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 hereAll of a sudden, I realized I should be filming this... why not. I got my camera out of the bag, and began getting close-up shots of cocks and pussy, cocks and mouths. As Mason withdrew his cock from Helena's mouth, I was there to catch it, catch Helena's expression, watch as Mason's ass moved up from Helena's face and she extended her tongue to his asshole and lick it several times and the last of his sperm drooling from her mouth; Jim's cock softening as he pulled it from her pussy and best of all, photographed his cum oozing from her pussy, a cream pie.
"OK, time to change places." I said, indicating where people should move.
"Untie her hands and legs and Helena; get on your hands and knees, doggie style."
The boys untied her and she did so, still unsteady, and extended her hips up into the air, her head and shoulders on the bed.
"Ok, Mason, the pussy is yours. But Jim, come over here."
"Bring yourself under her, your head under her pussy and your cock at her face. That way, you can watch Mason fuck her cunt."
Mason wasted no time, his cock hard again and he pushed into her pussy, all the way. Jim positioned himself under her and I instructed Helena that she should do to Jim's cock what she did to Mason's. She leaned toward me and said;
"I think I will be liking America."
"Yes, you will. You have all the equipment to keep half of America very happy."
She didn't get it, but she would.
By positioning Jim under Mason as he fucked Helena's pussy, his cock would occasionally slip out and down... into Jim's waiting mouth. Jim would accept the cock and suck and lick all Helena's juices off and even a little more. Mason's eyes would close or roll whenever this happened. I took this opportunity to move to the side of Helena, with my head toward her head, and watched her sucking on Jim's cock. I whispered to her that I wanted to teach her something new, reached in, taking hold of Jim's cock, and took her mouth's place. I began sucking on Jim's cock, swirling my tongue around his cocks head and playing with his pee hole. I brought a hand to his balls and tugged on them and played with them, rolling them in my fingers before releasing his cock back to Helena's mouth. Helena watched my instructions and smiled, slowly nodding her head. Before she returned to his cock, she leaned over and gave me a deep tongue kiss, sucking my tongue into her mouth, releasing it and smiling at me as she returned to Jim's cock. I repositioned myself to Helena's ass and whispered to Mason;
"Ever fuck an ass hole?"
"No, but I bet you are going to show me how."
I went to the bathroom and retrieved a bottle of lube, which I liberally squirted around, on and into Helena's ass tunnel. I moved an index finger to her hole, slathered it with the lube and, applying gentle pressure to it, I heard her moan as my index finger easily poked into her tightness. I moved my finger in a small circle inside her tunnel and pushed in to the second knuckle. I felt Mason's cock in her pussy and moved my finger over his cock, he felt me and a look of surprise came over his face.
"I had no idea you could do that." he said in surprise.
I pulled my finger free, invited him to replace me, and as he pulled out of her cunt, I reached in and drew out two fingers of lubricant from her pussy, smearing it over and around her ass hole. I took Mason's cock, covered it with lube and positioned it over her hole and told him;
"Rub some of the lube onto your cocks head and push slowly and with purpose until the head is in. If you feel too much resistance, pull her ass cheeks apart and watch her hole open. Then wait for her muscles to relax and then she is all yours."
He did as I instructed and with a little push he was in. Helena let out a yelp of surprise as her first cock violated her asshole. But Mason persisted and slowly pushed into her dark tunnel; in and out slowly, until he had about three inches of his cock buried in her rear tunnel. Jim, underneath all this had her pussy all to himself, now, and took full advantage of it, using his tongue to lap up her dripping juices and play with her clit and insert a few fingers into her tight cunt. With Mason buried in her asshole, I told Jim to swivel around and bring his cock under her cunt and prepare for a 'DP'.
"What's that?" Helena asked.
