Matt sat at the couch again, his desire burning within him. His need to be punished. His need to be hurt, to have his nipples pinched, his balls slapped and squeezed. As he stared at the TV, he made the decision, "I could use a real rough hard session" he texted to Andrea. He grinned a bit as the text went through and his erection grew. Thoughts came to him about possibilities of what might happen, though in all likely-hood probably not.
After a while, Matt got sidetracked by some show or another. His need still building but it had no way of being released. There was no reply text. Nothing. The night slipped by into darkness, he picked up a book and started reading again, trying to pass time when he heard a knock at the door. He gave a look of curiosity and got up to see who it was. He was still only wearing jeans, his shirt usually off when he was at home. He opened the side door leading out to his main door however it was too dark outside to tell who was there. Opening the door, he was surprised and then immediately became nervous, it was Andrea at the door. "Umm, hi." he said a bit stupidly. She smiled and came in through the door. She was wearing a long coat and what looked like high heels. He never imagined that she would just show up.
"What's going on? You didn't say anything about coming over." Matt inquired as he followed her into the house.
"No, no I didn't." She said as she took off her coat. Matt's eyes got big as her near naked body was revealed. She was only wearing a black bra, a tiny pair of black panties, long fishnet stockings and 6" heels. She immediately brought her fingers up to his nipples and squeezed as hard as she could. He winced as his knees grew weak, "take off your jeans slave." She said. They had played this game many times when they were together, but not for a very long time since she moved out over 6 months ago. He complied quickly as she continued to squeeze his already sensitive nipples, she worked her nail into the equation too sending waves of pain and pleasure into his loins. He took off his pants as quickly as he could. Normally they would've been kissing at this moment, but they were no longer together. It seemed obvious there would be no affection tonight.
With his pants off, he stood up again, towering over her tall but petite frame, though she held all the power. "Good slave," she said as she gave his nipples one last hard squeeze. "Now spread your legs." She let go of his nipples caressed her nail down his chest and abdomen down to his groin. His cock was already rock hard as she traced her fingernail down his shaft to the hole at the end. She smirked as she lightly scraped the entrance of urethra with her nail. A small droplet of precum was coaxed out of his pee hole by her nail. She looked down, "Just the invitation I was hoping for." Matt braced himself, she would hurt him tonight and he would enjoy every second. She spread the pre-cum a bit on her the end of her pinky finger and then began to push it in his little hole. Her other hand held on to his ass to keep him in position. He gave a groan as she pushed the first half inch of her finger into his urethra until she met resistance. "I'm going to get it all the way before the night's over. I'm going to make this session so painful you'll never text me about this again. Or maybe you'll keep texting me. I know how much you like it." She winked at him as she wiggled her little finger, her nail scraping the sensitive inside of his cock. Without warning she pulled her finger free and slapped his balls so hard he gulped and let out a groan.
"On your knees," she commanded giving his nipple another fingernailed squeeze. He dropped to his knees immediately in front her her. Her small panties hid her pussy, he wondered whether or not she intended to use that too. "Turn around, ass up." He was surprised to hear that, not her usual style. He complied quickly wondering what she had in mind. She walked back over to the table where she had put her purse, "No looking." She had something in mind, and whatever it was it excited him. He could feel his cock pulsing and no doubt pumping out more precum. He heard her open what sounded like a bottle of lube and crouch down behind him. He felt something cool being dribbled onto his anus as her fingers immediately followed. She worked in a finger and then a second as she pushed the lubricant into his ass. She withdrew her fingers and dripped more lube onto his ass, again tracing her fingers along his opening and pushing in one then two fingers into his ass.
She withdrew again then he felt the nozzle of the bottle being pushed up against his anus and she squeezed. He could feel the lube being pumped into his ass. 'What exactly does she have in mind?' he wondered as he tried to relax the muscles of his ass. Again, she pushed two fingers in. He could feel himself loosening up as the lube spread through his rectum. She withdrew a bit and then pushed in another finger. She twisted the three fingers around in his ass as he groaned with pleasure. He had always enjoyed the feeling of her fingers in his ass, usually she would play with him a bit while they were having sex or when she was giving him oral. But other then that, she never really touched that area of body. It was then as he started to draw some pleasure from her ministrations that he felt her push her pinky in along side her three other fingers.
Her other hand tenderly caressed his balls first, lightly playing with them and then began squeezing, slightly at first and more firmly as she worked her four fingers into his ass, "I'm going to get you back for all those times you put your cock in my ass." She pushed her four fingers as deep as she could, "You loved having me bent over, my ass open for your cock. You'd thrust into me as I cringed, your hard cock pounding into my ass." She pulled her fingers out a bit as he felt her thumb slide in next to her fingers and she once again pushed forward, "Well, now I'm gonna make you cringe. I'm going to push my hand up your ass to my elbow. Do you like the sound of that?" But he was too hard, to far into the fantasy made real to care or to argue, he only pushed his ass back into her and moaned. Her lubricated hand pushed as her other hand pulled on his balls, she pushed unto her hand slipped in up to the third knuckle of her fingers, up to the largest point of her hand. But she had no intention of stopping. Matt grunted as she twisted her hand back and forth, he felt himself loosen and thought she might actually get there.
"Mmmm, this is hot," she said as she pulled her hand back a bit and pushed it forward once again, she was obviously putting more strength behind her hand. He could feel her fingers moving in his ass obviously trying to make room for the rest of her hand. He tried to relax his ass as much as he could and even tried pushing out, any effort he could to reduce the pain that started building in his ass. She continued to twist and push as her hand moved in ever so slowly when amazingly, her hand got sucked into his ass. He let out a yell as her hand pushed into her wrist. She gasp, equally surprised and obviously proud of her work. She let go of his balls and slapped his ass. He was breathing heavily as his ass gripped her hand. He thought he would orgasm right then. He had never felt so full, and with the large part of her hand past his sphincter, the pain had died down.
He thought maybe she was done, that she would pull out now and go onto hurting him in some other way, but it then became obvious that wasn't the case. "Now there's a sight," she said when he heard a click and saw a flash. She had taken a picture!
