Poor Little Cassie
Copyright© 2021 by Demonhead
Chapter 92: More Captain and Taylor’s story
Fiction Sex Story: Chapter 92: More Captain and Taylor’s story - Young virgin is taken advantage of by plumbers and then it only gets worse. She has many adventures and not all of them pleasant.
Caution: This Fiction Sex Story contains strong sexual content, including mt/ft Ma/ft Fa/Fa ft/ft Fa/ft Mult Coercion Drunk/Drugged NonConsensual Rape Reluctant Slavery Lesbian School Incest Mother Brother Father Daughter BDSM MaleDom Humiliation Light Bond Rough Snuff Spanking Torture Gang Bang Interracial Black Male White Female Anal Sex Bestiality Double Penetration Exhibitionism First Facial Fisting Food Oral Sex Voyeurism Water Sports Teacher/Student Cannibalism Nudism Prostitution
Cassie opened the cabin door slowly and peeked inside. She saw Travis on the bed on his back with Helena sitting on him. She grabbed Taylor’s hand and led her silently into the room. They approached the bed and saw Helena’s shirt was still on but open, her plump breasts hanging from her chest as she leaned over with her hands on Travis’s chest. Helena’s long dark hair was hanging around her head, giving her the look of a crazy witch. Travis was smiling and turned his head to look at Cassie.
“Comfortable?” Cassie said and Travis smiled.
“Yes, very much so.”
Helena turned her head slowly and Cassie saw her eyes were slightly glazed but she had a small smile on her face.
“So big,” Helena said softly and slowly.
Cassie stepped forward and moved some hair so she could see all of Helena’s face. She kissed her lightly on the lips and Helena’s smile grew a little bigger.
“Take your time, enjoy him. You control it all,” Cassie said and kissed Helena’s nose.
Helena took a deep breath and moved her hips slightly, wiggling them and then lifting them to let the humongous black cock slide out of her pussy almost entirely. She stopped with a few inches still stuffed inside her and then lowered her hips very slowly until she was sitting on him again. She lifted her head and let out a slow deep moan as the warm piece of stiff meat settled against her womb.
“Oh God, that feels so good,” Helena said, and Cassie giggled.
Cassie felt something and looked down to see Taylor on her knees in front of her, working on her skirt which quickly slid down her legs. She shivered as Taylor’s tongue licked slowly across her smooth pussy, placing her hand on the top of Taylor’s head. Cassie spread her legs a little and the magical tongue wiggled between her lips. Her nipples were now rock hard, and she felt something on her breast. She looked down to see Travis’s dark hand covering her right breast.
“You don’t have enough with one girl?” Cassie said and he chuckled.
“Oh, she is more than enough for me, but I will never be able to resist these beauties,” Travis said and squeezed her breast gently.
Cassie moaned and rubbed Taylor’s head while Travis massaged her breast. The stimulation was hitting her from two different directions and her body was starting to respond. Travis pinched her nipple softly as Taylor flicked her warm tongue over her clit. Cassie groaned and shuddered as her orgasm started to build. Taylor ran her tongue around her clit and then sucked it on her lips. Cassie felt her pleasure erupt and she let out a small squeal. Travis held onto her breast and Taylor wrapped her arms around her thighs as Cassie trembled through her orgasm.
Taylor pulled back and licked her lips. Cassie moaned and continued to shiver. Taylor looked up to see Travis holding onto Cassie’s breast. Taylor stood up and hugged her wonderful friend, trapping Travis’s hand between them. Cassie kissed her and ran her tongue inside Taylor’s mouth. Taylor moaned and kissed her back.
Helena watched all of this with a hard cock buried in her body. A very large cock, in fact the largest one that had ever been inside her and now the one she would measure everyone against for the rest of her life. All this sex around her was making her lose herself in the pleasure. She thought about her momma, and would she understand? She thought about Jo and how she could keep her safe from all of this. Was this something she needed to protect Jo from? Could something that feels so good be bad? Helena’s mind continued to race until she felt her breasts squeezed. She opened her eyes to see Travis staring at her as he massaged her breasts.
“What are you thinking about pretty girl?” Travis said and Helena felt herself blush.
Helena watched Cassie as she climbed onto the bed naked. Taylor ripped off all her clothes and climbed on top of Cassie. They were both so beautiful and confident. They started kissing and Helena looked back at Travis.
