Thank you for your reviews. Sorry it took me a bit to update, but my internet was down and on and off :/

For the sake of the story, let's say that Damon is 21, Elena is 17, and Stefan is 27.

Warning: The following chapter is totally M rated.

I would like to thank the following people:

Cdaye8184, for betaing and correcting this story, and also for being on my side since the beginning. Check out her profile and her stories, especially "I need you to be my miracle".

PorkChopSmall, for supporting me, encouraging me and looking over this chapter. She is also a great author and I love her stories, especially "Can't be Tamed". Please check out her profile.

Vamp Chick 73, an awesome reader who points and corrects my mistakes and who has put her amazing, grammar skills to use by helping me write this chapter ;) Seriously girl, I don't know why you're not a writer yet!

Thank You!

When Elena startled awake close to five hours later, she felt dizzy and somewhat drowsy. There was a feeling of numbness taking over her and surrounding sounds became muffled. What the hell? She thought silently, confusion creeping in as she realized that she couldn't see, move or speak. It was replaced with pure panic when it hit her that she was blindfolded, bound and gagged. She fought against her restraints in attempt to free herself, however with every pull the ropes that bound her tightened. The muscles in her entire body ached from the painful contortion necessary to successfully bind her movement.

Then, without warning, she heard heavy footsteps and someone suddenly yanking off her blindfold. It was the green eyed man again, who was still wearing the mask. He didn't remove the gag, however, but smirked at her instead, seemingly entertained by the discomfort and fear he saw when her eyes met his.

"Good morning, princess!" He said cheerfully. "And how is little Elena this fine morning?"

Then he feigned realization. "Ah, of course. You can't speak. Unfortunately for you, we'll need to keep that gag in place a tad bit longer."

Elena started to shiver, afraid to contemplate what his next move might be. Instead her frightened gaze darted about the room taking in the darkness and minute details that pointed to the possibility that she was being held in a basement. It was stark and bare, she noted subconsciously. The only things there were in the room were the chair to which she was bound and some useless junk, such as broken wooden boxes that were strewn about the room carelessly.

"Aww, poor little Elena is crying," The man taunted her again. "Your crying isn't going to affect us, Miss Gilbert. Your brother made a deal with the devil, and he refuses to hold his end of the bargain. Let's just say that we are using you to motivate him." His lips curled into a vicious smirk when he saw how angry and red the rope made her skin. "Because…let's be honest. Who wouldn't want to save a beauty like you?" He reached out and caressed her face gently, moving to her mouth as he stroked the gag. "Just be a good girl," He breathed in her ear. "And we won't kill you."

"For God's sake, Tyler, just get me a beer!"

"Get it yourself, Ben!"

The arguing ceased when a familiar voice asked teasingly, "Ah, gentlemen." He paused then to remove the mask revealing a handsome face that featured dancing green eyes, before continuing, "What are we celebrating tonight?"

"I don't know, Stef. A successful kidnapping, maybe?" Tyler sneered sarcastically as he grabbed a beer and tossed it over to Stefan. "Not that it was a hard job, thanks to that teen party."

Stefan rubbed his face, mask still in hand. "Yeah. We were lucky. There were no witnesses, right, Ben?"

"None," Ben said. "I was there, 'undercover', the entire time. They were all so drunk they could hardly remember their names."

"Good," Stefan replied.

Stefan then turned to the man who had just appeared behind him and grinned. "Damon. Welcome to the group."

"So you kidnapped John Gilbert's daughter?" Damon asked with a raised brow. "Where is she now?"

"Tied up in the basement," Stefan smirked.

"So you saw her…" Damon said, an evil grin forming on his face. "Is she hot?"

"Yep," Stefan smiled. "She is. I think the boss is going to be proud this time."

"Well, what are we going to do with her?" Damon grabbed two beers and passed one to his brother.

Stefan accepted it and drank a good half in one, long sip, humming soundly in delight. "Finally legal to drink, right, Damon?"

"As if it ever was a problem," Damon countered with a sarcastic bark of laughter evident in his voice. "Seriously, though, tell me, Stef. What are we going to do with her?"

"Ah, of course," Tyler taunted. "Tell him, Stef. Mister Newbie can't wait until he becomes Mr. Badass."

