Into the Deep End

I finished changing into my swim trunks and headed for Aunt Judy’s new pool. When I turned the corner I stopped in my tracks. There my aunt was, on the floor blocking the sliding door, naked with her legs pulled up and practically behind her head. I couldn’t move. Should I look away? Run away? Was I seeing something I wasn’t supposed to? Did she forget I was there? What the fuck was going on? Was that really her naked, clean-shaved pussy I was staring straight at?

“Hey, Charlie,” she said in a totally chill voice. “What d’ya think? Is your old auntie as sexy as you thought?”

“I…uh…yeah…but…” I felt my cock standing up in my trunks. The way her eyes went there let me know it was too late to bother trying to hide my boner. And, what would be the point? She sure as hell wasn’t hiding anything.

“No need to be shy, sweetie. I’ve seen how you’ve been checking me out in my bikini all week. The new pool has really turned out to be an exciting addition, hasn’t it?”

“Yeah…” I got distracted by her tits. I’d been trying to picture what her nipples were like ever since I first came over to try out the pool, and came back every day since. Now there they were on display. “I guess so…”

“It has been for me.” She looked down at her own nakedness as if to confirm the truth of what she was saying. “You may not have noticed, but I’ve been checking you out, too. Do you even realize that when you come out of the water that your swimsuit clings to your cock so I can see what it looks like.” She flexed her pussy and some of her juices leaked out and ran down over her exposed asshole. “And I can see how big it is.” Her eyes dropped back down to my hard-on. “Well, I should say how big it could be.” She licked her lips.

“Okay…wow…what, ah…” I had to look around to see if I was being set up for something.

“Your uncle went out. He’ll be gone for at least an hour. Will that be enough time?”

“Time…for what?”

“For you to lose your virginity? That is, if you want. You do like women, don’t you?”

“Oh, yeah – a lot! But…”

“But nothing, young man. Pull off those trunks and get down here with me.”

I was following her orders before I even thought about how this was my mother’s sister. All I knew is the sexiest woman in my world was there in front of me naked, legs spread, and wet as anything, telling me I could fuck her. It didn’t matter who she was at that point, my cock needed to be in that pussy!

I got down on top of her, too nervous to say anything. Was this really going to happen?

“Now find my hole with that big cock of yours…no…almost…up…a little more…there…right there, feel it? Now just push…nice and slow…all the way…keep going…deep as you can…ahh, yes…”

“This feels amazing…” was all I could whimper as I pressed myself into my aunt’s incredibly warm, wet, soft pussy. “I’m not a virgin anymore…” God, what a dumb thing to say!“You’re only halfway there, stud. You’re in, but you still need to do some fucking before it’s official.” My aunt smiled and planted a kiss on my cheek. “So…go ahead and fuck me,” she demanded in a raspy whisper.

I’d seen it done in movies, and I’d humped my pillow often enough, but I wasn’t really sure how it was supposed to work with a real woman. I moved so my dick went in and out, and tried to put a wiggle into it thinking that would feel good for her. I was about to thrust into her for the third time when that familiar feeling began to tingle. Only it wasn’t the same familiar feeling – it was about ten times more intense! And there was no holding back.

“I’m gonna c-uh-uh-uhhhh-mmmm,” I tried to warn her but it was happening before I could finish. My whole body spasmed and I could feel the cum pumping up and out of my cock. It was pumping straight into a real live pussy. Was she going to be mad at me? Was I supposed to do that?

“Oh, yes…come inside me…fill my cunt…shoot it in me!” Instead of being mad or disappointed my aunt was thrashing around, her head going from side to side, her legs clamping around me and the heels of her hooker shoes dug into my ass as she pulled me into her. It felt like I came twice as much as I do when I’m beating off by myself. I thought I wouldn’t ever stop.

“I’m cumming,” I repeated pathetically, and gave a few more thrusts into her.

“Oh, yes, fuck my ever loving cunt, baby!” She then began to rock her hips really fast under me. I held still and let her fuck my cock like crazy until seconds later she was screaming and thrashing again. Was she getting orgasms from fucking my dick? Maybe. I didn’t move and let her finish.

She was breathing harder than me when it all quieted down. I definitely wasn’t a virgin anymore. If mom ever found out I’d be dead. I just fucked her younger sister. Sure, it was her idea, but I didn’t say no. I was in so much trouble, but I almost didn’t care.

“That was amazing,” she said as her entire body went limp. “I can’t remember the last time I was fucked like that.” I didn’t really feel like I did all that much, but as long as she was happy. My aunt tightened her pussy muscles and pushed my slickened cock out of her, making a slurpy noise down there as she did. “It was quick, but that’s not surprising for your first time.” She reached up and brushed the hair out of my eyes. “Next time you’ll last a little longer.”

Next time? With her, or did she mean the next time I was with some other girl? I didn’t want to sound lame and ask. Instead I looked down between us. All kinds of stuff was leaking out her pussy now. My cum, her cum, her pussy juices, and whatever else there was. It was making a big wet spot on the carpet, but she didn’t seem to care. My mom would have been freaking out over the mess.

“Now why don’t you go jump in the pool.” Aunt Judy pulled me down and kissed me. It wasn’t my first kiss, but it was the first one with tongue. “I’ll clean up and be right out to join you.”

