What to wear?

[sebbie]

Josh is still feeling apprehensive, but he also realizes that he is beginning to kick back and enjoy some sensations that he had never before realized were there. To further complicate matters for Josh, part of what has made this all so interesting for him is having Dylan right there, “coaching” Josh and offering suggestions on what to do and try next. Josh doesn’t quite know what to make of all of this. All Josh knows is that whatever is going on with him is too much pure fun to stop, at least for now. And, to Dylan’scredit, Dylan doesn’t seem at all put off by all of this. Indeed, Dylan seems to have discovered what Josh has been up to is, well, interesting.

All of this, of course, has absolutely nothing to do with gay sex. For Dylan and Josh, they are simply two college freshman who have found unique ways both to enjoy themselves and the company of each other. This is all pretty simple really. No risks, no relationships that need to be unraveled when they don’t work out the way a guy hopes. It’s a streamlined way of looking at, and to a certain degree, enjoying life at its fullest. Why should that be an issue or a problem with anyone.

Indeed, what could possibly be wrong with any guy enjoying himself, either alone, or in the company of another, male or female? This is obviously something a guy would want to do in private, but a college dorm room fulfills that requirement pretty well. Neither Josh nor Dylan might want to admit to anyone else what they are messing around with. But then, what is the difference between Dylan and Josh’s situation versus what Bill and Joe were doing? Dylan got to see that pretty close too, and what he didn’t actually observe first hand he could have pretty well figured out just by carefully observing their behaviors. So what, for goodness sakes!

Josh is still feeling more than a little apprehensive, however. He has never tried anything like this before. Just getting his penis positioned in the pouch was an interesting puzzle, but things got even more interesting when Josh discovered that he needed to place his balls inside the pouch as well, and the only way to do that was to reach under the thong, and pull the lower part of the pouch away from his body. The pouch snapped back to his body once Josh realized that, and suddenly the sensitivity of the area just behind his balls, the so-called perineum area, became apparent. Then there was the matter of getting the elastic thong back cinched between his glutes, and area Josh did not think was going to be arousing, but it was.

Dylan, of course, had already figured this out, at least most of it. Dylan knew where Josh’s most sensitive spots would likely be, and Dylan somehow wanted to make certain that Josh found out as well. Dylan also knew that given the situation that Josh was in, it was going to be quite difficult for Josh to keep getting more erect. Maybe not that rapidly, but just a steady pressure from all the different things that were going on with Josh’s body.

Part of this is an empirical experiment, so to speak. Dylan did not actually know if Dylan’s body was going to respond in the same ways that Josh’s body had done. Dylan was actually quite curious about this. Male penises are unique and individualized. Still there are several things that likely apply for most guys. One of these is that flaccid, a penis feels not much different from any other skin-covered body part. Rubbing a flaccid penis can be mainly boring. But is a guy gets an erection, even a modest partial one, things can start to change, and often quickly. The sensitivity of the penis nerve endings seems to proceed exponentially as the erection proceeds, and hard penises when stroked or rubbed are a whole lot more fun than soft, flaccid penises. Every guy realizes this, at least to a degree.

But was Josh as sensitive in the perineum area as Dylan found himself to be? Does getting a thong back cinched up between his glutes affect Josh to the degree it affected Dylan? Dylan was curious about all of this,…very curious. If this all works the same way for Josh as it does for Dylan, then much the same might hold for guys everywhere, or at least that is what Dylan is thinking.

To be continued…

[sebbie]

Truth is, Dylan has quickly gotten into this new role of coaching Josh and helping Josh to better understand how his body works better than he had planned. Dylan is quickly discovering that Josh is not only learning things that Dylan has only recently learned about himself, but that Josh seems to be enjoying the entire process of being coached and told about various things he can try on and to himself.

In many ways, this entire sequence of events is unique, Dylan is thinking. Surely, younger teen boys in high school or junior high surely do not form pairs and then advise each other on specific, enjoyable self-pleasuring techniques. They wouldn’t dare do something like this in high school even if they wanted to. There is too much danger of being found out and then teased or bullied for being gay or at minimum a disturbed male masturbator. The rules in high school were definite and unbreakable…the only possible way a guy could admit that he was a human being with sexual thoughts and feelings was in the presence of a girl, and better if the girl was quite attractive and much sought after. The rest of this stuff, like the stuff Dylan and Josh have been exploring, was either off limits or simply not there. Guys don’t have these other feelings. Solo sex is certainly a third-rate and normally deeply-hidden activity compared with the real thing, meaning sex with a girl. MOST guys probably enter college thinking that this is how it is, and this is how it always will be.

