Theo Meets Ruthie's CFNM Society


Theo could scarcely believe his ears.

"Do you or don't you?" She demanded.

"I'm sorry," he replied, "I'm afraid I couldn't hear you." He knew full well what she had said. She asked him if he wanted to get into her pants.

They had been trading glances for over an hour across a crowded barroom and now she was at his side asking him if he wanted to get into her pants!

"I think you heard me the first time." She whispered into his ear. Her warm breath sent a chill down his spine and he blushed. "I bet my friends that you would be getting into my pants before midnight."

He looked back at her table and her three friends were watching intently. They waved. Theo blushed an even brighter red.

"What will it be?" She demanded. "Will you help me win my bet or do I have to buy the last round, it's a quarter till, make up your mind."

"You'd really let me get into your pants just to win a bar bet?" Theo asked.

"I know it sounds silly." She explained. "But this is sort of an initiation, if you know what I mean." She smiled her best come on smile, batted her eyes and whispered "please help me win" in his ear.

Theo shuddered again and couldn't resist, "Ok, I'll do it."

She took his hand and pulled him over to the table where her friends waited. "I told you he would get into my pants." She boasted.

"Not so fast, it's almost midnight and you haven't won yet." One of her friends reminded her.

She slid into the booth arched her back, pulled her skirt up and took off her panties. She handed them to Theo and instructed, "Quick, go in the men's room and put these on. Hurry or I'll lose.

Theo hesitated but she hiked up her skirt and let him see her strawberry blond bush. "You won't be sorry."

Theo looked at the clock, there were eight minutes left before midnight. He looked at her, her eyes pleaded with him. He went to the restroom. Her panties were hot pink bikini style. He went into a stall, took off his trousers and boxers and stepped into her panties. They were too small and his package was just barely contained. He pulled his trousers up, stuffed his boxers into a pocket and returned to her booth and sat down. There were two minutes to spare.

She smiled a huge smile, took his hand and kissed him on the cheek. "Thank-you she whispered," and another chill went down his spine.

"Not so fast." Her friend challenged, "We haven't seen for ourselves."

She pushed him out of the booth. "Show them, quickly or I'll loose!"

Theo looked at the clock; there was just half a minute to spare. He pulled down his zipper.

"Show us more." The three said in unison. Her eyes pleaded.

He looked at the clock, just ten seconds left. He unbuttoned his trousers and let them see his panty encased package.

The girl closest to him reached up and stroked his throbbing member. "You win Ruthie dear, you definitely got this fine young thing into your pants."

"What's your name?" His temptress asked.

"Theo." He mumbled.

"Sit down Theo and give me your shorts. My pussy is getting a draft and since you're wearing my panties it's only fair. By the way, I'm Ruthie."

Theo handed Ruthie his boxers and slid into the booth. As he did the other three girls got up to leave. "Don't forget, Gail, you're on the hot seat next week," Ruthie challenged, "We're three for three and you don't want to screw up and have to eat pussy all night!"

Theo could not believe his ears. "How long has this been going on?" He asked.

"Just the last three weekends," Ruthie explained, "let me have a feel." She didn't wait for him to respond. She reached over and squeezed him firmly. "You feel nice, open your zipper."

Theo looked around the bar and saw that no one was paying any attention to them. He slid his zipper down and Ruthie reached in and rubbed his tortured penis.

She continued rubbing and put her head on his shoulder. "Let me see it." She whispered.

He was hot and cold all at the same time. She was tearing down all his inhibitions. He wanted to please her. He unbuttoned his trousers and she freed his engorged cock. She kissed her fingers and caressed his aching cock; she felt the precum and brought her fingers to her lips. "I want more, let's go to my place."

Theo didn't argue.

As they left the bar she took his hand and said, "My place is just down the block."

They walked wordlessly, down the block, up the steps to her front door. A light was on; she reached inside and turned it off. She took off her blouse and skirt, shoes and socks, and told Theo to strip. He hesitated. She took his hand and placed it on her boxer clad mound, leaned into him and seemed to rub her tits on his chest. "Strip for me." She whispered in his ear. She was driving him nuts with desire, he could not resist and against his better judgment he began to remove his clothes. Ruthie smiled as he stripped. She had only removed her skirt and blouse but he was willing to get naked for her and he didn't even know her last name! In seconds he was standing naked on her porch. She made a small bundle of their cloths, took his cock in her hand and led him into the darkened house.