~ ~ ~

Auntie Fap

Lately, whenever my sister-in-law Angela and I got together for coffee or a trip to the mall she would complain about the trials of having to deal with a teenage boy. She’d complain about finding cum-stained bed sheets and crusty socks when she’d do laundry. Or how she could sometimes hear the wet slap-slap-slap sound of him beating off in the shower. And she even told me about the time he came home early from a night at the movies and caught her bent over the sofa while his father (my brother) was fucking her hard from behind.

My sister-in-law was mortified, but I kept pressing for more details. The thought of my cute nephew seeing his mom getting pounded by my brother was more exciting to me than it should have been. I should have been as horrified by the incident as she was. Instead I couldn’t help wondering if he got a hard-on on the spot, and if he thought about seeing his parents fucking when he jacked off later (which I was sure he had). After that, I found myself hinting around for more dirty stories involving my nephew any time we were together, even if it was only something as harmless as when she found a Victoria Secret catalog under his mattress with some of the pages stuck together. The day she told me about that, I dropped my pants as soon as I got home and fingered myself to thoughts of my nephew Scotty whacking off and shooting spurt after spurt of warm, spermy jizz onto those slutty models.

I hoped I wasn’t too obvious when I jumped to offer help when Angela’s schedule at work had to change while someone else was on vacation for two weeks. She was usually there when her son got home from school. Angela worried that he’d get into trouble if left alone, and she wouldn’t have time to get dinner ready before Rick got home from work. I told her I could hang out at her place to keep an eye on Scotty, and to get dinner started so my brother wouldn’t have anything to whine about. She thanked me a dozen times, calling me an angel…if she only knew my real reasons for wanting to help out.

The first few days of my “housesitting” gig were a little awkward. I wasn’t sure if Scotty noticed I was wearing tops that were tighter than I normally wore. I was used to getting a lot of lustful stares from men due to my big boobs, but if my nephew was checking out my juicy jugs, he was good at being sneaky about it. On the third day, Scotty took my suggestion that he should take a shower after he came in from shooting hoops. I silently lurked outside the bathroom like a total creep listening. I wasn’t disappointed and soon heard that wet slap-slap-slap of his soapy balls smacking against his fist as he jerked himself like a sex-starved bunny in the shower. I rubbed my pussy through my jeans and nearly came on the spot. I wanted to be disgusted with myself, but I was too busy thinking up ways that I could see what I was hearing.

I had a perfectly attentive husband of my own at home, with a more than serviceable cock. He would have been happy to jerk off for me at a moment’s notice, and it didn’t take more than a flirty look to prompt him to push me down and bang me breathless. It made no sense that I was so obsessed with my young (too young) nephew and his (most likely) inexperienced dick. The next afternoon I found myself snooping through his room looking for hidden stashes of porn or tell-tale signs of cum. No porn, but I did find a few cum stains (on his pillow case), and a crusty, sweet-smelling sock tucked in his nightstand drawer.

Also in that drawer, I found a pair of my sister-in-law’s panties. Odd…how did Angela’s panties wind up there? Dirty ones at that. Then I noticed there were some crusty spots on those as well. Crusty spots that smelled the same as the ones on the sock Scotty was using as a jizz rag. Realizing what kind of perversion I’d stumbled upon, I immediately pulled my pants down, intent on finger fucking myself right there on my nephew’s bed. I briefly worried about leaving a wet spot, then decided I didn’t care. I was so fucking horny I’d lost all good sense. That’s when I heard the porch door slam and I knew Scotty was home. I still had enough sense left to pull my pants back up and pretend like I was gathering laundry from his hamper.

“Oh, hey, Aunt Dee…”

Could he tell how flustered I was? See the blush that was starting to make me sweat? Would he notice his hidden treasures has been moved and figure out I’d been prying? My mind was in a spin. I had the irrational fear that he would be able to see my clit pulsing through my pants.

“Just doing a load…of laundry! A load of laundry.” Calm the fuck down. “Sorry, I didn’t realize it was so late. I’ll get out of your way so you can…do whatever it is you want to do…y’know…”

“You okay, Aunt Dee? You seem a little…” He checked out my boobs. I definitely saw him checking out my boobs!

“No, it’s nothing.” I gathered some foul-smelling items from his hamper, dropping more than I gathered. “I just know what kids your age like to do as soon as they get home from school, so I’ll let you get to it…um…yeah…”

“What are you talking about?” He chuckled and dropped his book bag with a heavy thud. I noticed how he just happened to place the bag to block the drawer that currently held his mother’s dirty panties.

“It’s just, well, I know what I did right when I got home from school every day. I can’t imagine kids have changed all that much since I was a teenager. So I’ll leave you alone. I’m sure you don’t want your old auntie hanging around while you…while you jerk off.”

My stomach lurched and my heart dropped. They met somewhere in the middle and the world ceased to be real. I was in a dream. This HAD to be a dream. There was no fucking way on God’s green earth that I just said that to my nephew.

“I…” he started, wide-eyed, his face turning as red as mine must have been.

“Sorry! Forget I said that! Just do…whatever…don’t pay any attention to me!”

“But, wait…that’s what you did every day when you got home from school?”

Should I lie? Run out of the room? Say he heard me wrong? Or just try to ignore the bulge that was starting to grow in his shorts…?

