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  #371  
Old 03-01-2019, 01:45 PM
sebbie sebbie is offline
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Default Driving your college roommate bonkers: Part XIV Randall’s day continues

I know many of my readers have been thinking that the various items Randall is wearing to class today appear to be pretty tame stuff overall, and not anything that would pose any particular difficulties for Randall to need to deal with during the day. This appears to be just the items that a perfectly “normal” nineteen-year-old pursuing an undergraduate degree would wear to classes. Why is this any different? (Well, I guess, most guys do not wear jock straps under their jeans,…but other than that…)

Still, it might not be the individual items Randall is wearing except maybe in combination. To illustrate, what guy has not at some point gotten himself into a pair of tighty whiteys that fit a little “too snug”. That surely can be a bit uncomfortable but not necessarily erotic. Some of the same “position issues” that pose a concern wearing swim briefs apply also to undersized tighty whiteys, and the solution to potential discomfort ends up pointing yourself upward or at least outward.

Guys sometimes “react” to wearing straps not unlike how they react to the prospect of wearing a swim brief. There are all sorts of sensations associated with an old school strap, starting with the ultra-wide 3-inch waist band, the elastic leg straps that tug relentlessly on the pouch from below, not to mention that “gritty” elastic pouch itself. Further, if a guy has pointed himself outward and then slaps the strap over, the strap pouch is going to get tugged downward by the leg straps.

Then to top this all off Randall has put his stretch skinny jeans right over all of this. This represents a third level of sensations in the groin area. The combination that results with the three layers may provide a bit of discomfort at first, but somewhere along the line Randall starts to realize that what he is feeling is not discomfort at all, but a tension that is at once “brutal” but also somehow strangely but extremely pleasant.

Randall obviously would like to focus on the pleasant sensations that are emanating from his groin area, but he knows that if he gets too carried away with enjoying himself he is not going to be able to focus as he should on his class work. This is an interesting dilemma to say the least.

Randall is also keenly aware of the fact that in an earlier time in his life, setting himself up like this clothing-wise posed the real possibility of an ejaculation happening in an inappropriate place or time—true terror for most guys. Still, his groin area cinched up this way does feel pretty good, and, from Randall’s perspective, the day is moving right along.

So, let me suppose that Randall somehow is managing to make it through the day dressed like this, getting to and taking the various classes, but still somehow thinking all day long off and on about his penis, where it is, and the great variety of sensations that keep hitting him over and over moment by moment.

Classes are over for the day and Randall is now heading back to the dorm room. Shawn has a class that normally doesn’t let out till 5:30 pm and it is about 4:45 pm now.

Something weird happens to nearly any guy who has spent the day thinking back and forth about the sensations coming from his penis, as Randall has had a lot of fun doing today. Once Randall nears the dormitory, he now keeps thinking more and more about how much he would like to ejaculate. The urge to ejaculate has been quietly building all day long, even though Randall was not always aware that this was happening to him.

Once Randall reaches the dorm room, his mind is suddenly focused on how desperate he is to rip himself out of the clothes he wore all day long and just get off with a powerful orgasm.

The dorm room is empty. Shawn is not back from class yet. Randall knows that if he is going to get himself off before Shawn returns, he doesn’t have a lot of time.

But at this stage, Randall doesn’t even need a lot of time. He strips off the skinny jeans, then the strap, and then those really snug tighty whiteys. By now, he has a full scale erection going on, and the nerve endings in his penis are suddenly ultra-sensitive. Merely touching his penis sends Randall into some other wonderful place and time. His mind and his body are both equally focused on having a super powerful ejaculation, something that he has been building toward all day long. Randall wonders how can something so weird be so much fun?

To be continued…

Last edited by sebbie : 03-01-2019 at 02:18 PM.
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  #372  
Old 03-05-2019, 01:07 PM
sebbie sebbie is offline
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Default Driving your college roommate bonkers: Part XVI Randall was (very) fortunate

“Wow! Was I lucky!” thought Randall. Randall had managed to pull up his gray sweat pants over his otherwise unclothed body just as Shawn had gotten the dorm room door open. Randall quickly convinced himself that Shawn had not actually seen a thing unexpectedly, and Randall was now in the process of pulling a somber black tee shirt over his chest and still had to move that pair of soggy cum-filled white briefs to a “safer” place for now.