“I’m not pretty,” Helena said as she watched the two gorgeous girls.
Travis chuckled. “I beg to differ, you are very pretty, even more lovely when you sit where you are now.”
Helena giggled and Travis moaned as her pussy vibrated around his cock. “You’re just saying that because we’re...”
Travis put his finger over her lips. “You listen to me little lady, I have noticed you ever since we stepped onto this boat. Don’t think that men don’t look at you and wonder how nice it would be to kiss you.”
“To kiss me?” Helena said and wiggled her hips.
“Yes, to kiss you. What I am getting to do now is beyond anyone’s imagination. However, the best part of all of this is looking at you.”
Helena blushed again and laid down on Travis, her breasts smashing against his chest. She shivered as he wrapped his arms around her and hugged her, his cock flinching inside her.
“You like this?” Helena said.
“Oh baby, your body feels so good against me. Are you comfortable?”
Helena snuggled her head under his chin. “Yes, very. Can we sleep like this?”
Cassie chuckled as she watched Helena and Travis. She felt Taylor’s lips on her neck, and she turned to look at her. “They’re very cute,” Taylor said.
“Yes, they are. Are you sure you want to do what we talked about?” Cassie said softly and pushed some hair off Taylor’s face.
“Yes, I do. I want to feel what you did. Tell me what it was like,” Taylor said.
Cassie thought back to how terrified she was tied up on the boat as the Jamaican man touched her and inspected her. She was sure they were going to kill her, but their touch was electric. When Cooper touched her, it was more than electric.
“It’s hard to describe, I was so scared to death and then it was like they knew exactly how to touch me.”
Taylor stared at her as he spoke. Cassie smiled.
“You’re so cute,” Cassie said and kissed her lips gently.
“I want to feel that, even the fear. I have lived in fear my whole life. It feels good to be able to have some control over it now,” Taylor said.
Cassie looked at her cute friend and thought about Taylor’s father and how brutal he was and the things he said to her as he beat and tortured her. Cassie’s thoughts grew dark as she thought about what she wanted to do to him.
“Taylor, you know your father is going to suffer,” Cassie said.
Taylor nodded. “Yes, and I would like to be there.”
“Are you sure?”
“Cassie, don’t think that you’re the first one he abused. He never hit me, but the verbal abuse was relentless. The thing that hurt the most was that I felt he was not even interested in me unless I pissed him off.”
Cassie sighed and mentally compared Taylor’s father to her own. Could she hold her father accountable if he really didn’t know it was her? Could she be mad at him for not recognizing his own daughter as he shoved his cock in her mouth? Even if he didn’t know it was her, he still knew it was a young girl, how did her father turn into a rapist? Was Tony that powerful to be able to change people? Cassie’s thoughts were broken by a warm kiss on her cheek. She looked at Taylor.
“I’m sorry if I made you sad,” Taylor said.
“No baby, it wasn’t you. There are a lot of things flying around in my head. Sometimes it’s hard to ignore them.”
“Would it help to distract you if you stuck this in my butt?” Taylor said and held up the small silver dildo.
Cassie laughed and hugged Taylor. “Yes, that would be a distraction. On your hands and knees bitch.”
Taylor scrambled up and stuck her ass in the air, her head on the bed. Cassie grabbed the bottle of lube on the side table and rubbed it all over the dildo. She slipped a finger in Taylor’s ass and heard a little squeal. She held her finger still and rubbed Taylor’s butt.
“Relax, just breathe,” Cassie said and wiggled her finger.
“It feels weird,” Taylor said.
“You ready?”
Taylor nodded and Cassie slipped her finger out, replacing it with the slick silver dildo. She pushed it gently and it slid into Taylor’s ass. Taylor let out a breath and moaned. Cassie buried it, pushing the base firmly against Taylor’s ass.
Cassie slid next to Taylor’s face. “Are you okay?”
“Yes, but I think I need some kisses to take my mind off the pole in my butt.”
“I have a lot of kisses for you.”
Taylor slowly got up and moved against Cassie, kissing her deeply as they hugged. Cassie ran her hand down and held Taylor’s cute butt as she kissed her friend. Taylor pulled off the kiss eventually and snuggled up against Cassie. Cassie kissed her forehead and heard Taylor sigh.
“That was cool,” Travis said, and Cassie turned her head to see Helena on Travis’s chest with her eyes closed.
“Is she asleep?”
