1- My high School Sweetheart’s Young Sister Part 1

           Pt.1  – 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 home 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.