Try Me

Try me

I came home from riding my bike in the scorching midday sun, feeling heated and a little dehydrated. It was my own fault; with temperatures reaching over 100 degrees, it might not have been the most ideal time of day for outdoor exercise, but I was a bit pressed for time. I was supposed to enter a race next week, and as I was still recovering from a mild case of the flu, I had taken out my bike and made a fifty-mile practice round in the hills to see if I was up for it. I was worn-out and a bit sore, but it felt good and my time was even better than I had hoped. I was confident that, if I ate well and hit the gym every day, I’d be back in shape for the race.

I parked my racing bike in the garage, took off my shoes and walked back to the house. As I entered the house, it appeared to be deserted. I called out to say I was home, but there was no response. It wasn’t that unusual, and it didn’t necessarily mean there was nobody home. My sister was probably in her room, talking on the phone or listening to her music, and who knows what my parents were up to. I was racking my brain trying to remember if mom had said anything about being away today or if she’d left any instructions for dinner. Maybe there was a memo from her on the fridge. As I walked into the kitchen, I was greeted by the smell of my mother’s famous lasagna cooking in the oven. There was no note, but at least I knew I wasn’t expected to do any cooking today.

I poured myself a large glass of Gatorade and then chased it down with a glass of water. A quick glance at the kitchen timer told me there were still thirty minutes before the lasagna was done, so there was ample time for me to grab a shower. I ran upstairs, pulling off my shirt as I went. The light was on in the bathroom, but the door was ajar. Without thinking, I pushed open the door and entered the bathroom. What I saw inside, stopped me dead in my tracks and made my jaw drop.

Right in front of me was my mother, sitting on the rim of the tub and calmly painting her toenails. She had a towel tied around her breasts, but it did little to protect her modesty. Because of the way she was sitting, with one foot on the floor and the other up on the rim, I was staring right between her legs. To my shock, I was being treated to a breathtaking view of my mother’s naked pussy. I could see all of its forbidden glory, from her immaculately shaven pubic mound to her puckered asshole, and just about everything in between.

There was no way mom could not have noticed me standing in the doorway, but she didn’t acknowledge my presence and kept applying red lacquer to each of her little toenails. She didn’t even close her legs or covered her pussy up in any way. The sight of her naked sex was incredibly alluring, and even though I was well aware this was my mother I was gawking at, I could not stop myself from looking.

I don’t know how long I was standing there; I had lost all track of time as I studied the intimate details of my mother’s sex. It was the first real naked pussy I had ever seen, and I thought it was the most intriguing, and in its own way, beautiful thing in the world. She had fat outer labia that were parted slightly, just enough to reveal the fleshy fold covering her clit and her wrinkly inner lips. The smaller inner lips protruded a little from the outer lips and had a soft coral shade that contrasted beautifully with the pale, milky skin that surrounded them.

The thing that struck me most was how perfectly smooth she was. There was not a single little hair on her mons or pussy, and not even the slightest trace of stubble. Either she had it professionally done, or she had shaved her pussy just prior to me barging in.

“What’s the matter, son?” mom suddenly asked. She had finished painting the nails of her left foot and was now looking at me, not in the least alarmed or angered by me ogling her. In fact, as she sat up, she opened her legs a little wider. The subtle, but calculated move exposed even more of her forbidden treasures. The chubby outer lips parted a little more and the dainty inner lips opened like a flower. I could now see the glossy pink inside of her vulva and all the delicate folds and ridges designed to give ultimate pleasure to an invading cock. With a bit of a shock I realized that my mother’s pussy was soaking wet, and it was not from the shower.

I hurriedly mumbled an apology and averted my gaze, ready to dash to my room, lock the door and jack off until my cock was raw, and my balls were dry.

“Go ahead, look at me” she said softly but decisively.

I turned my head back and saw my mother was still sitting on the rim of the bath, now leaning back against the tiled wall. She had her hand on her hairless mound and was slowly rubbing her finger over the fleshy fold at the top of her pussy. I wasn’t sure if I could see her clit between her lips, but there definitely was a wrinkled opening where a cock would go. As she moved her fingers over her clit, the little hole opened and closed, like it was winking at me. It seemed so small, so… tight.

Like her lips, the hole was slick with moisture. As if to illustrate exactly how aroused she was, a tiny bead of juice formed at the entry of her vagina. Like in slow motion I watched the droplet trickle between the pink folds and from there down to her asshole. With a bit of embarrassment, I realized I was imagining what it would feel like to rub the slick juice into her puckered-up asshole.

My cheeks were burning, and I stepped back, ready to flee before I embarrassed myself even more.

“Don’t go away so fast, Mark. Don’t you like looking at me?” Mom said as she continued to finger her pussy for me.

“No, of course not” I stammered.

“That’s not a nice thing to say to a girl. Do you think I’m ugly?”

“No… I didn’t mean it like that, mom”

“So, you do like it?”

“I guess” I whispered, my voice cracking.

She withdrew her hand and closed her legs. I was feeling both disappointed and relieved that the inappropriate peepshow had ended.

“That’s a little better…You still need to learn a lot about women, son”

I stammered another apology, not sure what to do or say.

Mom smiled at me with pity, and finally put her foot down on the ground. She got up, and for a moment I thought the awkward conversation was over, but then she reached for the knot that secured the towel around her breasts and gave it a little tug. The piece of cloth fell to the floor and now my mother was completely naked. Then she placed her right hand on her hip and transferred most of her weight onto that leg, while slightly bending the other at the knee. Posed like a model, she instinctively emphasized the glorious curves of her mature, feminine figure.

Once again, I was aware that this was my mother and that I really ought to avert my eyes, but I just had to keep looking, and admire her voluptuous body. She was cursed with the same alabaster skin as my sister. It was almost translucent pale and it forced them to stay in the shade at all times to avoid a severe sunburn, but god, did it look good naked. From her auburn hair to the freshly painted crimson toenails, I could not find a single imperfection.

