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I Never Gag... He Said Too Loudly...

I Never Gag... He Said Too Loudly...

by Ent100
20 min read
4.78 (15700 views)
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My name is Paul and I got to tell you what happened to me yesterday. A brief description of me, I'm a 38 year old white male. I'm a practicing dentist and I make a very comfortable living. I got divorced about 2 years ago. I'm 6 foot tall, about 185 lbs., still in pretty good shape as I surf once, maybe twice a week if the waves cooperate and if I have time. I pride myself on being well groomed, sporting a close cropped goatee and mustache. I modestly think I'm better than average looking facially, but hardly ready for the cover of GQ.

Remnants of my divorce, I still have my motorcycle, that I ride a few times a week, especially on the weekends if the surf is crappy. I have a favorite outdoor bar, that has become a gathering place for motorcycle riders. It's not a biker bar by any means and I don't consider myself a biker either. I'm just a dentist that owns a motorcycle. There's usually a few bikes parked out front and I have made several friends there over the last few months, but none were there yesterday. The bar faces a lake with a pier, A lot of locals tie their boats up to and come into the bar to eat and drink.

I have been on a bit of a bad streak with meeting new women lately. I do have a couple of women that will come take care of my sexual needs with just a phone call. Just physical relationships that are beneficial for both me and them, strictly booty calls for the most part. But I have really been devoting my time to chasing a waitress at the bar. Becky is hot, probably a bit out of my league, but that hasn't deterred me. She dotes on me when I go to the bar and I love her attention as she hangs out at my table talking to me in between her orders.

The all female waitstaff crew there wears these really skimpy tight orange short shorts and tight white V-neck t-shirts with the bar's logo on the front. She has a really sweet ass and also really fills out that t-shirt with her ample cleavage bulging out to feast your eyes on. I feel it's just a matter of time before we hook up, but sadly she was off yesterday.

I pulled up on my bike and parked in front, planning to gonna have a have a beer or two. Walking up the deck I see this young guy totally staring me down. This twink looking guy was wearing a tiny wet bathing suit, that was easily visible as his tight t-shirt barely came to his waist. It looked like a woman's bikini bottom. I guess he had been swimming in the lake with all the other locals and tourists in town. I purposely took the table right next to him, as I was a little curious about him. Don't get me wrong, I'm not gay or even bi, I just wanted to get a closer look at this fairy.

When he stood and walked to the counter to get a bottle of ketchup, I couldn't help but stare his unbelievable feminine bottom. With the tiniest waist, thickest thighs and widest hips I had ever seen on a man, I would of sworn his body was photo shopped like some of those pictures you see on the Internet. That ass was absolutely fetching I must admit.

It seemed like he purposely made quite a display as he stood, prancing around the room flaunting his tight little body. This kid had a rump on him that most women would die for. Well rounded, plump but firm, it stretched his bathing suit to the edge of seam busting. He was acting like a little slut as he sashayed back to his table, not ashamed to flaunt that big booty publicly. Every man and woman at the bar watched him parade around the room.

Skinny and frail, almost fragile looking, except for that ass, he had these big fat "dick sucking lips". These over sized bimbo lips that looked like he had gotten collagen injections in them. The kind of lips that you would love wrapped around your cock.

He had an extremely delicate and slender neck that looked so effeminate. Longish blonde hair to his shoulders, soft eyes and legs as smooth as a baby's butt, he was almost too pretty to be a man. He wore an earring in one ear, and what appeared to me to be lady's sandals.

I ordered a beer and a burger as I watched him gulp down his giant shrimp poor boy and fries at the next table. He had the most sissified looking drink with an umbrella and a pineapple slice on the rim. When he wrapped those big plump, puffy lips around his straw, staring directly at me, the way he sucked on it was almost obscene. He was devouring that poorboy, taking these huge bites and literally wolfing them down. Big doggy bites, like he was starving.

Glancing over at me while I waited for my food, our eyes locked on each other again and I finally spoke jokingly, "Hey man, don't hurt yourself there and watch your fingers I joked. I don't want to have to take you to emergency room or grab you from behind and perform the Heimlich maneuver on you."

He giggled like a little girl that was caught doing something naughty and replied proudly and way too loudly, enough for any nearby tables to hear, "I never gag." he said boldly, "No matter what I put in my mouth, I never gag and if you grabbed me from behind, Oh my God, I would probably just faint."

