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  1. Old Comment
    DigitalKat's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    Ps. Wedgies don't turn me on per say. It's more of the fact that you HATE them yet still honor my requests that is a turn on. If you loved giving them to yourself, it would take away from the dare.
    Posted 04-21-2017 at 09:12 AM by DigitalKat DigitalKat is offline
  2. Old Comment
    DigitalKat's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    I'm bummed that I wasn't on during the live blogging but reading this report over and over again was a great way for me to masterbate this morning :-)
    Posted 04-21-2017 at 08:47 AM by DigitalKat DigitalKat is offline
  3. Old Comment
    Cstelle's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    Quote:
    Originally Posted by cariadferch View Comment
    Ha! One of the advantages of age, I would guess.
    Age hasn't helped me. I'm just as bewildered by people as I've always been :-)
    Posted 04-21-2017 at 04:33 AM by Cstelle Cstelle is offline
  4. Old Comment
    cariadferch's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    Quote:
    Originally Posted by Cstelle View Comment
    Well... one thing is clear: you DO know what guys like!
    Ha! One of the advantages of age, I would guess.

    Quote:
    Originally Posted by Cstelle View Comment
    Thank you, Cariadferch, for the delicious reporting! And thank you, DigitalKat, for the delicious dare!
    Thank you! It was an interesting experience and certainly added to the eroticism of the dare/payment. Almost like being on a live-cam, but with words, which I find even more exciting and certainly safer.

    I still feel a bit dirty, but it was fun and I am glad you enjoyed it.
    Posted 04-21-2017 at 03:00 AM by cariadferch cariadferch is offline
  5. Old Comment
    Cstelle's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    Well... one thing is clear: you DO know what guys like!

    Thank you, Cariadferch, for the delicious reporting! And thank you, DigitalKat, for the delicious dare!

    (I've flirted a little myself with "live blogging" and it is definitely something I'm going to do again. Public - but in a private way, as it were. I just have to come up with some nice scenario - a task or dare with some duration.)
    Posted 04-21-2017 at 01:36 AM by Cstelle Cstelle is offline
  6. Old Comment
    DigitalKat's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    Extremely hot report! Glad you were able to cum. I'm sure you helped many of your readers get hard as well!!
    Posted 04-20-2017 at 05:10 PM by DigitalKat DigitalKat is offline
  7. Old Comment
    cariadferch's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    the lastl 50 was terrible i slid off the pillows had to remake them

    look back at my ass, full fo lines

    now i[m humping away on the pillows

    tis hard to type

    sorry

    dam this feel liek the world is watching me

    oh fuck

    coming

    fucmk
    Posted 04-20-2017 at 02:52 PM by cariadferch cariadferch is offline
  8. Old Comment
    cariadferch's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    awww, my ass is really sore.

    i again wavering with the force half way thru and had to will to pick up the pace.

    on godo thing is the switch is so thin i can stirke different places,. i'm going around a circle from lower, mid, upper for each cheek – right to left.

    with tht pause of from typing this i'm grinding away on the pillow, i want to cum. each swat drives me further into the pillow.

    fuck

    going to try the last 50
    Posted 04-20-2017 at 02:45 PM by cariadferch cariadferch is offline
  9. Old Comment
    cariadferch's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    Okay, that stung. Not as bad as the spoon, but worse than the paddle. I'm glad I didn't feel the knots in the branch, which was a concern.

    I'm humping with every swat, fuck, why is spanking such a turn on for me? I'm such a whore.

    Going to do another 40.
    Posted 04-20-2017 at 02:40 PM by cariadferch cariadferch is offline
  10. Old Comment
    cariadferch's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    I am in position, on my stomach, my hands above me so I can type and my ass high in the air with my legs spread. I am slightly humping away on the pillows as I type this. Damn, I feel like such a whore. I image dozens of guys masturbating to my posts (I know, probably no one is reading this, but my imagination is quite worked up) while I masturbating at the same time as if it is some internet orgy and I am the prostitute.

    I just took a break from typing to fondle my breasts. My nipples are rock hard. I hate typing with one hand, so there will be pauses. I will have no problem having an orgasm like this. The small pillow fits perfectly.

    But first I have to take the whip.

    I'm going to give myself 10 and report back.
    Posted 04-20-2017 at 02:37 PM by cariadferch cariadferch is offline
  11. Old Comment
    cariadferch's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    Okay, I have stripped everything off of my bed save a pile of three piles. I am suppose to hump my way to an orgasm with “my ass high in the air.” The bottom pillow is a firm foam one, the middle is a large feather pillow and the top one is a old feather pillow that is rather dense because of age. I have made this into a ball to fit in between my legs. I have place my laptop at the top of the bed so I can write while I masturbate.

    I have stripped down to but by thong. Looking at my “lover” and the switch I fondle my breasts to get more into the mood. Reaching back around give my thong as strong as a yank as I can. I grimace a bit at the slight pain and that my ass will be completely uncovered for the switch.

