What to wear?

[sebbie]

Dylan in particular now faces quite a dilemma. He is now clueless as to how his body (and brain) might respond to the new items he just ordered on Amazon. That may actually overstate the situation Dylan is about to face, if only by a little bit. Dylan passed through the early years of post-pubescence much like every other guy did, gradually learning how to appreciate the various sensations and feelings that might emanate from the groin area and resulting in a sensation of euphoria in the brain. Initially at least, guys are at least somewhat mystified as how their brains and bodies can be so interconnected in such interesting and potentially wonderful ways.

Guys that age generally understand that what they are feeling and enjoying has something to do with sex and relationships, but this too remains something of a mystery as exactly how this all fits together. But, of course, at age 14 or 15, the opportunities and advisability of actually engaging in penis-vagina sex with a female partner are not only limited but clearly not advisable. But guys still enjoy the feelings and sensations that are happening to them, even if sex with a partner is not involved.

Not surprisingly, guys soon learn that there are techniques and ways of manipulating themselves to produce these wonderful feelings and sensations even in the absence of a sexual partner. There is, of course, plain ordinary male masturbation, stroking and rubbing your penis to the point whereby it gets big and hard and leads to a wonderful, full-scale orgasm. By the time a guy reaches about 15, most guys have got this technique down pretty well. It is only somewhat later that guys begin to appreciate the idea that a quick masturbation to orgasm is not really all there is, indeed there is more, a whole lot more. Yes, interesting situations available to guys who are not into some sort of a sexual relationship with a partner.

Dylan has known from before puberty that his groin area was quite sensitive when it is touched by anything. Snug-fitting items of clothing that fit tight in the groin area have always been something of a sexual turn-on for Dylan, but this will be the first time that Dylan will get to experiment with this on his own, and away from his parents.

Dylan does not know at this point exactly what his body is going to do when the order arrives and he gets the opportunity to “try on” each of the purchases. Will he go immediately into a firm erection, or not? The various items Dylan selected to purchase will each pose a different “situation” to deal with. In the case of the little Desmit swim briefs will Dylan be able to fit himself into the not very roomy pouch/ How will Dylan position himself?
The strap and cup pose a different dilemma. How will Dylan’s penis respond to a situation of being inside a not-very-roomy had cup with the strap bearing down on him at the same time?

Then there is the thong. How will that feel with the snug elastic strap coursing between the cheeks of his butt? Then what happens if you are pulling over the wrestling singlet over the thong? A correctly-fitting pair of men’s thong underwear pushes the anatomy up and forward. The Singlet presses downward, making the penis appear something like a “button” in profile. That should be interesting for Dylan, to say the least.

Finally, there are those wild green compression tees and shorts Dylan ordered . These might be the most difficult for Dylan’s brain and body to cope with at all.

But coping with all of this is what Dylan somehow must do. Dylan’s mind has been wandering in his classes just thinking about the situations he is about to get himself into once the order arrives. And his body has been responding to the daydreams about all of this. Dylan has been pre-cumming just thinking about all of this, a lot, more than Dylan thought he was even capable of producing.

What fun, just thinking about all of this!

To be continued…

[sebbie]

The big, soft package finally arrives, and Bill and Joe call Dylan to their room in order to open the package and divide the stuff. Dylan has several different items in the package, namely the ProForce strap and cup, the Tesla Compression shorts and Tee in a bright lime green, that little Desmit bi-color swimming brief, the Desmit thong underwear, and, of course, the asics wrestling singlet in forest green. Recall that there are three asics singlets in the package, one in royal blue, a second in crimson red, and Dylan’s forest green one.

The guys decide to divide the stuff according to how they each made their order, and then simply take their time to try everything on “to see how it fits”. This is a particularly “exciting” time for Dylan, who has never owned this kind of stuff before. To be sure, he thought about it, but until he got to college, he had never really had the “opportunity” to act on his interests.

So, Dylan takes his stuff and decides to head back to his room. As you have probably determined by now, the combination of items is going to put a lot of “pressure” on Dylan, some psychological and some physical.

What is really going on here. Once he got past puberty, of course Dylan had experience jerking off. (What guy doesn’t at that age?) But Dylan, like nearly every other guy his age, faced the usual “barriers” to trying stuff. What guys normally learn is how to jerk off in a hurry, that is, go from flaccid penis to orgasm as fast as possible, lest someone ( a sibling, a parent or a peer) discover what you are up to. Now, however, Dylan has a degree of privacy. Dylan’s roommate, John, had gone home for the weekend and Dylan had the room to himself. Dylan looked at all of this as an excellent opportunity to try out some stuff he had always wondered about but never had the opportunity.

