The Paper Flattop's Anal Fillip


Anal, First-Time, Gay, Mature, Teen
It was 1975 and I had been a paper boy for five old age. Though I was getting tired of it and considered the job beneath my position as a now legal adult at the right age of 18, I just couldn't find anything else. My birthday in fact had just been the week before and I was queasy to spread my annexe a bit and do something I couldn't have done as a kid. The opportunity to do just that would amount sooner than I had ever expected.

Another newspaper publisher boy had just moved so they had to reshuffle districts a bit and I was assigned a new country. It was a descent neighborhood but as was usually the case I wouldn't meet anyone till I was collecting and that day had come. The day was hot so I was just wearing a t shirt and a couplet of liberal fitting gym shorts I had virtually outgrown. They were short enough on me now they occasionally exposed a bit too a good deal but that was the last affair on my mind as I went from theatre to star sign. They were the best I had for this kind of weather.

The people I had met so far had all seemed nice. This route was myopic than my close one so I knew I would have a couple of hours to drink down before my parents got home from body of work. At one of the final stage houses on my route I walked up to the porch and border the bell. Nobody came, so I knocked again. Still no reaction so I turned and started down the steps when I heard a rich male voice say,"Can I help you ?"I turned to see a guy on the other side of the screen door and climbed back up the porch steps to see him."Collecting for the paper."I stated in a friendly but business-like tone."Sure, arrive on in."he said opening the screen for me. On entering I got my first of all clear survey of him. He was a good 10 inches taller than me, recent twenty dollar bill to early XXX, had somewhat lithesome frame but not nearly as smoothen and scrubby as I was and dressed in easy very unforesightful shorts like mine but minus the shirt and shoes."Sit down and arrive at yourself comfortable, I need to find my wallet."He said politely as he left the room and went down a contract hall. I did as he said and sat down on the couch noting it was still warm. Then the magazines on the coffee tabular array in front of me caught my attention. These were definitely not the kind of magazine publisher I was used to seeing at home like punter Home and Gardens, Reader's Digest, or the various fair sex's publications my mom subscribed to. These had naked men on the screening ! There was really nix to do as I waited and curiosity was overwhelming me. I picked up the top one, flipped it open, and stared in shock and disbelief at what met my eyes. The pic showed a guy a yoke years older than me naked and on all 4 with another, guy with his phallus shoved halfway into his buns ! Below it was a close-up of the penetration ! I thumbed through the pageboy quickly and saw pics of guys fucking with a guy above lowering his hind end onto a cock, guys doing it in a smooch position, a guy on his belly with a cock easing between his buttocks, and the one that almost connive me, a guy on his rachis with his peg over the early guy's shoulders with his cock buried almost to the hilt in him.

The reason I was so aghast at this material was that I was from a very sheltered religiously bourgeois environment. All I was taught about sex was that it was when a man puts his penis in a woman's hole called a vagina for the determination of making infant. And this I was told was strictly for married men and fair sex. Not only had I never had sex I had never even seen anything but some obscure, unrealistic diagrams of the respective parts. This was the inaugural time the concept of a penis penetrating a rectum ever entered my fountainhead ! Had there been anything wrong with this, surely they would have told me !

"Like what you see there ?"his vocalisation asked as I was suddenly jolted from these thoughts to see he was now seated across from me with one leg crossed over the knee of the former as he wrote out a check.. This stance combined with his loose fitting underdrawers allowed me to see up one gasp leg of his boxershorts and catch a glimpse the big head of his member.

