Gay Sex One Shot 🔞

First Anal, with a MAN 2

I followed him upstairs, into his bedroom. He had his clothes off so quickly, I'd not had time to even enter his room. I looked at the limp, sagging skin that was his uncut cock and nut sack.

I pulled my clothes off, went over, and dropped to my knees, taking him into my mouth. I happily suckled his cock, impressed that I could feel it already getting firmer in my mouth.

"On the bed" he said, pulling out of my mouth.

As I climbed on, he asked if we could sixty-nine. I paused, and replied," Yup, and I brought a tube of lube...."

"Get it" was all he said.

I climbed off the bed, two steps to my shorts, retrieved the tube, turned, climbed face down on top of him, handing him the tube.

I took his cock into my mouth. I loved sucking on him. I enjoyed being in Fred's mouth, the action of his tongue on my cock head was having the desired effect, as I felt it begin to engorge.

I pushed my head down, taking him in to the root of his cock, my lips pressed against the bottom. As I lay there, I felt his lubed finger at my ass. It felt nice, but the thickening piece of meat in my mouth tasted and felt better.

He popped his finger in my ass. It felt nice, he didn't just push his finger in, but moved it side to side, back and forth, he was giving my hole quite a workout, as he sucked on me.

"Mmmmm" was all I could say, my mouth being full if uncut cock.

Fred added a second finger, stretching my hole.

I still had him buried in my mouth, his now lengthening, thick cock, was entering my throat, threatening to make me gag.

But in the five days since I'd last seen him, I'd practiced with an eight inch life-like plastic penis, trying to take it all. It had taken a couple of days, but I found, that if I took my time, I could slowly ease that thick piece of plastic past my gag reflex, into my throat.

I hoped to put my practice to test, on Fred.

I bobbed on his cock, as he reamed me. He briefly pulled out of me, I think to get more lube, and upon re-entry, I felt that he'd added a third finger. It felt...full, quite nice. I was glad I'd cleaned myself out for him. His face, inches from y ass, as he blew me, might not have been too pleasant, had I not.

My saliva had coated his cock quite well, I cupped his balls, took a deep breath, and began my downward journey on his cock.

I went slow, and felt his head hit the back of my throat. My gag reflex hadn't kicked in yet. I pushed more, and felt the head pop into my throat. My gag reflex was thinking about putting an end to this incursion, but I needed to take him all.

The mouthful of loose skin on his cock was starting to tighten as he thickened and lengthened. He was really quite big. I pushed in slowly, the end of his cock continuing into my throat.

I noticed Fred had stopped finger fucking my ass, although he was still very gently suckling my cock.

I pulled off him, "You alright?"

"Yes! Don't stop", he replied

I quickly jammed my face down, swallowing his cock. All slimy from my previous throating, it slid past my gag reflex, entered my throat, and stopped when my lips pressed against the skin at the base of his cock.

We both stopped.

"Mmmmmm." I heard and felt Fred's moaning around my cock.

I stayed still, keeping him all in me. After a long time, but really probably only thirty or forty-five seconds, I pulled back, to get a breath, my lips tight on his cock.



I took a breath, tightened my lips about the thick stalk in my mouth, and, applying suction, sucked him as hard as I could manage, drawing him all the way in, until my lips held the base of that beautiful cock.

I was elated that I took Fred as deep as I did.

Apparently, Fred was also, as I felt the sweet, salty taste of his cum filling my mouth, as Fred suddenly started sucking me fast and hard.

I pulled off him slightly, to swallow, the dropped back for more. I couldn't believe the amount of cum he was feeding me! I repeated my withdrawal and return to sucking, to receive yet another huge mouthful. I was beginning to worry...the wild thought came flashing through my mind..." has anyone ever drowned from too much cum?"

I eased my head back, as his cock continued to ooze it's tasty offering. I applied suction, my lips tight on him, to swallow all that I could.

I rolled off of Fred, quite exhausted. What a workout I'd had.

