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

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

Copyright© 2024 by Kelly85

Chapter 5: Dealing With Your Boyfriend’s Brother

Coming of Age Sex Story: Chapter 5: Dealing With Your Boyfriend’s Brother - 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’ve already introduced him but a bit more about Steve’s younger brother. Like most boys his age, Jim was unbelievably immature, especially when compared to his sexy older brother. For the most part I’ve tried to just ignore Jim even though I know he’s always staring at me like I’m some sort of alien sex toy. In and of itself that’s not a big deal to me as a lot of guys have been starting to look at me the way he does, especially since Steve started bragging to his friends about what great blowjobs I give.

A couple of weeks ago I was waiting for Steve to get ready and was stuck alone with Jim. He was being his usual stupid self - staring at my legs and boobs, mostly at my legs since I really don’t have all that much to gawk up higher up. At the time I was wearing one of my favorite party outfits, or at least it was one of Steve’s. My black skirt was extremely short, even by MY standards, and it barely covered my cute little butt (OK, so I’m proud of it). I’d bought it after watching a friend figure skating and figured that the type of skirts she wore were perfect for flirting. Normally I avoid wearing panties when I go out with Steve but with a skirt this short I had to wear SOMETHING or I’d be arrested for indecent exposure! A skin tight white blouse allowed my black lace bra to be clearly visible. To complete the outfit I wore a pair of black four inch strap-on heels. Uncomfortable as heck but they made my legs and ass look really good.

I’ve already written in my diary about what happened between Jim and me. Well, technically nothing happened BETWEEN us as all he got to do was watch as I masturbated on the couch while I waited for Steve to get ready. Other than Steve and my girlfriends Jim was the first person to watch me touch myself this way. Well, my parents have as well but they really don’t count as it’s not like I put on a show for them the way I did for Jim. Even though Jim didn’t really turn me on, his reaction DID - or should I say his dick’s reaction. Mmmmmmm, I love it when I see a boy get hard because of me.

Steve tried to pretend he was perturbed when he discovered what I was doing but from the way he fucked me later at the party I know it turned him on. While he didn’t come right and say it, I think it made him feel good that his younger brother only got to watch me while he got to fuck me. A bit of sibling rivalry?

As it turns out, Steve wasn’t the only one who knew what I’d done with Jim...

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