It was time. John had lain back, just enjoying the sight of the young girl's naked body in its aftermath of orgasm. Her cunt glistened from its wetness, her legs remaining spread. The pinkish tip of her clit peeked through the hair-lined cunt-lips.
John's swollen prick had not yet received any relief from its intense arousal. It had become a pillar of pain that was a constant reminder of his need for release. Nothing would satisfy that need but to slip his throbbing cock deep in the depths of the virgin cunt lying in front of him.
Moving up between her wide-spread legs, John took the thickness of his engorged prick in his hand. Leaning over, he guided its enlarged head to the still-wet cunt-lips. He ran the head up and down the slit's wetness. The lubricants leaking from its bulbous tip mixed with the natural liquids of the young girl's pussy to make an extra slippery mixture.
"Are you ready, little lady?" he asked Lana as he continued to rub the invading cock-head up and down the crack. He made no effort to enter her virgin cunt.
"Yeah, I guess I am," Lana whispered. There was a noticeable tremor in her voice when she spoke. The moment of truth was there for her, and she couldn't escape the nervousness she felt.
John had given the deflowering of the young virgin much thought since winning the cut of the cards. It had raised his arousal to a fever pitch. His logical mind had been at work, contemplating the easiest way to achieve the ultimate goal without causing the young girl undue pain or psychological trauma.
"Here's what we'll do," John told her, giving her a reassuring smile. "I'll lay down on my back and you can straddle me and lower yourself down on my cock. That way you can control how fast my cock goes in your pussy. I think you'll be more relaxed that way and it'll make it easier all the way around."
Lana gave him a smile of gratitude. She would feel more relaxed being in control of the hard cock entering her virgin cunt. She could feel at ease, not having to lie there expecting at any second to feel a plunging hunk of prick ripping away at her maidenhood. In a lot of ways, this considerate man reminded her more and more of her fantasy lover Jason. In her mind that was just the way Jason would act.
"Thank you, John, you know that will make it a whole lot easier for me. This whole thing is turning out much better than I thought it would!" she said, reaching out and giving his stiff prick a gentle caress.
Getting up, she watched John lie down on the mattress. He lay back with his hands cradling his head. He was content to lie back and just let the young virgin do this at her own pace. His long slender cock pointed toward the ceiling, weaving through the air as it throbbed in intense arousal.
"See, Lana, my old cock is beckoning for you to come jump on it!" John teased her. His prick was moving back and forth as if it were calling for her.
"I'm coming, I'm coming," she laughed.
Now that the time was at hand, she was getting more than a little excited at the aspect of finally feeling a man's hard prick filling her cunt.
Moving over to where John lay, she threw a shapely leg over his body so that she straddled him. Her slender fingers wrapped themselves around the slimness of his cock.
Lana moved the swollen cock so that its crown was pointed straight up in the air. Holding it gently but firmly, she moved her own body so her virgin cunt was directly over the waiting stiffness. Her cunt-lips had parted from her legs being spread so wide. The soft flesh beneath the parted lips awaited the shaft of hot, penetrating cock.
"Do it baby, do it!" John urged the young virgin. His anticipation caused him to tremble.
Moving the hard cock, Lana felt its crown sink in the depression that was the opening to her cunt-tunnel. Lowering herself slightly, she could feel its roundness pressing at the tight opening. She felt the slippery head stretching the tight skin at the opening as it started to sink into the snugness of her virgin cunt.
"Yeah, honey, that's the way! Slow and easy, slow and easy!" John encouraged her.
His rising desire made him want to push his hips up, to propel his anxious prick into the tight confines of the juicy pussy resting against the crown of the shift. He fought back these impulses.
Lana lowered herself slowly, letting the bulbous head slip completely into the tight wetness of her cunt. She didn't stop until she felt the pressure against the thin membrane of her virginity. There she stopped, hesitating. Instead of pushing in, she backed off, pulling the rounded head away from the barrier.
John started to utter a protest at the backing off, but he never got a chance to finish. Lana was just getting a running start. She had let all but the very tip of the slender cock slip from the tightness of her juicy pussy. Without warning, she dropped down, impaling herself on its hard length. She cried out in pain as the cock ripped away her cherry.
She cried out at the initial pain, but the stab of hurt only lasted seconds. Then Lana felt a sensation of her tight cunt being stuffed with a velvety hard material. The painful feelings were quick to subside. In fact, the longer the slender cock was imbedded, the better it felt.
Tight, wet cunt surrounded the aroused flesh of John's turgid cock. Lana's deflowered pussy was like a tight sheath around his long prick. It was a very pleasurable sensation, and it became more exquisite as he felt her body moving a little, making a tentative test, trying out moving the cock in and out of her cunt's juicy hole.
"So tight, baby! So tight! Feels sooooo gooood!" John groaned. He could feel her cunt muscles contracting around the shaft of his prick, making its grip even tighter.
