Spring Break at The Windjammer Pt. 06

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Truth or Dare With Mom

Part 1

(Author’s note: this is a work of fiction. Any resemblance to any person(s) living or dead is purely coincidental. All characters depicted in sexual situations in this story are at least 18 years of age. This work is copyrighted and may not be distributed in any way by any person(s) without the express written consent of the author.)

Daphne had to admit that she was excited as she drove through the beach resort town where ‘The Windjammer’ hotel was located on her way to meet her son, Stanley (or ‘Stan’ for short). It was Spring Break and the beach town was full of college students, there to enjoy themselves while taking a break from the rigors of college life. Her son was in his freshman year of college, and since the college was in the next state over she didn’t get to see him as much as she would have liked. He’d pretty much been the only man in her life since her husband was tragically killed in a motorcycle accident three years ago, and she had to admit that she’d been lonely once Stan had gone off to college. So when he called her a week ago and suggested that they meet at ‘The Windjammer’ and spend Spring Break at the beach instead of him coming home she jumped at the idea.

She smiled as she drove up to the main entrance of the hotel; this had been her and her husband’s favorite place on the beach for as long as she could remember, ever since the hotel was built actually, and this was the first time she’d been back to ‘The Windjammer’ since her husband was killed. She wondered if Stan knew how she felt about the hotel and if he’d picked this one out of the dozens of other beachfront hotels and motels in town because of it, but she really didn’t care. He had picked it, she was there, and that was all that mattered. She parked the car in the lot next to the entrance and went inside, still smiling and carrying the soft sided bag that held her clothes and the other items she would need for the next five days. She walked up to the desk to get her card key from the clerk, and she was surprised when the clerk called her by name before she had a chance to speak.

“Mrs. Alton, how very good it is to see you again!” he said, a big smile on his face. “It’s been quite some time since you’ve visited with us, and it’s so nice to have you here!” he said. She returned his smile as she held out her hand to him, recognizing him from her many previous visits.

“Thank you, Carl, it’s good to finally be back!” she said as Carl took her hand and gently shook it, holding onto it as he spoke again.

“I’m so sorry to hear about the untimely and tragic passing of Mr. Alton,” he said, his voice soft. “He was a very nice man, a true gentleman, and we miss him terribly as I’m sure you do as well,” he said.

“Thank you, Carl; he was indeed a very special man, and I do miss him terribly,” she replied, her smile dimming just a little for a moment but renewing itself as she continued. “But I’m here to meet my son for Spring Break and spend the next five fun-filled days with him, so all is right with the world!” she said, her smile bigger and happier now.

“Of course! Your son has already checked in and is waiting for you in his room,” Carl said, reaching under the counter and coming up with a small folder with a key card in it. “He’s in Room 2230 and you’re in Room 2232,” he said, handing the folder to her. “Would you like me to have your bag brought up to your room?” he asked, nodding towards her bag. Daphne smiled as she shook her head.

“No, that’s fine, Carl, I can handle it,” she said, “but thank you anyway!”

“My pleasure, Mrs. Alton,” he replied, “enjoy your stay, and please don’t hesitate to ask if there’s anything you or your son need while you’re here.”

“Thank you, Carl,” she said, then turned and walked across the lobby to the elevators to her left. When the bell dinged announcing the arrival of the elevator and the doors opened, she saw a man inside who she knew to be a biker by his long hair, jeans, boots, and the leather vest festooned with club patches that he wore. His hair was tied back in a ponytail and he was clean-shaven, and he smiled at her when they made eye contact. He reminded her of her husband, all decked out in his leather vest (called “colors” by club members), and for a moment her breath caught in her throat.

“Please, allow me,” the biker said, holding out his hand to keep the doors open for her to step inside. “Ladies first,” he said, still smiling.

“Thank you,” she said, returning his smile. He stepped out as soon as she stepped in, and a few moments later the doors slid closed. She pressed the button for the 22nd floor and then waited as the elevator made the trip up. Once the doors opened she stepped out and turned to her left, walking down the hallway to Room 22230. She knocked on the door and it opened almost immediately, and there was her son, Stan, handsome as ever and grinning from ear to Diyarbakır Escort ear.