Or is it? There is lots of stuff going on here. Complicated stuff. Stuff that seems to defy easy explanation. First, Josh has discovered that despite his initial apprehension and deep uncertainty over the whole idea, deep down he does not object to having Dylan in the room and watching him as he gets aroused while first getting into and then wearing the little thong. Granted, this was quite a shift relative to anything he did in the presence of another guy in high school or junior high, but heck, he is now a young adult.

Dylan is learning about himself at the same time. Initially, Dylan wondered if wearing the thong would have the same impact on Josh’s brain and body as it does on Dylan. Dylan quickly found out that in that regard.

In going from puberty at age 11 or 12 to young adulthood at age 18, every guy develops a set of things he enjoys doing in self pleasuring, and as time progresses these things tend to get more elaborate but also more and more fun. The specifics of what is involved here tend to vary depending on the individual. Oftentimes what works is as unique to the individual as a fingerprint, and what I might enjoy doing to myself. There is the standard stuff, in the olden days the porn magazines with the naked women, or, nowadays porn videos. All of this is considered at least somewhat socially acceptable among guys that age, as the focus is not on the guy pleasuring himself, but on the naked women, which the guy dutifully watches while stroking himself to orgasm. As solo sex goes, this one is at least marginally acceptable.

The clothing items used in conjunction with self pleasuring, however, fall into different categories. A guy might steel female panties from a college dorm room. That is considered OK behavior from a sexual perspective even though it is theft. The female might even be a bit turned on if she somehow now knows that it is her guy who has her panties. Merely fondling the panties, even fondling the panties while getting an erection

Buy if the guy dons the purloined panties, and worse, then masturbates into them to an orgasm, he is thought to have a psychosexual problem of one sort or another. Perhaps he is a cross-dresser who gets aroused by wearing women’s clothing, or perhaps he likes to act out being a woman, in which case he might at minimum be a bisexual who enjoys dressing up in woman’s clothing and then watching another guy masturbate. Who knows, but donning the panties crossed a line of sorts.

Dylan and Josh are off in a completely different space, however. Dylan doesn’t have a collection of women’s clothing items in his dresser drawer, but a collection of items made for men. Dylan’s fascination is with how these items make his own body look and feel. The sensations are fun, way fun, and unlike anything Dylan got to try when he was still in high school.

Granted however, the pair of men’s thong underwear that Dylan lent Josh pushes the envelope in this regard, in that thong underwear is more commonly worn by women than by men. The men’s version is designed to fit the male body, with more room for the male anatomy in the pouch.

Still, Josh does not seem to be concerned about this other than what might be considered to be a natural curiosity about whether or not his body parts will fit, and if, so, how the underwear will look and feel on his body. This could be a bit brutal, so to speak.

Guys often have difficulty dealing with situations where they realize that their male anatomy is about to be confronted with a clothing item that is likely to fit really snug around their male body parts. This is all quite normal, as guys generally realize that their male body parts become more active even as nerves become more sensitive if they are surrounded by anything that fits snug and tight. Worse, the mere thought of soon having to wear something that falls into this category can quickly lead to arousal and the start of an erection. To a certain degree, every guy knows this. Every guy is very fond of the sensations and feelings that almost invariable happen in such a situation, but at the same time terrified that “something embarrassing” will happen in the presence of my male peers, something awful that I will be teased and bullied about for the rest of my school days.

Male clothing items that most often create these situations often involve some time of athletic activity, typically activities where the guy is already apprehensive about being able to accomplish what it is he will be called upon to do. Particularly terrifying items include athletic supporters (jock straps) with or without cups and brief-style swimwear, but can also include things like compression shorts and jammers. Apparently, young males in some high schools are apprehensive about wearing singlets for high school wrestling, and some schools are making an effort to allow students to wrestle in less snug-fitting garb.

