She was happy to see that he had followed instructions, arriving at the bar in a simple t-shirt and sweat pants. Based on their conversations, she knew he'd had on red panties under his sweats. She led him to a table in the back, where they could be somewhat alone.
She sat on one side of the booth, and when he went to sit across from her, she said, "No, come sit by me," with a little pat on the bench seat. Of course, he obeyed.
The waitress came over and looked them up and down. He averted his eyes, but she looked right at the waitress. The waitress gave a little smile and asked her, "what will you have, and what will your friend be having." She eyed the younger lady in her short shorts and tight top slowly, obviously, and intently, finally meeting her eyes and saying, bring us three shots of tequila, no lime. The waitress smiled and said, "coming right up."
She put her arm around him and moved close. Her lips close to his ear. She said, "Relax, baby, it's ok, I know what you need." With that she kissed his earlobe and nibbled slightly. She smiled as he tilted his head, exposing his neck. She said, "good boy, " as she leaned in and kissed his neck. She felt a warmth spreading through her as he submitted to her, and quietly moaned.
She brought her left hand across his chest, and started caressing his right breast, teasing his nipple into firmness. He stammered something about being in public and she pinched and pulled his nipple through the thin material of his t-shirt, saying firmly, "I get to play with your pretty tits any time I like, understand?" She punctuated the question with a strong pinch.
"Yes, ma'am," he said quietly.
Another pinch, "Louder."
This time he spoke up, "Yes, ma'am!"
"Good boy," she said, as she started to caress his left nipple. "I like fucking good boys like you," she said, as she bit his exposed neck.
Just then the waitress returned with the three shots. She watched the woman's mouth on the man's neck and her fingertips teasing his hard nipple as she placed the shots on the table.
"Aren't his nipples so pretty and stiff?" she was asked.
The waitress's head was spinning a little at the scene before her. This sensuous woman, so confident, so in control, was teasing and fondling this man right at her table. She could feel her own panties start to dampen. She replied, "yes, they're so sexy."
She could see the woman pinch his left nipple as she said, "how do you respond to such a nice compliment?"
The man said, "thank you."
The woman said, "sit down a moment, will you? Have a drink with us."
As she sat down, the woman passed the three shot glasses around the table, so one was in front of each person. The woman picked up her glass and downed it in a single motion. She gestured and the man and waitress followed suit. She watched as the woman's hand slipped under the man's shirt, and continued to fondle his chest. She told him, lift your shirt and show her your pretty tits."
He looked at the woman with a puzzled look, but his failure to immediately comply was met with a firm pinch. He groaned and said, "yes ma'am."
"Good boy."
He pulled up his t-shirt, exposing his chest to the waitress, and anyone else who cared to look. She could see his nipples firm and stiff, poking out from his chest. The woman said, "touch them, feel them."
The waitress reached across the table and started to caress the man's chest and nipples. The woman had her hand on his crotch and was rubbing his obviously stiff cock through his sweat pants as the waitress obeyed her and played with her new toy. She smiled at the look of pleasure in his eyes, and the wonderment in hers. "Would you like to lick his hard nipples, darling?"
The waitress looked right at her, noticed that the woman's nipples were straining against her shirt that was barely containing clearly sizeable breasts, dropped her eyes and said, "I...I would rather...lick yours.....ma'am."
"Oho? Would you? Are you worthy? Are you thinking about taking my big stiff nipple in your pretty mouth and kissing and sucking it as I stroke your pretty hair?" She continued to stroke her man's cock as she engaged the waitress. He was throbbing so.
The waitress stammered, "y-yes, ma'am."
"Stand up right next to the table," the woman commanded. As the waitress complied, the woman said, "now, slide that slender hand of yours down into those tight shorts, and into your panties, and slip a finger into your pussy."
The waitress stood, gave a quick look to both sides, and did what she was told. She felt her fingertip slide between her warm, wet lips and tease her opening.
"Deeper."
The waitress's eyes widened as she slipped her finger inside.
"I said... Deeper."
The waitress's eyes closed as she shifted her wrist and plunged her finger as deep as possible into her now dripping pussy. Like everyone else at the table, the waitress's nipples were now fully erect.
"Now, show me your finger."
The waitress withdrew her finger from her shorts. It was glistening with her juices.