What to wear?

[sebbie]

Dylan has been pondering everything that has happened to him from the point in time when he was very young. His initial discovery of and experiments with the sensitivity of his body (and mind) to snug-fitting clothing, experiment frequently done on the sly.

To be sure, turning these thoughts over and over in Dylan’s mind was not “helping” his current situation, clad in the ProForce athletic supporter and cup and forest green asics wrestling singlet at all. As these thoughts go over and over in Dylan’s mind, the tension in his groin area seems to be building. Dylan is now firmly aware of the walls of the cup bearing down on the top and both sides of his penis. How can something that is on the verge of being painful also be so much fun.

The mere knowledge of the cup being there makes Dylan horny. Horny enough to feel increasingly strong urges to get off. These urges to get off radiate through Dylan’s body almost like miniature bolts of lightning. For a brief moment, they come on strong, and then just as suddenly subside a little to the point where Dylan thinks he can cope for at least a little while longer without ejaculating. A tough dilemma for Dylan’s young mind and body to be in, for certain, but an interesting place to be, too, psychologically and physically. Dylan is also realizing that he is having the time of his life as his young mind and body is forced to cope with the situation such as it is.

Dylan has now grown about as big as he can be given that the cup limits to a significant degree the space available to grow. He has filled all of the available area to grow, and any additional growth will just cause the cup to bear down harder on his penis. Dylan can cope with all of this for a few minutes, but soon he decides that he needs a little relief from the situation he is facing.

Dylan now realizes that the only way he can get some momentary relief is to pull down the asics singlet, exposing the strap and cup. He can then pull the strap pouch and cup outward, away from his groin, and releasing some of the pressure that bearing down on his penis from the cup and strap.

Dylan does this, with the idea of releasing his penis from its confinement for a minute or so to provide some relief. But then Dylan wants to get himself right back inside the strap and cup and see if he can cope with this along with the singlet a while longer still without going into a full-blown ejaculation. This is certainly an interesting experiment to see how much tension and pressure he can stand but still without ejaculating. Dylan is starting to wonder what his limits are in this regard. He has already discovered that it is possible to stay horny and at least semi-hard while continuing to delay going into an orgasm much longer than he realized.

But, soon the time comes for Dylan to get back into the strap, cup and singlet. During its freedom from confinement, Dylan’s penis got a little harder and bigger than was possible when it was inside the cup. As Dylan releases the cup once again, after having pulled the cup and pouch away from his body for some moments, the elastic of the wide waist band snaps back tightly against his groin quickly. Pangs of immense pleasure, almost pain, radiates through Dylan’s entire body as his penis has to readjust to the confines of the strap and cup bearing down once again. “What a wild sensation!” Dylan thinks. It is immensely pleasant but at the same time on the verge of being almost painful. Dylan’s penis is revolting against the whole idea of being back inside such a confined space. Pulling the singlet back into place simply adds more tension to the entire situation.

Dylan now fully realizes that he will not be able to hold off ejaculating for much longer. There is just too much happening down there. His situation right now is driving him bananas, making him want more and more to get off.

To be continued…

[dm106]

Sebby, just wanted to let you know that I've been following this story. It's really good. Do you think Dylan wants to have the other guys seem him in his gear?

[sebbie]

Dylan is really struggling with his gear and what is happening to him in private...first things first!

[sebbie]

By the time guys turn 16, most guys have been experimenting with self-pleasuring for three or four years, and are moving more and more into the idea of engaging in partner sex. This may come as a shock to many parents, but it is true. These passing years become increasingly difficult for a lot of guys to successfully navigate, in large measure because the guy is physically and sexually mature, but generally not in any situation that would make sex with a partner acceptable behavior at all.

For guys who think of themselves as straight, the whole idea of regularly being able to engage in partner sex with a girl presents a lot of problems and issues. There is, of course, the emotional attachment issue and the whole notion that girls generally are more into emotional attachment first with physical sex coming later. Of course, a lot of guys are not wired that way either emotionally or physically, but even if they were there would still be a host of knotty issues to resolve at that age in order to get to the partner sex part.

