The Bartender's Bet

Leo hesitated outside the pulsing neon lights of the strip club, double-checking the address his college friend had texted. "You sure this is right?" he fired off, but her quick reply confirmed it. Stepping inside, he scanned the bar and lounge, oblivious to the figure behind the counter until a familiar laugh cut through the bass. "Over here, shy guy!" she called, bouncing her D-cup boobs as she leaned forward. "Didn't expect to see me serving drinks instead of studying, huh?"

"I... had no idea you worked here," Leo stammered, his cheeks already flushing. She grinned wickedly, sliding out from behind the bar. "Come on, I want to show you something special upstairs in VIP. Think you can handle it?" As they ascended, he joked nervously about a hidden door for free food, but his sweatpants betrayed him with a growing tent. "Maybe later, if you're good," she teased, her eyes flicking down. "Or are you already too horny to wait?"

In the dim VIP room, she wasted no time with thinly veiled questions laced with sexual undertones. "So, Leo, ever wonder what it's like to have a strong woman take charge? Bet your cock's already hard just thinking about it." He shifted uncomfortably, but she pressed closer, her ass grinding back into his lap. "Need to be at the counter?" he asked, voice shaky. "Don't worry, sweet thing—I'm exactly where I want to be," she replied with a sharp laugh. "Here's a bet: can you last two minutes of this without losing it?"

Leo started breathing heavy as she increased the pace, her ass rubbing firmly against his throbbing cock through the fabric. "Having fun back there?" she glanced over her shoulder, biting her lip. "...I..." he gasped, panting now, sweating as the friction built. She felt his hardness straining, her own pussy getting wet and dripping with the thrill of control. "What's wrong, big shot? Can't handle a real woman?"

The bet was lost in seconds; Leo came hard, his cum soaking a visible wet spot in his sweatpants as he shuddered. She slowed, turning to see the evidence, her smile triumphant and unyielding. "Someone had a good time," she whispered, leaning in close. He looked down beet red, then up at her with a nervous smile. "...yeah."

But as she traced a finger along his jaw, her next words promised far more than a simple bet.