Thread: What to wear?
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Old 11-15-2017, 05:54 PM
sebbie sebbie is offline
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Join Date: Nov 2011
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Default Dylan and Josh have a conversation

Jerking off is really fun. Growing up, guys learn that quite quickly, but the mystery for any guy growing up is the question of whether or not the he is “unique” in this regard. Maybe I am the one who has discovered this and my male friends are not aware of what I have found. This in itself poses something of a dilemma. Dare I mention any of this to my male friends with respect to what I have been and am doing to myself, or should I just keep quiet and try to do this in private insofar as possible ?

A related difficulty nearly every young guys face is finding enough privacy to deal with their urges without drawing any attention. Worse, when guys are young, their desire to ejaculate hounds them nearly non-stop, and if they don’t get off every day or two. Initially, guys try to cope with their jerk-off urges by putting themselves on a schedule that means they only get to pleasure themselves every three or four days instead of every day or two. But this only seems to make matters worse, as the longer ejaculation is delayed, the more their attention ends up getting focused on the need to jerk off. Worse, such efforts at controlling ejaculation frequency like this often has the unintended consequences such as the wet dream, commonplace at that age, and this can have messy consequences possible worse that if the guy simply got off on a more frequent schedule at a more convenient place and time.

Of course, but the time guys get to Josh and Dylan’s age, they are supposed to have already learned the basics of ejaculatory control and are no longer fascinated with jerking off. Yah sure! While Josh and Dylan are past their high school days, this does not mean that they have somehow lost their fondness for jerking off. The only tricky part under the circumstance is that college men are often packed two-to-a room, with almost no privacy at all 24/7. This could be a worse situation for a surreptitious jerking off session than when the guy was living at home and in high school.

One option is for each roommate to make an attempt to hide from the other this most-personal aspect of male sexuality. But it is almost is college dorm rooms are purposely set up to make a charade in this regard as difficult as possible. Of course, there is another option, and that option is for the roommates to openly admit to each other what is up, but as you might imagine, this too is difficult to even approach as a subject. Dylan and Josh have been trying to engage in indirect “communication” in that regard. Remember, Dylan did not stop masturbating and Dylan stuck around to observe what Dylan was doing to himself in detail. Josh didn’t quickly say “excuse me” and exit the room again. I suppose that one could debate whether this was the behavior of two perfectly straight guys or two guys that at minimum had some same-sex interest or not, but neither Dylan nor Josh seemed agitated over the entire episode.

So now Dylan has this scheme in mind where he orders several swim briefs from a Swimoutlet grab bag, in various waist sizes, ranging from 32 inches down to 24 inches. There is no question what Dylan wants to do with the swim briefs. He wants to use them to get horny aka use them as a jerk-off aid in a special way, trying on each brief from biggest to smallest. Dylan will probably already be horning at the very start of the process, but as he tries on the ever-smaller briefs in order, chances are he is going to keep getting more and more turned on as the briefs get snugger and tighter around his penis until Dylan can stand it no more and ejaculates. For the first try doing this, Dylan may not be able to make it through the entire set of swim briefs. Trying on ANY new swim brief generally is an erotic experience at some level for most guys probably, and Dylan might not make it through all the briefs without shooting in one of the larger size. That is to be tested.

Dylan realizes that he cannot run his jerk-off experiments with the briefs without at least giving Josh a bit of a heads-up on it all. After all, Josh has already seen Dylan jerking off, so at least that initial “ice” has been broken. Believe it or not, Dylan starts with the discussion with Josh this way.

Dylan: I’m thinking of ordering some Grab bag swim briefs from Swimoutlet. They are quite a bit cheaper that way, about $12 each instead of $25 The tradeoff is that I can order the brief in my size but they get to pick the exact style and color

Josh: That’s interesting. What size were you thinking of ordering?

Dylan: I’m not sure. They are so cheap I thought I might order several different sizes. Then I can try each one on and see how they look in that size.

Josh is beginning to think that there is more to Dylan’s idea of ordering briefs in several different sizes than the mundane aspect of simply finding out which size fits the best. But Josh is not as yet at the point of having the courage to articulate exactly what he thinks Dylan might be up to and have going on in his mind. Still, Josh is starting to sense this, and those thoughts soon lead to Josh thinking that he might “enjoy” trying the same thing.

Josh: I might like a pair or two of those briefs myself.

Dylan and Josh could just make one order of 5 briefs 24-32 inches, and “share” them. Sharing swim briefs tends to quickly get to be quite personal, and perhaps something mostly that gay guys would do. Neither Josh nor Dylan are quite at that point, at least not yet.

So, Josh and Dylan end up making one larger order with 8 grab bag briefs, for Josh five sizes in two-inch increments from 32 inches down to 24 inches. Josh gets three briefs, a 30, a 28 and a 24 incher.

Typically with grab-bag briefs, if you order two of the same size, they will show up in different colors, styles or both. A 28-incher in one design might be easier or tougher to get into and out of. But that is part of the fun.

Now the stage is set for both Dylan and Josh to try on their new briefs with both in the same dorm room as the other. What else, if anything happens, will have to wait until after the big order arrives from Swimoutlet.

To be continued…
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