Annie’s phone call had left him unsettled. He didn’t know what to make of her now. Helen, he understood just as he had understood Karen and the majority of the other women he had known but with Annie – he was lost. Yet, he felt drawn to her. Larry felt helplessly drawn to her. With her it was rather like watching a flower open up; petal by petal revealing new and interesting facets.
He rescheduled his work and travelled down to see her late Thursday afternoon. There was no way that he was going to miss out on an opportunity to see her again, or fuck her, as she so eloquently put it when he told her. “You can tend to my cunt with my razor as well,” she had added.
Annie greeted him wearing just a long dark blue t-shirt that reached mid-thigh. He kissed her and drew his hand underneath to fondle her bottom. She wasn’t wearing knickers. He groaned in response and she reached down to his bulge and squeezed him gently. “I’ve just finished a workout,” she told him. “I was going to take a bath, would you care to tend to me?”
Larry smiled. “Do I look like a man would refuse?”
She laughed and patted his erection. “Something tells me not.”
He followed her upstairs clutching his bag and watching her naked bottom cheeks moving with each step. He was ready for her; he wanted her there and then but Annie had other ideas and was in no rush. He followed her into her bedroom and saw a bottle of Moet & Chandon in an ice bucket with two glasses on a tray on her dressing table.
“Wow!”
She smiled at him. “I know how to look after my men.”
“I bet you do.”
“Why don’t you undress?” she asked. “I’ll pour.”
Larry didn’t need telling twice as she popped the cork. Moments later he was sat naked on the bed beside her sipping from his flute. “Do you like Chinese food?” she asked.
He nodded.
“Good. I’ll have some delivered later,” she told him as she reached with her free hand and held his erection. “After we have taken care of this.”
Another petal was beginning to unfurl.
“But first I must bathe and be tended too.”
Larry offered no resistance as she stood up put down her glass and stripped off her t-shirt. “Come,” she called as she left the bedroom. The bathroom was down the hallway and there was already a bath filled with hot soapy water. There was a stool there and Larry sat down while she slowly and luxuriously washed herself and then when she finished she pointed to the razor on a shelf before standing up. “Perhaps you would like to shave me,” she told him
Larry leapt to his feet. He liked shaving a woman down there, not just because that was how he preferred a woman’s pussy to be but also because it gave him opportunity to look more closely at her. They were all different. No two women were the same in his experience; different shapes and different sizes, different facets to them all. One thing they all did have in common though is that they were all a delight to see; a delight to touch and a delight to taste. And more importantly, a delight to have them presented to you for your pleasure. Annie stood still with legs parted as he tended to her and only moved to rest a foot on the edge of the bath so that he could get more intimate access.
His mind flashed back to a Muslim woman he had shaved; his one and only Middle-Eastern cuckold couple so far. Her husband had been dead against her being shaved but she was adamant; she wanted to please her lover. She made her husband sit by the bath and watch as Larry removed her thick black bushy pubic covering with a pair of scissors and then gently applied his razor to her. When he had finished Larry made a show of enjoying and pleasuring her with his tongue before fucking her long and slowly in front of him.
There was little work to be done on Annie though and it wasn’t long before she stepped out of the bath and grabbed a towel. “Why don’t you relax into the bath while I get dressed,” she suggested. “I’ll come back for you.”
Larry didn’t argue and soaked himself until she returned ten minutes later. “Fucking hell,” he said as she came into the room. Annie was dressed in just a black, lacy Basque with black fish net stockings. She also wore black high heels. In one hand she carried a glass of champagne and in the other a black leather riding crop.
“Here,” she said handing him the champagne.
Larry stood up nervously and took the glass from her, his eyes fixed on the riding crop. With one hand now free she reached out and held his erection. “There’s no need to be nervous.”
“W… what is the crop for?”
She smiled. “Relax; it’s all part of the costume.”
He returned a nervous smile.
“Pleasuring a man is all about ways of taking of care of this,” she told him as she stroked him. “There are so many ways of getting this to go down. So many ways to get this to give up its delicious cum.”
She was looking him in the eye now and another petal unfurled. This was not the Annie that he thought he knew; this was no ordinary twenty-one year old girl. Putting the riding crop down on the stool she reached for a towel. “Let’s get you dry and then you can tell me how you want me to care of that erection of yours. It must be painful for you.”
Larry groaned as she pressed the towel into his groin. “How would you like me to make you cum?” she asked softly.
“I… I want to fuck your,” he responded rather meekly.
“I know you do but let’s leave that until later,” she told him. “I want to pleasure you now… in whatever way you want me too.”
Larry groaned. Annie was stroking him with the towel. “I could make you cum like this,” she said emphasising the rubbing of his cock with the towel. “Or I could kneel down and give you a long, slow blow job or I could…”
“You… you could what?”
“I could ask you to leave it to my discretion.”
“Your discretion?”
Annie leant forward and kissed him. “Yes. Let me decide how to make you cum.”
She was staring into his eyes now; not just into his eyes but also into his soul. “Let me decide”
“I-in what way?”
“Let me do whatever I want with you.”
“I’m scared Annie.”
“I know you are but you’re also very aroused, aren’t you?” she said rubbing a finger over the pre-cum that was forming on the tip of his cock.