I had always known my mother was a good-looking woman, but I never could have suspected she was so absolutely breathtaking. Posed like she was, her body seemed like it was made of the purest white marble, like a masterly sculpted statue of a beautiful goddess. Her breasts were perfectly round and remarkably firm and full for a woman in her late thirties and mother of three. The milky white globes were adorned by a pair of extremely kissable nipples with dimpled areolae in a reddish shade of pink that stood out beautifully against the creamy skin and matched the coral shade of her pussy lips. Looking down I noticed her stomach was still tight, despite her pregnancies. There was a slight definition of the abdominal muscles, but enough padding to give her a pleasing, womanly figure.

At the place where her long legs met, the soft curves of her lower abdomen flowed into the swelling of her pubic mound. Because of the way she was she was standing, I couldn’t see much of her pussy. Only the top of her cleft and part of the clitoral hood were visible, the dainty inner lips were completely hidden. Her closed lips gave her pussy a clean look that couldn’t be more different from the raw, aroused way she had displayed it earlier. Clean or raw, I loved it.

It suddenly occurred to me that I was taking way too much time gazing at my mother’s naked body and quickly looked up. She was looking into my eyes and I got the feeling she could read my every thought. I felt my cheeks blush.

“So, you ‘guess’ you like my pussy?” she asked, smiling again.

“No!.. I mean… Well…ehm… You’re my mother… and…” I stammered, struggling to think while my subconscious was still drinking in her nakedness.

She gave me a sly smile and said, “Let me tell you a little secret; all mothers have pussies.”

“I know, but…”

“Let me ask it differently. Do you want to fuck me?”

“No!” I gasped.

“Are you sure?”

“Yes!”

“Because your pants are telling me something quite different.”

I looked down and had to acknowledge the fact that my cock was erect, and very visibly so. In fact, instead of concealing my erection, the spandex cycling bottoms I wore only emphasized it. I wished I was wearing a sturdy pair of jeans instead of the tight bottoms, or at least still had my shirt on. Anything to cover up the obscene tent in my shorts.

“Sorry mom”

“Don’t sweat it, it’s only natural. Besides, it is the most sincere compliment a handsome young man can pay a woman.”

“Err… you’re welcome?”

Mom chuckled softly and turned her back to me. She placed her right foot on the rim of the tub and she began to paint the other set of nails. I knew she wouldn’t allow me to leave, so I stayed there and watched as she put on another show for me. It was obvious that painting her toenails was just an excuse to show off her body; she was deliberately flaunting her long, shapely legs and firm round ass. Glancing over her shoulder, she gave me another seductive smile and then bent over a little more and slightly tilted her hips. I felt my cock throb as this move exposed her asshole again, along with the lower part of her pussy.

The fat outer lips looked even more swollen than before. They were parted slightly, just enough to show off the coral pink folds between them. There definitely was a sheen of wetness on her lips and inner thighs, indicating her state of arousal.

After a painful minute of silence, mom spoke again. “I can feel your eyes on me. Are you imagining how good it would feel to push that stiff cock of yours deep into my wet, hot pussy?”

I now knew ‘no’ wasn’t the right answer. ‘Yes’ didn’t seem right either.

“I can’t do that, you’re my mother”

“You can’t? Or just don’t dare to?”

I was completely lost for words, again feeling the urge to run away.

“There’s nothing wrong with a little fantasy, son… But let me reveal another secret to you: Even mothers love to have their pussies fucked by a big, hard cock.”

“Not by their sons!”

“You’re probably right for most mothers, but… You can never be sure, can you?”

“I…”

“Why don’t you just try me?” she said, arching her back, and pushing up her ass even more. She was clearly offering her pussy for me to fuck.

It was like something inside me snapped, and I stepped into the bathroom. Halfway the room I had freed my cock from its tightly stretched confines and with two steps more I was completely naked. My erect cock was standing up proudly, bigger, and harder than it had ever been. It was drooling precum and ready for action, eager to penetrate its very first pussy. With one more step, I was behind my mother, my cock in hand, the tip only an inch from her heated sex.

I think part of me was still expecting her to stop me, but as a virgin who was dying to experience his first fuck, I simply had to go for it. My cock made contact with the delicately soft wetness of my mother’s pussy and then I felt her velvet lips part and kiss the tip of my cock. As I slid the swollen head between her slick folds, not quite knowing what to do, my cock caught the mouth of my mother’s vagina and nestled itself against the tight, little hole.

My heart was pounding. I could hardly believe it; I was one thrust away from being inside a real pussy and forever ending my life as a virgin! As I pushed my hips forward, mom’s pussy opened up and let me in. It was unbelievable, just awesome. For a wonderful moment part of my cock was enveloped by my mother’s heavenly vagina. She was tight, but I slid in smoothly, helped by my precum and her own copious lubrication. I was only halfway in and the feeling of her pussy already surpassed even the best wet dream I ever had. In fact, it was feeling so good, I was already beginning to worry about cumming prematurely, when mom suddenly jumped up, turned around and slapped me in the face.

“Now what kind of girl do you think I am?” she hissed as she stepped back and covered her body with a towel. “Go to your room and think about what you just did”

Just before I exited the bathroom she called for me again. She had covered most of her body with the towel again and almost looked decent. “Dinner is in 20 minutes”

I retreated to my room, ashamed and utterly confused. I really thought mom wanted to have sex with me. The signs had been clear; she even said she wanted it. But then she didn’t and slapped me. And on top of that, the next moment she acted like nothing had happened, like she wasn’t angry at all.

My cock had rapidly deflated after my mother’s sudden and forceful rejection, but now that I was reliving the series of events that led up to me having my penis in my mother’s pussy, it was growing back to full hardness. The skin was still moist and sticky from her lubricating juices and I could actually see how far I had made it inside her.

Not even half my cock, just the first two and a half inches had penetrated my mother’s pussy, and for only a fraction of a second. I didn’t even know whether I was technically still a virgin or not. Not that it mattered, I could never tell anyone I sort of fucked my mother anyway. But the sensation of her slick, tight pussy had made a lasting imprint on my brain. I could still feel how smooth and hot she had been and how her muscles had embraced my shaft once I had pushed the bulbous head past her tight entrance. I longed to feel it again and could only imagine how incredible it would feel to be fully inside and slide in and out, truly fucking her and, oh god, flood her insides with sperm.

