Euphoria and Regret Part 2 [M20/F20]

The following month was a good one for me and Katie. We hung out all the time, and while we did not have sex, Katie was becoming more and more open about physical intimacy. She spent nearly every night with me in my apartment: pushing her sexual limitations, staying up too late, making each other laugh, and inevitably falling asleep in each other’s’ arms only to wake up the next day and do it all again. Now despite all of the time we were spending together, we were still apart for a large portion of the day due to classes, work, homework, etc. We would text each other occasionally, but Katie was not a clingy girl, telling me “I don’t need to hear from you every second of the day. Everyone needs their space, and I’m not glued to your hip.”

This freedom that I had was something that I had never had with a girlfriend. She trusted me, and was happy to know that I would be there for her at the end of the day. In addition to my being crazy about Katie, all of my friends seemed to like her as well. My two closest friends, Leah and Brianna, both had known her before we had started dating although they had never hung out with her before. I suggested that they do a girls night out so they could get to know her better. They promptly agreed, and I texted Katie to ask her when she would be free for this outing.

Sucked and [F]ucked in [M]y Sleep [F(35)/M(35)]

It was Sunday just gone, the time was around 1pm, and after a big night out I was in bed. Asleep (mostly). I was also on my own, or so I thought.

Just as I was starting to stir, I heard the door to my bedroom gently squeak open and then close again, a heavy gown drop to the floor and then the warmth and smell of a beautiful woman getting in bed behind me.

Straight away my mind begs for her to touch me. My begging works and immediatley I feel a hot, small hand reach over my side and gently start to touch and stroke my relaxed cock. My heart begins to pound, but I keep my eyes firmly closed and enjoy the feeling of this woman’s touch, her delicate fingers causing the blood to begin rushing to my now rapidly growing member.

After 17 long years, I lost my virginity [M/F]

After reading people’s posts here for years, I’m really excited to finally have a story of my own. Thanks!
(I omitted the times I accidently poked her in the asshole with my dick, it was awkward)

Guys, I recently achieved my boyhood dream, I lost my virginity. Not only that, but I was fortunate enough to lose it to my amazing girlfriend, who I will refer to as Amber. To describe her, she has a crooked smile, really cute cheeks (face and butt) and her breasts are perfect handfuls. Also she wears glasses. (She asked me to say they’re ray bands but they’re not) But I digress, the first time we did it, I was inside of her for 10 seconds, the fact I didn’t finish right then and there is a miracle. The reason it only lasted 10 seconds is due to a fear of getting caught. So yeah, that was how I lost my virginity. It was dorky but hey, I finally did it…

Fulfilled a fantasy my boyfriend had. He pretended to be my roommate and walked in on me having sex [F/M] [F/M]

Description of me: I’m 25 years old with brown hair and green eyes. I’m 5’5” about 115 pounds. I have a nice butt (look at my post history for pics of it) and B cup boobs. I’ve always been told I’m “very cute.” I’ve gotten “sexy” and “pretty” more in the last couple of years it seems like.

I have been gone for awhile. Shockingly I’ve actually been dating someone named Kevin for a few months. He’s a tall handsome surfer looking guy. He started off as a friend with benefits. We’ve actually been having sex off and on for the last two years already. We slowly started becoming good friends and he makes me laugh a lot, so we started spending more time together. Anyone who has been following my stories knows I am not a commitment person and don’t really do relationships well, so this news might seem odd. The major reason this works is because we are on the same page sexually. He is one of my few fwb that I have ever truly opened up to about my desire for sexual variety (I guess. Don’t know how to put it). I found out he gets turned on at the thought of me having sex with other guys, so it sort of clicked that maybe something more serious could work with us because we are good friends and have a good time together while also being on the same page sexually.

Euphoria and Regret Part 1 [M20/F20]

I appreciate all of the comments and messages I received regarding my last story, and while I do not currently have an update for that story, I was asked by a few of you to write more stories about my sordid past. There are a few stories that I immediately thought of when I decided to write more. This escapade is special because it embraces the duality of being one of my favorite memories and one of my biggest regrets to this day. I hope you enjoy my mistakes. This was originally meant to be a single entry, but it became too long, so here is Part 1. Part 2 will be coming out shortly.

By the time I had reached my junior year of college, I thought that I had it all figured out. I was working 3 part time jobs in order to pay for my college, yet even though I did not have an abundance of free time, I still was able to go to parties, drink, smoke copious amounts of weed (this becomes important later), hang out with friends, and play intramural sports. In addition, I was acing all of my classes, I was in charge of the entire pool staff and pool maintenance at the college rec center, and I was getting a paper I had written published in a local magazine. I felt as if I were on top of the world. It was this arrogance that led to the actions and misdeeds you will soon read about. But I am getting ahead of myself.

What a view! (F/m)

Hey there, we’re a young couple in our 20s who’ve taken to writing up our sexual escapades.

Here’s the first,

It was early November and he decided to surprise me with a trip to London. We’d eaten in China Town and been on the London Eye, watching fireworks all across the London skyline. Sadly, the pod we had gone round in was rather full and had children so we couldn’t play whilst we went round. It had been a fantastic evening but I couldn’t wait to head back to our hotel suite and make full use of it.

