At last: do you think I’m pretty when I cum?

4 min read

It was New Year’s Eve, and I was in a noisy bar, surrounded by strangers. I’d been planning to celebrate with a crowd, but friend after friend had canceled. Sick kids, sick themselves, something better to do, random meeting with an ex… I’d come to dread the buzzing sound of my phone. But then I saw her.

I couldn’t recall how long it was since I’d last set eyes on her. Had I been 19, 20, maybe 22? I really couldn’t say. I just remember that the sun had been shining so brightly that day. It was Marian’s bachelorette party and I was pretending to have fun, pretending to bond with people I’d never met before. I felt drained.

Marian was my best friend, since we were toddlers really, and she was getting married. I’d be lying if I said I felt nothing about it. Marian was the first person I’d come out to, the one person who’d stood by me through thick and thin, and now she was going to move to another coast. I was happy for her, but I resented the hell out of her.

But there was Marian’s younger sister, Adrienne. That day she had her hair long and straight, but I’d seen it in a blue Mohawk, in a curly mane, completely shaved off… The girl liked to experiment. She looked at me and smiled warmly.

“You look pretty. Mind if I kiss you?” she asked. I could only shake my head. She leaned in, her lips touched mine for one agonizingly short moment, and then they were gone. “Keep dreaming,” she said, cupping my cheek. And so I did. I didn’t see her again for years.

But now here she was, lopsided grin, shy disposition and all.

“Adrienne!” I said, and hugged her tightly.

“I’m surprised you remember my name,” she answered.

“Well, you are my best friend’s sister, after all.”

“Yeah, but wasn’t I always, you know…” she said and trailed off shyly.

“No, you weren’t just the annoying kid sister,” I paused. “Annoying maybe. Kid sister, never.”

We talked for hours. She was so easy to talk to, just like I remembered. Until she wasn’t.

“You know, I never thought Marian deserved you,” she said.

“What’s that supposed to mean?”

“Just… you guys are BFFs, right? So how come you’re on different coasts?”

“But it’s not like we were together or anything.”

“She was hoping you would be,” Adrienne said. “When you came out… She was hoping you’d realize your huge crush on her. You know, the whole ‘I fell in love with my best friend’ thing. You know how she loves her romcoms.” The way she said it, there wasn’t any doubt what she thought about it.

“So why did she never do anything about it?” I asked.

She shrugged. “Beats me.”

“As I remember, she’s not the only sister with a crush on me.”

Adrienne blushed and looked down. “I shouldn’t have done that. It was…”

I interrupted her. “It’s ok, I didn’t mind. Seriously,” I added as I saw her doubtful face. I took a deep breath. This had the potential to be a huge fuck-up in more than one way. With her hand in mine, I said, “Feel like ditching this party? I live right around the corner.”

I got a huge smile. “I thought you’d never ask.”

I grabbed her and we ran to my place, giggling like teenagers. When we reached my bedroom and shed our clothes, we were still giggling. But when she started kissing me in earnest the giggling stopped and the moaning started. It felt so good. It was as if it were a continuation from that first kiss, all those years ago. And since when have I become so sappy?

She moved between my legs and I saw such pure, burning lust in her eyes; but something else too, something that made her looking at my bushy pussy and licking her lips even more charged. Before I could determine what it was, she’d dived in and, man, could she eat pussy. It was a joy having her feast like that and it was clear that she was trying to make me cum as quick and as hard as she could.

My legs snapped tight behind her neck. I didn’t want her to ever leave there.

She licked me up and down, careful and patient, waiting for me to get my breath back. When she saw I was ok she dove back in, but this time slower and more methodical as if she wanted to explore every nook and cranny of my pussy. Eventually, I got tired of the teasing and let out a moan of frustration.

“Someone’s impatient,” she murmured in a raspy voice. “You know what I’ve been dreaming of all these years? Getting to see you cum.” She paused and put a quick kiss on my inner thigh. I sighed. It shouldn’t feel so good, but it did. “I’ve been dreaming of watching you cum and I think I’m gonna do just that.”

She put two fingers in my mouth, gazing at me. I wondered what she was thinking. I wondered if I’d also get to taste her body. It looked so tempting, lush and shiny from the exertion. She put her fingers in my pussy and looked at me intensely. She drove them faster and faster and I knew I wouldn’t last long at her rhythm.

“Please don’t close your eyes,” she said, and how could I refuse her after all the pleasure she’d given me? What I didn’t expect was for it to be such a turn-on for me too, the held gaze feeding our mutual lust.

“Please, cum for me,” she asked, and the third finger she added did the trick. I came, and then I came again as she kept gazing into my eyes. I wondered what it was she was looking for there. Satisfaction? I was satisfied. I thought it was something more, though. She wanted me to surrender. And so I did. I blocked out everything and concentrated on the pleasure she was giving me. Her fingers curled, searching out my G-spot.

They hit it and I felt the urge to kiss her. I poured everything I had into this kiss, hoping to give her back something, make her understand what it meant to me. She looked back at me with a satisfied smile and cupped my face, just the way she had the first time she’d kissed me.

“You’re so pretty.”

“You mean, I’m so pretty when I cum?” I asked. It was getting really serious really fast.

“No. Just pretty,” she said, and I could see she meant it too. I wanted to get her off, but she didn’t let me. “Let’s sleep. This was just for you. A gift. You can pleasure me later. Tomorrow morning, maybe?”

I held her tightly and she nuzzled my neck. “Sleep sounds good.” After a few minutes I heard her chuckle. “What’s so funny?”

“We’re a fucking romcom after all,” she said, and I realized she was right.

My best friend’s sister. Who’d have thought.

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