05 November 2008

I Fail

As some of you may have read in my, "Let's Play a Game" entries, I was challenged to jerk off 30 times in a 24 hour period. I thought I was off to a good start, I got 12 loads out of the way in a mere 6 hours. But my progress was short lived. In the last half of the 24 hour cycle, I suffered from self induced erectile dysfunction. Better known as, "My dick had been over stimulated and it just wouldn't stay up anymore!" I tried fingering myself, I tried sucking cock, I tried getting fucked, hell I even tried watching porn, all in hopes of arousing myself enough so that I could get hard and continue on to fulfill my duty. But it was to no avail, no matter what I tried, I just couldn't get it up again. I had no choice but to abort the mission. After milking 12 loads out of myself, my dick was too raw and too sore to claim victory. I Failed.

Even though this was just a silly little game, I feel kind of bad for not being able to keep my end of the bargain. I'm usually able to meet every challenge that I accept. Maybe once and for all I should learn not to bite off more than I can chew. I think some discipline is in order. Don't you?


59 comments:

  1. 50 lashes with a wet noodle! (oh I can hear some of the follow up comments to that). I'm personally amazed that you got as many as 12...the male body can only take so much punishment. Give your system a rest.

    ReplyDelete
  2. fuck your ass hard you are so a cute men i like you very much

    ReplyDelete
  3. have two dicks in ya arse at the same time, you did say you always wanted to try it

    ReplyDelete
  4. have two dicks in ya arse at the same time, you did say you always wanted to try it; that does sound pretty fair.

    ReplyDelete
  5. Your punishment should be arranging an orgy of hot guys and being forced to be blindfolded while they're fucking so you can hear them, but you'd be restrained to the chair. Then the blindfold would be taken off for them to all stroke out their loads just out of tongue range.

    ReplyDelete
  6. do something u said u would never do as your punishment...make sure u take a pic of it

    ReplyDelete
  7. I think your punishment should be trying to goal for the goal again!!!

    ReplyDelete
  8. I think you should be spanked umtil your ass is red and then be fucked for hours!!!!

    ReplyDelete
  9. I think your punishment should be trying to goal for the goal again!!!

    ReplyDelete
  10. I like raif's suggestion with nipple torture added in.

    ReplyDelete
  11. Let's take a vote to have you try to do one of the things you never did before, several times over

    ReplyDelete
  12. you should have to go 18 days with out sex. one day for each load you couldnt produce. and you have to keep us updated on how agonizing it is.

    ReplyDelete
  13. Cum to seattle babe,I'll punish you but good....I promise you'll get off.

    ReplyDelete
  14. I would say give an audio recording, from an interview .... or something live :)

    ReplyDelete
  15. shoot another 12 loads in your briefs and wear them for 1 week day and night. do not wash the briefs at all during that week. not only will people notice your smell it will remind you to finish your job next time ;)

    ReplyDelete
  16. how about some naughty pics of yourself sent to us all ;-)

    ReplyDelete
  17. I think your punishment is to know that you failed but you tried, this is all that matters.

    ReplyDelete
  18. I think your punishment could be to exceed the 12 times you did or to be in an orgy and see how many men can fuck you in an hour or a whole day

    ReplyDelete
  19. a man like u shouldn't have punishments......
    just adore like a GOD.... thanks a lot!!!!


    israel from mexico

    ReplyDelete
  20. a man like u shouldn't have punishments......
    just adore like a GOD.... thanks a lot!!!!

    ReplyDelete
  21. I like the fact that you tried, and got off at least the 12 times. So your punishment shouldn't be so cruel. But i like the idea one has about 2 dicks at one time. From my own experience, it's gr8 fun. And send us a little video clip, or pictures.

    ReplyDelete
  22. Take 12 loads up your ass from guys of your choosing in 1 night.

    ReplyDelete
  23. Let your foreskin go unwashed until christmas then feed me all your cockcheese on the 25th.Yummy!!

    ReplyDelete
  24. geez Mason, some of these comments sound kinda harsh. I thought your fans loved you. I know I do. I've been a fan of yours for some time now. If you have to be punished though, I think you should have to go 3 days without any sex. Then Film your first jerkoff and post it on www.wylernation.com for everyone to see...I know that's a "loaded" punishment but I know I'd enjoy it. Love ya, take care, rzrback.

    ReplyDelete
  25. For everyone that submitted a scenario that you had not yet tried, you should email them a pair of cum stained underwear. Me included for thinking of it :)

    ReplyDelete
  26. Anonymous nov 5 10:36...YUCK!!!
    Whatever punishment you choose, just take pictures of it so we can see...

    ReplyDelete
  27. Hai Homo !
    Greetings from Tokyo
    You no likee rape?
    You likee pee

    Chan from Tokyo

    ReplyDelete
  28. Wow that is an amazing amout but I think your punishment should be an evening in vegas with me sucking you off as many times as possible oh yeah!!!Take it easy

    ReplyDelete
  29. Your punishment should be a relaxing few days to give your body a rest. don't want to wear that hot body out.

    ReplyDelete
  30. First of all it 31 you forgot about blowing the DJ again, that said how about filming a 31 man bukakke and posting it on the blog. Or I suppose you can make a compilation video of your 31 greatest cumshots and post it

    ReplyDelete
  31. i like coconautaadulto's suggestion :)

    ReplyDelete
  32. hmmm.... I'm liking the bukkake suggestion!

    ReplyDelete
  33. I think your punishment should be getting a nice fist in your ass.

    ReplyDelete
  34. get your ass over to my place and will take care of your punishment.
    It might take a few weeks, but I am sure we can finish it....

