"The Unplugged Challenge" - Sex Stories

"The Unplugged Challenge"

... incredibly tight, with a ribbon of pink flesh in between the lips that separated into two ribbons towards the bottom. “I’m keeping my socks on, 'cause the floor’s kind of cold,” she said. I didn’t really pay what she was saying much mind. “Yeah, sure, whatever.” I was stroking there, eyes moving back and forth between her pussy and her breasts. I tried not to look at her face, but whenever I looked up from her pussy and caught a glimpse of her watching my dick it ramped up the excitement. A naked girl in my room was hot. That it was my s****r was incredibly dirty, somehow beating out even the raunchiest porn. After a minute or two of just standing there in front of me, Krista looked around and got my computer chair, wheeled it across the floor a little, and sat in it, spreading her legs so I could get a good look. “Hey, Bobby… what do you think about when you do it?” “I don’t know,” I said. “Girls I like. Sex stuff I want to do.” “Have you ever done it? Sex?” I thought about lying, but I just assumed she’d call me on it. I wasn’t exactly a social butterfly and she knew it. “No, but don’t tell anybody.” Krista leaned back in the chair and one hand crossed over her pussy. One finger ran down the slit, separating the lips just a little as it went. “So what’s the furthest you’ve gotten?” “Kissing a couple girls. And I felt up Judy Austen a little.” She broke it off soon after. That had ramped up my anxieties; she wouldn’t tell me why, so I’d naturally assumed I’d done it wrong. ...

... “How about you?” For some reason, I didn’t think my s****r was still a virgin. She was too hot, and had a couple boyfriends, though she wasn’t seeing anybody right now. “You can’t tell Mom or Dad, right?” I agreed quickly. “I’ve given a couple guys I dated blowjobs. I haven’t actually done it all the way yet, though I came close with Tommy.” Her last boyfriend. They broke up after she caught him kissing her best friend. I only found out about it through Facebook, a couple days after. To cheer her up, I sent a message where I offered to beat the crap out of him. I got a smiley face response and a thanks, but she told me no, which was a huge relief… I didn’t think I could take him. “I’ll probably give it up to the next guy, I think I’m ready. I’m already on birth control.” I chuckled nervously. “I suppose the b*****rly thing to do would be to tell you to wait, but the truth is if it was up to me, I’d have lost mine years ago.” She smiled. “You’re not a bad looking guy. You probably would have lost it if you were just more confident. A couple of my friends have had crushes on you. They still might.” My eyes widened. “Really? Who?” “Nuh-uh. I was sworn to secrecy. Besides, you have to learn to ask out girls who you don’t already know are going to say yes.” That was how it was with Judy, and Krista knew it. The only thing that convinced me to ask her out was because a friend of mine swore she liked me and had been asking him about me. Even then I had to send a message to Krista to ...