Diane’s Dinner Date – Part 2

AI art by me

Diane hadn’t felt this nervous since she was a teenager.

It didn’t help matters that on that date, the guy she was with had thrown up on her shoe after one ride too many on the rollercoaster.  Being made of much sterner stuff, Diane had no problems with any ride the amusement park threw at the rest of them.

She’d felt bad for the guy and kept him company until he’d finally convinced her to go and have fun with the others in the group.  Reluctantly, she’d gone to have a little more fun before they needed to go home.  The best thing about that date was she hadn’t needed to worry about a kiss goodnight!

Diane had a string of bad luck and choices in men most of her life.  They all wanted to suck every gift of herself she gave them without ever reciprocating at all!  It had drained her so much that she’d given it all up several years ago.  

Now, she had a date.  It was a date with a very dominant man.  He’d even have the balls to direct what she wore on said date.  The green skirt he loved was waiting on the bed while Diane paced around her bedroom in her underwear.

Catching a glimpse of herself, she blushed once more.  Diane didn’t have much in the way of lingerie, but what she did have was good quality. You can never go wrong with black lace.  She shouldn’t be so worried about a layer of clothing he’d never know about, right?  Right???  Diane was NOT planning on him seeing anything this soon.

Yeah, she kept telling herself that as she chose a scandalously tiny thong she’d bought on a whim.  Her thought had been there’d be no need to take it down to spank her since it covered nothing in the first place!  No, no, no…she shook her head but still slipped it on and enjoyed the little ass wiggle as she pulled it up past her hips.

In some ways, the time went so slowly, while in other ways, it went so fast!  Did that read right?  Ten minutes until he was here?  Oh my god, oh my god.  She began to freak out a little as she applied her makeup more carefully than usual.  

He wouldn’t just honk the horn, would he?  If he did,, there’d be two strikes against him before the date began.  Honking like she was a…Oh GOD.

It was the doorbell.  He was early!

She checked.  No, he was on time, and she had just been in a daze again.  Get a grip, Girl, she told herself.

One last smoothing of the fabric of her skirt.  Why did it feel so fragile right now?  

She opened the door.

“Hello, Dee.  Wow.” Rue paused and looked her over without an ounce of shame.  “You look…gorgeous.”

Something about the way he said it and the way his eyes were burning made Diane blush. Lord, she was blushing like a teen girl!

“Thank you, Ss..Rue.” She laughed.  “I almost messed up.”

“Mmm…good thing you remembered.  I’d hate to have to start our date with spanking you.” He grinned at her.

It took every ounce of control she had not to cover her bottom with her hands right then.  “Rue, you can be a right…something, sometimes!  May I get my purse?” She asked.

His grin became a knowing smile.  “Yes, you may.  Thank you for asking.”

God, she had asked permission, hadn’t she?  Her face still flushed as she reached over to grab her purse and went outside.  He locked the door, waiting to escort her to his car.

“Now, Dee.” He began.  “I’m the kind of guy who likes to place his hand on the small of his lady’s back as he escorts her but…I won’t do so tonight unless you tell me you’d like it.”

This startled her a little.  “Oh.”

“I told you I wouldn’t do a thing to you that you didn’t ask me to do.” He reminded her as he turned to give her room to pass.

Suddenly, Diane felt a definite lack of his hand on her lower back.  The twinkle in his eyes told her he knew exactly what this was doing to her.  

“Would you, please, escort me this evening, Rue?” She asked and didn’t look at him.

“My pleasure.” He murmured and placed the palm of his hand on her lower back as she moved into position. 

His hand felt warm and…rather large as it sat just above the beginning curve of her bottom.  Oh, why did her bottom ache now?  Diane worked on breathing and walking at the same time.  It was a difficult task tonight.

Rue was a consummate gentleman.

He opened the car door for her and held her hand as she got inside. He did not try to ogle her legs as she scooted. Diane checked. The ride to the restaurant was pretty quiet, and she hoped he couldn’t hear how much her heart was pounding or…other parts of her.

Opening her door again, he extricated her from the car and led them into dinner. He’d chosen one of the lovely places in town but not the most expensive. Diane had heard the food here was good but never tried it since it was well known as a date destination.

His hand on her back now felt very welcomed and comfortable.  Rue didn’t push or try to guide.  It was just to be there, in case.  It’s what Diane thought.  Screw Carla and Ruth, Diane loved the feel of it, of him.

“It’ll be a ten-minute wait on the table.  Why the hell make a reservation if I have to wait still?” He grumbled with a grin.

