Daddy's Bedtime Taboo Sex Stories

by Kelly Fleming

  Jen was overwhelmingly honest. She had never really expected him to say yes, but was at a desperate point. She now feared she may have lost this chance and everything with it. Her job, her marriage, her friend Hale.

  She watched as Hale wrestled with the concept. He was covered in sweat from the workout she had put him through. She had honestly hoped he would not have done this well on the first day, so she could use it as more incentive. He had the inner strength to do this by himself, but he just didn't realize it yet. Finally he slumped his shoulders and looked at her again. "What was the offer again? I just need to hear it again."

  Hope returned briefly, maybe she had him. "You work with me for one year. As an incentive to losing weight and staying on track, I'll give you a blow job for every ten pounds you lose. Every time you lose ten, I suck you off. If you lose one hundred pounds, I'll let you choose what we do until we decide not to do it anymore."

  He seemed to be wavering. "Look, Hale, I've really only got one incentive here. I don't want a relationship that goes too deep. Call it what you want, friends with benefits, whatever. Even though he is an ass, I'm not leaving my husband and kids. I live a great life and this can spice it up for me and I want you to succeed. Yes or no, you decide, but do it because it is what you want to do. Let me know when you decide."

  When Jen turned on her heel and went back into the gym, Hale looked like a lost puppy. A big, lost, helpless puppy. He followed her into the gym, but only watched her from a distance and then escaped from her view and into the men's locker room. Emerging several minutes later and freshly showered he beckoned her over to the shake bar and looked as if he had made a decision. For several moments Jen believed that his answer was going to be no, that his marriage vows had won out and that he would reject her advances.

  "Any luck Champ?" she quizzed. Jen was aware of the presence of others and wanted them to think this was just another conversation between a trainer and her client.

  "I think so," he began slowly. "Hey, any chance we could discuss it in the back room? My back needs adjusting and you cracked it before." This was code for Hale wanted to talk to her in private.

  "Sure." She nodded to the blank eyes of the girl making health shakes. "Alyssia, I'll in the back for a few, if my next appointment comes early, tell her I'll be right out." With that she led Hale in back, ready to hear his rejection. Rather than being offended, she actually found herself more endeared and started to say so when Hale stopped her.

  He entered the treatment room and hopped up on the table and lay on his stomach as he began to speak. "Look Jen, I really can't tell you how much I appreciate the sentiment and the offer, and I acknowledge that I really need help. Sorry if I flaked out, but I just needed a minute. My answer is yes."

  "Oh!" Jen was happy and confused at the same time. "Oh, well, wow! That is great." With this she moved in and hugged the object of her offer.

  "You're the hot girl offering sex for physical progress and you're hugging me? This is one hell of a strange offer and I almost did say no, until I thought of what you said."

  "What part?" she asked as she began working his shoulders and back to attempt some amateur chiropractic pressure.

  "The part about your tits." Hale smiled. "I do respect you as a person. You are smart and sexy and what you said struck a chord."

  "In what way?"

  "Well, I couldn't get a certain image out of my head...so to speak of your face and tits. They are phenomenal by the way! But that image is crowding out my better thinking and this might just work and I really need it. In the long run, if I am happier and healthier...."

  "....then this might really work for both of us." She finished his sentence with a nod and a laugh at his appreciative comment.

  "One question Jen." Hale asked. "Um...what type of payment will this be......"

  Unfazed and amused, Jen cut off his question. "Hale, I can't take money for this. The gym won't know how I'm billing you for the training. As for the other angle, well, let's just say I'm deriving a mutual benefit." She didn't know if that satisfied him as he looked ready with another question.

  "Okay, um one more thing and I'm a bit embarrassed to ask, but...."

  "Just ask Hale."

  "How would you feel about an advance, er, treatment?"

  It was more the way he asked then that fact that he asked, but it tickled Jen. She turned him over and noticed a pronounced bulge in his pants. A bit shocked and finding the humor of the moment she laughed and stepped slightly into the hallway before stepping back in and closing the door.

  "We aren't going to have much time, but that might not be a problem today right?"