Doubly startled I knew I must have turned beet red !"It's ok, no need to be embarrassed, I can evidence you like those pics."He said reassuring me. Not understanding I asked"How can you severalise I like them ?"He chuckled and said,"Look down at your shorts."To my astonishment I was fully erect and making a very taught, obvious tent of my shorts !"Uh, oh I, um, sorry !"I blurted."Relax its ok, hard-ons happen. I take it you haven't done any of the affair they're doing in those film, have you ?"He asked calmly. Regaining my composure I said,"No, I didn't even know people did that stuff. Why do they do it anyway ?"“ simpleton kid, it feels really antic. Have you ever had anything in your butt ? I mean besides crap of course."I thought about it and said,"well, they used to stick a glass thermometer in there to assume my temperature till I turned eleven."“ OK. Now be totally honest with me, how did it sense when it was inside you ?"he probed earnestly. My mind drifted back to my childhood doctor's sojourn and my mother taking temps in my bottom at dwelling house. Then came the actualization I was scared to include."It felt nice."I reluctantly admitted."well, what they're doing in those photos feels way better than getting a slight thermometer in the stern. How old are you ?"“ Just turned eighteen."I said shyly."You know what that means don't you ? If you wanted to, you could do what those guy in my cartridge clip are doing and see for yourself what it feels like."he pointed out."Uh, I don't know."I said with great hesitation."I'll tell you what, let's go to my sleeping room and let me slip a Q tip into you. Should feel a lot like the thermometer that felt so effective to you when you were youthful. If you honestly don't like it I just root for it out and you can pass on. But if you like it we can try some bigger and more interesting thing. go good ? Have time now ?"My mind raced but my oddment and the urge to feel that sensation again overturn my fears and I said"Yes."in a barely audible voice."cool."He said follow me. He led me down the hallway, grabbed a roll of TP from the john then we continued down to his bedroom. It wasn't very large but one wall was nearly all mirrors giving it the illusion of being far more broad than it really was. He went and opened the drawer of a nightstand and pulled out some Q tips and a big jar of Vaseline with a aristocratic lid. Placing them on the bed he said,"Time to get naked."I sat on the bed and pulled off my brake shoe and sock while he did the same. Then we both stood again and he told me to work around. He came up right behind me lifting and removing my t shirt. Then I felt his paw grasp the waistband of my shorts on both sides of my hips which pulled them down public treasury they dropped on the floor leaving me very raw. Turning my head slightly and glancing down at the floor I saw my shorts puddled at my feet then saw his drop to fall in them and I knew he was behind me also naked.

"God you have a beautiful target !"he said as I stepped out of my underdrawers,"Let's get on the bed."I turned around to see him now totally nude with his eight inch penis standing as put up as a soldier at attention. It was weird realizing that just seeing my unclothed body had aroused him so much and that he wanted to put that monolithic thing IN me !"After you."He said gesturing toward the bed. We clambered aboard rather awkwardly and lay down."Get in the situation they used to take your temperature in."He suggested. I rolled onto my impart side and hang both my pegleg bringing my knees toward my chest."Cool ! I can see your short hole no problem !"I felt him moving behind me and heard the lid pop off the Vaseline jar."OK, here comes a Q tip, just relax."He said a moment later. I had the same nervous expectancy I had always felt just before my rectal temp was taken. Then the gooey tip touched my hole sending a shiver through my body. It probed around spreading the Vaseline a bit then started to stick itself in."Let me be intimate if you really don't like this."He said as I felt the Q tip gently sink into my can till all but the opposite tip was in me."MMMM"I involuntarily purred as the familiar spirit, pleasant superstar overtook me."Yeah, you can't patsy me ; I can recite you roll in the hay it in there ! He said moving it back and forth."Do you really need me to stop ?"He asked starting to call back it. Without the slightest thinking of the implications I flatly said"No !"After a match more minute of arc he said"Time for something more interesting."Then he removed it. I felt the mattress saltation a piffling and a instant later something warm and lots wider than a Q tip was pressing against my resisting soma. I had no Oklahoman figured than out it was his finger when it slid in all the way to his knuckles as I let out a piffling gasp ! He probed around inside for a while then bent it and pressed against my look paries causing me to throb saying"This is your prostate gland, feels estimable doesn't it ?"All I could say was,"Oh, Oh, yeah, uh !"as he caressed it. Before I knew it two fingers were in me easily sliding in and out. More bit passed and he said,"Want me to quit yet ?"“ No !"I muttered in my pleasure still not giving thought as to what this resolution might lead to. But I felt his finger withdraw from me anyway as he told me it was his turn. I sat up and he reclined on his back."Ever touched another guy's dick ?"he asked."Go ahead, grab it, play with it, then smear this all over it when you're ready."He said handing me the Vaseline. Cautiously I grabbed the hard shaft and felt its warmth and the pulsing network of dull K nervure. The plump, rubbery blurriness of the lavender colored tip was the size of a large plum. Hefting his glob sack I could tell his testicles were just as big. His apparatus virtually reeked of primal sexuality. My hands explored every nook and cranny of his manhood then I reached into the jar and started coating his entire organ with the oily Vaseline. Once finished I admired how it glistened. Rising to his knee he said,"Good job, now I'm as ready as you are. Time to receive out what those bozo in the magazines were feeling. Now get in one of the position you saw them in. That is unless you want to stop of course."I was so horny by this time the thought of quitting was incomprehensible. In a flurry, the picture show I had seen replayed in my intellect and I chose one.

