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

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

Copyright© 2024 by Kelly85

Chapter 6: Sharon Confronts Me

Coming of Age Sex Story: Chapter 6: Sharon Confronts Me - 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  

“I can’t believe you did that in front of JIM! My perverted little brother for god’s sake,” Sharon blurted out to my surprise, “And after what he did to us? How could you Kelly?”

We were just hanging out in her bedroom talking about school and boys when all of a sudden out of the blue she hit me with this.

“Ummmmm,” was all I was able to get out, trying frantically to concoct some reasonable explanation. I was horny and I did it, end of story. Still, do I tell his sister that?

“Oh Kelly, don’t give me your ‘miss innocent’ look, I know you too well to fall for that crap. Save it for my brothers,” Sharon said shaking her head at me and wagging her finger. “So tell me, why in the world would you do that for JIM? Now Steve ... him I could understand but JIM?”

“Oh Sharon, so let me get this straight ... it’s OK for me to fuck one of your brothers but not to even play with myself in front of the other, is that it?”

Sharon shifted herself so she was sitting Indian style with her legs crossed under her, her favorite position it seemed. She was really worked up and the words just blurted out of her before she realized what she was saying.

“Well yeah ... what girl wouldn’t want Steve to hit on her? Like you’re the luckiest damn girl in the entire school to have him all to yourself. But Jim? He’s just a nasty little pervert. I’d NEVER let HIM see me naked.”

Something about the way she was carrying on made me start to think about something I’d never considered before. She was looking to start another tirade so without thinking it through I egged her on.

“So you’ve let Steve see you naked? I thought you said it was just all fantasy and that you’d never do anything for real with your brother.”

Sharon was just launching into something or another but then it was like she finally figured out what I’d asked and her face instantly turned beet red and she didn’t say another word. Hmmmmmm, seems like I struck a nerve!

“Wow, so that’s what’s been eating at you lately. You’re jealous because Steve fucks me and not you! You really DO want him to fuck you - your own brother.”

On the one hand it made perfect sense as it explained a lot of what had been going on lately - the way she sulked when Steve was around me, the “mystery boy” she would masturbate thinking about with me but not tell me his name, and now the anger she was displaying because of what I’d done with her younger brother. Sharon’s expression swiftly changed from embarrassment to defiance.

“You can’t say anything because you don’t have an older brother running around in nothing but tight gym shorts,” she whined, “He locks himself in the bathroom forever and I know he’s jerking off about YOU. But will he even LOOK at me when I try to get his attention?”

She stopped there but I was guessing the answer to her final question was NO. I was feeling really strange as my emotions switched back and forth. On the one hand it was really hot that Sharon wished her brother would fuck her. I mean like that would be incest, something everyone associates with being taboo and pornographic. In Pennsylvania it was generally accepted that only perverts and people in West Virginia do that sort of thing.

On the other hand it WAS incest. Sharon wanting her own brother would be no different than me lusting for my father yet I couldn’t even imagine such a thing. Ewwwww ... Like he was her BROTHER! Most girls tell me they can’t stand their brothers yet here was Sharon getting all hot and horny talking about hers. Her motivation was pretty obvious from the way her face remained flush and she was squirming on her bed. I knew my friend well enough by now to know when she was feeling more than a bit randy.

“So tell me ... how have you tried to get his attention?” I asked, not sure if she would actually answer but now I was dying to know more. It was like a car race where you felt guilty wishing for a wreck but you can’t wait for one to happen.

I looked at my girlfriend and then thought of her brother when he was all horny and naked, his wonderful hard dick standing up straight as he approached me with that glint in his eyes telling me that he was going to fuck me and at that point there wasn’t a darn thing I could do about it - as if I wanted. It wasn’t hard for ME to get his attention, that was for sure!

Sharon looked at me for a moment as if she was trying to decide if I was really interested or just trying to embarrass her. Evidently she sided with me being curious.

“Well obviously I can’t do what you do and just strip in front of him,” she started but I stopped her.

“How do you know I do THAT?”

Sharon giggled and grinned at me. “You don’t think anyone ever watches you when you guys do it here? I’m not always gone as much as my horny brother thinks.”

“So you SPY on us?”

For a moment I wondered if she had any idea who else had been spying on us at their house. Did she even have a clue that her mom had a keen interest in what her son was doing with his girlfriend? Even if she did I couldn’t believe she could even imagine what had happened a month or so ago when her mom “caught” me and Steve right in the middle of sex. Let’s just say Sharon isn’t the only one in her family that’s jealous of me!

“Well, if I can’t get him to do me, I at least like to watch him do you. It’s the only time I get to see him naked.”

