A Little Vacation Read online

  A Little Vacation

  A DDlg Short Story

  Seraphina Shepard

  Copyright © 2020 Seraphina Shepard

  Copyright © 2020 Seraphina Shepard All rights reserved.

  The characters and events portrayed in this book are fictitious. Any similarity to real persons, living or dead, is coincidental and not intended by the author. Characters are 18+

  No part of this book may be reproduced, or stored in a retrieval system, or transmitted in any form or by any means, electronic, mechanical, photocopying, recording, or otherwise, without express written permission of the publisher.

  ISBN-13: 9781234567890

  ISBN-10: 1477123456

  Cover design by Seraphina Shepard

  Printed in the United States of America

  "Are you excited?" Theodore asked as he looked forward, one hand gripping the steering wheel and the other reaching over to Hannah's lap. He pushed aside her large tote and giving her bare thigh a loving squeeze, "I might have overpacked, honestly."

  She grinned as she placed a hand over his and squeezed enthusiastically, her other hand moving her tote into the floorboard. "So excited!" she exclaimed, looking out the window at the blinding white sands and crystal clear blue waters as they drove along. The were looking for the perfect spot, "Did you remember to bring all the toys?"

  He nodded, "Of course." She beamed with joy, excited to build sandcastles and play in the water.

  Theodore was more excited to see her than the beaches. She was in her early 20s, standing at 5'4" and lithe in figure, hair dark at the roots and sunbleached towards the ends, sloppily thrown into a bun hanging at the nape of her neck. Her nails were polished white, and she only curled her lashes for the day. Her bathing suit was a one-piece in baby pink, the top and bottom trimmed with white ruffles. It did well to hide away her D cup breasts. After two years of dating and one year living together, he still couldn't believe how seemingly effortless her beauty was. The most significant part of her beauty to him wasn't physical, but her excitement for the simpler things they did together.

  When they finally parked, Theodore got out and walked around to her side, opening the door to the truck and reaching his hands out to pick her up. He was in his late 30s, stood at 5'11" with a slightly muscular build and freshly cut dark hair. His eyes were usually dark, but the sun brought out specks of green that Hannah found captivating in moments like this. She smiled wide as he helped her out, looking into his eyes and cupping his face with her hands as she pulled him in for a quick kiss. Theodore finally lowered her to the ground, "Okay, baby, let's get everything set up."

  He pulled himself into the bed of the truck and started handing her their chairs. She set them up while he pulled the beach toy bag and ice chest out of the back, then she grabbed the tote out of the floorboard of the truck, setting it next to the chairs. She opened the chest up and grabbed herself a juice box and him a bottle of water. They sat back in their chairs and momentarily enjoyed the view. It was beautiful today. The wind was calm, and the waves were small and steady. There was one other group of people that they could see, but they weren't even close enough to see what they looked like.

  Theodore had insisted on sunscreen. Hannah wasn't sure if that was him showing concern, or because he enjoyed massaging it onto her. She suspected the latter because he used lotion on her and spray on himself. She certainly never protested or pointed it out – she enjoyed the full-body massages.

  She spread out a towel in the sand and lay down as he got on his knees beside her. He started with her arms, then moved to her chest, next to her back, then started from the tops of her feet and worked his way up slowly. "I want to make sure it's massaged in so it's effective," He said in a near joking tone, and she chuckled, "Spread your legs a little, baby."

  She blushed and complied, opening her legs just a bit as he massaged the sunscreen into her thighs and inner thighs. She was looking at him nervously, and he smiled.

  "Such a good girl..." He whispered to her, causing her to blush even deeper, "There we go, all done. You're good to go!"

  Hannah couldn't contain herself any longer. They hadn't been to the beach in months, and she had an entire list of things she wanted to do. Get in the water, build sandcastles, bury Theodore and give him massive sand titties, collect seashells, play volleyball.

  "Alright, I have to do something!" She exclaimed, jumping up and ready to search for sea shells. She searched through the bag of toys and found a bucket. He laughed and stood, offering to hold it for her while they walked along the beach, searching. He filled it with a little water to help clean them off while she began her search.

  "Did you know sea shells have different names?" She quizzed him, picking one up she deemed interesting up.

  "What is that one?" He asked as he shook his head. He had never given it much thought. She paused, realizing she had no clue and shrugged. They both chuckled.

  "Did you also know sand looks way different under a microscope?" She asked, dipping the attractive shell into the bucket. She looked up at him and smiled, "It's beautiful. You would never guess it, but they have beautiful colors and shapes."

  He shook his head no again but smiled at the thought, and she promised to show him later.

  Theodore hadn't spent much of his life before Hannah thinking about or appreciating small things. He had tried to keep his eyes on the future and not in the moment, finding it too stressful to fret over things he didn't personally see any value in. Something about her changed that for him.

