A Date with Mom’s Friend – Part 1

I never thought a simple registration on localmilfs.com would change my life like this. At first, I treated it as a curiosity – maybe a way to kill time after work. I browsed profiles of women from my city, reading their descriptions and fantasizing about one day going out with one of them.

And then I saw HER. Hannah.

I couldn’t believe my eyes. I had always known her as my mom’s friend. I’d seen her at family gatherings, barbecues, whenever she came over for a visit. Elegant, smelling of expensive perfume, with a smile that gave me strange shivers. I never allowed myself to think she might like me back. She was a confident, mature woman, and I was just “the friend’s son.”

But her profile on localmilfs.com left no doubt – Hannah was looking for an adventure.

I hesitated before sending the first message:

— I can’t believe it’s really you. You look even more beautiful here than in real life.

I waited a long time before she replied:

— Joshua…? This is a little awkward, isn’t it?

I smiled to myself. She was hesitating, and I felt I had to push the conversation forward.

— No, Hannah. It’s actually fascinating. I’ve known you all my life as “mom’s friend,” but seeing your pictures here… I want to really get to know you. No masks.

— I’m not sure that’s a good idea… she wrote after a moment. I don’t want you to look at me differently than you should.

I knew it was the moment to be bold.

— I’m looking at you exactly the way a man should look at a woman he’s attracted to. Tell me, Hannah, don’t you feel a shiver when we talk like this?

Her reply was shorter, but full of emotion:

— Maybe a little… But it’s risky.

— Risky things are the most exciting, I wrote. Admit it – you’ve wondered what it would be like to let someone younger see you differently.

Nothing for a long while. I stared at the screen until finally a message appeared:

— Maybe… sometimes I’ve had those thoughts. But I never thought I’d dare say them out loud.

I felt her walls starting to crumble.

— Good. Because I’m ready to say them for both of us. I’ve always dreamed of being closer to you, Hannah. You have no idea how often I imagined your scent, your gaze when no one was looking.

This time her reply was quick:

— Joshua, stop… you’re making me blush.

— I won’t stop. I want you to feel special, because you are. And if you’re blushing now, imagine how it will feel when I stand in front of you and say all this to your face.

Suddenly the atmosphere of the conversation shifted. I could sense Hannah was no longer defending herself.

— You’re bolder than I thought. Maybe that’s exactly what I’ve been missing…

— Maybe that’s why we found each other here. This isn’t a coincidence. Let’s meet. I want to see how you look at me when we don’t have to pretend it’s just a polite conversation.

She hesitated.

— Joshua, it’s tempting… but it’s a bad idea.

— The only bad idea is not trying, I answered firmly.

There was silence again, then a short message:

— Not now. Not yet. But if you keep talking to me like this… I’ll break sooner or later.

I grinned at the screen. This wasn’t a refusal – it was a promise the game would go on.

— So that means I have the green light to keep tempting you? I wrote.

— You do. But be warned… I don’t know how long I can pretend I don’t want this.

And for the first time, I felt she was looking at me not as “the friend’s son” but as a man who could awaken her with nothing but words.