Daddy's Bedtime Taboo Sex Stories

by Kelly Fleming

  You run one hand down my back, digging your nails in as you go, making me gasp. Your thrusts are becoming more jerky, your gaze less focused. You're getting closer to coming, so you slow down and pull yourself out of my pussy. You dip your fingertips into my pussy's wetness and rub it around my asshole and slightly inside. Then you slowly, slowly press your cock forward into my ass. I moan long and low at the combination of resistant tightness and pleasure. I consciously relax my muscles to allow you easier, deeper access.

  You groan with pleasure, stroking slowly, so slowly, at first, then with increasing speed. You tell me roughly that you're going to come in my ass, and I groan yes. I'm breathless because I'm ready to come again. My second orgasm rolls over me suddenly, less sharp but more powerful than the first, the pulses deeper and fuller and longer. You can feel my inner muscles clenching, and it sets off your orgasm. You grip my hips so hard that I know I'll have bruises, but I don't care. You cry out with satisfaction again and again, continuing to thrust until the last vestiges of your climax have left you.

  Thoroughly spent, you pull out of me and collapse onto the bed. I turn and lie down on my back next to you, grabbing a towel you have so thoughtfully laid out, and putting it under me to catch your essence as it leaves me.

  We eventually regain our breath and our sense of reality. I smile at you, and you smile at me, and all is right with the world in that moment. I grasp your hand in mine and we continue to lie there, until we begin to drift off. We catch ourselves before fully falling asleep and get under the covers. We lie on our sides, I spoon myself up against you and we both promptly fall into a gratified slumber.

  The End.

  Their First Meeting

  They'd fantasised about a meeting for weeks, but now that they were actually face-to-face, they were both a little nervous.

  "Fancy a drink?" she asked.

  "What I'd really like to do is get a bottle and take it back to the room."

  "That's a good idea."

  "Any preference?"

  "Red, I think."

  He bought a bottle of Aussie Shiraz from the bar and tasted it, and asked for a couple of glasses. Together, they walked down the corridor to the hotel room. They didn't rush. They didn't speak, either. They both knew what they had come there for. Once the door was closed behind them, she undressed and got into bed while he poured the wine and left it to breathe. Then it was his turn to disrobe.

  Once in bed, they embraced, kissing each other tenderly, slowly exploring each other's bodies. Remembering their conversations, he slid his hand down her belly to her groin, then gently up the parting of her body until he found her secret place with the tips of his ring and middle fingers. Gently but firmly, he teased the bud of her clitoris in small circles and was gratified to hear her moan after a few moments. It seemed that their earlier nervousness was evaporating fast.

  Encouraged by her reaction, he slid two fingers between her labia into her waiting pussy, which was already more than moist. She squirmed and bucked beneath his hand. He bent his head to her right nipple and gently sucked it until it was harder than it had been at the start, then nipped it slightly between his teeth. Her breath came with a startled hiss, but she moved so that her breast was more accessible and opened her thighs further. He replaced two fingers with three, so easily that he then replaced three with four. He doubled his fingers back over his palm so that they were rubbing on the front of the inside of her vagina and his palm was clamped down over her clitoris, and rocked his hand backwards and forwards, in and out.

  She was very enthusiastic, thrusting her pelvis in time to meet his movements. After a few minutes of this, she whispered "more...." He didn't need to be asked twice, and as she was so very, very moist, he didn't think he was going to need any additional lubrication. He removed his fingers from her and anointed his thumb, ball of his hand and his knuckles liberally with her secretions. He folded his thumb into the palm of his right hand and returned four fingers to her vagina. They entered easily, as did his thumb, up as far as his knuckles. He sensed resistance then, so started to rhythmically push and relax, push and ease up, at a slow pace.

  "Oh, yes!" she moaned. He took this as assent and increased the pressure he was exerting. The widest part of his knuckles had by now entered her muscular ring and with a steady pressure and a twist of his hand, he was able to enter her completely. He folded his fingers into a fist as he did so, and within seconds was inside her to his wrist. She gasped audibly and stiffened as he completed the manoeuvre, but he didn't move further and she slowly relaxed, growing used to the sensation of being completely filled.