  She quickly unbuckled his pants and pulled them down with his boxers to just above his knees. His quickly rising cock sprung out. Hale was a bit larger than average size in every way she thought to herself.

  "I went into the locker room as confused as ever, but couldn't avoid thinking about this." Hale whispered as his breathing began to quicken in excitement.

  Jen approached his face and removed her top revealing an eye opening pair of breasts. She kissed him quickly on the lips and grabbed his cock with her right hand.

  "Hale, rest assured that I do want this too. Put away any reservations about being heavy." She moved her hand up and down on his hardness.

  "I am going to suck your cock." Jen lowered her lips to his cock head and licked him, enjoying his taste and his sharp intake of air.

  "I am going to suck you until you cum." She raised his shaft and plunged her mouth over him.

  "I am going to swallow your cum." She repeated her actions with a slow motion, flicking her tongue on the tender under side of his cock head, tasting the pre cum.

  "Then I am going to kick your ass in the gym for the next year!" She slid up and down his shaft twenty times over the next minute.

  "And I am going to let you fuck me wild after you reach your goal."

  She licked his balls and went to a fast tongue bath on his cock head again.

  This last bit was too much and Hale's whole body stiffened.

  Realizing she had pushed him over the edge, Jen moved him fully back into her mouth just as he came. The first pulse hit her square in the nose as she reached him and she received four more jets of cum in her mouth. She swallowed as promised and wiped the rest of his juices off with her fingers and licked them clean.

  Wide eyed, breathing heavy and thoroughly happy with his decision, Hale could not resist her when she kissed him again, tasting his cum in her mouth and staying hard as she swirled his taste around their mouths with her tongue.

  Jen offered a small giggle at his expression and grabbed her shirt and redressed as he did the same. Quickly assembled, the opened the door and exited the room. Jen returned to her outwardly professional demeanor as the rounded the corridor to the front and in a voice louder than needed announced: "Alright Hale, see you tomorrow! Get ready for an ass kicking, because tomorrow we are going to work on some strength and endurance!"

  So began the deal.

  The End.

  Office Deals Cum and Go

  Yana walked into Anton & Associates wearing for her first week for her new executive assistant position with sincere enthusiasm to break free of her rural upbringing in Kansas. The striking 23 year old red-head was her family's first college graduate, the product of Russia immigrants determined to make it in an America.

  Tan pantyhose ran up her svelte legs from her conservative heels. Her plain, black skirt, though businesslike, featured her well-toned behind. Tendrils of crimson casually graced her milky skin as the remainder of her shoulder-length locks was pulled back with chopsticks.

  "Good morning, Yana," said Anton Pearson, her new boss and CEO of the Boston-based firm. "I have a slew of meetings this morning when you could take care of some of our messages from satellite operations in the Midwest. But after lunch, I was hoping you could help me with a special project for a client in my office."

  "Yes, Mr. Pearson," replied Yana as she fet
ched a cup of coffee to get her brain moving. "Would 1:30 work in your schedule or would you prefer another time." She smiled at her new boss, his dark hair accentuating the handsome face that sat atop his six foot frame. She smelled a faint hint of cologne on his Italian suit and wondered how Ms. Pearson had managed to let him out the door.

  "Be there at 1:30 pm sharp," he replied, focusing on Yana's blue eyes. "This client has big intentions for our new Asian branch of operations. I know this is your first week, but being accommodating to her is our utmost priority."

  "Consider it done, Mr. Pearson."

  The rest of Yana's morning was relatively boring in anticipation of meeting the new client. She typed memos, dealt with status report blunders in Chicago and Dubuque, took messages for Mr. Pearson in between getting to know a few of the other office staff.

  Yana was particularly amused with the office mail boy, Sean, who was still working his way through Boston University. A native of Worchester, his brogue was as pleasant as his demeanor and the boyish face under his blond crew cut. She enjoyed the slight scent of Ralph Lauren cologne that he dabbed on his neck.