Dylan would have been apprehensive about being required to wear any of these items in high school as well, in large measure because he was uncertain as to how his male body parts would respond to the new situation. But now in college, Dylan now has a drawer full of these very items, the items that he would have been apprehensive and uncertain about getting into when he was in high school. Further, instead trying to avoid getting aroused, he is actively using each item in an effort to get at least semi-aroused, not to avoid getting aroused.

Even more interestingly, Dylan’s roommate Josh is figuring this all out too. The thong is not the first or only clothing item Dylan will “lend” to Josh. Dylan thinks that is more than a little interesting to see how Josh’s body is responding to the situation at hand. On the other hand, Josh had concluded that it is actually fun to have Dylan standing there and coaching him on what his body should expect and what to do next. Is that somehow gay? Who knows? Who even cares?

At this point, Josh is aroused, semi-erect, and precumming ooze at the tip of his penis, and this gradually growing spots of wetness is quite visible on the pouch of the thong. Dylan is still fully clothed What Josh doesn’t know, at least not yet, is that Dylan has peen precumming as well, and Dylan can discern that too.

What next? Perhaps Dylan should slip into something “more comfortable”.

To be continued….

[sebbie]

Josh is clearly enjoying himself in his “predicament”, very much, and Dylan realizes this. All of this is getting aroused as well, as Josh keeps asking Dylan to provide him with more detailed instructions with respect to what to try next.

It’s really funny how all of this works sometimes. Dylan is fully clothed, in his tee shirt and jeans, even as he watches Josh struggle in the little thong. Dylan quickly decides that perhaps he is just a touch overdressed for the occasion. Maybe Dylan would be better if he were under a bit more tension and pressure too. So Dylan starts to think about the other items still in the dresser drawer. His mind wanders to the jock strap with the cup, the compression tee and shorts. He quickly strips his jeans and tee off and crawls into the strap, slipping on the cup. Josh’s mind is at least somewhat occupied, and he pays little attention to what Dylan is doing. The strap fits snug, and the cup presses down hard on Dylan’s penis. Dylan realizes that he is feeling very good. He quickly pulls on the Tesla® compression shorts and tee. The shorts ensure that the strap and cup will be held very tightly against Dylan’s groin.

So there is Dylan, penis gripped tightly by a snug-fitting strap and cup, made even less bearable by the compression shorts bearing down on his anatomy, watching Josh cope with the realities of the situation he is in, and on occasion, moaning softly.

“When can I get off, Dylan? I’m getting desperate to blow.” Says Josh. That was frank, for sure.

“Not quite yet, Josh! Not yet!” says Dylan.

As Dylan says this it suddenly dawns on Dylan that his penis is growing inside the cup, and he can now feel the physical sensation of the cup bearing down and making its presence known on three sides of his penis. Dylan isn’t very far from blowing, either. Both Dylan and Josh are way off in another place and time, entirely, maybe somewhere in which time and place do not exist at all.

Suddenly, there is a firm knock at the door. Dylan goes to answer the door. Josh quickly grabs a towel to cover his anatomy (the thong). It’s Bill and Joe, all decked out in their compression gear.

“Joe and I want to go to the gym.” Says Bill Do you and Josh want to join us?

“Well, I guess I could go, But Josh just got out of the shower”, says Dylan.

Dylan, of course, is lying about Josh.

“I’ll tell you what, Josh, let me loan you my green wrestling singlet, and you will be all set to go too.

“OK”: says Josh, “I need to get some exercise.”

So, keep in mind that Josh is still wearing the thong, and the plan is to quickly pull on the green wrestling singlet by using the towel to disguise what Josh will be wearing underneath.

Keep in mind also that both Dylan and Josh were getting really horny and close to blowing when Bill and Joe knocked on the door to invite them along. The unrelieved tensions that both were experiencing at that moment have not exactly gone away.

This could get interesting….

[sebbie]

Dylan removes his forest green wrestling singlet from the drawer and tosses it over to Josh, who by now has grabbed a dorm room towel to cover his groin area so Bill and Joe will not be able to see that he was wearing only an underwear thong and was, well, shall we say, at least somewhat erect. Josh in something of a slight of hand feat, quickly pulls the singlet up to his waist and into his groin area, and drops the towel. At this point, Josh’s chest is still bare but that is not a big issue. Josh grabs one of his own heather gray tee shirts from his own drawer, and slips that on over his naked chest. After that the singlet arm straps to go up over his shoulders.