  As he sensed that she had become accustomed to the intrusion, he started to move again, slowly, gently rotating his fist, pulling it slowly clear of her until his knuckles dragged at her flesh, then twisting again and returning his hand to its haven. She matched his movements, pushing up against his intruding hand, and he could feel that she was becoming more and more aroused. He slid down the bed until his head was between her thighs as well as his hand. He had a good view from there and was entranced as he watched her labia and perineum bulge out around his knuckles as he withdrew his fist to the limit of engagement.

  Now he found her centre with his lips and tongue, caressing and flicking tirelessly, ceaselessly, as he worked his fist within her, rotating and pulling, twisting and pushing, stretching her, exercising her pliable muscles. She began to climax, bucking against him and gasping, her hands grasping at his head. He found his hand clamped in a vicelike grip as her vaginal muscles spasmed, pulsing against his wrist and knuckles, and he was concerned not to move his hand too much in case he damage her. Finally, she began to relax as her orgasm subsided. He began to withdraw his hand, but she reached down and took him by the forearm.

  "Stay there," she smiled.

  The End.

  Neighborhood Watch

  It was too hot too move and lucky me, I had the day off from work. At least there I would have been in air conditioning. It broke 90 degrees that day. We didn't get many days that broke 90 around here. Sadly my home was not air conditioned in fact; it was almost 100 degrees inside my home.

  I changed into my bikini so that I'd be wearing as little clothes as possible. Standing in front of my full-length mirror I gazed at the reflection of my pale body. I needed to get some sun. It wasn't exactly the perfect day for that but I had nothing else to do. So I decided to lie out. I slathered my body in tanning lotion, grabbed my lounge chair, a book and a bucket of ice with bottled waters. Then I retired to my back yard.

  There was at least a nice breeze but it wasn't long before I was a sweaty mess lying out there in that hot sun. I reached for my water to find that the bucket of ice was nearly all melted. I went into the house, took a quick cold shower and refilled my bucket of ice before returning to my chair in the sun.

  I finished the chapter in my book and set it down. Perhaps tanning had not a wise idea. I was already overcome with the heat again. I looked over to my bottled water and I got an idea. Reaching into the bucket I removed a piece of ice. I placed it on my chest before running it up my neck, shoulders and face. It was so refreshing I closed my eyes in enjoyment. Naughty ideas were coming to mind.

  I opened my eyes and looked around. The design of my house blocked view of my tanning spot from any neighbors to the right of me. My neighbor on the left was away out of town and her shed blocked any view of my spot from the house behind her. There was only the house behind me to be concerned with. "What are chances," I thought as I reached around to my back and untied my bikini top. But just then I saw a man pass by the window of that house facing my yard and I quickly laid back down.

  My top was half untied but still covering my breasts when suddenly I realized I didn't care if the man saw me topless. In fact, I kind of hoped that he did. Reaching behind my neck I untied the top strings and pulled the bikini top from my body.

  I lay back down and closed my eyes but only for a minute. I was becoming incredibly aroused and I wondere
d if I had been caught. I opened my eyes and looked to the man's window to see if he was there. He was not. I was a little disappointed.

  I lay for a little while longer before it inevitably felt like it was time for another cold shower. Half forgetting that I was topless I sat up and reached for my water bottle. Out of the corner of my eye I could see him. That man in the house behind me had indeed caught me sunbathing topless and he stood to the side of his window watching.

  He didn't flinch when I saw him so I assumed that he did not catch me catching him watch. I smiled a little devilish smile to myself as my excitement grew. I reached my hand into the bucket lifting out some of that cold water which I dribbled across my chest. I checked from the corner of my eye; still there.

  Lying back in my chair I reached my hand back into the bucket, this time grabbing a piece of ice. I again set the ice on my chest but this time, rather than running it up my neck I ran it down and around my breasts in a figure-8 fashion. I checked; still there.

