A New Experience for Ann

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

"Oh, yes, baby. Suck it hard." He yelled. Suddenly he stopped mid thrust and I felt his load explode. There was an extraordinary amount of cum in my mouth, his slowly shriveling cock stayed put and made it hard to swallow, but by now, I knew Tom was sitting close by watching every movement, and he wouldn't let me pull away until it was all gone.

Brian was next, and waiting patiently for his turn while he stroked his cock in anticipation. I moved his hand out of the way and kissed the tip of his slender cock, slipping my lips around him and taking him in deeply. Sucking hard, my head bobbed up and down as I held his balls in one of my hands, gently squeezing them. He pulled his feet up on the chair, spreading his legs wider to give me more room to reach him. For fun, I slipped one of my own fingers between my legs, coating it with my juices, then searched for the tight opening to his ass. I gently pressed against it at the same time as I increased the suction on his cock. He moaned loudly, everyone watching as my finger slipped in to his ass.

There was a collective groan from every man in the room. I drove it in and out a few times until I found a spot inside that apparently drove him nuts. Pressing on it while sucking hard on his cock, I felt him stiffen before his hot cum spurted against the back of my throat. He threw his body back, his ass tightening and trying to expel my finger. I had mercy on him then, and pulled it out, hoping he knew a little how it felt. "Jeez, it was only a finger," I thought. "look what I have up my ass."

"Oh my God, Ann. Unbelievable! Where have you been all my life?" He held my face in both hands, his cock still in my mouth. It went without saying that I swallowed.

"Good girl," Tome praised me as he patted my ass. "One more for now."

I looked over at Tyler, who was lounging in the corner of the couch. His eyes were all over me, his expectant cock was at attention as I crawled over to him on my hands and knees to settle between his legs.

"Darlin', give it to me good." He sighed as he relaxed back into the pillows.

What could I do but exactly what he asked? My mouth was so tired, I wasn't sure I could open it again for a long time, but I knew I needed to finish. Six inches long, no idea how big around, but my fingers barely touched as I encircled him with my hand, bringing him into my mouth to begin another session of sucking and licking. Tyler was very vocal, calling out to me to suck harder, letting everyone know how damn good it felt, begging for a finger in his own ass, and yelling when he began to spasm and shoot his cum into me.

I didn't even think twice about it, I just swallowed and swallowed until every last drop had joined the others before him. Funny how each one's cum tasted different, one was bitter, one rather sweet, another with almost no taste. I guessed I could tell who each one was blindfolded, simply by the way they tasted.

Too exhausted to move, I felt myself being pulled up into Tyler's lap. His arms circled me and he nuzzled my neck.

"Honey, they were right, you're fantastic. Your lips are magical, and you suck better than any other person who's had the extreme pleasure of sucking on my dick. And believe you me, lots of women have tried." He grinned from ear to ear, proud of himself. "That finger trick was the best."

I just buried my head in his shoulder. A glass was placed in my hands and I lifted my head to drink thirstily. Draining it, I laid my head back down on Tyler's shoulder and let myself have a much deserved break. The guys turned their attention back to Sports Center on ESPN, debating every play shown, adding their own interpretations, and in general, acting like a bunch of boys.

Snacks appeared, drinks flowed, and I just laid there through it all, naked, amongst six rowdy men. I shouldn't have been surprised when I felt Tyler's hand start exploring. It moved across my one exposed breast, squeezing and kneading it. His head dipped down and he took almost the entire thing in his mouth, sucking hard and waking me completely as a fire started burning again deep inside me. Feeling me squirm, he laughed and slapped my ass, then rubbed the spot gently.

"You like that, don't you?" he whispered in my ear. "You'd probably love to be turned over my knee and get a good, hard spanking."

"I don't think so," I shuddered, even though I felt myself respond.

"Maybe another day," he whispered again, "when it's just you and me. I'd love to see your ass all red from my hand slapping it."

My body was betraying me completely, my pussy was soaked, and he reached down and felt it, shoving a finger deep inside me and whispering again in my ear.

"Yep, you'd love it."

I groaned and shook my head, but he knew, and thankfully kept that little secret between just us.

While we had been playing on the couch, Tom had gone out back and started up the grill for steaks, and everyone made their way outside one by one. The sun had set and the air had cooled with the gulf breeze and the onset of night. Tyler hauled me up and put an arm around my waist as we walked outside.

