The MILF and Her DILF Read online

  “Please Sir, let me suck your gorgeous cock…Please!” she cried. She desperately wanted to feel his gargantuan manhood inside her hot mouth.

  He inched closer with his cock now just under her nose and in front of her parted lips, and said, “Sniff it, smell my cock like a nice little bitch.”

  She liked the way he talked to her; even though it was demeaning, it only enhanced her desire to have him and his cock. She started to sniff at the damp head of his dick; it was covered in the clear pre-cum she remembered from her more sexually active days. The pungent, musky aroma filled her nostrils and made her salivate with even more yearning.

  “Now lick the head clean, taste my cock Annie,” his voice was strong and firm.

  She tentatively extended her tongue until it touched the damp, domed top of his male gland and she remembered the taste of the salty male lube. Once she got past her initial apprehension, she began to lick the head more confidently, like it was a large lollipop. He placed his hands on both sides of her head, gently holding it as she lapped at the head of his cock.

  “Do you want to suck it now Annie?” he asked, his voice tantalizing her with its harsh edge.

  “Yes please…Sir,” she responded, only stopping her dancing tongue long enough to say it, then returning to her assigned task.

  “Open up my sweet little cocksucker,” he said, and she shuddered when she heard him call her that.

  She complied, parting her lips as he eased the head of his member into her mouth. The large head alone felt like it filled her mouth, but he continued to pull her toward him and his cock soon filled her mouth, despite the fact that only half the shaft was between her lips. Thankfully he stopped and held it there, which she took it as her cue to begin sucking on it. She treated it like it was an enormous nipple, trying to draw his juices from him with her sucking action.

  Then he started to withdraw, but only until the head was still in her mouth. Then he slid it back in, starting a slow fucking of her face. Annie was more than impressed; his bulbous cock was making her even hotter, if that was possible. Her fear of having him jam it down her throat diminished as he continued half-fucking her mouth and she started to use her tongue to lick the underside of his shaft.

  Then, suddenly, he grabbed her by the hair and yanked her head off his cock, saying, “Are you ready to get fucked, my hot little whore?”

  “Yessss…please...Sir,” she gasped, not understanding why his demeaning comments continued to fuel her passion. She felt filthy and depraved, but somehow it made this tryst even more exciting. There was something about Jason that sparked her desire like never before, and it went far beyond his rugged good looks and younger age.

  Before she could gather her thoughts, Jason used his grip on her hair to force her backwards until she sprawled out on the bed. Then he was on top of her and she felt his cock nudge up against the opening of her saturated pussy. But he did not slide it into her pussy; instead he just held her down and prodded her sex with it.

  “Beg for it bitch, beg me to fuck you like a dirty slut!” He snarled.

  Annie was frantic to feel that cock inside her and she cried out, “Fuck me! Please Sir, fuck me like a dirty whore!” She had no idea why she said it like that, but it felt good to cry out her passionate desires.

  Then she felt his monster slide up and into her clutching sex, the thick member stretching her pussy walls as it filled her completely. Then, with his body crushing down on hers, he started to fuck her with long slow strokes, making her gasp and moan as her pussy welcomed his cock like an old friend. In a few minutes she was panting as her pussy erupted in yet another orgasm, unable to believe how good it felt to be taken by a virile man after such a long a drought.

  Jason was young and well schooled at fucking, so it was just the beginning of a prolonged romp. Soon he was pounding into her hard and fast with climax after climax tearing through her. And just when she thought he was done, he pulled his cock from her clenching sex and flipped her onto her belly before plunging back into her. He held her by her hips now, lifting her ass up with a tight grip on her hips while on his knees, as he started round two of his fuckfest. All she could do was grab the sheets and hold on for dear life, as his cock took control of her body and mind.

  Jason literally fucked Annie into oblivion; tossing her about his bed as he changed positions several times during the hour he spent ravishing her. The poor woman never experienced such intense and continuous sex in her life and when he was done, she was like a mass of quivering jelly. But he had yet to come and chose to degrade her when he did. She was on her back again with Jason straddling her chest as he pumped his massive dong in front of her face, her eyes barely able to focus at that point.