Lana found she liked the feel of the long prick entering and leaving the tightness of her pussy.
"Ride it, baby, ride it! Milk my cock! Suck my balls dry with that hot little pussy of yours!" John moaned. He was trying to spur her on to move faster as she impaled herself repeatedly on his long throbbing cock.
John wasn't the only one who was moaning with pure pleasure. The totally new sensation of having a throbbing prick filling the tightness of her cunt brought moans of pleasure to Lana's lips too.
"God, it feels so, so good!" she whispered.
John reached up to take one of her small tits in each hand. He could feel her already-hard nipples pressing against his palms as he started squeezing their supple flesh. He let his rough palms caress the sensitive nipples at the same time that his fingers were gripping and kneading the flesh around them.
Lana's movements on the length of his long hard prick increased in velocity, keeping up with the arousal that was fast building up in her newly awakened body. She could feel the wave of sexual pleasure building higher and high with each stroke her body gave John's slim cock. She could tell from his actions and the way his breath was increasing in raspiness that he was getting close to coming. She was looking forward to it happening, craving the first feel of hot creamy jism filling her pussy.
"Ride it, baby, ride it! Fuck this long cock of mine until I come!" John cried.
The pressure in his swollen balls had built almost to the point of no return. The tightness of Lana's cunt and the titillating experience of having a virgin built the pressure super-fast and had his ball-sac feeling like it was going to burst, it was so full of his juices.
John cried out to the young girl, urging her on. He felt the hot, creamy jism start its upward journey from the depth of his swollen balls.
"I'm coming! Oh God, here it comes!" he moaned, just as the first burst broke free from the tiny piss-slit at the head of his prick.
The first burst of hot jism splattered the walls of her tight cunt-tunnel. It was the catalyst necessary to trigger Lana's own climax. Even as the hot liquids shot deep inside her, her body took all control away from her. It sent her into an orgasmic frenzy. The impalement of her craving cunt took on a runaway action. She was moving up and down on the shaft of John's prick with breakneck speed. Her cunt muscles contracted rapidly, working to milk his balls dry.
The sounds of both their moans filled the room.
Her climax died within her flushed young body. Lana fell forward, lying against John's chest, her little tits pressing against him. John's prick was still inside her, but it was growing limp. He reached around and started caressing her naked back and round little ass with his fingertips, which caused Lana to start purring like a kitten.
The three men shared many different positions with Lana throughout the long night. The only one not to stick a cock into her tight little pussy-hole was Harold. She still feared his gigantic size would rip her little cunt wide open. She used her sucking mouth to drain the cum from his balls time after time to satisfy his needs. She had promised him that as soon as she stretched her cunt muscles with a little more fucking, she would let him have another night with her and he could do all the fucking he wanted!
She didn't tell him that she was going to use his son Hank's big cock to stretch her pussy into shape to accept his enormous prick.
Lana was on her knees, sucking Mike's juicy cock for what they had agreed would be the last time that night. In the position she was in, she was expecting John to move in behind her and to start fucking her doggie-fashion, as he had done a number of times already that night.
Feeling John move in behind her, she was waiting to feel the length of his slender cock sliding between the waiting lips of her wet cunt. John had another surprise in store for the young girl. It wasn't her juicy pussy he was interested in.
When John moved in behind Lana's kneeling body, it was her round little ass that held his interest. He had to feel his slender cock driving deep in her fine ass. He was sure it was as virgin as her little greedy cunt had been.
Reaching out, he rubbed the firm cheeks of her ass before spreading them apart, revealing the little puckered asshole. In the position she was in, the bottom edge of her juicy pussy was in plain sight too. John lost no time in moving his mouth down and running his hot pointed tongue across her hair-covered cunt and all the way up the crack of her fine little ass. His actions brought a shudder from Lana. He didn't expect to hear a moan, since her mouth was full of Mike's hard cock.
Using the flat of his tongue, John rubbed against the tough ridge surrounding Lana's tight little asshole. It caused her to wiggle her ass at the new sensation.
John's next move was to attack the tiny hole itself with the pointed tip of his laving tongue. He held it stiff, pushing on it to try to force penetration. His hands were squeezing and kneading the firm flesh of her asscheeks.
His persistent tongue licked and probed the area surrounding the wrinkled little asshole. The intensely pleasurable sensations it produced outweighed the aversion she had first felt. In fact, she was really starting to enjoy it!
The pleasure got so great that Lana raised her sucking mouth from Mike's aroused prick long enough to urge him on to greater action. She cried out, "Suck it, John! Fuck my asshole with that beautiful tongue! Ream it, baby, ream it!"
John had to smile at the young girl's enthusiasm for his talented ass-sucking. Most girls objected at first, but once they had actually experienced it, they always begged for more. Once that happened, it was no problem to move on to reaming out their tight little shit-holes with his prick.
