November 1, 2008
My Pregnant Sister
The first time I saw a pair of real, bare breasts was when I was thirteen. To be exact, cause I figured it out later, I was thirteen years, one month, three days old. I didn’t know the exact time I was born, so I didn’t figure it out that far. Still, a decent age to have seen a girl’s breasts in real life.
Too bad they’d been attached to my fifteen-year-old sister.
It happened early one morning in March. I’d woken up a little earlier than usual, had my morning masturbation, and needed to take a shower. Putting on a pair of boxers, I walked, somewhat sleepy still, to the bathroom and opened the door.
And there she stood; my sister, Deena. She was wearing nothing but a pair of panties and looking at her otherwise naked body in the mirror. My eyes were immediately drawn to her firm breasts, but then quickly went elsewhere.
“Devon!” she said, and grabbed a towel, covering herself. “Get out!”
“Deena… are you… preg-“
Feeling stunned I walked/ran to my bedroom and shut the door, my heart beating fast and my penis hard as a rock.
After a couple minutes there was a soft knock on the door. I opened it and there stood Deena, now wearing her usual sleeping outfit of a t-shirt and panties.
“We need to talk,” she said, stepping in and closing the door.
“I’m sorry!” I said, quickly. “I didn’t know you were in there!”
“Yeah, but you saw me, and you know I’m… pregnant.”
“Please don’t tell mom and dad?” she said. “I’m not ready to tell them yet.”
“I won’t,” I promised. Then, “So… how did this happen?”
Deena rolled her eyes. “The usual way. I had sex with a boy.”
“Justin?!” I asked in some surprise, knowing that our fourteen-year-old cousin was likely the one she had in mind. “Why Justin?”
She shrugged. “I was bored and horny, he was cute and willing. It wasn’t my first time. It was his. I forgot about a condom.”
“Oh,” I said, feeling vaguely dizzy.
“Yeah. So you can’t tell mom and dad, ok? It’s bad enough I’m pregnant, but if they find out it’s Justin’s baby, they’ll be really, really pissed.”
“I won’t tell,” I promised again. “But you have to tell them at some point.”
“I know,” she sighed. “I’m trying to find someone to adopt the baby after it’s born. At least then they won’t go too ape.”
“So… how far along are you?”
“Four months down, five to go.” She sat down on my bed. “You know, I’m kind of glad you found out. I haven’t told anyone else.”
“I am sorry I walked in,” I said, sitting next to her. “I didn’t know you were in there, much less naked.”
“I wasn’t naked. I had my panties on.”
“Well, true.” I blushed. “At least you looked pretty.”
Deena snorted. “I look fat.”
I shook my head. “Not true. I didn’t know you were pregnant until I saw you in your panties. No one can tell otherwise.”
“I thought I was getting all fat.”
“No, you looked fine.”
“Really?” She pulled up her shirt to expose her stomach.
“Well, I mean, I can see you’re pregnant when you do that,” I said, “But otherwise I’d have never known.”
“Oh. Well, thanks, Devon.”
“You’re welcome.” I ran my fingers rather nervously through my hair. “Since I know you’re pregnant, would you mind, like, answering some questions for me?”
“So, like, how did you do it with Justin?”
“You mean like what position?”
“He was on top of me.”
“Oh. But there are other ways, right?”
“Sure, like the girl on top, doggie-style, side-by-side.”
“Any other questions?” she asked after a moment.
I scratched the back of my neck, feeling stupid. “Ok. Well. I mean, when the baby is born, it’s going to come out your… pussy, right?”
Rolling her eyes, she said, “My vagina, yes, and thanks for the reminder.”
“Well, I mean, that’s where the boy’s penis, goes, right?” She nodded. “And it has to be tight enough to hold that, so how can it be tight enough for that, but big enough for a baby to come out?”
“It stretches,” my sister said.
“Yeah.” She looked at me. “Haven’t you ever seen a vagina before?”
I shook my head. “In pics, but not real life.”
“Well, yeah, there is a slight difference. I hadn’t seen a penis before I lost my virginity last year, though I’d seen them in pics. I really wasn’t prepared for the reality.”