I wiped my finger through the gooey residue that coated the end of my penis. The juice was a bit like saliva, but thicker and more slippery. However, it was fast becoming less slick and more sticky as it was drying rapidly. More than ever, I wished I was limber enough to suck my own cock and be able to sample my mother’s female juices. But after years of trying, I had reluctantly learned to live with the fact that I couldn’t.

As I was studying the sticky coating, I heard mom shut the bathroom door and walk down the stairs. It reminded me that this whole adventure got started because I was going to take a shower before dinner, so I tucked my cock back in my shorts and nervously got back to the bathroom. I dreaded to return to the scene of the crime, but I really needed that shower. The light was off, but still I knocked and waited a full minute before I dared to enter. Even though I knew mom was in the kitchen downstairs, it was a relieve that there was no answer. I quickly took off my dirty gear and jumped under the shower. I soaped up my body and washed off the dried sweat and dust.

As I washed my lower abdomen and then my steel hard cock, I realized that there was no way it was ever going to soften unless I released some of the excess pressure my balls first. My soapy hand was no comparison to my mother’s velvety pussy, but it did the job. Literally within seconds, I was firing thick ropes of cum at the glass screen. Despite it being a much needed and incredibly satisfying orgasm, I knew one cum was not enough to keep my cock down. I kept pumping my fist until a second orgasm followed only minutes later.

The second time I came, my load was just as big and shot out with equal force as the first. My heart was pounding and my head was spinning, but my cock was at last deflating. I knew there was a lot more sperm left in my balls and I doubted if I would be able to keep my cock in its flaccid state for long when I had to face mom. Dinner was in less than ten minutes, so I had to take the risk. Besides, the water was beginning to cool and I had to get out the shower anyway. I quickly rinsed off the soap and shampoo, washed away all the incriminating globs of sperm that were oozing down the frosted glass and got out of the shower.

I quickly dried myself off and put on a fresh set of clothes. As I opened the hamper to drop in my sweat stained cycling outfit, I saw a red lace thong draped neatly on top of the dirty laundry. It was mom’s used underwear and she had obviously laid it there for me to find. I picked it up and caressed the delicate piece of fabric. The narrow gusset was soaked with mom’s slick juices. I rubbed my finger over the slippery fabric and inhaled my first whiff of pussy. I can’t really say it smelled nice, but I liked it. My heart was pounding, and my cock was swelling again. The scent alone was making me feel delirious with lust and I had to jack off again.

The third time it took me a little longer to finish and, not surprisingly, I was late for dinner. My parents and sister had already started eating when I came down the stairs. I apologized and sat down next to my older sister, opposite our mother. I thought it would be difficult to face mom, but she was still behaving as if nothing had happened and tried to do the same. Lost for conversation, I started shoveling food in my mouth. My sister was chattering almost continuously, so my silence didn’t attract any attention.

Of course, when I was sitting at the same table as my mother and had to look at that perfectly shaped body of hers, barely hidden inside her dress, another stubborn erection was inevitable. I had put on a pair of jeans that might be able to restrain and conceal any unwanted erections, but my cock and pants were struggling. I think I managed to keep my hardon hidden from my sister and father, but mom, she knew.

As soon as dinner was over, I excused myself and ran off to my room. My cock was so hard now, it was hurting like hell. I opened my fly and my cock almost burst free. I retrieved the red thong from under my pillow and deeply inhaled the aroma of the moist gusset. A few dozen strokes later, I was cumming into a tissue. I really had to fuck someone for real, and as soon as possible, or else I was likely to go insane from all the pent-up lust.

I went to bed early that night but couldn’t get any sleep. The feel of my mother’s soft pussy kissing and squeezing my cock was still too real, and for that matter, so was her hand on my face. Over and over I kept reliving the events, trying to make sense of it all. At some point, I must have fallen asleep, because the next thing I knew was waking up from a dream. I remember that I was back in the bathroom with mom. We were both naked on the floor and she was on top of me, plunging that deliciously tight pussy up and down my cock. She was moaning and whimpering and kept telling me how much she loved to fuck her son’s big hard cock.

Even though it was just a dream, it was prime evidence of how much I needed to feel my mother’s pussy again. The only way for that to happen was to fuck her for real. For that, I needed help.

I couldn’t ask my sister, to whom I usually turned whenever I had girl related questions. She could always tell when I was lying, and she would kill me once she found out what I wanted to do to our mother. My friends wouldn’t be of much help either; they were as clueless about girls as I was. Still, they were my only choice. There was only one of my mates I trusted enough to ask for help. That friend was Chad.

I’d known Chad for almost my entire life. I knew most of his secrets and he knew most of mine. Even if he couldn’t help me, it might be therapeutic to tell him my story. My plan was to stay as close to the truth as possible without revealing it was my mother who I sort of fucked.

The next day I managed to get to him alone and I related my story. I concocted a story about me sleeping over at a friend’s house and having an accidental encounter with this friend’s naked sister, who then lured me into her bedroom and spread her legs for me. In my story the sister then told me how much she loved to fuck and that I should try it with her. I told him that I got in bed with her and between her legs, but that when I pushed my cock inside her, she slapped me in the face and told me to get out of her room.

Chad’s reaction was not quite what I expected.

“You’d better not be talking about MY sister” he hissed, his eyes flashing with anger and his body tensing up as if he was ready to punch me in the face.

I quickly reassured him, surprised by this unexpected burst of hostility. “No man, of course not. I can’t say who it is, but she is older than me”

“I am older than you” he said, hinting at the fact that his twin sister would also be older than me.

“No, I mean like a LOT older”

He looked at me for a while, searching for evidence of me planning to get inside his sister’s pants. There was a fierce anger burning in his eyes, but it faded quickly as he apparently found no sign of me wanting to defile his sister.

