Diane sat alone at the hotel bar and sipped on a beer. She preferred wine to beer but not bad wine and she didn't have high hopes for wine at a hotel tiki bar in the Redneck Riviera.
The pretty brunette looked down at her phone and smiled. Jackie had been texting her since she landed and his intentions were clear.
"What are you doing now?" He asked and she laughed. She wasn't used to flirting but she found it rather exhilarating.
Diane had been married for 23 years. She had two adult children in college and her husband was back home in Maryland.
"Sitting alone in a bar drinking a beer. What are you doing?" Diane replied. She felt a rush of excitement as she hit send and then waited for his reply. They worked for the same company but in different departments. They had never been close but he had reached out to her to ask a work question a few months earlier and they had continued to chat.
Jackie was very different from anyone else she knew. He was well spoken and had a quick sarcastic wit but he was also very cerebral and deep and she enjoyed talking to him. He was also rather sexual and that intrigued her.
"I'm about to step in the shower," Jackie answered.
His reply caught Diane off guard and she wondered what he looked like naked. He was short and stocky with broad shoulders and a powerful build. He was bald but attractive with a nicely shaped head, and he was black.
Diane had never dated a black man. She did not generally find them attractive but there was something alluring and sexy about him.
"Ooh, send me a picture," she joked. She didn't expect that he would and while she wanted to see what he looked like naked she really had no intention of cheating on her husband. It was innocent fun and a playful diversion while she was away from her husband on business for a week in Florida.
Diane ordered another beer and moments later her phone buzzed. She opened Jackie's message and gasped. He had sent a picture and she was awestruck.
"Oh my God," Diane wrote. "Your dick is huge." She had married her high school sweetheart and her husband was the only man she'd ever had sex with. Jackie's cock looked like it was twice the size of her husband's and she began to wonder what it would feel like inside of her.
"Well, I am black," Jackie replied playfully. He had alluded to his endowment before but she hadn't dreamed he'd be that big.
"You like," Jackie teased. He and Diane had been flirting for months. She was cute and sexy in a prim and proper way and he felt like he was opening her eyes to what she was missing. And she had a nice thick body with big tits and a fat round ass.
"I want," Diane replied. Her heart was racing and the wheels in her head were turning. She had made countless flirty comments with him but she had never said anything overtly sexual like that before.
"Do you want company?" Jackie asked.
Diane felt her shoulders tense. She was scared and conflicted. She wanted to say yes but she was afraid of what might happen.
"Kind of, yeah," she answered. She was suddenly acutely aware that she was very wet and she took a big gulp of her beer.
"If you're not sure I don't have to come," he said. He didn't want to press her. He wanted it to be her choice. He knew she was into him and they had great chemistry but he didn't want to be thought of as a mistake because he really did like her.
Diane ordered a shot of fireball and quickly downed it. She took a long, deep breath and typed her reply.
"Please come," she said. She took a long, deep breath and waited.
Thirty minutes later Jackie walked up to the pool side tiki bar and Diane smiled nervously. Her heart was racing as he held her gaze. He looked great but a little out of place at a poolside bar. He wore tailored and pressed suit pants, a bright sweater vest and a fedora hat, and Diane loved it. She liked a well dressed man and Jackie carried himself like he owned the place. He was confident without being cocky and he held his head high.
"Let's get a table," Diane said motioning towards a quiet high top table for two in a dimly lit corner of the bar.
Jackie smiled and helped her from her chair. He was a gentleman and an educated man. His mother had raised him right and he treated women with reverence and respect.
Diane felt Jackie's hand on the small of her back as she climbed down from her bar chair. She was a short woman with generous curves and her shirt rode up when she stretched for the ground. Her stomach fluttered as Jackie's fingers brushed lightly against her bare flesh and the wheels in her head began to turn.
They sat close and his dark eyes held her gaze. He was the polar opposite of her husband Jeremy. He was short and powerful; chivalrous and well mannered; warm and engaging, and Diane felt more smitten with each passing moment.
Sexual energy hung in the air and the conversation flowed easily from one topic to the next. The topics were benign but with subtle inuendo and inferences sprinkled throughout. She hung on his every word listening closely and looking into his pretty dark eyes.
Jackie touched her hand lightly and her heart jumped. She got goosebumps on her forearm and her breath caught in her chest.