  Yana caught him admiring the ample cleavage peeking out from under her sheer silk, blue blouse, the neckline forming a vee from her top button. He was kind enough for being a 20-year-old frat boy. He even politely tried to kiss Yana's hand as she pulled away and accidentally grazed his hard stomach.

  "I hear your summoned to work on a special project with our new client in Chiner," Sean said. "Tha lady seems like a real pro, but she's a little intimidating. I'll probably have to interrupt ya with the afternoon packages that come in."

  "I could probably use levity to deal with the testosterone in the room," replied Yana. "It's only my first week and I got to help with some major negotiations"

  "You'll be fine," Sean said as he gave her hourglass figure a once over. "Probably a lot better than the last assistant. She was wicked uptight."

  Sean glanced at Yana's C-cup breasts as they strained against her blouse. Her blue eyes met his before he looked away. A flush of rose hit her otherwise ivory cheeks as she curved her red lips into a smile and repositioned her legs under her skirt. She tucked a strand of red behind her left ear and slyly responded, "I certainly hope you make an appearance."

  Sean just winked after he slew a box off his cart and continued through the office.

  At 1:30 Yana knocked at Mr. Pearson's door, she stopped upon entering and seeing a 5-foot Chinese woman with a pixie haircut sitting on Pearson's desk clothed only in a silk robe. Yana felt a stirring between her legs when she saw that Mr. Pearson was kneeling before the pixie, still clothed, but with the toes on her left foot in his mouth. Up the Chinese woman's graceful calves and muscular thighs, Yana could see her swollen labia peek through the robe, the lips on her mouth slightly parted in a gasp of pleasure.

  "Yana!" Mr. Pearson said as he noticed her enter. He placed his partner's foot on the floor as he turned around. "I want to introduce you to Sun Lee, the special envoy negotiating for our East Asian operations."

  "Mr. Pearson, I'm not sure what you had in mind for this afternoon, but I don't think that this is an appropriate way to cultivate our international business," Yana responded.

  "You just haven't been properly orientated yet, darlin'," said a Massachusetts-accented voice behind her.

  Before she could turn around, a strong arm gripped around her waist and a built body pressed against her back. A warm set of lips grazed her left ear when she realized the familiar Ralph Lauren scent of Sean. She felt her legs grow weak as her body melted in his dominant warmth.

  "Sean, what are you talking about? What's going on?" she cried in an alarm that betrayed her inner rush of excitement. She struggled against him as he unbuttoned her thin top and grasped his other hand against her bra-covered breast.

  Mr. Pearson, meanwhile went back to tracing his tongue the arch in Sun Lee's foot. She giggled as her one hand drifted down to the rosebud between her legs, the other tweaking her left nipple. She leaned forward to wave her cum-covered hand in front of Mr. Pearson's face, right before he sucked in her juices off the finger tips as they continued to play.

  Still holding Yana, Sean whispered how he hoped she would be more cooperative than the last executive assistant. Yana merely responded with a slight whimper as she pressed her behind into his crotch with a tension that ran through her thighs. Sean briskly turned Yana around, penetrating her lips with his tongue. She gave into her desires, wrapping her right leg around his waist and returned his kiss as her arms wrapped around him. Juices flowed from the nether region between her milky thighs.

  Mr. Pearson bent Ms. Lee over his desk, shucking his trousers before he brought his member against her shaven slit. Her mouth quivered, the right side of her face pressing against the top of the desk. She began to wiggle her hips and squeeze her slim A-Cup breasts with her hands, pinching the small brown nipples as Mr. Pearson nuzzled the tip of his cock against her clitoris.

  "Ok, you win 53.3% of all operations in Yuang province, just fill me up now!" shouted Sun. With that, Mr. Pearson thrust his 8 inches into her slit, one quick movement making Sun wince in pain as her reddened lips enveloped his throbbing member.

  Sean tore through Yana's pantyhose and pushed her thong aside before penetrating his middle finger into the folds of her glistening vagina, her ivory thighs clasping around his hand. He ran his teeth along her ear as the tuft of red hair framing her labia became saturated by her juices. Sean got rougher with her vagina, tearing it slightly as he put up to three fingers inside. A trickle of red mixed in with Yana's cum, pouring out of her slit as she cried out in a mix of pain and pleasure.

