Chapter Nine: Dove

Elena was nervous. Her stomach was feeling queasy even though it was barely two in the afternoon. Half of the girls were still sleeping including Caroline and Katherine had come back from shopping and had hole herself in her room looking upset. She hoped that the townspeople weren't being mean to her again, but the townspeople had gained a habit of being mean.

Elena felt butterflies in her stomach and not the good kind of nervousness that one might expect like after getting their first kiss or getting married. Tonight, she would be having sex, losing her virginity.

Back home Elena had always been considered nice enough to marry, but always kind of a plane Jane nothing interesting. She had held hands with a man a few times and had a kiss on the cheek, but nothing interesting.

"Morning." Caroline greeted as she stumbled out of her room, her golden hair shielded her heart shaped face and she looked sleepy, but satisfied. From what Elena, had heard the auction hadn't occurred as planned and the sheriff had ended up betting the most and "winning" the auction. It clearly hadn't been that bad looking at Caroline's face.

"Caroline," she squeaked. "Can I ask you a question, and you don't have to answer if you don't want too, but tonight Damon Salvatore is coming and we're. . .we're going to sleep together."

Caroline raised an eyebrow. "The rich rancher?"

She flushed. "Well, I don't know if he's rich. All I know is that he will pay me well for my virginity."

Caroline rolled her eyes. "I've always wondered why men are so obsessed with virginity. Do you have any questions?"

Elena blushed. "Well, I know what. . .happens, but I'm looking for advice really."

Caroline chuckled slightly. "Honestly my advice is to not do anything that you're not comfortable with and enjoy it."


She was wearing too much makeup. That was the first thing she noticed as she looked at herself in the small oval mirror that hung in her tiny bedroom. Caroline had applied too much rogue on her cheeks and her face looked too pale or maybe that was because of her nervousness. The red lipstick did look nice though.

She was wearing a new skirt, a deep pink almost magenta and the corset style blouse that she was wearing made it difficult to breath, but showed off her tiny waist and plump breasts that peeked from her corset top.

She kept peering out the door wondering if Damon had arrived yet. Half dreading it, half wondering if he was going to show up. Elena had a small device hidden in the small pocket that she had sewn in the inside of her skirt. Madam Pearl had given her the small device when she told her that Damon would be her only customer for the night, that she would probably be too sore for anything else.

Madam Pearl had agreed and handed her a small device. She said it was to prevent pregnancy and diseases and that Elena must wear it always. Elena at first had struggled to get it in inside her. . . she blushed. She was so embarrassed she couldn't even say it.

But despite the tightness she had managed to get it inside and now she was only waiting for Damon. She couldn't see Caroline anywhere and she saw Katherine flirting with a couple of men from the bar.

"Elena," Madam Pearl's voice was sharp, though slightly gentle. "I am not paying you to just stand there looking at the customers. Flirt with the others while Mr. Salvatore arrives."

Elena blushed and murmured an apology to Madam Pearl as she went towards the noisy saloon. The saloon smelled of smoke and of whisky. Drunk men were singing and she could hear her co-workers giggling.

Elena felt someone gripping her small waist tightly and she squealed when she smelled the breath that was heavy with liquor. "Hello, precious how about a dance?" he wiggled his bushy brows. "Unless you would rather get to the loving straight away. I won't mind either way. Lady's choice."

"Sorry," she said. "I'm already spoken for."

"For who?" the man looked annoyed. "The president?"

"No, me." Damon interrupted him as he gave a mock bow in Elena's direction. Elena let out a nervous giggle, but she was glad when she saw him. Relief spread through her body and Damon winked at her. The man glared at him, but left murmuring something under his breath.

"My lady, shall we get going?" Damon said as he offered his hand and Elena nodded as she led him to her room. Her hands felt clammy again. When the door was closed, Damon raised an eyebrow. "You remember our part of the deal don't you."

Elena nodded. "Yes, I haven't slept with anyone else, Mr. Salvatore."

"Damon, Elena call me Damon. Mr. Salvatore is my father," he handed her a few bills and told her. "Store that away and we can get started."

Elena put the money is her small box and she cleared her throat nervously. She could feel herself getting hot and it didn't help that Damon was looking at her as if she were an art exhibit.

Elena could feel herself flushed. "What?"

"Nothing," Damon said. "You really are a virgin, aren't you?"

"Was there any doubt? You didn't think I'd keep my word?"

Damon laughed. "Now no need to get your pantaloons in a twist." He pulled her forward and started kissing her. Elena was surprised at the kiss, his lips felt so soft and warm and it wasn't like the usual biting kisses she had received from men.

Damon started untying the corset strings as the corset fell to the floor exposing her small, but firm breasts. They were perfect, Damon thought and completely untouched. He palmed one of her breasts, pulling on one of the pink nipples slightly until they became hard, Damon repeated the same thing with the other breast.

Elena let out a small moan, she could feel herself getting wet. How could Damon make her feel all these things with a simple touch? Without thinking she arched her hips almost rubbing herself against his bulging cock. Damon chuckled and whispered. "Patience, little one."

Damon untied the ribbons that were holding her skirt together as they fell to the floor. Elena's nipples seemed to hardened and she could feel herself getting wetter. She couldn't believe that she was standing in front of a man that was not her husband nearly naked.

Damon pulled the ribbons slowly until her drawers fell in a pool of silk. He cupped her pussy gently feeling the heat as he ran his fingers through the curls. "Dammit, Elena," he whispered in her ear. "You're so hot and ready for me, aren't you?"

"Damon, please." She almost choked with need as Damon rubbed his thumb over her overly eager clit. She wanted him, she craved him. She wanted him to touch every part of her until she screamed.

He pressed one finger insider her tight little pussy and she whimpered. She was so tight. "I'm sorry, sweetheart," he whispered. "But the first time is going to hurt like hell. But I'm going to make it as painless as possible. Do you trust me?"

Elena nodded. "I trust you, Damon just please hurry."

Damon nodded as he pressed her against the bed. The buttons of his shirt popped open exposing his well-defined muscles chest. His cock nearly seemed to explode from his pants and he removed them. Elena's eyes widened when she saw his cock for the first time. She pulled away like a scared deer. "It's too big, it won't fit."

"It will," Damon said calmly. "It will stretch." He reached for her and positioned her firmly on the bed, "It will only hurt this time. Do you need me to pull your hair or bite you ear gently to distract you?"

Elena shook her head. Damon leaned over and kissed her again as he positions his cock over her pussy entrance. He entered her slowly and Elena whimpered when she felt her pussy stretched to accommodate him. Damon thought it would be kinder not to let her know that it was coming.

He pulled out slightly and thrust into her in one quick stroke. Elena yelped as Damon tried to distract her from the pain by reducing the speed of his thrust and at the same time rubbing her clit in slow motion. Elena relaxed slightly, her cheeks flushed. The scream that passed her lips surprised her as her orgasm hit her hard. Her whole body seemed to tremble in pleasure.

"Are we. . .are we done?" Elena said slightly out of breath.

Damon smirked. "I wish we weren't, but you look exhausted. Don't you worry your pretty little head, next time it will be longer."

Elena felt her chest pounding with excitement as her body grew tired. Her eyes closed and she nestled her head against Damon's chest to finally get some sleep.

-End of Chapter Nine-

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