We got back and immediately stripped off. I love being naked around him. Feeling his gaze on my body and knowing he can just touch me at any time and make my legs go weak. He started to passionately kiss me and we ended up on the bed. I went straight to his cock. I have openly admitted I would happily have it in my mouth at all times, I love it. He calls me his filthy cock hungry slut.

First Night With Anon [M34, F18]

He kissed me straight away, full on french kissing while running his hands up my legs to the cute ass he knew belonged to him. I was wearing my black skirt with thigh highs. It wasn’t long before he ordered me to go up to my bedroom. I eagerly obeyed and went upstairs ahead of him. He threw me on the bed after examining and planning out what he would do with me, then commanded me to take off my top. He was pleased with what he saw and grabbed hold of my hair, pulling me to my feet to kiss me, then forcing me onto my knees. I knew exactly what he wanted and wasted no time getting his cock out of his pants and sucking it as best as I could until he decided it was time. He pushed me back on to the bed and got on top of me, kissing me with his cock inches away from my wet pussy. After seeing my eyes begging him to fuck me, he pushed his cock in and began to kiss and fuck me, slowly getting rougher with his thrusts. He fucked me in a few positions before making me cum with oral as he didn’t want to cum inside me just yet.

The Talk PT 7 (NSFW, incest, M/s)

