"Sure you don't wanna make that "who gets some first" bet? Looks like your odds are better than mine."
Hando had a gig that took him 2500 miles away for three months shortly after we began dating in March.
"Sure," I said, enjoying the idea of a little healthy competition. "What's that bet? Think of something. It's little challenge to me as you'll do pretty much anything I ask without having to make a bet anyway."
"Pretty sure of yourself, aren't you?"
"Who says it has to be a "do something"... It could be a banana split. Or a prize."
"Ok suggest something." My mind had immediately gone for the gutter, it's true, but I was open to seeing what he would come up with.
"Now you've got me thinking of all these big sexy things, but it doesn't have to be that huge a deal."
"Ok banana split then."
"Ok. That's good I guess."
"But whoever loses has to be the dish."
"You TOTALLY read my mind!"
"Ice cream is COLD. I don't wanna lose," I said.
"Me neither! Now I have some extra motivation... And I kinda wanna eat a banana out of your pussy."
"Because getting laid isn't enough motivation."
"Ha! True.I'm totally guessing you're gonna win. But now I might have to go out tonight after work for the first time in a while."
"Banana pussy motivation."
"Which will make you smile even more when you fuck her. Thoughts of BPM."
"True. I'll totally be thinking of that. She'll never know."
We talked and texted daily, often for hours, and usually covered how each of us were progressing.
"She's not super cute, but she's age appropriate and probably DTF. Maybe the bet is winnable after all..."
"I'd be happy to lose the bet if if means you're getting laid," I responded. And it was true.
"Awwww, #compersion #polyforthewin #icecream"
And there was the one rather lengthy discussion to define what winning actually meant. You'd think it would be pretty straight forward but considering my bisexual and kinky proclivities, it did require some definition.
"Does it have to be penis in vagina sex? What if I peg a guy?"
"You can't cum from pegging a guy so it shouldn't count."
"Oh yes I can!"
"Oh. Well if I get a blow job and cum does THAT count?"
"Of course it doesn't. Ok, can we say it counts if someone's penis goes in a vagina or ass? Or if I have sex with a girl?"
He agreed but tried to convince me fucking Dr Dom / Mr Subby shouldn't count because he was a sure thing. I won that argument, mostly because he lives far enough away that a visit before Hando returned was not a sure thing.
At first I was hellbent on winning. I really didn't want a banana in my pussy or cold ice cream anywhere on my body. I mentally ticked off the possibilities and focused on a few I felt like were easy prey. I even reached out to a couple of them. But my heart wasn't in it and I never broached the subject.
The thing is, as good as I am at casual sex and keeping my emotions separate when I want to, I rarely fuck someone casually. And when I say rarely, I mean like once in past three years, maybe more.
I just enjoy sex more when it's with someone with whom I have a connection. It's that simple. Not very slutty of me, I know.
I decided to win or lose the bet organically. I was talking to women and men I was potentially interested in dating but in no hurry to seal the deal. And yet it still looked a bit like I was going to win as Hando was experiencing some challenges and it was looking like a visit from Dr Dom / Mr Subby, AKA "a sure thing," was going to happen before Hando's return.
And then suddenly I received a text.
"The girl I told you invited me for drinks just texted me she just got fired! Gonna go to her place now and find out what happened. Tell you more later or tomorrow 😘"
Then less than an hour later: "Just won the bet... Well, I'm still winning it. She's on her way over."
"LOL good job honey! Have fun!"
I love that we have the kind of relationship where we can make bets on who gets laid first. That I can talk to Hando about Dr Dom / Mr Subby and potential partners. That I was genuinely happy he won the bet and had sex with someone else.
The purity and unselfishness of compersion astounds me. It is a beautiful thing and I love experiencing it from both sides. I just didn't truly consider that it would mean ending up with a banana in my pussy.