“Okay then. Because if you were, I’d have to kill you”

“Yeah right”

Again, I saw a flash of anger in his eyes. For a moment I feared he wasn’t joking and might actually hurt me.

“I swear. Honestly, it’s not her. Relax”

“Okay.”

“Right”

He sat down and sipped from his glass of coke. He was thinking for a moment, mulling over the story I told him.

“So, this girl came to you naked and just asked you for sex?” he asked matter-of-factly. If he had any doubts about the truthfulness of my account, he didn’t show it.

“Not exactly, I walked in on her. Accidentally”

“Naked?”

“She, not me”

“And then she asked you to fuck her?”

“I couldn’t believe it either.”

“So, did you?”

“Of course. Didn’t get far though”

“Because that’s when she slapped you?”

“Yes. Quite hard too”

“Wimp”

I punched him in the shoulder. A little too hard, but he deserved it.

“Chill, dude, just kidding! Anyway, do you want to know what you did wrong?”

I sat down again and waited for him to enlighten me.

“Do you remember my dad’s magazines?”

Of course, I remembered them. We were mere boys when Chad discovered his father’s hidden collection of erotic magazines. A three feet high pile of the finest smut ever created before the invention the internet. Not only were there lots of old playboys, but also European magazines that showed absolutely every detail of the female body and all the nastiest kinds of sex imaginable. Over the years, my friend had made a small fortune lending the dirty mags to our mates in school, but I could borrow them all for free. I studied them all, multiple times. It was great jack-off material, but I just couldn’t fathom how a stack of dirty magazines was going to help me get into my mother’s panties.

“Yeah, why?”

“Haven’t you learned anything from the letters and articles?”

“To be honest, I never really paid much attention to any of the… eh… articles”

“That’s exactly what I mean. In case you hadn’t noticed, girls are more than tits and pussy.”

“I know that! I’m not an idiot”

“You have to chat them up first, you know, get them horny”

“Believe me, she was horny. Dripping wet pussy, hard nipples, everything. She was horny.”

“Okay, but did you kiss her?”

“No” I said. It hadn’t even occurred to me to do that.

“Did you feel her up? Touch her or play with her boobs?”

“No…” I repeated a little insecure.

“Did you kiss her pussy or make her cum?”

“…no…” I whispered, beginning to feel like an idiot.

“You didn’t even finger her?”

I shook my head, reluctant to admit I hadn’t done that either.

“Are you beginning to see a pattern here?”

I nodded sheepishly.

“So, you practically raped this girl and you think it’s strange you got slapped in the face?”

“It… It wasn’t like that…” I stammered “She really wanted it”

“That’s what all rapists say” he joked.

I punched him again and he conceded, laughing.

“Do you know what you did wrong?” he asked after a minute.

“I guess”

“Remember to do those things first. Don’t try to fuck her like an oversexed virgin”

“Who are you calling an oversexed virgin?” I scowled.

“Will you see her again?”

“Of cou… eh… I mean yes, I think so”

“If you get another chance, remember to do all those things and you’ll get to fuck her for sure.“

“For sure?”

“If there’s any truth in all those magazines, it’ll work. I promise”

Two days later, I had another chance. It was a Saturday afternoon and mom had just returned from playing tennis with her friends. Like the first time, my dad and sister were out, and mom was in the bathroom. I knew she had been in there for over half an hour now. For the last five minutes I had been pacing back and forth in front of the door, gathering the courage to push it open. The words of my friend resonated in my mind, but every time I had myself almost convinced, I felt mom’s hand slapping my face, and my resolve to enter the bathroom waned. Finally, I decided to go ahead, took a deep breath and pushed open the door.

“Well, that took you long enough” mom said, looking up.

She was sitting on the rim of the tub, just like last time, and like before, she had one foot raised in front of her and the other on the floor, her beautiful pussy once more completely exposed. The only difference this time was that, instead of lacquering her toenails, she now was shaving her long legs. Also, there was no towel hiding those gorgeous firm breasts.

“Huh?” I asked eloquently.

“I was expecting you.”

I guess my return was a bit predictable, inevitable even. Offer a virgin teenaged boy the faintest possibility of sex, and he’s bound to grab that chance with both hands.

Her forwardness was intimidating, and I almost regretted opening that door.

“Please, if you want to come inside… close the door. You do want to… come… inside, don’t you?”

I obeyed, too embarrassed to react to her obvious double entendre.

“Did you want to say something?” she said, smiling mischievously and at the same time subtly spreading her legs a little more. The hairless outer lips parted and again I was treated to a view of the beautiful coral pink interior of my mother’s vulva. There was no need for that move, other than her wanting to expose herself to me. It both scared me and made me want to fuck her even more.

I took a deep breath and walked up to her. “I eh, I wanted to try… you…”

Mom looked at me for a second and chuckled.

“You wanted to try me?”

“Yes… please, mom?”

“Sure, baby” she laughed.

I knew she meant well, but the way mom was laughing only made me feel even smaller and more insecure than I already was. Nevertheless, I took her hand, and pulled her onto her feet. Taking the biggest gamble of my life, I pulled my mother in my arms and kissed her right on her mouth. When my lips touched mom’s, I half expected her to slap my face again, but she didn’t. It gave me just enough courage to open my mouth a little and lick her lips with my tongue. Almost immediately mom opened her mouth and let her tongue snake out to play with mine. I was surprised to learn that my mother was such a great kisser. I had kissed a few girls before, but never had it been as intensely erotic as this. The fact that this time I was holding a stark-naked woman in my arms, might have helped too.

I was so absorbed by the kiss, it was only after some time that I remembered there were other things mentioned in the magazines, things I had to do as well before I could make another attempt at penetration. Following Chad’s instructions, I wrapped my arms around my mother’s waist and pulled her firmly against me. Moving with me, she pressed her naked breasts against my chest and slowly humped my leg with her hot pussy. While our tongues continued to play, I moved my hands further down her back. They were trembling as I moved past the small of her waist and towards the flare of her hips. Then, as I still didn’t get slapped, I moved even lower and reached the forbidden territory of my mother’s bare ass. I excitedly grabbed one round cheek, then moved across the gap and felt the other. She moaned softly into my mouth and adjusted her stance, so her pussy was now rubbing directly on my erection. I was beginning to believe things might actually going to end well this time.