  After Mr. Pearson came in Sun, she sat on the desk with her thighs apart as cum dripped out of her womb. With a satisfied nod, he beaconed Sean to seal the new deal with China.

  Sean picked up Yana with ease and slung her over her shoulder. Her damp legs fell slack against his chest, her juices dampening his shirt. He set her prostrate on the desk next to Sun, Yana's ample breasts resting against the top as Sean removed her sensible heels. With one arm, Sean picked up the Slavic beauty so that she was standing before the Chinese mistress, legs about 1.5 feet apart.

  "You must eat Mr. Pearson's cum so your honorable company may produce its stock in our nation," Sun said.

  Though her body sweetly ached, Yana demurred with a slight nod before bending forward toward Sun's now slightly swollen lips. She caught the sheen of white cum oozing out with a slight flick of her tongue. Sun began caressing her breasts as Yana shyly slurped her bosses cum out of Sun's vagina, some of it being spread on her soft lips and running down her throat and between her hanging breasts.

  As Yana cleaned out Sun, Sean gazed at her shapley behind, still partially hidden by a rumpled skirt and leading down to her powerful thighs. Unable to stand by any longer, he shucked his pants and underwear and maneuvered behind Yana's bouncing butt. Without a word, he again pushed up Yana's skirt and inserted his rock-hard penis into her wet vagina, pumping with a quickening pace.

  Surprised at first, Yana wrapped herself in the erotic situation and began nibbling on Sun's clitoris. Sun tweaked her nipples as bolts of electricity ran up from the redhead's skilled tongue to her stomach, to her chest. Yana's vagina gripped Sean's member harder as she felt herself and him approaching an explosion. As cum shot out of Sun, Sean burst as his sperm shot up into Yana's tiring pussy. Yana gasped as the fullness of Sean's cum hit her g-spot and her legs began to shake.

  Cum dripped out of Yana's womb as they all took a dizzy step back from their sex, Sean standing next to Mr. Pearson as Yana lie down with her back on the floor, legs slightly appart. With gasping breath, Sun got down off the desk and brought her sultry lips over to Yana's pubis. She lapped up Sean's come , licking Yana's clitoris as soft moans came from her mouth.

  Sean quickly put his clothes back on as he got back to work. Sun and Yana, meanwhile nestled and spooned on the floor of the office, while Mr. Pearson put on his pan
ts.

  "Yana, you were perfect," Mr. Pearson said with a grin. "Will you escort Sun back to her hotel and keep her company before she flies back tomorrow? You can take the rest of the day off campus."

  After a sigh, Yana said, "It would be my pleasure."

  The End.

  Thinking of You

  Well, here I am in my bed, a bit dizzy from the THC and sweat pouring down in streaks all along my body. Every now and then I would feel the rare but delicate coolness of my breath flowing out of my nostrils, flying over my breasts, which makes the nipples harden from the unfamiliar breeze. My eyes feel heavy with longing and indefinable lust as I look lazily around my room. The moonlight shining through my window only illuminates certain objects because of the curtain limiting its reach. I appear ghost-like; my naked body tinged a different color, the shadows following close behind their heels and the quickening of my breathing only intensifies the emotions pouring out of me. I close my eyes to thoughts of our past conversations and just the sound of your name resonates in my ear, longingly and wantonly.

  Even whilst writing this email, my actions wash over my mind, coating them with the activities that transpired in my room earlier. The longing dwelling in my ears is deafening and I am well aware of the fact that I am still very much aroused. My heart races as I take in the picture of you burned into the back of my head. I can practically smell the intoxicating pheromones rebounding from my body, flying at imperceptible speeds in all different directions. I swallow hard as I picture the scene of you in front of me; your lips curving into the erotic smile that's always indelibly on your face, your deep imploring eyes boring into me attempting to fish out any insecurities that linger and your body language describing you to me like an open book. My fingers involuntarily begin to dig into the sheets underneath me, wrinkling the fabric and further unraveling the impending scene.