Sylvester's Family Tales 26

Story by Ragemend on SoFurry

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#25 of Sylvester's Family Tales

Sylvester finds Emily at his window at 1 AM and sneaks out.


His last night at home Sylvester laid awake in bed. He stared at the top bunk. Tom wasn't in the mood for any fun so he was stuck trying to sleep the old fashioned way. Around 1 AM he heard a tapping noise on his window. He got out of bed to take a look and found Emily at his window. Sylvester quickly opened it to let the lioness in, but she shook her head and beckoned him outside.

"Don't worry, Syl. I'll cover for you if Mom and Dad find your bed empty." Grumbled Tom, the noise having woken him too.

Sylvester nodded at his brother and crawled out of the window, glad their room was on the first floor. He stepped out of the window and was hugged by Emily. She grabbed his paw and lead him in the dark to her car a block away, not speaking a word until she got him into her car.

"Finally, we have a chance to see each other." Said Emily.

"I thought you were busy all weekend." Stated Sylvester.

"I was, but I just finished all of my duties this weekend and decided to come see you." Smiled Emily.

Emily put the car in drive and drove off. She drove them to a playground that she and Sylvester both had played at as kids. However, they recently remodeled it so it featured an actual kid-sized castle. Emily grabbed a picnic basket from her back seat and lead Sylvester into the castle. There was enough room for the two to sit comfortably on the blanket and eat bologna sandwiches by candlelight.

Emily reach in the basket and brought out a few craft beers. She used her claws to pop off the tops and handed one to Sylvester. The cat didn't drink much, but when a pretty girl hands you a beer your drink it. However, when Sylvester took his first swig he couldn't help but grimace, and Emily giggled.

"Not much of a drinker, Sylvester?" Asked Emily.

"Well, I'm not actually old enough to drink yet. I haven't done it much." Replied Sylvester, blushing.

"I won't tell if you won't." Leaned in Emily, going for a kiss.

"Fine by me..." Mumbled Sylvester before their lips met.

Sylvester leaned forward and Emily leaned back, and soon the cat was dry humping the lioness on her blanket. They accidentally put out their candle and were only illuminated by the moonlight showing through the windows. Sylvester didn't need to see that well. He deftly pulled up Emily's dress and pulled off her panties, and Emily used her feetpaws to shimmy Sylvester out of his pajama bottoms. Sylvester placed his uncut length at Emily's opening, and slid in.

Emily put a paw over her muzzle to avoid moaning out loud and Sylvester bit his lower lip as he thrusted into her to do the same. He remembered back to something his father had told him in preparation to mount Ms. Kris and angled himself a bit differently, letting his length grind against the lioness' clit as he thrusted. Emily put her legs around Sylvester as he thrusted and soon her folds clenched down on the cat as she came. Sylvester couldn't hold any longer and gripped her as he spurted deep into her depths. They held each other, stuck as one in the castle.

Once they came down from their high they separated. Emily lit the candle again and they used the light to get dressed. She watched Sylvester's semen drip out of her and smiled to herself. They sat against the castle walls, drinking the beers and laughing at silly jokes. At 3:30 Emily was sober enough to drive and took Sylvester home. She dropped him a few blocks from his house and he silently climbed back in his bedroom window. He laid in bed, thinking about his night. Emily drove home and promptly passed out in bed.

Sylvester rolled to his side and fell asleep, dreaming about being a knight who had to save princess Emily and returned her to the castle at the park. Just as he was sliding off her dress he was woken up early by Pops. He regretted staying out so late for a second, but soon forgot about that. He wore his exhaustion like a badge of honor.