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Member Since: 20-Mar-17
Location: US
Posts: 243
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Just getting started
My first big cock...
…was quite an experience.

Maybe I have a small vagina, or maybe it’s because I’ve only had a few guys inside me and none of them was huge. Either way, I was completely satisfied by the size of the dicks that penetrated me. Each one felt plenty big, giving that full feeling deep in my core, which translates to tremendous pleasure for those who might be curious. (If you have to know, I would guess they’re average-sized. I didn’t measure myself, but they were reported to me by the owners to be between five and a half and six inches, all proportionally thick, too.)

This big one (big for me that is, others probably have taken much larger) was attached to Mr. G, someone I knew casually through my favorite sex partner (and sometimes maybe my pimp, hah!) Mr. Y. For those who don’t know, Mr. Y and I have been enjoying sex for a long time now. He likes to gently push my boundaries now and then, always for the better. Mr. G lives a couple hours away, in a location where we all do business now and then.
I didn’t know it until later, but Mr. Y had been arranging things so that Mr. G would be meeting with us for drinks, dinners, and other occasions over the past several months. We all got along well, friends having a good time. Mr. G is decent looking and in good shape, but not on my radar as someone with whom to be intimate. Besides, I never assume someone is interested.

Then one night after a hot session with Mr. Y, he said, “Mr. G’s been asking about you.”
“Me? What about me?”
“If you see anyone other than your girlfriend.”
I blushed. “You didn’t tell him about us, did you?”
“No, Jen. I don’t discuss anything we do.”
“Sorry,” I sighed. I felt bad. I trust Y. I shouldn’t have questioned him, not even as a reflex.
“Hey, no worries. What do you think of G?”
Of course, Y knows to ask a question like this after we’ve had a great sex session because I’m always feeling randy then and more susceptible to “suggestions.”
“He’s not ugly,” I said, keeping myself on safe ground. As much as I love sex, it wasn’t as if I needed more. Between Mr. Y and a couple other guys, my calendar is booked, probably over-booked if I’m honest about it. (Not complaining! Just saying.)
“Are you interested?” Mr. Y asked.
“I’m flattered but don’t need another one.”
“Not about needing another one, Jen. It’s about wanting another one. And here’s the thing, the guy’s packing a lot more than me.”
Talk about blushing. I should be too old to blush. Anyway, my cheeks turned pink over a little squirm of my hips. Big dicks were never my obsession. Then again, I never had one by accident or on purpose. To this point, all I knew about having a big one inside was that they could be amazing or painful depending on this, that, or the other.

Was I curious? Yes. Was I eager? To be honest, no.

Some weeks went by during which Mr. Y, Mr. G, and I were together a few times. I did steal glances at his crotch, thought I noticed a bulge there, but who knows? Did it make me warm and damp thinking about it? Yes. Again, I wasn’t in a hurry to pursue a tryst.
Nonetheless, the next time we were alone, I asked Mr. Y, “How big is G?”
Y grinned. “I’ve only seen him at the gym, not when he’s, you know, hard and ready. I’d say he’s got a couple inches on me.”
“Darn.” Talk about making me squirm. Oooof!
“Not like he’s going to hurt you, Jen,” Y went on. “I’ll hold your hand if you want me to.”
While I took his chiding with a smile, I also knew he liked a threesome. For that matter, so did I when in the mood for some extra attention. Was that a possibility? Hmmmm… sexy to think about it.

That night, I did something a little different. (When I masturbate, I don’t jam fingers into myself. Usually, it’s gentle touches around my clit and lips, sliding fingertips along the edges, working my way ever-closer to my vagina’s entrance. From there I spread the wetness around and up. As my orgasm approaches, I might insert a finger, moving it in and out.)

This time, as my heat and wetness increased, I got that finger inside then added a second. Easy enough to take even if unnecessary for my ultimate pleasure. Next came a third. Ohhhhhh kaaaaayyy. That’s a bit more. (And guys, fingers are different than a dick. More on that some other time.)
I heard myself panting almost in time with my probing fingers. My mind drifted around the question of whether or not this was similar to taking a thick cock. I guessed not. The shape of a cock is different and one a couple inches longer than Mr. Y’s would surely go deeper.
Did I like it? Hmmmm… I didn’t dislike the stretch and fullness. It was much more than I was used to. It was also not necessary for me to be satisfied.
Still, I continued, fantasizing about G and how things might unfold. Would he want to do it missionary? From behind? Me on top? Would he go down on me? Suck my nipples? Soon enough my hips rose off the bed with my pending orgasm. Suddenly I felt my vagina contracting on my fingers. I pushed them as deep as I could, groaning and writhing with the waves of pleasure coursing through my body.
Silly thoughts ran through my head afterward. Come on, Jen, that’s nothing like a big dick. Yeah, you gave yourself a stretch. Remember, a big dick comes with a guy who will be pushing it into you… deep. Could be great; could be too much.

