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Chapter 15
by doppledon
The Date Part 1
Pregame.
The day of the date arrived and Nadene showed up at your house early go over how to best approach the situation.
"So how should we play this" Nadene asked.
"We just let it play out really. Keep up a flirty atmosphere with each other and hopefully them, and if it seems like they are into it we just get more flirty. Rene at the very least will be very open to flirting, her wife Jane I am not sure about as I've only had a very brief interaction with her over a year ago" you respond.
"That easy" she asks.
"Well I don't know if I'd call it easy. The goal here is to have the door open but not push them through, they need to walk through the door themselves. If we push they'll realize our intent and walk away angry at us, and at the very least I'd like them to walk away as friends" you respond.
"Ok, so be flirty and sexual with you and when possible them, but read the room" she says out loud to herself and you.
"Right. If one of us starts overstepping the other can reign them in, but I'm betting it won't come to that" you respond.
"Oh I'm so nervous though. It's like I'm going on a first date with someone" she says. You can hear the nerves in her voice.
"It is" you laugh. Nadene sticks her tongue out at you.
"Haha, well it is your first time meeting them, and there is the possibility of sex thrown into it, so nerves are understandable. It's exciting though right" you say trying to ease her nerves.
"Yes, it is very exciting. I have to admit...having this ulterior motive that they don't know about yet is kind of doing it for me" she giggles.
"Really? I would have figured trying to get them in the sack without them knowing that was a goal we had would be...I don't know...off putting" you tell her sincerely.
"Why? Sex is fun and I want to experience more then I have so far. It isn't like we're going to **** them to do anything. If it doesn't work out it doesn't work out and you and I can have some fun after. Just the two of us" she responds. She walks over and sits gently on your lap and gives you a quick peck on the lips.
Like a lightning bolt to your brain an idea, or even a vision of the future, played out in your head. So far your life was very fulfilling. You had a good paying job you enjoyed mostly, friends, an active sex life, you were handsome. It all lined up pretty well. However, there was one thing you assumed you'd never really find was someone to love and settle down with. Not with how you pursued people for sex. No partner was going to be ok with you seeking out people in relationships to cheat with...right? You'd pretty much accepted at this point in your life that love was just out of reach, as you didn't really want to stop. Yet here was Nadene. You had to test the water a little bit.
"So here's a question then" you propose as you wrap you arms around her waist. "What if Rene was the only one we were trying to get into the sack" you ask looking up at her.
"You mean like trying to see if she'd have a threesome with us and cheat on Jane" she asks trying to clarify the situation.
"Right, what if she was open to a threesome with us, and wanted to do it without Jane's knowledge" you clarify. Nadene sits there thinking about it for a moment.
"Well I hadn't really thought about that being a possibility with Rene. Is that a possibility" she asks.
"Doubtful. I mean I suppose it could play out that way, but they've always seemed to have a very solid relationship. I am just posing a hypothetical. Would you still be willing to have a threesome with just Rene if it wound up being that way" you asked again.
"I'd like to say I wouldn't, but I think I actually would. I mean...it seems like it'd be wrong, but she wouldn't be jumping into bed with us just on a whim. I would assume their marriage would be having some issues that would contribute to the cheating, and she's a big girl who can make her own choices in life. It may result in drama, but if she's wanting to cheat on her spouse then she's going to cheat on her spouse. I don't think I should feel guilty because it was with us in this hypothetical" she responds.
Well holy fuck. You have someone sitting in your lap who is at least hypothetically ok with how you pursue your sex buddies. Could that work? How would that work? Like would it result in only threesomes? Did you see the potential for love with Nadene? There was a lot to process so you decided to set all of that aside for now so you could focus on tonight. You noticed Nadene seemed lost in thought as well.
"Deep thoughts happening" you ask her giving her a squeeze.
"Huh? Oh...um, yah. Do you think my answer makes me a bad person" she asks.
"I think there are people out there who would prob" you begin to say.
"No..." she interrupts you "What does that make you think of me" she asks putting her emphasis on "you".
"Oh I get it" you say taking her hand and giving it a kiss. "You are worried your answer would make me think less of you because you'd be willing to be a part of someone cheating" you ask her as you grab her other hand and kiss it. She just nods, you can tell she's really worried and is waiting for your answer.
"The short answer is no, not at all" you reply looking up at her.
"But" she begins.
"But nothing. Remember in this hypothetical I would be right there with you. A party to the cheating as well. If I thought poorly of you for it I'd be thinking poorly of myself as well. I happen to agree with what you have said. In the hypothetical I gave you Rene is her own person capable of making her own decisions, and if she was willing to have a threesome with us without her wife present then obviously her marriage wasn't as solid as I had thought. I don't see how that would be our fault, barring us purposefully trying to tank her marriage which we aren't doing. Like you said, if she was willing to do that with us then she'd be willing to do it with someone else, but we would just be the lucky ones who found her first" you tell her.
"Besides...maybe it would end up being Jane" you chuckle. Nadene lets out a snort and playfully swats your chest, and then hugs you tightly.
"Feeling a bit better now" you ask her.
"Yah, I was just worried I'd...well, I was just worried" she replied hugging you tighter.
"Well I shouldn't have posed such a question to you really. I was just thinking of all the scenarios that I could think of for tonight and that one kind of popped into my head, and I didn't want to assume what you'd want to do in such a situation. Most likely it'll result in the foursome, and even more likely it'll just be us tonight and we'll have to do some more convincing to get a foursome going at a later date. I'm more than happy, excited really, for it to be just us tonight" you tell her and hug her tightly in return.
"Well" she says leaning down to whisper in your ear "whatever happens tonight I'm going to make sure that your cock unloads itself into my tight" she starts grinding her ass against you "wet" she licks your ear "pussy" she finishes. Your cock is rock hard and she can obviously feel it as her grinding adjusted to focus on it.
"In fact I was thinking maybe we could have a little fun right now. I wouldn't mind feeling your cum inside of me while we were on the date. In fact the more I think about it the more I want it" she says standing up and bending over a chair. She slowly hikes up the dress she's wearing, and reveals that she isn't wearing any panties and her pussy does appear to be wet.
"Well I wouldn't want you to break your promise" you reply standing up and moving behind her. Before you start undoing your pants you feel the vibration of your phone and the hear its alarm going off. Nadene pouts, but you both know that means it is time to head to the date, so she wiggles her dress back down to mid thigh.
"Shit" you both say together and chuckle at both thinking the same thing.
"Later then" she says walking by you to pick up her purse. She casually gives your cock a light squeeze as she walks by. You let out a light grunt and desperately still want to bend her over, but your reason wins out and being late to the date would likely not be the best impression for getting traction on this foursome. So with determination you and Nadene step out to grab a taxi to the restaurant for the date.
The Date Part 2
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The Perfect Gentleman
A perfect gentleman is subjective.
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