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Chapter 6 by themanticore themanticore

How does Monday go?

Miss Ashleigh Billings returns.

At 2pm, shortly after Carrie's shift started and Julia had left, Tom saw a face he had no interest in seeing that day. Miss Ashleigh Billings had returned for the second day in a row.

"Hello, Miss Billings!" he said, with all the artificial sweetness that only a customer service voice or a pound of sugar-free gummy bears could provide. The feeling they left in his stomach was also remarkably similar. "What brings you here today?" he asked, feeling his blood pressure rise closer to a perfect bowling game.

"Tom, I realized I wanted to talk about the rent increase more with you," she said, a trilling giggle in her voice. "Like, I thought about it, and talked with my husband, and we agree its unfair. Can we go to your office?" She asked. Tom stifled a scream and lead her through the storage area into his small office.

As she entered, Tom finally took notice of her. She was wearing a tighter dress. Her face seemed fuller, happier. Her tits were definitely on display in her dress, like she had worn a push-up bra. Why would she dress up today? he wondered, before she spoke.

"I think I gave you the wrong number yesterday. I know I told you $1,500, but my husband told me I should make it a $2,000 incr-" she was cut off by Tom's shock and rage.

"If you want it even higher, how about you suck my dick instead!?" He yelled before he gasped, realizing what he had just said. His eyes were wide as Miss Ashleigh Billings' expression softened, but became somehow predatory.

"Oh, Tommy, baby, is that what you want?" She asked. "What you really want?"

He figured he had nothing left to lose after his outburst. His rage bubbled inside of him. "I'd rather you change the rent to me drilling you at least once a week. You fucked me up the ass financially for two years, I might as well fuck you back!" He snapped. If he was going to lose his shop, he decided he would rather lose it on his terms, and that included telling an obnoxious rich bitch what for.

"Would that make you happy, Tommy baby?" She asked. "If you got to pay your landlady by fucking her once a week?" She stepped forward and grabbed his cock through his slacks. Tom felt the rage be replaced by fear again. "Because I could do that for my favorite tenant who makes my favorite coffee. Yesterday's was so tasty, I had to come back and tell you I was going to drop the rent $500 instead."

"What!?" Tom asked, the last statement shocking him out of it. He was sure he had fucked up, having cut her off before she said that. "You were going to... reduce the increase?"

"Of course! I can't let my favorite coffee place go out of business! But I like your idea for rent better! I'll make a new renter's contract for later," she giggled again. "Let's shake on it for now. Wait, no, how about I suck you off like you asked?" She got on her knees and pulled her dress down, revealing two massive breasts, far too perky for a woman who was nearly 50.

"Miss Billings, are you okay?" Tom asked, seeing the second best set of tits he'd laid eyes on in less than 24 hours, though it was a very close race.

"I'll be better once we've sealed the deal, baby," she said as she unbuckled his belt and pulled out his cock. Ashleigh giggled as she held the soft length. "Oh, someone's scared! Let me help!" Ashleigh put it into her mouth and moaned as she sucked the soft two inch member. Tom's stomach was a mess of knots. Twice in two days, he had women try to suck his dick, even if one of them he had been sneakily feeding his cum to for over a year and a half. He was definitely cheating now, but Miss Billings had him by the balls, figuratively and literally. There was nothing he could do but let her suck on his cock, and he watched her do exactly that as her tits bounced with each movement.

His cock started soft, but it quickly hardened in her mouth and as she stroked it with her hands. Once it was at full mast she put it next to her face and laughed.

"It's so much bigger than my husband's! I should have played with you a while ago, Tommy!" She was all smiled as she smacked his cock against her face lightly, enjoying the heft of it. Tom's eyes bugged out. He hadn't noticed his erect cock was a good four inches bigger than before; it was a solid nine inches at least. It had been so long since he had seen a woman take it, he didn't have a sense of measurement with it. Ashleigh put his fat, veiny cock back in her mouth and began pushing herself down on it, soon deep-throating the stressed coffee shop owner. He moaned louder as his bell-end moved past her tonsils, feeling her soft tongue on the underside of his shaft and eventually the tip of it on his balls.

Soon the blonde woman was fucking her own face on Tom's now massive meatstick, the sound of it entering her throat a perverse music to Tom's ears. He grabbed her head, if only to try to help with her pace, but also because he had a dream like this for quite a while. He soon felt the pressure build inside of him. He let out of a quick "I'm going to cum," and she pulled herself off and held the tip on her tongue as he emptied a thicker, larger load than he had given her yesterday directly into her mouth. She showed that her mouth was full of his pearlescent juice then swallowed the semen and laughed like she was euphoric.

"Your cum is even better than the coffee!" She exclaimed, still not knowing the truth. "I'm getting this once a week too. You're going to see a lot more of me, baby," she said before getting up. She squeezed her breasts together and wiggled to give Tom a little show before pulling her dress back up and leaving him confused with his cock out in the office.

"Holy fuck," was all he could say once he had regained his senses.

What's next?

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