He rose up from the floor and took a few steps until he was close enough that she could take his hands and squeeze them. She looked up at him with an ecstatic bliss, an eagerness to please and be pleased that was almost alarming. “Christopher, would you like to try putting your penis into my vagina now?” She said in a hushed voice. He could see a wild glimmer in her eyes that was infectious. He’d almost forgotten his own raging hardon in the excitement but he felt it now, throbbing madly, standing stiffly at attention. He nodded without speaking.
She nodded back, “Ok, get up on the bed darling.” She was scooting her self up to the top. He followed her, crawling on his knees, his eyes never leaving hers. She lie back on the pillows and spread her legs enough for him to kneel between them. Her pussy lips were simmering and open. He felt like a truck full of nitroglycerine driving a curvy, bumpy road. He was thrilled and terrified at one. A nagging doubt stirred in his head.
“Wait, mom?”
“What is sweetie?”
“Well…isn’t this…couldn’t you get…you know, pregnant?”
Helen smiled. “Don’t worry about it Christopher. Mommy takes pills that keep her from getting pregnant. And maybe later I can show you about condoms…but for now just have fun.” She reached down and took his shaft into her hands, pulling him in closer to her. He leaned forward placing his hands on either side of her. She place one hand softly on the cheeks of his bottom, with the other she pulled back his foreskin, exposing his engorged pink tip. She rubbed it along her lit smoothly. “Get it nice and wet first” She whispered. “Then push it in.” She pushed his butt with her hand and he followed her lead, finding himself inching his way inside of her.
The warmth, and the tightness and moisture was astounding. For a horrific moment he was certain it would all end there. He would wake p in his own bed, cu dipping down his cock. She must have seen the alarm on his face because she swatted playfully at his tush. “Focus sweetie. Look right at my face, and just keep pushing in as far as you can. As deep as it’ll go, til’ you can feel your little balls on my butt.” Taking a deep breath he slid in deeper to her, groaning a little as he did. Her eyes bulged and shined with delight.
“That’s right Honey, all the way back in….mmmm it’s so good to have you back in me Baby, you have no idea…How’s it feel for you?”
“Feels good…feels so good mom…you’re so wet, and tight….oh god”. He went deeper into her, until he felt his testicles land on her ass. He held still then just looking into her face, warmth spreading over his loins, up into his belly and chest.
“This, is called missionary position Baby, it’s a nice easy one to start off with….pull your penis back ot til’ it’s right at the tip and then push it back in again, just like that. Take it very slow to start and if you get too excited slow down and tell me.”
“Al-alright…” Christopher managed to stammer. He slid himself back out, just as she said so that his tip was just barely in her still then thrust back in. “Mmmm…whoa!” He moaned.
“Keep going, harder Sweetie.” He pulled out once more and plowed in again, harder this time. She shook and her eyes closed, “you got it…mmm, that’s right.”
He rocked back and forth, his ass rising and falling steadily, her head laying on it to steady him. The bed began to creak as his speed slowly increased. He started to pant, and he could feel sweat creeping down his back. Helen closed her eyes, her head rolling bac. “Oh yes….oh yes…mmmmm, oh you’re my good baby, my sweet baby, fuck mommy….yes….get in deep honey.”
The bed was starting to shake now, and Christopher heard a soft ‘thwap! thwap! thwap! of his balls colliding with her body. He looked down between his legs to see and felt her hand swat his backside again. She put her hand on his cheek and turned his face back up. “Keep looking at me, keep watching my face.” She coached, panting, her cheeks a ruddy color, sweat forming on her forehead. His hips moved in a steady rhythm and she began to thrust hers up in sync with his, fucking him back. Without being aware he was doing it he started to groan. A low and constant growling sound.
“Uurrrmmmmmrrrr, uh, uhmmmm!”
“Harder! Deeper!”
His thrusts became more pronounced; the thwapping sound became a “THWAP! THWAP! THWAP!’ The headboard banged lightly on the wall. He felt a pressure lurking in his body, like a water balloon reaching its stretching point as it feels with water. Suddenly Helen’s Breasts heaved out. Her eyes opened wide as dinner plates then wrenched back shut. Christopher felt clenching tightness around his cock and she squeezed his butt cheeks fiercely.
She opened her mouth but it hung here in silence for nearly five seconds before making any sound. “Hhhg! Hmm! Hmm!HHHMM!….Aw! oh my little angel… that’s so good!”
“Mom….I’m…feeling like…I may…..” It was hard to speak, hard to think. The desire to cum and the desire to keep going and the awesome joy of watching her orgasm roll over her face were too much. She placed a hand on his chest and pushed him back. “Slow down!” she breathed. “Slow down…pull out baby, don’t cum!”
Holding his breath, and closing his eyes tightly he stopped his movements. He took a very deep breath and when he thought he could move again he pulled his cock out of her. It pulsed tensely, red and swollen, shinning with her juices. He fell down squarely on the bed, his mind a blur. In the blink of an eye Helen was up on all fours and turning herself around so that she faced the headboard. “Kept up behind me, and put your hands on my hips Christopher.” She ordered sternly but not without tenderness. With some effort he was able to do as she told, getting to his knees and grabbing her waist just above her ass. He cock seemed to form a bridge between them, he could make out the wet cleft of her pussy beneath her. She looked back over her shoulder at him.
“This position is called doggystle, you see my labia sticking out under my bum?”
He nodded vigorously. “Good, now take your penis and push it back in, hold onto my hips while you do.”
With one hand on her, and the other at the base of his shaft to guide him, he found his way into her. As he thrust in her head bobbed backwards. “mmm yeah, just like that…this is one of mommy’s favorite positions…” He felt the muscles of her vag tightening around his dick, almost massaging him and he went back into the wonderful wet heat. He was able to watch himself go into her. He pulled back out as he had before, all the way to the tip and then thrust back. Helen started to moan again, as she wiggled her ass against his cock, heaving back as he went forwards.
“Oh! OH! OH! Shit yeah! OH yeah, mommy feel like such a fucking whore getting fucked on my knees like this! Oh!”
This took Christopher aback. He paused and considered what she’d said. Helen looked over her shoulder, her face strained and sweaty. “It’s ok baby,” she panted, ”mommy likes the dirty feeling. It feels so good to be bad. Keep going, oh please keep going.” He smiled and nodded in understanding and resumed, moving his hands down off her thighs and onto her ass. The bed began to shake again. The headboard rocked against the wall, and the mattress gave its exhausted creak.
