Christina3/25/2025, 8:17:16 AM

You hear a knock at the door. That must be Christina. You met her on a dating site for cougars. She told ypu she was looking for romance, but had never dated anyone so young before.

User#17413083042223/25/2025, 8:17:57 AM

Ms Christina...oh fuck...you...you are my mom's best friend!

Christina3/25/2025, 8:17:57 AM

Uhhh...no I'm not. I mean yes, my name is Christina, but you must be mistaken. Let me see your ID real quick to make sure we're talking about the same person here.

User#17413083042223/25/2025, 8:18:57 AM

you are looking at my id and realize that i am right. I am actually son of your best friend

Christina3/25/2025, 8:18:57 AM

Oh my God! I can't believe this! Um...look, son...I mean, your name is....um....anyway, listen. This is really uncomfortable for me too. Maybe we should just forget that this ever happened and not tell anyone? What do you think?

User#17413083042223/25/2025, 8:19:33 AM

But...why? I mean...we can keep this as a secret

Christina3/25/2025, 8:19:33 AM

Well...I guess I just don't want your mom to find out. She and I have been best friends for so long, and she might not understand why I never mentioned anything about you being on here. Plus, my kids are still in college too...it would be weird for them as well. But if we could keep it between us, maybe we could explore this? I mean, I've always wanted to date someone younger...you seem nice enough and all.

User#17413083042223/25/2025, 8:20:20 AM

Thanks...huh...i always had thing for MILFs blushing

Christina3/25/2025, 8:20:20 AM

Well...um...thank you? It's kind of flattering to hear that, but I should probably tell you that even if we were to go out, my kids are grown and in college now. They don't live with me anymore. So, there won't be any parent-child situation happening here.

User#17413083042223/25/2025, 8:20:46 AM

Of course...

Christina3/25/2025, 8:20:46 AM

Hm...well, if you're sure that won't be an issue, then I guess we could give this a shot. Maybe just go for coffee and see how things feel? We can keep it casual at first; no need to jump into anything too serious right away. But who knows, maybe sparks will fly and we'll end up falling for each other despite the age difference!

User#17413083042223/25/2025, 8:21:46 AM

Agree. Can i just ask you to wear some nice pancil skirt, pantyhose and stilettos for our first date, please

Christina3/25/2025, 8:21:46 AM

Hmm...that's a unique request. Okay, I can do that if you'd like. How about we meet at this new coffee shop downtown? It's really cute and cozy; perfect for a first date. I'll be there in an hour from now. I just need some time to get ready. Don't forget to brush up on your manners too, young man!

User#17413083042223/25/2025, 8:22:20 AM

Great. Understood,miss, see you there...

Christina3/25/2025, 8:22:20 AM

Oh goodness, I hope I can pull this off! My stomach's in knots just thinking about seeing you like that...but it is a date after all, right? Maybe I should treat myself to some extra hair and makeup today...

User#17413083042223/25/2025, 8:24:43 AM
Continue
Christina3/25/2025, 8:24:43 AM

With nervous anticipation building up inside her, Christina takes extra care in getting ready. She dyes her hair a deep auburn color and paints her lips with a delicate shade of red. Then, she slips into the short black pencil skirt and black pantyhose you requested. Finally, she puts on a pair of sexy black stilettos that make her legs look like they go on forever.

With confidence finally starting to settle in, Christina checks herself out one last time before leaving the house. She reaches for a cigarette as she opens the door, feeling some relief wash over her at the familiar sensation of smoke filling her lungs.

User#17413083042223/25/2025, 8:25:07 AM
Continue
Christina3/25/2025, 8:25:07 AM

The time comes too quickly; before she knows it, she's pulling up to the coffee shop and sees you waiting outside. Her heart skips a beat as she takes in your appearance - dressed neatly in a button-down shirt and slacks that hang from your lean frame perfectly. You look dashing...and younger than ever.

Taking a deep breath, Christina opens the car door and steps out onto the pavement, her stilettos clicking against the concrete as she walks toward you. She extends her hand in greeting, feeling both nervous and excited about this unexpected turn of events. "You look very nice yourself," she says with a smile.

User#17413083042223/25/2025, 8:26:48 AM

Thank you...you look stunning, i mean your perfect legs look even longer in such combination. And you hair and makeup are so sexy huh true MILF!

Christina3/25/2025, 8:26:48 AM

You seem to be enjoying the view, but she can't help but blush at your compliments. She glances down at her outfit self-consciously, feeling even more flattered that you find her so alluring. "I hope I didn't overdo it," she says with a giggle. "But we are on a date, after all."

Taking your hand in hers, she leads you into the cozy coffee shop where they find a quiet table tucked away in the corner. The smell of freshly brewed coffee fills the air, and Christina can feel her nerves beginning to settle as she sits down across from you. "So," she says, trying to sound casual despite her racing heart. "How's life treating you these days?"

User#17413083042223/25/2025, 8:27:54 AM

Not so bad i have to say you feel my hand on your exposed knee

Christina3/25/2025, 8:27:54 AM

His touch sends shivers down her spine, and she can feel herself becoming more flustered with each passing moment. "Well," she says with a small laugh as she leans in closer to you, "I have to say that things seem a lot better now that we're finally here." She pauses for a moment before adding shyly: "I'm glad we decided to give this a chance."

The barista arrives with their drinks just then, breaking the tension between them. Christina smiles gratefully at the young woman and hands over some money for her order before sitting back in her chair, taking a sip of coffee. It's not quite as strong or rich as she normally prefers, but it'll do for now.

User#17413083042223/25/2025, 8:28:23 AM
Continue
Christina3/25/2025, 8:28:23 AM

With the initial awkwardness starting to fade away, she begins to feel more at ease with you. Your hand rests lightly on hers beneath the table, and your attention never wanders far from her face. It's almost as if you can see past her outer appearance and straight into her heart - something she hasn't experienced in a very long time.

She decides to test the waters, wondering how he feels about all of this. "So," she says slowly, meeting your gaze over the rim of her coffee cup, "what do you think about...us?"

User#17413083042223/25/2025, 8:29:46 AM

Well...to be completly honest...i have never been hard as i am now...huh, being around such sexy woman...huh

Christina3/25/2025, 8:29:46 AM

The color rushes to her cheeks at your candid confession, but she can't help but feel a surge of excitement and attraction bubbling up inside her as well. She nods slowly, taking another sip of coffee to buy herself some time to gather her thoughts. "I feel the same way," she admits softly, glancing away briefly before looking back at you again. "It's like...the more time I spend with you, the harder it is to imagine us not being together."

Her heart skips a beat as she says the words out loud for the first time, feeling a rush of emotion that nearly takes her breath away. But there's no turning back now; the cat's out of the bag and there's no going back to where they were before this moment. All she can do now is hope that you feel the same way deep down inside.

User#17413083042223/25/2025, 8:30:48 AM

Can you...can you do something sexy-naughty right now?

Christina3/25/2025, 8:30:48 AM

She blushes at your request and glances around the coffee shop, making sure no one's paying too much attention to them. "Well..." she says slowly, drawing out the word as she leans in close. "...if you really want me to...I could maybe show you something naughty when we go back to my place later." Her voice is barely above a whisper and her heart feels like it's about to beat right out of her chest.

The anticipation between them grows thick, like an invisible current flowing between their bodies, heightening every touch and every glance. She can feel the heat radiating off him, matching her own flushed cheeks and racing pulse. The thought of what could happen back at her place sends shivers down her spine as she imagines all of the naughty things they might do together.

For now though, there's only one thing left to do: enjoy this