Yeah, I overthink everything.

Circumstances xxxxxxxxxx my hand and not the one that had been taking care of my pussy, either.

Mr. Y, Mr. G, and I were together for a few drinks at our favorite hotel bar, the same one where Y and I stay when in that town on business. The conversation drifted around work, with G telling us he was leaving for a project and be away for at least three months. I’ll admit right here, my first thought was, “Just do it with him, Jen. If it doesn’t go well, he’ll be gone a while. You won’t have to do the embarrassment thing.” Maybe that’s shallow or unfair. Whatever. That’s how I felt in the moment. Simultaneously, a warm flash spread up from my boobs. I held my drink to the side of my neck hoping to cool off before the heat spread to my crotch. Ooops, too late.
Lucky for me, Mr. G stepped away to talk to some other people. The ever-perceptive Mr. Y took one look at me and understood the situation.
“You want him, don’t you?” Y asked.
“Phew,” I sighed. “Hope I’m not making a mistake.”
“Nah. You’ll love it.”
“When was the last time you had a big one stuffed in you?” I scolded him.
“Never, but I hear from others it’s really good.”
We laughed.
When Mr. G came back to us, Mr. Y (the sneaky bastard) faked a phone call.
“Sorry guys, I have to deal with this,” he said, holding up his phone. “Catch you later.”
Y disappeared into the crowd leaving me on my own. Not that I was frightened. Only nervous. Very nervous. My trepidation added to the excitement. It was only a matter of how to make the next move.
“This place has an awesome sky lounge,” I said.
“Open this late?” G questioned.
“Till 2 AM,” was my reply. “Let’s check it out.”

Inside the elevator, classy me resisted the temptation to shove my hand down his pants to feel his cock. Naughty me pushed the button for my floor after he selected the one for the sky lounge.
“Sorry,” I said, “Just take a minute to change my shoes.”
“No problem.”
We’ll see, I thought.

When the doors opened at my floor, I took his hand saying, “Come on, I’ll just be a minute.”
He had to know I wanted to fuck him then. Had to know. He kept up with my quick steps down the hall. I moved faster than normal because I didn’t want to chicken out.
In my suite, he said what everyone says when they come into a high floor hotel room that overlooks a cityscape.
“Wow. Nice view.”
“Take a seat on the couch. Be right out.”

In the bathroom, I checked my makeup/hair/dress in a frantic minute. All not bad for having drinks in the crowd. As for my crotch? Oh my, things were damp down there. I slipped a finger along my pussy, brought it to my mouth, and tasted it. Yes, that’s the good stuff.
I found Mr. G on the couch, relaxed as ever, which put me at ease for my next move.

“Forgot to change your shoes,” he said, pointing at my feet.
“Meh,” I replied with a shrug. “Nice and quiet here with the same view.”
To his credit, he gave me a friendly, knowing smile. Yeah, he knew we’d be doing it before we left the bar but didn’t make an issue of me making the first move. I sat on the couch next to him, took his hand and placed it on my hip.

My regular readers will know I don’t kiss the guys I see. I only kiss my girlfriend. When G leaned over to kiss me, I turned my head just enough and pulled him to my neck here his lips found my pulse. His hand caressed my hip then my thigh.
Ready as I would ever be, it took all my willpower not to reach for his cock. Instead, I eased away from him, opened the top of my dress, and then lay back on the couch. His mouth returned to my neck then his hands cupped my boobs. Yes, both of them. My demi-cup bra offered little resistance to his searching fingers. A minute later my nipples were exposed, his tongue swirling around them.