“I’m such a bad fucking Mother!” Helen cursed, her voice sounded elated though. “mmmmyea! Sucha whore mom, letting my son fuck me! Eeh! Slap mommy’s ass honey!”
“Huh?”
“MMMM, slap my ass while you fuck me! Mmm just like used to spank you when you were a bad boy, spank me sweetheart!”
Shrugging a little, straining with effort and breathing fast as he plunged in and out of her, Christopher brought his hand up and brought it down on the firm round flesh of is mother’s ass. It made a satisfying sound. Helen yelped, and then giggled, “Mmm yes! Again baby! Harder! I’m so fucking bad!” She thrust herself back into him harder, her pussy slamming against the base of his shaft. Grinning he pulled back his had brought it down again, harder but still not hard enough to actually hurt her. She squeaked again.
“EE! HEHEHE! MMM! OOO! OOO! UUUUUUH!”
He was speeding up, his hips seeming to have a will of they entire floor shook. He was making that slow, low growling sound again, breathing very hard. An eruption was imminent. Sensing this, Helen stopped moving. She held up a hand. “Stop!” She ordered. Christopher forced himself to a halt. He ran his hand across his face to wipe away sweat. His eyes kept opening and closing. He was so close. Another five seconds and he would have been over the edge. He remained totally still for nearly a full minute, before sliding back out of her. She crawled forward slowly, letting her son slip easily out of her. Her ass wiggled and he stared at her longingly, feeling cold outside of her.
Helen was taking quick shallow breaths. “Up for one more?” She asked, her eyes moving from his to his cock. He nodded slowly, his mouth hanging open, sucking in air, wanting to be backside. She nodded back at him and began to crawl around the bed. “Sit down Honey with your back to the head rest.” She tapped the spot on the mattress. He hunkered down; moving his thighs awkwardly to keep from sitting on is balls. From beside him, Helen took hold of his legs. She pushed is right leg right leg straight down and bent left and planted it to let him keep his balance. She got to her knees and rested her hands on his shoulders.
“This one is called ‘the basket’ Sweetheart. Just sit still, I’m gonna get on top of you.” She hefted herself up and swung her leg over him. Keeping one hand on his shoulder, she gripped his penis with the other, angling it right, before impaling herself on him. He watched her envelope him gradually, the fantastic warmth taking him in. She brushed his cheek, “look at me Honey”, she whispered. He looked up into her face. Their eyes met as she lowered herself. Finally she touched down landing on his lap. She shuddered. He was deep; deep inside of her he could feel. Hey stand there like that for a moment, just looking into each other’s faces, listening to each other breath. Her muscles started to squeeze his shaft tighter then ever. Contacting and relaxing, coaxing him. She took hold of his hands and laid them on her breasts, “Mmmm, touch me sweetheart, touch me all over while I ride you.”
She started to move. Squatting on the balls of her feet, she began to lift herself, halfway up the length of him then thrusting herself back down, taking him back in slowly. His hands glided over her tits, over her sides, down and onto her hips. He held them, pulling her deeper into her and she moved herself up and down. He watched her face, her mouth open, smiling playfully, eyes shining, cheeks flushed. She was breathing loudly, making grunting noises. “hmm, mmmm, uuf!” He held her hips firmly, feeling every inch of her body when she took him in. She reached a hand down between her legs and played her finger on her clit. With the other hand she pulled him into her chest. “Suck on mommy’s tits baby.” She murmured.
Obligingly he took her nipple into his mouth, He his teeth pressed down and he suckled on it. ”Mmm” he hummed. Helen clutched him to her chest as she moved faster. “Awwwwww, ooooh, oh god baby! Suck on me just like you used to….oh my angel…I love riding your beautiful cock….how’s my pussy feel?”
“Mom…you’re so warm…I love it…I love being in you…oh god you move sooo goood!” He muttered from around her breast. Helen kept rubbing her clit as she rode him, and with her free hand she reached beneath her and took hold of is testicles. She was squeezing them, fondling them, needing her fingers. Christopher groaned. “UUUUUHGH!” He began to make soft whining sounds, his breath getting hard. Moving his hand up her back, he found it coated with sweat. She’d clutch her vagina down around her his cock as she pulled up further and pushed back down faster. She was starting to whine and squeak again.
“Aaah…..uuuuhh….mmm…mmm…oooh, oh! Aaaaah! AAAAAH!” She was spearing herself on him now, his head held in a vice lock against her bosom as she tensed and relaxed her hand on his balls. Christopher was so filled, so electris his face contorted. His eyes wrenched shut. “MMMMMN Mom….I’m…Oh god, I’m gonna cum, gonna cum!”
“Uh! Uh!, Oh come inside me Honey! Shoot into me… I love you so so much….Uhhh!”
It happened all at once. Helen squeezed his testicles sending immense and fantastic pressure though his body. Christopher Shot his load out and up into her. Helen reached her own crescendo, screaming as she shuddered in orgasmic oblivion.
“Ooooh! Oooh! Ooooh! God!”
“AAAAAW! HUH! HUH!”
When it was over they both stayed motionless for an instant their bodies tense and tight. Then Helen relaxed and rested her body. She leaned forwards and put her lips on his. Her tongue was inside is mouth and she was kissing him and he was kissing her back. With some effort she was able to disentangle herself from him. As she pulled off, Christopher noticed leak of semen from her body. It oozed down her slit, onto her thighs as she settled next to him laying her head back and heaved a huge sigh. He was exhausted. Already his eyes felt heavy. But he wanted to look at her for a while longer. His lover. His mother. He’d been inside her twice in his mother’s vagina twice in is life. More than most boys could say. He smiled tiredly at the thought.
Blindly she reached out and clutched his hand. He held hers back and held it tight. She looked over at him and smiled that mischievous, knowing little grin of hers. “Christopher Honey, I hope you have a better grip on the birds and bees now. I’m so glad we had this talk.”
“Oh mom, I’m so lucky to have a mother like you…thank you…for everything. I love you.”
She squeezed his hand. “Any time my angel. I love you too. Remember what I said, when your father gets back from his trip, all this is forgotten right? This chat stays between us okay?”
Christopher nodded. “Yeah mom, just between us.”
“So…did I answer all of your questions?” She tweaked his nose playfully and Christopher giggled. “Mmmhmm, you did. It makes so much more sense now mom.”
Helen placed a hand on his chest. “Well….if you ever have any others or if you just need someone to talk to about all this….I’m always here. Mommy’s always here to talk.”
He nestled his face into her and closed his eyes as she petted his head. She was asleep in her arms a moment later.