“Um…well, we all do it…did it…when we were young and…y’know…horny.”

“Ha, I never thought about you being horny before, Aunt Dee. You must have been real horny to do it every day after school. Even I skip a day sometimes just to…well, whatever…”

“Right. Okay, sorry, I’ll, uh…be somewhere else now…” For some reason I couldn’t remember which direction the door was! “Unless…you do…um, want me to stay.” I almost screamed when I heard myself suggest that.

“Stay? Like, you mean…while I…?”

“Jerk off. Yes.” My whole body was shaking. I’d lost control. My mouth was taking the lead, saying all the insanely filthy things I was thinking. And I wasn’t even drunk! “I’m guessing you’re pretty proud of your…thing…your, um, cock. I know boys your age like to show it off. At least…” Shut up! What was I doing? “At least you father did…like to show it off, I mean. He used to pay me two dollars to watch him jack off when we were younger.” Why was I telling my nephew this! I’d never told anyone about that in my entire life. Why couldn’t I stop talking?

“I don’t have two dollars,” he said dejectedly. “I could…” he looked around his room as if some money might magically appear. “I could owe you.”

“No, Scotty, I’m not asking you to pay me.” Is he really considering this? Too good to be true. “If you let me watch you play with your cock, I wouldn’t expect anything from you. Just…that it would just be our secret. We wouldn’t want your parents to know what horny perverts we are, would we?”

“No…” his eye flicked to the drawer where his mom’s dirty panties were hidden. Did he suspect I already knew? He licked his lips and shifted nervously. “Should…should I get naked?”

“Hell, yes! Get as naked as you want, but I’m going to have to keep my clothes on, just in case your mom comes home early. We can’t both be trying to get dressed before she catches us.”

“Okay, yeah, good idea.” He quickly fought his way out of his shirt and began working on his belt and pants. It was adorable how much his hands were shaking and he rushed to shuck off his clothes. I realized that I might be the first female other than his mother to see him naked. I was delighted when I saw that his cock was almost fully erect when it popped out of his underpants. I let out a little squeal. There was no way he couldn’t see that my clit was practically pounding a hole right through my panties!

“Oh, Scotty, I…thank you. I’m so horny right now I can’t even tell you.” I took a deep breath. “Let’s lie down on the bed, relax, and you just do what you would normally do…y’know, when you masturbate.”

It took a few awkward seconds for us to coordinate ourselves and get arranged comfortably on his bed. I noticed his breathing was quick and shallow, as was mine. I shouldn’t be doing this. I really shouldn’t be doing this. I seriously shouldn’t be doing any of this! My mind struggled, but my body wasn’t giving any ground. Now that I’d seen his cock in the flesh, there was no way I wasn’t going to go through with what I’d started. I needed to see my nephew cum like I’d never needed anything in my life. I was horrible and I knew it.

“So…just, like…”

“Pretend like I’m not even here. Stroke your cock, play with your balls, pinch your nipples, whatever it is you do when you’re horny.”

Scotty nodded, and gave a nervous laugh. I’m sure this was as surreal for him as it was for me. “O…okay. Here goes…” He gripped his nice, long shaft and began stroking slowly, as if he was half expecting me to scold him for being a dirty boy and slap his hand away from his cock. This, of course, was about the furthest thing from my mind right then.

My eyes were fixed on his cockhead. I wanted it in my mouth. I wanted to rub it on my bare nipples, made slippery by his pre-cum. I wanted to feel it between my pussy lips pushing open my vagina. I couldn’t stop smiling. Nor could I remember the last time I was so happy.

“Did you see any hot girls at school today? Is that why you’re so horny?”

“Mmm hmm, Jessica Lee.”

“And you want to fuck her?”

“Oh, yeah…she has the cutest ass ever…”

“What would you say to her if she was here right now?”

“Oooh, Jessica…I want to fuck you…” His hand began moving faster. This made my pussy clench, but I was afraid he would finish too quickly.

“What if she pulled up her skirt and she had no panties on? She turns around, bends over, and spreads her cute little ass cheeks. You can see everything. What would you do?”

“I…I would…I’m sorry, Aunt Dee, but I would stick my face in there and…”

I tried not to laugh at how embarrassed he was to say what he was thinking out loud in front of me while he was openly jacking his cock as I watched.

“And…lick her pussy?” I offered.

“Yeah…lick her…pussy,” he groaned.

“And shove your tongue in her asshole?”

“What!?”

I had to laugh. Maybe I’d let myself go too far. “Didn’t know your Auntie had such a dirty mind, did you?”

“No…but it’s hot…keep going!”

“Jessica starts moaning like crazy when you suck her pretty little asshole. Your cock is harder than ever before. Then she says the words you’ve been dying to hear…”

“What? What does she say, Aunt Dee?”

I lean close to his ear and whisper, “Fuck me.” I reach down and tickle my nephew’s bouncing balls. He jumps at first, then relaxes and opens his legs wide enough for me to cup them in my hands and gently massage him. “She spreads herself for you and shows you her horny cunt hole. She wants your cock, Scotty. Jessica wants you to fuck her. What are you going to do?”

“I…I’m going to shove it in her!”

“Shove what in her what?”

I’m…I’m going to shove my cock in her pussy!”

