Jen had a twinkle in her eye as she skipped down the road next to Tom. It was a beautiful shirt-sleeve day, just a small amount of breeze – the first day of Spring. They held hands, he leant over and kissed her and laughed. "Why are you so happy today?"
"Just an idea" she replied. "I've something to show you when we get home".
They were very happy together these days. Careers were going well, they were in love and the sun was shining. Sex was good. Tom had encouraged her to explore and had pushed her, little-by-little, further than she had imagined she'd go. They trusted each other and enjoyed their compatibly kinky natures. For a little while now, Jen had been thinking about how she could turn the tables and take the lead. In a way that he would enjoy of course, but she wanted to prove something. They sat at a table outside a café on the high street and ordered lunch. When the waitress had gone back inside she took his hand and pulled him across the table to her. "Tom", she whispered, "Would you like me to make one of your fantasies come true".
"Of course." He replied confidently and easily, smiling and kissing her on the lips.
"You'll have to promise to do anything I say."
Jen needn't have worried about his reply. Tom pretended to consider, but he already felt a thrill of pleasure at the idea. She knew that he fantasised about relinquishing control. There was very little that she didn't know about this side of him. She loved to coax these desires out of him when they made love. She would stop when he was most turned on and whisper into his ear. "Tell me what you're thinking."
"OK, anything you say, I promise".
"That was easy." Jen kissed him again and winked as the waitress reappeared with a tray. "I'm not sure you know what you've just let yourself in for."
When they got home she didn't waste any time. "Take off your clothes". Tom started – this was unusual – but he was excited too. With a flourish he threw his shirt over the banister as she steered him into the bedroom.
He reached for the top button of her blouse but she pushed him away. "Oh no, not yet Tommy", she said, mock-stern. She glanced down at his already rigid manhood. "Very good, turn around". He sighed with pleasure as she wrapped the black scarf over his eyes and tied it tightly behind his head. "Let's see how you enjoy this".
Five minutes later he was bound securely to the four corners of the large bed. "Don't run away", she giggled as she left the room. He could hear her upstairs in the kitchen, but very soon she was back in the bedroom, opening one of the drawers of her cabinet. "There are a couple of things you should know about this little game" she said, trying to sound matter-of-fact. "The first is that it might last a very long time." She kissed his forehead above the blindfold and ran her fingers across the length of his shaft, making him shudder and twitch upwards. "The second is that, although the game has a pleasurable aim, you might not enjoy it all the time. Sorry about that Tommy – but the good news is that I will enjoy it very much!" She bent down and flicked her tongue where her fingers had been moments before. He moaned, already close to ejaculation.
Jen undressed, watching him all the time. She could tell from his short breaths how turned on he was. This was good. Slowly she straddled his chest and Tom felt the moisture between her legs as she gently took his cock in her hand, behind her back. "You've told me before about how you like to be teased" she whispered, stroking his nipples erect. "How you would like me to control your orgasms". She kissed him fully and pinched his nipples a little harder. "I'm going to make your fantasy come true, Tom. I fear you're going to realise how misguided you've been." She lifted herself from his chest and playfully bit each of his nipples in turn, before taking his penis briefly in her mouth. He felt the delicious warmth and release welling up inside him, but she was already away and the feeling subsided. "Don't move" she ordered, more steel in her voice now. "Don't you dare move a muscle. If you come you're in deep, deep trouble."
Slowly, very slowly, she lowered herself onto his upright cock. He gasped as he felt her wetness and heat envelop him. "Don't you dare come" she barked. "OK, these are the rules." She held him very still between her legs. "You're not going to have an orgasm for a little while. Certainly not today, probably not tomorrow. Maybe not for a week. Even a month. Let's see. All you have to do in the meanwhile is pleasure me whenever I want and earn your next orgasm. You're going to come when I decide the time is right." Tom thrust upwards but, quick as a flash, she was off the bed and hissing in his ear, "You're in big trouble for that."
One by one she untied each of his ankles and re-attached them to the top of the headboard, exposing his ass. She found her panties, discarded on the floor, and shoved them roughly into his mouth, tucking the last corners of white cotton material inside. "Close your mouth" she ordered and reached for the roll of tape with a sigh. Her eyes rolled upwards and she felt the wetness once more between her legs as she laid the tape over his lips and picked up the cane placed next to the beside cabinet. "Now I'm going to hurt you Tom" she teased in a singsong voice. "I'm going to make you cry." He felt a thrill again, something close to fear, but he was aroused. He didn't know how far she would go, but all he could imagine was pleasure.
The first few swishes of the cane were no more than playful slaps and a pleasing tingle spread through his buttocks. She grabbed his stiffening cock in her left hand. "Enjoying this a bit too much are we?" The cane fizzed through the air and he gasped through his nose as the pain began to increase. She was gently massaging him whilst the strokes continued, harder and harder. He couldn't control himself any longer, but suddenly her hand was clenched around his balls instead of his shaft and gripping tight as the cane now whipped into his thighs. She twisted and he screamed. She delivered two more cruel blows to each buttock, staring at the tears as they trickled down his gag from beneath the blindfold and stroking herself to climax. She let out a yell and threw the cane to the floor.
Five minutes later he was still tied to the bed, but the gag had been removed and his legs released. Still throbbing and whimpering from the pain in his balls and ass, he returned her kiss with passion. Inexplicably his beaten penis began to stiffen once more as their tongues brushed each other. "I'm proud of you so far Tom" she said, "but you need to know that this is just the beginning You have a long way to go to earn your next orgasm". He gasped and squealed as he felt ice applied to his cock and balls. She kissed him again but by now he had shrivelled to nothing. "I need to know that there won't be any cheating". Something hard and cold sheathed over his penis, and for the first time he felt the dread thrill of real fear.
"What's that Jen?" he said, trying to sound as casual as possible. There was a tightening around the base of his shaft and a metallic click.
"That's your new underwear you silly man" said Jen, massaging his balls with both hands. "I'm going to keep you all locked up for a while to teach you a lesson." Tom tried to stutter a reply, but nothing came out. "You lie there and think about it for a bit" she continued. "I'm going upstairs for a glass of wine and when I come back you're going to make me come with your tongue." He heard the bedroom door close behind her.
Tom had fantasised about sadistic women before, but he had no idea how readily Jen would take to the role. The slightly frightening thing was that she really seemed to get off on his predicament. The next week became an increasing nightmare for him as she delighted in finding new ways for him to 'earn' his next orgasm.
On Monday she tied him to the bed again and removed the device. He brought her to climax twice with his tongue and she pretended to reward him by taking him inside her once again, but she pulled away when he was close, re-applied the ice and then the cruel metal contraption. This was only the second day, but Tom was already begging for release.
On Tuesday she told him they would play a game. She tied him naked and upright to the banister at the foot of the stairs with his legs apart and released his member which was erect within seconds. The game was called No Pain, No Gain. She took two small elastic bands and wound one around each of his testicles so that they both stood out proudly from his scrotum. She found a heavy chopstick in the kitchen and explained the rules. Tom was required to say "Please mistress, whip my balls so that I can be allowed to come". Jen would then apply strokes to each of his balls in turn, until she chose to stop. If he could manage this five times then he would be allowed his release. Of course there was no hope of succeeding in this game. On the fourth turn she whipped him mercilessly until he begged her to stop, whilst touching herself in front of him. After she came she threw the chopstick down, roughly pulled off the elastic bands and snapped the device back in place before gagging him again with her panties and tape. She whispered the single word "loser" into his ear as she went upstairs to collapse on the sofa, not to reappear for an hour or more.