“Could I see yours?” I asked, suddenly.
“What? No, Devon, I’m your sister!”
“I’ve already seen your breasts,” I pointed out. “Plus I’m keeping your secret. You could at least let me see it in return.”
Deena scowled. “Alright, but you can’t tell ANYONE I showed it to you, ok?”
“I won’t,” I promised.
“Alright,” she said, and then stood up and pulled down her panties. When she sat back down on my bed she spread her legs. “Ta-da.”
My already hard penis twitched, giving me a reminder that I was wearing only boxers. I looked closely at the slit between my sister’s legs. It was… weird. It was like what I’d seen in pics, but different.
She took a couple fingers and pulled it open. “There’s the hole, in case you were wondering.”
I eyeballed a hole that seemed only a little bigger around than my thumb. “A baby comes out of THAT? It doesn’t even look big enough for a boy’s penis!”
“It DOES stretch, you know,” she reminded me. “Trust me. A boy’s penis can fit in there, otherwise I wouldn’t be pregnant.”
I laughed. “Well, yeah, that does seem pretty obvious.”
I looked closely at my sister’s vagina, my face only about a foot from it. Then I looked at her and said, “Hey, I got another question.”
Feeling myself blush, I said, “Can I… lick it? Just to see what it tastes like?”
Deena blinked in surprise. “Lick it?”
“Yeah. If that’s ok.” Even I had no idea why I wanted to, but it seemed like a good idea.
“Uh… well, I guess if you want to you can.”
“Thanks.” I leaned in close, looking at Deena’s vagina. Then I stuck out my tongue and ran it from the bottom up to the top. It tasted ok, so I did it a couple more times, and when my sister didn’t tell me to stop, I kept doing it. Mostly I just ran my tongue along the slit but sometimes I would lick this little bump at the top, and she would moan a little. I guessed she enjoyed that. She also seemed to like it when I slid my tongue into her vagina itself.
“Oh… oh, god,” she whispered as I kept doing it.
I lifted my face up. “Is something wrong?”
“God, no! Just don’t stop!”
I shrugged and went back to licking my sister’s vagina, pleased she seemed to enjoy it.
“Use your finger, Devon!” she gasped out at one point.
“Put a finger inside me!”
I placed my index finger at the entrance to my sister’s vagina and slowly slid it inside, marveling at the sensation of her flesh clinging to it. I still thought there was no way a baby could come out through there, but I guess she knew better than I did. With that thought in my head, I went back to licking, mostly working on the little bump, since she seemed to like that best.
“Oh… oh, yes… oh… keep going… keep… ah!”
Deena’s whole body suddenly tensed and I felt her vagina clutching at my finger as she had what was clearly an orgasm. I didn’t even know for sure if girls had those, and now I’d given one to my older sister.
I sat back on my knees, pulling my finger out of Deena’s vagina and looking up at her reddened face as she slowly returned to sanity.
After swallowing and trying to get her breath back, Deena calmly said, “Devon?”
“Where did you learn how to do that?”
I shrugged. “Just now. I just did what I thought you might like.”
“Well…” She took another deep breath. “You were right.”
“Cool,” I said with a little grin. Then, “Uhm. I have a couple more questions, if that’s ok?”
“Give me a second.” She closed her eyes and took one last deep breath. “Alright.”
“Ok.” I stared at my sister’s vagina. “So when you do it with a boy on top, how does that work?”
“What do you mean?”
“Well, I mean, like doesn’t he squash you?”
Deena laughed, apparently completely recovered from her orgasm, though certainly more relaxed than she had been before. “God, Devon, you’re such a virgin. No, he doesn’t squash me.”
“Well, then, how does it work?”
Exasperated, Deena said, “Ok, get on top of me.”
“What?” I asked in a slight panic.
“Keep your boxers on and get on top of me. I’ll show you how it works.”
Licking my lips and having no clue what my sister had in mind, I moved so that I was holding myself over her, kind of like I was doing push-ups, my boxer-covered penis just barely touching her pubic hair.