  “Open up sweetie, time for a mouthful of my spunk,” he said.

  Annie had no energy to resist at that point and just opened her mouth. After a few more fist strokes Jason’s cock started spurting his come, and his aim was good with most of it landing in her mouth, but a few jets of it splattered on her upper lip and into her nose. She swallowed what she caught, but before she could lick the excess off her face he nudged the huge head back into her mouth.

  “Now suck it dry my little cock whore,” he said, smiling as she dutifully wrapped her lips around the head of his cock.

  When he was satisfied that his cock was wrung dry, he got up and looked down on the disheveled mess that was Annie. He said, “Take a nap bitch, you earned it. When I return we can discuss our future.”

  He left her there as he went to take a shower; leaving her naked body sprawled across his bed. She closed her eyes and wondered if this had been just a grand dream, but before she could decide, she fell asleep from shear exhaustion. In her entire life, she never experienced such a raucous sexual exploit and her body was simply drained. She didn’t even have enough energy to cover herself, just falling asleep while her sweat soaked body was left fully displayed.

  Chapter 3: The Rules of the Game

  After Jason finished showering he returned to the bedroom and saw Annie lying there sound asleep. She almost looked like she had fallen there from a great height with her arms and legs splayed out from her body. But her swollen red sex indicated how thoroughly Jason had just fucked this hot broad. From the way she reacted to his abusive treatment, he suspected he could easily lure her into the dominant/submissive relationship he had planned. He was a bit surprised at how fast this had occurred, but it only strengthened his resolve to pursue both Annie and Beth, since the first part now seemed so easy to accomplish.

  He sat in a chair by the bed, just watching the sleeping woman. It was nearly noon, but he knew he had all afternoon to finish indoctrinating Annie. He was proud of his performance, knowing he had truly rocked her world. But he also knew that he would have to convince her to continue and not allow her old morals to get in the way. There was a good chance she would be embarrassed once she awoke, so he carefully planned what he would say to her.

  After nearly two hours had passed and the clock read close to one pm, he decided it was time to revive her. He got a large glass of orange juice from the kitchen and put it on the night table. He got on the bed and gently lifted her head, before laying it on his lap. Then he started to caress her forehead, moving her tousled hair off her face.

  “Time to wake up Annie,” he said, his tone soothing and soft.

  Her head was a fog when she heard his voice and she started to open her eyes. She had been dreaming about Jason and a very naughty romp with him, and she could not believe some of the things she just dreamed. But when her eyes fully opened to see him staring down at her, she felt a cold chill as she realized she was still lying naked on a bed. It wasn’t a dream! I actually did all that with him! What the hell was I thinking!

  “You looked a little tired after we finished, so I let you take a nap. Was it a nice one?” he asked sweetly, while stroking her brow.

  She reached for the sheets to try and cover herself, but he again slapped her hands away, saying, “I like the
way you look in the altogether, just relax woman. Now answer my question.”

  There was that tone again, and it had the same effect on her, making her freeze like a statue. Then she said, “OK, but…” only to be stopped again when he put his index finger to his lips and said, “Shhh.” She wanted to speak, to tell him this was a huge mistake, but she could not speak when he looked at her like that.

  “You are thinking you just made a mistake,” he said, stunning Annie. “But you would be wrong, the way you reacted you got exactly what you needed. Do you know what your problem is Annie?”

  She shook her head, still unable to speak, and reeling by the way she felt him inside her head now. This can’t be happening! She thought, but when his hand dropped to her breast and started teasing her nipple, she felt that heat start up in her again. She barely knew this man and yet she was totally captivated by him, why is his stare so provocative?

  As he stroked her hardening nipple, he said, “You worry too much, sometimes you have to just let go and be free. Now are you thirsty?”

