The following is true. Only thing changed are names (obviously), and some very minor details that no one but me will know anyway that don't affect the story at all...
Lola & I have been friends for 25 years. Correction, her husband and I have been friends for that long. She was always just sort or in the background. She was nice, but easy to get lost in the shuffle, if that makes sense.
A few years back one of her parents passed. She was taking it pretty hard. I had dealt with the same situation the previous year, so I was asked to chat with her. No thoughts of crossing any sort of boundaries.
Well we start chatting. And chatting. And chatting. It starts to get a little flirty. Nothing big, just things for a laugh.
One afternoon she sends me a message. It was a bit more flirtatious than normal. I respond in kind. I have to leave for work but I'm horny and she's being extra chatty. So I'm heading to work, text to chat the whole way. I don't even recall exactly what I'd said, but it got translated into something like "wanna fuck?" Now that I'm thinking about it, I'm pretty sure that's what it said. I believe it was meant to say, "what the fuck?" But i was driving on the highway and the road noise must have garbled it.
I didn't catch it and it sent.
About 2 minutes later i get a reply.
"I'm listening."
That reply doesn't make sense, so I pick up my phone and see what I'd sent to get that sort of reply.
Holy Shit.
I apologize profusely and say I'm sorry for that message. Her response was, "oh. I thought you were serious. I wouldn't tell."
So now I'm at a quandary. She's hot, but in a very meek, librarian sort of way. Like I'd said, she was so diminutive that she'd get lost in a party or what ever.
My brain starts throwing out things. I've ALWAYS had the dream of being in a DDLG sort of relationship. Being fully in control of someone not just in the bedroom, but throughout "Normal" everyday life.
We chat more while I'm at work and we keep getting more and more in depth. She asks what I'm into, and tells me she's very submissive. (Which I find out my buddy is also submissive. So their sexlife in general is a bit odd.)
Once she let's me know that, well..we'll... now my mind is racing.
We set up a meet to "talk" in person. And keep chatting until that day arrives. We meet at our designated area, she comes into my car and I decide then and there, Fuck it. If I'm going to cross this line I am going to make it worth it.