“In her cunt?”

“Yes! I’m going to fuck her cunt! I’m going to fuck Jessica’s cunt!” His hips jerked up off the mattress and thick lines of white boy jizz jetted from his cock. I found myself squealing again, and clapping, as I watched spurt after spurt arc from the tip of his dick and stripe his chest and belly with pearly cum.

Scotty writhed and moaned as he milked his cock. I realized I was holding my breath, but found I couldn’t do anything about it. All I needed to live was to see my nephew making himself orgasm. He pumped his cock up into his fist, clearly pretending that he was fucking his little girlfriend in his imagination.

“That’s it, fuck her,” I whispered. “Fuck that slutty little cunt of hers. She loves it. She loves getting fucked by your big, hard cock.”

Scotty groaned and collapsed down onto his bed. His whole body seemed to vibrate next to me. I was surprised to find that my eyes were filling up with tears. I felt so privileged that he shared that with me that I was on the verge of crying like a sentimental fool. I’d seen guys jerk off before, but it was never like this. I loved my sweet nephew more than ever before. No matter what, we would always have this special moment that was just ours. I pulled his head toward me and kissed him on the temple.

“That was so sexy,” I told him. I tried to resist my next impulse, but failed. I leaned over and licked the bit of cum that had fallen across his nipple. This lead to another lick, and another. Somewhere in my head a voice was telling me to stop, but I couldn’t. I had no choice.

“Okay, you had your fun,” I said as I yanked open my pants. “Now it’s my turn.”

I let Scotty pull off my sweater and undo my bra and I kicked off my jeans and yanked down my panties. At first he watched with awed silence as I masturbated myself in a mad frenzy. My fingers were everywhere, clit, asshole, nipples, vagina. “Play with my tits, Scotty! Play with your Aunt Dee’s big fucking titties!”

He jumped at his chance and grabbed my flailing boobs with both hands. His fingers poked into my soft flesh. It hurt, but in a good way. I loved that he’d been dreaming about touching breasts probably for years, and now that he had a real pair he didn’t quite know what to do with them. So damned cute!

“That was so hot, Scotty. I’m sorry, but you made me so horny that I have to cum. Watch me cum, Scotty, watch me make my cunt cum!”

He latched onto one of my nipples with his mouth. I heard someone scream in delight, then realized it was me. It was like I was a kid again, and this was my first time. The magic of youthful discover was there just like the first time I’d been with a boy. Only this time the boy was my sister’s kid! “Yes, Scotty! Suck that big fat titty! Make me cum!”

I was losing my mind. I’d had sex with my husband the night before, but it felt like it had been months. Every part of my body was alive and begging to be touched. Even if my sister had walked into the room right at that moment I wouldn’t have been able to stop. Oh God, what had I gotten myself into?

“Am I doing it right, Aunt Dee?”

“Huh?”

“Is this how it’s supposed to go?”

Only then did I realize Scotty was inside me. My nephew had gotten on top of me and had his cock in my pussy. My instinct was to push him off, but as my pussy clenched tight around his erection I knew I couldn’t bring myself to do it.

“Yes! Yes, Scotty, you’ve got it. Fuck me! Fuck my pussy!”

“This feels amazing, Aunt Dee! It’s better than anything!”

“Oh, God, fuck me! Fuck my cunt! Fuck my cunt has hard as you can!”

My nephew responded by pumping into me faster.

“Harder,” I insisted, lifting up to meet his thrusts. “Fuck me harder!”

He wasn’t sure at first, but he tried to give me what I was begging for.

“Yes! That’s it! As hard as you can!”

His fear of hurting me slowly dissipated as he rammed his cock into my cunt with increasing force. He had yet to learn a woman’s vagina wasn’t the delicate little flower it appeared to be.

“Like this!” he demanded through gritted teeth. “You want me to fuck you like this?”

Our flesh was slapping together loudly, my legs were in the air, the angle was perfect, his cock was perfect, and he was fucking me like a bat out of hell. Fucking perfect!

My cries could have been heard from downstairs, probably from outside, and maybe even from the neighbors’ houses. It didn’t matter. Even the thought that I could go to jail for this didn’t make me consider stopping – not even for a second. I was going to cum on my nephew’s stiff, young cock no matter what.

“I’m going to cum,” Scotty warned with heavy breaths.

“Go ahead, baby! Fill your auntie’s cunt! Cum in Aunt Dee’s slutty, fucking cunt! Give it to me! I want it all!”

Scotty whimpered and slammed into me as hard as he could. The disturbing reality that my own flesh and blood, my brother’s son, my very own nephew was shooting a load of potent cum deep into my cunt set me off like nothing else ever had in my entire life. I was about to have the mother of all orgasms…or was it the auntie of all orgasms?

As loud as I was screaming before, the intensity was doubled. There was a whoosh of pleasure that rushed up from deep in my groin and raced through my body directly into my brain. I could easily have blacked out if I hadn’t been holding onto consciousness so tightly, not wanting to miss a single moment of this experience. I’d been fucked plenty of times by more than a few men, but it had never been like this. The combination of lust and sin and forbidden pleasure was beyond anything I could have imagined.

