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Kylie’s Valentines Day Dare – Part 2

Claire was a 40’ish year-old brunette woman sitting at the table next to Kylie and Mark. She shifted in her seat, and pretended to read her book, but she couldn’t help seeing the man next to her holding a woman’s panties at the table. His Date looked nervous, but obviously excited. She turned her head slightly to hear them better as they whispered conspiratorially.

The man had retained control of the underwear as far as she could tell, although the woman’s attempt to retrieve the red garment had been playfully modest at best. She felt the crotch of her own panties moisten, and pretended to turn a page in her book. It was Valentine’s Day, she was reading alone in a trendy restaurant, and she was getting wet listening to some Random hit on his girlfriend. Gawd! Was she a Voyeur now?

“Hey Guys, sorry for the wait.” The waiter apologized to the Couple. “What can I get you to eat?”

The man gazed over the menu and asked, “You have any specials?”

“The swordfish is good. And a lot of people are getting the Boar. It’s slow-cooked for 36 hours on a Rotisserie. It’s amazing. But…” And then the waiter said quietly and looking over his shoulder briefly, “But for you two, I would definitely recommend the oysters.” He said and the couple laughed. It was a funny innuendo given the unmentionables in plain view just moments before, but Claire disagreed. They didn’t need any additional aphrodisiacs!

After the waiter left with their orders, Claire’s eyes stole precious glances over the edge of her book. Each glance held the possibility of getting caught looking. She saw the woman’s hands block the man as he tried to feel between her legs, maybe too quickly. Then, they talked softly for a minute and the woman relented. The man’s hand disappeared beneath her blue dress and their conversation descended to quiet whispers she could barely understand.

Claire crossed her legs and flexed her thighs together. She had found decades earlier that by flexing her crossed thighs together she was able to achieve orgasm fairly discreetly. The wetness in her panties became a slickness along her entire crotch from her clit past her anus. But the lubrication made the pressure she was able to force against her clit with her thighs even more exquisite.

She slowly pulsed her thighs, ever so slightly rocking her hips and shifting the pressure against her crotch. The book was at this point a fig leaf in her hands. The man’s eyes met hers, and she knew he could tell she was masturbating. His wink played off his knowledge, but Claire was embarrassed and her face, neck and chest flushed.

As if to save everyone enormous embarrassment, the waiter arrived at the table at last with their food. At this point Claire considered her options. She could take the opportunity of the couple eating their food to request her check and escape back to her apartment two blocks away, and likely spend the rest of the evening masturbating to Internet porn. Or, she could stay right where she was, pretending to read her book, and then see whether the couple next to her would have a Round 2 after Dessert?

Her answer came quickly after they finished their main course. The waiter returned to check on their progress, and the man asked the waiter, “Any chance Jessica could see the paintings in the back?”

The waiter laughed nervously and she saw an exchange of money. It was subtle, and practiced. But the waiter’s nod was the only communication that was necessary and the couple stood up without a word and followed the handsome waiter down the hallway marked “Restrooms”.

Claire followed the waiter and the couple to the hallway a few seconds behind. The Ladies room was on the left, the Men’s room was on the right. But further down the hall, she heard a woman laugh. It looked like it must be the Restaurant’s office, tucked into the back of the facility between the Men’s room and the mop room. 

She heard the woman protest playfully as she crept toward the office door, “Oh, no! Not here! Somebody will see us…” The door wasn’t completely closed, it was open by a few inches and she saw the blue dress get pushed back against the far wall of the office behind the desk. The woman was pinned to the wall, and the man’s hands were pulling her dress up and massaging her bare ass. 

A shadow behind the door moved. Someone else was in the office with them. Claire tried to step back into the hallway, to go toward the women’s room, but the door swung open too quickly. The waiter appeared in the doorway, 

BUSTED! She thought and her heart leapt into her throat. But his eyes widened as well, and they both laughed for a moment realizing they’d caught each other. The waiter, a man she later learned was named Jeff, slipped out through the door and into the hall holding his finger up to his lips and giving her the universal “shhh” sign. 

Claire giggled silently and nodded her head. The waiter, Jeff, was pretty cute, and the fact that he wasn’t pissed off when she was back there spying on the couple was pretty interesting too.

“Don’t tell,” Jeff shushed her, and flashed a playful smile as he retreated further away from the door with Claire. “That guy gave me $100. Said he only needs 10 minutes.”

Claire put her hand to her mouth, “oh my God!” But if she meant to clutch pearls, her mouth involuntarily pulled into a wide grin. “Are they having sex in there?”

“He said you could watch if you want. Do you want to come in?” He asked.

Mark lifted Kylie’s dress up over her head and she laid down on the desk. He saw the waiter come back in with the girl that had been sitting at the table next to theirs. They stood against the back wall and watched Mark suck Kylie’s breasts and slide his fingers into her pussy.

“Lock the door,” Mark told the waiter. 

