Harry
“Think about it. Hot, steamy, no bars hold sex. We can do whatever you want to do.” I propositioned my best friend. “One night, no strings attached. We do the kinkiest things we can think of. And we never have to talk about them again.”
It wasn’t a terrible idea, but it also wasn’t a terribly good idea. I had a feeling that things could change, but I wasn’t really sure that I minded. As I stared at Sarah with her long, beautiful, flowing, honey-blonde hair and her bright blue eyes shining back at me, I thought to myself, “This is a woman I’d like to get to know a little bit better. Hey, so she’s my best friend, can she not also be my lover?”
Yes, I wasn’t thinking straight. Maybe it was because I’d had about five beers, two shots of cognac, and one glass of champagne the night before. “So, what do you think, Sarah?” She looked at me, shaking her head, eyes wide.
“Are you out of your mind, Harry?”
“What?” I laughed and leaned closer to her. “One night, no strings attached, we can do the kinkiest things we can think of and we never have to talk about them again. It’s perfect. You trust me and I trust you. It will be amazing. I’m out of my mind for not suggesting it earlier.”
“Harry, we’re best friends. We’re not kissing friends; aside from last night. We’re not friends with benefits.” She trembled slightly. I wondered what it would feel like to be on top of her watching her trembling underneath me as I fucked her hard. I was an awful best friend. I shouldn’t be having these feelings about Sarah, but ever since she’d had her makeover, I just couldn’t stop myself from imagining what she’d look like orgasming with me inside of her. We’d been friends for such a long time that I’d never looked at her as a woman. She always wore baggy jeans, baggy tops. She was just like my little tomboy sister, but now, now I looked at her in her university sweater and I didn’t think about her as a sister at all. All I could see was a woman.
“Sarah, what’s the worst thing that can happen? We kiss, and we don’t like it, and we stop.” I grinned. “Which we already know we do like it.”
“Yes, Harry, but what if we kiss and do more and we like it too much? We’re friends. Friends shouldn’t cross that line.”
“You’ve never heard of friends with benefits, Sarah?”
“Yes, I’ve heard of friends with benefits, but have you ever heard of best friends with benefits?”
“Yes, I hear about that all the time.”
“Really?” She tilted her head to the side and gave me that look that she’d been giving me since we were little kids. “You’ve heard of best friends with benefits and they’re still best friends?”
“Yes, there’s a guy at my office, he’s best friends with his friends with benefits. They hang out all the time. It’s the best situation ever.”
“Really, Harry? What’s his name?”
“His name is Nelson.”
“Huh, I don’t recall ever meeting a Nelson. What’s his last name?”
“It’s Mandigo,” I said quickly, and she rolled her eyes.
“Yes, okay. Nelson Mandigo, hmm?” She licked her lips. “Yes, I believe that, Harry. Nelson Mandigo is such a believable name.”
“Why wouldn’t it be?”
“Who calls their child Nelson Mandigo?”
“You can come to the office next week if you want. You can meet him. Maybe he’ll even bring his best friends with benefits.”
“Oh, yes, and what’s her name?”
“Her name is Daisy.”
“Daisy? Okay. Daisy what?”
“How am I supposed to know her last name? She doesn’t work for me.”
“Uh-huh.”
“Nelson Mandigo and Daisy and I, we’re all going to meet next week for drinks if you want to come?” I wasn’t sure why I was lying through my teeth, but I couldn’t stop myself.
“How convenient. Are we going to go to dinner as well?” She gave me a wicked smile. “Maybe I can ask them how their best friends with benefits situation is going. If they say it’s going well, then, hey, maybe I’ll give it a shot.”
“Very funny, Sarah. We both know that you’re not going to give it a shot just because two other people tell you that it works. I’m your best friend. I’m telling you that it works. That should be all you need.”
“Harry Parker Huntington, reaaaally,” she said slowly. “Do you really think this is a good idea?”
“Why not, Sarah? You said you want to learn to be a woman of the world, right? You said you want to learn how to flirt, you want to learn how to be a seductress, and what better way to learn than to be with the master himself?”
“Oh my gosh, you did not just call yourself a master, did you?” She raised her eyebrows at me. “And when did I say I want to learn how to be a seductress?”
“Well, you didn’t say it in so many words, but I could read the hints behind the eyes.”
“What hints behind the eyes?”
“The ones that made you wear a negligee to tease me last night?”
“You do know that I wore that for myself, right? I had no idea you were coming over.”
“Well, maybe,” I admitted with a laugh.
“Harry, this is just a bad idea. Maybe we should just write last night off as a one off. I bet if we were to kiss again, it would be really awkward.”
“Hmm, well, why don’t we see for ourselves then?” I stood up and walked over to her side of the booth, slid in next to her and then leaned in and gave her the softest and sweetest kiss that I could. It lasted for longer than I thought it was going to, but it was because I couldn’t pull away. Sarah’s lips were so tasty. She kissed me so innocently, her hands wrapped around my neck and she pressed herself into my side. I could feel my cock stirring as her hand brushed against my thigh. Shit, I was hornier for her than I thought. I quickly pulled back and jumped up, “Whoa there, soldier. This was just a teaser. If you want the real thing, you know what you’ve got to agree to.”