I had an amazing run. It’s not everyday that I get a good winning streak on one of my favorite online shooting games. When I get into it, hours flew by. Feeling good and wanting to end on a high, I logged off and noticed the time.
11pm. Dang, it was late.
Well, all that’s left is to go see what’s in the fridge, grab a bite, jerk one out and go to sleep.
I didn’t get as far as outside my bedroom door before I nearly tripped and broke my damn neck.
“What the fuck?” The hallway was dark so I assumed I was home alone. I wasn’t. My sister’s high heels strewn across the floor was proof enough. For Christs sake, Jenna was the messiest girl I know. They were her going out shoes too, so she must’ve come home from her night out.
She’s got to be dead drunk. Even she wouldn’t just leave her shoes laying around for me to trip over.
Sure enough, not only shoes, but pieces of clothing trailed from the hallway leading all the way into her bedroom. I followed, picking up her clothes piece by piece.
By the time I got to her room, Jenna was splayed out on her bed, practically naked. Her bedside lamp was lit and it looked like she managed to strip completely naked; her bra and panties were on the floor too, managed to put on her silky bed robe, and crashed out cold on top of the bed.
“God, you’re going to catch a cold like that,” I said to her, but knowing she wouldn’t hear me. When she’s knocked out from liquor, even a bomb exploding wouldn’t wake her up.
I tried to shift my sis aside, trying to shift the sheets from under her so I can cover her up.
That was harder than it sounds; she was a big busty girl. I tried my best not to glance down at her voluptuous breasts as I struggled. But it was no good. She didn’t tie up the robe properly so as I shifted her, her breasts fell out.
“Oh crap,” I said to myself. I never seen tits in real life before.
Yeah, yeah laugh at Tim, the 18 year old virgin. Fuck you too.
There they were. A pair of big juicy mounds of flesh with the biggest, most delicious nipples that I’ve ever saw in my life. I swallowed down a gulp.
I should cover her up, protect her dignity and all that.
My hand shook as I hovered over her breasts, intent on pulling the robe over.
“Jen?” I called to her. Gingerly, I gave her shoulder a nudge. “Jen?”
No answer. She was out cold.
I should just go grab a spare blanket from the wardrobe, throw it over her and leave.
My hand was perilously close to her breasts.
I looked around, all of a sudden extremely aware of my surroundings.
Mom was out.
No one will know.
I swallowed down another lump in my throat.
Then I cupped my Jen’s tit.
It felt unbelievable. I haven’t felt anything like it before in my life. It was soft, smooth and bouncy. Her nipple felt slightly hard too. Tentatively, I used my fingertip to push on her nipple.
No reaction.
Satisfied, and somewhat excited in a dark, illicit way, I felt more confident. No one will find out. And it was a chance for me to get acquainted with the female body.
I pushed and rubbed the nipple. Why did it feel so nice? It was like my own, right?. My breath quickened when the nipple went hard against my touch. I pinched it ever so lightly, delighting in the feel of it.
This was so wrong, I shouldn’t be doing this. But it was so exciting. My cock throbbed and tented my shorts. This was hotter than anything I watched on the internet.
But its my own sister!
My body didn’t seem to care. All I know was that she was a beautiful, busty girl and chances like this didn’t come very often. This could be my one and only time with a lady, as far as I know.
I wondered what a pussy looked like.
The soft glow of the bedside light illuminated my sisterr’s curves. The shimmery fabric clung over her breasts, and followed downwards over her belly and between her legs. With a bated breath, I pinched the fabric, gingerly peeled it to the side and revealed my sister’s crotch.
Oh my fucking god.
She was trimmed, but still had a some bush. My breath quivered. I licked my suddenly dry lips. A pussy in real life looked so much better.
I let my fingers run through her bush; I never felt anything like it. It was rough and coarse but it felt good all the same. Then I bumped into her clitoris. It was hard, like a fleshy pea. It was covered over by a fold of skin and I couldn’t help but peel it back a bit with my finger. The pink nub was exposed to me fully now.
God, I wanted to suck on it.
But I couldn’t. It was wrong. Or truthfully, I was scared of getting caught. I learnt that it was a really sensitive part of a woman’s body. What if that’ll wake her up?
But still, I came so far already, maybe I could just… Feel what a pussy is like and then go to my room and rub one off. My cock throbbed painfully against the fabric of my shorts. I don’t think I have ever been this turned on before. I was half tempted to do it there and then.
My heart pounded against my ribcage. In one smooth motion, I cupped my fingers over my sisterr’s mound.
Holy shit.
It was wet. It was warm and wet and the juices coated my fingers.
Still, she didn’t stir.
Slowly, very slowly, I moved my hand up and down, easing over her lips. I didn’t really know what I was doing at that point, but I had this instinctual urge to coat my fingers in her juices.
I had to stifle a groan as my middle finger accidently slipped inside her pussy.
