Wednesday, November 5, 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:

billy said...

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.

josimolina1 said...

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

Anonymous said...

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

Raif Jackson said...

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.

coconautaadulto said...

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

willjvillenc said...

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

Mattie said...

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

Mattie said...

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

Wild Bill said...

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

Whit said...

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

sjchan said...

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

dickophile said...

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.

Anonymous said...

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

Anonymous said...

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 ;)

steve said...

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

Anonymous said...

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

xantosur said...

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

Anonymous said...

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

Anonymous said...

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

Anonymous said...

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


israel from mexico

DANCN D said...

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.

Frat said...

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

Anonymous said...

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

Anonymous said...

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.

Anonymous said...

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 :)

Anonymous said...

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

Anonymous said...

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

Chan from Tokyo

Anonymous said...

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

Anonymous said...

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

Kevin said...

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

m&m said...

i like coconautaadulto's suggestion :)

Anonymous said...

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

Anonymous said...

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

aj said...

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....

EricW said...

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 :-)

Anonymous said...

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!

dildo_addicted said...

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.

Anonymous said...

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

Anonymous said...

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

cstead said...

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.

dlc said...

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.

Barry said...

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?

Richard said...

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

mysapce.com/evfan4life said...

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

Anonymous said...

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 :)

Anonymous said...

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

wsk1 said...

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 ;)

David Beckham said...

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

Anonymous said...

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

Anonymous said...

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

Brian said...

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.

Brian said...

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}:->

Josh said...

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

Anonymous said...

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

Anonymous said...

pull out all your nose hair with a tweezer!

Anonymous said...

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

Betty said...

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

Anonymous said...

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

Anonymous said...

getting fuck bareback very rough

claude