I have often thought about the same question as it would apply to the typical 16-year old male who has been thinking about the possibility that he might be gay. The whole navigation process for this 16-year old is every bit as difficult for the 16-year old who is considering the possibility that he might be gay as it is for the guy who believes he is straight. The first step in this process is definitely not having partner sex with another guy, any more than the first step for a 16-year old straight guy is to rush out and have partner sex with a girl. There are messy emotional issues to deal with regardless of the gender the guy is pursuing. For the potentially gay guy, this gets all messed together first with the issues of self-acceptance but then the question of possibly coming out to peers, parents and siblings, and how doing so might affect one’s daily life and future plans.

Then there is another problem that not every 16-year old guy neatly fits into one box or another of being either straight or gay. A lot of guys fall somewhere in between the two categories. Look at Bill and Joe to see what I mean here. Both consider themselves to be straight, and have a sexual interest in women. But for two completely straight guys, they have been certainly having a lot of fun in the company of each other in their dorm room, even though what they have been doing with each other in the dorm room has not involved any direct physical connection (aka gay sex) with each other. Are Bill and Joe both really straight arrows, or could things be a lot more complicated that both had realized? Does Bill get turned on just by realizing Joe is turned on? Does Joe get turned on when he realizes that Bill is enjoying himself? If this is happening, what does this mean for their sexuality? This is a most interesting issue that will be developed further in coming chapters.

Dylan, of course, is the quiet one and, if you haven’t guessed yet, something of a loner. Dylan has never engaged in partner sex with anyone. Not that he hasn’t thought about it for sure. Does it come as any surprise that Dylan has always been somewhat confused about his own sexuality? Dylan has never admitted that he was confused about this, even fully to himself.

Seeing Joe and Bill wandering down the dorm hall that night wearing their straps, cups and compression gear set off some bells in Dylan’s head. This started Dylan’s thought process to go in some new and interesting ways. The whole process was reinforced when he ran into Bill and Joe wearing their gear at the gym, and then had the conversation with Tony and Donovan who were clad in their rowing gear of choice, essentially a really snug wrestling singlet and men’s thong underwear. Then coming back from the gym, Bill and Joe hatched this scheme to order wrestling singlets, thong underwear and maybe some other stuff on line. Dylan at that moment in time knew he had to have in as well.

But Dylan is still this quiet, somewhat confused loner that Dylan has always been. One big advantage to sophisticated self-pleasuring techniques is that generally they ramp up the fun index safely without having to confront all of the complicated emotional and physical issues related to partner sex in any form either with a woman or with a guy. That is a huge advantage and is not to be discounted. Dylan can still very much enjoy his body without having to confront stuff he would rather not have to confront right now. What Dylan is doing with himself is absolutely perfect for a shy and somewhat confused loner.

And wow is Dylan having fun. This is the most fun Dylan has ever had pleasuring himself, by far. At the end of the previous chapter I left Dylan in a situation where he was nearly “climbing the walls” desperate to get off because of the pressure bearing down on his penis from the strap, cup and singlet.

“Wow this stuff is tight” Dylan keeps saying over and over, under his breath. Dylan’s brain is now telling him louder and louder that he needs to get off and bring this to a conclusion. Dylan knows that he has been experiencing the most exciting self-pleasuring sequence he has ever been in.

“What is all this stuff about guys knowing everything there is to know at age 16 about masturbating?” Dylan thinks to himself.”

Dylan can stand it no longer. He rips down the singlet and pulls off the strap and cup, with the inside of the pouch now being nearly completely soaked in an ocean of pre-cum. Dylan had no idea that he was able to pre-cum in that quantity. But all the evidence is right there.

Dylan presses on his balls with the tips of his fingers, and discovers that even his balls are sensitive to the touch and feeling really good. Not surprisingly, Dylan’s penis is now very long and very hard. Dylan can hardly believe what he is seeing down there. Dylan can’t resist. He starts stroking his penis from base to glans using only a facial tissue as a barrier. Dylan notices that the underside of the tip of his penis, the glans area, is now extremely sensitive to his fingertips, and producing some fascinating sensations now.

Once the glans of a fully-hardened penis gets fondled, a powerful orgasm is only moments away. Dylan starts shooting a creamy cum with powerful muscular contractions that go way beyond what has ever happened to him before. He tries to “control” these powerful bursts of cum by covering the tip of his penis, but some still escapes and shoots way across the room (Good Dylan’s roommate, Joshua, went home for the weekend!).