Still, Randall was not completely off the hook. Of course there was the problem of how to transfer that pair of soggy wet tighty whiteys Randall had quickly dropped to the side of the bed to his laundry bag. And goodness they were a soggy mess. Randall was well aware of the fact that if this wasn’t his biggest ejaculated semen load ever it still fell into the category of being in the “top ten” of those that Randall had ever experienced.

By the time guys are old enough to get into college, most of them probably realize that some ejaculations that occur as a result of masturbation can be a lot more powerful than others. What a guy is able to do in this regard a lot depends on the specific events in the minutes and hours that led up to the ejaculation event. This can be complicated stuff to understand and then appreciate, but it is also very important for guys to learn.

Let’s say a guy is feeling somewhat horny (maybe with an occasional drop of cool and wet precum forming) and wants to get off surreptitiously. But also assume that he is in the company of other people. One tactic often used is to simply make an excuse and then go to the bathroom. If the guy is in a private home, he will be the only one in there.

But the tricky part is now one of figuring out a method for getting as hard as possible and as fast as possible so as to not be gone from the group for very long, lest someone else goes looking for him ostensibly to “see if he is OK”. Plus, the items a guy has at his disposal to aid in jerking off are going to be very limited in an ordinary residential bathroom. Still, this all needs to come to a conclusion, but then the guy must be careful to not get any ejaculate anywhere that he can’t clean up easily once the main event is over.

Guys over time gradually learn techniques for coping with all of this and then being able to come back out of the bathroom acting as if nothing odd or weird had happened to them at all. Even if a guy is able to pull this all off without any “incidents”, chances are the orgasm that was possible under these circumstances will be only just OK but nothing especially powerful or compelling.

But now think about Randall and the powerful orgasm he just had, as well as the events that led to the orgasm. This orgasm had been quietly brewing and fermenting all day long, for the moment Randall got up in the morning and started choosing items to wear to class that day.

It is difficult sometimes to determine cause and effect in this respect. This was obviously not the first time Randall had pulled off something like this. He had lots of knowledge with respect to exactly which clothing items would be most likely to make him keep feeling horny over the entire day. Taken individually, each item might seem rather tame and innocuous in this regard. But it was the collective impact of the combination of items that had the very real and building impact over the long day.

Randall also knew that in setting himself up this way there was not going to be a convenient moment during the day where he could simply ejaculate and quickly eliminate the pressures that were gradually building and then building some more as the day wore on. No, he would have to wait until classes were over and he got back to the privacy of the little dorm room.

The items he was wearing seemed simple enough, the tighty whiteys seemed to be not unlike what he wore every day even though on this particular day he had chosen a particularly undersized and snug-fitting pair. Putting the strap on over the tighty whiteys seemed “safe” enough. What “harm” would that do?

And the skinny jeans. Randall had also picked out the skinniest pair from his wardrobe. These were the kind that were laced with Lycra® in the denim fabric so the undersized waist could stretch to be buttoned. Almost skin tight in the calves and thighs, they also had a low rise. Randall thought that these were ideal when paired with the strap and those undersized tighty whiteys. And Randall knew that all of this could help sustain his horniness throughout the day, somehow also he was going to have to cope with situation whereby he couldn’t let himself get too horny at least not until the day was over and he got back to the dorm room.

Male “self abuse” when conducted employing the methods Randall was using, can result in significantly more powerful orgasms than a masturbation quickie done on short impulse in the privacy of a residential bathroom. Randall had figured this out some time ago. The really powerful orgasms happen only if the events leading up to the orgasms are interesting from a psychosexual perspective as well. Randall often wondered whether what he knew about all of this might prove useful somehow in having great partner sex as well. Maybe there was more to learning advanced techniques in self-gratification than just the self-gratification of the moment! This is interesting stuff to ponder. Way interesting!