Holy fuck. It was at once felt like a velvety heat, tight and slippery and indescribably wonderful. God, I wanted it.
Wanted what?
Did I just think about sticking my cock into my own sister? Maybe I could get away with-
“What are you doing?” A clipped voice called out to me from behind me.
Like a deer in headlights I shot back away from Jenna. I was wide eyed as my finger made a squelching sound and a moan escaped my sister’s lips. She stirred a little, but otherwise, she was still immobile.
I turned as if to face the voice, or to distance myself from my sister, from the act of what I was doing to Jenna.
“Oh my God,” Mom said. She had her hand over her mouth.
“Wait, Mom, its not what it looks like,” I jabbered out.
Her eyes went from the bulge in my shorts to my pussy soaked hand.
“Looks like to me that you were fingering Jenna, Tim.”
My face felt hot and flushed. I am so fucking dead.
“It was an accident, honest!”
“How is touching Jenna up an accident?” she whisper-hissed.
“I-I was trying to cover her up, you know what Jen is like when she’s drunk. And then one thing led to another. I just… I never… been with a woman before and she was there and…”
Unable to face Mom’s judging gaze, I shielded my face with my hands, trying to block it all out.
I was acutely aware of how pungent Jenna’s aroma was on my hand. And I tried not to get distracted by it.
“I’m so sorry.”
It felt like an eternity that we just stood there. “Tim, you can’t just go touching people like that.”
“I know, I’m sorry.” I must’ve sounded like a whiny bitch but apologizing was all I could think of doing right then. I would say anything to get Mom to forgive me. “Its just, I’m so wound up and I never had sex before and… Oh God, I’m sorry.”
Mom gave me the pitying eyes. “You’re a virgin? Well… just don’t do it again.”
I simply nodded. I didn’t know what else to say.
“You might want to sort that out too.”
I looked down and realized that I was sporting a massive boner, and it was pointing at my mother.
“Oh shit, sorry.”
“Is it painful?” she asked.
“Yeah, if I don’t sort it out. Do you think you’d want to give me a hand?” I joked. “Oh crap, sorry I didn’t mean that.”
I didn’t know if Mom realized it, but she was biting her lip. “Well… If I help you out, you promise to not do this again?”
Did I hear her correctly? “Umm, yes. Definitely.”
“Come over here,” Mom said, leading me over to the bed. “I can’t have my boy turning into a degenerate.”
“Here? But Jen is right there.”
“She’s out cold, it’ll be fine.”
Mom sat on the edge of the bed, and I stood in front of her with my rock hard cock pointing at her.
“So what now?” I asked.
“I guess you should do what you guys do.”
I sighed a little and pulled down my shorts. My cock sprung free. I thought Mom suppressed a moan.
“Timmy, you’re… quite big,” she said.
“Thanks, I guess.”
She looked like she was waiting for me to do something. I took one final glance over at my sister to make sure she’s still asleep. Without further ado, I started tugging at my cock.
It felt strange. I never had an audience before. Mom just sat there, watching.
I tugged and tugged for several minutes but it didn’t feel like any where near close to cumming.
“You okay?”
“I… I never done it in front of anybody before. It’s weird.”
“Do you need me to help you relax?”
“Yeah, if you can.”
Mom paused a moment, she looked like she was weighing out her options in her head, and then she reached out and grabbed my cock.
Oh fuck.
Her hand felt soft and smooth. And she gripped me confidently, as if she done this before.
My cock twitched in response to her pumping me. It felt better than doing it myself!
“Does that feel good?” she asked me.
“Y-yeah it does. But I kinda feel like it’s a bit unbalanced.”
She continued pumping my shaft. “What do you mean?”
“Uhh, well it’s just that I’m kinda buck naked and you’re not. Don’t worry, I’m just thinking out loud.”
“Would it help speed things up if I stripped too?”
“I think so.”
With that, she let go of me momentarily, moved back and pulled her T-shirt over her head, exposing her firm, juicy breasts. She was wearing a simple cotton white T-shirt and some leggings.
“Holy fuck,” I gasped.
“Better?”
I couldn’t help but marvel at her breasts. Her nipples were bigger than Jenna’s, and they were just as delicious looking. It probably helped that I had a thing for MILFs and Mom was definitely one.
Mom went back to stroking me. She looked up at me expectantly, as if she was hoping she was doing a good job. I didn’t know if it was the right thing to do, but I reached out and cupped her face – she didn’t seem to mind.
Here I was, standing there in my Jenna’s room with my mother jerking me off. I was quite surprised at how hot I found the entire situation.
Mom gripped tighter around my shaft, pumping fervently. “How is it?”
“It feels really good, Mom,” I moaned out. I felt that all too familiar pressure build up in my balls.
“Are you going to… you know, cum soon?” My mother whispered through heavy labored breathing. Was she getting turned on too?
“Uhh not quite,” I lied.