“Wow that was fun!” Dylan says to himself. Dylan knew he had managed to take self-pleasuring to a whole new level for sure. Maybe finding a partner for sex isn’t quite the priority it was, at least not for now.

To be continued…

[sebbie]

It took Dylan awhile to come down from where he was only a couple minutes ago, both psychologically and physically. Dylan felt really drained now, both literally and figuratively. Dylan kept rolling over and over in his head the events that had transpired, from that first encounter seeing Bill and Joe in the Dorm hallway in their gear, to all of the stuff that had transpired since then, with each of the events seemingly playing a role that ultimately led to the most powerful orgasm Dylan had ever had.

And the orgasm happened not in some partner sex contact, either straight or gay, but while Dylan was just there alone in his dorm room. This is not how any book that Dylan had ever read on the subject portrayed how it was supposed to be. The books Dylan read said that solo sex, aka “masturbation” was something little kids, like kids maybe 12 or 13 years old, did when their parents and siblings weren’t looking to have a little fun until they were old enough for a real emotional relationship with a sexual partner. These books always portrayed masturbation in any form as an inferior alternative to “real” sex, something done maybe by young boys during and immediately after puberty, and maybe older boys who were socially challenged with respect to relating to others, nerdy older boys who were not capable of making successful emotional binds with a real person.

Then there are the teen-age stories and bullying that link masturbation with a young boy being gay. If a guy is discovered masturbating by a peer male, he is frequently teased and bullied as being a gay jerk-off. No guy at 13 or 14 wants to be labeled this way in school, and hence the secrecy young guys have about their masturbation habits, despite the fact that increasingly practically every young male deep down believes that practically all of his male buds are probably doing the same thing on the sly. Why? Because it is simply too much fun to NOT be doing it! Young guys just don’t exchange any information about this practice because there are too many personal risks involved, and any exchange of information would reveal too much personal information.

A guy often thinks about what would happen if, perhaps accidentally, he discovered a male friend jerking off. This becomes a particular issue for two males in a double dorm room. Clearly, no college student is going to be able to make it through 4 years of college without ever getting off. That is unrealistic. College men like to convey the impression that they are having regular sex with female dates on Friday and Saturday nights, and that this sexual release is more than enough for them. And perhaps some of them are accomplishing this, but 95 percent likely are not. That would be a lot of partner sex, and only a small percentage of college males are prepared to get that involved with a female partner at that stage in their lives.

So, college males must be masturbating too, and probably a lot. It is simply unrealistic to think otherwise, unless you assume that college males are brain-dead or that 19-year old guys universally do not love jerking off.

What exactly is going on in each dorm room containing two males is not exactly clear. I suppose one possibility is that both guys masturbate surreptitiously under the covers in the middle of the night, but is it even possible to keep secret what a guy is up to if his roommate is in a bed only a few feet away? This in an interesting puzzle to try and unravel for sure. The solution might be very well different in each of the dorm rooms as the roommates cope with their urges in the face of not having significant privacy.

In our story, so far we have seen two ideas. Dylan waited till his roommate Joshua (Josh) went home for the weekend and then took advantage of the dorm room privacy. But Josh will be back to the Dorm room in time for Monday’s classes. Is Dylan going to reveal anything about what he has been doing? And what if Josh should accidentally see one or more of Dylan’s “play items.” How will Dylan answer the obvious questions? Did Dylan get all the cum stains washed off the dorm room floor?

Bill and Joe have long been in a much different situation. Bill knows what Joe likes to do and Joe is well aware of at least some of what Bill enjoys doing. That situation alone is almost incomprehensible for male high school buddies where secrecy is the key to survival. We can assume also that Bill and Joe are each more than a little turned on by this realization, and further, that neither of them are opposed to seeing the other in an obvious state of arousal. But what makes this really interesting is that both Bill and Joe think of themselves as straight. Determining the meaning of all of this for both Bill and Joe is an interesting puzzle.

Then there is Tony and Donovan, the rowing team members. Bill, Joe and Dylan have been thinking that there was at least a possibility that Tony and Donovan are also a gay couple. Tony and Donovan share an enthusiasm for exercise, physical fitness, and in general looking really good in tight-fitting clothing, and their rowing team membership enhances that. From Bill and Joe’s perspective, physically, Tony and Donovan are everything Bill and Joe would like to be. But in addition, Tony and Donovan also seem completely at ease and casual with each other and their bulging muscles and groin areas. This ease has affected Dylan to a degree as well.