Fred pulled his fingers from my asshole. I missed the feeling of being stretched.

Fred was silent.

"Are you okay?" I asked him.

"Mmm, yes. Very. Did you have me all the way in to your throat?" he asked.

"Yes" I replied "My lips were wrapped around the base of your cock, the head lodged in my throat."

"Thought so. No one's ever managed that before. It really felt nice, especially feeling your throat contract on my cock as you swallowed."

"Not like I had a choice, ha ha, it was swallow, drown, or gag." I said" I decided to swallow. Love all your cum. That was a HUGE amount that you shot, I wasn't prepared for all that."

"Well, that was three days' worth."

"Wow. I hope you will save it for me the next time, it was nice. I enjoyed being your cum receptacle."

I got dressed, Fred picked up a towel to wipe of what my lips had missed.

I left right away. Couldn't wait to return.

It was over two months before I was able to get back with Fred. Not for lack of trying. I'd sent several emails to him, but received no response. Disappointed, but hungry for cum, I looked for some way to get safe, clean, disease free cum. Craigslist no longer allowed personals. I could find no way to find other, interested guys.

After a couple more weeks with no luck, in desperation, I tried emailing Fred, knowing I'd get no response.

The next morning, while reviewing, my emails, I was shocked to find a response from Fred. He told me they'd moved, and between packing, moving, unpacking, and getting new internet set up, he'd had no way to contact me, or answer emails.

He asked if I was still interested, which, of course, I was.

It took me about 25 minutes to get to his new house. I parked in front, Fred opened the front door as I got out of my vehicle. He was in a light bathrobe, barefoot.

He said nothing as he opened the door. He turned away as I closed the door, heading into the house. I took off my shoes, and followed.

Up a flight of stairs, I found us in a nice bedroom, roomier than at his old house.

Fred had taken off his robe, standing by the bed, waiting for me. I took off my tee shirt, hanging it on the corner of his closet door. I peeled down my shorts. I wore no underwear. Why bother? I hung my shorts on the door.

Turning to him, I found him already on his back, legs slightly spread, looking at me.

Silently, I knelt between his legs. I stroked his legs lightly, easing them apart.

I leaned in, my mouth opening to receive his soft, uncut cock. My tongue made first contact. I carefully inserted the tip of my tongue into the foreskin hiding the hole at the tip of his cock. I lightly touched the hole pushing slowly around the head, stretching the foreskin aside. Using only my lips, I exposed more of the head. I moved the loose skin aside as I took more of the head into my mouth. The shaft was firming in my mouth.

This was the exciting part of cock sucking for me. A cock getting excited and thickening in my mouth, all due to my actions. This one was all the much more exciting, because of how thick it was. The head was thick, it filled my mouth nicely. The further I slid my lips towards the base, the thicker it got. At the base. Hmmm. Nirvana. A nice, thick, throat filling, chocking stalk of flesh. All for my enjoyment.

I applied suction, and slowly pulled my head back to the tip of his head. I tongued the head, ran my tongue around the inside of his foreskin, stretching the foreskin away from the shaft. I bobbed my head, my lips on the head of his cock. He was getting thicker. I could feel it in my mouth.

I inhaled, and inched my lips down the long, long length of his shaft. I periodically would apply a light suction, and swallowed, working mu mouth and throat muscles to increase his pleasure.

It worked. I heard a soft moan, and felt the bed shift. I looked up, I saw him looking at me. My lips locked on his cock. His eyelids were mere slits; He was holding himself up by propping his elbows under him. As I watched, still nursing on his cock, his eyelids opened, I noticed his eyes rolled back. I took this as a good sign, and slowly continued my descent on his cock. It reached the back of my throat.

Decision time. Breathing through my nose, I slowly eased down.

Down.

Down.

My lips touched the base of his cock. I looked up at Fred. His eyes locked on mine, almost a look of disbelief in his eyes, as he looked at me. My lips. His cock, buried all the way into my mouth. Into my throat.