Maybe it was just my imagination, but as I glanced at the tables around us, it seemed like everybody was now intently listening to us and what I would say next. I was more than a bit flustered as I thought, was this kid coming on to me? All I could think of to respond was, "I bet I got something that could make you gag?", I mused to myself, not daring to say that with the audience surrounding us.

We chatted a bit, mostly him talking and me just listening. Everybody seemed to go back to their own dinners and conversations, still glancing over occasionally to see or hear what we were talking about. We introduced ourselves, his name was Kyle, but said all his friends called him Kylie, telling me he would like me to be his friend. He told me he worked at a tanning salon in town and went to the local community college. He was studying fashion. "What sort of man studies fashion?", I thought to myself.

I gauged his age as 20ish. He was articulate and seemed very intelligent for his age, it's just that I couldn't get over that he was such a poof. So petite, so effeminate, almost fragile looking, except for that ass that was so packed and those big fat dick sucking lips.

As he finished his food and stood up, still intrigued by his gag comment and fishing for maybe more, I said, "I hope I didn't run you off."

"No, not at all. You are mysteriously interesting Paul. I'm really delighted to have met you today and would love to get to know you better. I need to tinkle, but I'll be right back." he said as he started to scurry off, giving me a good look at that firm fat ass again.

Again, I thought to myself, "What kind of man says tinkle?", then I said, "Join me when you get back, I'll buy you another drink if you got time." which made him smile broadly.

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Now I'm no saint, but I've been in a bit of a dry spell lately and a blow job is a blow job, especially from someone with lips like his that's brags about never gagging on anything. So throwing caution to the wind that one of my friends that comes to the bar regularly, might show up and see us sitting together, made me a bit nervous, but I figured what the hell.

When he returned, we drank our drinks and he asked for a ride home, as his friends who brought him had left earlier. I told him I was on a bike, pointing to my motorcycle, and he giggled, "Oh my God, I've never ridden on a big Harley before. This sounds like the beginning of an adventure."

I gave Kylie my only helmet and when I started my bike, he was visibly startled as it was so loud. He fumbled to strap it on his head correctly, so I had to do it for him. It as like putting an infant in a child's car seat, he seemed so helpless. Instead of being embarrassed, he seemed to relish my attention in buckling him up. When he straddled the bike behind me, he pressed his groin deep into my ass, wiggling and scooting even closer into me until he was satisfied. He actually wrapped his arms tightly around my waist, well not exactly my waist, more like my lap, dangerously below my belt. I followed his directions and drove him to an apartment complex.

When I parked my bike, he seemed reluctant to remove his grip from my lap. His hands lingered for a while until he seemed to give me an affectionate hug before dismounting.

"Paul, would you be up for another drink? I don't have any beer, but I know I have some wine. I would love to thank you properly for the ride home and the drink you bought me." he almost pleaded.

I smiled to myself, thinking this might be playing out in some fashion as I hoped. Maybe there would be a blow job from him at the end of the rainbow. Hoping he was thinking the same thing too, I followed him upstairs.

His doorstep to his apartment had a mat with the "LGBTQ" flag emblazoned on it. Pretty bold I thought. Once inside, I immediately noticed his apartment was decorated more brazenly than even I thought it could be. Lots of art hung on the walls. Pictures of naked men and male couples. A few statues of nude men scattered about here and there and some fresh flowers in a vase. There was even a book on the table with the title, "Are You Man Enough To Be A Fag?" If I was gay, I would have been too embarrassed to even buy that book, much less leave it on my coffee table for any guest to see.

I kind of admired that in this kid. That he had the balls to be what he wanted to be and obviously didn't give a fuck if anyone liked it or not. Definitely full blown out of the closet. Good for him I thought.

As I was standing in his living room, Kylie brought me a glass of white wine, and if I thought his choice in decorating was a bold statement, what he did next floored me. Kylie just dropped to his knees on the carpet, right in front of me and took his shirt off.

He stared up at me, gauging my reaction and said, "I'm gonna suck your dick Paul. I'm gonna suck it so good for you. You know you want me to. Please get undressed and sit down on the couch and relax. Let me thank you properly."