While I continued to fondle and grope mom’s fine ass with one hand, I moved the other up the front of her body. Taking another big gamble, I moved over her breast and cupped it in my hand. My mother’s breast was as soft and smooth as it had been in my dreams and surprisingly full and firm. I felt her erect nipple dig into the flesh of my palm and I moved my hand, so it was in reach of my fingers. Mom groaned softly, her voice dripping with lust as I pinched the rubbery tip.

Mom’s hands moved down to my ass and held me tight while she ground her inflamed pussy on the bulge in my pants. It was obvious she was getting very horny, easily as horny as she had been the first time I tried to fuck her. Things were progressing exactly as planned, and my chances of losing my virginity today were looking better by the minute, but I knew I wasn’t there yet. Most importantly, I had to give her an orgasm before I could make another attempt to penetrate her. At this point, the fear of getting slapped had almost faded completely, so I made my next bold move. I moved my hand to the front and grabbed my mother’s pussy.

My heart skipped a beat as my fingers touched the moist lips of my mother’s aroused sex. Her pussy was the softest, most delicate thing I had ever felt. It was hot and wet and wonderful. Mom moaned in my mouth as my fingers explored her dripping wet sex. Encouraged by her reaction, I let my finger run all the way down to her moist entrance. Mom’s pussy seemed eager to take me in, but I dared not push my fingers inside her yet. The parts I needed to stimulate first were further up.

Chad had kind of explained the secrets of the female anatomy and what to do with it. It all seemed quite easy and logical, but I found out that in real life it was a lot harder. For starters, most of her pussy was so soft and delicate, I could hardly discern between all the folds and bumps, making it a lot harder to find her clit than I expected. I could, however, find the hood and rubbed my finger over it, hoping this would also stimulate the little nub hidden underneath it. It did elicit another muffled moan, so I kept repeating the move over and over again.

It wasn’t long before mom was humping against my hand and I decided it was time to take that dip inside her. Her hole I could easily find, and I pushed my middle finger into her up to the second knuckle. I waited for a second to gauge her reaction and then began to push my finger in and out of the hole while I also kept rubbing my thumb over the clitoral hood.

By now I was kissing her, rubbing her clit, fingering her pussy, and groping her breasts as well. I felt like I was juggling with too many balls and began to fear I might have bitten off a bit more than I could chew. However, mom did seem to like what I was doing, so I kept going as best as I could. She was moaning almost continuously, but even after a couple of minutes of fingering she didn’t seem to be cumming soon. I was beginning to feel worried, as I was aching to take that next step, and really had to make her climax first. Making a desperate move, I got on my knees and faced my mother’s sexy pussy. I kissed the smooth mound and then tickled the clitoral hood with the tip of my tongue.

Mom was obviously surprised by my sudden move, but she sat down on the rim of the bath and spread her legs as far as she could, giving me complete access to her pussy. Her clit was hard to miss now. The little pink nub was peeking out from under its hood, and stood out between her lips for maybe a quarter of an inch. Chad assured me that if I kissed and licked a woman there, an orgasm would be inevitable.

I took a deep breath in anticipation of closing my lips around the top of her slit. The arousing scent emanating from her pussy was overwhelming. There was a hint of floral perfumed shaving cream, but mostly I filled my lungs with her natural female fragrance. High on her pheromones I placed my lips right on her clitoral hood. Mom involuntary pushed up her hips and pressed her moist lips against my mouth. As I opened my mouth to give her another kiss, suddenly found myself eating her pussy.

I don’t know what I expected, but I was surprised to learn mom’s pussy tasted a little bitter, a little sweet, and also a little like fish or maybe lobster. Like the scent of her panties earlier, it didn’t taste nice, but I liked it. The moment I tasted her juices, my cock throbbed and a big squirt of precum soaked the front of my pants.

I was compelled to lick her again, to taste more of her, and to give her more pleasure. It was obvious mom appreciated my enthusiasm, as her hands grabbed my head and held my mouth firmly positioned on her pussy. I lapped my mother’s lips and kissed her clit until her legs began to quiver. It looked like she was going to cum soon, and I was beginning to feel quite confident. I took her clit between my lips and sucked while my tongue circled around the little nub. She uttered a series of high-pitched moans and then she came. Her legs closed around my head, trapping me as she shook and trembled. Her pussy became even wetter when she climaxed, positively gushing her hot liquid into my mouth as I licked and licked and licked.

I knew I had accomplished the first part of my mission when I made her cum, but just to make sure I kept licking, fingering and sucking until she came a second time, less than a minute after her first.

“Please honey” she gasped, “I’m too sensitive right now” as he pulled me away from her by my hair.

I backed away from mom’s pussy and waited for her to recuperate.

“Did I do it right?” I asked.

She looked at me funny and didn’t answer. I was unsure of what to do now.

“Can I f… try it now mom?” I finally asked.

She just chuckled and closed her legs.

“Please mom, it’s beginning to hurt”

She stood up and wrapped a towel around her chest. Walking out of the bathroom, she shook her head and said “Now, what kind of man are you?

Mom left me alone in the bathroom, puzzled and ashamed. I was sure I had done everything described in the magazines, and done a decent job too. By all rights, I should be fucking my mother’s pussy now, not standing here with a severe case of blue balls. If possible, I was feeling even more confused than the previous time. Before I left the bathroom, I checked the hamper again. Like before, there was a pair of freshly worn panties on top. While sniffing the panties, I rubbed out a quick and very unsatisfying orgasm.

Just like the first time I tried to fuck her, mom behaved as if nothing had happened. Dinner was still very awkward, but not as bad as the first time. I even managed to say a few words. However, at night I replayed the event over and over, trying to find out what went wrong, and why she might have reacted the way she did. Again, I was lost for answers. The next day, I talked to my friend again. Though his advice had so far done little to help me losing my virginity, he was still my only choice, my only confidant.