    I mount my lover.
    Posted 04-20-2017 at 02:33 PM by cariadferch cariadferch is offline
  12. Old Comment
    cariadferch's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    I'm back.

    The wedgie thing slowed me down at first, more of an annoyance then anything else. I got half way through the run and almost for got that I had to pull it up along the way, as part of the payment. I hate stopping when I run so I tried to do it discretely when moving, pretending I was fixing the back of the my shirt.

    Fortunately, I didn't pass anyone while on the jog, save the neighbors' dogs and a few passing cars. I did feel like a bit of slut, running with my cleavage showing, making my breasts feel larger. It is a beautiful day for a run, however, which is always sexy.

    Once back on my property I ripped off a three foot thin tree branch from one of my trees so that I can whip my ass with it a 100 times. I am rather nervous about this since I have only spanked myself with my hand, ping pong paddle and spoon. The spoon hurt a lot more then I thought and I am scared this will too.

    Well I have to strip and make my bed . . .
    Posted 04-20-2017 at 02:28 PM by cariadferch cariadferch is offline
  13. Old Comment
    cariadferch's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    Okay, so this is the payment for failing Digi's dare of having to have four orgasms in one week. I'm suppose to do this “live”, i.e. post it in incremental threads as I complete the various punishments required. I have to admit the idea of doing this live with the feeling that others are “watching” me has made me rather aroused all day. I'm also a bit nervous that I have to spank myself with a switch, something I have never done before. (Also, please forgive the lack of proof reading.)

    But first, the run. I am suppose to go for a run with a wedgie. The run part, is sexy, not sure about the wedgie part. Since I am suppose to report everything, and this is a punishment, I have decided to go with a bit more daring running outfit then the usual sweatpants, old t-shirt and light jacket.

    Working from top down, I am going to wear the tank top t-shirt I wore on my last public dare. It shows a bit of cleavage, again, something I usually don't do. For running I always wear two bras. My usual light gray Nike sportsbra and for this occasion an old lacy, low cut black bra. I like the combination of support and naughtiness. Instead of the baggy sweatpants I am going with my tightest running pants, there not yoga pants, mind you, but tight my conservative standards. Since I have to do the wedgie thing I am wearing well worn white cotton thong. Finally, my running shoes and white socks (I confess I can get sweaty feet, so socks are always required).

    Taking a coin, I have to flip it for a frontal or rear wedgie. I really am hoping for tails.

    Yes! Tails, rear wedgie. Reaching around I yank up the thong. Its mildly annoying, and kills the sexiness a bit in one way, but does add to the eroticism that this is a punishment.

    I plan to do my short run (1.5 miles with hills), be back in twelve to fifteen minutes or so.
    Posted 04-20-2017 at 02:14 PM by cariadferch cariadferch is offline
  14. Old Comment
    cariadferch's Avatar

    The Whipping Post

    Quote:
    Originally Posted by semper_virilis View Comment
    Cariadferch is tough . . . I should have agreed to your suggestion of a higher number.
    Thanks, I think.
    Posted 04-18-2017 at 08:43 PM by cariadferch cariadferch is offline
  15. Old Comment
    semper_virilis's Avatar

    The Whipping Post

    Observation 1: Cariadferch is tough, despite what her sister might think.

    Observation 2: Perhaps I should have agreed to your suggestion of a higher number. :P
    Posted 04-17-2017 at 07:08 PM by semper_virilis semper_virilis is offline
  16. Old Comment
    cariadferch's Avatar

    The Whipping Post

    So, lost a gambling wager to semper_virilis over a baseball game and owe him 60 swats with a wood spoon. I also owe wewhoare 40 swats with my “old friend” the ping pong paddle for not responding to his cryptic PMs.

    I have a growing curiosity on how different implements impact a spanking since the “Paddle or Pic” challenge I did a few months ago. At first, I thought the ping pong paddle would be terribly painful, but I was surprised how mild it was and that I could take a few hundred swats. So for this payment I upped the paddle to 60 and decided to do an experiment: One cheek would get the paddle the other the spoon.

    Since I love semper_virilis' avatar picture, and part of the dare was to describe this in a post, I decided to add a little extra cheekiness to the payment. I put on the longest skirt I own, along with some tube socks and long sleeve white dress shirt. Pulling up the skirt, and my panties so both cheeks were bare, I bent over the arm of my couch imaging I was a bad school girl.

    First was the paddle, which was a breeze, my right cheek didn't even feel that warm after the 60 swats. Next was the spoon, and let me just say, damn that hurts! After just seven spanks I new this was very different and was going to be difficult. At twenty I had doubts if I could make it. By twenty-five the force of my strikes was lessening, because it was really starting to sting. At thirty I steeled myself and returned to the original force. At forty I dropped the spoon, fumbling it because it was hurting so much. At fifty I actually yelled out “fuck!” I got to sixty, but had to collapse my head on the couch and rub my poor little rear.

