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Cumming Coin Flip

Kinky Cruise Fun

After teasing, ruining and spanking Jack for most of our cruise, on our last sea day, I was feeling pretty  horny – my subby had been on excellent behavior – orally pleasing me, fucking me with our strap-on and generally just giving me all the orgasms he wasn’t getting,  so I thought I would give him a chance to be released, fuck me with his actual, gorgeous cock, and cum inside me. I decided to flip a coin – heads, he gets to have sex with me. Tails, I lock him in chastity until we get home and I get to fuck him with the strap on.

Did He Get To Cum

I gave Jack the coin and he flipped it.  It landed on the bed, and just then, the ship hit a huge wave and it rolled off the bed and away from us.  Jack rushed over and picked it up.  Smiling ear to ear, he said it was heads, and showed me the coin.

“No way,” I said. “I didn’t get to see it before you picked it up. Flip again.” So he flipped again, and this time – no wave –  I saw it – tails! Now, Jack is not one to lie, so I think it really was heads the first time – but I can be a really evil cockteasing bitch when I want to be!

A Satisfying Pegging

I got the chastity cage from our luggage and quickly got it on him.  I was surprised.  I guess losing the coin flip really bummed him out because he was soft as an overripe avocado!  I told him to get on the bed on his back – I love watching his face as I fuck him – and slipped on my harness, then slipped that cock into him.  Oh, don’t feel too sorry for him, readers!  My butt slut came in his cage – just like a bitch!-  as I gave him a very long, very satisfying pegging!  I guess it really isn’t the size.  It’s the motion of the ocean!

8 comments to Cumming Coin Flip

  • Ms. Delia!

    That is absolutely hilarious! I think the coin toss was brilliant and I will have to remember that. And making HIM toss it? Even better… the results are ALL on him. HAHA!

    I love the mind-fuck of caging his pitiful dick, but rewarding (was it?) him with a pegging. He didn’t get what he wanted, but he sure got what YOU wanted!

    It sounds like the trip was amazing… for both of you!

  • This is the BEST !!!!! hahahhahahahaha
    Awwww, poor Jack!
    ~laughs~
    I can just see and hear you doing that … and you can be quite the cockteasing bitch when the mood strikes you … which is the BEST EVER !!!!!!!!!!!!
    I love love love hearing about your cruise — Mmmmmmmm…..the only thing that’s better is to listen to your voice as you tell your cruise stories!

  • Delia

    Well, of course I am a totally intense and wicked cocktease.

    And, honestly, Jack loves it…most of the time hahaha!!

    I will whisper stories in your ear!

  • Delia

    Good question, Ms. Daphne.

    Can pegging be a reward? Hell yes…especially for ME!

    HA!

  • Goddess:

    Jack is a lucky subby, I wish I was there to suck on Jack’s beautiful manhood while you peg me all night. Can you say my perfect position.

    Thanks,
    Jizzelle

  • Delia

    Oh Jizzelle!!
    We will have to do a session once again where you descirbe sucking Jack’s cock, and I do it!
    AMAZING!

    Ms. Delia

  • I’d purposely lose this coin flip 😉

  • Delia

    Oh stephanie! You are just awesome!! Lose the coin flip!!! WOOT!!

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