"Shut the fuck up Ty," Damon gave him a cold look, but smiled anyway. He was feeling pretty unsure about all this because it was all still foreign to him.

"I don't know," Stefan pondered as he slumped down beside Damon. "I don't think he'll want us to kill her though. Tyler, Alaric…you know the drill. Do not talk to her without your masks on, unless she's blindfolded. At least not yet. Damon, since this is your first time, you must be very careful. Do not under any circumstances mention any names around her."

"Yeah, sure," Damon nodded.

"Good," He glanced at the clock, surprised to see it was already three o'clock in the morning. "Let's get to drinking, boys."

By five am everyone had passed out either on the sofa or the floor.

All but Damon, who was carefully trying to unlock the door that led to the basement. He knew that this was the only chance he'd get to see the girl. The girl that everyone was talking about.

Damon had joined the group after years of intensive training. His brother Stefan had been in this gang for eight years; and it was now his turn to continue the family tradition. However, since he was new, he wasn't 'fully qualified' to do certain crimes, and Stefan didn't really trust him. He had already told Damon to avoid the girl as much as possible.

He pulled on his mask and quietly entered the darkened room that was in essence Elena's prison cell. It was pitch black, so he quickly flipped on the lights, closed the door and locked it behind him. He walked towards the centre of the room as he observed the young girl tied to the chair. Her wrists and ankles were chastened and an angry red from the binds that cut cruelly into her soft skin.

She was awake and her fearful eyes glistened with tears as she watched in trepidation her captor stalking towards her. Only inches away, Damon finally stopped and studied her intently. She was beautiful, far beyond anything he could have imagined, though the ethereal beauty of the Gilbert women was legendary. Her wavy hair hung past her shoulders and her doe eyes were a deep, dark chocolate brown. He imagined her lips, hidden now by the gag, as pink and lusciously pouty. His fingers twitched subconsciously as he thought of how soft they would feel beneath his touch. The girl in front of him shivered in fear as he reached out and gently grazed her cheek with his fingertips.

Then, unable to help himself, he moved his fingers towards her mouth, studying her for a moment. She whimpered pathetically, her eyes wide as if pleading for mercy. Damon felt almost sorry for her. Almost. He growled and roughly ripped the duct tape from her mouth, leaving her lips red and swollen. With the gag gone, she opened her mouth to scream, but Damon quickly silenced her with a hard clamp of his hand over her mouth. "If you scream, I'll kill you," He threatened, taking out a knife and pressing it against her neck. "Got it?"

Elena nodded as one of her tears fell silently upon his hand. Although it felt as if that lone tear had seared through his skin, Damon held fast and waited. Finally, he slowly pulled his hand away, still watching her cautiously, but she obeyed.

"What's your name?" He asked her, stroking her face and hair with the razor sharp blade.

"E-Elena G-Gilbert," Elena whimpered. She struggled helplessly against her restraints to pull herself from his touch, but it was useless. She was bound too tightly.

"Elena," he murmured in a low, seductive drawl as he gently nuzzled his nose against her cheek. "You have a beautiful name. And you seem obedient. I like that." He ran his hands down her body and smirked when she shivered. She felt so warm and...soft.

"What's that?" Damon asked as he flicked open the first three buttons of her shirt with practiced ease. Elena closed her eyes and let out a ragged breath. "So this is it, then," she thought. "This is when he rapes me." He smiled as tears ran down her face, however all he did was grab the necklace that was always around her neck. "The Gilbert coat of arms?"

He twisted it around only to see a small picture of a beautiful woman.

"It was my mother's…" Elena said between sobs as he let go of the necklace and continued to brush her hair with his knife, until his fingers rested on her chest, just above her breasts. Her bra was slightly visible and she felt vulnerable and exposed. "Please don't hurt me," She begged him. "I'll be good, I promise."

Oh, sweetie, I know you'll be," Damon agreed and gently placed a kiss on her cheek, lingering for a few moments longer than necessary. "You don't really have a choice."

"You see, Elena," Damon said, taking a few steps back, "I am a patient man. However, the other men…They don't like bad girls. Do you understand me, Elena?" He spoke as if he was talking to a three year old. "Bad girls get punished, and your pretty little face doesn't have to be ruined. It's up to you, really."