  The question caught her off guard, though his admonishment rang all too true. Then she noticed how dry her mouth felt, so she said, “Yes…Sir,” remembering that part of the wicked game they were playing.

  He gave her a few sips of the juice. Then, after returning the glass to the nightstand, he said, “You never had an experience like that before, did you Annie?”

  “No Sir,” it came out much easier that time.

  “You need more sessions like that Annie, you have been wrapped too tight, and for too long. Luckily I have a lot of free time, so we can devote a lot of effort into quenching those fires you have suppressed for so long. But I need you to trust me and follow my directions, can you do that?” he asked, having moved his hand to her other nipple while he was speaking.

  “But this is wrong Jason,” she blurted out before he could stop her.

  “Why?”

  She said, “Because…” but she stopped when she realized there was no good reason not to pursue a fling with this handsome young man. They were both consenting adults and if her husband could knock up a twenty something girl, she could certainly fuck a man in his twenties too. After pausing for a moment, she finished with, “What kind of directions?”

  “Oh, so you want to know the rules before you play the game? Fair enough, they are really quite simple actually. I am in control of this relationship and we do what I want, when I want. With me so far?”

  “Uh huh,” she replied, finding it hard to speak since he slipped his hand down her belly and was currently stroking her still throbbing clit.

  “Good girl, I will not interfere with your relationship with Beth, but she will be quite busy with school so we will have plenty of time to explore this around her schedule. We will also keep this as our little secret; she doesn’t even have to know about us. I also promise not to harm you, but I will require that you to do things you have never done before. I will start you off slow so you can learn to trust me and find out what I am doing is for your benefit.” He stopped speaking for moment when he saw her gaze get glassy. He also stopped rubbing her clit, realizing how easily she could be stoked toward an orgasm.

  “Come back Annie, you will get another orgasm when I let you, understand?”

  “Yes sir,” she whispered, feeling the arousal ebb after his finger stopped rubbing her sex bud. She still half-expected to wake up and discover it was all a dream; it was too crazy to believe this was real.

  “Now pay attention,” he said, lightly slapping her cheek and making her eyes focus on his again. “You are going to become my little sex-pet, one that comes when I call and does what she is told when she arrives. This is not a romance; you are not ready for that, and neither am I. This is about fulfilling our sexual needs Annie, and you need this. Now tell me what you think girl.”

  “I don’t know,” she said, her mind too confused to simply accept what he just proposed.

  “That’s right, you don’t know, that is why I am here. I know your sex life has been at best, unspectacular. What you experienced with me this morning was merely a light romp, what I have planned for you will make it seem rather minor eventually. So how about we have a trial run? For the next week you play the game my way, if you don’t want to continue, then we stop…no harm, no foul.”

  “I guess we could give it a try,” she replied, thinking that even if it did not work, she would at least have a week of great sex.

  “See? That was easy, are you ready for your first test?” he asked, smirking now.

  “Test? There are going to be tests?” she replied, hoping she sounded funny. This whole conversation was ridiculous; somehow she could not picture herself becoming his ‘sex-pet,’ despite what just happened.

  “You sound skeptical,” he said, as he began to stroke her clit again. “Now tell me, are you in or are you out?”

  “Ahhh,” she sighed with his magic fingers hurling her right back into a sexual heat. Then she cried, “I’m in Sir!” no longer able to abandon this immoral adventure or the pleasure she felt from it.

  He pulled his hand away and said, “You can have another orgasm after you do a small task for me. Is that acceptable?”

  “Yes sir” she whined, really wanting him to make her climax again.

  “Go into the bathroom and use the electric clippers to trim your bush down to stubble. Then get in the shower and use the lather and razor to shave it clean. You will then shower and return to me once you have dried yourself, but leave you hair wet. Got all that?”

  Annie was in shock; she could not believe what he had ordered her to do. She stared up at him, not sure what to say, but the look in his eyes was totally serious, this was no joke. Then she thought about it, and while it was a daring request, it was only a little kinky and an idea she had toyed with recently. And to do it at his command made it even more appealing. So after a pregnant moment, she replied, “Yes sir.”

