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.”

~ ~ ~

4 thoughts on “Into the Deep End

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