Daddy's Bedtime Taboo Sex Stories

by Kelly Fleming

  The president spoke again. "Sargeant-at-arms! Prepare her for the ceremony!"

  With a steady tugging, the sargeant-at-arms pulled Ashley forward a little more so her waist pressed against a padded rail. "Spread your feet, bitch!"

  Two other members stepped over to Ashley and set about binding her ankles to the upright posts which supported the railing she leaned against. When they finished, the sargeant-at-arms pulled the chain forward and down, and secured it to heavy chain that was bolted to the floor. Ashley was now bent over the rail with her ass fully exposed and her nipples clamped and stretched. "Hands behind your back, whore!" Ashley couldn't tell who it was, but she felt someone place metal cuffs on her wrists.

  The president issued more instructions. "Sargeant-at-arms, bring the ceremonial paddle."

  A large, wooden paddle with the Greek symbols of the sorority was handed to the president. She bent down and showed it to Ashley. If it wasn't for the searing pain of the rope that still pressed against her clit and the agony of having her nipples stretched tightly, Ashley might have smiled when she saw the paddle, but now she looked at it with a certain degree of horror. She asked herself if she could endure what was about to occur.

  Straightening up, the president told Ashley that each of the sisters would be allowed to give her one whack for each year of their membership. Ashley started counting off the number of members - 25 - and tried to think of how long each had been in the sorority. She couldn't concentrate. It didn't really matter. She was about to get her ass beat to a pulp and there was no way to prevent it other than quitting. Quitting wasn't an option. She'd made it this far and wasn't about to quit. Besides, she looked forward to enjoying the life of a sorority girl although at the moment, she wasn't sure what that would entail.

  Ashley's thoughts were quickly interrupted. *WHACK* The president asked Ashley if she liked that and if she wanted another.

  "Thank you!" she managed. "Please, may I have another?"

  *WHACK* "What do you say, slut?"

  "Thank you! May I have another?"

  And so it went. After each and every whack, Ashley thanked the one who wielded the paddle and asked for more. After receiving 30 or 40 hard smacks from various members, the president interrupted. "I don't know about the rest of you, but I think we've done enough damage to the slut's ass. What say we fuck her now?"

  As the cheering began again, everyone removed their robes, revealing the strap-on dildos previously hidden from view. Julie was ushered to the beginning of the line and told she'd be the first to have a go. "It's tradition," she was told. The tension on the rope was released and as two other sisters' hands spread Ashley's beet-red ass cheeks, the pledge positioned the tip of the dildo at the opening of the red, raw pussy and pushed it in. Chants of "Fuck her! Fuck her!" drowned out the slurping, sloshing sounds of the dildo as it plunged in and out of Ashley's cunt. "Harder! Harder! Fuck her harder!"

  Normally, Ashley would've enjoyed the deep, hard fucking she was getting, but right now, her ass stung, her pussy burned and her nipples ached. For her, the only good thing about getting fucked was that the paddling had stopped.

  The president tapped the pledge on her shoulder and informed her there was a 5-minute time limit, so she'd better get busy if she wanted to leave a lasting impression. The pledge increased her pace, slamming the dildo in and out. As the countdown on her 5-minutes ended, her dildo was replaced by another... and another... until all 26 girls had used Ashley's pussy practically non-stop. Each of the dildos was at least 10-inches long and some were longer, and everyone made sure her dildo went in as far as possible. The constant bashing into her cervix caused her excruciating pain that would last for a very long time.

  The president congratulated all the sisters for giving Ashley such a good fucking and then calmly said, "Sargeant-at-arms, allow our newest sister to get some rest."

  The chain connected to the clover clamps was unhooked from the heavy chain and then each clamp was released from Ashley's nipples. The rush of blood flowing back into each caused another wicked sensation to course through her body. She was helped to straighten her back, a slow and painful action, and then her wrists and ankles were released. The purple tint of her hands and feet slowly changed back to their normal coloring. She tried to twist around to look at her ass but couldn't. Julie told her she'd probably have bruises to admire for many days, and that she'd been assigned the task of helping her recuperate. "What would you like me to do?" she asked.