Getting everything positioned correctly is not that easy to do. Wrestling singlets, by design, are made to fit really snug not only in the waist and groin area but even over the shoulders. This is complicated by the fact that Josh is wearing the underwear thong underneath, a thong that is pushing his male anatomy front and forward. For Josh to get the singlet straps over his shoulders, he discovers that he must pull the singlet really tight into his groin area. The snugger he can make the singlet fit in the groin area, the easier it is to get the singlet shoulder straps in the proper position.

But the fact that Josh has the thong on underneath makes this all more complicated, in that by pulling the singlet into his groin, the thong wants to cinch itself up even snugger and tighter between his buttocks. Josh had thought that he was taking about as much pressure as both his mind and body could tolerate from the elastic band of the rear of the thong cutting between his buttocks, but this was worse, much worse. Or were the sensations better, much better, with both the thong and the singlet grabbing at his butt the way they were. Josh couldn’t quite decide. That’s the dilemma sometimes. This could be nearly painful, or may fun, depending on a guy’s mindset and how he approaches the situation at hand.

Josh finally gets the shoulder straps in place so they are not twisted and takes a look at himself in the mirror clad in the heather tee shirt and the forest green singlet. Josh thinks he looks like a 120 pound high-school wrestler. He does notice one thing about his appearance, however. The thong is pushing his penis outward to the point where he has quite a little bump on the point where his penis tip is inside the singlet. Not only is there a visible bump, but Josh can see in the mirror that the pre cum he was oozing inside the thong pouch has actually made its way not only to the outside of the thong, but through the forest green nylon-Lycra® material of the singlet, now forming what appears to be a dime-sized spot of gooey wetness on the outside of the singlet right where his penis tip is.

Josh is somewhat apprehensive about this, but he hopes that Bill, Joe and Dylan will not notice what happened, of if they do notice, they will not say anything. Josh thins that perhaps the ooze will dry by the time he gets though the couple block walk to the gym. Maybe his penis will recede a bit as well, but for now, Josh just needs to get through the moment at hand.

Dylan, Bill and Joe all three are clad in compression gear top and bottom, but separate tees and shorts. Given the snug fit, it is easy to see that the other guys are all wearing straps not thongs underneath the compression gear. Each of them is also sporting a bulge in the groin, but it’s shaped somewhat differently from how Josh appears. It quickly becomes apparent that the other three of them are not only wearing straps but also hard cups under the compression gear.

It suddenly dawns on Josh that hard cups are useful for reasons other than protecting a guy’s genitalia. If you are wearing a strap with a hard cup, if you ooze a little pre cum, no one will be able to see that, because it will likely be totally contained within the strap and cup. But in Josh’s situation, just a little ooze and he has a big damp spot right in an “incriminating” location. Josh thinks that maybe the guys who wear cups more or less routinely even when they are not engaged in sport have a good idea for this reason, alone.

Of course, Bill, Joe and Dylan are wearing their cups not because they want to make sure that no one else can see it if they start to ooze, but for a very different reason entirely. This is the one Josh doesn’t quite know about, at least not yet. All three of them have discovered that it can be, well, quite “enjoyable” to get a bit of a hard-on inside a cup, with the cup bearing down and fitting snug against the groin. A properly-sized cup leaves almost no room for expansion, and a guy’s penis quickly “knows” when the available space is limited.

This is tricky stuff. It is difficult if not impossible for most guys to get to the point where they get enough of an erection inside the cup that would lead to a full scale orgasm while still being inside the cup. Still, a lot of the interesting sensations from all the penis nerves “knowing” that the cup confines the space are usually there, and these sensations can be, and often are quite enjoyable. Certainly enjoyable enough to make an otherwise boring gym workout move along quite quickly.

Bill, Joe and Dylan have figured all of this out. If you want to do an otherwise boring workout and make it move along quickly, wear a strap and cup even though whatever it is you are doing doesn’t necessarily call for that. Josh is learning. So, it’s off to the gym for the four of them!

To be continued…

[dm106]

Very interesting, can't wait to see what happens!

[SWIMJIM2]

Hope the wait for new chapter isn't toooo long!!!!

[Swimmboy]

Interesting start to this story. Hoping for the next chapter soon.