"Why are you doing this?" Elena cried out, "I haven't done anything wrong…Please, let me go. I beg you. Please."

However her pleas fell on deaf ears as he leaned forwards and kissed her on the forehead. "You're ours now, little Elena. All ours." Then, he bent down, picking up a roll of duct tape which was thrown carelessly on the floor.

"Don't," Elena begged him, her eyes wide in fear. "Please don't put that on me again. I can hardly breathe because of it…I won't scream, I promise…"

"I can't take the risk," Damon said unapologetic-ally as he busied himself measuring and cutting a piece of tape.

Suddenly Elena started to twist and turn in attempt to free herself from the restraints, hoping to push him away from her. It was all in vain, because there was nothing she could do to free herself. She started to panic, twisting her arms back and forth in an attempt to loosen the rope. With each turn, the skin on under the rope turned raw and began to sting and throb. A sob rose caught in her throat as she realized she had done more harm than good. The rope was just as tight, but now her aching wrists throbbed more painfully than before.

"Stay still," Damon ordered her.

"No! Let me go! Let me go!" She cried as she thrashed about, trying to kick him. "I haven't done anything to deserve to be in a place like this! You've got the wrong girl!"

"No, we most definitely have the right girl." Damon spoke back. "You might want to stop moving or you'll regret it."

Elena just looked at him with pure hatred as she continued to squirm around.

"Fine! have it your way then," Damon growled, straddling her legs as he grabbed her face roughly in his hands, making her unable to move away from him. He swiftly pulled the tape tautly over her mouth. When he was done he ran his fingers around the edges several times testing the accuracy of the tape's placement and the strength of its glue.

"Hmm, I thought you were going to be a good girl," Damon said when she finally ...calmed down. He traced her swollen, cracked lips now hidden beneath the tape and shook his head. "That was a stupid move!"

Without warning he yanked the necklace from her neck, grinning evilly as Elena attempted to yell out. With her mouth covered securely by the tape, what were meant to be yells came out instead as muffled, meaningless grunts.

"It really does mean a lot to you, doesn't it?" He taunted. "Should just throw the damn thing away after that shit you just pulled." He paused before continuing meanly," Then again, it is gold. Probably worth a dollar or two."

His lips twisted into a sneer and he used the tip of his knife to tilt her chin up. He came forwards, breathing in her scent before humming at how pure she smelled. He leaned forwards, before gripping her jaw tightly making her squeak as he placed a kiss by her ear.

He looked at her tauntingly. "You'll get it back when you behave, Miss Gilbert."

Damon woke up at around noon, his head pounding as the other men whined about hangovers. They made a cup of coffee and ordered their daily takeout from a restaurant nearby.

"Six meals?" Damon asked when Stefan placed the order. "I counted seven. What about the girl?"

"She's not getting anything," His brother said coldly, brushing him off. "Now, if I remember correctly, you were supposed to practice shooting with me today. But since my head is pounding, you're getting the day off."

"I've been training for three years, Stefan," Damon said. "I don't need any more practice."

"Of course you do," Stefan replied. "I've been in the business for six years, Damon, and I still practice a variety of…skills everyday." He sipped the coffee slowly. "We can't take any risks. You know the nature of our job."

When lunch was finally delivered, they sat around the table and ate their meals.

"What is it that we have to do tonight?" Tyler asked as he bit into his burger.

"The boss wants to talk to us about yesterday," Stefan said, wiping his mouth. "Tyler, you'll stay with the girl tonight."

"For God's sake, why me?" Tyler growled, "You know how much I hate babysitting!" He was obviously still a bit shaky after the amount of alcohol consumed the day before, and babysitting wasn't a good idea. "I'm not in the mood to hear the usual 'let me go'."

"She's gagged," Stefan smirked. "I don't think she'll bother you."

"I can babysit if you like," Damon heard himself say. "I'm not in the mood to go out tonight anyway."

"No," Stefan jumped in. "The boss wants to talk to you."

Damon nodded, knowing that he had to obey. "Fine."