“The perils of the modern world.” Diana joked.

He smiled at her humor.  “Want to wait inside here or outside?  They’ll text my phone.”

She glanced around at the crowded area.  “Outside, please?”

“Certainly.” He led her outside and waited until the door closed.  “So, what question did you want to ask first?”

She turned to him.

“You asked to come outside with a dangerous fellow like me, Dee.  I figured you had a reason.  Ask away.  We made the honesty promis,e and I will keep it.” He held up a hand.  “Just don’t get mad or offended by my answers because you did ask.”

“Fair enough.” Diane nodded.  “What’s the deal with Sir?  That should be a safe place to start.”

He laughed as they walked around the outside of the restaurant.  “Is it?  You asked.” He shrugged.  “A submissive usually only calls a man Sir when he is her dominant, she recognizes him as A dominant, or she wishes to become his dominant.  Until we decide if you fall into one or more of those categories, it’s why I asked you not to use it yet.”

Diane understood why it might not have been the safest question.  “And if I just decide to stay with Rue?”

“That also answers my questions and yours, I’d imagine.” He replied.  “Do you want to call me Sir, Diane?”

His use of her actual name made this more formal now.  She paused as she thought about it.  It would be easy to play it off, but she had promised to tell the truth…all of it.  She sighed.  “I think I would…Sir?” 

“I see.  Is it unfair of me to ask which of the three categories you see yourself in now?” He asked further.

Diane knew a dance when she heard it.  Their tango had begun.  “I recognize you are a Dominant, Sir.”

“Good.  Is it why you started to call me Sir today?” He asked.

Diane was starting to regret this whole truth agreement.  He had nothing to hide at all, while she did.  “Yes, Sir.  I wanted to see if I am what I think I am.  I already knew you are what you are.”  She grimaced.  “That was dreadful wording.”

“It’s okay.  I think you’re a little nervous. Am I right?” He smiled gently.

“A little?  Sir, I am a bundle of nerves right now.” She laughed softly.

“Why?  Did you think I would command you or take you over my knee in front of your house…or here?” He gestured to a small bench where he moved to sit.

This forced Diane to walk to him as he was seated, and the whole over-the-knee thing became very real for a moment. His eyes tracked her movements. She suddenly tried to remember if he was left-handed or right-handed.

What the hell did that have to do with anything? She berated herself and sat down next to him.

“This isn’t fair, Sir.” She told him.

“You still haven’t answered my question.” He gently reminded her.

“I know, Sir.  Just wanted to add commentary.” She told him, slightly annoyed.

He laughed.  “Noted.  I will take your bait.  Why is this not fair?”

She relaxed a little at his noblesse oblige.  “Because you have nothing to hide while I have a lot to hide or that I don’t understand yet, Sir.” She answered.

“Fair.” He nodded.  “Should I withdraw the question?”

She could see he was serious about it but shook her head.  “No, Sir. It’s okay.  I just had to say that and thank you for hearing me.”

“Always, Dee.  I will always hear what you say to me.” He promised.

It was such a simple promise, yet it made her heart sing to hear it.  

“Yes, I am nervous because when you said spanking to me earlier, I had to stop myself from covering my…bottom, Sir.”  She confessed.

He didn’t laugh, but he did smirk.  “You thought I’d spank you for disobedience?”

“If I was your sub, wouldn’t you have done it?” She asked.

He shrugged.  “In a heartbeat, yes.  It would have been no surprise to you either because you would have agreed to such consequences.  You might even have acted out, as we say, to get a spanking.  Some do.”

“Bratting, isn’t it?  Sir?” She asked.

“It is…and I can’t really abide it. If my sub wants a spanking or whatever, then she learns to just ask for it, ” he answered.

Asking for a spanking just because?  The idea sent little waves of panic and pleasure through her.  “And subs do that, Sir?” She asked.

“Oh, yes.  Of course they do.  They became submissives to me because they know I like to spank and so forth, and they love to be spanked and so forth.” He answered.

His use of “so forth” had Diane’s imagination working overtime.  

She was surprised he stayed silent.  “You’re not going to ask me, Sir?”  She finally couldn’t stand it.

“Ask what, Dee?” He asked her with his head cocked.

She growled softly.  “You know damn well, what, Sir.” She eyed him.

“Yes.  Yes, I do.  I just want to see if you did.  Okay, do you think you wish to be spanked for pleasure as well as for discipline, Dee?” He asked.