“Mom!” he said, reaching out and pulling her to him in a big bear hug. “It’s so good to see you again!” he said, holding her close as she returned the hug. He let her go after a few moments more and then ushered her into the room, taking her back from her hand.

“I’m so sorry we didn’t get to see each other over Christmas,” he said, walking into the room behind her. She walked right over to the balcony doors and opened them up, smelling the sea air and letting the room fill with the sounds of the sea and the beach.

“That’s okay, honey,” she said, standing in the doorway and just looking out over the ocean, “I wouldn’t have turned down the chance to spend Christmas in Cancun, either,” she replied, turning to face him.

“If it hadn’t been a fraternity trip I wouldn’t have gone, but if I didn’t go they’d probably have kicked me out of the fraternity, and that’s the last thing I want,” Stan said, walking over and standing in front of her.

“Yes, I know, you’re a ‘Legacy,'” she said, referring to his father having also been a member of that fraternity when he was in college, “and your father would be very proud of you!” she continued, reaching up and running her hand along the side of his face, smiling at him.

‘He looks so much like his father it’s almost frightening!’ she thought to herself.

“Thanks, Mom, I appreciate that,” he said, bending down and kissing her on the cheek before hugging her again for a few moments. After the hug was over he turned around and went over to where her bag was sitting on the bed, picking it up as he spoke.

“I’ll put your bag in your room for you, Mom,” he said, walking over to the connecting door between the two rooms and opening it, then walking inside just enough to toss her bag onto one of the two queen sized beds in the room before stepping back into his room.

“Do you want to go get some lunch, or would you rather just change and head for the beach?” he asked, standing between the two beds.

“Lunch first, I’m starving!” she replied, smiling. “And I know just where I want to eat, too,” she said.

“Let me guess; ‘The Gull Reef Club,'” he said, grinning. He remembered how much she and his father had loved that club and knew that was the first place she was going to want to go to after having checked in.

“Bingo!” she replied.

“Then let’s go!” he said, walking out into the room and offering his arm to her. She stepped forward and took it, smiling, and together they walked out of the room and down to the elevator to head out.

The food at ‘The Gull Reef Club’ was just as good as she remembered it, and the lunch with her son was one of the most enjoyable times she’d had in longer than she could remember – before he went off to college, anyway. They chatted at the table like a couple of long-lost friends, the talk coming easily and constantly. She learned that he was happy at college, was doing well in his classes, and didn’t have a girlfriend – yet. There was this one girl at the school, a short, slightly thick and extremely big-busted black girl named Jasmine that he thought had her eye on him, but nothing had become of it yet. There still wasn’t a man in Daphne’s life either, and Stan was a little dismayed to hear that.

“Seriously, Mom, you need a man in your life,” he said, reaching across the table and taking her hand. She put her hand on top of his as she replied, a smile on her face.

“I have you, honey, and right now that’s good enough for me,” she said, meaning it. “But I promise that if the right man comes along, someone who I know can and will make me happy in any way, I won’t pass him by. Okay?” she said, looking into his eyes.

“Okay, Mom,” he replied, returning her smile.

After the lunch was over they got back into the car and drove back to the hotel with the goal in mind of changing into their swimsuits and getting in a little beach time. She went into her room to change, and when she had finished putting on her bikini she stood in front of the full-length mirror next to the main door to the room and looked at her reflection. She nodded at what she saw, smiling to herself. She didn’t think she looked too bad for a 40-year-old widow, turning as she examined herself. She had short dark brown hair which she wore in soft waves, a cute face with a pert nose and full lips, and at 5’5″ and 115 pounds she thought she could compete with most of the college coeds there. Her tummy was still flat although not as taut as it was before she had Stan, and her medium-sized breasts hadn’t developed much sag to them. Her breasts had grown from a ‘B’ cup to a ‘C’ cup when she was pregnant, and she was happy when they didn’t deflate and sag after she had given birth like so many other mothers she knew had experienced. The only part of her body that retained any of the ‘baby weight’ was her butt, but only enough to make it deliciously rounded. Diyarbakır Escort Bayan She could still fill out a bikini with the best of them, and her only regret was that her husband wasn’t here to see it.

But her son was, and that was good enough for her.