Randall gathered up those soggy tighty whiteys so that Shawn did not see that they were filled with cum, and gently placed them in his pillowcase laundry bag.

Randall figured he had gotten off without Shawn knowing anything about what had all just happened, but, quite frankly, Randall wasn’t exactly 100 % certain of that either. Maybe Shawn did have some suspicions however careful Randall had tried to be.

Meanwhile, Shawn now seemed in a particularly talkative mood and was raising subjects Shawn had never brought up before.

“That navy blue brief you have been wearing under your pile bathrobe seems to work very well to wear into the showers down the hall. “Where did you get that at?”

Randall replied “I got that at that sporting goods store that is on the spot where the mall is. I found a rack of those in various sizes and colors there.”

Shawn replied “I think I would like to get one of those to wear for showering like you have been doing.”

Randall says “We will have to go shopping this weekend and I can show you exactly where they are in the store. I need some things too”

To be continued…

Last edited by sebbie : 03-05-2019 at 01:13 PM.
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  #373  
Old 03-08-2019, 06:23 PM
sebbie sebbie is offline
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Default Rats, I missed uploading a chapter

I am uploading XV and XVI in the correct order No wonder the story line seemed messed up
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  #374  
Old 03-08-2019, 06:25 PM
sebbie sebbie is offline
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Default Driving your college roommate bonkers: Part XV And then (of course)…

Driving your college roommate bonkers: Part XV And then (of course)…

The day had started out quite calm and quiet for Randall. As you are aware, Randall woke up in the morning feeling quite horny, but he had a full day of classes ahead of him and he had overslept a bit and was running late and had to hurry to get ready for class. No time to jerk off before class this time anyhow. Besides, Shawn was still getting himself ready for class as well.

He knew that despite what he was experiencing, jerking off was something he was going to have to delay, at least until classes were finished for the day. This is a tricky place for a guy to be in both psychologically and sexually. Randall’s body seemed to be operating more or less on its own, sending interesting “signals” to his brain that Randall enjoyed very much. Yes, there were things that needed to be done all day long, which meant that Randall couldn’t get himself in a situation whereby he was paying too much attention to the signals.

This is one of those instances where a guy commonly will start to drip a little precum, but that is as far as it goes pretty much. Randall feels the drops of ooze collecting in his tighty whiteys at the very tip of his penis, but not enough to stain his skinny jeans and potentially create something of an embarrassing “problem.”

It would not be accurate to say that Randall’s mind was entirely on his classes and what was going on in the lectures this day either. Randall suspected that the predicament he found himself in was probably something that other male class members sometimes experienced as well, but like so many other features of male sexuality this is not exactly a conversation that a guy can comfortably have with most male friends. So much of what goes on here was something of a mystery to Randall.

When the last chapter ended, Randall had made it through his classes without accidentally ejaculating (which is good to know) but now that classes were over and Randall might have the dorm room to himself for a little time, the psychological (and physical) pressures of the day had taken their toll.

As Randall stripped off his skinny jeans and pulled off the strap, he noticed that the two precum stains on his tighty whiteys were quite large, one quarter dollar-sized but the other the size of the fifty-cent piece. Randall had been oozing small amounts of precum for nearly the entire day.

Not only that once the strap came off Randall realized he was about as hard as he had ever seen himself and the nerve endings on the underside of his penis were just super touch-sensitive. Randall was reaching the point of no return, and getting there very rapidly. Both his mind and body were focusing on the idea that the most important thing to do right now was to get off.

Of course, Randall knew that it can be also agonizingly fun to and somehow keep delaying orgasm for as long as possible. Randall had been tapping on the underside of his penis through the cloth of the tighty whiteys. And he had grown some since the strap came off. One of the interesting tricks Randall had learned was to try and get into that old school strap again that he had just removed only moments ago, albeit when he was still a bit smaller and a bit less sexually excited.

And that is what did it for Randall, of course, the pressure of that snug-fitting strap cinched up over the tighty whiteys. Randall went into extremely powerful uncontrollable spasms of orgasm almost immediately, most of which, thankfully, was collected into the little pouch of the tighty whiteys. As great solo orgasms go, Randall immediately concluded that this one, if not the best ever orgasm, was most certainly in the top five ever.