Stefan then turned to Tyler. "Don't give her anything other than water. The weaker she is, the less of a nuisance she'll be. There are clothes for her in my room. Make her shower and she can put them on. Throw away her other clothes since they are probably going to be searching for her any moment now. I don't want any evidence-Not that she's going to be found unless we allow it, anyway, But better safe than sorry."

"Okay," Tyler nodded. "Well, if I'm not needed anymore…I think I'm going back to my mom's. I'll meet you at six tonight."

"Yeah," Alaric continued, looking completely drunk and stoned, "I think I'm going home too. I need to rest for a bit. I'll see you later."

Elena was starving.

Even worse was the thirst. She was so very, very thirsty. Her mouth so dry it felt parched. She couldn't breathe properly with the gag and at times she felt like she was suffocating. She didn't know what 'time' meant anymore, because the hours she had been there were blurring from drifting in and out of a drug induced sleep. The blue eyed man, the one who took her necklace, didn't come to pay her any visits. No one did-And Elena felt relieved. However her mouth was now dry and her throat was on fire, and she longed that they bring her a glass of water. Then, all of a sudden, she heard the door unlock and a man came in-one she had seen briefly when she was kidnapped. Like the others, he was wearing a mask, however she remembered his strong physique. She knew that if she got him mad, a beating from him would be enough to break her in half.

"I came here to give you water," He said, his voice rough. He tore the gag from her mouth and put the bottle against her mouth, as she drank greedily. She had never appreciated the taste of water before, but she did now.

He pulled it from her mouth way too soon, and Elena realized that this was the situation she was in. Right at that moment, she was ready to beg for more water, she was even ready to get on her knees and plead. And this was only the beginning.

"Now, I'm going to escort you to the bathroom," Tyler said, reaching out to untie her. "I have a gun on me. If you try anything stupid, I'll shoot you. Got it?"

Elena nodded as he untied her and she rubbed her sore wrists.

He kept a rough, painful grip on her arm and pushed her. "Keep going. Eyes forwards," He ordered her.

When they finally stopped in front of the door, he opened it for her. "Get in."

Elena obeyed and he sighed. "I brought you new clothes. Facecloths and towels are in the first drawer, and any shampoos and shower gels are in the second."

Elena nodded but didn't utter a word.

"Go on," Tyler urged a few minutes later when Elena didn't move. "Take off your clothes, my dear. Unless you shower clothed?"

"Can you please just get out?" Elena asked weakly, her voice dry.

"Get out? No, I don't think so," Tyler smirked. "Come on, Elena. It's nothing I haven't seen before. Undress."

He leaned casually against the tile wall and took out a flask of whiskey locking it to his lips as he urged her to go on.

"Come on, Elena," He sing-songed. "Or do you need my assistance?"

"N-No," She stammered, tears running down her cheek as she pulled her shirt over her head and unbuttoned and unzipped her jeans. She stood in front of him in her bra and panties, feeling exposed, violated and stripped off her morals.

He came to stand in front of her and pinned her roughly to the wall, causing her to cry out. He kept her arms pinned tightly above her head with one hand and then, as if this wasn't enough, he took the gun out of his holster and smirked at her as he placed it on the hollow of her throat; stroking her with it.

"Tilt your head up, darling," He told her seductively, and when Elena refused he used the hand he had pinned her hands with to grab the side of her neck and throat, forcing her head up. "You have such a beautiful body, Elena. Stay still. If you fight me, I'm going to hurt you."

He slid the gun down her throat and her chest and then he continued his journey downwards towards her breasts; pushing the nose of gun inside her bra and pulling down so that her nipple was exposed. The right cup of the bra was now scrunched underneath her right breast, leaving her exposed to his lustful eyes.

"Mmm," He moaned, "You like that, right?" He smirked as he continued to touch her breast with the gun as his grip tightened on her neck. Elena opened her mouth to scream but he silenced her by pushing the gun rougher into her flesh.

"Tell me that you do," He continued, "Or you're going to pay. Be a good girl. Say that you like it."

"I l-like it," Elena cried out unwillingly as he stroked her up and down. He continued the assault for several minutes before turning to the other side of her white bra, touching her other breast. He took his time, making sure she felt each cruel caress and then he continued his journey down her waist and further still until he grazed her hipbone and the elastic of her tiny and all too brief bikini panties. No, Elena thought. This couldn't be. She knew exactly what his next destination was going to be as he grinned evilly at her, stroking the gun with his thumb as his gaze fell on her underwear.

