Katie encounter - Part 2 [F19/M30] [stranger] [dominant male] [virgin female]
Katie heads to the restaurant, mace stored in her bag, rape whistle in her pocket. She opted for a knee length skirt and a nice chiffon shirt with a vest underneath. Nothing too out there. She didn't want to give the impression that she'd made a massive effort.
She turned up 10 minutes late and gave Rays name as she entered.
"I'm really sorry, we don't have a Ray on here, do you have his last name?"
"Erm, no I don't, I'm sorry, maybe I made a mistake."
Katie starts panicking, her head reels 'it was all just a cruel joke, he wasn't interested at all, I'm so stupid!' she thinks to herself. But another staff member who looks like a manager comes over.
"That's ok Tom, I'll take it from here. We've been expecting you, I'll take you to Mr Graham's private room"
Katie nods as if she knows what the hell is going on. This place looks way beyond her means, she couldn't even afford a bread stick in a place like this!
The lovely man leads her to a curtain and pulls it back revealing a candle lit room with red satin chairs, and there sits the stranger, as handsome as before. He stands like a gentleman.
"You came, I wasn't sure you would." He says with a polite smile.
"Well you didn't leave me much choice, I'm sure you noticed that book was a library book, I need it back, I don't want to be in trouble"
"Hmm."He nods "No, we wouldn't want that. Please."
He gestures to the seat in front of him.
"Where's my book?" Katie asks, stone faced.
"All in good time my dear. Please, humour me. If you want nothing to do with me after tonight, I'll leave you be." He circles the table and pulls out the chair gesturing to it.
She stares warily.
"Look I just want to have a nice meal with you, is that so bad? I don't bite. Well ... Not on the first date anyway." He smirks. God he's handsome. Katie gives in, mostly because her legs are betraying her and feel like jelly. She sits and removes her jacket.
"You never told me your name" Ray states.
"No I didn't." Katie responds matter of factly.
"Well, are you going to tell me, or do I have to name you?" There's an air of dominance to his voice which causes a flutter below which she's only ever felt when reading books. She doesn't know what compels her, but she shrugs shyly.
"Ah, ok I guess I will be naming you then. That's quite alright, your name doesn't matter, you'll learn that. I'll call you... Grace, for the time being."
The flutters and tingles continue between her legs. Something about this man, his dominance, his confidence, his ego, it makes her feels things she's never felt before, or at least not from real life.
"But, my name isn't Grace" Katie responds shakily.
"Of course it is. Why? Don't you like it, Grace?" There's a darkness in his eyes, like he's testing her, but she's unsure what for. But the more she's in his presence the more nervous she feels, but she can't bring herself to run away, not again.
"It's fine." She murmers under her breath.
"Good" he claps his hands together and smiles "now we can get onto more important topics."
The waiter enters the room and asks if he can take their orders. Katie hasn't even glanced at the menu but without even asking her, Ray responds.
"We'll have a whisky, neat, and a pink gin and tonic, and then for food we'll have 2 bruschetta and 2 Risotto alla Milanese and some bread for the table please. Grazie"
Katie is feeling annoyed. But there's no denying that his pronunciation of the dishes is spot on, and the accent is very attractive.
"You don't even know what I like" she manages to say in a confident tone.
"I know what's good here, trust me."
"You're a stranger, how can I trust you?" Katie looks at him with narrow eyes as he smirks once again.
"You'll learn to trust me. I promise. And I also promise I won't ever hurt you."
Ray looks deep into her eyes and the intensity causes her to look away. He clears his throat and lightens his tone.
"So, Grace, tell me a little about yourself, what do you study? I know you love to read." He leans back in his chair and looks so calm, whilst Katie is still struggling to keep herself together.
"How do you know I study?" Katie asks nervously.
"Well, I'm assuming you wouldn't frequent the university library if you didn't study there. So what will it be, law? English literature? Psych 101"
"Ding ding ding, we have a winner" Katie says dryly as the waiter arrives, popping her gin on the table which she gulps down before the waiter even leaves. "Another please." She taps the glass and the waiter nods.
"I must really make you nervous" he smiles. "But I fear I should be the nervous one if you're majoring in psychology. Tell me, Grace, what do you make of me?" He leans back once again in his chair and opens his arms out slightly. "Analyse me." His tone almost suggests that of a challenge.
This was her area of expertise, this is what she was good at, so why on earth was she struggling so much to get her words out. But after clearing her throat, she finally does. And once she starts, she doesn't stop, she reels off all of her thoughts.
