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She swirled her cocktail and casually asked, “Do you ever wonder if we should have tried dating each other? At least once?”
Surprised, he glanced at her, wondering why she was bringing this up now. Then he carefully replied, “Ummm, yes, sometimes. But I think it would ruin our friendship and definitely make things weird at work. So, I guess that’s why it never happened.”
“Yeah, probably true… But let me ask you something. Even though we’re just friends, do you think I’m attractive?”
Oh man, this was sliding into dangerous territory. “Well, as a friend — mind you — I can objectively say yes, you’re very attractive. But I’m pretty sure you already knew that.”
“Safe answer. Nicely done!” She laughed.
He clinked his glass against hers. “Here’s to safe answers and having a drink with my attractive best friend!”
She raised an eyebrow. “Oh? I’m your best friend, am I?”
He blushed. “Well, I guess so, from my perspective at least. I don’t have a lot of friends.”
She laughed. “I’m just teasing you. I think of you as my best friend, too. Well, my best guy friend.”
He mimicked wiping his brow. “Whew! That was a close one. I’d hate to put the ‘best friend’ thing out there and not have it reciprocated.”
“Ok, ok. Another question. If we’re just friends, why couldn’t we have a little more fun now and then? I mean, you’re not dating anyone. And I’m not dating anyone.”
He took a deep breath. “I think you and I both know it would change everything if we had sex if that’s what you’re implying.”
She shook her head. “No, not sex. I know that would be a problem. But you can’t tell me you don’t get horny and masturbate. I do. I’m sure you do, too. Don’t you ever do that when you’re on a trip like this? A stressful day, a few drinks to unwind, a nice hotel room…”
He raised his eyebrows. “Geesh, good buddy. Now that’s a little personal.”
“Oh, come on. Friends can talk about shit like this. What if we did what we’re going to do tonight anyway, but we do it together? We can agree that we won’t touch each other. No harm in just watching, right?”
He thought about it for a second. “Huh. Just a couple of friends who happen to be getting off at the same time in the same room?”
“Yeah, like completely across the room from each other. No touching. But I do want to watch, so you have to show me what you’re doing.”
He felt his cock twitch in his pants and start to swell. It had been a long trip and a stressful day, and they’d both had a few drinks. Inhibitions were going out the window. What the hell, why not?
“Ok, your room in 10 mins?”
She finished her drink and stood up. “Yeah, give me some time to get ready.”
His heart was pounding. It was kinda wrong but also so right. They were good friends and trusted each other. As long as it didn’t go too far…
He took his time finishing his drink, then slowly made his way up to the floor where her room was.
He stood outside the door for a few seconds, hesitating before he knocked. He almost turned away and texted her that he was too tired and had decided to go to bed early.
Ok, fuck it. She was cool. This would be fine. He took a deep breath and slowly let it out. Then, he knocked lightly, and she opened the door a few seconds later.
Her hair was down, and she’d slipped into some sort of silk shorts and a comfortable silk top. He felt silly standing there in his suit.
“Hurry up, come in before I change my mind.”
He stepped inside and closed the door behind him. The room was dark, with only a lamp next to the bed and a floor lamp near a cushioned chair. She had some music playing softly on one of the TV channels.
“Why does this feel so weird? Sorry. Maybe I’m the one making it weird.”
She walked over and helped him slip off his suit coat. “Stop it. Don’t make this weird. We’re just friends having fun. But you do need to get out of these clothes and get more comfortable. You take the chair over there.”
She walked over to the bed and propped some of the pillows behind her back. She slid her hand down a long, smooth leg and back up again. She smiled at him, waiting for him to get undressed.
He took off his tie and shirt, draping them over the edge of the chair. Feeling a bit shy, he unbuckled his belt, unzipped his pants, and slid them down his legs before sitting back in the chair. His erection was already visible through his underwear.
