Helping the straight frat bro! - Part 1 (Patreon)

"Oh fuck!!!"

I heard a painful cry coming from my frat mate Connor’s room. We had been sharing a two-room apartment for over a year now. Conner had become one of my closest friends and one of the few people who knew that I was gay.

He was a 6 ft, cute blonde-haired guy. I didn’t have a crush or anything on him, but I will be lying if I said that he wasn’t charming. He had a nice friendly personality.

“Oh shit!” I heard Connor curse again. I wondered what was wrong. I ran up to his door and knocked before asking. “Are you alright?” I asked.

“Not at all, man. I’m in a really embarrassing situation right now.” He said, his voice was a bit strained.

“Can I come inside and help you somehow?” I asked.

“Yes, I could really use some help, but you have to keep this a secret.” He replied.

“You keep my secret, so I’ll keep yours.” I replied and opened the door.

What I saw was not something I ever expected.

Connor was standing naked in the room, his cock rock-hard and throbbing and a cock ring was biting into the flesh of his shaft, bruising it with a red circle of pain.

"OH shit! What have you done?" I asked, my eyes wide in surprise. My eyes were fixated on his enlarged cockhead, which was red and pulsating. As he held the shaft near its base, his face contorted in agony and disgrace.

“I’ll explain everything, please help me now.” He said.

I rushed forward to take a closer look. "Move your hands, let me see," I said.

Connor dropped his hands, ashamed and a bit relieved at the same time. He seemed to regret whatever he was doing. His circumcised cock was big around 8 inches, the cock ring and seemed too small for his size. It looked like he got the wrong size, and the cock ring was now stuck on his shaft.

His cock was painfully hard, the veins on his thick shaft bulging and throbbing, capped with a huge bulb-like head.

I was taking in his bare body, lean muscles, and strong arms. Even his pubic hair was nicely shaved, almost non-existent, making his balls look big and heavy.

I drew in a breath to calm myself and not get aroused by the sight.

“Let me see.” I said and reached out to hold his length in my right hand, his thick and hot shaft pulsating in my hand, while I gently examined the skin around the ring.

There was no way it would come off without the erection completely subsiding, and the way Connor’s cock throbbed in my hand showed no sign of softening.

He was in much pain but also embarrassed to death. I didn’t utter a word to embarrass him further and just let my right hand move down.

“How did this happen?” I asked.

“Well, I read online that wearing a cock ring can make erections more powerful. It will be fun, I thought. Well, it was fun for a few seconds before my cock got too hard and the ring turned out to be too small for my size.” He explained.

Now it all made sense. "We need to get your dick back to its normal size. Can you think of something frightening or disgusting to lose the erection?"

"I tried, but it didn't work. It's probably 15 minutes now, and I can't bear it anymore, and my erection still won't go down."

"Hmmm. It looks like you have to cum for it to subside. Did you try to... you know... like… jacking off?"

"I tried that too," Connor whined. "But I can't use my hands you know... because the skin near the ring hurts really bad."

An idea popped into my mind. There was another way of making him cum without making his skin pull but it sounded very stupid. I didn’t know he’d agree but I had to try.

I looked at his dick for a few seconds and then back up at his face. "Well, we'll have to use a different method then."

Connor nodded. “Well, I’ll agree to anything, just need to get this thing off.”

I dropped to my knees before him. “Now, we know that the only way to get a ring off is by getting your dick soft. You can’t jerk off because it's painful, but I have a remedy, promise me you won’t back off.” I said, trying to sound serious.

“I promise, please help me."

"Stay as you are, I’ll give you a blowjob and make you cum," I said, and then I reached forward to wrap my hand around the lower part of his shaft. “I hope you won’t have any problem with it.”

He winced in pain and then spoke. “Fine, I’ll do it. But promise me you’ll never tell anyone about this. I don’t want anyone to find out that my cock was stuck in a cock, and you had to suck my cock to get it out.”

“I promise, my mouth will be zipped forever.” I wouldn’t lie that cock had my mouth watering already. I had never expected to see Connor naked and now I was going to give him a blowjob.

I nodded to myself, took a deep breath, and then opened my mouth wide.

