Daddy's Bedtime Taboo Sex Stories

by Kelly Fleming

  "If you wouldn't mind, please stand up when you take off your pants and bend over for a moment. I like to see breasts hang." Tina couldn't tell if she was annoyed or pleased by his directness. It would certainly be less awkward later on to know exactly what he wanted. She had to keep reminding herself that this wasn't a date. That there wasn't going to be a getting-to-know-you phase. If she signed the contract, this man would be in charge of her body for the next three weeks.

  When Tina released the clasp of her bra, James could hardly control himself. She was hot! When the bra dropped, he could see that her breasts were firm and perky. As the room was chilly, her nipples were prominent. That just added to her already high score in his mind. She stood to undo her slacks and let them fall. Her legs were slender and shapely. He immediately noticed her singular flaw, her dwarfish arms, but overall, more than acceptable!

  She placed her hands on her hips and bent over to slide her panties down her short legs, and stopped, looking up at him. He was not looking at her eyes, and he was nodding. She could feel that she was bright red. She sat back down, crossed her legs, and began to read. James reached across to the pad, turned it towards him, signed it and turned it back to her. She went back to reading, feeling his eyes on her breasts. As he saw her reach the final paragraph, he placed his hands on her knees and spread her legs, running his hands on the tops and insides of her thighs. She had to fight the automatic urge to grab his hand, and remain passive.

  James stood and took off his dress shirt. He knew he was attractive. Not 25 anymore, he didn't exactly have a six-pack, but he was trim and muscular. He was watching Tina read. As he peeled off his t-shirt, she looked up and smiled. She was actually reading the contract, and nodding her understanding. He undid his slacks, stepped out of them, and folded them over the chair back. At that point she looked up and noticed his fully --formed erection poking out of the waistband of his briefs. She quickly looked down, blushing, and finished the document. James pulled down his underwear and placed it on the chair, standing for her to see. "I can't imagine she's a virgin," he thought. "Um, you're not a virgin, are you?" he asked.

  "Hardly. I'm just not used to sitting naked with a man I hardly know, being appraised and touched while reading a life-altering contract. That's all. I'm fine."

  "Um, I have only done the little-people program once before, so I'm assuming that my size won't be a problem for you, but really let me know if it is. Maybe I could not come in all the way or something?"

  "Really, it's okay. Your size is not an issue. I mean you are pretty big, but I believe I can, um, accommodate you."

  Tina finished the document just as James set his underwear on the chair and stood up. She looked him over and smiled. "Given the circumstances," she thought, "not an awful start." She signed the form and hit "enter".

  As soon as he saw her hit the green button he said, "please come over here." He said. Tina stood and walked to the man, standing well within his reach, her hands at her sides. He ran the backs of his fingers over cheeks, cupping her face in his hands, running them down her neck and over her shoulders. He ran the backs of his fingers over her nipples, tracing circles with his finger tips around her aerola. As her nipples became fully erect, he rolled them gently between thumb and forefinger. He dropped his hands to her belly, feeling the gentle roundness, then dropped to his knees as his hands went to her hips. From there he worked his way around to her firm buttocks, and back to her legs. He placed his palms on the tops of her thighs with his thumbs between them. "Spread your legs," he said quietly. Tina shifted her weight to one foot and moved the other out to shoulder-width. He ran his hands up and down both legs, brushing her vagina with a finger, but not penetrating. He stood up and said, "please kneel, and take me into your mouth."

  "He doesn't waste time," she thought. "Are you going to come in my mouth?" she asked, looking him in the eye and trying to sound as cold and clinical as him.

  "Not this time; I'm giving you the opportunity to get me wet before we have sex," he replied. There was a twin bed against the wall of the interview room. She hadn't paid much attention to it up until that moment. "They change the sheets after each use," he said, seeing her eyes move to the bed.