“There, see? You’re holding your weight with your hands. Now move your body so that you’re on your elbows.”
I did as I was told and now had much of my body pressed against hers. I could feel the fabric of her t-shirt against my bare chest but was even more aware of the fact that now my crotch was rather firmly pressed against hers.
“There,” she said, smiling up at me. “If you weren’t wearing your boxers, you’d be able to get it in me pretty easy like this, see?”
“Now, see, if you were actually doing it, all you’d have to do is just move your hips and you’d go in and out.”
“Like this?” I said, thrusting awkwardly, aware that each thrust rubbed my boxer-covered penis against my sister’s naked crotch.
“Mmmm… yeah, like that. But lower your body down so that most of it is against me.”
“Like this?” I asked, doing as I was told.
This gave me a new angle to my thrusts, and each time I moved, I thought that I might be pressing directly against my sister’s vagina. I also started to realize that my penis was working its way out of the fly of my boxers. I began to change the angle of my thrusts, trying to free it from its confines and was rewarded when it finally popped out of my boxers.
Now as I thrust I could feel my sister’s vagina directly against the underside of my penis. God, it felt wonderful! I’d never experienced anything so nice as that was! I kept moving, enjoying the sensation and thinking to myself that if I accidentally went into her, well, that wouldn’t be so bad, right?
“Devon?” she finally said after a couple minutes of this.
“Yeah?” I asked, freezing.
“You’re trying to get it in, aren’t you?”
“Uh..” Not sure what to say, I settled for honesty. “Yes. Sorry.”
“That’s ok.” She thought for a few seconds and then said, “You made me cum with your mouth, and you’re the first boy to ever do that.”
“I am?” I said, feeling pleased.
“You are. So that deserves a reward.” She took another deep breath. “If you want to, I’ll let you put it in me.”
“You will?” I asked, overjoyed.
“Yes. I’ll even let you cum in me. What the hell, it’s not like you can get me pregnant. But! You better enjoy it, cause it’s the only time I’m going to let you do it with me, ok?”
“Ok!” I sat up, my stiff penis sticking of the fly of my boxers. I took it in my hand and touched it to what I thought was the right place. “Here, right?”
“Yeah. Just slide it in.”
I pushed forward and watched in amazement as slowly, easily, my thirteen-year-old virgin penis slid into my pregnant sister’s fifteen-year-old vagina. I pushed it in as far as it could go, and just like that my virginity was a fading memory.
“You like it?” my sister said with a grin.
“Uh-huh…” I whispered back. Then, moving slowly cause I didn’t want to cum too soon, I lowered myself back onto her body and started moving my hips, working my penis back and forth inside her vagina.
Wrapping her arms around me, Deena said, “Feels pretty good, doesn’t it?”
“Yeah…” I said, somewhat raggedly.
She slid a hand under my boxers and squeezed my butt. “Enjoy it.”
I closed my eyes and tried to take it as slow as I could, knowing this was going to be the only time I’d be laying my older sister. Despite my efforts, though, I knew I wouldn’t be able to last forever.
Opening my eyes I looked into my sister’s face. “I’m… I’m gonna cum soon…”
She brushed some of the hair out of my eyes. “Go ahead, Devon. Cum inside me.”
That was it! I let out a moan of pure pleasure and pushed my penis as deep as it would go into my sister’s vagina, letting the bliss wash over me as I shot my sperm into a girl for the first time ever.
Totally spent I collapsed on top of her, aware that she was still squeezing my ass with one hand as she ran the other through my hair whispering, “You did good, Devon. You did real good.”
True to her word, Deena never let me fuck her again. I never flat-out asked her if she wanted to, but I did broadly hint, and she never took me up on it. That was ok, though. I at least had a souvenir in the form of the boxers I’d been wearing when we fucked. I never washed them and kept them under my bed. Every once in a while I’d drape them over my face while I masturbated. It wasn’t as good as sex, but when you’re thirteen and you’ve only fucked a girl once, you’ll learn to make do.
Copyright 2008 by Alex Hawk, all rights reserved. Edited by Arthur the Panther.