“I did everything you told me. I kissed her, touched her, her breasts and pussy. I even licked her down there and I made her cum twice, but she wouldn’t let me fuck her”

“Are you sure you made her cum? Wasn’t she like, faking it?”

“Of course I’m sure, I mean, she was moving around and moaning just like when she’s fucking dad and-”

“She’s fucking your dad?” Chad interrupted me.

“Well, I mean…“ I stammered, searching for an answer to explain everything without revealing my secret.

“I see” Chad said. “This woman you almost fucked… You’re talking about your mother, right?”

“No!” I stammered, blushing.

“It’s okay… I understand.” he said. “Really… I understand”

The way he emphasized those last words told me he was serious.

“You understand? You mean you… your mom?”

“Gross! Eh, well, if my mom looked like yours, I might. But she’s not the one I’m talking about”

“Then who are you talking about”

“Promise you won’t tell anyone?”

“Scout’s honor”

“Fuck you”

“Okay, I promise”

Chad hesitated for a moment, then said only one word. “Jessica”

“Jessica? Your sister Jessica?” I asked.

He nodded, smiling with pent up pride at his forbidden conquest.

“Wow! You fucked Jessica?”

“Sure, we’ve done it like a hundred times now”

“Wow…. and I thought you were still a virgin”

“Yeah, well… fucking your sister is not really something one boasts about”

“Yeah, I know.”

“I guess you do.”

“Won’t she be mad you told me?”

“Not if we tell her that you fucked your mom. Sort of. Or want to, at least.”

“You can’t tell her that!”

“I think we should”

“Why”

“Don’t you understand? You need female advice, and Jessica is the only girl that might understand your situation.”

He was right. Reluctantly I followed him upstairs, to his sister’s bedroom.

Jessica was sitting at her desk, working on her laptop and turned around as she heard us enter. Chad’s twin sister was looking like any ordinary, slightly-above-averagely attractive girl. While nowhere near as sexy and curvaceous as my mom, Jessica still had a nice body, and hidden below her blouse was a nice set of small, perky breasts. Until now I only regarded her as my friend’s nerdy sister, but now I couldn’t help but imagine her naked, riding her brother’s erect cock towards orgasm. I even wondered whether she shaved her pussy or not, and if her scent and taste were as intoxicating as mom’s.

Chad’s sister looked at us for a second and I swear, it was like she could read my mind. The smile on her face disappeared and she crossed her arms shielding her chest from my view.

“OMG! You dweeb! You told him!” she said, angrily addressing her brother.

“Yes, I did, but-“

“How could you? I specifically asked you not to tell anyone!”

“Yes, but-”

“Do you know what will happen if they find out about us?”

“Of course I do”

“Then how could you be so stup-“

“He needs your help Jessie” Chad interrupted his sister.

“Why?”

“He needs female advice and you’re the only woman we can trust.”

“And why should I help him? Is he blackmailing us?”

“He wants to have sex with his mother”

“…he wants what?” she gasped.

“We need your help, so Mark here can fuck his mom”

Jessica looked at me for a moment, dumbstruck. Something in my demeanor, probably my red cheeks and stupid grin, led her to believe her brother was sincere.

“Your… mom?” she asked.

I nodded.

“And you need my help?”

“Yes, please”

“Okay… but why? I mean, what can I possibly do to help?”

I told her my story, the complete and true story. She listened carefully and without judging me, just laughed softly as I related getting slapped in the face. After I had finished my story, I asked her if she knew what I did wrong.

“You made her cum, that’s a good thing. It took him quite a few more times to achieve that” she said, pointing at her brother who was looking rather embarrassed.

“Yeah, but it didn’t work. I mean not as it was supposed to”

“Oh, but that’s not where you went wrong”

“What’s that?”

“It was when you asked her. You should have fucked her”

“But when I tried fucking her without her permission, she slapped me in the face”

“Yes, but you didn’t just ask her; you were begging. There’s nothing more pathetic than a man begging for sex, especially when she’s as ready as your mom obviously was”

“Then what should I have done?”

She thought for a minute, searching for the right words.

“Well… first you need to… be gentle” she began, “and always take care of her needs, but also… be a man, be strong. I don’t mean, like, force yourself on a girl, but make her want you and then take her. Don’t be a wimp; if she’s ready, you should go for it. And if she isn’t in the mood or if there’s anything else, you’ll know soon enough.”

I went home feeling a little wiser and with new hope. As I entered the house, I was greeted by my dad and sister who were watching TV in the den. I greeted them back and then walked on to the kitchen, where my mother was working on our evening meal.

As I came in, she stood with her back to me and was stirring vigorously into a sauce pan. I had a admit she was looking extremely sexy in her simple red dress and white apron. The scarlet fabric clung to her shapely body, and the string of her apron emphasized the luscious curves of her slim waist. But by far the most beautiful was her fine ass, which was wiggling alluringly as she was whisking the sauce. Although I knew we weren’t alone in the house, I decided to take a chance and put Jessica’s advice into practice. This time I would show mom I could be a man as well as a lover.

“Hi mom” I said as I stepped up to her, nuzzled her neck and gave her a kiss from behind. She was surprised by me greeting her like that, but didn’t tell me to stop. I reached underneath her apron and fondled her breast through her dress while I kept planting kisses in her neck. To my delight I felt that mom wasn’t wearing a bra under her dress. Her nipples were still slumbering, but they roused quickly as I rolled them between my fingers. I could feel the little bumps her hard nipples were making in her dress.

My hips were pressed against her tight ass, and I made sure she’d feel my hard cock as I kissed her. She groaned softly and although she tried not to, I felt her push back against my erection.

“No Mark, not now” she whispered.

“Shhhh” I said, grabbing her breast again.