  She dropped to her knees and put his member into her mouth, both hands grasping the shaft firmly. She was confident that her vagina could accommodate him, her mouth was not as stretchy, and he was pretty well endowed. "I'm not sure how deep I'll be able to get you, but don't push and let me work you in, okay?"

  "Fair enough," he replied, and she took him into her mouth.

  "I'd like you to wrap your lips over your teeth, press you tongue against my shaft and push me against the roof of your mouth," he instructed. "Also, I like to feel you swallow". She sucked him softly, moving her head up and down, pulling him in as deeply as she could and still breathe, swallowing as necessary. He had both hands on her head, mainly feeling her soft hair, but also controlling the motion just a bit.

  After a short time, he lifted her head and turned her around. He held her by the shoulders, guiding her to the bed. She walked as directed. At the edge, he cupped his hands over her breasts and kissed her neck, then pushed her gently face-down. "We haven't discussed anal penetration," she warned him, as clinically as she could muster.

  "Don't worry," he replied, "that's not the plan right now", and he caressed her back and buttocks. She lay there, feet still on the floor, resting on her elbows, allowing him to explore. He caressed her breasts, fondled her nipples, then moved his hands to her buttocks again. When he stopped, she turned and sat on the bed, moving herself to the center, where she lay on her back, hands at her sides.

  "How do you want me?" she asked.

  "I want you to lift your legs, put your feet flat on the bed, and spread yourself wide." She complied with his instructions and waited; hands at her sides.

  James walked to the foot of the bed, admiring the naked woman at his disposal. She was submissive and compliant. This was going well! He kneeled on the bed and scooted himself between her legs. He ran his hands up her legs, kissing her knees. In spite of the clinical coldness of the exchange so far, Tina was becoming aroused. When the attractive man ran his hands up her legs, she felt a shiver. When he touched the insides of her thighs, she felt herself become moist. And when his finger touched the front of her vagina, she became excited.

  He was going to explore for just a bit prior to penetration, but not long. He needed to get back to work. He traced his finger tips along the insides of her thighs, and onto the outside of her vagina. Then he placed his hand on her pubic mound, his thumb onto her clitoris, and rubbed gently. When he felt her getting wet, he guided the head of his erection onto her, and thrust his hips forward. The abruptness of the penetration caused her to suck in a breath. He then lay down fully on top of the short woman, resting on his elbows, his face inches from hers. Feeling how wet she was, he wasted no time penetrating her fully. She sucked in another breath at the complete penetration and turned her head to the side, still unsure of how this was supposed to go. He touched her nipples with the tip of his tongue, making circles around her areola, and her nipples popped to full attention.

  Tina was not having a bad time, all things considered. This man was allowing her to lubricate, and being gentle. It was, if she closed her eyes, like the first time with a new boyfriend, except they usually spent more time with foreplay like kissing. Either way, she was excited and this did not feel bad. He was already deeply inside her, and his attention to her nipples was certainly not unpleasant. He was thrusting into her now, fully, deeply, rhythmically. He turned her head to face him and kissed her on the mouth. She opened her mouth to allow his tongue entry, and in it came, exploring gently, occasionally thrusting in unison with his hips. At this point he was making all of his motion with his abdominal muscles, hardly moving his body at all. He left arm was behind her neck now his right hand exploring her body. His touch was warm and gentle, as was his thrusting.

  After several minutes of bein
g probed and caressed, she felt the tempo of his thrusting increase and his body began to move with each penetration. His right hand was on her left breast, nipple between thumb and finger, his head at the side her neck, kissing and breathing.

  His thrusts became more forceful and fully in each time. She felt his arousal climbing until finally he came. It felt like a great deal of ejaculate to Tina, but as it had been awhile since she'd had sex, and she hadn't really had many partners, so she really couldn't tell. After his climax, he stopped moving for a bit and she began to believe that he had fallen asleep. He mumbled into her ear, "I hate to sex and run, but I've got a lunch meeting." With that he rolled off of her and began to dress. "That was completely acceptable," he said, "I think this will be a good trip for both of us. Are you okay?"