No one said a word as Jim grinned at me, swiveled around and inserted his cock up into her pussy. I helped by pushing Helena's hips down, making Jim's entry easier. I grabbed my camera and shot away. The boys were rhythmically pumping into her rear holes and it was an artistic sight. Helena had her head on the pillows and was in orgasmic heaven as all her erogenous zones were being stimulated at once. Jim was holding Helena's head as he buried his tongue into her mouth and her eyes rolled in and out, she was drooling on his face and making small guttural sounds as the boys pumped into her holes. Finally, Mason was the first to unload his sperm into her ass tunnel. The ass muscles were too much for him, he grunted and pushed in as far as he could, squirting his load into her ass. Jim must have felt it as he was next, unloading his nuts deep into her cunt. Spent, they all pulled out. I took Jim's place at her mouth and they both watched as my cock moved into and down her throat. She was gaging on it as I pushed further in. She started slapping my leg, as I blew my load into her, listening to her swallowing, choking on the volume and the thickness of my load. Helena rolled over onto her back and groaned.
"My turn." I said, not giving Helena a chance to think about it.
Looking at the boys, I answered their earlier question. I positioned my 10 inches in front of her very pink labia and with the boys watching, I opened her up, allowing all their sperm to come drooling out of her. I pushed my plum sized cocks head into her and her eyes slammed open and she groaned;
"God, no!"
"Oh yes." I exclaimed. "You wanted to know if I would fuck you again and here it is, with an audience watching you take all ten inches of me."
I leaned over her body, reaching for her arms and pinned them to the bed. I quickly, rhythmically pushed my cock into her until I felt my cock hit her cervix, just like last night.
"No. Please don't." she pleaded, but, having an audience of the two boys, I was not to be deterred. I leaned over her body and forced a good length of bed sheet into her mouth, stuffing it in so that any screaming would be muffled. I asked the boys to hold onto her arms and legs as this might be a violent ride for her. I encouraged them to suck on her tits and play with her nipples as I didn't want them to be overlooked. I pushed in again, feeling my cock pass into and through her cervix and into her womb. Tears were streaming out of her eyes and she was thrashing, crying, groaning through the sheets. The boys held her arms and legs, sucked on her tits, as I pummeled her cunt tunnel. I pulled out about half the length of my cock and rammed it home, again.
"Aren't you hurting her?" One of the boys said.
"Not really." I replied "She told me of the things she and her girlfriends had stuffed into her pussy, and last night, the first time I attempted to fuck her, her aunt pushed her all the way down onto my cock, forcibly and without any lube. She can take it and she knows it. She is a good actress."
She thrashed her head back and forth, looking up at me with a panicked look, fear on her face, until I could take no more and I pushed all 10 inches into her and emptied what seeds I had left directly into her womb. Having an audience, being an exhibitionist helped me get off one more load. Sweat dripping from my body, I pulled my cock from her pussy, this time with no blood showing. I laid my cock onto of Helena's stomach to show the boys just how far into her body my cock went.
"Shit, that was outrageous." Mason said.
I looked at both boys and asked them if they would like another go at her pussy, as I pulled the sheet from Helena's mouth. She wiped the tears from her eyes, reached down for my cock, pulled me to her mouth and began to suck the last few drops of cum from me.
"See, it's all an act. She is a good actress. We talked this out when she first spied you two at check-in and told me she wanted to fuck both of you and could I arrange it. So here she is and here you are. Want another go?"
They looked at each other, and at Helena's pussy and both said;
"No, we're good."
I whispered in her ear as I climbed behind her on the other bed, my legs on either side of hers, my cock snaking under her, between her ass cheeks and poking out under her pussy. I started to nibble on her ear lobe and play with her nipples and they hardened at the sight of these two boys , naked as they climbed into their swim trunks..
I continued to message and squeeze her breasts and nipples as she leaned back into my shoulder and found my cock head under her pussy.
"I liked Mason fucking my ass. Have you ever been... fucked in the ass by another boy?" She asked.
"Only once and it did nothing for me. I prefer stroking and sucking on a nice cock. I do enjoy fucking the ass hole of a young girl, though. My wife likes it, her sister likes it, my son's girlfriends like it, so why not teach and continue."
"You fuck all those girls? All in your family and your son's girlfriends? How do you get away with doing that?"
"My wife and her sister share me. I married my wife, but still love her sister and might have married her if I had not met her sister. My son's girlfriends find me harmless, compassionate and a listening ear. They cry on me, kiss me and let me fondle and fuck them. We are good friends and we share our love, literally."
The boys were ready to leave, and as I escorted them to the door, I said;
"OK, thanks for cumming, Ha, Ha, time to go. We all need our rest."