“No, your father and sister are home”

“I don’t care, mom” I said. “I want you, and I know you want it too”

Mom protested again, but the tone of her voice was telling me something quite different from the words. There was a need, expressed by the huskiness of her voice, a need for cock. It seemed mom was always ready and always horny. I kissed her neck again and moved my other hand between her legs. Mom groaned softly as I pressed my hand against her pussy and rubbed it back and forth. Even through the multiple layers of cloth, I could feel the damp heat of her aroused sex. She was too far gone to stop me. Despite her continued protests, she placed her feet a little wider apart, giving be better access to her pussy.

I kept kissing and nibbling her neck and hiked up the front of her dress at the same time. It wasn’t long before I reached the hem and I let my hand slide down the front of her panties. Her arousal was undeniable; her lips and clit were already swollen with need and moist from her juices. I reached down into her wetness and with my now slick finger I made circular motions around her sensitive little clit.

Mom groaned again and really pushed her ass against my erection. Her body was begging for penetration, but I wasn’t going to give in just yet. The last time I made that mistake, it resulted in me getting slapped in the face. It was a lesson I learned the hard way, and I hadn’t forgotten it. I pushed two fingers into her hole and moved them in and out while I simultaneously rubbed her clit with my thumb. With one hand on her breasts, one on her pussy, my lips in her neck and my hardon between her butt cheeks, mom was being attacking her from four sides, and finally she submitted. Less than a minute later, I felt her body tense up and then she groaned softly between her clenched teeth. She did her best to stay quiet, but it was hard to miss her orgasm. The moment she came, her dripping pussy gushed around my fingers, soaking her panties with a hot flood of juice.

While mom was still a little wobbly on her feet, I turned her around, so we were face to face. She looked at me with lust burning in her eyes. I pressed my lips against hers and she kissed me hungrily and ferociously. She was almost ready. While I kept kissing her, I first untied her apron and then began to work on her dress. I soon had loosened the upper row of buttons and then freed her milky white globes from their scarlet cloth prison. I kissed my way down mom’s throat and collar and then latched on to the swollen tips. I sucked her nipples and kissed her breasts and then tore open the last couple of buttons of her dress and let the flimsy garment fall from her shoulders.

My mother was now naked, except for a pair of burgundy silk and lace panties and the high heels on her feet. I kneeled in front of her, grabbed the sodden pair of panties with both hands and pulled them down, past her knees and let them drop on the floor as well. She stepped out of the pile of clothes at her feet, and as I looked up, I was once more staring directly at her beautiful bald pussy. I kissed her smooth mound and tickled her clitoral hood with the tip of my tongue.

I wasn’t really satisfied with how much I could do with her standing up, but then, while I was trying to think of a way to get her to sit down so I lick her better, mom raised one leg, kicked off her high heels, and placed her foot on my shoulder. Balancing on one leg, she gave me the best access to her pussy as she could. While it was still a little awkward to eat her out in this position, I was able to both lick her coral lips and suckle on her clit. When I also pushed my finger inside her, she quickly came again.

Mom forgot all about our family in the den as she came and moaned aloud. I could feel her struggle to keep her balance and it was only by holding on to the countertop with both hands that she managed not to fall over. She could of course remove her foot from my shoulder and place it on the floor, but that meant I had to stop licking and fingering, and that was something she definitely did not want.

After I had given her one more orgasm, I got back on my feet and gave her another kiss. At the same time, I opened my pants and pulled out my erect cock. Then I took mom’s hand and wrapped her fingers around my shaft. She looked at me with hungry eyes as she stroked and caressed my erection. She was ready. I knew this was a crucial moment. Remembering Jessies words, I knew this was when I had to be firm and show her I could be a real man.

“Suck my cock, mom” I told her.

To my relief and surprise, she nodded and then kneeled in front of me. She pulled down my pants and underwear and began to massage my cock and cum-filled balls.

“Suck it” I groaned between my teeth.

Mom obeyed. She opened her mouth and placed a kiss on the tip. Her lips were so soft on my cock as she kissed and licked my shaft and my balls, taking them into her mouth one by one. Then she moved back up and closed her lips around the head and sucked gently. Though I didn’t have any reference to go by, I knew she was giving me a first-class blowjob.

Just when I thought nothing could feel any better than this, she swallowed, and my cock sank deep into her throat. Her full, red lips kissed my pubes and I knew she had me all the way into her gullet. My own mom was deep throating me!

The feel and view of my mother sucking my cock was almost too much and I could feel the cum in my ball was beginning to boil. Again, I was unsure what to do: ask her if I could cum in her mouth, or do it without asking. I decided the best choice was to only give her a warning. If she didn’t want to swallow my cum, she could stop now, or else she could keep sucking. That way I could be firm, and gentle at the same time.

“I’m gonna cum” I grunted.

Mom looked up and nodded. Then she moved her head back and my cock slipped out of her mouth. She kept her hand around my shaft and slowly jacked me off until I almost came. I felt a bit disappointed that she wasn’t going to let me cum in her mouth, but then she closed her lips around the head again and applied a strong vacuum. With one hand she rubbed quickly up and down my shaft, while the other fondled my balls and even tickled my asshole. I came almost instantly.

I could barely grunt “Cumming, mom”, before I felt my pelvic muscles contract and that first wonderful wave raced up my cock.

Mom let me ejaculate my entire load into her mouth and then she swallowed every drop of sperm I had given her. Even when my cock stopped spitting, she kept sucking and massaging me. A minute later, I felt new blood flow to my penis and I knew I would stay hard. I stepped back and pulled my cock from my mother’s mouth. She licked my cum off her lips and swallowed one last time.

“You taste great, baby” she whispered, and then she stood up.

It was now or never.

“I’m going to fuck you now” I told mom after she got back on her feet.

She didn’t slap me this time, she didn’t even protest. Instead mom turned around and presented me her beautiful naked ass. I placed my hand between her legs. My finger easily penetrated her dripping pussy. Mom was moving her ass in circles and whimpered softly as I finger fucked her.