    ReplyDelete
  35. You should go through a "cum denial" session. You'll need at least one partner, and it goes like this:
    (1) You: Tied up to bed, spread eagle, naked, blindfolded. (Without sight, of course, all your other senses will be heightened)!
    (2) Partner(s): Gently caress every square inch of your body, incl in your ass and balls, BUT NOT YOUR SHAFT. For 30 min minimum.
    (3) Partner(s) Slowly put more attention on the cock, enhanced with lube, of course.
    (4) You: Have to moan and voice your pleasure, and state "when you're close." That's important.
    (5) Partner: When he's close, STOP, caress everywhere else.
    (6) Repeat for 2 hours minimum.
    (7) When Wyler is all sweaty with frustration, and the head & shaft is pink, and when the balls are pink, swollen, engorged and tender (which could happen early...), and the 2 hours have elapsed...you'll be begging for an orgasm, and it will be time for your partner to give it to you.
    (8) Partner: When ready to allow him to come, stroke SLOWLY, to ensure there is some effort to finally reach a hard-earned ejaculation. BUT IT AIN'T OVER!
    (9) BONUS (This is the punishment) -- Your partner continues to stroke your sensitive cock long AFTER orgasm, when it's wildly over-sensitive. About 20 seconds into the orgasm, stroke briskly, and KEEP IT UP FOR ABOUT 2 MINUTES. There's your punishment, OVER-STIMULATION. It's an experience worthy of punishment, but you just mike LIKE IT. Mmmmmm :-)

    ReplyDelete
  36. No sex for a week, not even jerk off
    or, have sex a lot but not allowed to cum
    hehe, sounds like a good punishment?
    Please post more recent pix, I guess most guys here would like to see
    Thank u mason!

    ReplyDelete
  37. Hi,

    I think that a good punishment should be to choose 18 things you have never done from the list, and do them in a week period. You shoot your load 12 instead of 30, that gives you 18 more, so I think it should be ok to do those things you missed... LOL. What do you think?

    In addition... I'm a dildo/plug/balls addicted, could you post something about the use of sexual toys?

    Thanks.

    ReplyDelete
  38. for punishment, you should give a free webcam show for all of your fans!

    ReplyDelete
  39. I think you need to be put in a sling and opened up so that several big dicked guys can plow your hole mercilessly

    ReplyDelete
  40. wow, some interesting ways of punishing you. I do like the one about not jacking off for 3 days and then letting us all watch it when you do. I think you should come to arizona so I could play with you and tease your cock for a bit. I could lick your cock and suck on the head for hours. Lick and bite your nipples and just kiss and lick you all over. Then I would fuck your sweet ass til you begged me to stop. hehehe

    You are a very sexy man and keep up the posts and pics. Very nice man.

    ReplyDelete
  41. HaHa, lets go to the other side of the spectrum....NO sexual contact, either from yourself or anyone else, for 24 hours!!! BTW that includes no humping on furniture, walls, stuffed animals etc.

    ReplyDelete
  42. Not surprised you failed Mason. Your dick must be red raw! I definitely think that the worst punishment you could face would be not being allowed to do anything sexual. How long could you last?

    ReplyDelete
  43. Ha Mason
    I think what eric w said is the best punishment that you can get and i would love tobe your parntner for it

    ReplyDelete
  44. mysapce.com/evfan4lifeNovember 6, 2008 at 10:44 AM

    e-mail me so we can arrange your punishment in person you bad boy you..=)

    ReplyDelete
  45. my own record was 8 in a 12 hour period but that was when i was attached at the waist haha!

    jerking off just for the sake of jerking off is a waste of precious seed that would be better spent in my mouth haha!

    your punishment? a 12-guy gang bang, with you being made to eat a load for every one of yours that you wasted :)

    ReplyDelete
  46. you should get a fierce fucking on web cam on your site...

    ReplyDelete
  47. Mason, not too sure. I'd suggest a nice webcame show (when is this site updated with that or merchandise or anything?) with 2 dicks up your ass, that'd be nice.
    But that probably wouldn't be a punishment to you so I guess... 3 days without any sex to give your cock some rest. Then go for the 2nd attempt ;)

    ReplyDelete
  48. to do what you promise several guys that want to fuck that was what u promise " who wants to fuck me? "

    ReplyDelete
  49. Have bareback sex with your boyfriend and record it for all of us to see! Eat lots of cum please!

    ReplyDelete
  50. I think you should go out and take 30 loads in your mouth!

    ReplyDelete
  51. From have been in a Sir/boy relationship, I beelvie your punishment should be that you are not allowed to shoot a load for 30 days.

    You missed 30 loads and thereofore the punishment should equal 30 days.

    ReplyDelete
  52. Having been in a Sir/boy relationship, I beleive your punishment should be that you are not allowed to shoot a load for 30 days.

    You missed 30 loads and now you miss them for 30 days.

    Am I evil? O}:->

    ReplyDelete
  53. two guys one cup!!! haha j/k....I think you should try the good ol dp, hot!

    ReplyDelete
  54. i mason how u 2day?
    i think u punishment is u come 2 my country brunei n i fuck u hehe
    can u?
    thx

    ReplyDelete
  55. pull out all your nose hair with a tweezer!

    ReplyDelete
  56. Why should you be punished? You did better than most boys!

    Luv ya- you turn me on and I would love meet you one day and have a chat. I am too old to do anything else and I have a life partner who I adore...

    cheers

    Bill

    ReplyDelete
  57. Hmm..punishment? Reinacting a Boys-Pissing.com scene with me while I'm here in Houston this week! ;)

    ReplyDelete
  58. In chinese medicine, 1 drop of semen equals to 7 drops of blood. Don't overuse your semen because it will affect your vitality. For your age, twice a day is the maximum

    ReplyDelete
  59. getting fuck bareback very rough

    claude

    ReplyDelete