They reached for Helena and fondled her breasts and fingered her pussy one last time. I opened the door and ushered them out into the hallway.
"Hope they have their room key cards." I said to Helena.
As the boys left, I motioned Helena to the wall both rooms shared. Placing our ears on the wall we could hear the boys talk, excitedly about their fuck session with Helena.
We headed for the bathroom and showered, both of us having had our fill of cum and needing cleaning up. I was experiencing a full bladder from the beer and began to relax my bladder, peeing in the shower. Helena had never watched a man pee and asked if she could hold my cock, spraying the walls of the shower as she giggled at this experience.
"Well, how about you? Don't you have to pee?"
I asked her. She looked at me, quizzically, got into a squat position and spread her legs. A moment later, a stream of pee issued from her sphincter and I bent down to see and experience her pussy as it relaxed into this expelling of urine. She blushed as I looked up at her. She said;
"You are full of new and exciting experiences for me. I will hate to leave you."
We were drying off when there was another knock at the door.
"You ready for one more cock?" I asked.
She placed both hands on my cheeks and looked me straight in the eyes saying;
"I will do whatever you want. You are my teacher."
I opened the door and let this young man in. He saw my cock and said;
"Wow."
Then he saw the naked body of Helena, lying on the bed, spread eagle as before, this time without the ropes. His name was Michael and I told him she was his to enjoy. He looked at me and said;
"For real?"
Then whispering to me asked;
"Is she clean, no drugs, and no diseases?"
"She is as clean as a newborn."
"But how about you?" I asked.
"I'm 23. I've been with the same woman for five years. This is the first time I have cheated on her."
"So, think you can satisfy this young girl?"
He never answered, but began stripping his clothes off and got down to his boxers, which were hiding a large surprise. His cock was over eight inches long and more than three inches in width. He was also uncircumcised which fascinated Helena. Michael settled himself between her legs and spread them allowing clear access to her slit. He advanced on her and with both hands opened her labia, and just starred at the pink within. She smiled at him and at me and blew me a kiss as he opened his mouth and engulfed her sex, covering everything from clit to vaginal tunnel. Helena arched her back, rolled her eyes back and groaned in pleasure, her head rolled back onto the pillows. As Michael lay between her out spread legs, his cock and scrotum was exposed between his legs. I watched as his testicles moved as his sexual excitement increased. His foreskin slowly retracted as his cock re-grew. His nuts were large, appearing to be amore than two inches long and an inch wide. His scrotum was barely able to squeeze them up into his abdomen, readying him for an ejaculation. When Michael changed his position, placing his cock at her mouth in a '69' position, Helena was fascinated with his foreskin. Her hands played with it, rolling it up and down his erection, watching the head disappear into the folds of skin. I watched as she sucked on the head and would remove it from her mouth and fondle the skin, moving it over his cock head and sliding it back. Almost a game for her. After several minutes of 'tasting' Helena's pussy, he got up on his knees, flipped around and aimed his cock into her cunt. She watched between her legs as his foreskin fully retreated and he entered her, quickly. Fortunately, having had three cocks in her within the past few hours, she was ready for his size and speed. She was wet and stretched out to accept his sizable cock. He pumped into her like a madman, absolutely beating her cunt with his fast paced rhythm. At each insertion of his cock, he leaned into her and hit her clit and I watched her eyes roll and her breathing change. She brought her legs up to his hips and wrapped them around him pulling him down and into her hungry pussy, something she had never done previously. Her legs pulled him further into her pussy and slowed his pace. Her arms reached up and held his face, bringing it down to her open mouth, and sucking on his tongue in a deep kiss. Apparently this young man was stirring something within Helena's body and she wanted all he could give her. I watched from their rear, seeing his cock push into her pussy, her outer lips following his cock, almost gripping it as he retreated. His forward thrust was purposeful, forceful and he buried his full length in her with each push. His scrotum was pulling his balls up and tightening, a sign he was ready to cum, and he stopped. He pulled out of her pussy and Helena released her leg hold on his hips, causing a disappointing look from Helena. He turned her over onto her stomach and parted her ass cheeks. He spent a few seconds admiring her womanly treasures and returned his cock to her pussy. He also found he liked the look and feel of her brown pucker, into which he pushed not one but two fingers. He did not go lightly but was eagerly pumping his cock and fingers into her holes. Helena turned her head toward me and gave me a look of concern and fear. I just smiled at her and patted her ass cheek. Michael was now attempting to get three and four fingers into her ass hole and I leaned into Helena's ear and told her to relax, don't fight it, it will feel fantastic once he gets in. It was obviously uncomfortable for her as she had tears rolling from her eyes; she was making small crying noises. I turned her head into the pillows and let her scream into them. Michael now had succeeded in getting his whole hand, up to the wrist into her ass tunnel and was flexing his fingers inside her, almost trying to grab his cock through her inner tissues. He looked at me for approval and I nodded to him.
