This is a work of fiction.
Names, characters, businesses, events, and incidents are the products of the author's imagination
. Any resemblance to actual persons, living or dead, or actual events is purely coincidental. All characters are over the age of 18.
Hello again. As you may have surmised, this is a sequel of sorts to MILF Cruise-Upgraded. However, it isn't a continuation of Tyra and Ray's story, but an independent story that runs concurrently to Upgraded, with some characters overlapping both stories and a completely new main character. It is
not
necessary to read Upgraded first, to enjoy this story. That's why I'm not going to number these as chapters.
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MILF Cruise - the Cougar
Day 1 - At sea.
Ian was already tired. The Pinnacle Cruise Lines ship, the Atlantic Star had sailed at 3 p.m. from Port Canaveral and the first evening of the cruise was always the worst. As a ship's concierge, or customer service rep, in any other situation, his job was to assist passengers in any way they needed. Plenty of folks get lost on a ship where there are maps on the bulkheads. Or they are concerned over their bags not being in the room yet, or any other of a million other concerns, real or imagined. Already there had been a couple that broke up and the jilted girlfriend needed another room. Ian patrolled his section of the ship, usually staying near the elevators or common areas. It looked like it was going to be a long evening.
"Excuse me?" a woman's voice said from behind him.
Ian turned and when he saw the woman, his heart jumped in his chest and a shiver ran through him. She was immaculately dressed in a grey, curve-hugging business dress with four-inch black leather heels. Her jewelry sparkled at him.
"Can ... can I help you?" He replied.
When the strikingly beautiful woman smiled at him, his discomfort tripled. There was something predatory in her smile. She wore blood-red lipstick and burgundy eye shadow, which perfectly complimented her shoulder-length auburn hair and dark eyes. Ian couldn't quite place her age. He figured anywhere between thirty-five and fifty-five, and her figure gave nothing away in that regard. One thing was certain though, she knew how to make a first impression without saying a word.
"I hope so. My door card doesn't seem to be working." She held up the card. "It worked when I first came onboard this afternoon, and now it doesn't."
He took the card from her hand and felt her red-painted nails graze his hand softly. He caught a faint scent of strawberries.
"I'm sure it's ah, nothing, I'll just ..." Ian was about to do his usual double-check on the passenger's door, but in an instant, he changed his mind. This did NOT look like the kind of woman to be bested by a card lock.
"I'm going to get a ... replacement card for you." The woman gave him a dazzling smile, which sent Ian's heart racing again. Everything about this woman spoke of confidence, refinement, and class, from the way she spoke, how she stood, and how she walked.
The woman reached out and ran her hand down the young man's forearm as she leaned in to read his name tag. "That would be lovely ... Ian. I'll wait right here. Don't keep me waiting." She added with a wink.
"Umm ... what is your room number, ma'am?"
The woman smiled as she replied. "My name is Sonya, and my room number is 777."
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The woman chuckled softly as Ian sped off.
"This is going to be such a fun trip," Sonya thought. Things were already going her way. This was her second cruise this year, but she had a clear goal in mind this time.
Jason, her husband of twenty-four years, had passed eighteen months ago, after a grueling long illness. It had been a blessing when it was over. After six months, she'd pulled herself together and got her life back in order. Her husband's last wish was for her to continue in whatever way made her happy. So, she joined a gym and began eating right. A year of hospital cafeteria food and fast food had taken its toll.
She'd taken her first cruise shortly thereafter and it had been exactly the break from regular life she'd needed. Though she went by herself, she'd met a beautiful Latin couple on the first evening and spent a lot of time with them in each port. On the last evening of the trip, she'd let them seduce her and spent that night fucking them in as many ways as she could. Remembering that evening made her pulse race even now.
In the months that followed that sexual reemergence, she began dating again, but guys her age left her cold. They were usually looking for wife number two or three or four. And as a successful businesswoman of means, she was a prime target. But that wasn't what she was looking for. Been there, done that. After so long with her husband and the hardships that concluded it, she wasn't looking for a repeat of that scenario. However, she wasn't the sort to be happy living alone. She needed love and companionship and sex. On her terms.