I hated myself for what I was doing, but at the same time…I knew I was going to do it again…

and again…

But, just to make sure, before I went home later that evening, I made sure to leave my pussy-soaked panties behind under Scotty’s pillow so he could compare my dirty undies to his mom’s. I had a pretty good feeling who was going to win that contest.

~ ~ ~ ~ ~ ~ ~ ~ ~ ~

Something New Under the Sun

My older brother is such an idiot. All he cares about is girls with big boobs. He’s always making lewd comments about chicks with huge tits when I’m around and doesn’t even care about how it makes me feel. He’s so clueless that he hasn’t even realized that I’ve had a crush on him since I was twelve. I remember how excited I was when I got my first period back then because it meant I had become a woman and I believed that my brother would start seeing me as something other than his stupid kid sister. No matter what I tried, he still barely noticed me, and when he did it was only to tell me to get lost.

When I saw him lying out by the pool, I decided I was done waiting for him to get a clue. Plus, there was no way I was going to start my sophomore year in college still a virgin. I’d saved myself for long enough! I went to my room, took off all my clothes, then went and put on Mom’s sexiest heels, and headed out to the pool. If he didn’t notice me like this, I’d know it was time to give up for good.

He looked over when he heard the clickity-clack of heels approaching. Instead of going back to dozing, he did a double take. I went to the water, bent over, and brushed my hand along the surface. My heart was racing, knowing that my brother had a perfect, sunlit view of my pussy and asshole from behind. I wanted to run back inside and hide like a dumb little kid who’d made a horrible mistake, but I stuck with my plan and moved toward a lounge chair.

“Goin’ skinny dippin’?” my brother asked, his voice raspy.

“Just trying to get a little color on my itty-bitty titties.”

He looked me over, his eyes devouring my naked body for the first time. Sure, I’d flashed him some leg before, and maybe walked around in my panties with an intentional camel-toe, but I’d never let him see everything like this before (even though I fantasized about it almost every night).

“Aww, they’re not that small,” he lied, squinting up at me as I approached.

“You’re the one who’s always making fun of my ‘mosquito bites.’” I pinched both my nipples, forcing them to full attention.

“Yeah, but on you they look perfect.”

I felt an instant tingle between my legs and was afraid I might start dripping right there on the patio.

“You’ve been working out,” I commented as I surveyed his body. “And it looks like you’ve pumped up your love muscle.”

He looked down at the tent in his swim trunks and tried to hide his embarrassment. “Hey, don’t blame me. That’s what he does when he sees a hot naked girl walking around.”

My brother called me hot! This was working out better than I had hoped. I was 99% certain my stupid attempt to get his attention was going to end in nothing but humiliation and ridicule.

“Look, I know you’re my brother, but…I can’t hold back any more.”

With that I went and tugged his swim trunks down. Surprisingly, he didn’t resist. He didn’t yell at me or fight it. Instead, he lifted his butt and let me expose his big, beautiful cock to the sun. I stared at it like it was the first one I’d ever seen. It was actually the third, but it was also the best so far. I wanted my brother more than ever. I took a moment to listen for sounds of our parents coming home early. I was so horny at that point, I almost didn’t care if they caught me doing what I was about to do.

“What’s on your mind, cricket?”

He hadn’t called me that in years, probably not since I was 12. He said I was always chirping about something, and so he started calling me that. I used to hate it, but to hear him call me that now, in this most precarious of moments, told me he wanted it as badly as I did.

“What’s on my mind, dear brother, is to fuck that gorgeous cock of yours.”

Again, there was no argument as I mounted him. I expected at least some resistance. After all, I was his baby sister. Maybe he’d been wanting this all along just the same as me. It was all I could do to keep from hyperventilating as my fantasy became reality. I’d dreamed about this for so long, never believing it could ever happen, then all of the sudden, just like that…

I cried out as I lowered myself onto his hard cock, feeling pain and pleasure in equal parts. His soft head penetrated my tiny opening and I forced myself lower. My brother’s cock was going inside me. He was in my pussy. I was going to fuck my brother…for the first time. For my first time.

I thought I had become a woman that day I got my first period, but as my cunt filled with cock I finally knew what it truly meant to become a woman. I was shaking all over. I was so happy I could have cried, but I didn’t want to spoil what was happening.

“Fuck,” he groaned putting his hands on my hips and encouraging me to begin moving up and down on him. “If I’d known my little sister was a horny slut with the tightest pussy within a hundred miles, I would have done this a long time ago.”

“I’ve wanted to fuck you for years,” I confessed as I moved slowly, letting him fill me then pulling up so I could recreate that sensation over and over again.

“I had a feeling, but…you know…”

“Yeah, I know…” He had been as afraid to make a move as I had. All it took was for one of us to throw caution to the wind and take the ultimate risk. As I began bouncing up and down on my brother’s impossibly rigid erection, I was glad one of us finally did.

“I’m going to cum!” he called out and tried to push me up off of him.

“Me, too!” I called back. I’d never felt so high before. I was going to cum on my brother’s cock! I rode him even faster trying to reach heaven as fast as I could.

“No! Cricket, you don’t get it! I’m going to cum…like, right now!”

“Oh, fuck!” I yelled, not caring if the neighbors could hear me. “I’m cumming, too! Shit! Fuck me!”

My brother struggled under me. It seemed like he was trying to pull out, but there was no way I was going to release his cock until I was done with the best orgasm I’d ever had. God knows I loved to masturbate, but it didn’t even come close to the feeling of getting fucked.