  Ashley thought for a few moments before answering, "I honestly don't know. I hurt everywhere, but I don't think I want that to stop. Would you spank my pussy 'til I cum?"

  "You want me to hurt you even more? Your pussy was already raw before the fucking began! I can't imagine what it must feel like now!"

  "Spank it gently at first. I'll let you know if I want it done softer or harder after a bit. And when you're done spanking it, I want you to fist me. Will you do that for me? Please?"

  Besides being assigned the task of caring for Ashley, she had a crush on her and had wanted to be alone with her since they'd met. "Let's go to our new room upstairs and then I'll take care of you," replied Julie. She took Ashley's hand and helped her out of the meeting room as others groped her breasts, slapped her ass and congratulated her on surviving the ceremony.

  Once safely inside their room, Ashley gingerly sat down on the edge of a bed. She winced as her ass made contact, then lay back and spread her thighs. Julie stood and stared. "Are you sure about this, Ashley?"

  "Yes. I want to be your fuck toy. I want you to play with me as often as you want. I want to feel that long strap-on of yours inside my pussy everyday! I mean, if you'll have me." Ashley blushed as she looked up into Julie's eyes.

  "If I'll have you?" asked Julie. At that moment she sat down beside her and swung the palm of her hand down hard onto Ashley's waiting pussy. After only a few more swats, Ashley began to orgasm. Julie slid three fingers inside her and asked if she was ready for more.

  "Oh, goddess yes! Fill me all at once!" shouted Ashley.

  Julie added her little finger and then tucked in her thumb and pushed into her. Her hand slid in almost effortlessly as Ashley continued orgasming. Julie then spread her fingers apart and attempted to tickle her inside. The orgasms continued as Julie gazed at the thick liquid oozing out from the swollen pussy lips gripping her wrist. She felt a sense of power and wanted to test it. "Time for me to get some attention, slut!" She withdrew her hand and smeared the wetness across Ashley's mouth before wiping her hand in her long, brunette hair. She lay back on the bed with her legs spread and pulled Ashley close. "Fuck me with your pussy, slut. And don't you dare cum until I have."

  Ashley did as she was told.

  The End.

  First Impressions

  Matthew Glenshaw's heavy footsteps echoed across the courtyard of the Pacific Breeze Apartments building. Trudging along the stone walkway towards the outer stairwell, he took the opportunity to observe his new, unfamiliar surroundings. He casually noted the freshly cut grass, neatly trimmed hedges, and delicately arranged flower beds as he walked past them. Although the complex was only two miles from the ocean, and was constantly awash in the Pacific's strong offshore winds, he could still smell the vaguely acrid smell of wet paint emanating from the stucco on the building's simple, unassuming facade. Matt already felt reassured that the new apartment would be a sure step up from his last.

  A tall, well built young man of twenty-three years, Matt had been a Marine for the first four years of his adult life. The demanding physical fitness regimen transformed his once scrawny physique into something any young man would be proud of. Six feet tall, Lean, well-defined and toned to near perfection. A rookie mistake on the rifle range during his basic training days had left a half-inch scar on his right cheek, giving character to an otherwise unremarkable face. He still opted to keep his naturally wavy brown hair in the standard Marine Corps fashion; barely a quarter inch long on top and clipped down the roots everywhere
else. The classic high-and-tight look.

  Since leaving the Corps, Matt had applied himself toward his new career as an electrician's apprentice, an endeavor sure to occupy him for at least another two years. Since apartments in this town didn't come cheap, and apprentices didn't earn much, Matt had spent the last year living with a college student that he often regretted not throwing off the roof when he had the chance. They only ever fought, it seemed, and always over the most trivial things. It got so bad that Matt gave up his security deposit just to exit his lease a month early. Combing through the "roommates wanted" section of Craigslist eventually brought him here, Pacific Breeze Apartments. The offer was perfect for him. As affordable as his old place, in a nicer neighborhood, and even closer to work. There was only one part of the deal he had yet to factor in. His potential new roommate, a girl about his age named Kelly.