The Talk PT 4 (NSFW, Incest, M/s)

Christopher stared back at her. He could feel his heart rattling his teeth. He nodded. “Sure…if you don’t mind.”
Helen shook her head. “I don’t mind dear. I know you’re curious. Come’re” she arched her finger at him in a come-hither motion. He scuttled up the mattress. He realized how ridiculous he must look, scurrying on his knees with a boner hard enough to tear through steel, wearing a “Star Wars” T-shit and classic car boxer shorts, but he didn’t care. So much of this moment felt ridiculous and the part of him that felt any shame about it was not in control.
When he reached her stomach he stopped and knelt pensively before her. “Hold out your hands baby” she directed. Obediently he held out his hands in front of his chest as though he was about to play an invisible piano. They were shaking.
Helen reached out with her own hands and took his. Her fingers soothingly rubbed his palms. “Now sweetie, I know you’re very excited, but I want you to just relax and let your fingers explore my body. Be gentle and don’t rush. Take as long as you like. We have all the time in the world. Ready?”
“Mmmhmm” Christopher murmured, staring at his hands as Helen slowly lowered them towards her breasts. He felt a twinge of fear. “If, I don’t do it right…?” he started to say but Helen shook her head. “Don’t worry, you won’t hurt me. We’re just doing this to help you learn about my body, so there is no wrong. Just remember to go slow, be tender and if I tell you to stop doing something just stop. Ok?” He nodded, reassured.
She placed his hands on the tops of her breasts. “Go ahead sweetie, have fun and satisfy your curiosity.” Christopher took a deep breath and held it for a moment, before moving his fingers. Cautiously, meticulously, he brushed his hands over every inch of her. Starting at the top he felt his way smoothly over her breasts, tracing her areolas with the tips of his fingers, feeling her nipples harden under his touch. He found his way over her smooth shoulders, down her arms, to the back of her hands. This is wrong he thought to himself, She’s you’re mother. It isn’t normal to touch her like this. It isn’t normal to enjoy touching her like this. But he did. Oh but he did!
He continued his journey down her form. Feeling her midriff, toned by years of yoga. His fingers brushed her naval, her hips and her thighs. He investigated the curves of her legs. After a second of consideration, he ran his hands down her butt cheeks. At last her came to her mound. Very carefully he brought his hand over her sex, barely touching it as it went. He could feel the soft fur of her pubic hair, the radiating warmth and the slick dampness of her lips.
As he made his inch-by-inch tour of Helen’s body, Christopher kept glancing up at her for assurance. She’d look from his hands to his face and when she did he could see a fondness in her gaze that reminded him of the times he’d brought home straight A report cards or prize winning essays. After what felt like hours, running his hands over every part of her she reached down and gingerly took his hand by the wrist. “Alright, let’s review a little” she said.
She led his hand up and placed it so it neatly cupped her left breast. “What’s this?” She asked.
“Your breast.’ Christopher said instantly.
“Mmmhmm, and this?” she guided his hand so that his fingers touched her nipple.
“Nipple and your areola?” he answered.
“Very good,” she steered his hand and laid it squarely on her mound. “And what is all this called?”
Christopher paused for a moment, then said. “Vulva?”
“Yep, good so far.” She ran his hand over her triangle of hair and down the soft skin of her lips. “What’s this part of my vulva called?” Christopher shuddered and sighed absently trying to gather his thoughts. “Take your time sweetie.”
“Labia!” He said abruptly.
“Hehe, yes, good….and underneath we find…” delicately she took his index finger and slipped it between her lips. He could feel the warmth radiating from inside off her body , and the slickness of her flesh much more strongly. She guided him until he felt the smell nub.
“Your clitoris.” Christopher said softly.
“Mmmm…and lastly,” still holding his finger out she moved it down and in one quick motion it had disappeared up to the second knuckle inside of her body. The warmth and the wetness was amazing. So to was the tightness of it. Christopher gazed down in shock at the sight.
“Um…va…vagina.” He stammered in a whisper.
Helen nodded. “Very good Christopher. Do you notice anything about my labia and my vagina?” She asked.
He was silent, still staring at his own hand. Finally he looked up “Huh? Like what mom?”
“How do they feel Sweetie?”
his finger wiggled slightly. He slipped it out and gently ran his palm over her, confirming what he thought. “Wet? Sorta slippery?” He suggested. Helen smiled and nodded “That’s what happens when I’m aroused. A woman’s body starts to get wetter and wetter as she get more aroused, to make a penis going in easier.”
Christopher thought about this and looked up at her, smiling sheepishly and blushing a little. “Soooo…that means you’re excited now?” He asked, looking back at her wet slit.
Helen shrugged a little and smiled mischievously, “Well…it’s kinda hard not to Sweetie….it’s very exciting being touched like this….come’re honey, lay down with me.” She beckoned with her finger again an again he scurried up the bed. He laid himself down next to her, propping his head up on his elbow. He bent his hips back awkwardly to keep his hard-on away from her.
She looked at him quietly for a moment, seeming to contemplate his features, brushing the hair from his face, petting his cheek. Finally she said, “Has this been helpful dear?”
Christopher nodded. “It’s been awesome mom. You’ve really helped me to understand this better. I really appreciate you talking with me.”
“It’s what I’m here for baby. I’m just glad you feel better.” She leaned forward and planted a kiss on the corner of his cheek, half an inch from his mouth. When she backed away Christopher saw a shine in her eyes. Something like fear and excitement rolled into one. They just hung there in silence like that, listing to the sound of their own hearts for a while. At last Christopher broke the silence. “So….is that everything mom?”
Helen took a breath, “well, that’s the basics…there’s still lots more to learn about though… I don’t suppose you would want me to show you some of it? Since we’re talking about it.” As she said this she took his free and squeezed it. “Like I said before, you’ll learn it eventually anyway, I’d rather it be from me.”