When I finally did lift off of him, I felt a warm gush flow out of me. Only then did it dawn on me why he had become so panicked. He probably knew I wasn’t on any birth control. I squeezed my inner muscles and more of his thick goo drooled out of my well-stretched fuck hole. Our parents would kill us if I got pregnant. Somehow the idea of having my brother’s baby didn’t feel as scary to me as it should have.

Now…if only our dad was here to lick my dirty little pussy clean and suck all of my brother’s nasty sperm out of me…

~ ~ ~ ~ ~ ~ ~ ~ ~ ~

Fake It Til You Make It

“One of the reasons I wanted us to have this mother-son lunch with just the two of us is that there’s something that we need to talk about, Jacob. A friend of mine sent me a picture the other day that was shocking, to say the least.”

“Um, okay…”

“It was a picture of me from when we were on vacation down in the Bahamas. Remember that trip?”

“Yeah…”

“Anyway, I had on that red bikini. You know, the one I bought special for that trip only to find out the top was too big and I kept almost spilling out of it. Remember?”

“I guess…a little…”

“Anyway, someone had photoshopped that picture so that my top was gone and there was something on my face. Something messy and very nasty.”

“That’s weird…”

“I thought the same thing. Especially after I realized that picture was only in our album from that trip. I never put it on Facebook or anything. I was confused until I also realized that the only one in the house that is any good with Photoshop is you.”

“Wh-what do you mean?”

“Jacob, you can be honest with me. Was it you who changed that picture to make it look like I was topless and had sperm all over my face?”

“No…and why are we even talking about this here?”

“Worried someone might overhear? That would be humiliating wouldn’t it? Now try imagining you were a respected member of the community and a mother whose picture was on the internet. Imagine if that picture made it look like you were showing off your naked tits and had someone’s cum all over your face? And suppose people you know, friends and co-workers, saw that picture.”

“I…I don’t know…”

“If you want me to believe it wasn’t you, then tell me who could it have been?”

“It…um…geez. Alright, it was me. I’m so sorry.”

“What were you thinking?”

“I don’t know. Nothing. I just…I just thought you looked real pretty in that picture.”

“And you thought I’d look even prettier with my boobs out and a big load of jizz on my face?”

“Well…kinda. I don’t know. Yeah, I guess it was something like that.”

“Thank you for at least being honest with me. If I’m being honest, I suppose I should admit that seeing what you did with that picture turned me on a little. I thought about how much time you must have spent working on it and how you must have been thinking about me in that way. Not that I condone what you did, but I’ll admit it was exciting for me to imagine you looking at the picture you made and touching yourself. You did that, didn’t you? Masturbate to the image of your mother with cum on her face dripping down on bare nipples…”

“Maybe, yeah, a little.”

“More than a little, I suspect, given that I’ve been playing with myself more than ever since Danny’s mom emailed me that filthy picture. If it can make me that horny, I would find it hard to believe you weren’t beating off like crazy over it. Am I right?”

“Pretty much. I’m sorry…”

“All the sorrys in the world won’t change what you did. It was very disrespectful and embarrassing. That being said, it may also present an opportunity.”

“What kind of opportunity?”

“An opportunity to be more open with each other.”

“Open?”

“About the way we feel. About how we see each other. More open about the things we want.”

“Like what?”

“Like…when you made that picture, whose cum did you imagine it was? Yours?”

“Yeah, right…”

“Don’t think I’m going to let you get away with laughing this off. I’m right, aren’t I? You’ve been masturbating to that picture of me and thinking about how much you’d like to jerk off onto my face. And don’t think I’m going to accept that shrug as an acceptable answer.”

“It’s just that the guys are always talking about how hot and sexy you are and saying all the things they’d want to do with you. At first it made me really mad when they said stuff like that about you, but then one day you were wearing those blue shorts, the ones that are really short and a tight on you. I saw your legs and…other stuff that made me get what they were talking about. I didn’t realize how sexy you were as a woman because I only thought about you as my mom. But…”

“But once you noticed me as a woman it was all you could see.”

“I’m sorry. I hate myself for thinking about you like that, but I can’t help it.”

“Don’t be upset with yourself, honey. Let’s just blame it on hormones and leave it at that. I suppose I have to take some of the blame. I hadn’t considered the effect of wearing my shorty-shorts around a growing young boy. Now I understand why you’ve been suddenly leaving the room lately whenever I’m around. You don’t want me to see that you’ve been getting hard-ons while perving on me.”

“Uh…yeah. I’m so – nevermind. I can’t help it and I feel like a lowlife pervert but I also really like it. You must think I’m the weirdest kid ever.”

“Not at all, darling. Actually, I’m strangely flattered. I shouldn’t be telling you that, but I like the idea that at my age I can still give a teenage boy an erection.”

“Even though it’s your son?”

“Especially because it’s my son. It’s easy for your buddies to think of me in a sexual way, but for you to look past the fact that I’m your mom and still get horny from seeing my ass in a tight pair of shorts, or my tits practically falling out of my bathing suit, is a nice compliment. It probably isn’t normal for a mother to feel this way, but I find it very arousing that you think of me like that when you stroke your cock.”