I swallowed.

The muscles in my throat milking his cock.

Another moan from Fred.

Still looking in his eyes, I applied a strong suction, my tongue thrashing all around his shaft as I withdrew.

He was fully hard.

His cockhead was dark purple, filled with blood from his excitement.

Still watching him, I began a fast bobbing of my mouth and throat on his cock.

Fred's eyes rolled back.

I thought I caught a taste of his cum.

Mmmmm.

"STOP!"

The first words spoke to me since I'd arrived at his house.

"Please...I'm almost there...ready to cum." He said.

I moved back to engulf the head of his cock.

"No. Please" he said. "I need a break for a moment."

Fred sat up, motioned me aside, and got off the bed. He turned, grabbed my ankles, and pulled me to the edge of the bed.

His head shot down, taking my soft cock into his mouth.

Oh fuck, did that feel good. Really good. Not the best I'd ever had, but then, there's no such thing as "bad" head.

I felt Fred's finger at my hole. Lightly touching, probing, teasing. He withdrew his moth from my cock. He put his finger into his mouth. Looking into my eyes, he sucked his finger, moving it in and out as he did so, as if giving his finger a blow job.

As his finger, wet with his saliva, touched my hole, his lips fell back onto my cock. His tongue began playing with my cock head, his finger began playing with my asshole.

The in my asshole.

His finger slid into me, I relaxed my ass muscles. His mouth had sucked in my firming cock.

He was giving my cock a good workout, he'd make me cum at this rate.

His finger was beginning to burn a little in my ass. His saliva had dried out, my ass was getting raw.

"Can you please wet your finger again?" I asked.

Fred pulled off my cock, and pulled his finger from my raw asshole.

It hurt.

He got up, went around the bed, and rummaged in the nightstand. He walked back, a tube of lube in his hand.

He knelt down between my legs. He opened the tube, his hands disappeared below my sight line. I felt a cool lubed finger enter my ass.

It withdrew. More activity out of my sight, and now it felt like two lubed fingers stretching my hole. It didn't hurt, aside from the slight remaining burning sensation. As he bumped my prostate...it felt...kinda nice.

He returned his mouth to my cock. Between his mouth on my cock, his head bobbing up and down on me, and his fingers working my asshole, I was feeling really good.

I laid back, as I felt my cum rise.

"Mmm" he said "Tastes like cum. You getting ready to cum for me?"

"Yes. I think I'm close." I replied.

He pulled back.

I sat up slightly, he held a condom in his hand. He looked at me, his look questioning...

"Yessss" I moaned in a low whisper.

This was what I wanted. My ass cherry popped. Fred's extraordinarily thick cock, stretching my virgin hole was exactly what I wanted. Our very brief conversations to date, indicated a doubt, bordering on refusal, to even consider fucking my virgin hole with his thick cock. No one, with the exception of a totally homosexual guy many years ago, would consider it. No other woman, including his wife, no old girl friends, no one would let him in their ass, except that one time with that one guy.

And I wanted it. His cock. Knowing how thick it was, knowing my ass had never accepted a cock, ever, I wanted to feel it. I wanted pain, just like a virgin girl. Not a lot of pain, not serious permanent injury, but pain. Be taken like a girl. If I was to play the part of a girl, a sissy, I needed to pay the price.

Perverted, sick, maybe not a rational thought, but that's how I imagined it. My first penetration. My first fucking. My time receiving cock. From a man. I needed to feel it.

I sat up. Fred stood there, in front of me, his cock pointed downward at about a forty-five-degree angle.

I dropped to my knees, taking him into my mouth. It took a very short time to get him fully erect, hard, pointing skyward.

Throbbing.

Waiting to pop my cherry. Force its way into me. Stretch my virgin hole. Penetrate me.

Deep.

I sat back, Fred pulled on the magnum condom, the reservoir tip extended out towards me like a nipple.