  "Fine, thank you," she replied, turning onto her side, her head on her right hand.

  He handed her a key card. "Here's my room. Go ahead and move your stuff in and make yourself at home. I understand your financial condition, so please let me know if you need to buy anything for the trip. Also, you may order food from room service, but just be reasonable, okay?"

  "I understand. Thank you," she replied, "I don't really have extravagant tastes anyway, but I'll order food as if I was paying for it myself, um, directly."

  "Fair enough," he said, looking at her body and not her eyes. "Maybe we'll have champagne tonight to inaugurate our trip." And he finished dressing and left.

  "No kiss goodbye," she thought, then remembered. "Must keep this in prospective; no emotional attachment. I'm essentially a hooker for the next month. Besides, he's probably married with children" she thought to herself and got up to dress.

  She had just gotten her shirt on and there was a knock at the door. "Come on in," she called out. A nurse entered with a tray containing a syringe.

  "This is your contraceptive shot," she announced. "Which arm?" Tina turned her left shoulder to the nurse.

  "How effective is this shot?" she asked.

  "100% so far," the nurse responded, swabbed her arm with alcohol and gave her the injection. It stung, but if that was the most inconvenient birth-control was going to be for the next month, she could handle it.

  The End.

  For The Moment

  We met a couple years ago at a swingers club. We really hit it off, but our spouses... not so much. No one hates anyone; it is just that they are not really attracted to each other. Not you and I, sparks flew the minute we saw one another. Shortly after meeting we started sharing fantasies and desires about each other. We have met for lunch and a quick drink a few times, but mostly we behave. Not tonight.

  We meet at a popular pub in the trendy south part of town to see a favorite local artist jam. We sit close, flirt, drink our drinks and enjoy the music and the evening. The end of the show finds us making out on my Road King. The more we feel, kiss and touch, the more I begin to wonder if this night would end differently than our previous "without spouse" rendezvous'. There is more urgency in our kisses, more desperation in our embrace. I sit back on my Road King, light a cigarette and ask you what you want to do.

  My suspicions are well founded. You climb on behind me and after a short cruise, check into a nice hotel with a view of the river. On the elevator, we nearly maul each other. I have no idea how we actually make it to the room. Once there, the curtains fly open and the clothes come off in a whirlwind. Your slim figure is so inviting. Perfectly proportioned in a very MILF next-door sort of way, you have such a beautiful smile; I almost cannot get past it! But tonight is the night to do so. Your slender neck transitions to such pretty shoulders I just cannot keep my hands off of you. Exploring your body while I kiss you, I know how you like to be touched. Pinching your nipples and kissing your mouth, I feel you grasp my cock in both your hands. You stroke me slowly and very firmly, making sure I know you have a good handle on the issue.

  Running low on patience, I force you back on the bed and dive straight to your sweet, wet pussy. I begin licking your lips and nibbling on your clit. You roll your head back and pull my hair, forcing my tongue deep inside you. Holding my breath and giving myself totally to your oral satisfaction I realize you have been waxed clean for me and my cock pulses in excitement! You are a woman who knows what you want, and now you want to go down on me. A quick reversal on your part and you have your knees on each side of my head; I am on my back and let me say the view is spectacular! Feeling my dick in your hand, I open my mouth knowing what is going to happen. You lower your smooth, silky wetness onto my tongue and I feel your lips wrap around my cock as you stroke the base with a strong hand.

  Going on like that until I just cannot take it any more, I am decide to take control. You may know your business, but I know why I am here! Gathering you up in my arms I position you underneath me so I can control you and enter you at the same time. Hovering over you, you can taste beer, tobacco and your pussy in my kisses. You can feel the head of my cock rubbing your wet pussy, feel it throb and quiver with anticipation. Looking at my face as I enter you, you know you have me. As the full length of my shaft takes you, you know. I may be physically in control but you know you are taking me as thoroughly as I am taking you.