  “Good girl, you will find everything you need laid out for you. You have an hour, now get going.”

  Jason helped her to sit up and watched her as she stumbled toward the bathroom; she was clearly walking on shaky legs. He called out to her, “And no playing with yourself while you are in there, you only come when I say so from now on. Understood?”

  She turned back to look at him and said, “Yes Sir.”

  When she entered the bathroom she saw an electric clipper sitting on the vanity next to a sink. There was a towel on the floor in front of the vanity, which had a large mirror mounted to the wall behind it. She walked over and looked at the clipper and then down at her bush. She took a step back so she could see it clearly in the mirror, and seeing she was still on the towel, she committed herself and picked up the clippers. When she turned them on the machine vibrated pleasantly in her hand, but she still felt apprehension about using it. But then she looked at herself in the mirror, seeing the traces of Jason’s sperm dried and stuck to her face, so she shrugged her shoulders and went to work. She found that by laying the flat top of the clipper on her belly and running it down over her bush from there, she was able to trim most of the hair away in a single stroke. In just a few minutes her bush looked like it was reduced to a patch of short stubble leaving her dirty blonde pubic hairs covering the towel on the floor. She put the clippers back onto the vanity and picked up the towel, shaking the cut hairs into Jason’s tub.

  She laid the towel on the floor by the tub and climbed in, finding the razor and a can of lather waiting for her. She sat down and turned on the spigot, just running the water lightly from the nozzle just above the drain. She used her hands to scoop up some water and wet her trimmed bush. Then she took the can of lather and filled her palm with a fluffy mound of soap. She spread it all around her groin, working the lather into her soft skin. Then she rinsed her hand and picked up the razor, holding the end under the water. She proceeded to carefully shave off her remaining bush, wondering why she was doing it, even as she reduced her pubic area to smooth, hairless skin.


  After the tedious process was done, Annie ran her hand over her mons and lips to find it still felt prickly. Somehow she did not think Jason would be pleased, so she lathered up and shaved it again. This time it felt smooth and supple, and she had to resist the urge to stroke her swollen clit while she ran her fingers around her denuded sex. Then she stood up, turned the water pressure up, and switched on the shower. The water invigorated her instantly, but the way it felt as it trickled around her bare pussy started to arouse her again. She tried to ignore it and focused on taking a quick shower, something she wanted even more was waiting in the next room.

  Her mind was in a fog, what the hell am I doing? Why is Jason so irresistible? Maybe I just needed an outlet for my pent up anger, but this is so wrong, I shouldn’t be doing this. But damn it I deserve some fun! Don’t I? Annie was so confused. Her neat, little ordered life had a major upheaval last year and she was just settling down, and now this? All I wanted to do was make him some breakfast. Oh Yeah? So why did you shave your legs and douche before you came over here? She was a mass of conflicting emotions, but she still was doing exactly what he ordered and she wanted to experience what would come next.

  She managed to clean up rather quickly and returned to the bedroom fifteen minutes before her deadline. She found Jason lounging on the bed and staring at her with a smile on his face. She stopped in her tracks, spread her legs, and used her hands to highlight her freshly shaven mound. He clapped his hands in applause and she smiled, blushing slightly, still feeling uncomfortable standing here naked in front of this strange man.

  “Looks good, now get over here and let me see if it feels as good as it looks.” She started toward the bed, while he also said, “Kneel on the bed with your knees parted and your hands clasped behind your neck,” as he patted a spot next to him on the large bed.

  She did exactly what he said, liking the way he made her display her body for him. She was rather proud of her body, working hard to keep it in shape over the last year. She was a bit pudgy when the shit hit the fan with her ex and she had channeled her fury into a harsh workout regimen. Now her body, though still curvier than before she had Beth, was in good shape for a woman her age. She could not suppress a gasp when he reached between her legs and began to fondle her newly shaven pussy.