Donna looked down between her tits and gently swung the putter back, then struck the ball and sent it gliding towards the pin.
“Come on… come on…” she said under her breath as it inched closer and closer, her pussy twitching, her nipples hard, as it came to a rest just before the hole.
“Darn it!” she swore, stomping her foot and jiggling her tits as she looked up with a pout at Gary.
Gary chuckled and shook his head, then took the putter from her hands and dropped another ball onto the green before lining up and putting it himself.
Once more as the ball rolled towards the hole she couldn’t help but get excited until the sound of the ball clacking against the bottom of the cup almost brought her to orgasm.
She dropped down to her knees and let out a deep sigh, then looked up just in time for Gary to arrive in front of her and pat her head.
“Awe, I know, you were so close to winning this time.” he reassured her and she nodded a little.
“So, my place, say 8pm?” he only half asked with a smile.
She blushed and nodded, “Sure, ok… fine.” she finally said with a slump of her shoulders.
Gary just smiled and turned to walk away, “But I’ll beat you next time for sure!” she called after him, not sounding very confident.
Which wasn’t a surprise, Gary always seemed to beat her in their little bets. Though the bets weren’t so little anymore.
Last summer, during her summer break from college to which she had a golf scholarship to, she’d been working at the golf course as a cart girl. Part of that, of course, was the traditional flirting with the members, and once in a while hitting a ball with them.
The first time she’d met Gary she’d been a little weary of him, there was something a little off about him, the look in his eyes or the way the other members seemed to avoid him, she wasn’t sure. But he did tip well, and never made a move on her like some of the other members had.
It was a few weeks into the summer when the first bet had arose, it was just a little chip around the green, something she was very good at. The bet was simple, if he got it closer to the pin then his drink was free, if she got it closer to the pin, he’d pay double.
Her own chip had been pretty good, within 2 feet or so, but Gary had almost sunk his.
And that’s how it went for the following weeks, each round he played there was another bet of some kind. The problem was twofold though; the first being the stakes in the bets had started to get higher and higher, the second was she seemed unable to say no to them.
By the middle of summer the wagers had gone from free drinks, to flashing him her tits, to giving him a blowjob.
The final wager of the summer had been the biggest, Gary would pay for entire semester or she’d drop out and continue working at the course.
She’d wanted to say no so badly, that it was too much of a risk, but like always she’d been able to refuse and agreed.
It had been a smile one hole match, but when he’d chipped in for birdie, her heart had sunk and she’d lost.
The following months almost seemed like a blur now, wager after wager, everything from dying her hair platinum blonde, to changing her attire, to working out in the gym more, to getting her first set of implants.
Now, as summer had come to a close once more, their final wager of the season had come to and end. Something deep in the back of her mind had told her that this was coming, and she’d been preparing for weeks for it.
When the words had come out of Gary’s mouth, her whole body had shivered in pleasure.
“So, I was thinking for the wager, if you won I’ve got a nice little condo downtown you could have.” he’d said and she smiled.
“If I win, then you’ll come live with me and be my horny little anal slut… what do you think?”
Now, as she wiggled her ass as she wandered back to the beverage cart she was glad she’d spent the last few weeks practicing with a dildo in her ass.
She was going to be the best little anal slut for Gary, and the only question left was if he was still going to let her work at the golf course so their wagers could continue or not.