Kylie looked up and saw the woman watching her, and thought, “Oh my God, we’ve added a woman this time.” She didn’t mind. She liked the idea of another woman watching her getting fucked. She hoped she’d be jealous…

Mark’s mouth roamed over her chest, and his fingers slid easily into her wet, naked vagina. He rubbed her G-spot with his fingertips. At first lightly, and then he added pressure and his stroke quickened.

Kylie spread her legs as wide as she could and rotated her head to the Waiter and the Woman. She was entirely exposed to them as she lay naked on the desk in the brightly lit office. She saw that the woman had one hand on her own crotch and another on the waiter’s. She was stroking his cock through his pants, and she could see Jeff the Waiter’s dick was significantly thicker and bigger than most men, even though the material of his slacks made it difficult to make anything specific out.

She could tell the woman was envious, and wished Mark was kissing her. She watched the woman cross her legs and ground her crotch against her own fingers. And she watched the fingers of the woman’s other hand on the waiter’s cock, sliding over his shaft and the head of his dick through his pants. 

“Take his pants off,” Mark told the woman. “And take yours off as well, and your panties.”

The woman’s eyes widened, and she fumbled for the waiter’s belt and when she unzipped his pants they fell to the floor. Then she pulled her pants and underwear down to her knees and rubbed herself slowly along the sides of her clit. Her fingers explored further down between her legs and slowly massaged her vagina with her fingers. They could hear Claire’s wetness, and watch her play with herself.

But both women’s gaze fell to Jeff’s dick, his cock was huge. “His dick looks so good, doesn’t it?” Kylie asked Claire, smiling and feeling her throat getting dry from her heavy breathing.

Claire agreed, and Mark pushed a third finger into Kylie’s vagina. Rubbing her and pulsing his hand, massaging the inside of her wet pussy. She could feel her juices dripping down her ass onto the desk. His fingers always found her spots. It was like he could feel where to go and when to just put pressure on her and hold it there.

But he wasn’t just holding it there now. Kylie watched the woman stroke the waiter’s cock and Mark’s hand was now four fingers into her pussy. He was stretching her out, and the wetness sloshed out of her every time he pulsed his hand. 

“Give it to me…” Kylie begged. “Please fuck me with your dick. And do it hard. Make me feel it!”

Mark brushed the head of his dick against Kylie’s vagina. Her lips opened to him immediately and it felt like his cock was sliding into softened butter. Soft and warm and slippery.

He slowly pushed his cock further into her pussy, agonizingly too slow. Kylie’s feet wrapped around his waist and pulled him, but he held her back and slid in slowly before pulling out and pushing himself in slowly again. Making her pussy beg for his next slow thrust, but denying her the instant gratification.

She rocked her hips against him, her crotch rubbing his cock and pulling him deeper inside of her. Mark knew they wouldn’t have much time. He grabbed her by her hips and rotated her so that he had a direct angle and thrust himself deep into her vagina. His thrusts were long, deep, and powerful. He didn’t just fuck her pussy, he fucked her entire body. Each time his cock slid into her, Kylie thrust her hips back against him. She loved the woman watching her, she wanted Claire to watch Mark cum in her. To know this woman watched while he fucked her full of his thick cum.

She was already so close to orgasm, but Mark held Kylie down and spread her legs wide apart with his body and thighs. Kneeling on the desk, he pounded his hard cock into her, and pushed her orgasm over the edge. Mark pumped his dick into her pussy smacking against her, slamming his body into her crotch. Every thrust created a thundering bang of the metal desk on the concrete wall. He felt her pussy squirting almost immediately and this made him cum as well. Her moans mixed with the hammering noise of the desk against the wall and when their passion settled they looked up to see the cum draining out of the waiter’s cock and all over Claire’s hand. Her other hand was halfway up her vagina and rubbing her clit with her thumb vigorously.

The awkward silence was broken by a stern knock on the door. Apparently the manager and everyone else in the restaurant could hear the banging, and Jeff had some explaining to do. The knocking did not stop the entire time they dressed (which was quickly). 

“Jeff,” the manager repeated. “Open the door, please.” Then a pause, more knocking. “Open the door, Jeff.” The manager said again. “Jeff? I know you are in there. I need you to open the door, please.”

Kylie felt bad for Jeff. She hoped he didn’t lose his job over it, but recognized it was time to leave before anyone called the cops. She opened the door and slid past the astonished Restaurant Manager into the hall with Claire and Mark. 

On the way out, three of the women in the restaurant smiled at her. A middle-aged man gave her an appreciative nod. A snobby couple by the window rolled their eyes. A skinny teenage boy laughed. And everyone else averted their eyes and politely pretended they were not even aware of the apparent gang bang in the back room a few minutes prior.

But those faces flashed by in seconds, and moments later they were outside. The cool night breeze was refreshing and the smell of the Ocean reminded her that she wasn’t in Kansas anymore. Claire handed Kylie her business card. “Happy Valentine’s Day, Jessica. Call me anytime,” she said. “I like to watch.” Then Claire turned and disappeared into the nighttime bar crowd.