  They had collected a handful of beautiful shells, and Hannah giddily exclaimed she was going to use them to make a beautiful sandcastle. Theodore decided to relax while she worked on it and sat back down in his chair.

  She ran to the water and filled a bucket to its brim, then back by the bag, and started on her castle. Theodore attentively watched as she worked on her project. She was a body length away from the bag of shovels, buckets, and sandcastle molds. Instead of building closer to it or even dragging the bag closer, she would bend and stretch to reach it.

  He wasn't aware at first he was admiring her body, but it was hard not to notice when her bathing suit began to stretch over her pussy. He was close enough to see the bathing suit sliding between her slit, and that she was shaven clean. He had been admiring for a few minutes at this point before snapping to. He quickly stood and got down onto his knees behind her, his hands wrapping around her waist as she smiled and looked back at him, "Does it look good?" She asked sweetly.

  He nodded and brushed stray strands of hair out of her face, kissing her on the cheek before whispering in her ear, "Your little pussy was nearly showing just now, baby. You know you're not allowed to do that for anyone else but me."

  A soft whimper escaped her lips, and instantly she felt herself begin to flush. She was so caught up in building her sandcastle that she had completely forgotten there were other people nearby, much less what she was wearing. She straightened her body up, and he began to pull her closer. She could feel a nudge against her ass from his bulge, but they both ignored it. He sweetly spoke, "Here, baby, let me help you out."

  He reached over and pulled the bag closer, letting her reach it easier. He then began to loosen the ponytail holder in her hair and adeptly began to part her hair into two pieces and braid. She taught him how to a year ago after gushing about how much it relaxed her when others would brush and braid her hair, and he was eager to learn.

  When he was finished, she took the extra hairbands off her wrist and tied off the ends, admiring his uniform braiding, looking back at him over her shoulders. "Thank you, Daddy," She said coyly as his hands reached for her waist yet again, "So what do you think of my castle?"

  He admired her work for a mome
nt. It really was a work of art. A small castle, fairly intricate given the tools she was working with and that she was getting her hair braided at the same time, decorated in the shells they had found together.

  She put love into the things she did, and it really filled him with pride. He grinned wide, and his hands slid down to her waist, pulling her closer. "You did such a good job, sweetie, and you look so cute."

  He leaned in and kissed her bare shoulder, sending tingles down her spine and through her body all the way to the tips of her toes. He pulled her closer, pressing his thickening cock against her swimsuit. He gave a quick glance to make sure nobody else was looking and began to grind softly against her. She reached down and pulled his hands to wrap around her and leaned back into his chest with a sigh and closed her eyes.

  After a moment, Theodore gave her a little nudge, whispering, "Hey, I think we're about to be alone..." She opened her eyes and looked over. The only other people in sight had just finished loading up all their stuff and were getting in to leave.

  After they were out of view, he pulled her fully into his lap, pressing his bulge hard against her ass.

  "Now, you need to apologize for being naughty and showing off your cunt..." She, again, began to blush deeply, feeling embarrassed, especially at the harshness of the word 'cunt' being used to describe her pussy. He reached around, sliding his fingertips between her legs and softly rubbing along her slit. He could almost feel the pulse of her clit against his fingers.

  "I didn't mean to..." She began to speak, and he flatted the palm of his hand over her mound and squeezed, shaking his head.

  "No, no excuses, I said you need to apologize." He replied flatly.

  She went silent, her mind becoming blank for a split moment. It excited her. She thoroughly enjoyed when Theodore was sweet, but couldn't help how much it turned her on when his behavior switched like that. She loved it. It wasn't anything new. She had been coming to the realization for a long while now that whenever he would speak like that, it put her deep into a trance-like state of vulnerability. The first time he did it months after they started dating, he apologized and asked if it was okay. She wasn't so sure then. Now?

  "Please, Daddy..." She whimpered, squirming under his palm. His cock throbbed hard against her bottom, and he squeezed her pussy even harder. This time she whimpered sharply, and he loosened his grip. "Daddy, I'm so sorry.

  I really didn't mean to, and I promise I'll be more careful."

  He hugged her against him tight, his hand going back to rubbing her now furiously throbbing clit through her bathing suit. He hooked his finger into the suit and slid the cute frills to the side, his warm bare finger now gently stroking.

  "I just want to protect you. You don't want to get in trouble for showing yourself off like that, do you?"

  She shook her head no, but really she did. She wanted to be punished by him. She wanted to be called out for her naughty behavior, corrected, disciplined by him. He had never abused that power, which made her even more eager and willing to let him have it. She was beginning to sweat from a mixture of the heat and the adrineline rush of being so turned on.

  "Fuck, you're so beautiful..." he muttered, his finger sliding down and gently prodding against the opening of her hole. She gasped and inaudibly muttered a reply. She didn't even know what she was saying or trying to say, and he loved it when she was like that. With his finger slowly sinking into her, his other hand reached down and began to free his cock from his trunks.

