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The Perks of Being a Wallflower with a Huge Cock: Part III by hunglikeafly
Fantasy , Erotica, Exhibitionism, Group Sex, Male/Teen Female, Romance, Teen, Teen Male/Teen Female, Voyeurism
Posted: 2013-03-08
01:18:48

Author's infos
Gender: Male    Age: 33    Location: USA
Introduction: Charlie begins to regale his experiences back in high school with his new first girlfriend, Amanda.
 
Thanks again for the great comments and compliments. It’s very encouraging and inspires me to keep writing. I hope you haven’t been impatient in my stead, but I suppose that’s the highest form of flattery if you can’t seem to wait for the next installment.

Again, if this is the first installment reading, please read parts one and two, as these stories DO NOT stand on their own. They are meant to be read like chapters as part of a longer work.


======

October 5, 1994

Dear Friend,

It really has been a long time since I felt that “feeling.” That whole “new relationship feeling.” I haven’t felt it since I began dating my wife, and that was now about 47 years ago, give or take. And speaking of which, ever since Amanda and I became an item, I can’t help but compare Amanda to her. It was a foregone conclusion.

First, I can’t help but compare each of their looks. And though I love my wife, she just doesn’t compare to Amanda. I’m sorry, I know it’s horrible. But I was a solid “5”. And the woman I married was also a “5”. I knew this. I just accepted it. She was very overweight (granted, she actually lost weight as she got older, but when we started, she was overweight), and I was mostly attracted to her flawless face, big brown eyes and F cup tits.

But Amanda was arguably the hottest girl in school. She was skinny, probably a size 6, and curvy with those C-cup tits, but her beauty was the most striking. Her olive complexion, gorgeous hair and huge, anime eyes were just too much to resist. I’m sorry, she was just hotter than my wife. I know it’s horrible.

And then there was the fucking. When my wife and I fucked, we FUCKED. Sure, I was spearing her with my pencil dick and she didn’t much care, but we were sexually compatible and I knew each of her buttons. Our sex life was always entertaining.

But Amanda is almost apples and oranges. Since we officially hooked up, we must have fucked like 25 times in a week. It’s been fucking amazing. But it’s not all it’s cracked up to be.

Fucking with a huge cock is a goddamn challenge!

First off, I am 15, I suppose, and I need to wear condoms. And you try to find condoms that will fit a wrist-thick 12-inch cock. You can’t do it. I tried the XLs and they barely cover 2/3 of it. And they are even tight as fuck. So as a result, I either can’t stay hard or the fucking thing rolls off, and we’ve gone bareback a lot. I know that’s a scary deal, but I can’t help it.

But Amanda doesn’t seem to notice either way. She cums like a fire hydrant regardless of what’s on my cock. She’s so cock crazy, she practically cums just by looking at it!

The best fuck we’ve had in the past week was one we did in public. It was fucking mind blowing.

So my parents were home. And her parents were home. And we had no car to fuck in. And we weren’t about to use a park because it was beginning to become Fall and it was cold.

So I had this amazing idea. We find the nearest hotel. I hang out just out of view of the front desk to eavesdrop on an unsuspecting lodger. Make sure to spot somebody of the right age group. Pay attention to the details. Then later, I go to the front desk, pretending to be scared.

“Excuse me,” I said, fighting back fake tears. “I just walked down the street to the mall, and this guy stole my wallet, and my key was in there. I need to get back in my room!”

“Oh sweetie, I’m so sorry. What’s your name and room number?”

“It’s Roberts and we’re in 211. Thank you so much!”

And lo and behold, the front desk girl gives me a room key, and I suddenly have keys to the castle.

And later, when Amanda and I go to the pool or the hot tub to discreetly fuck each other’s brains out, we’re an easy in.

We decided to try to pool first, and like most hotel pools, it was practically deserted. So we got in and put on our swimsuits. Amanda said she wanted me to opt for Speedos. I told her she was fucking nuts, but she had a point. When I put them on, it looked like I stuffed a fucking baby kitten down there, and it turned her on so much to see every curvature of my manhood in that stupid fucking suit.

I wanted her in a string bikini. Hot pink. Keep in mind, at that time, it wasn’t easy to come across such a suit, as women just didn’t dress that slutty at the time. But she got some cash from her mom and bought one that fit like a fucking glove. Those pink cups just hugged her naturally perky 15-year-old C-cup tits that spilled over the top and made cleavage that seemed to run up to her neck.

Once in the pool, we wasted no time mauling each other. Always keeping an eye on the front entrance of the pool area, we kept escalating. It wasn’t long before my cock had stretched its confines and had to be let free. With my cock released now, her generous nipples immediately hardened, making indentations in her bikini. I wasn’t about to free her tits unless somebody came in, but I did adjust them just enough to create a couple planned nip slips.

She was still visibly nervous, though, as I was still the one leading this adventure.

“What if somebody comes in and sees us?”

“Amanda. Baby. We’re a couple of horny teenagers. The adults will just scoff at us. The worst thing that happens is they tell on us and they ask us to leave their pool. Oh well.”

