I visit.

Maybe one day, I’d be lucky enough to have the real thing up me. And so, at the tender age of fifteen, I decided to fully embrace my new-found sexual desires, and capabilities, to explore, to whole-heartedly engage with the gay lifestyle that had been bestowed upon me.

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