Millie's first paid anal

Millie looked at herself in the mirror, and gradually got herself to calm down by breathing slowly. She heard the shower turn on in the bathroom, so she quickly stripped out of her clothes and sat down on the bed with her legs crossed. After about a minute or so the cowboy came out of the bathroom, he had dried himself off but had not bothered to wrap a towel around himself. Millie looked down at his crotch area, he was semi-erect, and she sighed internally with relief when she saw that he was not that large.

"Come here." The man said.

Millie stood up and walked towards him, and as she got close he pulled her towards him.

"You are one hot piece of ass." The man said, then he kissed her on the lips. Millie kisses him back, but did not open her mouth, and as they stood this way his hands aggressively roamed her breasts, then they went down and started roaming her ass. Millie did not enjoy this rough treatment, but knew she had to let him. Then she felt his hands pulling her ass cheeks apart and his finger probing the entrance to her anus.

Millie immediately stiffened at this unexpected attention, and the cowboy felt it and he started laughing, saying:

"Relax sugar."

The man took Millie's hand and walked over to the bed, taking a seat at the edge, then pulling Millie in front of him. Millie just stood there looking down at him, then realised what he wanted and dropped to her knees. She looked up at him as she knelt in front of him, but he was looking up at the ceiling and not down at here.

Millie looked at his cock in front of her. It was still semi-erect, but it was pretty thick and had a big head and he had pretty bushy pubic hair. Millie hesitated for a second, then moved forward and took his cock in her mouth.

"Fuck yeah." The cowboy whispered as Millie started to suck on his cock. She took it slow, feeling him grow hard in her mouth. Then, after just a few seconds of sucking, the man stood up. Millie moved along with him, keeping his dick in her mouth, but then he pulled her up, saying:

"Get in the doggy position."

Millie's heart started racing again, this was really happening, the old cowboy was going to fuck her in the ass! Outwardly she kept a calm appearance though, crawling up onto the bed, saying:

"Lube is on the bedside table."

Millie heard the cowboy fumble with the lube behind her, then she felt the cold sensation of the lube dripping on her ass hole and reflexively flinched. The cowboy squeezed out a bit more lube, then used his finger to smear it around her ass hole. She then heard him fumble with the lube behind her, applying it to his dick.

A few seconds passed, then she felt his finger pushing against the opening to her anus, then as it slid past her sphincter a wave of pain hit her. The cowboy was pushing his cock into her ass!

Millie bit down hard not to scream. She was tense and the cowboy was trying to fuck her in the ass with minimal preparation! As his cock slowly pushed into her, she felt like she was being split apart, but he was pushing his cock into her ass relentlessly going deeper. Millie could no longer control herself and loudly screamed out:

"No!"

"Oh yes!" The cowboy shouted back, and in one thrust pushed his dick to the hilt into Millie's ass.

Millie screamed out in pain from this and started breathing rapidly. The cowboy did not seem to care at all, and pulled his dick halfway out and slammed it back all the way in again. Millie could see stars from the pain of this, she screamed out loud, tried to wiggle away, but he held her firmly in place, impaling her ass on his cock.

"Please stop." Millie whispered.

The cowboy slid his cock out, the pain slowly subsiding as the intruder left her ass hole, but then without warning he slammed his cock back in again.

"It hurts!"

Millie screamed, but the cowboy paid no notice, instead he shouted "yi-ha!" and started thrusting in and out of Millie's ass. The pain was still incredible, but slowly Millie felt herself adjusting to having a cock in her ass and the pain, while still there, started to subside.

The cowboy was grabbing her by the hair now, pounding into her ass, shouting:

"You like that, huh? You like being fucked in the ass?"

"Yeah! Fuck me up the ass!" Millie shouted back, trying to turn him on so he'd cum.

The cowboy increased the speed of his thrusts, and Millie pushed her ass backwards to meet him, shouting:

"Yes! Yes! Fuck me in the ass! Yes! Yes!"

Then she felt his cock starting to spasm in her ass, he had finally cum.