Sonya smiled when she saw Ian return. His brisk walk was nearly a jog. He was of medium height, lean and cute, with sandy hair and hazel eyes.
"Here we go, ma'am. I ... I mean ... Sonya." Ian held the new card with a bashful look. "Shall we go to your room?"
Sonya grinned. "I don't know handsome, we just met. A girl usually expects dinner first. Or at least some flowers."
Ian's brain shorted out and he dropped the door card. "That's not what I ... I meant to try the card, I didn't mean ... anything inappropriate, ma'am."
Sonya loved seeing his reaction. She adored the shy ones. She loved the way they looked at her. It was more than appreciation or admiration; it was more like ... worship.
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After deciding against men her age, she set out to find someone younger. And she'd thought her gym was the best place for that. But, just like the older guys, the young confident studs around the gym didn't arouse her interest either, though they certainly didn't lack for trying. Sure, they were great eye candy, but ...
Then she noticed Sam. Sam was a gym employee. Young and cute. Sonya watched him for a while, from her treadmill or stationary bike. He seemed good-natured and smiled a lot. He seemed at ease with the young hot girls, but when Sonya approached the counter to get a towel or ask a question that she already knew the answer to, he became clumsy and nervous. She loved that. Cute and shy? Oh, that was her cup of tea. For two weeks she made every effort to engage him, at least three times a night. His awkwardness made her shiver in delight.
Finally, she went in late one evening and as she left, she asked Sam to escort her to her car for safety. When they got to her sedan, she thanked him with a kiss and asked him if he'd like to have dinner with her. It had been the start of a torrid sexual affair that had lasted for months and cemented who she was sexually and what she wanted in her lovers. She was a cougar, and she wanted her cubs.
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Ian escorted her to her room and verified the door did open with the new card. Sonya took the card and gave him a dazzling smile.
"Thank you so much. So, about that dinner? What time is good for you?"
Ian's eyes flew wide in shock. "I ah ... I'll be working quite late tonight. The first evening, passengers are always ..."
She stepped into him and laid her fingers on his breastbone. They were eye to eye, in her heels. She looked at him and as their eyes met, she cranked up the seduction to eleven.
"What about dessert then, say, ten o'clock? In my room?" she whispered enticingly.
Ian nervously glanced around to see if anyone had taken note of them. "Ma'am, we're not allowed to fraternize with passengers." He whispered. "I could ... lose my job."
Sonya pouted. "Sweet boy. There are many jobs to be had. But only one of me." She emphasized the last three words with a finger tap on his chest. She smiled and walked into her room. Before closing the door, she added, "Think about it."
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At nearly ten o'clock on the dot, there was a knock on her stateroom door.
"So glad you could make it," Sonya said with a cheery smile. Ian checked both directions down the passageway before stepping in. He was dressed in casual slacks and a button-down short-sleeve shirt. She got a light whiff of a pleasant aftershave.
"I ah, I really shouldn't have but I couldn't ..." His voice failed him as he saw Sonya. She'd replaced her dress with a long silver-blue silk robe, that she wore closed and tied. He could see her stockings and high heels remained.
With a look of awe mixed with a deep longing, he finished his statement. "I couldn't help myself."
Sonya closed and locked the stateroom door, then turned and stepped close to him. "I know the feeling." Wrapping her arms around his neck she leaned in and kissed him deeply. When she broke the kiss, he took a big breath.
"Oh my. This is ..." he couldn't find the words to continue.
"Are you married?" she said, looking intently into his eyes. Ian shook his head. "A girlfriend, maybe?" He broke their eye contact and frowned. "No," he said with a hint of bitterness in his voice.
Sonya gave him a warm smile. "Then tonight you are mine."
She pulled his face to hers and kissed him once again. He wrapped his arms around her and pulled her hard into his body. She could feel his hard cock against her hip.
After leading him toward the bed, Sonya slowly undressed him, running her hands over his lean, wiry body. He gasped when she ran her hand over his engorged member.
Sonya smiled appreciatively. "Has it been a while?" Ian swallowed and nodded.
"Good. Then you'll have plenty for me."