I knew it was going to happen now. Mom was ready for it, and so was I. Like the first time, my cock found my mother’s pussy hole on its own. The dainty lips parted, and my glans settled against her tight entrance. I took a deep breath and then I pushed. Mom made no attempt to stop me. Not when I entered her and not when I bottomed out a fraction of a second later.

I needed a moment to appreciate the feeling of finally having my cock all the way inside my mother’s vagina. There were a thousand new sensations to process, each one even better than the last. My mother’s pussy was tight, soft, slick, wet, hot, and alive. Just having my cock inside her was the best thing ever, yet it paled in comparison to the explosion of pleasure I felt when I started to move in and out.

Immediately my instincts took over and I started to fuck my mother. First a little unsure and shaky, but I soon found the right motions and with it came confidence. My hips hit her round ass on every thrust and the soft squishy noises of her wet pussy were drowned out by the slapping sounds of our bodies colliding and soon also by her increased moaning.

It wasn’t long before her moans reached that high pitch I had heard so often late at night and her pussy was squeezing my cock as the muscles went crazy. I tried to keep thrusting, but with her shaking like that, I lost my mark.

While she was still trembling from her orgasm, she turned around and kissed me passionately. Her hands were on my cock, trying to get it back inside her. Being quite a bit shorter than me, she had to stand on her toes and still had to bend my cock down in a painful angle to maneuver the tip between her lips. Getting it inside her was almost impossible.

After a couple of unsuccessful attempts, I grabbed mom’s ass and lifted her onto the countertop. She leaned back against the wall and readily spread her legs for me. Now her pussy was at a perfect height for me to enter, but before I took her again, I gave her dripping pussy another couple of licks and then kissed her milky breast and hard nipples. I bit her softly and pulled on the stiff tips with my teeth. To my surprise, mom really liked a little pain, and by the time I was finished, her breasts were covered in bitemarks.

As I stood up again, mom draped her arms around my neck and pulled my face to hers. She gave me a hot kiss and while I stood huddled over her like that, she made an impatient grab for my cock. With one hand she aimed my penis at her wet hole and used the other to pull me into her. Mom groaned softly in my mouth as my round glans slipped past the tight entrance of her moist vagina. She then renewed her grip on my ass and scooted a little closer to the edge. At the same time, she pulled me all the way inside her, until my pubes were mashed against the bare skin of her cushiony mound.

“Fuck me, big boy” she whispered and partially released me from her grip, just enough so I could move again. I pulled out a bit and thrust in again. She kept her hands where they were and pulled me into her with each of my thrusts. Without needing to use a single word, she taught me exactly what she liked me to do. Looking down, I witnessed the incredible sight of my cock moving in and out of her beautiful pussy, her coral lips stretched around my shaft, clinging to it as it slid back and forth.

While I continued to thrust deep into her like that, she moved one of her hands to her mons and pressed her index finger down on her clit and played with the tiny protrusion. With me fucking her and her own manual stimulation, it wasn’t long before she was having another massive orgasm.

She kissed me hungrily, her mouth wide open as she breathed heavily and whispered commands for me to fuck her harder, deeper, and faster. Though I would have loved to obey all her wishes, the pressure inside my balls was reaching breach level. My thrusting was becoming increasingly unsteady as I inevitably raced towards orgasm. Mom noticed the change in my motor skill and rightly guessed what it meant.

“Cum baby, cum for mommy” she pleaded urgently. The fingers on her clit were moving so fast, I couldn’t even see them anymore. Only seconds later she stiffened in my arms, just as a torrent of sperm shot up my urethra and flooded her churning pussy. Jet after jet I fired into my mother in the longest and most intense orgasm I ever had., and by the time I was done, I was feeling so light-headed, I was afraid I might pass out. Somehow, I managed to keep fucking her throughout our mutual orgasm and for as long as possible after, but now my stamina was fading fast and I had to cease thrusting.

“That was awesome” I whispered and lowered my lips onto my mother’s. Now that the deed was done, I dropped my dominant act and kissed her affectionately.

“You were great” she panted.

“Did I do well?”

“Awesome” she said, exhausted but proud.

“Do you think we can do this again sometime?”

“Anytime”

My wilted cock slipped from her pussy and mom slid off the counter top. While I was still fumbling with my pants, she stumbled out the kitchen door and through the hall into living room, where my dad and sister were still watching TV. She had not put her dress back on, so her naked body and hairless pussy was visible to the entire family.

“Guys…” mom stammered.

One look at his disheveled and well-fucked wife was enough to get my father’s full attention.

“What on earth happened to you?” he asked.

“Well, I… err”

As I stood in the hall, watching mom from behind, I could see a big drop of sperm ooze from her pussy. The thick string of pearly white cum dangled from her swollen lips and then landed on her thigh, where it slowly began to dribble down. There was no way anyone in the room could have missed it.

“Is that… cum?” my sister asked.

“Yes, it is. It’s Mark’s… Let’s say he passed the test… with flying colors”

“So he did, did he?” dad said, a strange smile on his lips.

Mom nodded. “Third time’s a charm”.

She turned around and invited me into the living room.

“Well done, boy!” Dad said as he got out of his chair and gave me a manly hug. “Welcome to the club, son!”

While my mind was still reeling from my first fuck and puzzled from my dad’s unorthodox reaction, it was my sister who really turned my world upside down.

“Does this mean Mark will join the rest of us?” she asked.

“Yes baby. From now on, there are no more secrets in this house”

“Can he fuck me next?”

“Of course he can, baby. All you have to do is ask”

“Neat!”

“So, you‘re in this too?” I asked my sister

“Oh yeah, and I’ve been waiting for you to join us. I don’t think daddy’s quite up to the task of keeping two women satisfied”

My sister is an attractive girl with an amazing body. Though I had never even dreamed of her in a sexual way before, I was already looking forward to seeing her naked and have sex with her. She appeared to be just as eager as I was.

“Tell me mom, is my little brother a good lover?”

“Hmmm, he is baby… He’s a natural”

She now looked at me and smiled, her eyes scanning my body and particularly my crotch.

“So, you’re a natural, huh?”

I grinned. “Well… why don’t you try me?”

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