"Well we ... We haven't really had too much of an interaction, but from what I can gather so far. In my mind you appear to be a player, I imagine you have a whole flock of women swooning over you, wanting you, in fact you probably have multiple women on the go. You appear to like a challenge, and you're very dominant. You probably grew up with either a very manly man of a father or without a father at all so you were forced to be the man of the house, which is likely where the dominance has come from. You seem very sure of yourself, very cocky, but also ... Respectful of women in a sense. You're a gentleman, which is a contrast to the words you say. How am I doing so far?"
His face hasn't faltered, he's just staring at her with a bemused look on his face throughout her ramblings.
"Hmm. Correct in parts" he takes a sip of his whisky.
"Which parts?" Katie asks, taking a sip of her own drink as she feels the first one going straight to her head.
"Well now that would be telling, Grace, but it's important you know, I am a one woman at a time kind of man. I don't cheat, and I don't have multiple women on the go at once. I take each situation seriously. And if I did happen to have another woman at the same time, all parties would be made aware."
Katie is surprised, and it is clear on her face.
"Is that to say you don't have any lady friends in your life at the moment?" She asks, a little too keenly.
"Correct, Grace" he smirks as he takes another sip.
Katie nods and is trying to take this in.
"So... I'm confused." She feels her head swirling, both with the alcohol and this conversation.
"Oh? Confused about what exactly?" He swirls the whisky in his glass.
"Well ... Um ... I guess ... What your intentions are with me." Katie is feeling a little more confident now her first drink is kicking in, but still stumbles over her words.
"Well Grace, that all depends on you. It depends on what you want. It depends on if you want what I can offer you."
"And what are you offering me?"
Ray leans forward, a sparkle in his eyes and a slight smile on his face.
"I'm offering you passion, excitement, adventure. I'm offering to push limits you don't even know you have. I'll also wine you and dine you, we'll go out for lovely dates, and we'll have a lovely time together. I promise you that."
Katie looks at him through narrow eyes.
"Ok ... I have a few questions."
"I'd expect nothing less." He leans back once again.
"First of all, why me?"
He smiles. "I've watched you, in that coffee shop, every weekday, reading your books, you get through them fast. I watch your expressions change with every page, it's like you're living the stories. But I want you to actually live the stories, not just read them. I think I could give you that experience."
"You want to give me romance?" Katie cocks a brow.
"Well, no, that's the catch. I can't give you romance. Well, I mean, I can give you the extravagant meals and exciting experiences, I can wine and dine you, but I can't fall for you, not in the way you want, not like in the books. This will be an arrangement, not a relationship."
"Ok, but ... What will be expected of me?" Katie feels nervous once again, even with the alcohol.
"Well, we could iron out the details, but, first and foremost I'd need you to trust me. Completely. I'd need you to be willing to do things out of your comfort zone. I would never put you in any danger, and I would never hurt you. You can say no to things if you're uncomfortable. We would have a safe word. And we would have open communication. But you'd need to give in to me. Obey me. Do as I say, unless I state otherwise. But first and foremost, consent is extremely important to me"
Katie is confused.
"So this is all about sex I assume."
Just as she says this, the waiter enters with their starters and bread. Katie blushes at what she's just said in front of the man serving their food.
"Thank you " Katie responds. the food looks amazing, not like the cheap Italian restaurants she's been to before. This is high quality, it's obvious.
Ray doesn't seem phased by the waiters presence and responds,
"Oh no, Grace. This isn't just about sex. It's about giving up your power, giving yourself over to me. Trusting me with your pleasure, with your sense of self. Opening you up to a world of possibilities... You would be free to leave the arrangement anytime of course."
Katie shudders at his words and starts eating a little, trying to take in everything he's explained.
"Thoughts?" He asks in between a bite of his bruschetta.
"This is a lot to absorb." Katie says. "I have concerns ... I ..."
Katie downs the rest of her gin.
"Well of course you do, it's natural, this isn't exactly a normal request. I completely understand, and there's no pressure at all. I want you to be comfortab...."
"I'm a virgin." Katie interrupts
Rays face falters for the first time.
"Ah. I see" Katie can't tell if he is disappointed or upset, he looks like he's pondering her comment.
Katie continues eating in silence, feeling awkward at her outburst.
"And, how do you feel about my proposal, with that in mind?" Ray asks in a level tone.
Katie is taken back. She thought for sure this guy wouldn't want anything to do with her now.
"Well, um, I ... I'd be lying if I said I wasn't intrigued, but ... I always thought that the first person I had sex with, I thought it would be special, I thought it would be someone I loved. I'm sorry if that disappoints you." Katie looks down and plays with her food.
" You aren't disappointing me, Grace. This is about so much more than sex. I can work around that. If you wanted to do this, we could do it without sex, at least initially. If you changed your mind later down the line, we could review things again. .. I also don't expect you to make a decision today. You can go away and think about it. You can take as long as you like."