  The ice was meting fast on my hot body, leaving trails of glistening water. I grabbed a second piece of ice and curiously ran it over and around my left nipple. Expressing some rather exaggerated enjoyment I tipped my head back with a great smile and closed my eyes. When I opened them I checked; still there. And although I couldn't really see anything exactly with him standing half out of view, the undeniable jerking motion of his arm told me that he had begun pleasuring himself while watching my show.

  I had become incredibly aroused. I finished up that piece of ice on my right nipple, being sure not leave that one neglected. Then I reached for yet another piece of ice, my own body growing hotter with the anticipation of my intentions.

  I placed that piece of ice on my stomach. Then, covering it with my hand I slid it down under my bikini bottoms and in between my legs. The ice felt amazing on my hot and already wet pussy. I was so excited that I disregard being discreet about checking and I looked directly at the man's window. I was staring at him, my hand in my bottoms, rubbing my pussy with the ice. Realizing that I was not only OK with his watching but enjoying it myself, he moved into full view of the window. I was a decent distance away but there was no mistaking that in his hand he held a huge, thick cock.

  He started stroking for me. It was crazy! My ice was gone. Before grabbing another piece I untied the side strings to my bikini bottoms. I didn't take them off, just created more easy access. I reached into the bucket and grabbed another piece of ice. Thrusting my hands between my legs my bottoms were barely in place. The towel beneath me was soaked! I was incredibly wet with both melted ice and my own cum. I pushed the ice inside my pussy, sliding a finger in to push it farther. I checked; still there and still stroking.

  The whole scene was so incredibly hot that I lost all sensibilities. I pulled the bikini bottoms from my body and threw them aside. I grabbed another piece of ice, the largest one left. Spreading my legs wide for him I teased my own clit with the ice while staring at him wantonly; grinning playfully. He jerked forward abruptly and I saw something hit his screen. I giggled. He disappeared from the window. Lying back in my chair I casually finished myself off. And then I laid there a little longer, just enjoying the feel of that cool breeze blowing across my entirely exposed and refreshingly relaxed body.

  The End.

  Insomnia

  I found that once I graduated from high school, I got to see my friends less and less. I was under the impression that I would be free and near completely unoccupied- how wrong I was! I was excited about the fun and games and the weekly outings to a club we finally agree upon partying at. But nobody has time. Somebody always can't make it. Uni. TAFE. Work. Something is always in our way! The unspoken rule of our group is 'it's everyone, or call it off.'

  But this Friday night brought a miracle. My best from high school, Felicity, managed to organise a night IN ADVANCE (something nobody else thought of doing), so that we can cough through the phone and get a day off from work- without getting abused by our respective bosses. The 90s night that the Icicle Bar has to offer is always a smash hit- now that we've all turned 20 (save for Kid Genius Sandra, who's 19), we've become old enough for the 90s to be excitingly nostalgic.

  We partied 'til 5am, we probably spent hundreds of dollars on drinks and danced to Aqua, Vengaboys and Britney Spears. Seeing that we're all on our provisional licenses, we were definitely not allowed to be driving. We managed to get home by taxi, and somehow, during our various stages of drunkenness, we also found places to sleep in Felicity's house. Sandra found a bed in a wooden table covered in cushions, Felicity slept in her room, Annie used the house's only sleeping bag, Mike was perfectly happy with the shagpile carpet and Phil and I ended up sharing a sofa bed.

  Truth be told, I don't want to share a bed with Phil. Don't get me wrong- I have nothing against him! My memory of him in high school was that of a shortish guy who was zealous about study. He was quiet, slightly reserved and very private. But how five years can change people! He was outgoing and completely comfortable with his innovative dance moves that can only be called innovative. He was now taller than me too. I used to tower over Phillip Howard.

  I generally don't like sharing beds, because I can't sleep through any kinds of distractions- quilt-stealing, snoring or a hypnagogic kick for that matter. "Sandra? Can you turn the lights off?" I barked, cranky as I just wanted to get to sleep.