“Wow, Mom, you look great!” Stan said when she came into his room after knocking on the adjoining door. She had her beach robe draped over her arm and hadn’t put it on yet, and she blushed a little at her son’s response to seeing her in her bikini.

“Thank you, sweetheart, you don’t look too bad yourself!” she replied, smiling at him. Stan was six feet tall with a good build, inheriting his mother’s dark brown hair and his father’s chiseled good looks. He was wearing a t-shirt so she couldn’t see his chest, but she knew from past experience that he had just enough muscles to him to get the attention of any female within sight. He was a good-looking young man and, Daphne thought to herself, sexy as hell. In the back of her mind she couldn’t help but wonder how big he was inside the baggy bathing suit he was wearing. If he was built like his father down there as well, then he had been blessed because her late husband had packed a full seven inches of heat where it counted – and he knew how to use it.

‘If only he wasn’t my son, I’d love to find out!’ she thought to herself.

“So let’s get our stuff together and get out onto the sand, shall we?” she said, slipping into her beach robe and tying it closed around her waist.

“Sounds like a plan to me!” Stan agreed. Ten minutes later they were walking out onto the beach behind the hotel, looking for a spot to set up and relax for a few hours. They had been walking for a minute or so when Stan nudged her with his elbow.

“Hey, Mom, see that black girl over there in the yellow bikini, the one just coming out of the water?” he said, nodding off to his left. “That’s Jasmine, the girl I was telling you about at lunch!” Stan had heard she was coming up to this particular beach for Spring Break, but had no idea that she was going to be in the same area as he was.

Daphne looked over that way and saw a short, thick black girl in a very small yellow bikini with absolutely the biggest tits she’d ever seen in her entire life. They were big, really big, heavy and full, standing out proudly from her chest and swaying like two puppies in a sack trying to get out as she walked up the beach from the water, her wet chocolate brown skin glistening in the sun.

“Oh, my word!” Daphne gasped, her hand coming up to her mouth. “She’s absolutely huge! Are they real?” she asked, glancing up at Stan before looking over at Jasmine again.

“According to her they are,” he replied, amused at his mom’s stunned reaction at seeing Jasmine for the first time. “And if I’m lucky, maybe I’ll get a chance to find out for myself!” he added, smiling down as he looked at her.

“Oh, you have just got to tell me if that happens!” she replied, grinning up at him.

“Sure, Mom!” he said, grinning. ‘I should be so lucky!’ he thought to himself, looking over at Jasmine again before looking away.

They found a spot and set up, then spent the next few hours on the beach just relaxing, getting some sun, swimming in the ocean and generally just taking it easy and enjoying each other’s company. When they packed up and went back to the hotel Daphne noticed that Jasmine was nowhere to be seen, and figured that she must have already left. After they got back to the hotel they went into their rooms to shower and changed clothes, then hit one of the popular tourist restaurants for dinner. It was steak this time at a place called ‘The Black Angus,’ and it was just as good as Daphne remembered it being. When they were on the way home she touched Stan’s arm to get his attention as he drove them towards the hotel.

“Let’s stop at a liquor store on the way back to the hotel, I want to pick up a bottle of wine,” she said.

“Sure, Mom,” Stan said. They stopped at the next liquor store they passed, and Stan waited in the car while Daphne went inside to get the wine. Ten minutes later they were in their rooms, with Daphne going into her room to change into what she called her ‘lounging attire’ while Stan did the same.

While Daphne was changing all she could think of was how good it was to be back at ‘The Windjammer’ again, all of the pleasant memories of the many wonderful hours she had spent there with her late husband flooding her mind. And the fact that Stan was literally the spitting image of his father only made her miss him more. She also knew in the back of her mind that seeing Stan in his bathing suit on the beach all afternoon had made her incredibly horny as he was a constant reminder of just how good a lover her late husband had been, and she couldn’t help but wonder if Stan was just as good and if she would have a chance to find out for herself. She hadn’t been with a man since her husband had been killed, and Escort Diyarbakır while watching porn and masturbating with her dildos was satisfying, it was only satisfying to a point – and she was at that point now. She needed a man, a real man, with a real cock, and if she didn’t get it soon she was going to go out of her mind. And since her son was the only man in her life at the moment, and they were both in a hotel at the beach, she found herself incredibly attracted to him in a decidedly sexual way.