It was now out there, and it was because she had forced it!  The wily old fox had lured her into his trap while she’d gone willingly.  She felt herself blushing again and biting her lower lip.

“It’s okay, Dee.  I can take that as a yes or a maybe.  You don’t have to answer.” He told her.

She relaxed a little.  “Thank you, Sir.  I appreciate that.  It is one of the other, yes, Sir.”

“Hmm…do you wish to discuss that now, or should we put a pin in it for later?” He asked.

“Later, please?” She asked…no…she begged and knew it.

“Of course, Dee.”  He nodded.  His phone buzzed.  “Our table is ready.”

She almost joked about being saved by the buzz, but it was too close to the truth.  

He led, and she acknowledged it for what it was, her back into the restaurant and the hostess seated them.  Rue…   Sir held the chair for her and seated her before sitting himself.  It made Diane feel so very special.  Yes, she knew what he wanted to do to her.  Of course, he did.  She still felt special around him.

The waitress came by and was a very pretty, young thing who flirted shamelessly with Sir.  Of course, he didn’t mind it a bit and played into it a little.  It wasn’t enough to be over a line but it did bother Diane a little.  They’d ordered some sodas and an appetizer.  Sir had made sure she approved of all his choices before he made them, but he was the one to make them and…that sat well with her, for now.

The waitress left with some flirty line and Sir looked back at Diane.

“Okay, why the frown, Dee?” He asked.

Had she been?  She wasn’t aware.  He did ask for honesty.  “I’m not sure I like my date flirting with a pretty waitress.  Especially when the waitress is young enough to be his granddaughter.” She told him as she took a sip of the water.

“Okay.  Fair enough.  In response, I’d like to ask you what you think would have been better, okay?” He raised an eyebrow.

“Sure.” She shrugged.

“Would you have rathered that I ignored her charm and beauty?  Been more sedate in my reactions and perhaps even disdainful of her acting this way when I obviously have a date?” He asked as he took a sip of water.

“Well…yes.” She nodded.

“Hmm…but didn’t you want me to be honest?” He asked.

She could see where he was going with this and wasn’t going to give in that easily.  “There’s honest and then there’s honest.” She rebutted.

“Is there? Perhaps I am very wrong, but I think the men who would have ignored her for the sake of their date would be lying.  They’d be lying in the sense that they were attracted but hid it from the date.  This might come out later when the date was no longer around or later when he had an affair.” He countered.

“That’s a pretty big assumption on your part.” She gave him a look.

“Again, is it?  You’re aware as well as I am about the divorce rate and the state of the dating game out there.  There are more of you than there are of us, as in interesting men versus interesting women.”  He shrugged.

She thought about it a moment to be fair.  Hadn’t she just heard a podcast about this very thing?  Women were putting up with being in a harem situation because there were so few alpha males that knew what they were doing?  She had.  She’d also dismissed it until now.

“Are you saying that if she became more than just a flirtation hoping for a better tip that you’d respond to her?” Diane asked to put the shoe on his foot.

He laughed, which surprised her.  “She’s way too young, Dee.  Way too young.  By the way, she would miss being my granddaughter by four or five years as in older than.” He eyed her.

She squirmed slightly.  It had been a low blow on her part but he’d started it!  Or had he? “You’re right.  I’m sorry, Sir.  That was low on my part.  You have some kind of age limit then?” She asked.

He nodded.  “My preference is no one under thirty.  High twenties…maybe if they are mature enough…old souls, if you will.”

Diane was thirty-seven.  “What’s wrong with the younger ones?  I’d have thought they’d be prized for their youthful enthusiasm.”

Sir laughed once more.  Just then the waitress came with their sodas and the appetizers.  There was a twinkle in her eyes when she looked at Sir now that had nothing to do with her tip.  She didn’t initiate but Diane could see she wouldn’t have minded if he did.  He did not.

After she left, Diane put her straw in her soda.  “I think she was hoping you’d flirt first this time.”

“I know.  It’s why I didn’t.  I don’t start something I’m not willing to see through.” His gaze bored into her.

Diane tried very hard not to squirm or notice how wet she was.  The damned thong wouldn’t allow her to use a pad!  “You still didn’t answer my question, Sir.” She tried to distract him.

Taking some of the cheese dip on a chip, he nodded.  “Enthusaism is overrated when it comes with no experience or maturity or patience.  I’ve never really understood the heaven of seventy-two virgins.  Good heavens, that many girls to teach and train?  No, thanks.”