  Matt had never roomed with a girl before, and he wasn't sure he wanted to, since he knew it could get awkward if he wasn't careful. But the pickings for his price range and location were pretty slim. So, through a series of e-mails, they determined that they should at least meet face to face before making any decisions. Oddly enough to Matt, the ad she placed online stated that she was specifically looking for a male roommate. So he reasoned that she must know what to expect from a guy, which meant he wouldn't have to fib about his cleanliness or his online habits. He still had to figure out how to handle bringing girls over for the night, however. He didn't want a "date" with a different girl every couple of weeks to give her the wrong impression, or create unnecessary drama. He hoped she wouldn't care as long as he left her out of it, and kept the noise down as best he could. Well, that's what these meetings are for, he thought.

  Matt reached the stairwell on the building's north side and jogged the two flights of stairs up to the third floor. He continued down the walkway looking for apartment 313. After a short search, he arrived at Kelly's door and knocked. Waiting for the door to open, he figured the window about three feet away from the door was probably the window for 313, and attempted to peer inside. No luck. The heavy curtains on the other side were drawn shut. After a few moments, and another couple of knocks, the door opened and Matt found himself face to face with an especially attractive young woman in a white terry cloth bathrobe. Matt was momentarily caught off guard at the sight of her. She was about half a head shorter than he was, with shoulder length red hair. A dark, fiery red that Matt adored but almost never came naturally. Her wide almond-shaped eyes sparkled a deep hazel brown, while her lips sported a fresh, glossy apricot sheen. Her face was a stunning example of feminine beauty, though it had the full cheeks and the slightest bit of neck fat that indicated she might be carrying a few extra pounds. Her bathrobe did a lot to conceal her true figure, but Matt instantly judged that he would probably enjoy it if he saw it.

  Quickly regaining his composure, Matt introduced himself. "Uh, hi. I'm Matthew, are you Kelly?" he said.

  "Yup, that's me. Nice to meet you." she replied cheerfully, extending her hand. Matt took it and shook gently, noticing the buttery smooth skin, short nails, and the long, tapered fingers. Much like the hands of an artist. "I hope my directions weren't too hard to follow."

  "It was no problem. It's only ten minutes from where I go to work, so I know the area."

  "Oh, lucky you then. Well, come on in before all the warm air gets out." she said.

  Kelly stepped back to let him in, and let Matt shut the door behind him. He watched her as she turned around and led him through a narrow front entry way into the living room and kitchenette. He couldn't help staring at her ample backside swaying suggestively as she walked. Definitely some chub there, he thought.

  Kelly walked up to the old, stained grey couch in the middle of the room and spun around, instantly locking eyes with Matt as she sat down on one of the arms and crossed her legs. "I'm so glad you responded to my ad. I've had no luck for the last week, and I really need someone to move in here quick so I don't lose this place." she said.

  "That's what I'm here for." he replied.

  "So Matthew, what made you want to leave your old place?" she inquired.

  "I just needed to get out of there quick. I would have lost my mind if I had to stay there another month." he replied. "I go by Matt, by the way."

  "All right then. Roommate trouble, Matt?"

  "Like you wouldn't believe. The guy I roomed with before was some loser that barely held up his end of the rent, and never cleaned up after himself. We couldn't go a day without getting into a big argument over chores or money towards the end." he explained. "So why are you looking for a new roommate? Your last one give you problems, too?"

  "Afraid so. My last roommate couldn't hold a job to save his life, and I always ended up covering for him when he was late on rent. It wouldn't have been so bad if he would have paid me back like he kept saying he would." she replied, leaning back to rest against the back of the couch.

  "So your last roommate was a guy, too?" Matt asked.

  "Yeah. My last three actually. I usually like living with guys more than girls, but he sure didn't make it easy for me. We did have a lot of fun together, though." she quickly added, one corner of her mouth curling up into small grin as she reminisced. "At least,when he wasn't draining my bank account and tap dancing on my last nerve."

  "So what's wrong with living with girls?" Matt asked, hoping Kelly would highlight a pitfall or two he would make a note to avoid.

  "Nothing really, until you get too many of us together. I shared a house with three other girls my freshman year in college, and sometimes things went great. Other times, things would get real catty, real fast. Four girls is definitely too much estrogen for one household. I've been living with guys ever since. It's much less hassle, even though I can't borrow their clothes to go clubbing, and they might pee on the toilet seat sometimes." she explained.