She knew she shouldn’t have been having those thoughts about her own son, but she just couldn’t help it. There was an old saying about men that went, “When the little head gets hard the big head gets soft,” and that was pretty much true about women too – they just wouldn’t admit it. When a woman got those kinds of thoughts into her head and her arousal began, common sense went on vacation. And as she finished getting changed she had a feeling that her common sense was packing its bags in preparation for departure.

When she came into the room through the connecting door a few minutes later she was wearing a baggy white t-shirt and a pair of loose, baggy maroon lounge pants. Stan was wearing a loose-fitting black sleeveless t-shirt and a pair of baggy grey basketball shorts and that was it. They were both barefoot, and ten minutes later they were sitting out on the balcony with their feet up on the railing, watching the moon rise over the ocean with Daphne enjoying her wine and Stan drinking a soda since he was still too young to drink alcohol.

“It’s beautiful here, isn’t it?” Daphne asked, looking out over the moonlit ocean, taking a sip from her glass of wine.

“It sure is,” Stan replied, looking out over the ocean as well. “I know why you and Dad loved this place so much,” he said.

“This is my favorite place in the whole world,” she said, a smile on her face with a touch of pain in her heart at the memories of her departed husband came to mind. “I still remember the very first time we came here,” she said, taking another sip of wine. “It was about a year after we got married and before you were born, and we got a room on the top floor of the hotel so we could have the best view possible. We spent the evening just like you and I are doing now, sitting on the balcony, drinking wine and just relaxing, and before I knew it we were having sex right there on the balcony,” she said wistfully.

“No shit! Really?” Stan said, grinning over at her. “Right there on the balcony?” he asked.

“Yep, right there on the balcony!” she replied, pausing to take another sip of wine. She could already feel the buzz starting, and she didn’t care. “We stood up to hug and kiss, and all of a sudden your father spun me around, bent me over, and took me right there on the balcony. All I could do was grab onto the railing and hang on!” she said, giggling at the memory.

“You’re lucky you didn’t get kicked out of the hotel!” Stan said, laughing with her.

“You can say that again! The people in the room next door came out onto their balcony about the time we were finishing up, and I thought the old broad was going to have a heart attack when she saw us!” Daphne said, her giggling turning into a full-blown laugh. “The old man thought it was funny as hell, but I guess his wife didn’t see the humor in it. We could hear them arguing about it; she wanted to report us to the hotel and have us kicked out, but the old man put his foot down and said no, that it was none of their business, and what was wrong with having sex out on the balcony anyway?”

“I bet that didn’t go over too well with the old lady,” Stan said.

“No, it didn’t,” Daphne replied. “But we never got a call from the front desk and nobody came to our door, so I guess the old man got his way,” she said.

“Good for him, and good for you,” Stan replied.

“You know what else your father and I used to do out on the balcony? Especially after you were born and started coming with us,” she said.

“What’s that, Mom?” Stan said.

“We used to play ‘Truth or Dare.’ We’d get a bottle of wine, sit out here and drink wine, then play the game. Once the wine took hold some of the things we’d come up with were pretty outrageous, and we always made sure you were asleep before we let it get that far,” she said.

“No more sex on the balcony, then?” he asked, grinning at her.

“Don’t ask me questions that are going to make me lie to you!” she replied, returning his grin. She took another sip of her wine and then her face lit up as an idea struck her.

“Let’s do it!” she said, her eyes bright and shining, the excitement evident on her face.

“Do what, Mom?” Stan asked. “Have sex on the balcony?” he asked, grinning at the joke.

“No, silly, let’s play ‘Truth or Dare!'” she replied. ‘Although I like your idea better!’ she thought to herself, the wine beginning to take hold now.

“Are you serious?” Stan asked, grinning at her.

“Yes, I’m serious! C’mon, it’ll be fun!” she said, egging him on.

“Okay, if that’s what you want,” he replied. “Let me get another soda before we get started, though,” he said, getting up from his chair.

“And I need a refill, if you don’t mind, please!” she said, holding her wine glass up above her head.

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