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by drew
Tue Sep 19, 2023 2:31 pm
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Re: A Tangled Web

BEN


Sometimes, okay most of the time, I can’t stand my older sister, Bailey. She’s a stuck up, 17-year-old bitch. She’s popular and does well in sports, school, and anything else she tries. Oh, and of course, she’s hot. At least every guy at school drools over her. That’s a fairly new thing I ...
by drew
Fri Sep 22, 2023 7:24 pm
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Re: A Tangled Web

BAILEY

My brother has been soooo weird lately, and I’m curious if his behavior is normal?

I’ve always been blessed with a lot of friends growing up. But this past summer going into the school year I’ve been getting way more attention from boys. Meanwhile, my little brother Ben has sort of gotten ...
by drew
Fri Sep 22, 2023 7:34 pm
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Re: A Tangled Web

BAILEY

It was one of the first home football games of the year and our student section was dressing up as Indians because the school we were playing was The Cowboys. The weather had yet to break and I was wearing a Pocahontas dress that was, admittedly, a bit skimpy. I still had a nice tan from ...
by drew
Thu Sep 28, 2023 7:16 pm
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Re: A Tangled Web

CRAIG


Things were going well for me in my senior year. I had an easy schedule, had already finished my college applications, was getting along with everyone, and had a mega crush on a girl who seemed into me.

Drama class gave me an opportunity to put my charisma on display for Bailey. Me and ...
by drew
Thu Oct 05, 2023 8:37 pm
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Re: A Tangled Web

BEN

Over the next few weeks, I couldn’t get the image of my bottomless sister out of my mind. I didn’t even get that great of a look, basically some smooth tan-lines and a mortified expression, but that was enough. I had shamefully jerked off several times thinking about it, and was hungry for ...
by drew
Thu Oct 05, 2023 8:43 pm
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Re: A Tangled Web

CRAIG

I was dealt a blindsiding blow at our first pep rally of the year. CJ, one of my teammates on the football team who’s a year below me, asked Bailey to Homecoming. He did it in front of the whole school, with a sign and everything. It came out of left field. I didn’t even know they knew each ...
by drew
Fri Oct 13, 2023 1:34 pm
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Re: A Tangled Web

BAILEY

I don’t know if it’s my imagination or what, but my little brother is getting creepier and creepier by the day. On more than one occasion I caught him staring at me in my soccer shorts after practice. Like, blatantly below my waist too. Not even trying to hide what he was doing, although ...
by drew
Fri Oct 13, 2023 1:38 pm
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Re: A Tangled Web

BEN

Now that I knew Bailey streaked down our hallways after her showers, I figured catching her would be cake. Unfortunately, it would be another few weeks before my parents were away. I didn’t dare try anything while they were home.

Finally, one crisp fall Saturday, Bailey had a soccer ...
by drew
Fri Oct 13, 2023 1:41 pm
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Re: A Tangled Web

CRAIG

I had put all my eggs into the Bailey basket, and thus my options to find a date with a (cute) single girl for Homecoming were basically zero. Luckily, there were some backup options, albeit, with girls that had boyfriends.

“Who you going to Homecoming with, Craig?” Adira asked me one day ...
by drew
Fri Oct 13, 2023 2:10 pm
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Re: A Tangled Web

BEN

It’s funny, as fascinated by my sister as I was at home, when I was at school, the thought of what I was doing disgusted me. Maybe it was being surrounded by all the other hot girls from school. Or perhaps, my brain telling me what would happen if all my classmates found out about me perving ...