However, he stopped on her hipbone.

"Kiss me," He ordered her as he traced circles on her hips, the gun still pointed downwards as a warning.

Elena refused. "Please..." she begged with a small, pitiful plea, fighting against him. This can't be happening... She thought.

However, he quickly let go of her neck and grabbed her arms instead, smashing them against the tile wall.

She felt his other hand move slightly down and the gun rested on the hem of her underwear.

"Kiss me!" He demanded again, loosening his grip on her arms, allowing her to move them.

She turned away and tried unsuccessfully to pull the cups of her bra over her exposed skin. He stopped her with a laugh. "I don't think so," He said cruelly and dragged the nose of the gun against the fabric covering her breast. He pulled down, once again freeing the tender flesh which had been hidden from his hungry eyes. "I like you this way," He said, making Elena feel sick as he stroked her breast with the gun. "Kiss me." He said again, moving the gun towards her still-clothed breast, planning to do the same thing.

"Stop," Elena begged, finally relenting. She already felt exposed and she couldn't bear the thought of him seeing more of her. She swallowed down the bile as she covered his lips with hers. He let out an animalistic growl as he pinned her arms to the wall once again, keeping her hands as high as he possibly could, his grip on her rough and painful. His tongue demanded entrance and Elena unwillingly parted her lips to grant him access.

Though she tried time and again to pull away, he simply held her more tightly as he continued to ravage her mouth. Finally, he broke the kiss and moved away. Elena shivered helplessly. She felt completely violated.

"Hmmm," he breathed out, tapping the sides of her breasts, leaving his hand on her clothed breast as if in deep thought. Elena's heart started to race. No, please…no more, she cried silently.

Thankfully, he pulled away and Elena breathed a sigh of relief.

"That was nice," He smirked.

Crazy fucker, she thought as she wiped a tear away.

I shall leave you to clean yourself up now, sweet princess." He pecked her on the cheek and swatted her ass almost playfully. "I'll just wait right outside."

He let go of her and she wrapped her arms around herself and pulled her bra back to its place, trying to shield herself from him. However, he grabbed her arm in a vice-like grip and pulled her towards him roughly. "Oh, and by the way…" He whispered in her ear, "If you tell anyone about this, it will be worse next time, I promise you that." He nibbled lightly on it and put the gun on her hipbone again. "Much worse." He added, moving the gun down by just a millimeter to prove his point. "You can wash yourself now."

Elena tried to wash away the feel of the gun against her breasts. She tried to wash away the feeling of the gun against her hips. She tried to wash away his lips on hers, his hands on her but failed. She still felt violated. She still felt gross. Her face had become red with humiliation and she was even more scared now. She washed her sore body thoroughly as she cried her heart out. She hadn't done anything wrong. Why was she dragged into this? What did her brother do?

She heard the man growl and he told her to hurry up, or he was going to hurt her. So Elena hurriedly dried herself and put on new clothes, a lacy nightgown which was so short that her underwear would show if she wasn't careful. When she came out, he looked at her lustfully before taking her to the basement again, allowing her to drink more water.

He sat her on the chair roughly and took out a piece of rope, and after he pushed her against the back of the chair he put the rope around her stomach, tying the knot tightly against her back. He then put her hands behind her and tied them securely as she looked down, before spreading her legs apart so that he could tie her legs as well.

He smirked and caressed her bare thighs, seeing her exposed and vulnerable.

"One more thing," Tyler said as he leaned in and kissed her forcefully, grinning when he saw her desperately trying to fight. "Good girl," He mumbled as he placed the gag back into place. "You'll be having visitors in the morning. I'm sure the boss will appreciate you looking like this." He tapped her thighs lightly and smirked. "I'll see you later, Miss Gilbert."

And he left Elena alone with tears of despair. She let out a painful sob, finally coming to the reality that this was going to be her life now. They were going to keep her, use her and humiliate her and there was nothing she could do about. She prayed that someone would help her, but who could? No one knew where she was, and she knew it was possible that she may never get away. Elena was never going to get away, ever.

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