My high School Sweetheart's Young Sister - S01 E01

1 day ago

My high School Sweetheart's Young Sister - S01 E01

Read Story: SEASON 1 EPISODE 1

PL1-CUDDLING ON THE COUCH -

Chloe was my first real love. We started dating in high school and became inseparable after a few months. She was absolutely beautiful... long blonde hair, gorgeous smile, infectious laugh. In no time at all, I was head over heels in love and I figured she would be "the one".

I became very close with her family, spending more time at her house than at my own. A large house for a large family. Her younger sister, Cindy, was very pretty like Chloe, in a smaller frame, more innocent... not as "over confident" as Chloe. Long platinum blonde hair, thin but athletic, beautiful eyes, very petite. She was kind of a tomboy, never wearing makeup, into sports, always in shorts or jeans and t-shirts.

Cindy was just hitting puberty when Chloe and I started dating. But she was growing up quickly as the time passed. Chloe, Cindy, and I would often pile together and watch TV in the family room, which was in the daylight basement of the house, along with Chloe's and Cindy's bedrooms. When Cindy would join us on the couch she always sat on the other side of Chloe, at least in the beginning.

On weekends I might stay late, going horne after their parents went to bed. Chloe would often change into her fuzzy nightgown to watch a late movie. We would cuddle on the couch, and if we were alone I would throw a blanket over us so we could play a little under the blanket. I suppose our petting sessions on the couch were especially exciting due to the possibility of getting caught. Cindy would sometimes walk by on her way to bed and it always spiked my arousal. I think she knew what was going on by the way she would look over when saying goodnight.

As time went on, I saw Cindy developing. I watched her body changing from a little girl into a young woman, growing bumps and curves, and she started wearing a padded "training" bra.

I clearly remember the night Cindy plopped down on my side of the couch. She had changed into shorts and a t-shirt, not much different than her regular attire, except I was pretty sure she wasn't wearing a bra. I could see two pointy bumps pressing against the shirt where the padded cups of her bra would normally be. She cuddled up next to me and pulled the blanket that Chloe and I were sharing over her legs.

This quickly became the norm when we watched movies downstairs. I started paying more attention to Cindy, her developing body, and how she acted around me.

One weekend night Chloe and I started watching a movie, downstairs on the couch as usual. I know it was a weekend, because it was late and everyone had gone to bed... or so I thought. Chloe was wearing her fuzzy nightgown, nothing underneath, and we had a blanket over us. My left hand was rubbing her under her nightgown. My pants were unzipped and my dick was pulled out above the waistband of my underwear, Chloe stroking me under the blanket. The petting had gone on for a while, and was working on both of us, I could tell by her breathing and movements she wasn't too far from climaxing.

We heard Cindy's bedroom door open and she walked out dressed In a thin white nightshirt. She plopped down on the couch beside me before either of us could react. She curled her legs up on the couch and snuggled up close to me. Reaching over, she grabbed the blanket very close to where Chloe had been rubbing me, and pulled it over her legs. I hadn't ever seen her wear this before, and as I glanced over at her I could see why. The material was pretty transparent... you could see her nipples through the fabric.

"Why are you out here? I thought you were in bed" Chloe said in an unwelcome tone, obviously irritated her little sister interrupted our petting session.

"It's too early... besides, I want to watch this movie"

I looked over at Chloe and she rolled her eyes. We both stopped playing under the covers, and my hard-on quickly deflated. However, I couldn't very well tuck things back in place and zip my pants back up.

Cindy was close up against my right side... I could feel her bare knee against my hand. It made me kinda uncomfortable, but excited at the same time, especially since my dick was exposed just inches away. I finally pulled my arm out from under the blanket and wrapped it over her shoulder. She pulled in closer, her head resting on my right shoulder. Chloe's head was on my left shoulder, her hand still on my dick, which was starting to wake up again. Trying to look focused on the movie, I snuck a peek down to Cindy's nightshirt. I could definitely see the points of her nipples through the thin fabric. The nightshirt had a lower cowl neck, and I could almost see down inside the front.

This is dangerous. I could get busted by Cindy... or even worse, by Chloe