I sat in my car waiting for Cara. It was New Year’s Eve 1998. I was parked in front of a strip mall a few blocks from her high school. She was performing in a concert with her school orchestra. She’d told her parents that she was going to stay with a friend afterward. In reality, she was spending the night with me.
I’d known Cara for most of my life. She was my cousin’s step-sister. A few weeks earlier she had walked in on my jacking off. She could have run and told everyone what I was doing. She could have mocked me. Instead, she decided to join in the fun.
A week later we fucked for the first time. It was Christmas Eve and we’d snuck away from a family gathering. Things had been escalating between us since the day she walked in on me. There were a lot of reasons not to be together. Cara was only eighteen and still in high school. I was a junior in college. We were related by marriage. Our families wouldn’t approve.
None of it mattered. We were both young and horny and drawn to one another. Perhaps the forbidden element made it more exciting. After we fucked, we both knew it wouldn’t be a one-time thing. The chase was over, but something new had begun.
After Christmas, we communicated by email and chatted online. We were both eager to see one another again, but Cara wanted it to be special. She’d only had sex with one person before me and it had been rushed. She had never spent the night with a man. So she had come up with the plan to spend New Year’s Eve together. I booked a room for us at an upscale hotel away from the city’s New Year’s festivities.
Time passed slowly. I tried to distract myself by digging through my compact discs in search of cool music. I didn’t really know what Cara liked, but her fashion sense was late nineties post-grunge crossed with the teacher's pet.
Finally, I saw someone walking up the street with an instrument case in one and a backpack in the other. Cara’s curves were easy to recognize. As she got closer I could see she was dressed in her school uniform. She had on a plaid pleated skirt with a white blouse and a cardigan. It was a mild night and she didn’t need a coat. She waved when she saw my car and sped up.
“I’m sorry that I’m late,” she said. “It took me a minute to slip away from my parents and make sure nobody was watching.”
“And your friend is covering for you?” I asked.
“Yes. Definitely.”
I wanted to ask about how much she’d told the friend, but I trusted Cara’s decision making. I took her hand in mine. She smiled and leaned toward me. Our lips met. My tongue eased into her mouth. It was the first time we’d kissed without urgency. We both knew we had all night.
I drove to the hotel and checked us in. I got our bags from the car and told Cara the room number. We were both worried about the appearance of her walking through the lobby in her school uniform with me. I went upstairs alone and Cara knocked on the door a few minutes later.
“Hello again,” she said after I opened the door.
She stepped into the room and kissed my cheek. We stood awkwardly in the foyer. We weren’t accustomed to having time to take things slowly.
Cara ran her fingers through her dark hair. She adjusted her stylish nerdy glasses. She shifted her weight from foot to foot.
“So this is the room?” she asked rhetorically.
I nodded. It was a nice hotel and we had a room on a high floor.
“We’ll probably be able to see the fireworks downtown,” I said. “Even if we can’t hear them.”
I took her hand and guided her to the small sitting area and the large window looking south.
“What’s in here?” she asked playfully.
She walked to the open bedroom door. I followed her. She stopped at the foot of the king-sized bed. I took her hands and stepped closer to her. We stared at one another for a second. Then we kissed. I put my arm around her waist and held her tightly. Our tongues tussled. I cupped my hands beneath her ass and squeezed.
Cara pressed her body to mine. The kissing intensified. She opened the buttons on my shirt. I helped her out of her cardigan.
“I want you,” she moaned.
I stepped back and admired her curvy body. She was incredibly curvy, like an actress from another era. She was built like Elizabeth Taylor when the world was obsessed with Kate Moss.
“We have all night, Cara. We don’t have to rush”
I took her hands again and pulled her to me. I put my hand to her soft cheek. I kissed her lips gently. I wrapped my arm around her again and held her. Her tongue slid into my mouth.
Cara’s eyes were filled with desire. She spun me around and pushed me onto the bed. She quickly straddled me. I loved the weight of her body on my hard cock. She leaned forward and kissed me. Our hips moved together slowly.
My cock was throbbing. I felt like I was in high school. I opened the top few buttons on Cara’s white blouse. I kissed her throat and clavicle.
“That feels nice,” she moaned.
I grabbed the back of her thighs and inched her skirt up. Her panties were silky and smooth. I squeezed her ass.
“On your back,” I told her.
She lifted her leg and rolled onto her back beside me. I pushed her skirt up and exposed her silky pink panties.
I trailed my fingers over the crotch. They were damp. I ran my fingers up and down the length of her slit.
“That feels so good,” she said.
I pulled her panties to the side and teased her clit with my fingertip. She gasped. I dipped the tip of one finger into her wet pussy. Cara lifted her hips off the bed and took me deeper inside her.
I took my finger out and brought it to her lips.
“Taste yourself,” I told her.
Her tongue darted out. She licked my finger then pulled it between her lips.
“Will you taste me again?” she asked.
A week earlier I’d been the first person to eat her pussy. I was happy to do it again.
“Spread your legs,” I told her.
She laid there in her school uniform with her legs spread and knees pulled up. I lifted her pleated skirt.
“Open your blouse,” I told her.
She nodded and opened the remaining buttons. Her cleavage was spilling out of her pink satin bra. She looked amazing.
I kneeled between her spread legs and leaned forward. I kissed her thick thighs. I could hear her heavy breathing. I ran her fingers through my dark hair. I hitched my fingers in her pink satin panties and pulled them down. Her beautiful pussy was freshly shaved.