I had been hoping this was gonna happen and I was ready for it. By the time I got my boots, socks, pants and underwear off, I already had a full erection. My 7 1/2" cut cock was standing up proudly from my lap.

Sitting down into the couch, as I was unbuttoning my shirt, Kylie just said, "Oh Daddy, you got a nice big fat one. I just knew you would. I'm gonna enjoy this." he purred. "Paul, just relax and go with it. I don't expect any reciprocation. You just lean back and let me suck your big hard cock so good for you."

Who could argue with that? Finally getting my shirt off so I was now completely naked, I just leaned back waiting for him to start sucking my hard cock.

"Paul, I just have to get this bathing suit off, I hope that doesn't bother you. My hard dick is so cramped up in this tight bathing suit and I firmly believe that when someone sucks your cock, they should be naked. Also it makes me feel so exquisitely submissive, which I really like. Again, don't worry about it, I'm not expecting any return of my favor on your part. This is all about pleasing you. So just relax and let me make you feel good." Kylie said so obediently.

I was totally surprised when I saw his cock. It was actually as big as, or even bigger than mine. I'm guessing it was at least 8"s long and it also possessed some considerable girth, again thicker than mine I estimated. His cock was also rock hard as it bounced up and down when he knelt back down between my knees.

As he leaned forward and wrapped those over sized plump lips around my swollen cock head, he was so gentle. He nursed so softly and deliberately on my head cock as he seemed to relish this moment. I just leaned back and enjoyed his oral manipulations as those plump lips skillfully sucked on my cock. Kylie, with his eyes glazed over with passion, just stared lustfully straight into my eyes as he feasted on my cock.

This boy knew exactly how to suck a cock. He really did. He knew how to treat a man's cock. The first thing I thought of was, I wish I could get him to teach the women I know how to suck a dick? Knowing that could never happen, I just relaxed and watched him expertly swallow my cock a little deeper. Kylie didn't rush anything. I could tell he wanted to savor this moment. It was hard to tell which one of us was actually enjoying this more, as he seemed to revel in the moment of having my hard cock in his mouth. This was definitely the most passionate sucking I had ever received.

He must have suckled on my cock for at least 10 minutes, before he released the shaft from his warm velvety mouth. My cock stood proud and erect as he just devoured it with his eyes for a few moments. He then put his lips on the side of my shaft, way down at the very base and slurped and slobbered back up my shaft enjoying the rigidity and heft of my tool. When he got back to the tip, he enveloped in his greedy mouth again and polished it with his tongue. The way he sucked so hard on the tip while massaging it with his tongue was euphoric.

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I was starting to feel that all too familiar itchiness in my balls. That feeling where you just know that once it grabs, there's no stopping your orgasm. It started to tingle deep in my balls and crept up towards my cock. I tried to suppress it. I wanted this to last longer as it felt so fucking good, but that feeling was getting too intense. Kylie must have felt my legs begin to tremble as he suddenly swallowed my entire cock to the root.

In one swift, deft motion, he plunged his esophagus down and my entire cock effortlessly went into his throat. He moaned and hummed extremely loud and deeply on my cock causing these heavy vocal vibrations that added to my cock's stimulation. Kylie went up and then down to the root of my cock methodically and insatiably. Over and over the friction of his tight throat on my cock head pushed me over the limit until I had no chance to resist it anymore. My legs trembled spasmodically as I fought it, trying to savor every second as I bit my lower lip and exploded my first volley deep into his esophagus.

The first spurt, it was a deep, heavy, voluminous ejaculate of a semen that gushed out. I usually squirt about 6 or 7 blasts when I cum and I'm sure the first one was positively massive. Kylie moaned louder as he gulped it down deep into his stomach. I could actually see his slender neck expand slightly each time my cock plunged deep into his throat. His neck distended and bulged from my girth, but true to his word, he did not gag, not even a bit. No choking, no sputtering and no whining. This little twink's throat didn't know the meaning of the word gag. He used his throat like a masturbation sleeve, coaxing all he could from my cock. Like the little slut he was, he ingested one spurt after another.

