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True story. Kindasorta. Please see my user account for previous part(s). Names and places have been changed to protect the innocent. lol All characters are over 18 years of age. Let me know what you think in the comments.

Key characters:

Leo Rotelli – Forty-five year old divorced father of two. Very fit, handsome and considered a DILF by his twenty-five year old daughter’s friends. Sexy, Mediterranean looks with a full head of long, black hair down to shoulder and dark smoldering eyes. Tanned and manscaped fully.

Tina – A tiny, cute but sexy and sultry 20-year-old, young woman who works the concession stand at the Little League complex where Leo brings his son to play. Standing five feet, one inch tall and weighing 120 lbs, has tits that draw your immediate attention. They are full and luscious D cups. She has shoulder-length, curly brown hair and brown eyes. IMHO, she is a spitting image of a [young Leah Remini]( but with bigger tits.

The following week after his conversation with Tina that finally broke the ice between them, Leo was walking toward the complex for the week’s games and spotted Tina setting up the concession with her mother. Her mother looked to be in her forties and hot, like her daughter.

But Leo’s eyes lingered on her daughter, as her head looked up and caught Leo’s stare. She smiled and waved quickly. Leo nodded his head as a ‘hello’, since his hands were full carrying gear. His son was walking ahead of him, oblivious to Leo’s actions.

Leo’s cock unfurled as he discretely watched Tina. She looked so damn cute…and hot. It was another hot afternoon, so Tina was sporting a loose, brown, lacy top held up by spaghetti straps. Her tits jiggled with every step. Leo had noticed this before and realized Tina was not at all times in a sports bra, but rather a loose, maybe sexy bra that allowed her tits to hang freely.

For her bottoms, she had slipped on a white ruffled skirt with brown pattern that ended at mid-thigh, not unlike a cheerleader skirt. Her hair was pulled back into a pony-tail which complemented her sneakers and bobby-socks.

An hour into the evening’s games, Leo spotted Tina walking toward the bleachers where he was sitting. She held a small bucket in her hand, and Leo realized she was selling raffle tickets for the evening’s raffle. Leo was seated four rows up, watching her stride across in front of him.

Without moving her head, her eyes darted sideways and caught Leo’s gaze. He held her stare until she looked away, moving to sell a ticket. As she made her way back, she glanced at Leo and he nodded, standing. She knew he wanted to buy a ticket.

Leo stepped down toward her and then came to a stop facing each other. Leo took a seat on the second-row bleacher, well away from others. Tina, reached him and bent forward, setting her bucket on the first-row bleacher. Her wide-necked top fell away from her chest and her pendulous, amazing tits came into Leo’s view.

Leo couldn’t tear his eyes from them as he felt his cock unfurl. As he suspected, she was sporting a loose, black lace bra that brought them together to give him a fantastic shot of deep cleavage before they disappeared under the bra. They jiggled with every move of her arms, and finally he glanced up to discover her gazing into his eyes, smirking while she remained bent, tearing a ticket from a roll.

“I never asked you your name,” she said sweetly, straightening, as she took Leo’s money.

“Leo,” Leo answered. “Leo Rotelli,” He added, waiting for change. He watched her bend again to make change. This time, she kept her head lowered, but Leo knew that she knew where his gaze was lingering.

“Your wife couldn’t make it tonight?” Tina asked. Leo looked surprised by her question then remembered he had not revealed much about himself.

“Oh, I’m divorced,” he answered. “but we’re amicable so we can be around each other.” Leo added, chuckling. Tina smiled.

“Aw, that’s nice.” She said. “My mom and dad can’t stand each other still to this day.” She added, handing Leo his change.

“You’re mom’s divorced?” Leo asked, suddenly intrigued. What would he give to meet a hot woman his age with a hot, adult daughter.

“She re-married,” Tina said, “so I have a step-dad.” She added.

‘Lucky man,’ Leo wondered to himself, as he placed his change in his pocket and smiled at Tina as she gathered her supplies.

“Don’t forget your waters later,” she said, holding her stare at him as she walked away, smiling sexily.

If Leo was a betting man, he’d bet that Tina had just teased him if not flirted. He glanced around to discover a mom glaring at him. Perhaps she had watched the flirting between Leo and the woman young enough to be his daughter, but Leo cared not. He ignored the woman’s stare and made his way back to his seat.

Just before the evening was to end, Leo made his way to the concession stand only to discover Tina’s mom working. Leo was pleasant and tried to make eye contact, but her mom was all company and seemed rush. He bought his water and hot dog and went home.

Lying on his bed at home, Leo again imagined fucking Tina. This time, he imagined fucking her from behind against the back of the concession stand while her mother worked the window – oblivious to the fact that her daughter was getting pounded a few feet away. Leo shot his load to this fantasy, sending ropes of creamy cum in the air before they landed on his stomach.

He need to keep working Tina and feel her out.

NSFW: yes

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