"Hey, quit hogging her," Jason joked. He was sitting on one of the chaise lounges and reached for my hand as I walked by, pulling me down onto him. Tyler didn't seem to mind, just grinned and continued on to a vacant chair.

"Tom, how much time before the steaks are cooked?" Jason asked.

"About 15 minutes or so."

"That should be enough time, if not, keep mine warm," he replied, as he stood up, removed his shorts and stretched back out on the lounger.

"Crawl on top," he ordered, and I obeyed. His hands under my arms, he lifted me up and over him, positioning my pussy directly above his face. He lowered me until his face was buried and then began pushing his tongue into my pussy, lapping up the juices that were flowing freely. His hands moved down and held my hips in place as he drove me into ecstasy. His tongue circled around my hard nub, his teeth would close over it, pulling on it gently, then let go, replaced by his lips to suck hard, only to leave it again and use his tongue to push his way into me. What a fantastic mouth he had, his tongue entering me, pulling back, then licking, nipping, biting until the sensations were so intense I almost passed out. Not really, but I was sure it was a possibility.

Someone else's arms come around me from behind and fingers started to pinch and pull at my nipples, rubbing them between thumbs and forefingers until I was within a moment of another orgasm. I felt myself hovering at the top of the peak, when they both stopped their ministrations at the same time. I whimpered, wanting to beg for release from this intense feeling.

I glanced over my shoulder to see that it was Jeff behind me. He moved out of the way as Jason lifted me off his face and placed me directly over his cock that was most definitely ready for action again. He held me up as Jeff reached down and guided Jason's cock into the entrance of my pussy.

"Wait," I heard Jeff say, as if from far away. "I think it's time to remove the plug, don't you?"

A resounding "yes" sounded from each man, and I felt Jeff begin working it out of my ass. Slowly, slowly, it stretched me wide open as he gradually pulled the largest part out and past the tightest part of me. It came out with a pop, and I felt empty inside for the first time in hours.

Before I had a chance to think, Tyler lowered me onto his waiting cock, and in one smooth motion, the entire thing filled me. I couldn't believe I had taken in the whole length of him, but I wasn't complaining as he began to surge up and down. It didn't take long before I was ready to climax again, he was rubbing against every sensitive spot I had, and I was beginning to soar. I could feel his cock pulsing inside me and knew he had come, I hadn't quite gotten there and as his cock lost its intense hardness, I was desperate for him to finish me off.

When I felt someone pushing against me from behind, I glanced back to see Jeff kneeling behind me. With Tyler's cock still inside me, Jeff pushed his way into my ass. I've never been fucked in my ass before, and while the butt plug had been inside me for hours, stretching me in preparation for this, I wasn't ready for the feeling of being totally filled like this. I was stretched widely open and stayed that way as he pumped in and out of me.

I couldn't stop myself from crying out, it was simply too much. The feeling from the huge cock twitching in my pussy, being pounded in my ass, feeling Jeff's balls slapping me with every stroke, four men all watching with mouths agape, did the trick, my orgasm was so intense I literally shut down. With Jason holding me up from underneath, Jeff held me from behind, and thrusting two or three more times, he bellowed as he shot his sperm deep into my bowels.

I fell over onto Jason, Jeff's cock slipped out of my ass, Jason's following suit shortly after, both cocks limp and spent. I was plastered on top of Jason, each button of his shirt cutting into my chest, and I didn't care.

"Can I please have a break?" I begged.

Laughter erupted, a hand smacked my ass, and Jason rolled me off of him so he could get up.

"Long enough for us to eat dinner, at least," was the reply from one of them. "We're guessing you're not too hungry, though."

Surprisingly, they were right, but not for the disgusting reasons they thought. I just didn't have much of an appetite. Someone placed a cool glass in my hand and I felt a cold cloth wipe over my face, then down over my breasts before I opened my eyes and saw Tom spreading my legs and wiping me clean. He rolled me over on my side and wiped up the spills on the chair, and then between my legs from the back.

He patted my head, and spoke softly, "Relax right here. You're doing great, by the way."

They all moved away to fill their plates, drink more beer and watch the pre-season football game on the TV hanging from the outside wall. By the end of the second quarter, food was gone, and thoughts were turning to their second heads again.