Again, I resisted the urge to reach for his crotch, to grasp his manhood, to get a preview of what I was about to take. Let it be a total surprise, Jen!
Maintaining my confidence, I said, “Take a seat.”
When he settled on the middle cushion, I hiked up my dress and straddled his legs. I opened his shirt, ran my hands over his chest, my fingers dancing over his collarbones to his ears. He liked that.
I opened his belt.
I unzipped his pants, knelt down on the floor, and tugged them off.
I saw a serious bulge in his briefs.
Down I took those briefs, revealing what for me was the biggest cock I’d seen live and in person. For sure, it was two inches bigger than Mr. Y. Thicker too. Much thicker. A slight curve, very slight, and a head less pronounced, but definitely larger, than the shaft.

You can take it, Jen. (That was my ego talking.)

Both my hands wrapped around his length. His cock pulsed against my palms and fingers. It felt warm, powerful. I met his gaze as one hand gently stroked up over the head then down again. He rewarded me with a quiet groan. Yes, I wanted it.
There was no doubt how to proceed. My lips parted over the head of his cock. Yes, opened wide. My tongue caught the slightly musky taste. Maybe a couple of inches were in my mouth when I closed around it, gently, ever so gently, sucking.
“Ohhhh,” he moaned.
I joined with a moan of my own.

I went for more, all the way until I almost gagged, which probably wasn’t that much. Still, my mouth was full, my tongue rolling around that stiff member. Increasing the speed and sucking elicited another groan from him not to mention a swelling heat between my legs.
His cock ready for my pussy. I felt the wetness in my panties. The time had come.
I rarely take off my clothes for sex. Just a hangup of mine. However, my dress went over my head in a flash followed by my panties dropping. I stepped out of them and straddled Mr. G once more.
“Leaving the bra on?” he asked.
“Don’t think it’ll get in the way.”

With that I wiped three fingers along my labia, colleting my juices, then rubbed them over the head of that big cock and smiled at the surprise on his face. Next, I gripped it just below the head and squatted my pussy over it, pressing the tip against my opening.
Wet as things were, it still wasn’t going in without some effort. I rubbed it along my slit and pressed down. My lips parted, the opening to my vagina expanded until… oooof!
“Unnnnnfff,” I gasped, my head rolling back. A dull ache radiated from my crotch. Not pain, not exactly, more like that feeling when a good masseuse works your muscles during a rubdown, if that makes any sense.
Took a few seconds until he was all the way in me. I settled on top of him, brought my gaze down to meet his, and slowly rocked barely a few inches forward and back.
“You okay?” he whispered.
“Yeah,” I said, without adding, taking my time with that big thing of yours.
Adding a little up and down gave my vagina a chance to adjust. Darn, when all the way in I truly was stuffed, side to side and front to back.
“Cum for me,” he said.
I almost coughed with doubt. Good as this felt, it wasn’t the kind of experience to put me on the fast track to an orgasm. He put a hand over my mound, his thumb finding my clit.
“Let me,” I told him. “Sit back and watch.”

Carefully riding him, I went to work on my clit, which would get me there sooner than if I focused on what was inside me. I prefer a vaginal orgasm from a cock moving in and out of me, but this was different, somewhat overwhelming, and new/different.
In any case, my riding became more frisky, rising over more than half his length before taking it all back in me. Luckily, I have no trouble getting wet and staying wet. Sooner than I expected, the familiar pressure of an orgasm built in my core. It was born of my clit by brought my vagina and the rest of me along for the trip.
Seconds later I went off the cliff, in freefall, my mouth open with a squelched shout, heart pounding with the swirls of my fingers over my clit. My pussy spasms rippled around his cock adding an extra measure of excitement to an already amazing experience. My juices seeped out around my labia onto my thighs.
Minutes later, I rested with my hands braced on his shoulders, my head hanging down. His hands were rubbing my ass. Darn my crotch felt packed solid with his hardness.

“Damn, Jen, you know how to cum.”
“Hah!” a returned.
After a long moment, he asked, “Want to take a break?”
Normally a break in the action would have been a good idea. However, I was under a spell of sorts, or just in the right mood. Whatever, I wanted to keep going.
“Only if you need one,” I said.
“I’m good.”
“Okay.”

I stood on shaky legs, both from the orgasm and the odd, vacant feeling in my pussy now that he was out of me.
Mr. G steered me to face the couch. It took me a second to realize he wanted to enter me from behind. I kneeled on the cushion where moments ago he’d been sitting.
“How’s this?” I asked.
“Almost perfect.”
He stood behind me. I leaned down, grabbing the back of the couch, opening my legs just enough.
Again, I felt the tip of his cock press into the folds of my labia. I glanced over my shoulder with a, “be careful with me,” look on my face.
He raised his eyebrows and pushed forward.
Oh, darn! It entered easier than before, but it was still a shock of sorts. Angling my hips helped. And then he was all the way in, holding there, waiting for I didn’t know what.
At last I felt his hands on my hips. He pulled back then pushed forward. Slow. Super slow. Repeated. Again. Again.
“Now it’s perfect,” he said.
“Yeah,” I agreed.

