My sister grabbed my shaft and gave it a squeeze. She gathered the loose skin around my dick and dragged it over the circumcised head, slowly teasing, then pulled it back down, taut. She reached into the leg hole of my boxers with her free hand and cupped my balls.
I’m sure all of this sounds hot. My sister sitting on my bed and stroking my cock. But the truth is, it weirded me out. My mind, my heart, was racing. My stomach twisted. Really, my dick was the only one on board with this and he was not an impartial observer.
I just didn’t find my older sister attractive. That’s not to say that she wasn’t good looking. She very much was. Darcy had a thin face with a cute upturned nose and perfect Cupid’s bow lips. Her cheeks dimpled when she smiled. Her brown hair was long and thick and, when it wasn’t tied up, hung all the way to the middle of her back.
And Darcy’s body was, well… I mean, she was a beautiful woman in her early twenties. Darcy was tall and thin with a flat stomach and long legs. She had a perky butt and big breasts – I had no idea the cup size but I could tell by the cleavage in her work outfit that there was a lot there. Darcy always dressed well. Her outfit that day – complimented by her painted nails and diamond stud earrings – was that wonderful mix of professional and sexy.
So objectively, sure, this was a gorgeous woman working me off. But it was also my older sister and I couldn’t get past that. However, when I asked her to stop, Darcy shook her head and kept stroking.
“You have to promise me, E,” Darcy said. “Tell me you’ve learned your lesson.” She rubbed me up and down at that leisurely pace. My breath came out in little gasps and rattles. My body was torn between disgust and desire. What was my sister doing to me?
“You’re a teenaged boy with raging hormones,” Darcy said, “I get that. You probably need to bust a nut at least twice a day, right?”
“Uh huh.” It was usually more than that, but I was lost for words. Darcy rubbed my dick, rhythmic, like rowing a boat. Stroke. Stroke. Stroke.
“But there’s no reason for you to do that to yourself when your big sister is right across the hall and happy to do it for you, right?”
And there it was. Darcy’s mission statement made clear. She wasn’t mad about me masturbating. She was upset that I didn’t let her rub me off, herself. That made so much sense and yet was also completely insane at the same time. Like I wasn’t discombobulated enough already.
“So, from now on, if you need to empty your balls, just come find me and I’ll do it for you, OK?”
“But Darcy, I mean. Isn’t it, like, wrong?” I asked. I don’t know what I thought would happen if I argued. Like, if I brought up a rational point, did I really think my older sister was going to suddenly stop and remember herself? Yet I continued to debate her. “You’re my sister. We aren’t supposed to do stuff like this.”
“Of course we are,” Darcy said cheerfully, “That’s what big sisters are for. To take care of their little brothers.”
“Darcy, please don’t take this the wrong way. I really really appreciate what you’re doing, and it feels really really good but it’s not right and I don’t like it. Please let’s just stop, OK? I promise you’ll never catch me jerking off again.”
“You’re right I won’t,” Darcy said, “So we’re agreed?” My older sister looked me right in the eyes. She was slightly taller than me, so she had to scrunch down a bit to do it. Her green eyes were gorgeous, whorled with brown, and they seemed to swallow me up in an emerald undertow.
“I…”
“Like you said, this feels really good. Right Ethan?” Darcy started moving her fist up and down even faster. My body was betraying me. I didn’t want to like this. But I couldn’t stop myself.
“Y-yes.”
“You can have this every day, anytime you want. Just let me take care of you. OK?”
I took a deep breath. I don’t why, but in that moment, I didn’t feel like I had much of an option. It was either agree right then or argue more until I eventually agreed later. So, the choice seemed kind of obvious. “OK.”
Darcy’s face broke into a broad grin. She took her hand off my cock, then spit in her palm. She showed me, like a proud little girl, then draped her drippy hand all over my dick. Then she grabbed me in her slippery grip.
Darcy started stroking me. At first, she used that same slow motion from before, but she gradually gained speed. Every movement made a wet noise, like stirring mac and cheese.
Squick squick squick.
My older sister was jerking me off even better than I could do myself. Just the foreign feeling of a strange hand working me was enough to take it to a new level. But Darcy also knew the exact pace and pressure to drive my pleasure. It was both horrifying and incredible at the same time.
“That feel good?” Darcy asked.
“Uh huh,” I said. It was all I could get out.
Squick. Squick. Squick.
“Of course it does,” Darcy said, almost cooing. She took her other hand out from under my boxers and started to stroke my hair, lovingly.
“Oh God,” I said. A bit of precum leaked out of my cockhead. Darcy gathered it and used it to lubricate me even more. She was pumping me as fast as she could now.
Squick squick squick squick squick.
“You going to shoot for me, little brother?” Darcy asked.
I had been staring down at where my sister’s hand met my dick. Now I turned to look at her face, all screwed up in concentration as she worked me over. She caught me watching and smiled back at me.
“Yes, baby. Do it. It’s alright. Show your big sis what a good boy you are and give me your cum.”
“Ah. Ah. Ah.” It was the only sound I could make. These weak little gasps. Suddenly my cock jerked. My balls jumped upward. The pleasure raced up my shaft and exploded throughout my body.
“Oh!” Darcy cried in surprise as the first thick rope of semen shot out of me. She slowed her strokes, drawing out my orgasm. I spurted again and again. “Oh yes!”