Diana couldn’t help it.  She laughed and had to see his logic.  “I always kind of wondered at that, too.  I figure it was because they were too young to argue or do anything but what was commanded.”

“Ah.” He held up a finger.  “That is a myth, too.  Men think they’d love a woman who had no thought but his but it is so damned boring!” He emphasized the last word.

“You speak from experience?” Diane felt amused.

“I do.  In my early days as a Dom, I had a submissive who did everything and anything but…have an idea of her own.  We’d go to a movie and she’d wait until I’d given my opinion then expound on it with me.  Took me a week or so to figure it out.”  He stopped to drink.

“A whole week?  Poor you.” Diane teased him.

He shrugged.  “What can I say?  She could be very diverting but when I started to try to make her have her own opinion?  She refused.  It sent her into a kind of confusion that she couldn’t come out from.  I ended it with her soon after.”

“Did you tell her why?” Diane asked.

“I tried but she wasn’t sure she understood.  She got angry and blamed me for being unreasonable.  I stopped arguing and let her believe I was.” He shrugged once more.  “Seemed to be easier for her that way.”

Diane didn’t know what to make of this story.  She could tell it was true but the casual way he talked about women and their feelings.  “I’m taking it that you are not a monogamous kind of Dominant?” She asked.

He smiled.  “Not at all.  I’m sure you know the term polyamorous?” He asked.

She nodded.  “You mean the excuse for a man to have several lovers while the women can’t?”

“Who said that?  I’d be such a hypocrite if I didn’t allow them the same courtesy.” He held up a hand because their entrees had arrived.

It was a different server this time but that wasn’t all that strange these days.  Diane did wonder if the younger girl’s feelings were hurt somehow.

They ate for a bit before she had to ask.  “You’d allow your submissive to…what?  Have another Dom?”

“Mmm…something like that.  If she came across someone she had interest in then we would discuss it and if she asked I would let her find out.”  He answered.

“And you would afford the submissive or…submissives the same courtesy of discussing before you did something with another woman?” She asked.

“I would.  I have.  There is no room for agendas, lies, or secrets in this kind of a relationship.  Even in an monogamous one, a D/s dynamic is more powerful and binding than a marriage.  This is what I believe.” He ate some more of his steak.  Of course, he’d ordered steak.

She wondered if she believed him, then she wondered why it mattered so much to her.  This made her realize she was considering becoming his submissive!  Did he know that? She looked up to see him watching her.  Yes, he did.

“I could have kept all this from you.  I could have let you believe I was a one submissive Dom.  I could have ignored the waitress, but I didn’t do any of those.  Do you want to know why?” He asked.

“Very much, Sir.” She told him and almost held her breath.

“Because I respect you too much to do trickery like that.  You, my dear, are the Real Deal.  No man can have you that isn’t honest.  I could see that miles away before this ever started.  I wanted to start with truth because I wanted this to continue, or so I hope.” He eyed her for a few seconds before lowering his gaze.

Diane let out a breath she was, in fact, holding.  He did want her and he was willing to show her who he was, warts and all.  That counted for a lot, didn’t it?  What to do now?  Dinner was almost over.  She decided to lay all her cars down, too.

“I want to find out if I am a submissive, Sir.  I…I want to find out if being spanked..and so forth…would pleasure me.  I want…I think I want to find out with you as my Dominant, Sir.  I just have no idea what to do next here and will…bow to your experience.” She smiled at him then looked down.

It was quiet.  The chatter in the restaurant seemed to fade away.

“Well, then.  First, thank you so very much for your honesty.  That was very brave of you to say.  I’m going to say two words to you and, please, tell me your first reactions.  Are you ready?” He asked.

She nodded and still looked down.

“Eyes.” He told her.

She knew what he meant so she looked up into his.

“Dee, you’ve been a very good girl for me tonight.” He told her.  There was no emphasis on the two words.

It didn’t matter.  Diane felt a flushing wave of pleasure at his praise and those two words so vilified by society to be told to a woman as if she were a child!  Diane didn’t care…she liked being called a good girl by him.  “I…I like it very much when you call me that, Sir.”

“Well, test one is a positive.  It would seem you do have some submissiveness in you, Dee.  How do you feel about that?” He asked.

“Not terribly surprised, Sir.” She shrugged and felt her nipples rubbing against her bra.  They were just that sensitive right now.  Good Girl.  It kept echoing in her mine and…her pussy.

“At this point, I’d suggest one of two things.  We can either exchange contact info formally and begin to text and chat with each other.  I’m sure you have a million and one questions.  I probably have most of the answers.  We do this for a few days then reassess where to go from there.” He told her.