Theo couldn't see a thing but with Ruthie leading the way, squeezing his cock he didn't need to see. He felt like he might cum before they could get it on. She stopped, turned and pulled him to her. She kneaded his ass cheeks and ground her belly against his cock trapped between them. She put her arms around his neck and whispered, "Stay here while I get the lights."

She left him standing naked, cock pointing across the room. His eyes slowly adjusted and he heard breathing, soft steady shallow breathing. Ruthie slowly raised the light level in the room and Theo found himself standing in a room full of women. He was too stunned to move but not too stunned to be embarrassed. His cock wilted.

Ruthie returned and wrapped her arms around his neck. Once again she whispered, "If you keep playing my game every woman here will kiss your cock." She took Theo by the hand and led him around the room. "Ladies, I give you our guest of honor." On the second circuit she led him to three older women seated on a couch.

"Ladies, as founding members you have the honor of inspecting our guest first." As Ruthie spoke she gestured as if to usher Theo forward and as if he had been trained he moved closer placed his hands behind his back and let the ladies handle his package. Ruthie smiled; this one will do anything I say she thought.

For the next hour Theo entertained the ladies, some like the founders were in their sixties, others were in their middle years like his mother, still more were in their twenties or thirties and a few, like Ruthie were just eighteen or nineteen. All of them seemed to like his cock and balls. They stroked. They squeezed. They kneaded his ass. A few played with his anus but none of them tried to enter him. True to her word they all kissed his cock as if to say goodbye when they were done with him and some of them even gave him some very nice sucking action but none of them would let him cum. Theo didn't know why but he felt liberated. The women accepted him without any pretence. They didn't care about his apartment or car or brand of clothes. Just Theo. They stroked his arms and legs. They lightly dragged their nails up and down his back. They were especially interested in his cock and balls. Each, in turn, held his balls and rubbed them or pulled them or squeezed them. They stroked his cock and if precum appeared they vied for a taste. Some wanted a picture as a memento. They took turns holding his cock, kissing his cock, even sucking his cock as one of the ladies recorded the evening on film. He lost all sense of embarrassment as their questions became more and more personal. They were interested in his sex life. They asked about his girl friends and finally one asked him if he masturbated.

Theo had no reason to lie. "Yes." He replied.

The women started to gather around as another asked, "How often?"

"Every day I don't have sex with my girl friend." He stated bluntly.

"Have you done it yet today?" Another asked.

"Will you do it later?" Someone chimed in.

"Maybe." Theo admitted.

"Why don't you do it for us now?" Ruthie asked as she took his hand and led him to a large sturdy coffee table that had been moved to the middle of the room. The women formed a semi-circle as he stepped onto the table. "Would you like some baby oil, we don't want you to get any blisters."

She squirted the oil on his outstretched hand and smiled as she looked directly into his eyes. Theo looked at her; he saw a gleam in her eyes he had never seen before. Slowly he began to stroke his cock for them. Two of them removed their blouses and bras and stepped to the front giving him a beautiful target to aim for. He looked around the quiet room. All eyes were on him as he slowly beat off for them. Ruthie stood at the rear with one hand rubbing a tit and the other in his boxers. She saw him looking at her and pulled her hand out to blow him a kiss. Theo came. The first shot missed his targets tits and landed in her hair instead. The ladies exploded with applause and encouragement. The second shot landed squarely on an exposed breast but was just as quickly lapped up by the lady next to her. Before he could move two more women stepped forward and competed to see which could lick up the most cum. They pushed his hand away and a third grabbed it and cleaned the sticky mess from his hand. The rest of the ladies went back to their drinks and conversation.

Ruthie stepped in and helped him off the table. "You were great!" She congratulated him. "What would you like to drink?"

"What do you have?" He asked as she led him to the bar. "Mostly beer and wine," she answered, "but we do have a bottle of JD if you prefer the hard stuff.

"I think a beer will do." He allowed.

"You've earned it." She said as she reached into a cooler and handed him an ice cold Sam Adams. "What do you think of our club?"