Christopher squeezed her hand back. “I wouldn’t mind learning more. It’s interesting, and I want to learn. What were you thinking?”
Sighing slightly, Helen took his hand once more by the wrist. “well,” she said, moving it to her hip, “why don’t I show you how to rub my clit to start? Would you like that sweetie?”
“Ok.” Christopher said meekly.
“”Ok, now cuddle up close to me.” Helen said holding out her arm to take him. Christopher slid closer to her so that his body was flush with hers. The swell of his cock was thrust out over her bare thigh and the floral scent of her filled his nostrils. He rested his head by her breast and she wrapped her arm around him, running her fingers though his hair. “Can you find it on your own?” She asked.
With out speaking he nodded and slid his trembling fingers between her legs and after a moment of recollection rested his pointer on the bump. She smiled at him and nodded. She then took hold of his hand with the one she had free and coached him to stick out his first two fingers. She placed them directly on the pea. “Now just take this two fingers” she directed, “and to start off just move them up and down a little like this.” She maneuvered his fingers up and down, slowly and deliberately. Nestled by her as he was he could feel her body starting to shiver. Her eyes closed and she made low purring sound and she guided his work.
“Like this?” he asked, watching his hand moving in sync with hers.
“Mmmm, yes honey, just like that.” She said, starting to breathe a little faster now. Stealing a glance at her face he saw her brow furrowing. Her mouth was half open and her fingers kept gliding in his hair. She held him tighter, and Christopher nuzzled his face against her. He watched her breasts rise and fall. She motioned for him to stop abruptly. Then she began to move his fingertips in a small and steady circle, pushing them down just a little harder.
Helen gave a small gasp. “Oh!…Ok Christopher…just keep doing this…be sure use pressure, and keep going in a nice, quick…circle…mmhn!” She let go of his hand, gripping the sheet beside her. He followed her instructions, keeping his fingers moving in a fixed tempo. He could feel her getting wetter and wetter as he did. The shaking in her body got more pronounced as she started to pant. His heart was racing, alternating is gaze from his fingers to her face, watching as it shifted, her eyes opening, then shutting again, mouth pouting then opening in a small ‘o’ shape. Is cock throbbed harder against her leg.
“Is this good?” he asked quietly, voice shaking slightly.
“Yes baby…your doing…very good…it feels really, really nice…oooh! Go little harder!”
He obliged, pushing his fingers down more securely on her. He sped up his movements, moving his fingers in a faster circle. She responded by shuddering suddenly, “oooh! Mmmmyeah! That’s it sweetie…why don’t you suck mommy’s nipple while you do that” She said, gently nudging his head as she did. He allowed himself to be led towards her breast, still keeping at the same pace on her clit. He opened his mouth slightly regarding them.
“I just-?”
“Just put your mouth over it and suck it sweetie.” Helen advised in a breathy voice. Christopher leaned in and took her tit into his mouth. His lips suckled tenderly on it, undulating smoothly. For good measure he ran his tongue around the rim of the areola. She gripped his head securely in place as she rocked on the bed, her hips starting t gyrate in rhythm with his hand.
“That’s good sweetie. Keep going, mm that’s sooo goood. Suck on me just like you used to…. you’re gonna make mommy cum soon… oh god! Use your teeth a little baby.”
Christopher let his teeth grind gingerly on his mother’s breast while his lips moved back and forth. His fingers pressed down harder still on her clitoris and moved faster and faster. Helen’s eyes opened wide and her mouth hung open. She took a gasping breath as her back arched, her hips thrusting forward. “Oh! Oh! Uhhhhhh! Mmmmmmmn! Yeah! Yes! I’m cumming!” Her body shook intensely. Christopher kept going his head bucking back a little with her.
As her bum touched back down on the mattress she grabbed his hand. “Slow down…slow down….” She panted. He decreased his speed, finally coming to a halt. He moved his hand away from her, slick with her juices. She was still shaking as she turned and grabbed hold of his head with both hands. Before he knew it she was raining quick little kisses on his face, her lips softly pecking at his lips, his cheek his forehead. “Oh my sweet little baby….oh you did that so good….my little man mmmm! I love you honey!” She whispered as she did. He stared up at her, eyes wide with surprise and delight. “I love you too mom.”
When she had stopped kissing him, he asked “I did it right?”
“Ooh, Christopher you did fantastic.” She took his hand and with it she stoked up and down her slit. “Feel how wet I am down here? That was all from you.”
Christopher looked into her eyes and a satisfied smirk crept across his face> “What did you mean when you said you were cumming mom? He asked, still absently stroking the soft curls of her pubes.
“I had an orgasm dear, you know what that is?”
He furrowed his brow and thought. “I’ve heard of it I think but I’m not sure.”
Helen explained. “When a man or woman get’s really turned on they have what’s called a ‘climax’. Their muscles contract and it feels really, really good. When a man has an orgasm he shoots his semen out. When you would touch yourself when you smelled my panties did that ever happen?”
He nodded, “yeah, it felt awesome. It shot out this sticky white stuff that I guessed was sperm.”
She smiled “well when a woman orgasms she doesn’t shoot semen, instead she gets very wet and a wonderful feeling passes all through her body. Women can have more than one orgasms back to back, whereas boys and men can only have one and then their penis gets soft again and it take a little while to get back up. ‘Cumming’ is a word people use for that. Boys semen is called ‘cum’, and when a person says they’re ‘cumming’ it means they’re having an orgasm. Understand?”
“Yeah…. I’m glade I cold make you feel good mom.” He said nuzzling his head into her shoulder. His hand ran up her arm.
“Oh honey, you’re so sweet.” She petted his hair. “So now, I was thinking I could show you something else. How about we discuss oral sex….do you know what a blowjob is dear?”