She waited but he stayed silent.  “And the other choice?”

“I take you home.  We go inside your house.  Have a light snack, try to relax, and then I give you your first spanking from me.”  He answered.  “Then we do the other option as well if the spanking is…well received.”

Diane giggled before she could stop herself.  “Well received. Nice turn of phrase, Sir.”

“Thanks.” He smiled.  “You have until I pay the check to decide which one.  That is a normal Dom tactic to give a time limit on a sub’s choice.  I prefer to make the sub complicit in her own…doom, as it were.”

This made Diane’s pussy clench and her nipples ache.  He was making her choose whether to be spanked or not.  It was clearly her choice but she had a deadline to choose.  “And if I don’t choose, Sir?”

“I take you home and we never talk of this again.” He said in clear, dominant tones.  He wasn’t kidding.

A feeling shock and loss stabbed through her.  After this?  To see him in the hallways and lunch times and never speak of this night again?  No.  No!  The first option was obviously the safest and a kindness of him to add it, but…

Diane took a long drink of her soda until it was gone then another long sip of her water.  Her mouth was suddenly very dry.

“I’ll…I’ll take the spanking, please, Sir?” She begged.

…to be continued…

Responses to “Diane’s Dinner Date – Part 2”

  1. More please!!! I’m loving how this story is building, Jon! 🥵

    Sooooo glad she chose the spanking! 😂🍑👋

    1. Welllll…when a submissive begs so sweetly? How can I refuse? If she’d chosen differently the storyline would have ended her, I believe. 😉

  2. I love this development. I’m also learning a lot.
    Thank you for the great work.
    Diane made the right choice; she’s very brave.

    1. Hmm…I am curious what you are learning, Dear Christian. Glad you are enjoying it.

  3. nora girl

    I am truly enjoying this story, Jon. I admire how you are challenging yourself to write something with depth, and with building tension. Looking forward to more 🙂 XOXO

    1. I will not tell a lie, nora. This storyline is in answer to your request so a lot of it is just for you. XOXO

      1. nora girl

        Well, I hope your writing makes YOU feel good. We all need something that makes us feel proud of how we spend our time 🙂

      2. Rufus is enjoying his time with Diane very much. 🩶😈

      3. nora girl

        Would it be okay to make one suggestion?

      4. heh…always being…you…nora… at least you asked this time. Yes, you can make a suggestion. (I avoided using “may”).

      5. nora girl

        Well, I was asking permission to be polite, as a fellow writer, and as one of your readers. I recognize that you may not want feedback on your writing. But, you said yes, so here goes. I LOVE this story and hope you consider trying to publish this one. My only critique so far is to lose the character, Jenny, in the first segment. Her character is absolutely not believable. In fantasy, it’s nice to imagine that a young girl may feel that spankings are good for her, but highly unlikely she’d ever talk about it so candidly. Also, it is just so completely inappropriate. The only reason a college professor is going to call a student in after reading that story is because she is a mandated reporter, and will be trying to determine if the student is being abused.

        Your story is describing a woman experimenting with her sexuality and discovering who she is and what she wants. Instead of the part with Jenny, perhaps you describe a blog she reads describing a discipline or D/s scene, or, maybe she is talking with a co-worker (NOT a student) who accidentally reveals that her husband spanks her and they have an honest conversation about it. I think that would improve the story and be something that your readers could better relate to. Just food for thought 🙂
        I want to reiterate that I LOVE this story. Just offering a gentle critique 🙂

      6. Thanks, nora. You’re critique is spot-on and very welcomed. I also appreciate your suggestion to publish. I was wondering about that as well. I’ve been learning from fellow authors that the key to making this payoff is to have a large backlog of novels or stories. I will need to publish more to get more, etc.

        Thanks for taking the time and having the patience with my naughty teasings. You always offer good food for thought. XOXO

      7. nora girl

        I appreciate this response, Jon. You could have just as easily said, back off, it’s my fantasy, I’ll write it how I want to. And I would have totally respected that. I have written all kinds of stories that are not realistic, but completely fantasy based. The story you are writing here feels different though. I am glad that my critique felt helpful 🙂

      8. Dear nora, don’t you know by now? I always listen to you, always have, always will. I know where your critiques, comfort, and support comes from. I’d be so foolish to not listen and say thanks. XOXO

      9. nora girl

        Thank you for this beautiful comment, Grey Man 🙂

      10. You’re welcome. 🩶

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