I had been dozing on and off in the comfortable lounge chair, not fazed in the least that I was outside where anyone on the beach could see me. Or, for that matter, could have watched the sexual antics earlier. I had truly let loose and let my darker side take over, at least for the night. Who knew how I would feel in the morning, and right now, who really cared?

All I knew was that I was being summoned to the large table where a deck of cards had appeared and a game of poker was beginning. Cigars lit, hands dealt, betting begun, everyone settled in to enjoy the rest of the night.

Brian claimed me next, sitting me down in his lap I could feel his cock waking up underneath me while he fondled my breasts with one hand and held his cards in the other. I was facing the table and watched the play, wondering who had the best poker face and if anyone wanted to play strip poker, although I was sure to lose that game. Brian folded and threw his cards in, leaving his other hand free to explore.

He whispered in my ear, "Hey baby, wanna fuck?"

I could feel the bulge in his shorts straining against his zipper, and he scooted me forward far enough to let his cock escape.

"Deal me out of this hand, fellas."

He lifted me up and plunged his cock into my wet pussy as I leaned forward onto the table, resting my weight on my elbows. My breasts swung back and forth like pendulums as he pounded into me. Play stopped short, as all eyes turned to watch. You'd think they had never seen this before, although I was sure they had. I couldn't believe after all I had gone through so far this night that I could possibly have another orgasm left in me. But stirring deep within, the coils of pleasure began to build again. Not enough to send me over the edge yet, but I knew I wasn't finished for the night.

Two hands reached out and caught my breasts as they swayed back and forth, holding and caressing them. The pounding slowly came to a stop, as Brian's wetness dripped down the inside of my leg. His cock slipped out and he pulled me back down onto his lap. He nuzzled my neck and whispered "thank you" in my ear as I let out a sigh. Moments passed, a few hands were played, chips were won and lost.

"Feel like some more, little one?" asked Tom, who was sitting next to us. I slid off Brian's lap and moved over to Tom's, leaning forward over the table for him as he positioned his cock to enter me. When he pulled me back, I felt the head pushing against my asshole, slipping in a little at a time. He rocked me back and forth, advancing slowly until he passed the tight muscles and was buried deep inside. He sat back, pulling me with him so that I was straddling his legs and leaning against his chest. I felt his cock jump inside, and laughed softly, loving the feeling of him in a place that would horrify most people.

We sat like that through a few hands, me watching how he played his cards, him nonchalantly flicking my nipple or my clit with his free hand. He would alternate between them, and started squeezing and pinching each one in turn. I could feel his erection growing after it had softened while we sat. My head was resting on his shoulder, the rest of me sprawled out on top of him. My excitement was building, my clit was becoming engorged, and in my position, it was exposed for everyone's viewing pleasure.

I could feel little spasms starting deep inside, and tried to hold back, but it was impossible. As Tom focused on working my clit, I came explosively, bucking up and down, each spasm sending waves of ecstasy through me, enhanced by the feel of him inside me. Before I could recover, Tom had bent me forward over the table, stood up behind me and was fucking my asshole as hard and as fast as he could. I couldn't move, I couldn't cry out, I could barely moan, as he came to his own climax and spurted his cum deep into me.

He collapsed back into his chair, I was still laying half on the table, his cock still buried deep inside me. We lay like that without moving, until finally Tyler asked if they could continue the game. I realized I was laying on the cards, and apologized profusely as I sat back up, embarrassed and turning every shade of red.

"No problem, darlin', we wouldn't have missed that show for anything," came the reply, with all joining in agreement.

"Unbelievable."

"Fucking awesome."

"Let me know when you're ready again, honey, 'cause I sure as hell am."

Tom pulled me back into his arms and held me there.

"Guys, enjoy her tonight, because it's going to be the last time you do," he said, stopping all conversation dead as five pairs of eyes turned to look at him in disbelief.

"What are you talking about?" Keith demanded.

"I don't much feel like sharing her. And if you're not careful, I'll send you all home right now and call an end to the night." He sounded angry.

"I'm the only one who hasn't fucked her yet, you can't call it quits yet," Keith said, in a voice that sounded very much like a whine.

"Not true, I haven't had her either," added Tyler.

"Give her a rest for awhile, gentlemen."

"Easy for you to say, you're not sitting there with a hard-on anymore, ready to burst."