"It's a lot to absorb" Katie says.
"Yes, it is. I realise that. This isn't something which comes up every day. We could also have a taster session, see if it's what's right for you."
"I don't think you understand... I'm not just a virgin to sex ... I've not done anything. I've never had a boyfriend, I've never even seen a penis in real life. I don't know anything." The alcohol is really kicking in now, evidenced by her use of the word 'penis' with this virtual stranger. Katie's feeling a lot more forward with her comments.
Ray nods "I understand, it's not a worry for me. But I do understand if it's an issue for you. I should also mention, I have all of my sexual health reports which I can show you, I'm clear for everything, and also, I'm a very good teacher."
Katie finishes her food in silence.
"Tell me what you're thinking" Ray demands gently, a few minutes later.
"I - I don't know how this would work, I don't know why you want me, I don't know if this is something I want, but I feel I might regret it if I say no. It's ... Difficult"
The main dish comes immediately afterwards and the waiter takes away the empty plates.
"Would you like a taste of what you can expect?" Ray asks
Without even thinking, Katie responds "yes."
"That's 'yes sir' Grace, eventually we will work up to Master. Do you understand?" He looks at her expectedly.
"Yes... Sir" Katie responds with a pause.
"Good girl. Come here for me." Ray demands gently.
Katie laughs slightly feeling awkward but not getting up.
Ray looks at her, head tilted and face stern.
"Grace, come here. Now."
Katie stands up and walks towards him.
"Get on your knees for me, Grace."
Katie looks around towards the curtain.
"Don't worry about him, he won't be back.... On your knees." His tone is firm yet gentle.
Katie gets to her knees without further request, but there is reluctance. She can feel a tingle once again beneath her underwear. She feels so scared, but excited as she gives up a little control.
"Hmm, you'd be such a good girl for me, I can tell." Ray strokes her hair gently. "Have you ever shown your body to anyone Grace? Or would I be the first?"
"No sir, no one has seen me naked."
"And, do you want to show me Grace?"
"Yes sir, I do." Katie suprises herself with her response.
"You will, but not today. Tilt your head up, look at me."
Katie does as she's told.
"Open your mouth" Ray demands.
Katie reluctantly opens her mouth, but she feels extremely nervous.
Ray cups her cheek with his hand and traces her lips with his thumb.
"Stick out your tongue"
Katie obeys without question. Rays thumb enters her mouth.
"Suck"
Katie feels mortified, but something about this whole encounter is making her feel so alive. So, of course, she sucks his thumb as she is told to. She was a thumb sucker as a child, so she's used to that, but she's never had someone else's in her mouth. It feels oddly comforting.
"Good girl. You may get up and finish your food."
Katie rises to her feet and sits back at the table.
"How are you feeling about my offer, Grace?"
"I ... I accept... I mean... I want to try." Katie trips over her words, aware she sounds a little too eager.
Ray smiles. "I'm glad. You have my number, you will send me your schedule Grace. I need to know your availability at all times. I will then send you next steps. Do you understand?"
"Yes sir" Katie responds.
They finish their meal and Ray takes care of the bill.
"May I walk you home Grace?
"Yes sir"
"Good girl"
They walk back to her flat and he guides her with his hand on the small of her back.
"I'm still not sure why you chose me." Katie says on their way back, breaking the silence between them.
"Oh Grace, have you always had such low self esteem? We need to resolve this"
"Well, boys have never particularly liked me, so I don't understand why someone like you would choose me."
"Someone like me?" Ray cocks his brow.
"Well, someone so much older, handsome, confident. You could have any woman you want."
"Maybe, maybe not, but I want you."
Katie stomach flips.
"Do you masturbate?" Ray asks out of the blue.
"What!? No! Oh, what kind of question is that." Katie is embarrassed at the question, even with the alcohol coursing through her. Looking around to make sure no one has heard his question.
"You've never touched yourself? Or examined yourself? Explored what feels good?" Ray asks, seemingly surprised.
"Ew. No. I can't do that." Katie seems surprised by the question.
"Hmm, interesting. You will, but not until I say so, ok Grace?"
"Umm I guess." Katie looks down at the ground.
"You guess?" Ray prompts.
"I mean ... Yes sir. Sorry"
Ray smiles "good girl."
They approach Katie's flat.
"Send me your schedule tonight, Grace. Do you understand?"
"Yes sir"
He lifts her hand and kisses it tenderly.
"Sleep well" he says sincerely, as he turns to leave. This surprises Katie, but she feels happy to have some space to think.
Posted Nov 28, 2025, 5:36 PM UTC