And what of my readers? Why are you still reading these chapters, anyway? As mature audience literature goes, there has not been a single instance of sex with a partner. There is a rule somewhere that says every piece of adult literature should include a partner-focused sexual encounter described in detail every 5-7 pages. This is not that at all. Mainly this story is about guys who are struggling with new adulthood in an assortment of ways. To the extent that my writing is successful, I suspect it is because of two things. First, I’m covering complicated issues for guys that have almost never been addressed elsewhere. Secondly, my fervent hope is that in reading all of this, you will get to experience some of the sensations my characters are experiencing in your own minds and bodies, but particularly in your own groin area. If I accomplish this, I am successful, and the story must continue.

To be continued…

[sebbie]

Just like Dylan, Bill and Joe are excited about and interested in trying on the stuff they got in the big Amazon order. Unlike Dylan, however, Bill and Joe have already had some active experience with trying on and then wearing snug-fitting clothing (remember the long dream sequence wearing the compression gear, straps and cups many chapters back. If you do not remember these chapters, they are good for you to read before following the continuing story now.)

Men’s thong underwear has always been something of a mystery item for Bill and Joe. Bill and Joe, of course, both knew that thongs were very popular with women their age and even with many of the girls in high school. Bill and Joe would have to be brain-dead to not realize this.

But for men, thong underwear was something of a 180 degree U-turn. Guys in high school almost uniformly had abandoned even white cotton briefs in favor of loose-fitting patterned boxers. Tighty whiteys were for the little boys. But little boys who started out in colorful Superman-patterned cotton briefs soon abandoned them too in favor of Superman patterned boxers. This is a little weird, because as any 6-year old knows, Superman did NOT wear boxers, but instead really snug-fitting red briefs on the OUTSIDE of equally snug-fitting royal blue tights and top with the big-S superman logo. If a guy wants to play like Superman, boxer briefs are NOT what a guy should be wearing for sure.

Anyhow, Superman did not wear a thong either, but a lot of small boys learned about the basics of adult male anatomy by observing Superman’s male bulge in the super-tight red briefs.

In the case of men and from the unique male anatomy, thong underwear is, well, interesting in an assortment of ways, presuming the guy can get his head around the notion that a thong was not designed for a young woman but are also interesting as men’s apparel, or that only gay men would ever be caught wearing a thong designed to the male anatomy.

Every pair of thong underwear fits and feels a little different, and finding the correct-fitting thong underwear can take a bit of research. The male anatomy is better suited to a thong than is the female anatomy. Guys often are squeamish about having the rear band of the thong cut between their butt cheeks, but for guys, getting one’s head around that is a big part of the fun. Thongs are made with three basic designs. The most readily available ones typically use a wider band of elastic that is designed, more or less, to ride over the butt crack, not between the butt cheeks. These are popular in large measure because the thong doesn’t feel that much different from standard briefs, except of course, that the guy’s butt cheeks are bare.

The second design males the thong back out of a narrow round elastic cord, sometimes still covered in cloth. These thongs are definitely designed so that the round cord cuts between the butt cheeks, brushing against the anal area. With this design, the guy will never forget he is wearing something unique. The cord disappears as it cuts between the butt cheeks, and as the guy moves around and walks, there is a feather touch-like feeling in the anal area that perhaps is sexually arousing for guys, though some guys don’t realize this could happen until they get themselves into the thong and start moving around.

The third design makes the back from a narrow band of elastic, not cord, maybe only a quarter-inch wide. This version is also designed to cut between the butt cheeks and disappear in between in the lower part of the butt. To me, this design provides the best overall experience for the wearer, in part because the band presses firmly and less gently in the anal area than a light cord would.

Sizing matters as well. A size SM thong is going to have a shorter band or cord of elastic than a larger thong, and the small size will cut more firmly between the butt cheeks providing a more interesting and exciting overall experience.

But there is another thing going on here as well. The band making up the back of the thong is obviously connected to the front pouch in some way. Oftentimes there is also some double or triple stitching here, which creates something of a lump right where the elastic attaches to the pouch.