The Talk PT 3 (NSFW, Incest, M/s)

started to stand but pause midway, remembering the tent in his trousers. “Um, mom, I don’t think I can stand up….see I’ve got…there is…”
Helen saw how he was squirming and glancing at his lap and understood. “You have an erection sweetie?”
He nodded quickly. Helen gave him a reassuring smile. “That’s alright, it happens a lot with young men your age. You have every reason to be excited. Don’t be embarrassed. Come on.” She started walking, this time he followed, very aware of the throbbing tent in his pants. He was feeling lightheaded; the way one feels when they stand up too fast after sitting in the hot sun too long. He was vaguely aware of walking up the stairs and down the hall to the master bedroom. The only things that seemed real were the feel of her hand in his and the pulse of his blood in his veins.
They reached the bedroom; Helen flicked the light-switch and led him inside. She released his hand and he stood awkwardly on the rug in front of the bed. “So, what should I do?” he asked, shuffling his feet.
:”Why don’t you take your shoes off and sit down on the bed.”
He scrambled to get his sneakers off and set them aside. As he slid his bottom onto the mattress, the fabric of his Jeans tugged irritatingly at his hardon, bending it unnaturally. Christopher wriggled and squirmed to find a better position to sit in. Seeing his trouble Helen said “You know dear, what with your, er, situation down there, if you want to you can take your jeans off,”
He looked up at her. It took a moment to register what she was saying. “Really?”
“Yes, only if you’d be more comfortable. You don’t have to.”
His hands went to his belt buckle. “It is pretty tight.” He admitted.
Helen nodded “Go ahead then.” Christopher began to unclasp his pants. He hesitated a moment before shoving them down around his ankles, revealing his pale, skinny legs. There was an immediate relief of pressure in his groin. His full erect cock jutted out from between his legs freely, covered only by a thin layer of boxer shorts, decorated with classic cars. He scooted up on the bed and sat cross-legged, the tent pointing straight up and against his T-Shirt. He gripped his toes through his socks and watched his mother anxiously.
“Okay. I’m going to take my clothes off now. Then I’m going to lie down on the bed so that you can get a good look at everything. And if you have any questions or want to know anything just let me know. Okay dear?”
“Got it.” Christopher said, nodding. He was shaking with anticipation. Helen kicked off her sandals as she pulled her blouse up. Her midriff and her chest came into view in what felt like slow motion. Dropping it to the floor, without pausing she reached one hand around her back and began to unclasp her brassiere. Christopher had to hold his breath to keep from gasping. She let one shoulder slide out of its strap and then the other. It fell away revealing a voluptuous pair of breasts. Her rose colored nipples seemed to stare out at him like eyes.
Before he could take in what he was seeing, Helen was pulling off her Capri pants, and then very rapidly the powder blue, silk panties underneath. They slipped easily over her thighs and with a flick of her big toe she stood totally nude before her son.
She was not a petite woman but she wasn’t fat either. She was 5 foot, 11”, curvaceous, fair skinned, round and soft in all the right places and tight and toned in the others. Her dark brown hair fell over her shoulders just above the curve of her full breasts, and framing her round, cheerful face. He could make out a very neatly trimmed batch of hair forming a tight triangle between her legs. He realized his mouth was open and forced it closed. She smiled a little more broadly now, obviously enjoying the attention of an eager young man.
As she walked over to the bed, Christopher found himself admiring minute details of her form and the way it moved. The sway of her hips, the tiny bounce in her breasts, the swish of her hair. As she sat down next to him three thoughts vied for control of his brain. That’s a naked woman!!! cried one. That’s you’re MOTHER you freak! cried another just a little less loudly. The loudest of all cried my dick is gonna EXPLODE any minute!
Helen landed softly on the bed, sitting for a moment with her back to him. In that instant, Christopher was terrified that the sheer volume of adrenaline thundering through his body would make him puke. He was trembling with fear and excitement. She lay down with her head on the pillow, bending her knees slightly so that her legs were splayed. He shifted so that he was kneeling over her and as he did he got the fruity scent of her shampoo radiating from her hair and the subtle, powdery aroma of her perfume. His eye fluttered. He was so overwhelmed he thought he was going to faint.
She looked up at him from the pillow she comforted him. “Relax Christopher. No reason to be nervous. It’s just me, you’re mom. We’re just here to learn, nothing to be worried about. We’ll go nice and slow and you can ask whatever you like and if you aren’t comfortable with anything just let me know and we’ll stop.” It sounded to Christopher as though she was talking as much to herself as to him, but her words seemed to calm him. He took a few deep breaths as he drank her in. As he took her in he saw the mother he’d run to when he’d scrapped his knees. Who’d shuttled him to soccer practices. Who’d read to him as he fell asleep. But he also saw a remarkably attractive naked woman.
“Ok, so to start off” Helen began, “as I’m sure you know, these are my breasts” she said, as she cupped her bosom. “Mine are what’s called a D Cup sized. That’s the size of bra that I wear. Women have lots of different sized breasts, they start to grow when a girl is about you’re age and they can keep getting bigger or smaller throughout her life, depending on lots of things. When a woman has a baby her breasts start to make milk, for the baby to drink. It comes out through the nipples,” her finger pointed to one of her small, pink nipples. “Babies suck on them to get their food.”
