Guided Masturbation

He loves it when a Woman is in control. Especially when it comes to guided masturbation. Tom was definitely a stroke enthusiast; he even researched the benefits of it to justify his chronic carrot chaffing. He had been casually dating a woman on and off named Claire. Claire was a kinky gothic girl type that liked to shake up Tom’s world once in a while. She was rather  emotionally unattainable and elusive, but a very dominant woman. Tom loved this fact almost more than his jerking rituals. Once they were sitting in a restaurant and Claire looked at him through long lashes and said “you have a chronic jerk off expression.” Tom almost spit out his wine. “W-What do you mean?” “Exactly what I said Thomas,” “the lines on your forehead indicate you spend an awful lot of time watching pornography and playing with yourself.” “You have scrunched up jerk off face, silly!,” she said laughing. Tom was so humiliated and embarrassed he could hardly look Claire in the face. She laughed at him and said “you should turn your bad habit over to me.’ “Well what exactly would that entail?” Tom sputtered back nervously. Claire smiled like a cat that just caught the canary. Tom couldn’t help but feel like prey that was being lured into an impossible situation. “So how many times a day do you do it?,” she asked almost too casually. Tom couldn’t answer. His throat dried up even after taking multiple sips of water. “Well?,” she pressed. His face felt like his head and neck would burn off of his shoulders . “Two times a day, sometimes more.” “Oh, more, huh?” Claire laughed. “Like…..how much more?,” she asked. Tom swallowed hard as the humiliation of his “bad habit” felt laid bare before Claire even though he could barely bring himself to croak out the truth. The actuality was that sometimes Tom made a day of masturbating. He felt like it was a treat to just goon in front of the computer all day and jerk it until nothing came out; literally.

Guiding his Masturbation

Claire looked at him quizzically and Tom felt as if her dark eyes were drilling holes in him. She smirked rather devilishly and knowingly “you probably spend all day doing it, don’t you,” she laughed. “How did you know that!!,” Tom exclaimed exacerbated. “Let’s leave,” Claire said. Tom was shaken up by their conversation, but  he was very excited to see what Claire had in store for him. On the way home Claire talked mostly about her interests both kink and mundane. She had her hand with her shiny, black nails resting nonchalantly on the inside of his thigh. Her touch felt electric and he was popping major chub and she knew it. They got to her place and once they entered her dark abode her playful demeanor became a bit more bossy. “Ok stroker pet, take off all your clothes and kneel in front of me.” Tom didn’t hesitate and started peeling off all his clothes right there in front of her and left them in a crumpled heap in front of her red velvet chaise. Claire reached in her purse and pulled out a small vial of lube. “Start stroking with this, only use a little bit though,” she commanded through a smirk. Tom obeyed and put a small drop of lube in his hand and began to stroke. Suddenly to his surprise he felt the lube warm up as he stroked. “What’s in this?,” he asked. “Shhhh,” Claire responded, ” no questions, just do what I say,” she whispered. “Now, rub it like this,” Claire said. She put her beautiful, pale hands  over Tom’s and guided him in an unfamiliar cadence. He loved every moment of it & felt like a stroke puppet in Claire’s elegant porcelain hands. He listened to her alluring, confident voice. “Like this,” she would say and then show him. She knew exactly what she was doing. Tom’s cock was like a puppet string Claire manipulated with her commands. He felt the pressure building and building until he started to beg and plead with Claire. “Can I please cum?,” Claire leaned over to reveal her beautiful c cup cleavage. She grabbed Tom’s hands and squeezed them around his cock and placed her palm on top of his cock head. Tom panted and continued to plead. Claire laughed out loud at his frustration. “Take your hands away,” she commanded. Tom obeyed as his hard, helpless cock twitched in the air. Claire slipped her stocking foot out of her pretty patent leather heel and put it right over the head. Tom exploded helplessly and Claire looked at him and said “See how much more fun it is when I control your masturbation?” Tom could only nod in agreement; Claire owned him now.