Anal Stories: Dr. Ana by velvetpie,velvetpie

Dr. Ana Von Gaarten read all responses she had received so far and sighed. So many wonderful stories of people who enjoyed anal sex, people who had worked past the pain and perhaps the taboo associated with the practice and found enjoyment. Dr. Ana trembled. She had always enjoyed anal sex, probably more than most, but she’d never been able to find a man who would bypass her pussy to indulge in her asshole on every encounter. Many who had serviced her had grown tired of her request. They saw her ripe pussy, flush with juices and wanted to bury themselves in it. She didn’t want her pussy filled; she wanted her ass filled.

All this reading had made her horny and with haste, she stripped off her hose and skirt, got down on all fours and slid her favorite dildo up her ass, sitting down and grinding against it in ecstasy. Oh, it was so good! This was all she had to do. She rose up, pinched her butt cheeks together a bit, and frigged her clit, rocking back and forth and driving the plastic toy deeper. “Oh God! Yeah! Yeah! Fuck!”

She came hard and fast, gasping for breath at the sensations that rocketed through her body, her ass muscles clasping and her pussy pulsing in response.

Then, she suddenly felt her eyes sting and she fought back the tears as she shakily arose and sit at her desk, the dildo forgotten on the floor.

Her eyes fell on the letters and she could do nothing but cry.

Matt Houseton heard Dr. Ana’s crying but didn’t enter the office. He knew she needed to be alone and his heart cried out to her. He had been Dr. Ana’s assistant for six years and knew her like the back of his hand. He’d listened to her take lovers in her office providing a shoulder to cry on. However, those relationships always went wrong.

He knew why they went wrong but he never told her why. He’d heard a couple of the guys complaining about “not getting the pussy” and saying that she was sick because she only wanted to be ass fucked. He didn’t know why she was like that but he knew that he was the man for her.

If she’d only give him a chance.

The intercom machine at his elbow buzzed and he answered it quickly. “Yes, Dr. Ana?”

Her voice was thin and filled with unshed tears. “I’m going to go home early, Matt.”

“Are you okay?”

“Yes. I just need some time off.”

“Wait. Let me come in.”

“No!”

Matt heard her cry once again but chose to ignore it, sensing that there was something else wrong with his employer. He opened the door and walked into the room, astonished at the sight he saw. A shit-stained dildo sat on the floor. Her hose were half on her body and her lovely face averted in shame. He knew what had happened and he knew, deep in his heart, that he was the only person that could make it right and make Dr. Ana whole. Tears left wet tracks down her face as she sat silently, sobbing.

“Get your things. I’ll take you home,” he said.

But Dr. Ana just sat quietly, not wanting to move. She heard Matt’s words but she couldn’t move. He had seen her in her worst moment and she was so embarrassed that she couldn’t move.

“Dr. Ana …”

“Matt, just go home. I’ll be fine.”

“No, you won’t.” He hissed angrily. He was tired of seeing her like this. It was time that someone took control, if she wouldn’t. “Now, get your purse and whatever else you need to take.”

“I need my laptop.”

“I’ll take care of that. Go into the bathroom and fix your clothes.”

Dr. Ana lifted herself from the chair and drifted toward her private bathroom door. She turned to look at Matt before going through and her brow furrowed. Why was he doing this? Matt had been her confidant for six long years and he had never once acted like this towards her. In fact, she thought he was a gay bottom. Now …

“Matt, I need to take the letters,” she said.

“No work. You’re taking vacation tomorrow.”

“Matt, I … “

“No. You haven’t taken a vacation in the time I’ve been here. When was your last vacation?”

She couldn’t answer. Oh yes how long had it been? Ten years? Fifteen?

“That’s what I thought. Fix yourself up and let’s get going,” said Matt, shaking his head.

He watched her as she disappeared into the bathroom, then turned to gather her purse and pack her laptop away, as he had on several occasions. Taking the items, he went back into his outer office and turned his computer off. And then, he grabbed his knapsack, making sure he had everything he needed.

She appeared a few minutes later, her hose replaced and her hair pulled back into her characteristic ponytail.

“Are you okay?” he asked. When she nodded silently, he added, “All right. Let’s go.”

Outside, he hailed a cab and helped Dr. Ana inside, keeping her tight against him. She tried to rebel a bit against his arm but relented when it became clear that he wasn’t planning to release her any time soon. He took her keys when they reached the brownstone and let them into her house, closing the door behind them with a ringing note.

“You may go home now, Matt.” She said hoping to dismiss him. When he didn’t all she could do was watched helplessly when Matt stride towards her, grasp her arm tightly and wrench her around to face him.

“I may go home? Is that what I may do? All these years of watching you suffer and taking care of you and I may go home?” His handsome face moved closer to hers. “Screw you!”

“Matt …”

“What?” he asked.

Dr. Ana gazed into his deep eyes, quivering over the control that he was exercising over her.

“Don’t you dare ask me to leave! You need me!”

She couldn’t deny his words but she didn’t want him, of all people, to be here for her. Why? Her heart asked the question even though she knew the answer. Because it was Matt. Because he knew all of her secrets. Because he was the person who could hurt her the most.

“I know,” she whispered.

“Then just do me a favor and shut the fuck up, will you?” He gave her a stern but gentle smile. “For once, I’m running the show. Now go upstairs and take a bath. I’ll fix dinner.”

Dr. Ana thought of a sharp retort but shrugged her shoulders, giving herself up to Matt. She trudged up the stairs, ran a bath and spent nearly an hour soaking. She cried, she worried, and fumed. In the end, she relented, promising herself to allow Matt to help her climb out of the hole she’d so deftly dug. She got out of the tub, dried and dressed in a thick, cotton robe and headed downstairs.

The most wonderful smell met her nostrils as she came around the corner and she stood stock-still, observing Matt in the kitchen. He had two pans on the top of the stove, one with chicken breasts, searing in olive oil and the other filled with chopped mushrooms, garlic and butter. He completely cut the heat under the mushrooms and covered it. Then, he turned the heat down under the chicken.

He grabbed a pair of mitts, pulled a golden brown pie shell out of the oven and set it out to cool. He was taking a second wine glass down from the cabinet when he noticed her standing in the shadows.

“Want a glass of wine, Dr. Ana?”

“Sure.” She felt so shy. He poured a glass and placed the glass in her hand, wrapping his warm hands around hers. His smile warmed her deeply. “Thanks.”

Leave a Comment