Fred took the tube of lube, applying some to the condom. I slid back on the bed, lifting and spreading my legs.

Fred motioned to me to flip over.

I did, rising my ass, presenting my hole to him.

Face and chest on the bed, I reached behind me, pulling my ass cheeks apart, giving Fred a clear shot at me. I saw my limp cock and balls hanging between my legs as Fred stepped up to me.

I felt him apply more lube to my ass, and into my hole.

He tossed the tube on the bed by me, and grabbed my hips, pulling me into position.

I felt his cock touch my hole.

I relaxed as much as I could. I read that pushing back, like I was taking a dump, would open my ass, so I did push back, as Fred slid into me.

It was almost anti-climactic. No pain. His head had popped in effortlessly.

The he pushed again.

I almost screamed with the pain. I slapped the bedding, Fred paused.

After a few moments, I mumbled for him to push in again.

He did.

More pain. Lots of pain. Was he splitting my ass open?

I wanted this. I ASKED for it.

"You want me to stop?" asked Fred.

"NO!" I puffed out. "Don't stop. Please."

He began pushing into me. I could feel the ring of muscles surrounding my hole tear. Not much, not too badly, but tearing, nonetheless. In a way, it was a good feeling. One of domination, I suppose. Not unlike a young girl, taking her first cock.

It was what I wanted.

Slowly, Fred pushed into me. With a start, I realized I could feel the bush around the base of Fred's cock tickling my ass cheeks. I had used a hair removal cream to remove the hair from around my asshole. It apparently made me a bit more sensitive there. It felt really erotic.

Before I could dwell on it, Fred began pulling out of me.

He stopped, the head of his cock still in my ass.

"Want me to continue?" he asked.

"Yes." Was my emphatic reply.

Fred slid back into me, until the hair at the base of his cock was flattened against my ass. Zero pain, but...an erotic pleasure, in the knowledge that I had a man...A MAN...balls deep in my ass. Using me for his pleasure.

"Fuck me." I asked "Fuck me like you want. As hard as you want. I need you to cum in me."

Fred pulled back, then slammed into me.

Mmmmm. Again, no pain, but lots of erotic pleasure, for me.

Fred pulled back, then in. He hammered my ass as fast as he could. The slapping of his belly against my ass was quite loud. I felt no pain, no burning.

Just that erotic pleasure that I craved.

I reveled in taking cock.

A MAN'S cock.

Deep in my ass.

Like a girl.

"I'm going to cum." Said Fred.

"Yessss." I moaned. "In me. Cum in my ass"

Fred sped up.

It was like a machine gun slapping my ass. Fred gripped my ass cheeks, hurting me way more than his cock was, pistoning in and out of my hole. Forever stretching it out of shape, never to be able to clench tight again.

With a final groan, Fred pushed against me.

Really hard.

I ACTUALLY FELT THE WARMTH OF HIS CUM FILLING THE CONDOM DEEP IN MY ASS.

I knelt there, my face still pressed into the bedding.

Fred was still inside of me. I gently was squeezing his cock within my ass.

Fred slid out.

I turned around, sitting on the edge of the bed.

I looked at Fred, he looked at me. The tip of his condom was FULL of cum. I couldn't believe how much was in it. I looked at it wistfully, kind of wishing I'd swallowed that huge amount. I wondered if I should dump the contents into my mouth and swallow. I decided, no. That'd be too much.

Fred took the condom off his still firm, but slowly softening cock.

I shot my head forward, capturing his cock in my mouth, taking it all the way in, cleaning the remaining cum off the shaft and head.

I pulled back, savoring the taste in my mouth. Still looking at Fred, I started to get up off the bed.

I realized, my ass felt cool. I reached back, my fingers slid into my hole. I was still gaping open a bit, from my fucking. I played with my hole, running my fingers around the rim. No pain, no burning, just remnants of a dream, and pleasure.

GREAT SUCCESS!