Thread: What to wear?
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Old 04-21-2017, 01:27 PM
sebbie sebbie is offline
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Join Date: Nov 2011
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Default Dylan teaches Josh how to enjoy himself

Josh is in an interesting situation, but so is Dylan. This is the first time Josh has ever worn a pair of men’s thong underwear in his entire life. To be sure, Josh had some real misgivings about doing this, at least initially. There was a “fear” on his part as to how his body might “react” to being in such a situation, but this was framed with an equal curiosity about the entire situation. Josh was what one could call “apprehensive but curious.”

Then, Josh was still trying to determine if the “rules that applied toi having another person watch you as you engaged in self-pleasuring were somehow different at age 19 than they were at age 15, when Josh was still in high school. Given the “incident” where Josh walked in on Dylan who was engaged in very pleasant solo sex, and Dylan didn’t immediately stop and try and cover himself, Josh concluded that the rules he lived by as a young teen were suddenly not that important now. Josh didn’t quite know what to make of all of this. But Josh knew somehow that he did not object to watching Dylan pleasure himself in a variety of ways. Dare I say it? Josh was a bit “turned on” himself by getting to see this all for the first time in his young adult life. “So be it” Josh thought. This is certainly not “real” sex with another guy, just an observation up close.

Dylan had been learning a bunch of new things too about his own mind and body. This started when Dylan first encountered Bill and Joe who seemed anything but apprehensive about how each of their own bodies were “behaving” in the presence of the other. This, of course, led to Dylan’s Amazon® order and all the stuff he got in that order to “play with”.

Then too, Dylan has been running a series of playful experiments on his own body in attempt to see exactly how much “pressure”, psychological and physical his own mind and body could “tolerate” without get6ting himself into a situation that could prove publically embarrassing. This culminated in him wearing that tight swim brief under equally snug–fitting, jeans and then attempting to make it through a 50 minute class without getting too far gone. Dylan accomplished that, even though he was horny as all get out through the entire class, and in a strange way he was proud of himself for being to do that. This is the essence of developing ejaculatory control, something that is difficult if not impossible to accomplish at age 15 under similar circumstances.

Now, Dylan was the “coach” and Josh was the “student”. Dylan has discovered a lot of stuff about his body that is not only useful but enjoyable as well. The biggest stunt, of course, is how to stay horny for longer periods of time without going off. This is no small stunt, but it is a ‘learned” skill. Dylan knew that now, but Josh, not so much.

Still, Josh was curious about what Dylan now knew and wanted to try and learn for himself. The thong would be useful; in that regard. The tricky part about a men’s thong pouch is that they usually give a guy a little room for his penis to expand. Besides, some guys are bigger than others, even flaccid. So the first time Josh pulls on the thong, he discovers that his penis appears to be in the pouch OK but his balls are still dangling naked below. Dylan tells Josh he hasn’t got the thong on right, and that his balls are supposed to be inside the pouch along with his penis. This leaves less room for a guy’s penis in there, but we will get to that problem later. Dylan explains to Josh that the key is to reach underneath the thong at the base of the pouch and stretch the pouch so his balls will be inside. This is not that easy to do, at least for the first couple of times.

Josh does that, and gets his balls inside the thong, but quickly discovers that he is now feeling a new upward pressure from the thong in the area just behind his balls, technically called the perineum area. This is an entirely new feeling or sensation for josh, but the odd thing is that the upward pressure feels pleasant, very pleasant.

Dylan then explains to Josh that it is better if he just lets the elastic back cinch up between his glutes. This is another new feeling or sensation for gloss. He had never thought of his butt as being sexually erotic before. Interesting for sure!

So, here is Josh, finally in the thong properly for the first time, with Dylan’s coaching instructions. Josn is a little erect by now, but mainly he is oozing out pre cum, stains that started the size of a dime, but quickly growing to the size of a quarter.

Now Dylan explains to Josh that the whole idea is to just stay in that situation, and see how long your body can “take’ it without anything else happening. Josh has options to speed things up or slow it down, and he knows that. Josh certainly has a better understanding of exactly what Dylan has been up to than he did. The weird part is that Dylan’s brain feels really good now too, very pleasant, and becoming more pleasant as he merely thinks about where his body is confined.

To be continued…
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