Certainly, he knew that pounding away was the wrong move. At the same time, he took his pleasure. I was happy to give him what I had to make it great. He pumped his cock into my pussy with those long strokes. Off and on, he held it deep in me. Each of those left me with my mouth gaped, my eyes squeezed shut.
The pace picked up then. He fingers kneaded my ass. Any faster/harder, I would have had to slow him down. I took it, though, took it all in my tight pussy, sweating, breathing hard, wanting no more or less, just that he would have a fantastic orgasm at some point.
He stopped.
I heard his heavy breathing.
Yes, he’s close, I thought, unable to sense some of the other telltale signs in my vagina from a less girthy cock.
He started again, this time not going very deep, maybe half way in me. Next I felt his thumb sliding down between my ass cheeks. It stopped on my bung where he pressed just enough to make me wonder if he was going push it into my ass.
He didn’t.
He pressed and released there, teasing me as his cock ran in and out.

The pace quickened. My moans, gasps, escaped every time the head of his cock reached my core.
“Going to cum for me?” I asked as he did of me.
“Want me to?”
“Please.”
My reward came quickly. He pressed a little harder against my bung as his cock drove steady into my steamy wetness. With more force, the pumping continued, right to the point where it was too much.
And then…
Oh, wow!
He jammed hard against me.
I yelped with pleasure/pain.
“Yes, Jen!”

His cock swelled.
My eyes flew open.
Inside, a burst of warmth gushed into me as the semen spurted from his cock.
My eyelids fluttered.
The walls of my vagina transmitted the pulses of his cock.
More warmth spread inside me.
He pushed against me, retreated, slammed deep.
“Oooooof.”
“Oh, Jen. Yes!”
He slammed once more, and one last time. There he held it in me.
His throbs diminished as my gentle ache spread.
My eyes drifted closed. Whatever happened the next minute or so was beyond me.
Then I was empty again. He backed away for a seat on the chair to the side.
I turned and sat back on the couch, my legs closing around my fucked pussy. There was not going to be a round two.

“Phew,” I said. “That was something.”
“Fantastic,” he beamed.
“For sure. Hand me my panties, please.”
“Be right back,” I said, heading for the bathroom.

There I got a look at myself in the mirror. Oh, my, Jen. You were fucked by a big cock. How long did it last? Hard to tell. Long enough to leave you done for the night.
Between my legs I felt his semen seeping between my pussy lips. I gathered some on my finger for taste. Not bad. A second taste confirmed the first.
Panties on back in the room, we shared a drink with a view as well as some small talk.

“Shame I’m going to be away for a while,” he said. “I’d like to see you again.”
“That’d be fun,” I told him, without committing to it one way or the other.
A while later, he left. I sprawled on the couch, feeling my pussy adjust after that stretch.

After making myself another drink, I checked my phone. Mr. Y left me a naughty message. I dialed his number.
“How’d it go?”
“Wow. That’s fucking,” I replied.
“Ah, you probably took it like a champ.”
“I did okay.”
“I want details!”
“He might have stretched me out.”
“No way! You’ll snap back tight as ever.”
“How would you know?” I joked.
“I’ll check it tomorrow and let you know,” he said and hung up before I could tell him, no!
I’m sure others have taken much bigger dicks for longer and harder than I did, but Mr. G’s cock was a lot for me. Did I want it again? Hmmm… maybe. I’ll let you know how it goes.
In the meantime, be well, stay safe.

Hope you enjoyed this long story.

-Jen.

PS: I found out later, Mr. G’s cock is a little more than 8 inches long. Not massive but seriously big for me. Don’t make fun of me thinking that’s a big one. Thank you.


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Member Since: 3-Jun-06
Location: US
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Excellent story Jen. Good pacing and detailed narrative. Got my cock super hard. 👍👍

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Member Since: 5-Jan-19
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Great story and could easiely have pictured myself being in the whole situation xx

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Member Since: 5-May-07
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Love your story telling ability
great story............. Love your style

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