She made a show of looking like she was considering something. “You tell anyone, I’ll kill you. Especially your father.”
Before I could respond, Mom stopped pumping me with her beautiful, soft hand and stood. Using the hook of her thumbs, she yanked down her leggings and panties in one go. Then she turned around and climbed onto the bed on all fours.
“Well? This should do it.” She gave her ass an alluring wiggle.
Fuck. My cock throbbed even more desperately at the sight of Mom’s delicious, pink pussy.
“W-what?” I stammered. My brain momentarily went stupid.
She turned her head over her shoulder. “You going to fuck me or what?” she whispered. “You might as well lose your V-card while we’re at it.”
Yeah, that made sense. My hands trembling, I grabbed her hips. I took a second to look at Jenna, making sure she’s still asleep. I swallowed another gulp. God, Mom felt so good. Her skin was so smooth and I loved the way her long hazel brown hair fell all the way down to the base of her spine.
Then she reached under, grabbed my aching cock and guided it to the entrance of her pussy.
She wiggled back a bit and my cockhead was enveloped with the warmest, tightest feeling I’ve ever known.
“Oh fuck,” I groaned.
“Be quiet!” she whispered, but it sounded like she had to stifle a moan.
Oh God, what the hell did I miss out on all this time. I never knew how good a pussy actually felt. My hands clawed tighter on her hips as I pressed further, inch after inch of my cock being swallowed by my mother’s sweet pussy. I bit down hard on my lip to stifle my moans.
I tried my best to hold it in, but sensation of Mom’s pussy was intense. The inner walls of her pussy milked every inch of my aching cock.
I pulled back instinctively, and before I was all the way out, shoved it in. Right up to the hilt until the base of my cock rested against her ass.
“Fuck,” Mom hissed into the sheets.
In and out, I built up a rhythm. My mind went in a euphoric haze as I enjoyed the wet, velvety sensation of her cunt. Fuck, she felt so good.
“Outside.”
“What?” I asked, momentarily snapped out of my mindless bliss.
“I said, do it outside. I’m not on the pill.”
“O-okay,” I said, while pushing into her in slow, deep thrusts. I marvelled at how round and juicy her ass was, at hot erotic her cute little asshole puckered at me with each thrust.
I felt my cock throb and tighten. Fuck, I wasn’t going to last. I best savor this moment, burn it into my memory.
“You feel really good, Mom,” I moaned.
“Y-you too, honey. Your cock feels amazing,” she replied.
That made me feel good. My stomach pooled with a warm feeling of pride, knowing that im not the only one enjoying this. My throbbing, aching cock in my Mom’s unprotected pussy… Wait, wasn’t there a risk still? I was sure in biology class, we were taught that precum still had sperm in it.
Oh God, there was a very real possibility that my sperm was already inside Mom, making its way up into her womb, heading towards her fertile eggs…
My cock tensed at that thought.
I wanted it so bad.
I wanted to impregnate my own mother.
“Oh god, I’m so sorry Mommy,” I groaned. My hands gripped tighter, nails digging into her soft flesh. I was going to mate with her and there was nothing that was going to stop me.
“What? No don’t!” she groaned. But I couldn’t stop myself, I pumped into her even harder, with complete abandon.
“I’m gonna cum!” I growled. I didn’t care anymore.
“Oh fuck,” she groaned, and she reached under and started to rub her clit furiously.
“Fuck!” I cried out. My cock tensed and I came. My balls released a flood of my cum, deep into my mother. Spurt after spurt of hot, thick cum filled her.
“Oh God, Timmy!” Mom cried out. “Mommy’s cumming..!”
Mom moaned out, her hands clawed helplessly into the bedsheets as she trembled and shivered; riding out her own delicious orgasm. I felt her entire body tense around my cock, her toes curled tightly.
I was just there, clinging so tight to her, that I bruised her hips. My cock kept twitching and spurting into her, until all was left was the weak satisfied afterglow of an amazing orgasm. Spent, I collapsed on top of Mom’s back.
We led there shaken and covers with a slick sheen of post orgasm sweat.
Eventually, I rolled over to the side.
“I’m so sorry, Mom,” I panted, caressing her face. She was going to be pissed, but it was so fucking worth it.
Instead of being angry, she just smiled back at me.
“It’s okay, it felt good for me too.”
The room felt cold all of a sudden, and my brain started working again. We were buck naked with Jenna asleep next to us. The room smelled of sex.
“We should leave,” Mom said.
“Yeah, good idea.”
Quietly, we picked up our clothes and snuck back out of the room, but not before putting a blanket over Jenna.
I was at my bedroom door before Mom called out to me from hers.
“Hey, the next time you have these urges… Just come to me okay?”
I smiled. “Okay, Mom.”
The End
Thanks for reading and if you enjoyed it, please checkout my other stories on Smashwords! Stasia Grey xoxo