Over and over I blasted more semen down his throat. Kylie never faltered for a second, as he now greedily struggled to consume every drop of my seed which was becoming overwhelming. My heart was pounding and I almost saw stars as my orgasm lasted so long. After the last squirt, Kylie stopped fucking my cock into his throat. Like a pro, knowing that some men get very sensitive after they cum, he quit thrusting and just nursed on the top 3 or 4 inches ever so gently. Looking up at me, I nodded my head and waved him off, signaling for him to stop.

Kylie reluctantly let my cock fall from those plump lips and leaned back on his knees. "Oh my God Daddy, you cum so much. I don't think I have ever swallowed that big of a load before, and it was delicious. Nectar of the Gods. I hope this is not a one time hit and quit deal. You can use my throat anytime you need it Daddy. You have made this my best day ever." he giggled.

I kind of felt sorry for him. He had made such an effort to please me and had received nothing in return. His poor cock looked like it was ready to bust. It was so angry and needy looking, all red and swollen, still rock hard, as a drool of precum actually dangled down from the tip, suspended in mid air at least 6 inches.

After he wiped the slobber and drool from his face with the back of his hand, he ran to the kitchen and refilled my glass of wine. He brought it to me like a submissive servant and then ran to the bathroom as I relaxed. I heard the bathroom sink water running as I tried to catch my breathe and recover. He returned with a wet washcloth and something in his other hand as he dropped to his knees again. He actually washed my cock and balls clean of any trace of his DNA slobber with the washrag that had been soaked in hot water. It felt so damn nice. Nobody had ever done that to me before and I admired his dedication to pleasing me.

After he thoroughly cleaned me, he finally spoke softly and almost pleadingly, "Paul, I have a question please." He hesitated for several moments before he finally said, "Have you ever fucked someone's ass before?"

I knew where this was going, but felt like playing dumb and teasing him just a little. While I had been in a few women's butts in my life, and loved the experience, I replied with a little white lie, "No, but I would love to find a woman that would let me experience that. It's on my bucket list."

He let that sink in, probably trying to figure out how to proceed with caution, when after a long silence, he finally said, "Would you consider doing a guy?"

"Kylie, are you asking me if I would stick my cock up your butt? Is that what you're asking me?" I replied smiling while stifling a laugh.

Almost replying like he feared he had gone too far, he tested the water and cautiously said, "Yea Paul, if that's not too gay for you. Would you have any desire to fuck my ass? Cause if you want, I'll do that for you?"

Just talking about this had my cock waking up. I could feel it starting to swell up against my thigh as I imagined popping his big firm girly butt. Kylie noticed it rising up on it's own off my thigh and just smiled.

"It looks like your cock adores the idea. Wanna try? You might really like it." he giggled as he pulled out a tube of lubricant from under the couch.

It was a little mean of me to tease him this way, as I knew I wanted to fuck that sexy girly butt of his, so I told him to get buns up kneeling and lube us both up. Poor Kylie, his cock had been hard for so long that it must be aching. He poured a large dollop into his palm and spread it liberally over my now rock hard cock. Like a little junkie, hungry for her fix, he assumed the position. Buns up kneeling like I directed him, He then smeared a huge glob of lubricant right on his pretty little butt hole.

When I knelt behind him, I was truly amazed how hot his sissy ass looked. It was so perfect, completely hairless and baby smooth, it was breath taking. So well rounded from his flared hips and so firm, it was spectacular, a thing of beauty. His tiny pucker was so pink and fresh looking, not even one single hair on it. His ass cheek globes were perfectly symmetrical and looked so inviting. If this view was all any man saw of Kylie, they would have sworn what they were looking at, was a 100% female ass, and it was mine for the taking.

I pressed my blunt cock head up to his little pink starfish of a hole and nudged him just a little. I didn't even try to enter him, I just kept enough pressure there so he could press onto it. He understood my method and pushed slowly til his sphincter opened it's muscular ring and my head popped in. This boy was a pro, he took my cock head into his tight hole like second nature.

The feeling was incredible as I felt his silky smooth, warm bowels open up and swallow my cock in it's entirety. Kylie's tight ass consumed my cock and gobbled it up to the root in just seconds. Propping his upper body up with just his forehead and shoulders, I felt him reach back with one hand between our knees and squeeze my balls ever so gently. With his other hand I felt him grab his own cock and start to stroke it slowly. Kylie just moaned loudly as he skewered his hole up and down on my cock.

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