  We settle into a sexual rhythm that keeps pace with our heartbeats. Our timing grows in intensity and desperation. I know you are ready and want to cum, so I pull my thick shaft from your body and lower my point of aim just enough to really get your attention and place the head of my cock against your well lubricated ass.

  Covering your mouth with mine I can feel you moan as I gently push against the initial response of your body. As your muscles relax and I begin to enter you, you wonder who is really in control or if it even matters anymore. What matters is my shaft stretching you tight, your knee draped over my shoulder, your hand pulling the other knee back and my cock, my thick, hard cock taking you so deeply. You allow your eyes to roll back and become heavy-lidded as I fuck you as thoroughly as you have ever been. Penetrating you so deeply you have difficulty drawing breath, my dick delivering pleasure and pain to you with each desperate thrust. I see you think this just cannot get any better, so I slip a finger into your pussy, and then two fingers, thrusting them into you with gentle force. Alternating between fingering your slick pussy and rolling your hard clit between my fingers and thumb. I continue to test the limits of your ass with every stoke of my dick and just as your tension is building to the limit, you see my face change.

  It is just too much, your body coils for release and you feel me tense. My cock plunges into you and you feel it lurch and my cum begin to flood your body. Hissing at me through clenched teeth you tell me to fuck you harder and your climax begins. Feeling my cock pump jet after jet of cum into you, waves of ecstasy wash over you without number. You are forced to push my hand away from your clit and cling to me, pulling my body down upon yours. Feeling my weight on you and my shaft pulsing inside you, you allow your body to relax underneath me. My thrusts are becoming more even and less forceful with my cum adding to the slick, hot wetness lubricating our union. You sigh and pull my head gently down to your breast.

  Holding me loosely in the afterglow with your hands on my back and my head on your bosom, you are finally sated. You feel my weight shift and see me put a cigarette to my lips, light pierces the darkness and flame touches the cigarette. Exhaling as I pull you close your hand lazily strokes my softening cock. Knowing I cannot resist your touch and in moments we will be enraptured again you smile at me while I smoke, knowing I am yours. At least for the moment.

  The End.

  Her First Orgasm

  You know how there are just some women who are naturally built for sex! Sure you may be thinking of the ones who are incredibly hot at a glance but then you get close to them only to realize no matter if the sex is pornstar quality and she makes you cum in buckets, the fact that she is going to talk to you, even if only for a moment afterwards and that you will be required to listen makes it just not worth it... okay it's a period of debate betwee
n your brain and your penis to come to this point, but still...

  But every now and then you meet one of the truly special ones who is just sexually phenomenal. There is something about her very walk and presence that excludes raw, passionate sexuality. You always find these ones at the most inopportune time, like on a crowded elevator full of people when the pheromones strike you to the point you swear you can taste her electricity and fire in the air just from breathing. And she is almost always the little librarian looking one with her hair up in a bow standing quietly in a proper skirt suit in the corner. You do not realize it until it's her floor and she passes by you just close enough to scrape your leg "by accident" and in doing so inform you she is wearing garters... and most likely nothing else under that conservative skirt, just as the door slides closed.

  I met Gigi (her nickname) just a year or two when she was right out of high school when I was 26 years old. She stood taller than most women at 5'9" and was not afraid to wear 4-5" heels leaving her towering over the boys around her. The height was a subtle challenge that anyone wanting to play had better not take her for granted, not that you could. She had piercing blue eyes and ebony hair with a pale complexion that made both stand out. Her lips were pouty and full and when highlighted by lipstick made you think less than wholesome thoughts. I'd say she was oblivious to this but in truth that was all an act. She could have been hired by Taco Bell to eat a burrito supreme for a commercial that could only be shown on the Playboy Channel. How they always managed to leak white sour cream for her to draw away with her tongue is a secret only her and Satan likely know.