How Maddie lost her anal virginity


The phone went off. It was her mystery man. She had spoken to him one day at work and he had asked if he could come round for a drink some time.

She had immediately said yes. She had a feeling that it would be more but even she had no idea what was in store for her.

‘I want to come and see you today.’ he said softly in to the phone.

‘All right..” She replied, ‘When would you like to see me?’

‘This afternoon, at two p.m..’ he responded

‘All right. I will be ready and waiting.


That was how she found herself opening the door to him. He strode in to the hall and walked in to the living room with her.

“You know, I’ve wanted to do this for a while. I love walking behind you. You have a great looking ass.”

She looked at him as they stood there. He held his arms out to her. She went into them with an enthusiasm. As they were kissing he pulled Maddie in to him and pressed her in to his groin. She could feel his hard cock pressing in to her through his trousers.

Without warning, as he was still kissing her, he slipped his hand in to her trousers and in to her panties. Gently he rubbed his hand up and down the front of her hairy pussy.

As he did this he whispered to her, ‘May I please?”

Maddie looked at him and nodded. As she ddi, she opened her legs to him. His fingers probed between her hot, fleshy pussy lips. He smiled at her as his fingers found the opening he was looking for. Suddenly he pushed two of his fingers in to her pussy hole, rubbing her clit visciously.

She began to quiver as she was stimulated. ‘Come for me you bitch.” he said, as his hand moved in and out fast.

Maddie looked down and could see the bulge of his hand moving in her clothes. With one hand she grabbed hold of his arm to steady herself. With the other, she rubbed the obvious erection that was bulging through the front of his jeans. She began to moan in to his shoulder as his as his hand moved quicker and quicker.

“Oh god this feels so good.” he sad as he became more and more determined. “Moan for me slut.”

Maddie could feel her orgasm building at the end of his talented fingers. She knew that she wasn’t his first but she didn’t care.

“Well are you going to come for me?” he asked, as he kept pounding her pussy.

With a groan and a shiver she came sagging at the knees.

As he took his hand out of her pussy, he wiped it on her panties.

“You are a good little bitch aren’t you.” he said as he rubbed his hand on her hair.

Taking his hand she led him through to her bedroom. He looked at her as she stripped and laid on the bed.

“Stay there. I’ll be back.”

She listened as he went through to the bathroom and washed himself. When he came back he was naked. He had ginger hair and his skin was white. As a result of this his cock, that was now hard and very pink, stood out against his body. She couldn’t help but admire it, as rose from the ginger bush of hair that surrounded it.

“I don’t have any condoms and I’m not on the pill.” she said, looking worried.

“Thats all right. I’ll be careful.” he said, as got on to the bed.

Maddie pulled up her knees an let her legs fall apart. Reaching over between her legs, he spread her cunt lips. Then he moved in and began to eat her out. She trembled and watched as her belly and tits shook under the ministrations of his seemingly expert tongue. This was not the first time she had had this done to her. But it was the first time she had enjoyed it

She felt every move of his tongue and it was amazing. Her whole body began to shake as she came. He looked at her from between her legs. She could see the juice from her pussy glistening on his cheeks.

Without warning she heard herself saying, “I want you to fuck my ass.”

She had no idea where this had come from as this was the last thing on her mind. But it was too late to do anything about it now. He knelt between her legs with a wicked grin. She reached over to the bedside table and got the Lube. Putting some on his fingers, he pushed one in to her ass. Then he began to move it in an our fast. She gasped at the sensation. Then he pushed another one in to join it. When he had it all the way in, he began to scissor her hole to open it wide. In and out and side to side. Maddie was moaning as he invaded her.

After a few minutes of this action, he said to her, “You’re ready. Now get on all fours with your face on the pillow!”

She did as she was told and prepared for him to enter her.

He knelt behind her. “You have a fantastic ass.” and with one push he buried himself right in to her ass.

She felt his length deep in side and she could also feel his balls as the pressed against her pussy. She had never dreamed it could feel like this.

Pushing all his weight on his arms, he began to pump her ass as hard as he could. In and out. She could feel it as it slid in and out of her cheeks. He pumped her until he was about to come, then pulled out and shot his load over her back. It was hot and sticky as landed on her skin.

After having cleaned up, they stood together cuddling. Then he had to leave. After she had seen him to the door, she went back and played with herself to bring herself to one further climax.

It wasn’t until the next day, when she got up and felt the pain in her ass, that she realised just how much she had enjoyed it. She also realised that she wanted more.