"I'm impressed that you wanted to do that. Have you tried that with your girlfriend's ass?" I asked him.
In the throes of sexual ecstasies truth usually emerges. Breathing hard he said;
"In college, I had it done to me by a couple of drunken roommates and I've done it once or twice to other guys but never to my girl."
He looked stunned that I gleaned that information from him, but he continued to flex his fingers in her ass and pump his cock into her pussy. Helena was groaning and crying into the pillows, turning her head toward me as he abused her hind quarters. Finally after many minutes of punishment, his balls tight against his abdomen, I reached around to his ass and inserted my finger into him and found his prostate, just like a doctor's examination, and pushed on it. He arched his back, pushed into Helena's cunt and began squirting his load. He must have been saving it up for his ass cheeks contracted at least a dozen times, and I could feel all his contractions through his ass hole. He roughly pulled his hand out of her ass and we watched as it slowly returned to as normal a pucker as could be expected, given how severely it was stretched. He withdrew his cock and pushed her hips down to the bed, then roughly grabbed her hips and turned her onto her back, spread her legs again, this time holding them high in the air and spread wide and mounted her. He, again, began to pump into her now red swollen pussy, leaning down to her tits and sucking on each nipple, biting each one, pulling them up with his teeth. Helena screamed in pain and I moved to fill her mouth with my cock. She reluctantly accepted it, sucking it deeply as I pushed myself into her throat. Michael was releasing a lot of pent up anger on this girl, and I was letting him have his way. I was getting as much pleasure watching him abuse her as he was. I also knew Helena, in her new life with her father, would never experience the extremes of sexual passion and erotica as I had exposed her to in the past 24 hours. She was just too naïve, too beautiful and young to know, be curious about to try in an unsupervised way. OK, maybe I was just fooling myself, but I would not be around to see how all this turned out in the future years.
Helena was moving from one orgasmic high to another, wracked with both pleasure and pain, and she would never forget it. Michael, again arched his back, sank his cock deep into her cunt and dumped another load. He dropped her legs, sank onto her chest and tongue kissed Helena who responded with animal passion.
Another knock at the door brought a single boy who had heard about the willing young girl in 755. I invited him and he watched the final few minutes of Michael fucking Helena. Finally, they were both spent, and I helped Michael off the bed and into the bathroom. I started the shower and pointed him in.
I returned to Helena who amazingly was almost asleep, yet fingering her pussy, searching for another orgasm. I indicated the young boy, naked, watching her and told her he had witnessed all as Michael finished with her. I asked her;
"Want more? This boy looks like he is willing to pleasure you with his cock and mouth."
She looked at him, as he began to stroke his swelling cock, looked at me and asked;
"Do you mind if he fucks me as well?" I responded;
"Only if you are willing and not sore. I will stop this anytime you tell me you have had enough."
I left them and went to check on Michael as leaned against the wall, the shower's hot water spray hitting his lower back and ass. I turned the water off, tossed him a towel and told him to dry off and leave. I retrieved his clothing, brought them to the bath and watched him dress. He headed for the door and turned to me.
"That had to be the wildest sexual encounter I have ever had. Thank Helena for letting my fuck her. I will not soon forget."
"Now go home and fuck your girlfriend with the same intensity. She'll wonder where you got it from."
The last boy was waiting for me, sitting on the edge of the bed, starring at Helena's naked body as she had finally passed out from sexual exhaustion.