So Dylan now has all these items each of with present some real possibilities for fun. So what of this list has got Dylan hooked to try? That is certainly an interesting question to try and answer. But remember, not being a high school athlete, Dylan never had the opportunity to get himself inside a strap, let alone a strap with a hard cup. Dylan had always wondered how the other guys “dealt” with these, the basic question being what happens if you get a hard-on inside the cup, and the cup is not spacious enough to contain you erect? Most guys have certainly at least thought about that one. Its tough to even think about that problem without pre-cumming at least a little. And Dylan has been thinking about that problem ever since he placed the order in fact. Now the strap and cup is right in front of him, waiting to be tried on.Dylan is getting more and more excited.

So, what does Dylan do first? He finds the scissors in his desk drawer and cuts into the clear plastic casing that currently confines the strap and cup. The strap and cup are separate, and some snaps hold the pouch for the cup closed. He loosens the snaps and slips the cup into its correct place in the pouch.

Dylan realizes now that it is time for him to strip down naked and to put the strap and cup on his groin. Dylan’s penis realizes that is where Dylan is too, and the response is a few drops of clear, gooey pre-cum. Dylan is now feeling a clear tingling and tightening sensation right at the base of his penis, too, although he has not really grown any, or at most, only a little. Dylan psychologically is very much aware that his penis is going to soon be in a quite confined space, and what is bugging him is the possibility that the walls of his penis is soon going to be in direct contact with the pouch containing the cup. What happens if, well, Dylan “grows” inside the cup? What does it feel like if the penis walls come in contact with the pouch containing the hard cup? The usual “response” to such direct physical contact, Dylan knows, is for a penis to respond by getting bigger around and longer. But what if the cup doesn’t provide enough room for growth? Quite a dilemma to be sure.

Dylan manages to pull on the cupped strap and get it into position. What an interesting sensation. Psychologically Dylan is very much aware that the strap and cup are there, yes, very much psychologically. But physically he is aware too..he can feel the cup bearing down on the top and sides of his penis. Wow! The net result is a very pleasant “tingly” sensation, different from anything Dylan has ever experienced just doing “normal” jerking off. Dylan doesn’t feel ready to go into a full-scale orgasm, yet he knows he is pre-cumming, profusely. He can feel the inside of the cup getting damp right at the tip of his penis.

This is actually quite a special treat for Dylan, both physically and psychologically. Dylan now realizes that he could be in this “condition” inside the strap and cup for a long period of time, maybe hours. This is certainly not some two-minute jerk-off session for sure. Dylan loves it. Dylan is quite aroused but his penis is still well below the point where it would need to be in order to go into a full-scale orgasm. Something of a predicament of sorts, but a way fun predicament to be in.

But, what next? Dylan decides that what he really wants to do is to pull the asics forest green wrestling singlet over the top of the strap and cup. That should only add to the delicious “agony” Dylan is in.

To be continued…

[sebbie]

“Whew, that cup and strap fits snug” Dylan thinks to himself. Growing up, Dylan had never had the opportunity to be in a strap before, let alone a little hard cup. For Dylan, the sensations he is experiencing are all new, fun but a bit terrifying at the same time.

Dylan is obviously quite aroused, and his brain is sending strong signals that some interesting stuff is happening in his groin area. But his penis is basically confined inside the strap and cup. Dylan would love to rub and stroke himself like he did when he got these feelings in high school, but the interesting part is that the strap and cup acts like a barrier to prevent him from making any direct finger content with his penis as he would very much like to do. But, meanwhile, Dylan’s penis seems to somehow “know” that it is in a confined space, and his penis has expanded to the point where Dylan can sense that it is taking advantage of all of the space that is available inside the strap and cup and somehow “knows” that it is pressing against the walls of the cup.

This is a fascinating predicament for Dylan to be in for the first time. Under ordinary circumstances, Dylan would stroke himself and quickly get to a strong orgasm, but given where he is at, he cannot do this. But his body keeps telling his brain that he is aroused, really aroused, although not quite strongly enough to get off. Dylan is mentally “surfing along” just under an orgasm. This is fun, crazy fun maybe, but way fun for Dylan to experience. Wow! How long can Dylan’s body take this situation? I guess Dylan will find out.

What next? Keep in mind that Dylan is just trying on the stuff he got in his Amazon order, and all he has gotten to so far is just that ProForce strap and cup. But there is more stuff, a lot more stuff. Stuff that Dylan thinks could get even more interesting to put on.