The location of where these stitches occur with respect to the male anatomy is very interesting, because it hits exactly the spot in the male anatomy known as the perineum. The perineum is directly behind the scrotum, between the scrotum and the anus. The slang term for this area is the taint. The perineum is a really interesting spot for guys. First of all, a ton of nerves terminate there, making the area extremely sensitive to touch and pressure. But also, in guys the taint is directly below the prostate gland. Anything that puts pressure on or massages the prostate is sexually exciting in unique ways, sensations a guy is likely not to forget any time soon.

So, put the combination of the male anatomy with a slightly undersized thong (so the almost too-short band cuts deeply between the butt cheeks while brushing firmly against the anal area) along with an bit of sewing that happens right at the taint, pressing upward and providing an indirect prostate massage right where all the nerve endings terminate, and you have a real recipe for fun. Think about what Tony and Donovan are experiencing wearing thongs under singlets while working out on a stationary rowing machine, and you will start to better understand what is going on with them and with their workouts.

Bill and Joe know nothing of all of what I have just told you. Unless a guy is somehow sexually brain-dead, the combination of the anal touch and the upward pressure on the perineum should be more than stimulating enough to cause pre-cum to flow in copious amounts even if the guy is not yet significantly hard just getting into the thong.

So, Bill and Joe begin by getting into their new thongs and that is exactly what happens. The upward pressure of the thong from directly behind the scrotum tends to push the male anatomy upward and forward. This means that when Bill and Joe top their thongs with the wrestling singlets they just got, their penises, even only slightly erect, are going to show as a bump in the front of the singlet. But both Bill and Joe already are oozing pre-cum, so they should not only quickly see a bump in an interesting place in their new Crimson red (Bill) and Navy blue (Joe) singlets, but at the very center of the bump should be a growing spot of pre-cum, first just a really-neat, viscous, crystal-like clear drop or two that guys normally delight in making, but quickly morphing into a wet area that is quarter-sized, then half-dollar sized, and even silver dollar sized. Any guy would have to be brain-dead sexually to not start oozing after getting into a thong for the first time.

Bill and Joe say absolutely nothing to each other. What is happening right now is obvious to both of them. It’s best to just keep quiet and enjoy the moment and the tremendously pleasant sensations their bodies are giving both of them, while increasingly recognizing now that part of the fun is very much linked to the realization of what the other guy is experiencing and doing. Some of life’s experiences are just too pleasant for words and talk. This is a great moment in time for both Bill and Joe. Dylan will learn about all of this too, but in his own time. Bill and Joe now think they understand at least partly why Tony and Donovan seemed so happy and full of life at the gym a few days ago. The male body is really, really fun in all sorts of ways. Something new and exciting every day.

To be continued….

[sebbie]

Bill and Joe are both enjoying themselves, immensely. The new gear has resulted in an entirely different set of sensations for both of them, sensations that before they got into the gear they did not realize were possible. For starters, the upward pressure of the thong at the point where the pouch meets the rear of the elastic band that makes up the rear of the thong is, well, interesting to say the least.

Bill and Joe are not that knowledgeable about the nuances of male anatomy, in particular, they have been used to leaving the impression with their friends that they knew a lot about everything there was to know, but, as it turns out, some rather interesting parts got left out. For example, most 19-year old guys are probably only vaguely aware that their prostates are sensitive to touch and that this sensitivity can be sexually exciting coming from a very different place in the anatomy than the penis. They probably know that a lot of older guys are squeamish about having a physical that involves a digital prostate exam (these instances where guys have to do this play over and over on TV comedies) but the real reason for the squeamishness is less clear, that the guy undergoing a physical, having his prostate digitally examined, might also ejaculate in the doctor’s office almost instantly. Thankfully, physicals that include a digital prostate exam are rare for 19-year old guys. That is something that is a long way off.

Then there is the entire subject of gay butt sex and the nuances of that. At age 19, a lot of guys who think of themselves as straight are still wondering if this can possibly be comparable to having sex with a woman. What can be fun about that? But of course, the key here is the sexually-exciting prostate massage since the prostate is located directly beside the rectum. Hence the reason the digital prostate exam works, at least to a certain degree.

