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

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

Copyright© 2024 by Kelly85

Chapter 4: Masturbating With Sharon

Coming of Age Sex Story: Chapter 4: Masturbating With Sharon - 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  

“Then what did he do?” Sharon asked breathlessly as I described to her how her brother had fucked me the night before. Of course I hadn’t mentioned to her why I had been so horny when he arrived that I was practically stripping on the way up the stairs to my bedroom. I’d just finished with the part where he’d cum for the first time as I was sucking his dick in a 69 position with him. Poor Sharon, I don’t think she even realized how her hands had both made their way to her crotch where she had them like a clamp over her pussy. She was wearing panties but I could only imagine how wet they were getting beneath her hands.

“Well, he likes me to keep it in my mouth as long as I can, you know what I mean, like blowing bubbles with it and sticking out my tongue when it’s all covered.”

Sharon just nodded which made me almost crack up. Yeah right, like she had any real idea of what I was talking about. So far as I knew she had never even touched a boy’s dick let alone suck one and as for knowing what it was like to have a mouthful of cum, well she only had my word for that.

“Did he kiss you after you swallowed it?”

Like she didn’t know the answer already but then she was no different than my mom when I would relate my latest date with Steve to her and she would ask the obvious questions. Steve was about as straight as a laser beam so for him to even TOUCH his cum was enough to make him grimace. To taste it or put it in his mouth - yeah right, THAT was never going to happen. At first I thought it was a bit hypocritical how he expected me to take it in my mouth and then swallow it while he flinched if it even dripped on him. Then my mom told me my dad was the same way and that it wasn’t uncommon for many men to do the same.

Fortunately Sharon didn’t ask again as I blew off her question and moved on to how I’d mounted her brother and lowered myself onto his hard dick while watching us in the mirror over my dresser. I LOVED to watch us having sex and it was almost like I was watching another couple fucking next to us except that I was feeling everything that was happening in the mirror.

“That must have felt so good to feel him entering you,” she sighed closing her eyes as she shifted her weight on the bed beside me. Sharon was sitting Indian-style with her legs crossed underneath which made it easier for her to touch herself. I noticed she’d moved one hand underneath her panties while the other was still pressing down from the outside. There was no mistaking the distinctive motion of her hands - she was getting herself off. Of all my friends, Sharon is probably the one that comes closest to masturbating as often as I do and she certainly isn’t shy about it either, at least not with me. I pretty much take the same attitude with her actions as my parents did when I would get horny watching TV or reading a magazine and started touching myself in the middle of the living room. Hey, if you feel the need then why wait until you can hide in your bedroom? Just do it and enjoy yourself!

Sharon’s last question got me thinking more though. Until now I was more interested in teasing my friend than anything else but now the mental picture of looking down and seeing my boyfriend’s erect cock? which was also her brother’s, slowly disappear inside of me was starting to make ME horny. Oh wow, the more I thought about it the more I wanted him again. Oh ... My ... God, to watch his sixteen year-old rigid dick sliding into me while at the same time feeling it filling me, knowing he was joining his body with mine and we were coupled together as one is the most incredible sensations I’ve ever felt.

“Oh yeah, his hard dick felt REALLY good in me,” I finally answered as it was my turn to push a hand into my crotch although unlike Sharon I wasn’t wearing any panties under my T-shirt.

“Tell me more Kelly,” she gasped as she pushed her panties down to make it easier to rub herself, “Tell me how he fucked you ... I want to know how my brother did it.”

It then struck me that not all that long ago someone else had been asking me exactly the same thing - my mother! Interesting indeed how each of them was interested in exactly the same thing yet from two totally different perspectives. For Sharon, she was satisfying her fantasy about having her brother fuck her and I was just providing the details. For my mother ... well that was a little more complicated. I never thought for a moment she was actually interested in having sex with my boyfriend so what was her motivation? So far I’d just assumed it was no different than her reading an erotic novel except this one starred her daughter and it was being told in the first person.

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