What next? Dylan decides that next he would like to try on his new forest green asics wrestling singlet. He takes the tags off and starts to put it on.

The singlet fits tight too, really tight and snug. The size Dylan got certainly does not leave him any extra room. He pulls the singlet up around his waist and tries to pull the shoulder straps over his shoulders. This is not that easy. The material stretches, but this is heavy-duty stretch material, and does not have much give to it, especially so with a brand new singlet.

What is going on here? Well, a wrestling singlet is made for, well, wrestling. The whole idea is to have a snug-and tight fit so that your wrestling opponent does not have any even slightly loose cloth in the singlet that he can grab during the match. A loose-fitting singlet would defeat the purpose for the sport.

But remember that Dylan is pulling the singlet over his ProForce strap and cup, and then trying to get the shoulder straps in place.

The pressure from the strap and cup alone has been tough enough for Dylan to deal with. But getting the straps over his shoulders poses yet another problem, as in order to do that the singlet needs to be pulled up really snug in the groin area. Good for wrestling, but getting into the singlet will put upward pressure right in the groin area as well, as in right where the cup is now bearing down on Dylan’s penis. Not only that, this is heavy duty stretch material, and once the singlet is in place with the shoulder straps in the proper position, the singlet itself is going to bear down on the strap and cup, pressing it even more snugly against Dylan’s groin area.

Guys who wear straps and cups for sports are aware of the issues Dylan has been experiencing. With something looser-fitting, say a baseball uniform, its common to see guys quietly grab their cups to re-position them a bit in an effort to improve comfort. The problem with this strategy, of course, is that if your penis is already pressing against the cup walls, any movement of the cup is probably going to “encourage” the penis to grow a bit, making matters worse instead of better for the guy who is struggling.

Not to worry! Once Dylan struggled but successfully got into his new singlet, the cup and strap is pressing so snugly against his groin that Dylan can hardly move it with his hand at all.

But Dylan is still aroused, way aroused. Dylan is pre-cumming profusely now, with the pre-cum collecting inside the pouch containing the cup. Dylan can feel the accumulating wetness. Dylan finds the sensation of all that gooey pre-cum that is forming to be interesting to say the least. Its part of the overall sensation of feeling aroused but not ejaculating.

At some point Dylan will have had enough, and will want to quickly pull off the singlet, strap and cup and then stroke himself to a really powerful orgasm. The pressure to do this is building inside of Dylan’s head and body. But for now, Dylan is having too much fun for it to all be over and he discovers all these new sensations and feelings that are suddenly available to him. Dylan now is beginning to appreciate what Bill and Joe have been doing, and what Tony and Donovan were up to is coming into focus for Dylan too.

To be continued…

[sebbie]

Dylan is experiencing something quite special in both his body and mind. I guess every guy must be a little different in this regard, but Dylan has really become hooked on the sensations he is now experiencing, perhaps even to a greater degree than Bill and Joe have been hooked.

This all began for Dylan when he first encountered Joe and Bill in the dorm room hallway wearing their compression gear, straps and cups that night awhile back. Something caught Dylan’s attention, something he had not realized even existed before. From that point in time, Dylan somehow knew that he was destined to wear similar gear if he only could. Dylan realized too that the gear was affecting Bill and Joe in what at the time seemed to be strange but subtle ways.

Now Dylan found himself in the middle of all of this, indeed, enjoying himself is ways that he never before realized was even possible. What Dylan was now experiencing certainly had not been taught in his high school health education class.

A still bigger mystery was how all of these experiences were related (or not) to having real sex with a partner. Dylan knew that he was enjoying himself immensely, but he did not know whether what he was doing was ok or not. Maybe he was having too much fun for his own good, and as a consequence would lose any interest in having sex with a partner. That was a weighty thought to ponder, for certain, but maybe an issue that did not need to be resolved for now..

Equally puzzling was the sequence of events that happened as Dylan started to put on the gear. The gear felt, well, just tight and somewhat uncomfortable for sure, but definitely not erotic. And then almost, as if by magic, lightning-bolt like streaks of pure pleasure coursed through his body. But oddly enough, Dylan was not ejaculating when these pleasure pangs developed. He was just standing there, thinking about his penis and where it was located firmly inside the cup, strap and wrestling singlet. The sensations were certainly different from a full-blown orgasm, but equally pleasant if not more so. And they seemed to last a long time, many minutes, not hours. What a weird situation! But Dylan was enjoying himself so much he was not about to quit.