With her ass muscles relaxed, the spike-like tip of his tongue pushed its way past the entrance to her ass-tunnel. He began a push-pull action, and each time a little more of his probing tongue made it inside. Soon he was fucking the tight little hole with his tongue.
With her asshole being tongue-fucked, Lana couldn't help but raise her mouth off the prick she was sucking to vent her immense pleasure again. Her moaning filled the tiny room.
"Fuck it, John, fuck it! Ream it out good! Feels so good, baby, so, so, good!"
His aching balls told him that it was time for his throbbing cock to be moving into the tight confines of her virgin ass. His tongue had done a good job of loosening it up, lubricating it so that his prick would find entrance easier.
Raising up, John wet the head of his pulsating cock with saliva, knowing the extra slickness would be necessary to gain entrance to the tight cavern of her fine sexy ass. Taking the slender cock in his hand, he guided the head to the puckered opening. He felt Lana's ass muscles tighten up again as she felt this new intruder at her shit-hole.
Stroking her asscheeks, he crooned soothingly, "Just relax, baby. I'll be gentle, just relax."
It took a few minutes of stroking, but he felt her ass relax as his caresses continued. He was ready to start his assault on her tight ass again, but he had to stop. When Mike realized what was about to take place, he went into a panic.
"Whoa, John! Hold on a minute! If you think I'm going to leave my cock in her mouth when you're getting ready to hit her in the ass, you've got to be crazy! Be my luck, you'll hit her and she'll bite mine off!" Mike said, extracting his still-hard cock from her sucking mouth. He decided to content himself with watching her get a good ass-reaming.
With that settled, John moved back in position behind Lana's round little ass. The puckered little hole still shone with wetness as John guided the roundness of his cock-head to the tiny opening. Pushing forward with his hips, he met resistance, but it was minor. The slippery coating on his enlarged prick allowed the bulbous head to slip through the tight ring of her asshole.
"Oh God, it hurts, John!" Lana cried as the whole head of his narrow cock slipped through the barrier.
"Just relax, baby. Don't tense up! Just relax!" John said.
He started rubbing her ass again to get her to relax. He remained motionless with the head buried in her ass until the muscles adapted to his prick.
"Hurts, John, oh, it hurts!" the young girl cried as John began to slowly push the long length of his throbbing prick deep in her bowels. This time when he stopped, the entire huge prick was buried deep.
"There it is, baby, all the way in. Now just relax!" John said, continuing to caress the smooth skin of her ass, giving her body time to adjust to the new position.
Moving slow, John started sliding his thin cock in and out of Lana's tight ass. It brought more moans from her, but he didn't stop, knowing she would get used to the hard length moving in and out of her ass. He could feel her ass muscles loosening slightly as the tight hole adjusted to the intruding prick.
"Oh, baby, you're so tight! Feels so good!" he groaned, the tightness of her little asshole gripping his cock like a vise.
With the slender length of hard prick sliding in and out of her flushed body, Lana tried to relax. Pain was the first sensation she experienced, but little by little it subsided. In its place came pleasure. It traveled through her aroused body to the sensory center of her brain.
"Fuck me, John, fuck me! Ream my tight ass out with that beautiful long cock of yours!" she urged as the good feelings overcame the bad.
Feeling her ass start to push back on his slippery cock, John increased the speed in which he was pushing its hardness in her ass's tightness. He began to plunge the narrow cock faster and faster into her constricted little shit-hole.
"Ride it, baby, ride it! Grind your little ass, grind it!" he cried as he felt her start to swirl her ass around in a circular motion.
She was starting to really get into the ass-fucking. The tightness of her ass gripped the plunging prick even tighter as she began flexing her ass muscles, trying to capture the invading prick in its grip.
"Ream me, baby, ream my ass! Fuck it harder! Harder, damn it, harder!" she demanded.
She was totally lost in the royal ass-fucking John was giving her. She was pounding her round little ass back with each forward thrust of John's long cock. She couldn't get the prick back in her ass fast enough each time. She craved her ass-tunnel to be filled now.
"Ride my ass! Ride my tight ass! Fuck it, John! Fuck it, baby! So damn good!" she cried.
With his hands on her hips, John buffeted her ass with pile-driving intensity. The gripping of her asshole was dragging his load of hot cum from his swollen balls. He fought to hold back the explosion, wanting to prolong the pleasurable ass-fucking as long as possible.
"Now, baby, now! I'm coming now!" he cried.
His grip on her hips tightened as he continued to plunge into her ass. His hot cream shot slippery and hot deep in her ass. He rode her round, shapely ass to completion.
John hugged her curved ass to his groin even after his load was gone. He held her in this fashion until his cock grew limp and slipped from her asshole.
"Beautiful baby, so, so beautiful!" he whispered as he released her hips and moved up on the bed beside her. He took her in his arms, giving her a deep soul-searching kiss as they lay there resting.