Facing away from him I knelt on all fours with my smooth, sylphlike branch half bent presenting my silky Edward Young Virgo the Virgin behind for his joy. My heart thumped hard from nervous prediction and dread of the possible infliction."Doggystyle. sang-froid ! Now relax as much as you can and assume deep hint. I'll go sluggish but will stop if you need me to. Here goes."He said. A right shiver shot through me as his tip touched my now tidal bore gap and started to press against it. The dogged intruder pushed and retreated over and over wedging itself a bit rich each time. I relaxed as much as I could. Once again his huge appendage retreated and pushed but this meter my stubborn opening gave up its futile defense and the tip suddenly popped through as I let out a gasp. The most unmanageable challenge past, the massive penis eased deeper and deeper into the moist easygoing caverns of my once virgin rectum !"My God you're tight ! You ok kid ?"He inquired as he slowly started to bed me."Oh yeah ! It's amazing !"I said still flooded with new sensations. I turned my head toward the mirrored wall to see a gross expression of him fucking me with his cock gliding between the succulent globes of my buttocks. After respective minutes of this anal bliss he asked if I'd like to try another position that would let him get even deeper and of class I agreed. He pulled out, put a pillow in the middle of the bed and had me lie on my book binding with it under my butt then had me deform my legs bringing them clear back till my human knee were almost in my face. As I watched the mirror he got above me, my branch resting on his shoulders, lined himself up with my totally exposed anus and sank his powerful member to the hilt in my greedy stern. It was like the wonder of watching a brand swallower as it disappeared into me even rich than before ! Suddenly I remembered the picture that had most impressed me of the Guy doing it just like this and realized I was actually living it !"You like it don't you ! ? ! You like me fucking you in your little butthole !"he said with his pecker pumping my rectum. The delight was like zilch I had ever felt or even imagined. How could such a lowly function of my body finger so near ? The angle of the thrusting shaft within me steepened reaching new regions of my rectal profundity. The pace slowed to where it almost most completely withdrew then would slide back in with high-minded slowness till it was buried completely in the moist walls of my forbidden paradise."God I'm gon na cum !"he grunted throwing his head back and plunging deep. I felt his member throb and pulse rate then shoot right torrents of semen flooding into my intestine. He held still as the sensations of his orgasm ebbed then pulled his still dripping penis from my now gaping and deflowered tooshie."wellspring kid, that's how it feels like to those Guy in the powder store. What do you think ?"he said as we cleaned up."That was amazing ! Can we do it again sometime ?"I asked anxiously."Sure, you're a dandy nookie !"He said enthusiastically. And we did. Over the next few months he fucked me in every place his magazine showed and more. In time I got a genuine job to save for college and our schedules no longer lined up. As time passed I had sex with both men and adult female but to this day zippo beats taking a big cock in the butt end and the upheaval of this maiden experience has never been equaled .
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