    Looking back at my ass, the right cheek was its normally pasty self, while the left was bright crimson.

    Lesson of the day: A wooden spoon is much worse than a ping pong paddle.
    Posted 04-17-2017 at 05:40 PM by cariadferch cariadferch is offline
    Updated 04-17-2017 at 05:44 PM by cariadferch
  17. Old Comment
    cariadferch's Avatar

    The Whipping Post

    Sigh, I really shouldn't play "Battleship" at work. My punishment for losing is that I have to search the net for a piece of porn that would best decorate this thread and post it here.
    Posted 04-17-2017 at 01:32 PM by cariadferch cariadferch is offline
    Updated 04-18-2017 at 09:10 AM by cariadferch
  18. Old Comment
    DigitalKat's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    Just do it!

    Quote:
    Originally Posted by MistressCariad View Comment
    Look at the little kitty trying to play as a dom, very cute. Should I get a ball of yarn for you to play with?
    She requires training as her actions of questioning, excuses, and reading too deep into things needs to just be more of a "yes sir" and then do it.
    Posted 04-17-2017 at 09:15 AM by DigitalKat DigitalKat is offline
  19. Old Comment
    MistressCariad's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    Quote:
    Originally Posted by DigitalKat View Comment
    There is no need to understand a fetish, just do it!
    Look at the little kitty trying to play as a dom, very cute. Should I get a ball of yarn for you to play with?
    Posted 04-17-2017 at 06:54 AM by MistressCariad MistressCariad is offline
  20. Old Comment
    DigitalKat's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    I'll take as long as I need to determine the proper punishment. There is no need to understand a fetish, just do it!
    Posted 04-16-2017 at 03:51 AM by DigitalKat DigitalKat is offline
    Updated 04-16-2017 at 04:09 AM by DigitalKat
  21. Old Comment
    cariadferch's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    Quote:
    Originally Posted by DigitalKat View Comment
    Ah, the bitter sweet sounds of a defeat.
    Took you long enough to decide my punishment. Cat playing with the prey, huh?

    Okay, so in the next week I have to . . .

    * Flip a coin and determine if I get a frontal or rear wedgie and then go for a run. Stopping several times to make sure it stays in place. (I don't get this wedgie fetish at all.)

    * At the end of the run I'm to take 100 on my rear with a home made switch (i.e. a thin green tree branch).

    * Once I have spanked myself I have to masturbate by humping a pile of pillows, with my ass high in the air, to a full orgasm, while reporting it live here on my blog.

    * Also, DigitalKat gets another dare of his choice to be called in whenever he wishes. This dare trumps all other dares. If there is a conflict I have to ask the other person for mercy.
    Posted 04-15-2017 at 08:41 PM by cariadferch cariadferch is offline
    Updated 04-16-2017 at 03:18 AM by cariadferch
  22. Old Comment
    DigitalKat's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    Ah, the bitter sweet sounds of a defeat.
    Posted 04-15-2017 at 07:38 PM by DigitalKat DigitalKat is offline
  23. Old Comment
    cariadferch's Avatar

    Now This is How You Request a Dare - Orgasm Challenge

    Well I played with the tiger and got bit.

    I have to concede defeat.

    Wednesday, Thursday and especially today have been crazy, so I won't have the time, or inclination, to begin that day's race, let alone "finish" the course, if you know what I mean.

    As per our arranged I now owe Digi the following . . .

    * Sometime soon will masturbate by humping a pile of pillows, with my ass high in the air, to a full orgasm, while reporting it live here on my blog.

    * Another dare owed of his choice to be called in whenever he wishes.

    * Some form of punishment to be decided by him in the next few days.
    Posted 04-14-2017 at 02:49 PM by cariadferch cariadferch is offline
  24. Old Comment
    wewhoare's Avatar

    What Makes a Good Forfeit?

    On a sonnet ... but how many people
    can write even a decent one? Few. It
    is another factor why it is difficult for
    getting. Like Amy said - "if there is a
    poetry major ..."
    But sincerely, good luck in the quest!
    Posted 04-13-2017 at 10:34 PM by wewhoare wewhoare is offline
  25. Old Comment
    sir sam's Avatar

    What Makes a Good Forfeit?

    An interesting blog.
    I never play such games as i am strictly dom but i understand your question.

    As a guy i can say that if a girl would be brave enough to play for a picture, i would find playing for a sonnet a real inventive and justified return request.

    Difficult, and girlishy embarrassing.

    So, actually just saying you are right in asking that.

    They may flee, but hey........ They expect you to send a picture?????? I would say it's fair. Do they understand the forfeit should "really feel as a sacrifice"?
    And tbh,... Writing a sonnet may be hard but at the end it's just pretty harmless.
    Posted 04-13-2017 at 05:00 PM by sir sam sir sam is offline

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