I heard him audibly gasp as I closed my eyes and took the tip of his cock in my mouth. His body shook up in a mixture of pain and pleasure, and he let out a moan, reaching down to grab my head.

My other hand was moving down towards his balls until I cupped and kneaded them very gently. “Is it painful?” I pulled my mouth off his dick and asked.

“Not at all. I think it might work.” Connor replied, his face flush with embarrassment.

I returned to sucking on his tip. My tongue languidly circled the tingling tip of Connor’s dick, and soon some precum dribbled out of his dick and landed on my lips. I gasped a little when I tasted the salty flavor of his pre.

I sucked him in a few different strokes, first sucking his tip like a lollipop, then flicking the tip of my tongue against the frenulum, and lastly just rubbing my tongue flat against the leaky slit and tip to bring him close to climax. All this while, I felt my own desire for his cock get wilder with each passing second.

Immediately after placing his cock in my mouth, I began softly sucking him, taking pleasure in it as well. My own saliva dripped down my chin as my lips pursed around Connor’s tip, and I sucked his tip like a lollipop once more. My own cock had grown hard in my jeans.

Then it was the second technique again. My soft and wet tongue glided along the sensitive underside. It was his most sensitive spot, I understood that from the way Connor reacted and moaned in reaction to my sucking.

“I can feel the pressure rising, man.” He said, I think I’m close.

His hips and knees were shaking now. I licked and sucked faster. His hips quivering more. His whole body shook as I lavishly sucked his cock. He was groaning and whimpering. I softly ran my fingers over his balls, stimulating them as well.

“Here it comes.” He moaned.

Then it was as if a large dam had burst. "AAAAGHH!" Connor groaned as he shot a huge load of cum. Burst after burst of semen erupted out of his cock, with a huge rush of pleasure and pain shaking his body.

I wasn’t able to get him out of my mouth in time, it wasn’t like I wanted to. So, Connor shot the first few loads into my mouth. His sweet flavor made me groan in delight. Fuck, that was a tasty cum. I gulped it down quickly.

But then I reluctantly pulled away, as if not really wanting to show him that I had enjoyed it. But that didn’t help either; some of Connor’s cum shot against my face and landed on my cheeks.

I couldn't believe the speed and intensity of his release.

I found the way his body twisted and bucked as he shot his load to be fascinating. I had to use all of my self-restraint to prevent myself from grabbing and sucking his cock as it erupted. Instead, I let my left hand stay, cupping Connor’s balls.

When Connor was done, I gently left his balls hanging.

As Connor’s cock gradually softened, I gently removed the cock ring from his shaft with care. The ring had left a reddish mark around his shaft.

“Thanks, man. I owe you a big one.” Connor replied, sitting down on the bed and taking a breath of relief as he looked at his now soft cock which had turned smaller. Connor was a grower.

I felt like I was drawn to his dick, even soft it looked so suckable. "How does it feel now?" I asked in a professional tone, as if examining a patient. Stepping forward, I took his dick in my hand once more, pretending to examine it.

A drop of cum still clung to the tip. I calmly spread it onto his tip. "Is it aching as much as it did before?" I asked, looking at him sharply.

"No," Connor replied. "Just a little sore, I hope the mark will heal."

“Don’t worry about the red mark, it will go away in a couple of days, but I suggest that you should see a doctor.”

“You’re right. I’ll visit a doctor in the evening.” He spoke. “And I hope my secret will be safe with you.”

“Trust me, bro. Like I trust you with my secret.” I raised my hand in a fist bump, and he bumped back. “We’re cool, right.”

“Of course.” He chuckled. But we both knew that things weren’t going to be the same after this. I had sucked his cock after all and swallowed his cum.

“I never expected to get a blowjob from a guy.” He laughed.

I laughed back. “Well, there's a first time for everything. You should take some rest.” I said, still looking at his cock as I walked away, though internally I yearned to linger.

"Sure, Man. Thanks, again." He stammered.

I headed straight to my room, my hand already reaching for my throbbing cock as I closed my eyes to look back at the image of Connor’s throbbing hot meat in my hand, growing thicker and thicker. It didn't take long for my own desire to blossom in the form of a huge orgasm.

I wondered what lay ahead of us.