Of course, Dylan had read some of the sex education manuals for guys. The point these manuals made over and over again is that a basic problem in a sexual relationship with a partner is often something called premature ejaculation. That is, getting aroused and erect, entering the partner, and then ejaculating almost immediately once inside. The manuals keep saying that the longer the guy can delay orgasm while maintaining arousal with an erect penis, the more fun sex will be for both the guy and his partner. These comments were very different from what Dylan had learned as a youngster about the need to masturbate and get it done with as quickly as possible so as not to be accidentally discovered by a parent, sibling or peer while he was in jerk-off mode.

Dylan by now was quite aroused and at least partly erect, but no one could tell that because his erection was held tightly inside the cup which was inside the singlet. Furthermore, he was not fully ready to ejaculate, and given where his penis was located he couldn’t stroke it. For that to happen, all the gear was going to have to come off.

But Dylan was not of the mindset that he wanted all of this to end right now, even if the end meant a really powerful orgasm. Better to just kick back and let the tension slowly build on its own, and see how far a guy can take this. No hurry to end all of this for sure.

To be continued…

[sebbie]

Clad in his snug-fitting ProForce strap and cup and his equally tight asic wrestling singlet, Dylan absolutely has been enjoying himself immensely. What began for a moment of discomfort, almost pain, as he was getting himself correctly positioned inside his gear has suddenly morphed into some of the most pleasant sensations Dylan has ever experienced in his young life.

“How can this be this good?” Dylan thinks to himself. The sensations are almost like being high on drugs, but at the same time all natural and perfectly safe. Dylan wonders if what he is experiencing happens for other guys as well when their minds and bodies are confronted with similar circumstances. That is an interesting question for sure. Is what Dylan experiencing right now unique or commonplace? And how do all these sensations Dylan is experiencing relate to having physical sex with a partner? Is this somehow an alternative or replacement for that, or is Dylan leaning things about how his mind and body reacts to being put into snug-fitting situations that could ultimately prove useful to understand in a real partner-focused relationship?

Dylan keeps thinking to himself about what other guys who wear various kinds of snug-fitting clothing might or might not be experiencing in their own minds and bodies as well. Are these guys undergoing a similar experience to the one Dylan is now enduring? For example, what of Tony and Donovan, the college rowing team members who admitted to wearing thong underwear under the singlets they were wearing for rowing practice. Could there be something interesting going on for them too, Dylan wonders. Dylan has discovered that he is somehow strangely fascinated just thinking about all of this and pondering what other guys might or might not be experiencing when their bodies are subjected to being inside snug-fitting clothing of various kinds.

Dylan has been rolling all of this over and over in his mind ever since that accidental encounter he had with Bill and Joe wearing their compression gear while walking down the dorm hallway. Somehow, seeing Bill and Joe that night set off some lights and alarm bells in Dylan’s brain…lights and alarm bells that he somehow could not seem to extinguish or stop. From that night on, Dylan knew exactly what he wanted to do too, and the Amazon order gave him the opportunity to try a bunch of different ideas.

To be sure, Dylan always thought he was a bit weird when it came to the entire subject of snug-fitting clothing, and this part of him he had never dared reveal to his peers, let alone his parents or siblings. Dylan has always known that somewhere there was a special place that happened whenever he got into a situation where he could (or was perhaps forced) to wear snug-fitting clothing of all sorts. Dylan had always been a tighty whitey briefs (not boxers) kind of a guy. He liked how cotton briefs gripped his male anatomy and that experience served as something of a tamer introduction to what he was going through right now.

It didn’t take him long to learn that the snugger his briefs fit the better he felt down there. So he would sometimes sort through the briefs in his dresser drawer to find the smallest pair. He often did this as a prelude to jerking off in his room late at night, long after everyone else in the house was asleep. He would sometimes crawl under the covers wearing only his favorite briefs and stroke himself to a heavy-duty ejaculation. Dylan had frequently wondered if other guys his age did the same thing or something similar, jerk-off in the tightest pair of briefs they could find in their dresser drawers. Somehow, loose-fitting boxers did not work for this, and Dylan wondered why so many of his friends seemed to wear boxers almost exclusively. Did the other guys simply not know about this, or were they somehow avoiding such a situation to keep this from happening?