Very common sense stuff and it seemed to calm her. She lost herself in our kiss as the petting became heavier – and my cock became harder. Thanks to buoyancy of the water, I was able to pick her up by her ass and lift her with no effort as she faced me, holding on to my neck. I raised her ass up to about my chest so my impossibly long cock could get at the entrance of her pussy. I pulled the string out of her ass and pushed it aside, exposing her pussy lips. I stuck two fingers inside and tickled her clit to get a rise out of her, and though she was still scared, I aligned my cock to her pussy and grabbed her waist, pushing her down my length.

“Ohhhh, oh god! Oh fuck!” she moaned upon entry. Even after all our fucking, she still wasn’t quite used to my size and made this kind of theatrics every time I made my way in to her body.

With each and every inch I pushed into her, the tears and apprehension grew. She was so overcome by her tight little teen pussy being stretched to its limits over and over again.

With our floating bodies more working against us, we managed to get a workable rhythm down to thrust with one another. I don’t think either of us was really getting off, but the idea of what we were doing was plenty to keep us excited.

We were fucking like this for a solid five minutes when the door to the pool opened and an old couple came in to use the nearby hot tub. We froze. We were scared shitless! We stayed completely still and the look of horror on Amanda’s face was almost funny.

“Follow my lead,” I whispered, and she nodded attentively.

We were in the middle of the pool at this time, only about 4-1/2 feet deep. I told her to giggle as I moved her, pretend we’re playing, but by no means, let my cock slip out of her.

“See it as a challenge,” and she smiled.

I picked her up, almost to the point to where she was nearly slipping off my cock. I looked over to the couple and they were barely paying attention to us. I was trying to sell it that we were some teenage couple just flirting with each other.

I made like I was carrying her to the deep end, and we made it there, still about three inches deep inside her, before setting in a corner of the pool, the furthest away from the old couple that we could get. We were now in about 5-1/2 feet of water now.

“Try to place yourself on my thighs,” I whispered. “I’ll hold you up.”

“I’m tired,” I said louder, expecting the old couple to hear. “Let’s rest for a bit.”

Then I whispered again. “Spread your legs aside and place your feet on each corner of the wall.” Amanda did that and when she did, I pulled her toward me, burying my cock probably 9 or 10 inches deep in one epic thrust.

“Ungh!!!!” she moaned. LOUD. And very porny. The old couple immediately looked at us and I looked back, first telling Amanda to be quiet with my eyes before shifting my eyes back to them to gauge their reaction. Luckily they seemed to blow it off.

“Keep it together, OK?”

“I can’t, Charlie. You’re so fucking big….mmmm… ungh!”

“SHH!”

We looked deeply and ferociously into each other’s eyes. Slowly, I thrust in and out of her. I’d never been this deep before. With the challenge to stay quiet, our audience on the other side of the pool, and the amazing feeling of me pretty much tickling her cervix and her getting filled like she never had before, it was Very. Fucking. HOT!

I continued the slow, deliberate strokes. She bit her lip almost every time to stifle a moan. We kept this up for about five minutes and I got that wonderful, almost sweet feeling in my cock when you fuck slowly as opposed to jackhammer away as quick as you can just to cum. Even when I was small, fucking like this was fun because every single nerve in every single millimeter of my cock was heightened. Now that my cock was three or four times bigger, and I could still feel every sensation on every part of my cock, it was nearly unbearable. So much orgasmic tissue, I just couldn’t take it.

She was feeling it too. She was fighting back an orgasm this whole time, but she just couldn’t take it anymore. Her breathing shortened and she panted, her eyes rolling back in her head. It was going to happen. And I was scared to death.

But her reaction was making me lose control too. I felt like I was going to cum harder than I ever had in my life.

It was like a movie. It started with an almost inaudible whimper. Then it grew louder with every breath. Louder. Louder. I felt my cock spasm and grow that final half-inch as it reached its apex of hardness to spray my seed anywhere it could go. Then she hit it. Her high note.

“Ungh---UNgh---UNGh---UNGH!!!! UNGH!!! AAAAAHHHH!!!” She screamed so loud, everybody in the hotel, all the way up to the third floor, could probably hear us. I didn’t help either. I came so hard at that moment, and moaned louder than I ever had.

Needless to say, there was no hiding what we were doing at that point. And those old folks definitely knew it. We were cumming so hard, we were nearly crying.

“Oh my god, I fucking love you.”

“I fucking love you too!”

As the orgasms finally tapered off, we finally had the wherewithal to look back at the old couple. And we were shocked. They were fucking making out! It all turned them on so much that they couldn’t help but try to fuck as well! We laughed so hard.

On our way out of the pool, the old couple was still making out. I hatched a plan with Amanda. Just for shits and grins.

We snuck over to the hot tub, and fuck, we knew we looked good. Amanda’s body, as always, just wouldn’t quit. And my cock looked fucking epic stuffed into that Speedo.

Standing within eye shot, I grabbed Amanda, kissed her passionately, grabbed her tits, and unbeknownst to myself, stretched my Speedos a bit by sprouting a ferocious semi. We turned around to them, looked at them, and saw their eyes pop out of their heads as they drunk in our sexuality. And to add icing on the cake…

“Hey buddy,” I said to the old man. “Make her cum harder than she has in 20 years.”

The old lady laughed and we just turned around, grabbed our towels and walked out.

I hope we get a chance to spin much more tales like this one!

Love Always,
Charlie
 

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