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

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

Copyright© 2024 by Kelly85

Chapter 3: Seeking Advice

Coming of Age Sex Story: Chapter 3: Seeking Advice - 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 said, I finally went to the one person I knew I could trust for an answer and advice in this sort of situation - my mother. I hadn’t told even her about Steve and his mom so it sort of surprised me when she didn’t seem all that shocked by the news. It was almost like she knew about it already but then I knew that wasn’t possible. Then I told my mom about Sharon’s infatuation with her brother and yet again, my mother reacted calmly without even blinking an eye.

“So does it bother you that Sharon wants to have sex with her brother?” she asked me as I laid out naked on the bed and let her rub my back and legs. Other than my dad, she gives the best rubdowns! I’ve tried to teach Steve how to do them but for some reason he seems to think only my boobs and pussy need massaged. Go figure.

I had to think about that one for a few moments. My first reaction was to blurt out that yes, it DID bother me. First, she wanted to have sex with my boyfriend and so far as I was concerned I was the only one he was fucking these days. Second, it was her BROTHER! I mean like who wants to have sex with her own brother? It just wasn’t natural. I sort of felt a little guilty as I was embellishing things a bit with my mom in that Sharon never said she really wanted to have sex with her brother. Still, to even harbor such fantasies was close enough for me to qualify for some serious therapy.

Just before I answered I stopped and thought again. Really, was I THAT jealous that I couldn’t share Steve? It’s not like I was the only girl he’d ever had sex with ñ far from it. Once I sort of mentioned that to him once, trying to get him to tell me just how many he’d has sex with before me but he would always just tell me it didn’t matter and change the subject. Just because I only wanted to have sex with him didn’t mean he had to feel the same way about me, did it?

As for Sharon’s infatuation for her brother (or at least the concept of her brother), what made her different than every other girl in school that would trade places with me in a heartbeat? She was fourteen, same as me, so why shouldn’t she have the same cravings as I did? So far as I knew Sharon was still a virgin without having even touched a real dick whereas I couldn’t even imagine a life now without sex. Sure masturbation felt good but it was nothing compared to having Steve’s dick buried in me.

“I guess not now that I think about it,” I sighed finally in response to my mom’s query. In any case I wasn’t think about much of anything any more than the feel of her soothing hands on my naked body.

“So are you going to do anything about it?” she asked quietly as she worked her way down my left leg.

“I don’t know, what do you think I should do?” I replied. I really didn’t have any idea - that was why I was asking her about it in the first place!

My mom just hummed to herself as her fingers worked on the inside of my thigh. I parted my legs more to make it easier for her to massage me there. I smiled to myself - her humming was always a dead giveaway she was thinking about something intently. I must have dozed off as the sound of her voice made me jump.

“OK ... So what about this?” she started, “You like to be watched, right?”

“You mean during sex?”

She laughed. “No, when you’re doing homework ... of course I meant during sex silly.”

“Yeah, so what?”

She paused again as if to collect her thoughts. Where was she going with this line of thought? Sure I loved being watched when I was having sex with Steve. It was one of the main reasons I liked it when Steve came over and we did it in my bedroom. While he didn’t know it, my dad would often spy on us. After I caught him the first time he tried to tell me that he was just making sure I was safe but his erection betrayed him. I thought it was pretty cool that my dad got off seeing me being fucked by Steve so after that I always made sure not to close the door to the bedroom all the way.

“So why don’t you let Sharon watch?”

Hmmmmmm, now THAT was an idea. My mom always had great ideas and this was one I never would’ve thought of on my own. Having his own sister watch us? Now that would be pretty hot for me and I bet it would be just as hot for her. OK, so maybe not as much as actually DOING him but at least she’d get to see him in action. The more I thought about Sharon spying on us while Steve and I were having sex the more I liked the idea and the hornier it was making me. The odds of it ever actually happening were infinitesimally small but it was a hot fantasy which just got me all the more horny. It wasn’t helping that my mom was still massaging one of the most erogenous areas of my body - my inner thighs. Was it just coincidence that she was taking so much time there at the same time she was suggesting such an erotic idea? My mom is a pretty smart cookie - she knew exactly what she was doing to me!

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