  She needed more. She was mewling, arching her back. He chuckled and began to curl his finger inside her, his thumb once again stroking her clit.

  "Please, more..." She began to beg, biting her lip.

  "More?" He asked, but before she could answer, he pulled his finger from her, bringing it up to his lips and licking it clean. She began to whine, turning her head to look at him. The moment her eyes caught his, he was pressing his thick, bulging cock against her hole. "Ready baby?"

  She almost hesitated, then began to nod with fervor. He didn't wait. He steadily slid his cock into her, inch by inch, checking her reaction the entire time. She whimpered, and he stopped.

  "Are you okay?" He asked, one of his arms wrapped tight around her waist and the other holding his cock, guiding it and stopping it from going any deeper. She was utterly lost in the moment and couldn't get any words out, opting to just press her ass back against him, encouraging him to keep going. With just a few inches left, he began to kiss her neck and nibble between words, "Almost done... Such a good girl... Are you ready for more?"

  She nodded softly, trying to relax, knowing what was coming... He put both of his hands on her hips, buried his face into her neck and shoulder, and shoved himself in deep. She whimpered and squirmed on his cock, and he began to lovingly murmur into her ear. He was holding her tight on his cock and enjoying the feeling of her pussy squeezing around the base, using his hands, he rocked her gently back and forward.

  He began to feel an orgasm building in both of them. His cock was swelling inside Hannah, he could feel her pussy tightening around him, and she was beginning to grind back against him. His hands trailed up the sides of her waist around to her breast, his fingers hooking into the top and pulling it down to expose her breasts. He began to kiss her shoulders and the back of her neck while his fingers found her hardened nipples and began to tease them.

  "Tell me how bad you need it," He demanded, his hands gripping her breasts and pulling his cock nearly all the way out of her warmth.

  She began to whine, begging "Please..." over and over as she tried to push herself back onto him, "I need to cum, Daddy."

  He began to slowly thrust into her, adding another inch every few seconds, one hand letting go of her breast and reaching back down to her pussy. She was completely soaking wet, her clit swollen so much he could feel it throbbing even more now. He needed her to cum. He needed to feel her pussy tighten around his cock and hear her moans. He began to stroke her clit in rhythm with his thrusts, whispering in her ear and encouraging her to give him what he needed.

  At first, she let out a soft moan, her back arching into his chest. He could feel her begin to tighten around his cock harder, and he slowed his thrusts, sinking himself as deep into her as he could while he continued to rub her clit. She moaned just a little louder, doing her best to keep quiet and failing. She began grinding against his fingers, riding her orgasm as long as she could.

  He couldn't hold back anymore. He continued to rub her clit, his other arm tightly wrapping around her waist and holding her steady as his cock began to swell, burying himself as deep as he could into her. He buried his face into her neck and muffled his own moans as he filled her pussy. Her hands reached up and grasped his arm while he finished, squeezing tight.

  After a few seconds, he began to cover her neck and shoulders with even more kisses, leaving his cock buried inside of her. She shivered with each peck, giggling softly. Her hands let go of his arm, and he began to pull out, finally sitting down on the beach stretching his legs out. She turned to face him with a big smile. He reached up and held her shoulders, pulling her in and kissing her deeply, trailing his hands down to her waist and pulling her into his lap, desperate for more.

  He had never felt desperate for anyone in this way. It wasn't that he wanted to cum again, he was more than satisfied in that sense. He wanted more of her vulnerability. He desperately wanted her to need him.

  Sitting in his lap, Hannah began to nuzzle into his chest, her fingers exploring his waist sweetly. He held her lovingly, one hand holding the back of her head and the other gently tracing up and down her back.

  "I love you so much." She whispered, barely audibly, but he understood.

  "I love you too," He replied, placing a gentle kiss on her forehead.

  They weren't really sure how long they had been at the beach, but the sky was beginning to turn yellow, pink, and blue. Theodore encouraged her to turn around and sit for just a little longer as they watched.

 
; "We should get things packed up before it's dark," He said, giving her a quick hug. She agreed and stood, then held her hand out to help him up. They both began to pack everything up. Just as they were done, he noticed a saddened look on her face.

  "Is everything okay?" He asked, wrapping his arms around her and hugging her gently.

  "It probably won't be here when we come back..." She replied, motioning to the sandcastle.

  He smiled because he knew just how to fix that. "Why don't you go over there and let me take a picture of you with it?"

  She loved the idea. She immediately perked up and ran over, getting on her knees next to it as he went into the truck and pulled out his phone. Luckily there was just enough light left. He took a moment to get the perfect framing and snapped her as she smiled proudly next to her art. He showed her, and she thanked him.

  "Oh, wait! One more!" She said with a grin.

  He looked at her puzzled, but nodded and began to take another. Still, on her knees, she spread her legs a little further, looking up at him as she reached down. He could see her blushing and could tell she was nervous as she pulled her bathing suit to the side, showing off her smooth pussy.