Better safe than sorry

You were already taking a huge risk touching her, it was best best not to push your luck. Besides, rubbing your cock head on her soft pussy lips already felt blissful. You continued to do so while jerking off and gently squeezing on her breasts until your pleasure builds to a climax. Lost in the hedonistic act, you ejaculate right onto Caitlin's pussy, and the immense satisfaction proved to be impossible to resist. Only when you were utterly spent did you notice the complete mess you had made. Her pussy was completely covered in a layer of your thick cum.

"Oh shit!" You said. You quickly wiped the gunk up with tissue paper and hoped she wouldn't notice when she woke up, even though there was a large patch of wet bedsheet. Thinking back, it was a wise choice to not penetrate her as you would not have been able to resist giving your stepsister a creampie.

You sneaked back to your room and went to sleep. The next morning, a groggy and hungover Caitlin crawled out of her bedroom wearing only her panties and a thin tank top that was nearly see-through. The girls in this family had little concept of modesty despite the addition of a teenage male to the household.

"Are you alright, Caitlin?" You asked while handing her a cup of coffee.

"Thanks, you're the best, John. My head is killing me."

"Maybe you shouldn't drink so much then."

"Shush. You'll get it when you go to college." Caitlin tussled your hair and then rested on your shoulder. The sudden physical contact surprised you and the memories of last night rushed into your mind, quickly giving you a boner.

You relinquished control to your penis and began stroking it while staring at your smoking hot stepsister. You feel like you might go crazy with this amount of stimulation yet be unable to truly sleep with her.

"Caitlin, are you ever bothered by me jerking off?"

"...no? It's kinda fun to watch."

"But wouldn't you be weirded out if someone else jerks off in front of you?"

"Of course?"

"So why is it fine if I do it?"

"Well, because you're John, you dummy." She said as if it was a universal fact. You'll never understand how this power came to be. You continued stroking your cock until it was damp with precum.

"What do you think?"

"About?"

"My penis."

"It's actually a really nice dick. I mean, I certainly would be happy if the guys I sleep with had one like yours."

"Really?" Her words made you really happy. "Do you want to... do you want to touch it?"

Caitlin pulled away from you and had a shocked expression on her face. Your heart sunk as you knew you screwed up. Then her mouth twisted into a smirk.

"John! Did you just suggest that?"

You looked to the ground, embarrassed.

"We're family, you know? But... just a little touching wouldn't hurt, would it? Don't tell mom and dad, they'll kill me!"

Just like that, her slender fingers wrapped around your erection and started to massage it. You drew a sharp breath as the sensation overwhelmed you. It was much better than your own hand!

"You're so damn hard, John. Are you a virgin? Am I the first girl to touch your cock?" You affirmed her suspicions.

"Oh my god, that's so cute!" You were already close to the edge from her masterful handjob. It would appear Caitlin was a slut in college, not that you minded. A few more strokes later and you moaned out loud as a mind blowing orgasm surged through your body. Your cum traced a beautiful arc as it sailed through the air and splattered onto the kitchen counter.

"Look at it go!" Caitlin was gleefully milking out your ejaculate and watching your tortured expression. "Did you enjoy that?"

"So, so much!"

"Fuck me, what have I done. I swear, don't tell mom and dad, okay? They'll kick me out of the house if they knew what I did."

"Sure. My lips are sealed."