"Stop!" Tom bellowed. "You're extremely lucky I don't kick all your asses out the door right now." He sat up straighter and pulled me closer, wrapping both arms around me as if to protect me from everyone. I couldn't say anything, I didn't want to offend him, but let's get real here. It was at his hands that I was here, giving blow jobs to half a dozen men, being fucked every which way imaginable by each one of them, walking around half the night with a butt plug up my ass, and to top it off, it was him that gave me an enema that completely humiliated me. Of course, looking back, I could see the reasoning for it now. But that didn't change my opinion.

Instead of reacting negatively, I decided to go with my real emotions instead. If Tom wanted me, he had me, lock, stock and barrel. I wasn't going to complain how it happened, in the end, I was going to get what I wanted. So until the evening was over, I would put up with whatever came next, and look forward to the morning.

I pushed myself up from Tom's chest, turned around and looked him in the eyes before leaning down and kissing him fully on the lips. He groaned as he pulled me closer, returning the kiss and plunging his tongue deep to do battle with mine. I broke off, pulling back from him and running my hand gently down the side of his face. Kissing the tip of his nose, I hopped off his lap and turned to the other men.

"Okay, let's get going here, guys." Hands on my hips, breasts jutting out, toe tapping on the ground with my high-heeled clad feet (yes, I still had them on), I achieved the mood I was looking for. Everyone started laughing and any tension in the air dissipated quickly.

"Come on, Tyler, your turn," I motioned him to follow me back to the lounge chair where I laid flat on my back.

"My knees are tired," I explained. "Drop the pants and let me see how ready you are."

He obeyed quickly, letting his shorts drop to the ground. His cock sprang out, begging for some attention. I grabbed it and squeezing lightly, pulled him over to the edge of the lounger. Spreading my legs for him, he knelt down between them and put his hands under my ass, lifting me until he could slide his cock into my pussy. I laid back, letting my hands run over my breasts as he held me up and pumped slowly in and out.

"Doesn't look like I'll get to spank your ass now," Tyler said quietly. "If you ever decide you want to try it, just let me know. I'm the soul of discretion." His thumb slid into my ass as his cock moved in and out of my pussy. "I'm an ass man in more ways than one."

"Tyler, you'd be better off not making promises you can't keep," I whispered back to him.

He pulled out of me, then pulled my legs straight up in the air so my pussy met his mouth coming down to claim it. My legs wrapped around his neck and he buried his head between them. He proceeded to suck on my clit, flicking it back and forth with his tongue. I knew Tom would be watching, and as I lay there with my shoulders and head on the lounger and my legs up high in the air, I began climaxing once again. My entire body writhed, trying to get my overly sensitive clit away, but he held me tight against his mouth. I had lost count of how many orgasms I had throughout the night, and really didn't care right now anyway. He kept on working my clit, long after the last spasm of my climax finished.

"Please," I begged. "I can't take anymore."

With a last, hard flick of his tongue, he let my legs come back down to where he could easily slide his cock back into me, thrusting only a few more times before he came, too.

We both collapsed, his weight pinning me down, not that I was going anywhere. I could see through the tangle of my hair covering my face, and looked for Tom. He was sitting back in the shadows, watching quietly, not a part of the poker game going on at the table.

Keith glanced over, saw us laying quietly and rose from the table as he threw his hand in. Walking over, unzipping his shorts as he came, I waited for yet another onslaught, not knowing if I could take anymore.

"Tyler, my man, move it." Keith joked.

Groans were heard as Tyler rolled off me and sat on the edge. He leaned over, kissed the tip of my nose, squeezed a nipple and left to go sit back down at the poker table, pulling his shorts back up as he sat.

In his place, Keith nudged me over onto my stomach, spreading my legs with his knees as he settled in behind me. I needed no lubrication anywhere, I was filled with semen in both places. In fact, I wasn't sure why anyone would want to go there anymore.

That didn't stop Keith. I laid there passively as he pulled up on my hips, raising my ass into the air just enough to slip his cock into my asshole. It met no resistance, it was still tight, but I didn't fight it. He pumped away, I laid there and did nothing. I really couldn't, I was beyond participating. He grunted and groaned, he wasn't as in shape as the rest and had to work a little harder since I wasn't helping. Eventually, I felt his cock begin to jerk, and accepted the fact that he was pumping my ass full of more cum.