She bent one knee and placed a foot on the bed, letting her legs open. She began slowly rubbing herself over the top of her silk shorts, closing her eyes and smiling.
“Mmmm, I needed this. What a crazy day. I always masturbate to relax after our worst meetings; did you know that?”
He couldn’t stop watching her. His breath caught in his throat. “No, can’t say I did.”
He reached down and squeezed the shaft of his cock through his underwear. Squeezing and stroking a little while he watched her play.
“Nuh-uh, that’s not fair. I want to see it. Show me.”
He took a deep breath and slid his underwear down. His thick cock bounced up into the air, bobbing and throbbing. He reached down and held the shaft in one hand while looking over at her.
“Oh, fuck. I knew it! That big dick energy of yours had to come from somewhere. Nice… Stroke it for me. Show me that you like watching me.”
At this point, he didn’t need more encouragement. He gripped the base of his shaft with his left hand and started gently stroking the rest of his thick member with his other hand, brushing over the sensitive head at the top of each stroke.
“Ok, but now it’s your turn. I want to see you play with your pussy. Show me.”
She pulled her shorts to one side and exposed her wet lips. Her pussy was trimmed so he could see everything as she slid her fingers between her folds and back up to tease her clit. She began rubbing herself in little circles, with her head thrown back, and making tiny little moans.
“Oh god, this feels so good. I bet you wish you could feel my wet pussy right now, don’t you?”
She wasn’t wrong. He could barely resist getting up and going over there. He wanted to push his aching cock into her wet mouth and reach down to play with her. The thought of fucking her throat made him even harder, and he started stroking himself faster.
“Fuck yes. I want to touch you. I want you to suck my cock so badly. I’ve thought about fucking you for a very long time. Did you know that?”
Her hips wiggled and twisted on the bed as she rubbed herself harder and faster. “I knew. I could see it in your eyes. I know when you’re sneaking looks at my tits. I know you look at my butt when I walk out of the room, don’t you?”
“Of course I do. You have a great ass. I’ve dreamed of bending you over the conference room table and pounding that ass of yours.”
She moaned louder, her breath coming in short, hot pants. “I’m so close. I’m going to cum soon. Cum with me!”
That’s all he needed to hear. He groaned and stroked faster as a blinding orgasm raced from the base of his skull, down his spine, and into his groin. An explosive burst of cum erupted from his cock and sprayed across the carpet in front of him. He kept jerking as more pulses of his jizz shot out and dripped down his thick, throbbing shaft.
She had watched him coming, and it pushed her over the edge. “Oh fuuuuuuuuck!”
Her body spasmed on the bed as her orgasm crested and flooded her body. Everything tingled and sparked with the intense waves of ecstasy. She jerked and lifted her hips as she pressed her fingers down hard on her pulsing pussy and hard clit, feeling the last ripples of the orgasm subside under her wet hand.
They both panted, tried to catch their breaths, and waited for their heartbeats to slow down. He looked over at her, and she met his gaze.
“See? That wasn’t so strange, was it?” she asked him.
“No, I guess it wasn’t. I’m surprised it didn’t feel more weird.” He hesitated for a second. “Hey, I hope I didn’t make you uncomfortable with what I said about you and the thoughts I’ve had.”
She chuckled. “I already knew most of that. You don’t have a very good poker face. Bending me over the table, though? Ok, maybe I didn’t know that.”
He scrunched up his face and closed his eyes. “Sorry about that. It just slipped out.”
“Oh, I don’t mind. Sounds like fun. Well, it would be fun. But we’re just friends, right?”
He sighed. “Yeah, about that. I’m starting to think we may have to explore our feelings about all of this. I’m not sure we can put the genie back in the bottle after what just happened.”
She smiled. “Ok, no rush, though. I kind of like this ‘friends with special benefits’ thing we have going on. Deal?”
He smiled back at her and nodded. “Deal.”
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🖤 It’s OK for Friends to Do This, Right?
Great story really like the characters!