  "I'll do it. Sandra's fast asleep," Mike got up from the floor and eventually found the switch. With a click, the lights went out, and I felt the blanket of sleep close my eyes and pull towards the world of dreams. The thump of Mike crashing back onto the (probably) uncomfortable floor snapped me awake again.

  Then my mind began to wonder. I'm not a very good sleeper anyway, as I'm always thinking about something, however trivial: wow, we drank a lot. My feet hurt. My ears are ringing. My head is throbbing. I have to get that assignment done by Monday. Hope we can go out together soon. Phil is adorable. He bought me my favourite drink- how nice. He was staring at my ass, and thought I didn't notice. His eyes didn't leave mine when we danced to the Backstreet Boys.

  What the hell am I thinking about? I'm not even that attracted to him. Why can't I stop thinking about him? Is it natural to reflect on how much somebody's changed? Is it normal to obsess over every detail; trying to prove whether or not he was attracted to me? Or was I being delusional, as I am secretly attracted to him? We didn't get the opportunity to talk much, as maintaining conversation at a club is hard...

  I don't think I can go to sleep like this... so I will have to pull out my favourite trick to fall asleep.

  Masturbation.

  It's really easy to fall asleep after you cum, you know. I remember reading somewhere that cumming releases some kind of relaxing hormone that aids in sleep. I've been using this technique for a while now. It's pretty cold, too. Since sexual arousal hastens blood flow, it warms you up. It gets my feet warm- which is important as you can't fall asleep if your feet aren't a comfortable temperature.

  I look both sides in the living room's darkness; as though I would be able to see if everyone's asleep. I'm too scared to utter their names, as they might awaken, and I would have to wait until they fall asleep again. Now I have to get into the zone... I'm pretty sure everyone's asleep. I've done this many time, at many friends' houses. I've mastered how to keep quiet and jerking in ecstasy to a minimal. Breathing through your nose is the key. When you feel like you have to moan, puff your chest and slowly breathe out of your mouth. If you breathe out too fast, you'll let out a vocal shudder.

  I pulled up my dress and let my fingertips sensually pass over the satiny smoothness of my 'invisible' panties. I took a deep, but painfully silent breath in as I felt the two mounds that was my vulva. I've got masturbation down to a pat. I love teasing my self. I carefully and very gently stroked the tip of my nail in the centre; stroking over my clitoral hood. I gulped a little, and looked both sides again in paranoia.

  It felt like each stroke of my finger made my blo
od pump faster. My stomach caved in as my body struggled to break free from the shackles of my will; to jerk in response to its appreciation of the imminent pleasure to come. My body got warmer and warmer as my clit got harder and harder. With my free hand, I ran my fingertips over my clit. It was pretty firm, and dying to be rubbed more aggressively. Stroking my clit through my panties is not good enough anymore...

  I slid my quivering hands under the tight satin and roll my clit with my index finger. It's becoming tougher to not let out a moan of delight, but boy, do I love a challenge. I can feel my now-moist hole throbbing a bit; longing for something thick and warm to slide in and out of it. My pussy's gotten to the point of no return- the skin around the hole was now as moist as fresh raw meat, and my clit now a diamond. I had to come. As I reached closer to climax, my toes curled into the sofa; my toenails making a grazing noise. The fear of getting caught woke me up from my world of naughty dreams.

  I'm so fucking horny now that I'm softly rubbing over my clit as I carefully try and listen for any signs that somebody has awoken. Considering my toe-curling a lucky escape, I continued ahead on the long and intense road towards orgasm...

  The sound of a door opening stabbed my heart to a stop. I couldn't help but let out a gasp of fright. I tried to stifle my increasing heavy and audible breaths; making it difficult to tell what's going on. I heard some gentle footsteps as the sound of the door closing brought relief. Furiously touching myself again, I let my mind travel to the excitingly tantalising world of my fantasies. Getting ravaged by my History professor on his desk. Getting fucked by a cop to avoid a ticket. Having sex in a confession booth. It seemed that the hornier I became, the more 'taboo' my fantasies distorted themselves to become.