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Chapter 21
by
jonjacobs64
What's the next step?
Set the stage for an evening of fun.
That Saturday was Amy's birthday. Which means partying. And, if I knew Amy (and I'd read plenty about her in Charissa's diary!), it also meant drinking. I remembered Charissa being almost wasted from a single glass of wine, and my wheels were spinning about how I might take advantage of an occasion for yet more ****.
The whole operation took days of planning. But with the kids in bed by 7:30 and Charissa out with her friends until who knows how late, I had plenty of time to set up.
First thing's first: Cut the AC in the basement. It can get pretty stuffy down there without the air, and that's exactly what I was going for.
Next: Laundry! I took those familiar steps into Charissa's room and scooped up her laundry basket. Of course, I did my usual rummaging ... but damn that girl is clean! A shower every day and sometimes two keeps even her dirty clothes pretty fresh. Still, a kind host can help out with the laundry from time to time. Charissa's familiar body-length pajamas were folded at the end of her bed, and I tossed those in the laundry as well. A spare set of PJs was in a drawer. Oops! Those went out too. I grabbed up her t-shirts and yoga pants, leaving a few choice selections for her to find when she got back.
With Charissa's modest clothes sloshing away in the washing machine, I got the rest of the evening ready. Doritos? Check. Moscato? Check. And a fresh cup of coffee so I didn't crash and burn? Double-check.
I sat at the dining room table in my shorts and t-shirt, tapping away at my computer and **** for Charissa to come back from her party. I watched the clock pass 9:00, 10:00, 11:00... Not too late for a normal college grad, but I knew this was way past Charissa's normal bedtime. Finally, an Uber dropped her off around 12:30 in front of the house, and I heard her fumbling for keys for a very long time before finally trying the knob and finding it unlocked. Charissa quietly stepped into the house and muffled a little shriek when she saw me.
"Oh my God, Seth! You scared me!"
"Sorry," I said. "Just working on an exciting project. How was the party?"
"Oh my God," she said again. Clearly she was ****. "It was so crazy, Seth." She took a few steps toward me, and I finally got a good look at what she was wearing. My jaw almost hit the floor.

I couldn't help myself. "That's a stunning dress," I said.
"Oh," she literally put her hand on her mouth. She giggled, "Um, sorry. I just... Amy and I went shopping this afternoon, and she **** me to buy it."
"You look great!" I said, clearly pleasing her as my eyes roamed her sensuous curves tastefully accentuated by the skin-tight blue dress.
She sat down next to me. "Aw, thanks, Seth. Anyway, the party was great. Lots of dancing and there were tons of people there, and there wasn't much to eat, but I still had a really great time!"
"Oh, are you hungry?" I asked innocently.
"Starving, actually," she said.
"Wait right there," I said. I stepped into the kitchen and popped open the bag of nacho Doritos. I poured the whole bag into a big wooden bowl I had set out just for this purpose and came back into the dining room. "Help yourself," I said.
"Oh my God!" she said for the third time, lunging for the junk food. "Thank you so much!"
"My pleasure," I beamed. She munched and munched, telling me some story about how Amy's friend Carly wanted to make out with Amy's other friend Debby even though neither of them had ever kissed a girl before. "Is that weird?" she asked.
"I'm not sure," I lied. "But hold on just a minute." I went back into the kitchen and poured a generous helping of cold, bubbly Moscato into a water glass. Coming back into the dining room, I offered her the sweet drink. "Thirsty?" I asked.
"Yes, please!" she said, taking the cup and throwing back a long sip. "That's delicious!" she chirped.
"Glad you like it. So, are you heading straight to bed, then?" I asked, going out on a limb and praying for the right answer.
"Noooo," she said. "No way. Not yet."
I grinned. "Great!" I said. "Because it's my turn to pick the movie."
"OK!" she agreed. "But I get to have more soda and Doritos. Deal?"
"Deal!" I said, taking her now-empty water glass. Charissa took the bowl of chips downstairs while I happily filled her large cup with more wine. I headed down into the very warm basement and was thrilled to see exactly what I had hoped to. Charissa's bedroom door was wide open, and I suspected she was about to change.
I padded as quietly as I could across the carpeting and peeked into her room. There she was, wearing super-sexy bra and panties that she must have also just picked up with Amy. (Believe me, I know all of her underwear by heart!)

She was completely oblivious to me, and my eyes were glued to her undulating ass and jiggly boobs as she searched her drawers for pajamas. It was obvious she wasn't thinking straight, and I could only imagine what confused thoughts were going through her head as she failed to find her pajamas or anything else decent to wear. Finally, she found a shirt that would suffice for PJs and--to my utter shock and delight--unclipped her bra.
It was glorious but brief. Her bare back was twenty feet away, blocking her magnificent boobs but still making me delirious with desire. She threw on the thin shirt and started hunting for shorts, and I knew I'd better beat it. I made my way over to the couch and sat there, staring at my phone.
A minute later, Charissa came out, seemingly unable to connect the dots between her open door and my nearby presence. I had to take a breath as I saw her in her light blue tank top and short shorts. Holy shit.

"So," Charissa said, plopping down beside me and taking the tall glass of sweetened, carbonated wine from my hand. "What are we watching?"
You mean, aside from you...?
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Babysitter Moves In
A summer of fun with a recent college grad
Charissa babysat my kids all four years that she attended the Christian college down the road from us. She needed a place to stay after graduation, so I made a deal: Free room and board in exchange for nannying all summer long. Neither of us could predict where this new arrangement might lead...
Updated on Jun 2, 2026
by jonjacobs64
Created on Mar 1, 2024
by jonjacobs64
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