Wow! I mean like WOW! So Sharon had watched me being fucked by her brother. Other than her mother (and that was only once) nobody had ever watched me having sex with Steve. OK, so my dad will spy on us now and then when Steve is fucking me in my bedroom or in the hot tub but that’s totally different. He’s just checking to make sure I’m OK whereas Sharon was watching to get turned on. My dad made me feel secure while Sharon made me feel like a porn star. Sure he gets aroused watching us but what man wouldn’t?

My pussy was starting to tingle and I couldn’t help but reach down and press on my crotch to try and tame it. God this was so hot. My best friend was telling me how she got off seeing me having sex! Not only that but with her own brother!

“So tell me Sharon,” I asked in a soft husky voice, “Tell me what you think about when you watch your brother fucking me.”

Sharon had her hand between her thighs now as well. We were each wearing tight jeans which sort of got in the way but it was like neither of us wanted to be the first to make a move in that direction.

Sharon sighed as she cupped her crotch and pushed down on her clit through the denim. “I just can’t get enough of his dick. Damn it Kelly, if anyone should know how good it looks you should. It’s like he gets SOOOOO hard it quivers.”

She was right about that - I DID know. In fact I think I knew Steve’s dick better than anyone besides his right hand. Steve had quite a rep when we first started dating for screwing half the girls in class (maybe an exaggeration but not as much as you might think) but I’m pretty sure none of them had blown him as much as I have and certainly none of them had been laid as many times as he’d done me.

“Yeah, I love that too,” I sighed as I couldn’t take my eyes off her hand between her legs, “Mmmmmmm, I really do love his dick.”

“So is Steve’s the only one you’ve had?” she asked as if she didn’t know the answer.

I assured Sharon that I’d never so much as touched another cock in my life besides Steve’s. That was essentially true as there was no need to confess how earlier I’d held my dad’s and used my hand to make him cum. What I did with Steve’s dick was 100% sexual. With my dad it had been just my mom’s way of teaching me about men. I’d seen him masturbating earlier that day and was naturally as curious as any teenager would be so what better way for my mom to explain that to me than to let me learn on my own father?

“What about you?” I asked.

Sharon shook her head ruefully. “Never touched one,” she confessed ruefully, “I DID see Steve’s once this past summer when I barged in on him when he was going to the bathroom. Oh my god, I thought he was going to kill me!”

“Trust me, his is WONDERFUL!” I giggled.

Sharon was watching me as I rubbed myself but she answered without looking away saying, “Yeah, it’s pretty obvious how you feel about it.”

We both laughed at that but if anything, it was like it only turned us each on all the more.

“Sorry, I HAVE to take these damn things off!” she gasped as she stood up and undid her jeans. She worked them down and then tossed off her shoes and pulled them off the rest of the way. Underneath she was wearing pink cotton panties which quickly joined her jeans on the floor.

“God this is so much better,” she sighed as she laid back against the headboard and spread her legs. It was like she wasn’t embarrassed at all to expose herself like that to me but then it wasn’t like I’d never seen her nude before. Well, never quite like THIS though.

What the heck, why not? I also stood up and pulled off my jeans. Unlike her I wasn’t wearing anything underneath, a distinction she quickly noted.

“Kelly, do you EVER wear panties?” Sharon asked me, “I mean like I can’t remember ever seeing you with them on. How did you ever talk your mother into letting you go to school like that?”

I couldn’t help but laugh a little as I took up my position at the foot of her bed. I figured if she was going to put herself on display as she masturbated then I may as well too. Besides, from what I’d just learned it wasn’t like she hadn’t seen me doing this sort of thing before.

“Sure I do, like when I was teasing poor Jim,” I replied, “And I DO sometimes wear panties to school, like when I’m wearing a really short skirt.”

“OK, just wondering as it seems you never have them on whenever I’ve noticed.”

“Well, like I just said, sometime I pretty much have to wear something with some of my skirts and dresses,” I explained more, “Also, Steve likes it sometimes when I wear them ... I think he enjoys smelling them after I take them off.”

Sharon had lifted up her sweater to expose her solid A-cup boobs now as she rubbed them with one hand as she worked her fuzzy pussy with the other.

“Really?” she said, “I wondered sometimes if he was into that sort of thing. I’ve left mine out hope hoping he would use them but he never touches them.”

I was tempted to tell her to check under his bed or in his drawers for some of mine. Like I couldn’t even count how many times he’d kept mine after a date. My poor mom complains all the time about having to buy me so many panties, at least she did until I explained why I kept “losing” them. After that she started buying me cheap “date” panties” which saved her a lot of money in the end. Hmmm, maybe I need to patent “disposable date panties”?

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