Larry nodded as she held his erection tightly and began to guide him into the hallway.
It was a stupid question.
Annie stood behind him and reached for his left wrist. “What do you think I’m going to do?” she told him as she gently guided his wrist behind his back.
“I… I… “ He started to say as she fastened the cuff.
“I’m going to give you pleasure,” she told him reaching for his other wrist.
Larry had bound a few women in his time. He knew how the adrenalin flowed when they found themselves bound and helpless and he knew how arousing it could be for them. He was feeling that arousal too now. He was scared and yet he was willing to let her do whatever she wished to him.
Annie stood in front of him and stared at him for a few moments before running a hand over his chest and then down to his groin. She was showing him her control and his helplessness. “You didn’t do a very good job shaving me.”
“I-I-I did,” he stuttered
“No you didn’t Larry. When I was drying myself just now I felt some bristle,” she told him. “Not much, I agree, but all the same there was bristle there. I consider it sloppy workmanship Larry and I can’t stand sloppiness.”
“I-I-I… “
“See for yourself,” she responded as she rested her hands on his shoulders and guided him down on his knees.
Moments later she was pressing her mound against his face. Larry sought her with his tongue and found some bristle just inside her pouting pussy lips. “Sorry,” he told her.
Annie reached down and guided him back to his feet. “I’m sorry but his has to be dealt with Larry.”
His head automatically turned to the riding crop lying on the bed. “No not that, Larry,”” she said. “You’ll be seeing Helen tomorrow and I don’t want to leave any marks.”
Annie turned away and went to another drawer. “Ordinarily I would leave a reminder of a punishment but I am also minded to take care with someone who is in a relationship,” she told him as she withdrew a large, dark brown paddle.
He knew about paddles. Larry had three of them at home and loved to use them. They could be very effective without leaving any lasting effects of their use. They would give the recipient a stinging reminder and a lot of redness on the buttocks but it would soon dispel.
Annie laid his bath towel along the edge of her bed. “Lie on the towel please.”
With bound hands it was hard to climb on the bed but Annie helped him. When she had him lying to her satisfaction she rested the paddle across his bottom and began to run her fingers down his spine. “You probably know the routine well don’t you?”
Another petal unfurled. “Yes,” he responded.
Her hand alighted on his bottom. “Yes, what?”
“Mistress. Yes Mistress.”
“That’s better,” she snapped. “You are the submissive now, remember that. That will be eight of the best now.”
Her hand slipped down between his legs and found his testicles. A gentle squeeze reminded him of his vulnerability. She was good; Annie was very good. He had no idea where she had learned her craft but she had learned it well. “Let’s get started, shall we?”
“Yes Mistress.”
Larry knew the routine as Annie lifted the paddle and began to rub his bottom cheeks with it. She would lull him into a false sense of security so that the first stinging blow would take him by surprise. He had done it so many times before to his female submissives. There would be a yell or even a scream and then there would come a pitiful ‘thank you Sir’; eventually the pitiful voice would change to a sobbing one.
Annie’s first blow brought a yell from him and a firm “Thank you Mistress.”
The second and third blows brought similar responses but the fourth was very painful and his voice began to break. Two more equally hard ones followed and then she stopped. “You’re bottom is getting very red,” she explained. “I had better spare your blushes for Helen’s sake.”
Larry thanked her and she helped him turn around onto his back before she went back to her drawer and pulled something from it. Larry had seen them before but had never used one or had one used on him. The flesh light sex toy for men was designed to replicate a female vagina. He had seen wives use them on their cuckolds. Personally, there was no substitute for the real thing but some men liked them. “You’ll know what this is won’t you?” Annie asked him as she sat on the edge of the bed beside him.
He nodded as she took hold of his erection. “I like using these,” she told him. “I find them easier to use than giving a hand job.”
Larry moaned softly as she guided it down over his hardness and slowly began to move it up and down. “Is that good?” she asked.
Larry nodded. It was soft and it gripped him tightly giving him pleasure.
“My boyfriends like it,” she told him. “I tease them sometimes. I can tell when they’re about to cum and I stop for a moment before starting all over again.”
Larry groaned.
“This would be good for wives cuckolding their husbands,” she said. “Use it on them after they have been with their boyfriends while they describe what happened.”
“Yes,” he sighed.
Anne increased the pace of her strokes. “I would use one on my husband after I cuckolded him.”
“You… you will cuckold your husband?” Larry gasped.
“Of course,” she replied. “A wife must always take lovers.”
Larry was close to cumming now. “What if he didn’t want you take a lover,” he asked breathlessly.
Annie stopped. “He would have to agree to it before I let him marry me,” she responded. “Any man who marries me has to know that I will be unfaithful to him.”
Larry groaned once more as Annie began to masturbate him again with the toy. “It’s a pity about our age difference,” she told him as she quickened her stroke. “With your background you would make an ideal cuckold. In fact, you would be perfect for cuckolding on our wedding night.”
“I… I would never let anyone cuckold me,” he gasped. “Never in a million years.”
Annie increased her hand strokes, smiling at him as she did so. “All men are putty in the right hands, Larry.”
He cried out as she began pumping his cum into the sex toy.
