Kelly's Diary 011 - Teasing My Boyfriend's Sister - Cover

Kelly's Diary 011 - Teasing My Boyfriend's Sister

Copyright© 2024 by Kelly85

Chapter 8: Continuing In My Bedroom

Coming of Age Sex Story: Chapter 8: Continuing In My Bedroom - Dating a guy exclusively can be more complicated than people might think - there's his family to deal with as well. I suppose it goes both ways but in my opinion Steve's family posed much greater challenges for me than my parents did for him. It didn't help that his younger sister was jealous I was having sex with her brother!

Caution: This Coming of Age Sex Story contains strong sexual content, including mt/ft   ft/ft   Consensual   Heterosexual   True Story   Exhibitionism   Facial   Masturbation   Oral Sex   Voyeurism  

As I led Steve up the creaky old stairs I wondered if he had any idea that my dad would probably be outside my door later keeping an eye on us. How badly he would freak if he knew his girlfriend’s father was checking on him to make sure he was treating her right. It’s why my parents, my dad especially, encouraged me from the outset to bring Steve home whenever I wanted so he could make sure nothing ever happened to me. I have to admit it gives me a feeling of security as well to know my father is watching out for me when I am at my most vulnerable.

After we entered my bedroom I went back to close the door. Actually I didn’t quite close it but rather left it cracked open just a bit. It was the same as I always did and Steve never seemed to notice or if he did, he never questioned anything. I turned around to see he was already stripping off his clothes for the second time. Mmmmmmm, I loved it when he was this horny. Somebody was going to get fucked REALLY good again!

I let Steve strip and jump on my bed while leaving my T-shirt on to hide my small chest. No matter how many times he’d seen me naked and fucked me I still felt a little embarrassed at times at how I looked naked compared to the other girls he’d been with in the past. Heck, I didn’t even have near the body of his own sister and he didn’t give her a second glance!

Mmmmmmm, Steve looked so handsome and sexy. I just stood there and let my eyes wander over every inch of his sixteen year-old frame. There was no mistaking he was an athlete as he didn’t have an ounce of fat anywhere. If anything his muscles rippled in his arms and stomach making my pussy react as I took in a deep breath at the sight of him. He was lying on his side, his lower arm resting on his elbow as he propped up his head while the other hand was stroking his erect cock. No need for Viagra for my guy!

“You just gonna stare at me or what?” he teased me, leaning back so I could get a better view of his hairy crotch as he stroked his stiff cock in front of me.

I didn’t do either but instead approached him and pushed him onto his back and then pushed his hand off his dick. Still standing on the floor, I leaned over and took his dick in my mouth with my hands holding myself off the bed. My first thought was how smooth and warm it felt, how firm yet soft it was between my lips.

“Ahhhhhh, hungry girl tonight, eh?” he chuckled as he put both hands behind his head and scrunched my pillow up under it so he could more easily watch me as I sucked his cock.

He had NO idea! I wasn’t just hungry for his dick, I was STARVING for it. After talking to Sharon about her brother all afternoon, after masturbating together with her about him, after sitting through dinner with him feeling me up under the table ... yeah he’d better believe I was hungry for his dick!

It was awkward in this position so I climbed on the bed and kneeled between his legs as he spread them wide apart for me. I laid down on my side, my head resting on his lower stomach as I held his dick in my mouth. Normally I would’ve been licking it up and down the shaft, kissing the head and letting my lips run along him. Not tonight though. Right now in the privacy of my room I wanted him in my mouth and to never let him out.

“Damn Kelly, slow down,” Steve moaned, “If you keep this up I’m gonna cum. I’m not a machine you know!”

If I was ready to let him out of my mouth I probably would have made some sarcastic remark about that being the entire point of my efforts. One of the great things about having sex with a horny teenage boy was that you didn’t have to worry about a “one and done”. Steve would be good for three and maybe even four loads of cum before we were done tonight. So far I’d only made on withdrawal from “the bank” so I wasn’t worried.

My eyes locked onto him as I sucked on his erection, running my fingers through his coarse black pubic hair and then caressing his hairy balls as my tongue and lips worked on his dick. I LOVE his thick thatch of hair that covers the base of his dick. Sometimes when we’re out and I can’t do more I just reach into his pants and enjoy the feel of his thick coarse pubic hair as it runs through my fingers. Then there was the distinct scent, odor some might say, of his crotch that stuck to my fingers such that I could smell it later.

Our eyes met and I could see the growing lust in his face as I drove him closer and closer to the point of no return. We locked onto each other, neither of us hardly even blinking as I blew my boyfriend to the best of my ability.

“Oh god Kelly, I’m cumming,” Steve announced in a strained voice, “Don’t stop ... PLEASE don’t stop.”