“I…I…um…”

“Look how red your cheeks are getting. Damn, you are so fucking cute. You’re probably going to jerk off later thinking about the things I’ve been saying. Is your penis hard right now?”

“Really hard.”

“Don’t worry, no one can see. Just keep your napkin in your lap. The truth is, at the moment, I’m pretty wet myself. If you don’t know, a girl’s vagina gets wet when she’s excited the way a boy’s cock gets hard when he’s turned on. If I don’t give my pussy some attention soon I’m going to soak this chair.”

“Mom!”

“Don’t get mad at me. You’re the one who started this.”

“I know, but…geesh…”

“You’re right, having this talk in public was probably a bad idea after all. What do you say we go home and make a real picture?”

“What are you talking about?”

“How about we go home and I take off my shirt and bra. Then I’ll lie on the floor and you can take your cock out. I’ll let you stroke it and you can shoot your load on my face just like you’ve been fantasizing about. No need for Photoshop when we have everything we need to make it real.”

“You can’t be serious.”

“Meet me in the family room with your camera if you want to find out…”

~ ~ ~

“Whoa! Mom…”

“What is it, Jacob?”

“I…I didn’t know you were going to be all naked.”

“I see you brought your camera.”

“Uh…yeah…”

“Would you prefer me to do this more Playboy…or Penthouse?”

“What do you mean Penthouse?”

“I can pose sexy-modest like this. Or I can spread my legs wide open…like this.”

“Um, okay…Penthouse. Definitely more Penthouse!”

“Don’t just stand there gawking at me, go ahead and take some pictures before I come to my senses.”

“Holy crap, Mom…I can’t believe you’re letting me see you like this. Yeah, squeeze your boobs together like that more. Perfect…”

“I can’t really believe it myself. I don’t know what’s gotten into me. Maybe it has something to do with your father losing interest lately. We haven’t had sex in months. I can’t even remember the last time he went down on me.”

“Went down on you?”

“You know, given me head. Don’t tell me you haven’t heard about this kind of stuff yet. I’m talking about oral sex, you know – when a guy licks a woman’s pussy, or a woman sucks a boy’s cock.”

“Oh, yeah, I know about blowjobs. I just didn’t know it was called something else when you did it on a girl.”

“So, you’ve never gone down on a girl?”

“Yeah, right, Mom. I’ve never even touched a boob yet.”

“What do you say we fix that right now? You can touch mine if you want.”

“You sure…?

“What’s the matter? You don’t like my boobs, sweetheart? How about if I jiggle them around a little, like this? Does that help?”

“Whoa…yeah…I mean, no! I don’t know. I mean…you’re my mom.”

“And you’re my son. And it looks like my son has a big hard-on in his pants for Mommy. Why are you still dressed, Jacob? C’mon and get naked with me.”

“I can’t lie, Mom…I’ve fantasized about this…a lot. But…”

“But now that it’s happening, you’re scared?”

“A little, but it’s not that. It’s one thing knowing that I think dirty things about you when I jerk off. It’s just that I never thought that you would be like this, too.”

“It must be strange to find out your mother is an even bigger pervert than you are. Is that it? You’re a little freaked out by how much I want to see your hard cock and watch you jack off all over my face. You’ve dreamed about me spreading my pussy lips open for you just like this. You were always safe in your fantasies because you thought I would never do something so depraved. You never thought your own sweet mother would be your willing cum slut.”

“Yeah…something like that, I guess.”

“What you need to do, little boy, is stop thinking with your head and start thinking with your cock. It knows what it wants. It wants to slide up in between Mommy’s big, soft tits. It wants to feel my tongue running all along it. Your cock wants to be in my mouth as deep as it can go. And you want your picture. Your real cum on your mom’s real face. We both want it.”

“Okay, but this all still feels really weird.”

“I know, isn’t it exciting? That’s right, get those pants down…your underwear, too. Ahh, there it is. My son’s cock. So hard. So fucking hard for me.”

“I…uh, I’m sorry it’s not bigger.”

“Trust me, darling, you have nothing to be sorry about. Your cock looks perfect to me. So much more handsome than your father’s…and so much harder. I love the way it curves up toward the end. That’s going to hit the spot just perfectly.”

“What spot?”

“Don’t worry about that now. Why don’t you show me how you like to stroke it? Mmmm…nice. Not too fast, sweetie. We don’t want you making a mess all over the carpet. We want that mess right here on my smiling face.”

“God, Mom, I can’t believe how sexy you look…‘down there.’”

“Down there? Oh, you mean my cunt?”

“Aaahhhh…”

“What’s the matter? You don’t like that word? Or is it that you don’t like hearing your mother talking about her wet, horny pussy like that?”

“No…I, I like it. It’s only that it always sounds like a swear word when anyone else says it. When you say it…it sounds beautiful.”

“Well, have you ever seen anything more beautiful than your Mommy’s juicy cunt?”

“Never…”

“Would you like to give it a lick?”

“You mean, like, go down on you?”

“Sure, why not? How about this, if you suck Mommy’s cunt, I’ll suck your cock.”

“Deal!”

~ ~ ~

“Mom, are…are you okay?”

“Mmmm…what? Oh…yes. I’m sorry, honey. It’s just that it’s been so long since I’ve had an orgasm like that. When I asked you to lick me, I just thought it would feel nice…I didn’t realize you’d be such a natural at eating pussy. I hope I didn’t frighten you.”