Now what Bill and Joe are doing is a little different. Obviously these two seemingly straight guys are not engaging in butt sex. But they are both wearing these skimpy thongs that are putting a lot of direct upward pressure in the perineum, rubbing externally right up against the prostate. For guys who haven’t discovered this yet, sexually this can turn out to be quite interesting, and doubly so with the wrestling singlet in place.

In this situation, guys usually do not immediately become way erect. The various pressures and sensations can be subtle at best, at least initially. This is like a lot of sexual feelings and sensations—they sneak up on you and take their own time about capturing your full attention. The usual response is only to get slightly erect, but to quietly start oozing crystalline clear drops of pre-cum. These droplets are usually viscous enough to stay as drops—growing up at that age I always thought they were fun to watch form as individual droplets. If the guy has a singlet over the top of the thong, the drops are so viscous that if the guy is careful, they will continue to form as funny-looking individual clear droplets on the outside of the singlet. And depending on exactly where the guy is psychologically, this process can continue, almost indefinitely.

Bill says to Joe “Wouldn’t it be fun to wear this gear to bed?” Joe says nothing, but nods approvingly. Keep in mind that part of the fun here for Bill is enjoying not only what is happening to his own body as the pre-cum oozes, but also at the same time getting to observe close up what is happening to Joe as he undergoes a situation with the same pressures and sensations. Of course, Joe is oozing pre-cum rather heavily by now too, and Joe is having fun just observing Bill and watching exactly how Bill is coping with the situation at hand as well.

Could this be considered a gay sexual encounter between Bill and Joe? That is certainly an interesting question, and not a question that can be resolved in a few sentences. Bill and Joe are certainly both enjoying themselves and what they are experiencing, and part of the enjoyment is directly related to observing close up what is happening to the other. Dylan would love to be where either Bill or Joe are right now but for now he is too shy and uncertain. Does this mean that Bill and Joe are gay and only masquerading as straight guys? Do both Bill and Joe still think they would be having more fun if they were in direct sexual contact with a female (in which case they could still with straight faces claim to be straight)? If part of the fun for Bill and Joe is just watching each other struggle do they both still fit on the far straight end of the scale?

And is this all “normal” or not? Maybe this entire situation is merely a fetish that Bill and Joe both happen to have. Some sexual psychologists might label this as such given that the clothing items are stimulating the sexual responses. But this is not fantasy or in any way imaginary. The pressures and sensations Bill and Joe are feeling are quite real even though specific items of clothing are involved. If this is indeed some sort of fetish, then a lot of guys must “suffer” with the same “problem.”

More generally, how many guys out there would not have any sexual reaction if they were given an opportunity to be in Bill’s or Joe’s situation right now? How many guys out there would perhaps secretly delight in being able to be in exactly that situation right now? There is still a lot about male sexuality that a lot of the researchers apparently understand hardly at all.

Meanwhile, Bill and Joe need to pee and this need to get down the hallway to the bathroom. Both of them now have silver-dollar sized damp spots of pre-cum on their singlets. This will be tricky. First, they will need to navigate the hallway without anyone noticing the pre-cum stains. Then, once they get to the urinals, they will need to pull down their singlets and pull out their penises from the thong pouches. With the singlets down it will be perfectly clear to any guy walking by that their butts are, well, baby-butt bare as they stand at the urinals. Another “little” problem of a physical nature is that when a guy starts to pre-cum, the prostate immediately shuts off the urine flow, biologically necessary because any trace of urine in the urethra would immediately kill the sperm in the semen, not great for reproduction.

So, if Bill and Joe are pre-cumming profusely, as we know they have been, they are probably going to have to stand at the urinal for a while before they can have any hope of peeing, which increases the likelihood that some other guys are going to wander into the bathroom and see everything, bare butts, singlets, thongs and all.

Bill and Joe wander into the hallway, hoping that no one will be out there and in particular notice the pre-cum stains.

But who should suddenly pop out of a side hallway but Josh, Dylan’s roommate, just back from his weekend home. And there are Bill and Joe both clad in cum-stained asics singlets, Bill’s crimson red and Joe’s blue. Josh is a more outgoing, friendly sort, and he greets Bill and Joe in a very friendly manner, pretending not to even notice the damp spots of pre-cum. Of course, Josh did notice. He just didn’t say anything.

Bill and Joe have not yet made it to the urinals, let alone to bed. However, they both have been enjoying themselves (and each other) a lot.

To be continued..