At least my training was bearing fruit. When we first started dating Steve would just release without any warning, sometimes catching me off guard to where I would choke or gag. It took some work to finally convince him that by warning me I could take his cum better in my mouth and even let him see it. Apparently he liked my idea as now he almost always told me when he was at that point. Granted, I didn’t get the warning EVERY time but he was getting better at remembering.

It was show time. One of the main reasons I love to suck Steve’s cock isn’t for MY benefit. I mean like if anything my cheeks get sore and tired and sometimes it’s like he’s NEVER going to cum, no matter how hard I work it. What I love is the control and power it gives me when his dick is in my mouth. I’ve heard some boys say that they think they’re dominating a girl during oral sex. I beg to differ. Like whose most sensitive body part is between whose teeth? I love the way he reacts when I suck his dick. It’s like he almost enjoys watching his dick in my mouth as much as in my pussy. Well, maybe not QUITE as much but close.”

Then there were times like right now when I had him on the edge and instead of him cumming in my mouth and not seeing what was happening, I took him in my hand and stroked him as I opened my mouth wide and waited for the inevitable. I didn’t have to wait for long...

“Oh fuck yeah!” he moaned as the first volley of warm sperm erupted from the tip of his stiff dick and landed on my outstretched tongue.

If this had been the LAST thing we did instead of the first, I might’ve made him even happier by letting him spray on my face and boobs but that wasn’t the best thing to do when we had so much more left to do. Steve has a hard-core homophobe and HATED cum so much that had I let him cum on my face and body he wouldn’t have touched me again in those areas until I showered. Thus after I let him watch the first couple of spurts shoot from his dick and into my mouth, I engulfed him once again and took the remainder of his sperm directly in my mouth.

Oh yeah, my guy was horny! I lost count of the number of spurts of cum he gave me. All I know is that it took me two tries to get it down, followed by a third to make sure it was all in my belly. When we first started I’d been a little ambivalent about the taste of his cum but over time it has grown on me and I have to say that today I now look forward to getting a mouthful whenever I can. If nothing else it beats the messiness of having it spray on me. Not to mention I’d learned it’s a royal pain to get it out of my hair once it dries.

As I mentioned, Steve was deathly afraid if his own cum so after I swallowed his down I sat back and grinned before getting off the bed.

“Ok, I’ll be right back!” I said as seductively as possible.

He knew the routine and I also knew he appreciated the extra effort on my part. Although I had yet to do so, before the night went much further I wanted to kiss him and he’d never do that with my mouth tasting like cum.

I opened the door just enough to exit into the hallway and then pulled it until it was almost closed. Normally at this point if anyone I’d see my dad but sometime he came by later so it was unpredictable. Well, this time it was totally different as I looked to see Steve’s sister standing there, grinning from ear to ear. I motioned for her to join me in the bathroom where I closed the door behind us.

“Well, did you get to see him cum?” I asked her anxiously. For some reason it was important to me now that his sister watch. In a short time things had transitioned from being weird to erotic.

“Just wished it was my mouth on him,” she replied with a sigh, “God, you really ARE pretty good at that, aren’t you? I figured you were just exaggerating.”

She was no doubt referring to my reputation at school. Thanks to Steve’s cheerleading efforts I think everyone there, including the teachers, had heard of my cocksucking skills. Being just fourteen and being compared favorably against girls two to three years older than was a major triumph for me.

“Oh I like to think I’m getting pretty good at it. You really should try it sometime.”

Knowing that Sharon had never even touched let alone suck a dick not to mention her lustful desires for her brother, that was probably a bit much but she seemed to roll with it. As I brushed my teeth it was like she couldn’t stop talking.

“So now what, you gonna let him fuck you again?”

I just nodded as I washed away as much of the cum flavor as I could. It made me wonder what Sharon would think of the taste of her brother’s cum. God, I couldn’t believe I even thought of that! Just a few hours ago I never even thought about anyone doing anything like incest and now I was imaging her with her brother without hardly a second thought.

As I put away my toothbrush and toothpaste a naughty thought suddenly dawned on me. I should have kissed her and let her taste her brother’s cum before I brushed it all away. Just as quickly I shook my head. Like where the heck did THAT one come from? Sure we’d done it once before but that was at a sleepover and didn’t really count. Today had been filled with enough revelations but to kiss her? I certainly wasn’t a lesbian - just ask the naked guy waiting for me in my bedroom!

“OK, I need to get back or he might start wondering and come to find me.”

Sharon grinned at me and moved aside so I could get out of the bathroom.

“God I wish I was you!” she gushed quietly as I passed by. I just smiled and winked. Seeing her frustration in being left out I was glad I was me!

Back in the bedroom Steve was sitting on the edge of my bed with his dick still as hard as ever.

“Did you have to go to the dentist for a cleaning?” he teased me.

What could I say? That his horny sister had delayed me as she dreamed of being in my place? As it was, I didn’t say anything but instead stood in front of him within arm reach.

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