Challenges

After the last home stretch of 40 days, the big finale of my 2014 challenge was on January 5th.

I missed the original challenge by a factor of two, and bit of fudging from when I decided to give myself 24 hour pass each time I came, but it was still an intense and horny year. I got to cum on 24 days all year, which is on average slightly less than once every two weeks. My longest stretch was the first one at 78 days, and that’s a record that will likely stick around for a while.

The full stats have been archived here.

The next challenge has already been laid out, but it’s definitely a casual one this time around. I’m taking January off — which includes jerking off whenever I want to, which I think I’ve earned! — so probably won’t be updating too much about challenge progress until the summer. There’s quite a few things I know I can knock off on a good warm summer day! I won’t be posting regularly but I’ll still definitely post when I cross something off the list. Here’s to another challenging year!

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It’s now over 30 days since I last came and probably about a week until I will be allowed to. I’m into that stage where I start thinking about all my fantasies I want to make come true. My plan for 2015 is going to be to set 12 different challenges or tasks, and aim to complete one per month.

Before we get to that, the first rule: I am not allowed to cum unless somewhere else is in the room. I’m not going to put a limit on how much I’m allowed to cum, or how often, just that I’m not allowed to waste a load alone.

At first I thought I shouldn’t be allowed to cum by my own hand at all, but I want to allow for times when I jerk off in places like the showers at the gym. For the record outdoors will always be allowed since there’s always somebody outdoors. Places in my own building don’t count, though, so I can’t just run off to the stairwell every night.

I don’t have all 12 challenges yet, so I need suggestions. I’ve already solicited some of these from twitter — tweet me @gregnaked or comment here and I’ll consider them. So far contenders are:

* take a baseball bat up my ass
* get double fucked
* walk naked around Church Street during pride
* shoot a load out in the open at the beach (not hiding in the bushes)
* get a good video of me topping someone
* drink piss on the street at Folsom
* take part in the World Naked Bike Ride

Needless to say, all of these will be done with photo and video evidence. Two — Folsom and the WNBR — depend on specific dates, so really I should have more than 12 challenges ready to go in case I can’t make those events on those dates.

Send me suggestions and I’ll post a complete list (or at least, more complete), on the Jan 1st.

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Since this challenge sort of fell apart in the summer and fall months, I’ve way over-shot my goal (har har) of only cumming 12 times all year.

I’ve decided I want to finish off the year right, though. So no cumming in December. I last shot a load on November 26th. And I won’t shoot another one until January. I’m about two weeks in and I’m starting to remember that so-horny-I’ll-do-anything headspace very well…

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So, I’ve been pretty distracted from the blog and the challenge with a really great thing.

Unfortunately that means I’m not able to write many updates these days! A lot of the stuff going on I just don’t feel at liberty to describe in all sorts of detail like I have other events… though if I do have any side adventures I’ll still try to describe those.

In the meantime, I’m still trying to keep from jerking off, and I’m still keeping track of every time I do cum. I’m up to 23, averaging about once a week lately. That’s often enough that it’s still really good when it happens but I don’t go out of my mind in the meantime. Maybe I’ll end up cumming 30 times in the year I turn 30.

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So, I haven’t been keeping up to date here with stories. I may yet back-fill some posts, but as of now the last post was two months ago. The stats page is still up to date, though.

I haven’t been keeping up to once-a-month, though back on October 1st Hawk did try to challenge me to not cum again until 2015. I think it’s a really hot idea and I want to do my best with it, but it hasn’t exactly worked yet…

One issue is that I’ve started something regular with someone, and he gets veto power. That’s what lead to cumshots #17 and #18. He’s very much into the idea of this challenge, but three months is a long time for him too!

The most recent was just a moment of weakness. As usual, the first couple days after cumming are the hardest. Your body remembers what it’s like to actually get that release, and wants more. Nonetheless I’m hoping from now to the end of the year the only times I cum are at the hand of either Hawk or the new guy. Which in a way was really what this challenge was right from the beginning, so no news there…

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A couple nudist/exhibitionist friends of mine were in town and asked about going to the naked beach for some showing off. I immediately jumped on board, and contacted Hawk and another exhibitionist friend to invite them along as well.

It was of course lots of fun being naked with these guys, especially with the other local friend of mine couldn’t help but get hard on the beach. And as hung as he is it was damn hot to see.

Though the water was nearly freezing, we did dare go in for a bit. Hawk really liked teasing me under the water. We were down at a quieter side of the beach but there were still boats around and definitely people along the shore could see us standing closer together than would be completely innocent. Needless to say he had me on the edge pretty quickly (at this point it was over a week since that incident on the street) but he wasn’t about to let me cum. Mostly I was just so turned on at him being bold enough to jerk me off just under the surface, knowing anybody could figure out what we were up to.

We took a break from the chilly waters — with surprisingly little shrinkage thanks to the extra support I had been getting to keep things fluffed up — and Hawk decided to send me for a walk in the woods. My clothes left behind with our bags on the beach, of course. No description of what happened there is really necessary, aside from the simple fact that I found plenty to entertain myself with back there. You can watch for yourself:

That wasn’t even the best part yet. After returning to the beach and relaxing in the sun a bit more with my naked friends, we decided to try the water one more time before leaving. Again, it was freezing, but this time I was motivating myself thinking that maybe Hawk would jerk me off again. I started getting hard just thinking about it and sure enough things started getting frisky under water. We’re in at most four feet of water, Hawk starting to jerk me off, and my other friend watching, getting hard himself.

There was one boat in particular that had four hot gay guys on it that I’m sure could have seen what was going on if they looked in our direction. I like to think I kept things pretty subtle, though I don’t think there can ever be anything really subtle about getting handjob a few meters of the shore of a not empty beach.

The whole feeling of being exposed and out in the open was getting me very close again. I told Hawk that he was getting me right on the edge, and he kept going. Soon I felt I was going to shoot. I was about to bust my load right here in front of everybody, with Hawk jerking me and my friend jerking himself watching, hard beneath the surface, and who knows who else wise to our game. Hawk didn’t stop, and as I struggled to maintain composure from the waist up, I passed the point of no return and seven days of cum was spilling into the lake, creating what basically looked like solid white ropes scattered in the cold water.

Right away my brain started to gain some senses back and I became aware of how close the three of us were standing together. No way anybody who noticed us out there wouldn’t have figured that something was up. I backed away a bit, while my friend still kept jerking his cock. I forget the details but I know Hawk got his hands in there to help out too. It didn’t take long before he started getting close to the edge too, except I don’t think there was any worry about composure from him. He was grunting and groaning more and more with each stroke, and when he finally went over the edge he let out this obviously orgasm-induced moan that I’m sure must have been heard halfway down the beach.

We all started laughing immediately as the reality of what he just did sunk in, though it seemed that we got away with it; even the guys in the boat not 5 meters away didn’t seem to take notice.

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