A thought struck Christopher and muttered a little “huh” Helen stopped and looked at him inquisitively. “What is it dear?”
“Oh, nothing I was just thinking that I…when I was a baby I mean…I sucked on those?”
Helen smiled and nodded “Yep, you sure did. It’s how you ate. When I had you my boobs got so big with milk, it was like carrying a suitcase on my chest!” She grinned. Christopher laughed a little. A fleeting thought passed through his head of what it would be like to just lean down and take one of those hard little pieces of skin into his mouth again. “Besides just giving milk for babies” Helen continued, “nipples are sensitive, especially the areola, the little circle around them, and during sex lots of women liked to have them touched or licked or even bitten. They get hard and stiff when a woman is aroused.” She paused, regarded herself. Christopher saw what she did but said nothing. The tips of her nipples jutted out like twin mountaintops stiffly.
“So those are the breasts, now down here” Helen went on quickly, “is what I’m sure you’re most curious about. Scoot down a bit dear so you can get a better look.” She parted her legs further as she spoke. Christopher scuttled along the bed in until he was at her knees. “Lean in sweetie and take a look” Helen urged. Christopher leaned forward cautiously. As he did he got a smell. Not strong but definitely there, faint beneath the other scents. It was sweet, and musky light the underwear had been but more so. A friend of his had once told him that he’d heard that girls smell like fish down there but clearly they didn’t know what they were talking about. Helen placed a hand on herself deftly. “This is my vulva. That’s what the whole outer part of a woman’s sexual organ is called. A lot of boys and men call the whole thing a vagina but that’s actually just one part. There’s much more to it then is with a boys parts, and lots of people never bother to figure it all out but it’s not that complicated really. This,” Her hand brushed over a tight triangle of dark brown hair that covered the top half of the mound between her legs, “Is my pubic hair. It grows on my vulva just like a boy’s grows around his penis. Some women shave it all off, others just let it grow naturally. I keep mine trimmed. These,” She took two fingers and laid them onto two flaps of skin, that seemed to form a slit between her legs, “are my labia. Their sometimes called ‘lips’ and all they really are just pieces of skin that protect the rest of vulva.”
Christopher said, in an awkward little voice, mostly just to have something to say. Helen tittered a little. “Thank you dear. I like to keep it nice and neat. Is this making sense so far?”
Christopher nodded emphatically. His eyes staying fixed on the cleft of skin between her legs. Helen’s finger’s pulled back, revealing pink flesh that seemed to shine with moisture. “Beneath the labia” she said, “things get more interesting.” Christopher leaned in closer, until there was about a foot between his face and Helen’s body. It really was fascinating. So many folds and ridges. At this distance her could more clearly see the glistening of lubrication on her lips.
“Coooool…..” He murmured quietly. Above him he could here Helen titter with amusement. “Interesting huh? So,” her index finger pointed as she used her other hand to keep her labia spread, “this is my clitoris.” She was pointing to a small pump of pink flesh, no bigger than a pea. It gleamed like a pearl.
“That’s the ‘button’ Denny’s brother talked about?”
“Mmmhmmm. It’s also called the ‘clit’ for short. It’s attached to a lot of nerves and what happens is that when a woman gets aroused, her clitoris swells up and sticks out more, sort of like the tip of a boy’s penis. It’s very sensitive all of the time but especially when it’s like that. That’s why women enjoy having it touched or licked by their sexual partners. Since it’s so sensitive though, you have to be careful not to be too rough with it. It’s a good idea to follow the woman’s lead and pay attention to how she reacts.” As she spoke her digit passed over the bump for a fleeting moment and as it did a soft sigh escaped her lips.
“Now this” she said, pointing to a pink envelope of skin just below her clitoris, “is my vagina dear. It’s the part of me that the penis goes into and babies come out of. Inside is sort of tunnel that goes in and up into my uterus.”
As he looked Christopher was astounded by a thought. He looked up at her face with impressed, wide eyes. “So, that’s where…?” he started to say, but didn’t finish, afraid of sounding silly. Looking at him, Helen understood. Smiling, she nodded “yes Honey, that’s where you came from.”
He looked back at it amazed. “It looks so small!” He said with awe.
“Well it can stretch out to make room for the baby, that’s what it’s deigned for. Though, it was no picnic getting you out of it.” She ruffled his hair playfully. He blushed a little, for some reason embarrassed by this, but he smiled and laughed as well. When he glanced down at himself, he noticed that not only was his dick making a rigid structure out of his boxers, there was now a small patch of darkness where the tip had leaked. Looking back up he felt a shiver run down his spine. The pressure was becoming intense. He’s never been so hard.
“Inside of my vagina” Helen continued, “are lots of nerves. When they’re touched by a finger, or penis it feels good. There’s one part that has a lot of nerves in particular called the ‘g-spot’. It’s a little tricky to find but it’s in there. Are you following Sweetie?”
Christopher had been staring transfixed between his mother’s legs and quickly shot his eyes back up. “Huh? Oh, yes mom, it is. It’s very interesting.” Helen’s eyes flicked down to the bulge in his boxers then back up his face. She looked at him with deep consideration. Christopher got that feeling again as though they were once more playing an unspoken game of chicken. How far was too far? Which of them would say stop? Finally Helen said “well…that’s pretty much the basics…. would you…like to try touching me?”