Ever Notice?

Ever notice, while you are in the middle of doing something really stupid—usually just as you have passed the point of no return, and will have to live with the consequences anyway—that you have this moment of clarity, seeing for yourself just how boneheaded your actions were? Usually (in my case anyway) the stupidity was all about trying to impress a girl.

I was sliding down the center handrail on the long set of stairs that lead up from the parking lot to the front entrance of the high school where I would be graduating in two short (long, endlessly long) months. I was on my friend Patrick’s skateboard (never mind that I can barely stay on a skateboard on level ground), and headed for disaster. Shannon Kelly; beautiful, blonde, tits-like-ripe-melons Shannon Kelly the cheerleader, was watching with something like a smile on her perfect face. I had a crush on Shannon. Or, perhaps more accurately, I had the hots for her. Sweet, virginal, aloof Shannon Kelly. I wanted to lose my virginity to her. I wanted to get down on my knees and lick her pussy. Christ, I just wanted to touch her. Never mind that I had never spoken two words to her. For some reason I thought she might be impressed by me sliding down the center rail on that long flight of stairs. Pretty boneheaded.

I distinctly heard the bone snap as I landed palms first, and started to tumble. I was near the bottom of the stairs when I finally stopped. I heard someone say, in a hushed, almost reverent tone “Oh shit, I think he’s really hurt.”

I couldn’t move my hands. I didn’t even want to try. The wrists were already swelling grotesquely, turning purple. What hurt worst, what cut through the pain that was already leaking through the adrenaline, what really cut deep, was the pitying look on Shannon’s face as she looked down at my crumpled body. I could already hear the two-tone howl of the ambulance approaching. What a stupid maneuver.

All in all, it could have been worse. I had a mild concussion, and a collection of bruises and abrasions to go with the two broken wrists. The doctor said they were clean breaks, and that I would have to wear casts for the next 6 weeks. I should be out of the casts in time for graduation. He even set my right hand so that I could, with practice, hold a pencil.

My family and friends were all really nice about it. I got a surprisingly short scolding from my mom, and Shannon was sweet enough to initial my cast. Just having her that close to me, having her acknowledge my existence, was enough to give me a raging erection. Which, of course, led immediately to the obvious problem.

I had been jerking off for about the past five years. In that time, I doubt that I had missed a day. I often did it twice a day, sometimes more. I had an active imagination, and a large stash of pornography. Now, it was impossible for me to masturbate. And believe me, I had tried.

The first week was pretty rough. The second week was even worse. I could think of nothing else. For the first time in my life, I had wet dreams. This was doubly embarrassing because I couldn’t make my own bed. My mom was kind enough not to say anything.

My sister Stephanie was home from college the next weekend. I can’t really say I blame her for breaking out in laughter the first time she saw me.

Steph and I watched a movie while mom went over to her friends to play cards. For all her ribbing, Steph was nice to me. She got me a coke, and let me pick out the movie. She was twenty; two years older than me, and our relationship had always been a little rocky. She was the older sister, and I had always been the bratty little brother. Growing up, we had to compete for time and attention from mom. Since she had been away at college, we had started getting along better.

As she put the tape in, I sneaked a look at Steph’s ass. It looked nice, squeezed into a tight pair of blue jeans. My sister had really turned into a woman in the last couple years: she had gone from being an awkward, gawky adolescent to a tall, good looking college girl. I hadn’t realized until tonight just how sexy she looked. Or maybe it was just that I hadn’t been able to touch myself in two weeks.

“I probably shouldn’t ask you this” Stephanie said as she sat back down on the couch, “but how do you masturbate with those things on?”

I was totally taken aback. I’m sure I blushed deep red. It was a moment before I was able to answer “I can’t.”

“But you don’t have a girlfriend do you?”

“No” I answered, still blushing “I don’t.”

Steph took that in for a couple seconds. “Wow.” She said “You mean you haven’t gotten off in two weeks?”

“Yep.”

“And you won’t again for another four weeks?”

“Nope.”

“Damn.”

