Offer Anal

"Hundred for anal," Lois said. It almost felt like someone else was saying it, keeping to the Suicide Slum accent. "But you can cum inside."

The john didn't look happy, but Lois saw him appraise her booty, then he nodded. "Alright. Where?"

Lois nodded her head to the alley, and went in first. There was a streetlamp here, one of the rare ones that was working, but it was unoccupied—no homeless people or dogs—and relatively dry, just a rusting green garbage bin. Six feet in, she stopped and turned her head. Her mark unzipped his pants. His smile flashed in the shadow of the alley.

Carefully, Lois grabbed the waistband of her pants and panties and slid them down over her hips—just enough to uncover her asshole, but to leave her pussy covered. Leaning against the wall.

The mark knelt before her ass, careful not to let his right knee touch the ground, and spread her cheeks. Lois didn't look, but she could feel him stare at her brown eye. And a moment later she felt something warm and wet slide down the crack of her ass...and knew he had just spit on her. For lubricant.

She should have thought of that herself, Lois knew. It wasn't that she hadn't done anal before. But it was never a regular thing, even when she had a regular boyfriend. A little anal stimulation could be interesting, but she'd never...never had an orgasm from it. Never made the sounds that all those porn stars made when some ramrod was pistoning in and out of their anus. Even on her own, experimenting, she'd never really gotten past a single finger. Couldn't imagine those people in the online videos she would surf at night, the ones with bottomless holes, desperately humping impossible dildos...

Something warm and wet was sliding up and down Lois' ass. Her reflex was to clench, but she knew that was wrong. Tried to relax. Then came the moment of terrible pressure as he pressed the tip against her brown eye. By herself, or with her boyfriends, Lois could always measure her own reaction, stop if it was hurting. She was in control.

Not this time. He pressed hard, and her asshole, unused to the penetration, caved in—but not painlessly. She bit her lip against the sudden burning ring of fire, but still almost yelped as he pressed harder, grabbing her hips for leverage to **** himself inside.

"G-go slow, baby," she said, trying to sound upbeat. "It'll all fit."

It did fit. Inch after burning inch, jammed inside her ass. Until she felt his hips rest against her buttocks. Then, he started to move.

He wasn't a rough fuck. Not cruel or stupid or inconsiderate. But she was a piece of exercise equipment that he was renting, and he wanted to get his money's worth, with slow, languid strokes, like shitting a rock backwards over and over. Inside of her, Lois could feel it rub against the hard length of the bottle jammed inside her cooch—and that was something new too. The sensation of being double penetrated, which she'd never really played with, even on her own.

The worst part was, she knew she had to act.

As he slid out, she bent her knees and edged her hips forward, then back to meet his thrusts, his balls slamming against the pants rolled down over her pussy.

"C'mon daddy," she cooed him on, trying to keep the Suicide Slum accent. "Give it to me good. Fuck me hard."

He responded, speeding up his thrusts, and Lois struggled to roll her hips to meet him, grunting and oohing every time he went balls deep. Her asshole burned harder than before, a cone of pain that threatened to split her in two, but she wanted this done with as soon as possible, and there was only one way for that to happen...

"Yeah, you like that? You like that puta? You so tight! Gonna squeeze my dick off!" The mark responded, but it was like he wasn't even listening to her any more. Off into his own little world. "Gonna fuck some virgin territory in you, street walkin' trash. Dick suckin', alley fuckin', little sex machine. Just love dick so much. Can't even walk by without offerin' that ass up...fuckin'...whore..." His dirty talk descended into a series of grunts.

He held Lois close, as he came inside of her. She couldn't feel it, not yet. But she would, she knew. Later on, tonight, dabbing at her asshole and seeing the blood and cum and shit there, she knew. But Lois tamped that down, deep inside, for later. Now was not the time to cry. Not now.

"Well damn, chica." As he pulled out of her. "I guess you was in a hurry." Lois pulled up her pants, not wanting to check and see the damage.The billfold flashed again, and he fetched out three bills. He crushed the money into her hand. "But I needed that. So you take this. Maybe I'll run into you again sometime, eh puta?"