  Matt had a chuckle at the joke. He was genuinely relieved at the revelation, though. So groups may be bad news, but maybe living with one girl, especially this one, might not be as dramatic as he feared.

  "Well, if you know a better way to mark territory, I'd like to hear it." Matt retorted. "People ignore labels and sticky notes all the time. But you can't ignore getting piss on your hands when you touch something that ain't yours."

  That earned a laugh from Kelly. "And how do you keep it from getting on yourself?"

  "You really can't. But it's a small price to pay to keep someone else's hands off your shit."

  Kelly laughed again. "Well don't worry. If you piss on something that can't be cleaned with a paper towel, you'll never have to fight me for it." They both had a laugh at that one.

  "So what should I know about living with you?" Kelly asked.

  Matt decided he could be perfectly honest with her. Their banter had done much to put him at ease and he believed he would sound like a better candidate if he was honest, perhaps jokingly so, about his flaws. "Well, let's see. I rinse and clean dishes, no problem. But I'm not so good at putting them away. I usually just take them out of the dishwasher as needed. I do my own laundry, and I don't mind you throwing yours in with it, as long as you want it washed with just anything that happens to be dirty in cold water, 'cause that's the only way I know how to do it. I don't smoke, I usually don't drink on weeknights, and I'm not a fan of people who do too much of either."

  "Okay, nothing I haven't seen before then." Kelly said.

  "So what about you? Anything I should know about?" Matt inquired.

  "I'm much the same, with a few minor differences." she replied with a coy smile.

  "Cool, it looks like we can get along. Which means I already like this place better than my old one." he said. "So, should we take the grand tour now?"

  "Well, you can see most of the grand tour from here. We've got a living room and kitchenette all in one. The bathroom and bedrooms are down the hall," she added, motioning toward the hallway off to her right, "and the balcony is right out the back door behind me. That's about it. It'
s pretty basic, but it works."

  "Works for me." Matt concurred.

  "Okay then. So listen, do you think you could take a quick look around the living room by yourself while I go get out of this robe?" she asked.

  "Sure, go right ahead." he answered.

  "Great. Back in a jiff."

  Matt watched her get up and leave, staring again at her ass while she moved quickly into the hallway towards her room. He wondered what she would be doing in a bathrobe at three o' clock in the afternoon. Maybe she was about to jump in the shower, he figured. He briefly imagined what that might look like, but soon turned his attention to the living room he might be using for the next year. He took a seat on the couch, which was firmer than it looked, and looked around the living room. The TV sat perched on top of a stand that looked like an old cabinet, minus the doors, that had been converted to the task. Inside it, a couple dozen DVDs sat stacked in neat rows next to a beat-up looking Xbox 360 with games piled on top of it. The coffee table was some build-it-yourself Ikea nightmare with dark circles stained into the wood from all the drinks that had been left on it without a coaster. The walls were decidedly austere, with only a few posters advertising old foreign films breaking the eggshell white monotony. Everything was kept neat and fairly tidy, but it all looked cheap and used. Well what did you expect? She just graduated from college, he told himself. He heard Kelly's voice speak to him from behind. "Did you want to see the view?"

  That was fast, Matt thought. He turned his head and saw why. His eyes found Kelly standing in the hallway entrance. Stark naked.

  He was right about Kelly being a little big, but not in a way that detracted from her beauty. It actually seemed to enhance it. Her breasts were on the larger side, nearly perfectly round and well-proportioned to her frame. A pair of terrific C cups, each crowned by a light pink half-dollar sized areola, punctuated by a pencil eraser sized nipple. She did have a thick waist for sure, but didn't appear to have an actual role of fat on it. It just looked like she had a big waist. The thickness accentuated her pubic lines, the mesmerizing V-shape nestled between two fleshy thighs that led his wandering eyes downwards. Her pubic mound was clean shaven, save for a thin strip of short hair trailing downwards to the narrow, reddish-pink shaft of her clit, which was not quite concealed by her enticingly full pussy lips.