Skylar And Tim

Tim had become a regular at an Italian restaurant called Giovanni's for months. He did enjoy the chicken alfredo and the low-lit atmosphere, but more than that he enjoyed seeing the waitress Skylar. Skylar was stunningly beautiful. She had long, dark hair that she wore back in a ponytail. Her smooth neck seemed to beg to be kissed. Her black button-down shirt and long black pants hinted at her slender body. He would often glance at her while he was eating his meal, admiring the outline of her body and longing to see it completely revealed from beneath her dark layers of fabric. The thing that stood out most to him though was her smile. When she smiled or giggled, it revealed a thin line of braces on her upper teeth. Somehow it made her seem even more adorable and enchanting. It made him want to always find a thing to say or do that would make her smile or laugh. It became a sort of game between the two of them.

As a result, Tim had become a great favorite of Skylar's at the restaurant. He was always being such a goofball, and she loved how he gave her a bright spot during her long shifts. In truth, she found him to be cute as well. She liked his jet-black hair, and the way he had it slicked back. The way he towered over everyone with his height also caught her attention. She also enjoyed the way his eyes would follow her. She had always felt like she looked rather plain and nerdy, so when she discreetly noticed his eyes looking her up and down, it made her feel sexy.

Sometimes she would intentionally try to tease his desires, by bending over to pick up a dropped menu or leaning in close to grab something from the table. She enjoyed how it made her feel naughty.

She finally decided she wanted to take that naughty feeling further. She wanted more than just their flirtation. She took the night off when she knew Tim would be coming and staked out the parking lot to meet him. Tim walked into Giovanni's and walked out a few moments later looking disappointed.

"Hey," Skylar said.

Tim looked up in surprise. He smiled instantly as he saw her. "Hey," he replied, "Did you take the night off?"

"Yeah," Skylar said.

"Then why are you here?" he asked.

"I wanted to spend the evening with you actually," Skylar explained.

"I would really like that," he said.

They went out to get a bite to eat at a different restaurant. As they made their way to Skylar's apartment, she began to fumble with her keys at the door, hoping he would take the opportunity to kiss her.

Tim placed his hand on the side of her neck as she looked up. His thumbs stroked her cheek as he leaned in and kissed her lips. Passion overtook them both. Their tongues became entangled with each other as they pressed their bodies together.

She wrapped her arms around him and squeezed his firm ass.

She pushed the door open clunkily as he started to plant kisses on the side of her neck and unbutton her shirt. They made their way to the couch and she laid back as he got on top of her. His kisses traveled down to her chest as he undid her long pants. He pulled them down as his kisses reached her stomach. She giggled as his kisses started to tickle her, revealing that smile that tempted him even more. He tugged her pants and panties down to her ankles. He knelt in front of her and leaned in, his face inches from her pussy.

"I want you so badly," she said. He leaned in and flicked his tongue slowly and deeply against her clitoris, making sure the top and bottom sides of his tongue stroked it. Skylar moaned as his tongue went up and down on her clitoris. He eventually began dragging his tongue from left to right against her clitoris, and occasionally attempting a swirl. His eyes watched her body, taking note of when she was shivering in pleasure or breathing more deeply. It was in those moments he would repeat with his tongue the moves that seemed to cause the most pleasure.

He then pressed his lips against her clitoris and sucked on it, stroking it rapidly with his tongue while it was inside his mouth.

Her whole body started to tense up as she let out her loudest moan. An exhausted smile spread across her face as her hands lazily pushed his face away, indicating she couldn't take any more.

Tim stood up, revealing a massive bulge in his pants. Skylar smirked playfully. "Would you like me to help with that?" she asked pointing at the bulge.

"Sure," Tim said. He undid his pants and pulled them and his boxers down, revealing his hardened cock. Skylar's eyes studied his throbbing member and all its veins. She sat up, her face inches away from his cock. She reached up nervously and began to stroke his length as she swirled her tongue around the tip. His hand reached down and gently gripped her ponytail.

She pushed his cock into her mouth and swirled her tongue around it as she sucked it. Her hand reached up and rubbed his ball sack, tugging on it gently and noticing how warm it was. She felt his cock throbbing against her tongue as she sucked harder, pulling it in and out of her mouth as she stroked it with her other hand. His other hand reached down the front of her shirt and massaged her breast.

"Oh fuck," he said, "I want to cum so bad."

She squeezed his ass and pushed his cock into her throat. Her tongue inched out and licked his balls as he released his seed down her throat. She gagged slightly as he pulled out, some of his seed dripping onto her breasts.

She stood up with him and they both chuckled nervously. "Pretty wild first date," she said.

"Yeah," he replied.