We watched the movie in silence for a little while. For my part, I was glad that Stephanie had stopped questioning me about my masturbation habits. It was embarrassing.

“Maybe I could help you.” Steph said suddenly.

“What do you mean?” I asked.

“Well everybody knows guys masturbate all the time. Girls do too, by the way. So how bad would it be if I did it for you?”

“Stephanie” I said, shaken by the idea “We can’t do that. You’re my sister.”

“So what? It’s not like we’d be having sex. Besides, it might be fun.”

Well, I could hardly argue with that. Besides, my cock was already getting stiff.

Understand that I was very inexperienced at the time. I hadn’t dated at all, all the way through high school. I guess I thought I was unattractive. I was really shy. My sex life so far had been limited to looking at back issues of Penthouse and fantasizing about Shannon Kelly (or whoever my obsession du jour was). It had never seriously occurred to me that a girl might actually be interested in what was inside my pants. Now my own sister seemed highly interested in just that.

Stephanie was fumbling with my fly before I had a chance to say anything. She fished my penis out from inside my boxers.

“Not bad Little Bro. Here, it’ll be more comfortable if we get your pants down.” I lifted my ass off the couch, and together we worked my jeans and boxers down. I felt incredibly exposed like this. I really couldn’t believe it was really happening. “The girls at your school are really missing out.” She said as she hungrily eyed my throbbing erection.

Her hand felt really nice on my cock. As she was talking to me, she slowly, softly started stroking. I closed my eyes and let my head fall back, enjoying the new sensations that my penis was experiencing.

“Do you look at porn when you do this to yourself?” Steph was still stroking me, sometimes faster, sometimes slower. “Sometimes I do. Or do you imagine some girl from school that you’d like to fuck? Is that what you’re doing right now? Pretending that I’m her?”

She stopped for a moment. I was afraid that she had stopped for good; that she was going to leave me hanging like this.

“Would it help if I took off my shirt?” Stephanie didn’t wait for an answer, but pulled off her t-shirt and reached behind her back, unsnapping her bra, letting her sizeable breasts swing free.

I’d seen plenty of pictures in the magazines, but I had never seen real breasts in person before. Stephanie had a nice pair, maybe not as big as Shannon’s, but nice nonetheless, and real and right in front of my face, jiggling nicely as she moved. Her nipples were large and pink and swollen. They looked delicious.

“That’s right” Steph said, her hands resuming their work on my aching cock, “Pretend I’m her. Pretend I’m that horny little high school girl who just wants to make your big cock squirt.” Her tits shook as she jerked me off. I was in heaven.

Without warning, Stephanie lowered her head, taking my penis into her mouth. It was hot and wet in there. Involuntarily, I raised my hips, fucking her mouth. All thoughts of Shannon Kelly were gone.

“Stephanie I’m going to come!” I managed to say through gritted teeth. I couldn’t hold back any longer, and I wanted to warn her. I had heard that girls don’t like guys to come in their mouth; I had heard that it was gross. Stephanie showed no sign of retreating, but sucked harder, and slipped her hand under me, cupping my balls and pressing a finger against my anus. It was too much.

It felt like I would never stop coming. I pumped and pumped into her mouth, and Steph swallowed it all. It was the best come I had ever had. She stayed with me until my penis grew soft and got too sensitive to be touched.

My wilted cock popped out of her mouth, and she quickly stood up and unsnapped her own jeans. As I watched, amazed, she dropped her pants and yellow panties and kneeled next to me on the couch. I could feel the heat radiating from her dark pubic triangle just inches from my face. She slipped a finger between her legs, parting her puffy outer lips. I caught a flash of pink, and saw moisture. It only took a few seconds. Her finger was a blur, rubbing urgently. Then her stomach spasmed, her skin blushed red, and she came in little gasps.

I liked watching her get dressed. I liked the way her breasts moved as she moved. As she was putting her bra on, we heard moms’ car pull into the driveway. We realized that the movie was almost over. She helped me get my pants back on and buttoned up.

“This will be our little secret.” Steph said, snuggling up against me to watch the last minutes of the movie. “Our little secret, just between us.”