“I thought I was hurting you at first when you started screaming like that, but then I could tell that you wanted me to keep going.”

“You know what this means, don’t you? From now on, whenever your father isn’t home, you have an open invitation to lick Mommy’s pussy whenever you want.”

“Wow…that would be cool.”

“So then you like sucking and licking Mommy’s cunt?”

“Uh huh. It was confusing at first, but then it started to make sense. I was afraid about the taste, but I like…a lot.”

“Speaking of tastes, how would you like to let me suck that handsome cock of yours?”

“Sure!”

“Then get up her and fuck my mouth, you horny little man.”

“Oh…shit, Mom…that’s…that’s so much better than my hand…oooohh…”

“Mmmm…if you think this is good, just wait until I let you put it in my pussy.”

“Are we really going to, you know…do that?”

“Fuck? I don’t see why not. If we can suck each other off, then there’s no reason we can’t take it all the way. Are you okay with that?”

“Um…sure. I know I’m probably supposed to say no, because of you being my own mother, but I can’t think of a reason not to do it except that Dad would kill me if he found out.”

“Then we better make sure he doesn’t find out.  Let me know when you’re about to cum so you can shoot it on my face. I don’t want to screw this up and swallow it all.”

“You would really do that. Mom? Swallow my cum?”

“Of course, sweetie. I love you and can’t wait to gobble down everything that comes out of those sexy balls. Besides, now that I know what a good pussy eater you are, I owe you the best first blowjob of your life.”

“Oh…God, Mom. That feels incredible! How do you get it all the way down your throat like that without choking?”

“Practice, baby. Lots and lots of practice.”

“Oh, yeah. I can feel your tongue moving. Mmm, right there. Oh, God! I’m going to cum. I’m cumming!”

“There you go, sweetie. All over Mommy’s face. Don’t hold back. Just like you dreamed about. Give me all that nasty cream, baby. Make me your cum slut. There you go…”

“You look so much better than the fake I made!”

“Hurry up and get some pictures before it all drips off…or I lick it all up.”

“Yeah, okay. Hold it. Turn this way a little. Good. Wait…just like that. Awesome, Mom!”

“Oh, my. I can taste it on my lips. My baby boy’s cum…I never thought I would ever…mmm, so good.”

“That was the sexiest thing ever!”

“You’re not going to put those pictures on the internet now, are you?”

“Um…no? I guess not, if you don’t want me to.”

“I’d rather you didn’t, sweetheart. But, I’ll tell you what, how about if I let you show them to a few of your good friends?”

“Seriously? They’ll go crazy when they see you like this for real.”

“You know, you haven’t had them all over for a while. How about you invite them for a sleep over this weekend. You father will be away on that fishing trip. It’ll just be you, me, and a few of your horny friends.”

“What are you saying, Mom?”

“What I’m saying is that maybe your little buddies would like to jerk off to the real thing for a change instead of whacking it to pictures all the time.”

“And would you give them all blowjobs, too?”

“Only if you want me to. Would you like that? Watching me suck off all your friends while you watch?”

“You said you’d be my cum slut, right?”

“My, my. I had no idea I was raising such an assertive little pervert. How about you shove that lovely cock in my pussy and we’ll discuss what to do about your friends after you’ve had your first fuck.”

“Sounds good to me, Mom!”

~ ~ ~ ~ ~ ~ ~ ~ ~ ~

Benefits of a Broken Home

I was sent to stay with my grandpa while my parents went through a nasty divorce. They didn’t think I knew about it, but they were swingers and both were fucking other people behind each other’s back. Anyway, things were a lot more peaceful at Grandpa’s place. Then I noticed he was peeking at me in the shower and “borrowing” my used panties. This annoyed me at first, but the more time I spent with him the more it turned me on. Even though we were related, I began having dirty fantasies about him at night and would masturbate thinking of him doing bad things to me. I would moan real loud when I came hoping that he would notice. Sometimes I could hear him outside my door listening, which got me even more excited.

I wanted to let him know how grateful I was for him giving me a safe place to stay and for how nice he was to me. One day I came right out and told him I would do anything he wanted to thank him for everything. I was thinking he might take the opportunity to ask for something dirty, but I had no idea just how kinky Grandpa was! He wanted to invite all his friends over, have me get naked, and let them do whatever they wanted with me. Even though I was scared, I said yes right away to make him happy.

Grandpa set me up in the backyard the next day and all his friends stopped by. They touched me, fingered me, played with my little titties, and put their dicks in my mouth. Some of them licked and sucked my pussy, and all of them fucked me at least once. I was really nervous in the beginning, but the more they used me the more I wanted it. I never thought I could have so many orgasms in one afternoon!

After all the men were done using my body, Grandpa took me inside and ate out my sore pussy. I was surprised he did this after all his friends had cum inside me, but he seemed to like it just fine. We then took a shower together and got into his bed naked. He was ready to go to sleep, but I was still a little horny. I sucked his cock until he was hard, then he got on top of me. It was different when it was just the two of us. I could feel how much he loved me, and I hope he was able to tell how much I loved him.

~ ~ ~ ~ ~ ~ ~ ~ ~ ~