Dylan has a brother who is three years younger than him, Jason. When Dylan was 14, Jason was 11. As is commonplace, sibling males usually end up wearing the same style of underwear, but, of course, Jason at 11 was considerably smaller than Dylan at 14. Dylan recalls thinking about this. As Jason was just entering puberty, Dylan wondered a lot about what was going on with Jason’s mind and body, but interestingly, male siblings never dare ask the questions to each other that are important to them. Jason had a lot of questions he would have liked to have asked Dylan, and Dylan would have liked to better understand what Jason was going through, but none of these questions ever get asked or answered, as both parties are too embarrassed.

But one night at age 14 Dylan was feeling particularly horny. At that point in time Dylan was wearing tighty whiteys boys size 18 which are nearly as big as the men’s size SM. Dylan knew that Jason’s briefs were such smaller, boys sizes 12 and 14. After all, Jason was only 11. Dylan snuck into Jason’s dresser drawer and “borrowed” a pair of Jason’s briefs. He found a pair labeled boys size 12. Dylan rationalized this all of the basis that Jason was undergoing puberty, and had probably outgrown what looked to be overly tiny white cotton briefs anyway.

That night, Dylan struggled to get himself into the tiny boy’s briefs, but somehow he managed to accomplish this. Dylan suddenly felt really, really horny, and he knew he was going to have to get off, and soon. Two things were going on here. First, the briefs Dylan had borrowed from Jason were really tight, and at least at first, uncomfortable. Secondly Dylan was pondering what it made him feel like to wear another guy’s briefs, even if the other guy was his little brother Jason. Dylan got hard and was ejaculating into the briefs in only a very short period of time.

The only thing Dylan had to figure out was how to get those cum-stained briefs into the weekly laundry loads. He figured the simple solution was top just mix them in with his own wash which included several pairs of white cotton underwear although a larger size. If his mom discovered the cum-stained size 12 briefs, briefs that belonged to Jason, she might only conclude that Jason was making “real progress” in becoming a man. No issues here for sure, as mom was not about to do research on whether the cum stain belonged to Jason or to Dylan.

From that night on, Dylan knew that both his mind and body loved snug-fitting clothing, and that in some ways he was hooked on the entire experience. Now a 19-year old and in college, Dylan increasingly had been wondering whether his experiences with clothing as a young teenager were at all like the experiences his college buddies had as young teenager.

Growing up, Dylan also had a thing for really skinny undersized jeans to the point where he almost never threw out jeans that had obviously gotten too small for him as his body grew. But the events there are a story for another day.

These are questions relating to stuff normal college guys do not ask each other, but Dylan had already learned a lot just by quietly watching Bill, Joe, Tony and Donovan and how they seemed to be reacting to various things. Maybe Dylan was not quite as weird about all of this as he only recently thought he was. Maybe these sensitivities to clothing for guys are not rare but indeed quite commonplace, and maybe a lot of guys like to set up situations where they expect to get horny but are not able to ejaculate in order to release the building pressure. Maybe Dylan is fine. Maybe Bill, Joe, Tony and Donovan are just normal guys who like to enjoy themselves too, just like Dylan does.

Meanwhile, Dylan’s body has filled the cup to the point where Dylan has no more space to expand into, but Dylan still can’t get off. The cup is pressing on three sides of his penis, and the snug singlet makes the cup bear down and press against Dylan’s groin. It doesn’t help that Dylan has been thinking about all of this, stuff that happened to him when he was in high school and stuff his college buddies are doing now.

To be continued…

[sebbie]

Dylan keeps thinking back about events that occurred when he was a few years younger in high school. Dylan has always thought that his body and in particular his groin area was particularly sensitive to all sorts of different kinds of snug-fitting clothing, and as an adolescent, he was always figuring out ways that took full advantage of his sensitivities. This situation first became apparent to Dylan when he was only about 11, at the very dawn of puberty. Actually, Dylan had already discovered some of these feelings and sensitivities far earlier than that, maybe when he was as young as 7 or 8 years is all.

By the time Dylan was 14, he had developed a list of clothing items that he thought might be fun to wear and had started developing strategies that would allow him to obtain the items that he thought would be interesting and fun to try wearing, as well as a developing a “plan of attack” for doing this. For a 14-year old, none of this was that easy. Dylan wondered if the other boys his age were coping with the same or similar thoughts and problems. The first problem was identifying the specific items that he thought would be fun. Problem 2 was obtaining those items, and this often involved convincing his parents that he needed these things that seemed a bit odd and that they would make sense for him. The third problem was finding a time and place at that age where he could run some “experiments” with the various items.