“Yeah, I think so,” Travis said and rubbed Helena’s back.
“Your cock put her to sleep?”
Travis chuckled. “I guess so, that’s a first for me.”
“Yeah, I remember that thing waking us up in the room at HQ a few times.”
Travis frowned and Cassie smiled.
“Travis, all the memories are in there, and I can’t ignore them.”
“I know, I’m just sad when I think about the things I did.”
“You mean like being kind to us and saving Kelcie’s life?”
Travis smiled awkwardly.
“So, what are you going to do now?” Cassie said and nodded towards Helena.
“I guess I will go to sleep with a pretty girl on my dick.”
“Are you still inside her?”
Travis nodded.
Cassie snickered. “She looks very comfortable.”
“Yeah, I can’t complain either,” Travis said and smiled.
“Good night, Travis.”
“Good night, Boss.”
Cassie opened her eyes as her bladder gently screamed at her. She slipped out of Taylor’s arms and walked into the bathroom, naked again. She sat on the toilet and wiped her eyes. Her tummy rumbled and she looked up at the clock. It was 12:15, right on schedule, she chuckled when she thought about the captain and their midnight snacks. She finished and walked back into the bedroom. She quietly opened a drawer and found one of Travis’s white T-shirts. She slipped it on, and it fell to the middle of her thighs. She walked over to the bed and pushed Taylor closer to Travis. He lifted his arm and put it around Taylor with his eyes closed. Taylor shifted her head onto his chest and Travis’s hand landed on her tight little butt. Cassie smiled as Helena slept on Travis’s chest with Taylor now snuggled up against his side. She slipped out of the room.
Cassie walked to her special spot and leaned on the railing. The ocean was calm with the moonlight shining across the small bumps of water. She heard the splashing against the boat, slowing down her heart rate even though she was at the exact spot she jumped from. She remembered the dream that night; it was so real, and she could have sworn Becky was down there hurt. She looked down at the water and shuddered.
“Couldn’t sleep?” Cassie turned to see the captain walking up.
“Hey Schmitty, no, I think my body is just used to this time of night.”
“Yeah, I understand,” the captain said, looking at her in the oversize shirt and her bare feet. He looked back at the open water.
Cassie took a deep breath and let her mind relax, the thoughts slowed down and cleared slightly. His voice broke her trance.
“It really is nice out here. Boss, any idea when you want to leave?”
Cassie sighed. “I think I have one more thing we need to do before we leave.”
Captain Schmidt nodded and looked out at the water. “One more Cooper visit?”
“Are you clairvoyant?”
Captain Schmidt chuckled. “No, I just figured. She’s special to you.”
Cassie sighed again. “You know, it’s funny. I went through a lot of disgusting stuff and during it all the only person that ever said anything that resonated with me was her. Now it was in the middle of a Jamaican gangbang and a drug deal, but it stuck with me. She seems to understand me.”
“Yeah, I saw it. Cooper is very different. She can be very violent and ruthless but then very compassionate and empathic a few minutes later.”
Cassie stared out at the water. “I wouldn’t want to piss her off.”
Captain Schmidt chuckled. “It would only be once.”
Cassie looked back at the Captain. “Schmitty, why am I not afraid of her?”
“I have no idea boss, maybe you have seen scarier things?”
Cassie sighed and looked back at the open water. “Maybe.”
They both leaned on the railing for a few more minutes, the only sound being the water against the side of the boat.
The rumble of Cassie’s stomach broke the silence. Captain Schmidt chuckled. “Snack, Boss?”
“Yeah, I guess so.”
Captain Schmidt turned and held out his arm. “My lady?”
Cassie smiled and put her hand on his arm. “Lead on my champion.”
Captain Schmidt laughed and led her to the lounge. They sat on the stools and Gwen popped through the doors.
“Gwen, when do you sleep?” Cassie said.
“Right after this, I have always been a night owl. Comes in handy, I get a lot of prep work done the night before.”
“Okay, just take care of yourself,” Cassie said.
“Thank you, boss. What do you guys want tonight?”
Cassie chuckled. “Gwen, you have never served anything that wasn’t heavenly. Surprise me.”
Gwen looked at the captain. “I’ll have what she’s having.”
Gwen nodded and disappeared through the doors. Cassie looked at the captain.
“What’s her story?”
