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

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

Copyright© 2024 by Kelly85

Chapter 2: Dealing With My Boyfriend’s Family

Coming of Age Sex Story: Chapter 2: Dealing With My Boyfriend’s Family - 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  

The only problem I’ve found with having a boyfriend is dealing with his family. I’m sure Steve would say the same thing about having a girlfriend but then I don’t think he has any reason to complain about MY family. Really, what more could he ask for? I’m only fourteen but don’t have a curfew, he can come by my house and fuck me in my bedroom any time he wants, we can enjoy the hot tub naked without my parents intruding, and my dad never threatens him about “violating” his daughter - if anything he encourages it! So from his side of the fence, what more could he ask?

With Steve’s family things are different ñ a LOT different. Unfortunately Steve’s father dumped his mom for his bimbo secretary not too long ago so she’s isn’t exactly all that thrilled about young girls having sex with her son. I think that’s sort of an unfair comparison for her to make about me but what can I do about it?

While Steve and I DO have sex at his house a lot, we can only do it when his family isn’t home and that’s not easy given there are three of them to deal with, all with different schedules.

Which brings up one weird thing ... I mentioned how strict and uptight his mother is. So imagine how shocking it was recently when his mom DID catch us but rather than make a scene, she JOINED the scene. What I mean is she actually pushed me aside and Steve finished with her instead of me. I’d heard about incest of course thanks to my dad’s extensive porn collection but I always figured it was just that - perverts in porn movies. I mean like “normal” families don’t practice incest - not to mention it’s illegal. My dad may buy me suggestive outfits and ask me to pose for him but we never actually DO anything. It’s a huge gap between teasing or flirting and having sex with your father (or mother for that matter). Nothing has ever happened like that since and from the way they both reacted after I tried bringing it up a couple of times later I know better now than to even mention it to either of them. Still, it was really weird to see him fuck his own mother! I know it sounds ridiculous and if I hadn’t been there I doubt I’d believe it either.

Speaking of weird, that brings me to another thing with Steve’s family - my friend Sharon. We’re not as close as I am with Beth but we’ve been friends for a long time and share most things. Starting a couple of years ago we’ve even started talking about sex and boys and lately we even masturbated during a sleepover while we shared fantasies. Since Steve started fucking me I’ve been sharing some of our times with my friends which really gets them hot! None of us are lesbians, including me, and we never touch each other but I still think it’s pretty erotic to watch my friends doing themselves, especially when it’s after I’ve shared something about me and Steve.

Funny thing is, the one girl who REALLY seems to get horny when I talk about Steve fucking me is his own sister! After the second or so time I couldn’t help but ask her about it and she finally admitted that she was jealous of me and she wished he wasn’t her brother so he could fuck her. Wow, talk about mind-blowing! I assumed she knew nothing about what her older brother and mom had done and I was the last person who was going to spill the beans on THAT subject. Not having a brother myself I couldn’t really relate to how she felt but if it was anything like the idea of having my dad fuck me, then I just didn’t understand how she could want her own brother to do it. I mean like that’s your own family! Then again, to be fair to Sharon, she never actually said she wanted to fuck her BROTHER, she wanted Steve the sixteen year-old school hunk, not her brother. Still, it was pretty bizarre to me that she even felt that way in the first place. The more I dated her brother the more open Sharon became about her desires for him as well as her jealousy of me for having him whenever I wanted. At the same time she insisted it was all just fantasy as she could never have sex with her own brother but there was something in her tone of voice that made me think she was saying that just so I wouldn’t think she was crazy. Confused and uncertain as how to handle it I went to the one person who I knew I could trust above all others - my mom.

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