Friday, May 22, 2015

The beginning of the story

Here we go.

The beginning of the story.

I'm going to break this into a few different posts, so it doesn't get too lengthy. It's a pretty fun story, so stick with me. :)


I'd been running with my friend, Kieran, for about a year or so. We ran trails; we ran road. Training runs and a few races. Running together was fun. Since I was used to mostly solo running, it was nice having a partner every now and again.

It was all very innocent.

Until one day on a trail run he was telling me about two girls he was kinda sorta seeing. Or wanted to be seeing more.

And he mentioned how they were kinky.

Me: Kinky how? Like BDSM?
Him: Maybe. Whatever.

Kind of dismissive but he continued with his story.

And then he mentioned something about the girl liking anal.

What? Come again? Is this conversation happening?

I think I just kind of laughed it off a little. Asking appropriate questions. But in my mind getting more and more curious. And yes, maybe a little turned on.


After that run, I remember coming home and telling Jasper that fucking Keiran might become a reality. And I relayed to him all the conversation that we'd had on that morning's run.

The conversation on our runs would eventually gravitate to sex in some manner. Sometimes not for a few hours into the run. LOL. We were both a little shy about sharing our true selves, I think.

We joked around about sex and life, but nothing too intense or too explicit. I was mostly quiet through it all. I know, that's not the Lola you all know and love, but it tends to happen that way in real life.


We had a Ragnar Trail event coming up, and a super sweet cabin to go with it. And a hot tub, too. At this point, I really wanted to fuck him. So, of course, I slipped in a few condoms when packing. I was excited about the possibility that the long weekend held.

We carpooled together for the 3+ hour drive. For most of it we had another passenger, but we met up with another teammate at a gas station, and our passenger rode the rest of the way with her. So he wouldn't have to be scrunched up in the back seat any longer.

And then our conversation got a little saucier.

I was just about to tell him about the first time I'd had anal when we entered the National Park, and he had to really concentrate on the windy roads in the dark.

When we arrived at the cabin, and were getting the tour, I whispered to him that we should share a room.

And that was the end of that.

I threw a few more signs his way to indicate I wanted more, but, well, he didn't really pick up on them.

  • I invited him to the hot tub - just the two of us - after most of the team had headed home.
  • I asked him to make me breakfast (probably the subtlest of my signs).
  • I lingered and leaned in.


No fucking at all the whole weekend.

I was so worked up by the time the weekend ended, I practically jumped on Jasper as I walked into the apartment!


But after that weekend, suddenly things progressed at an exponential rate! I'm not even sure how it happened or what triggered it, but our texts started getting more and more graphic.

There was a conversation about me getting a race sugar daddy, so that I could afford more races.
Kieran:A sugar daddy is going to want something in return though! Haha.
Me:You say that like you doubt my follow through.
Kieran:I had no idea.
Me:There could be a sliding scale.
Kieran:There has to be.
Kieran:But, of course.
Me:Something like? Local race, no travel - 1 bj; Race with travel, air, hotel - anal
And more talk of the different sugar daddy tiers.

Suddenly, we were talking about fucking and the missed signs at Ragnar.

And making plans to go to a wine tasting.

That will be a story for another night.


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