Captain Schmidt exhaled slowly. “She grew up in an abusive household. My sister married an asshole after he got her pregnant in high school. He was horrible and I’m pretty sure he beat her. I tried to help as much as I could, but I was away a lot, and she wouldn’t leave him. I don’t think he ever hurt Gwen, but she saw her mom getting hurt. My sister passed away due to cancer when Gwen was 13 and that just about destroyed her. Her father fell into a drunken depression, and I scooped Gwen out of the house. She has been with me ever since until she got the job in Montana.
Cassie nodded. “Did you know what was happening in Montana?”
Captain Schmidt shook his head. “I never knew exactly until it all blew up. The men on the cruises were not very nice and I didn’t like the looks of the girls they brought on board.”
“Dead eyes?”
The captain’s eyes got big. “Yeah, exactly. The men didn’t bother me, but I was pretty sure they didn’t treat the girls very well. About halfway through high school, she started cooking on the boat. At first, she was just assisting but then I lost my cook, and she took over. She did it for a couple years until she was asked to move to Montana.”
“What happened to get her from the boat to there?” Cassie said and the captain frowned.
Cassie saw the sadness in the captain’s eyes. “Victor ate her food.”
Cassie felt her heart stop for a second and then she took a deep breath. “Victor was on this boat?”
The captain nodded and Cassie sighed. “Did he ever hurt her?”
Captain Schmidt shook his head side to side. “Not that I know of. Gwen was a little naïve when she was younger, and I believe her when she says she didn’t know what was happening up there. I think Victor treasured the food and he didn’t mess with her.”
“Victor was very proud of the food,” Cassie said, remembering the dinners in Victor’s office.
Cassie saw the frown still on the captain’s face. Cassie touched his arm, and he looked at her.
“I’m sorry boss, I just can’t get what happened to Helena out of my head. I knew that the men harassed Helena and the staff a little. I tried to intervene as much as possible.”
Cassie saw his eyes get sad and she rubbed his arm. “Schmitty, she’s okay. Nathaniel was the first time she was really hurt.”
“Thank you, I felt so bad when that happened. After I met you I promised her it would be different this time. I thought Nat was a little bit of a wild card, but I didn’t think he was capable of that.”
“Schmitty, we are taking care of it.”
Captain Schmidt smiled. “I heard, I don’t want to hear the details.”
Cassie snickered. “Let’s just say he didn’t appreciate a certain thing in his mouth today.”
“Oh, I am sure. Nat is very homophobic.”
“Really? Now that’s interesting.”
“Boss, I don’t like that look in your eyes.”
“Schmitty, you don’t have to be involved at all. We will take care of him and Beatrice will escort him to jail as soon as we get back to the states.”
“Thank you for that.”
The doors flew open, and Gwen came through with two plates. She put them down and Cassie looked down at a very interesting sandwich.
“What is it?” Cassie said.
Gwen lowered her head and spoke very softly. “I hope you like it; it’s swordfish.”
“Swordfish?” Cassie said and Captain Schmidt chuckled.
“Boss, you said to surprise you. That’s a dangerous thing to say to this girl.”
Cassie smiled and picked up the sandwich. It smelled wonderful and she took a big bite. The flavors exploded on her tongue, and she moaned and closed her eyes as she chewed slowly. She swallowed and put down the sandwich. She got off her stool and hugged Gwen. Cassie whispered in Gwen’s ear.
“I love you; you are amazing.”
Cassie pulled off the hug and saw tears running down Gwen’s face. Cassie wiped them off with her fingers.
“You will need to get used to compliments like this, especially from Jennifer,” Cassie said, and Gwen chuckled.
“Thank you, I’m so happy,” Gwen said.
“Good, we make a great team, you make me very happy,” Cassie said and hugged Gwen again.
Cassie broke the hug and kissed Gwen again on the forehead. “Now, you go get some sleep and let me finish this incredible sandwich.”
Gwen nodded and scampered through the doors. Cassie climbed back on her stool and picked up the sandwich. She looked at the captain and he was staring at her.
“What?” Cassie said.
Captain Schmidt shook his head. “You are something else girl. Thank you so much for what you are doing for her; I will never be able to thank you.”
“Oh, I can think of a way for you to thank me,” Cassie said and took another bite.
Captain Schmidt chuckled and picked up his sandwich. “No, you’re just being silly. Now that you’re healthy you don’t need this old guy.”
Cassie swallowed and smiled at him. “Schmitty, have you ever heard of sexual training or grooming?”
