"Yeah," Cherry chirped from under him. "Come on, Cap'n, come on. Give it to me. Give it to me! Give it to me!" She pulled on his hips, urging him into her. "Aah!" she moaned. "Don't stop. God! Don't ever stop again!"
Her tight, virgin cunt clung to the head of his prick like a surgeon's glow. He felt her shredded hymen slide past the head of his cock.
"Ow!" Cherry moaned as searing pain tore through her. But she had expected it. It didn't frighten her. She dug her fingers into Jerry's muscular shoulders to keep him from halting his drive into her.
Cherry's moan of pain was not about to stop Jerry at this point. There was no way in the world he could have stopped. He had to get his prick clear into that tight hole. He had to ram as much of his monster cock into this girl as she could take. His hips surged forward and he screwed another inch of his prick into her.
"Aaaaahhhh!" Cherry sighed. "More, more!" She squirmed her skinny little body under him, her hips heaving and twisting eagerly, inviting deeper and deeper penetration.
Jerry drove still further into the dripping, gripping tunnel of her cunt. The feel of her delectably tight sheath around his flaming cock was absolutely fantastic.
"Ooh, ohhh, ohhh, God, oooohhh, God!" Cherry was chanting insanely. She felt him going into her, farther and farther and farther. He was huge, immense, and she was small, so very small. But she was taking him. Her magnificently elastic vagina was stretching and stretching and stretching. It hurt, but it was a delicious, wonderful, filling, satisfying hurt. She was a writhing, sexy knot of ecstasy. She had never dreamed that such incredible pleasure was possible. She had played with herself, had wriggled one of her skinny little fingers up inside her body. She had, discovered the secret of setting off a fiery flood of pleasure by wriggling two fingers in her hole, and massaging her clit. His two fingers in her had shown her just how much more pleasure was possible. And now, this incredible, huge cylinder of meat jamming her tight tunnel clear to the end was taking her to the absolute peak of pleasure at the bright-blue.
"Aaaaawwwww!" she cried. "Aaaaawwww!" She heaved up against Jerry's hips and felt his cock go still further into her hole. She felt so full she thought she was going to burst.
Jerry pushed his prick into her farther and farther and farther. He was getting close to coming, but he didn't want to come yet. He didn't want to spurt his semen into her until she had been racked with an orgasm of her own. She deserved at least that much from him. He paused, and let his cock become accustomed to the feel of being gripped so tightly by her virgin flesh.
"Cap'n?" Cherry whispered from underneath him.
"What?" Jerry asked.
"Don't stop now. Please, please, don't stop now."
"I couldn't now, even if I wanted to," he told her. He rammed his cock in another inch, and felt it slam against the end of her vagina. He felt her flinch.
"Ohhhh, God!" she wailed. "Awww, God, I'm dying! Awww, it's so good, soooo goooood! Do it again! Do it again!"
Jerry was not about to stop. He drew back and pounded into her again, more eagerly, less fearfully. His pubic bane pound against hers, even though he could not sink the full length of his cock into her diminutive cunt. He thrust his cock into her, drew back, and rammed into her still again.
"Aww – ohhh!" Cherry wailed. "What's happening? Aaaaiiieee!"
Jerry felt her thrashing under him as he continued to pound his cock into her tight cunt. Then the fires in his gut burst and semen sprayed from his cock deep into the bucking body under him. He pumped her full of thick cum. She was so full he felt it pressuring out of her, streaming back around his cock to pour into the crevice between them. He thrashed on her as she writhed under him. He drowned her with cum, until he was empty and aching.
Then he was panting for breath as he felt his prick starting to shrink.
"Hey, Cap'n, you're kind of heavy," Cherry panted.
With a soft groan, Jerry rolled off the girl and sat on the floor of the cockpit. He felt sick to his stomach at what he had done. He could see pink stains in the cum on his cock and in his pubic bush. He couldn't look at the girl he had just violated.
"That was some ride," Cherry marveled, still on her back. "That was one incredible ride!"
"Are you – all right?" Jerry asked.
"I never felt better, Cap'n. Never felt better in my life."
"I-I'm sorry," Jerry said miserably.
"Sorry? What for, Cap'n? I didn't get any over than I was asking for."
"Cherry, you're too young. You're just a kid. I've got a daughter older than you are."
Cherry appeared not to hear him. "Huh! I guess I'm gonna have to get a new nickname, aren't I?"
"Huh?"
"You didn't think 'Cherry' was my real flame, did you?" the girl asked, staring at him.
Jerry nodded dumbly.
"God, no!" she snorted. "I was christened Micaela, for God's sake. Micaela! After Saint Michael. I was supposed to be a boy. Up until last year, my nickname was 'Mike'. Then when I started dating, they called me 'Cherry' because I insisted on staying a virgin. Shoot, I don't like those young guys pawing me like animals. I was waiting for someone like you to come along and, do it right was all."
Jerry was stunned by her cool logic. "You mean, you planned what happened today?"
"No. It was all your idea. All I planned was a nice sail. But when you started getting all interested, I decided, what the hell, why not you?"
Jerry was trying desperately to regain his mental balance.
"I was the only virgin left in my crowd, too. Boy, am I glad to get that off my back." She giggled. "Man, when those creeps hear I've lost it, and they didn't get it, they're going to be furious."
"You're not going to tell them who did it, are you?" Jerry asked, terrified.
"Shucks no, Cap'n. Let them stew and try to guess. I'm not going to squeal on you. Hey, tell me the truth now, was I any good?"
Jerry nodded, still feeling sick. "You were good. You were very, very good."
"All right! Far out!" Cherry giggled. "Hey, wind's coming up again."
Hastily, they bath dressed and Jerry turned the boat to head back to the harbor. He tried to analyze what he had done, and why, which line of thought only increased his disgust with himself.
Why, why, why? he asked himself, over and over and over. He had no answer. And this time he couldn't even claim to have been seduced.
He felt like killing himself.
CHAPTER SIX
Sue rocked slowly in one of the big, high-backed rocking chairs on the clubhouse porch. In the deep shade of the porch, the warm day was bearable in spite of the fact that the breeze had died. She stared pensively out over the harbor at its clusters of sailboats and power craft. Jerry, out sailing with Cherry, was out of sight around the point. He had probably been near the middle of the sound when the wind died. He would be stuck out there for hours.
Sue wished she could somehow overcome her seasickness. The only seasick pills that worked made her so drowsy that she always promptly fell asleep. So, she watched from the porch. After her encounters with the lifeguards, she was not about to return to the pool.
"Good morning, Sue."
Sue jumped, startled out of her reverie. "Oh, Mr. Caldwell, good morning," she greeted the distinguished-looking man politely.
"Please, not Mr. Caldwell," he said gently. "My name is William. But if you don't call me 'Bill', I'll be driven to drink."
Sue smiled, charmed by his easy grin. "Okay, Bill, I wouldn't want your bar tab to get high on my account." She studied him admiringly. Even allowing for exaggeration, Wild Bill Caldwell's rumored wealth was impressive. He looked the part of the wealthy yachtsman. He habitually wore white trousers and a blue captain's jacket, with gold braid on the sleeves. His handsome face was tanned and wind burned, making his white handlebar mustache seem even whiter, his silver hair even more silvery. He was twice divorced, and devilishly handsome.