Parents can often time be a little difficult in these efforts. Boys at 14 are growing rapidly in all sorts of places. Often times a major consideration for parents is buying clothes for their boys that will last a while and thus are oversized. If what they are buying is loose-fitting and sloppy, at least initially, so be it. That is just a “price” paid to get ‘longer wear” out of the pieces of clothing being purchased.

But loose and sloppy-fitting was and is not where Dylan’s mind was going at that age, not at all. Dylan at age 14 was thinking snug and tight, and the snugger and tighter the better. Already, Dylan had discovered that Dylan was very sensitive to snug and tight, and just thinking about this produced some very enjoyable sensations both in his groin area and mind. Dylan wanted more. A lot more. The more Dylan thought about this and what was happening to how he felt, the more excited he got. Further, the more his parents denied Dylan the items he sought the more interested he got in wanting to go exactly there. So, inadvertently, Dylan’s parents in their actions were making Dylan ever more interested in pursuing this.

What were the items? Dylan has been pondering this entire question for at least 5 years. There were several items. We can assume that anything on Dylan’s list might be a useful aid to jerking off For example, we know that Dylan really loved very snug-fitting cotton briefs. Indeed, anything that ends up ultimately getting nicely cum-stained probably can go right to the top of the list. But the cotton briefs are just the start.

Dylan also knew that he liked a lot of different kinds of sports gear that fits close to his body, compression shorts and tees, athletic supporters and similar. Then there are the jeans. For a long time in Dylan’s short life, Jeans were only sold that fit really loose in the butt, leg and thigh, and these were anything but a turn on. But when Dylan turned 16, about three years ago, this started to change in a hurry, and slim-fitting, or shall I say, snug-fitting jeans almost overnight became really popular. Once Dylan discovered that jeans fitting snug in the butt, thighs and legs, there was a little signal that suddenly went off in Dylan’s brain that this was where his brain and body wanted him to go.

What was happening to Dylan? Dylan wasn’t entirely certain, but he really knew he wanted a pair of skinny jeans. But, convincing his parents that he had to have a $40 pair of Levi’s 511® skinny jeans was not going to be easy. (Dylan actually really wanted the Levis 510® super-skinny jeans, but they were $58 so that one went from difficult to totally impossible.)

Of Course, Dylan’s parents still followed the old decision rule that said buy clothes oversize because then the boys (Dylan and Jason) can grow into them and wear the clothing for more than a year or so.

Dylan at 16 knew he had not yet finished growing, so jeans, even 511 jeans, that seemed a little loose now, were going to get snugger and tighter as Dylan added body muscle over time.

Dylan still has this pair of 511’s, a sand-colored pair that he had gotten when he was 16, and this pair of jeans went along with him to college. The same jeans that once fit a little loose when his parents bought them for him at 16, were gradually fitting snugger and tighter over time. Dylan still loved to “try on” these jeans, particularly when he was feeling a little horny. He would try them on and look at himself in the dorm room mirror. He loved it that the mirror revealed that even though he was wearing jeans, it was still quite apparent in the mirror that he was a guy. And he loved the ever snugger fit in the butt, thigh and even through his calf muscles, which were now filling out the lower part of the legs of the skinny jeans. The combination of a pair of tighty-whiteys and the jeans felt really good to Dylan.

But today, Dylan had gone to another place entirely. The items he got out of the Amazon® order were many things that Dylan could have never purchased even with his own money, when he was in high school, because Dylan knew his parents would have objected or would have started asking questions that Dylan would have been too embarrassed to try and answer (“Dylan, why do you NEED a jock strap?” Dylan could have hardly said to his parents “Because I think it might be fun to try masturbating into!”) You see what the problem would have been. No guy dares openly tell his parents that he wants specific clothing items because he thinks these items are a turn-on to help him masturbate more powerfully. That is just too blunt, but Dylan also suspects that other guys have these same or very similar thoughts and interests, and are in the same boat in dealing with their parents. Guys try their best, and manage to get what they can while trying all along to leave the appearance that nothing is going on in their brains and bodies.

But now as a young adult and off to college, Dylan was able to pursue getting the exact items he always thought would be fun to wear. Dylan’s experience hanging out with Bill, Joe, Tony and Donovan at the school gym was a real eye opener. The Amazon order became the list of stuff Dylan would have loved to have access to as a 16-year old, but could not. And remember where Dylan is right now, clad in a snug-fitting forest green asics wrestling singlet, strap and cup. The sensations Dylan is experiencing now are nothing short of amazing, and something is bound to happen. Maybe that something is already happening.

To be continued…

[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…