“I’ve heard the words but not sure I completely understand.”
“Well, for three months we were forced to have sex before we could eat. In fact, there was a rule that you could use any hole, but every hole had to be used at least once a week so that created Ass Friday.”
Captain Schmidt lowered his head.
“Schmitty, it’s okay. We are working on it, but sex and food are still all mixed up in our head. My body reacts in strange ways.”
“Strange? How?”
Cassie leaned back, forcing the shirt to tighten across her chest. Her nipples were painfully obvious as they stuck through the white fabric. Captain Schmidt blushed but couldn’t take his eyes off her chest.
“And that’s not the only thing that reacts, my pussy is tingling with every bite.”
“Boss, I’m so sorry. So, you want to have sex every time you eat?”
“Yes, but it’s more like a need than a want. It also works both ways. Sometimes when I have sex, I get hungry. It’s very frustrating but we’re learning to live with it.”
“We?”
Cassie chuckled. “Yes, Jennifer is fighting the same battle. I would not be surprised if she needed you a few times before we get back home.”
“Oh, my goodness,” Schmitty said as he remembered the adorable little girl dressed in the French maid uniform.
Cassie smiled and rubbed his arm again. “You can relax, she is very sweet, and I promise you if it happens it will be a core memory for you.”
Captain Schmidt shook his head again. “This is turning out to be a very interesting cruise. I guess it does help to have a lot of friends around you for that ... need.” Captain Schmidt said, and Cassie smiled.
“Yes, but they are all asleep right now so you will have to be my savior tonight.”
“Boss, are you sure?”
Cassie leaned over and whispered. “Yes, very sure. Finish that sandwich so we can go to your cabin, and you can stuff that thick cock inside me.”
“Oh God,” Captain Schmidt said, and his face turned very red.
Cassie wiped out the marvelous sandwich and slipped off the stool. She held out her hand and he took it.
“Lead me to your cabin, please, so you may ravish me,” Cassie said and slid her hand up his arm.
Captain Schmidt led Cassie to his cabin. He closed the door and locked it and then turned around. She was climbing up on his desk and he watched her arrange herself in a sitting position with her legs hanging off the front. He noticed the white shirt barely covering her pretty thighs. Her nipples were still hard and sticking out through the material. His cock flinched; he was in turmoil. This was not right but she was so pretty and then she looked at him and licked her lips.
Cassie leaned back on her hands, letting the shirt slide up her thighs to barely cover her throbbing pussy. He stepped closer and she saw the bulge in his pants.
“Schmitty, would you use that magic tongue on me again?” Cassie said and spread her legs; the shirt pulled up to her waist.
Captain Schmidt watched the young pussy open before his eyes. His brain felt the loss of blood as his cock stiffened. He knelt before the beautiful girl, putting his hands on her tender thighs and spreading them even farther. His mouth watered and he lowered his head.
Cassie moaned as yet another tongue lapped at her pussy. She would never get tired of this; she chuckled when she thought about Taylor doing this to her all the time if she asked her. His rough hands rubbed the inside of her thighs; it brought her back to the present and his large tongue as it bathed her hot opening.
Captain Schmidt had been around his share of pussy in his life, but this one was just a little bit sweeter than any he had ever tasted. It could be the girl it was attached to, but he was not questioning as he drank her juices. She was moaning and he saw her drop onto her back on his desk. He drove his tongue into her as deep as he could, and she shivered. Pulling out and licking all over her opening, he tried to capture everything her body offered. He saw the small clit situated at the top of her beautiful pussy and he moved his tongue up slowly through the tasty lips, eventually circling around the small nub. She lurched and grabbed his head.
Cassie loved the way he licked and slurped all over her. Her pussy was in heaven, and he really knew what he was doing. She smiled when she thought about a competition between him, Taylor, and Marcus. That would be interesting, and she would love every minute of it. His tongue moved through her open lips and then touched her clit. A surge of pleasure rocketed through her bones; she grabbed his head, his hair too short to get a handful so she rubbed all over it as he ran his warm tongue over her most sensitive spots.
Captain Schmidt felt her start to shudder and he continued his tongue lashing. She was making cute little noises and rubbing his head. He thought about all the bosses in his life and how she was officially the best one by far. He flicked his tongue over her clit repeatedly and she screamed and went perfectly stiff. He continued and her muscles released, she shook all over his desk and he held on and continued to lick.
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