Randall often liked to “rank” orgasmic experiences. Randall realized that this one was immensely enjoyable in part because of the sexual tension he had somehow managed to endure for the entire day, but also because of the specific items he had chosen to wear to class that kept the tension on and hitting on him steadily as the day progressed.

“I wonder if other guys know anything about this strategy” thought Randall. By now, Randall had pulled off the strap (again) and was in the process of putting the tighty whiteys into his pillow case laundry bag that had served him so well all day long when he heard the distinct sound of a key slipping into the door lock. That had to be Shawn coming back from class. Randall managed to quickly find his sweat pants, and was pulling them to his waist as Shawn now entered the room.


To be continued…

Last edited by sebbie : 03-09-2019 at 01:02 PM.
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  #375  
Old 03-08-2019, 06:27 PM
sebbie sebbie is offline
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Default Driving your college roommate bonkers: Part XVI Randall was (very) fortunate

“Wow! Was I lucky!” thought Randall. Randall had managed to pull up his gray sweat pants over his otherwise unclothed body just as Shawn had gotten the dorm room door open. Randall quickly convinced himself that Shawn had not actually seen a thing unexpectedly, and Randall was now in the process of pulling a somber black tee shirt over his chest and still had to move that pair of soggy cum-filled white briefs to a “safer” place for now.

Still, Randall was not completely off the hook. Of course there was the problem of how to transfer that pair of soggy wet tighty whiteys Randall had quickly dropped to the side of the bed to his laundry bag. And goodness they were a soggy mess. Randall was well aware of the fact that if this wasn’t his biggest ejaculated semen load ever it still fell into the category of being in the “top ten” of those that Randall had ever experienced.

By the time guys are old enough to get into college, most of them probably realize that some ejaculations that occur as a result of masturbation can be a lot more powerful than others. What a guy is able to do in this regard a lot depends on the specific events in the minutes and hours that led up to the ejaculation event. This can be complicated stuff to understand and then appreciate, but it is also very important for guys to learn.

Let’s say a guy is feeling somewhat horny (maybe with an occasional drop of cool and wet precum forming) and wants to get off surreptitiously. But also assume that he is in the company of other people. One tactic often used is to simply make an excuse and then go to the bathroom. If the guy is in a private home, he will be the only one in there.

But the tricky part is now one of figuring out a method for getting as hard as possible and as fast as possible so as to not be gone from the group for very long, lest someone else goes looking for him ostensibly to “see if he is OK”. Plus, the items a guy has at his disposal to aid in jerking off are going to be very limited in an ordinary residential bathroom. Still, this all needs to come to a conclusion, but then the guy must be careful to not get any ejaculate anywhere that he can’t clean up easily once the main event is over.

Guys over time gradually learn techniques for coping with all of this and then being able to come back out of the bathroom acting as if nothing odd or weird had happened to them at all. Even if a guy is able to pull this all off without any “incidents”, chances are the orgasm that was possible under these circumstances will be only just OK but nothing especially powerful or compelling.

But now think about Randall and the powerful orgasm he just had, as well as the events that led to the orgasm. This orgasm had been quietly brewing and fermenting all day long, from the moment Randall got up in the morning and started choosing items to wear to class that day.

It is difficult sometimes to determine cause and effect in this respect. This was obviously not the first time Randall had pulled off something like this. He had lots of knowledge with respect to exactly which clothing items would be most likely to make him keep feeling horny over the entire day. Taken individually, each item might seem rather tame and innocuous in this regard. But it was the collective impact of the combination of items that had the very real and building impact over the long day.

Randall also knew that in setting himself up this way there was not going to be a convenient moment during the day where he could simply ejaculate and quickly eliminate the pressures that were gradually building and then building some more as the day wore on. No, he would have to wait until classes were over and he got back to the privacy of the little dorm room.

The items he was wearing seemed simple enough, the tighty whiteys seemed to be not unlike what he wore every day even though on this particular day he had chosen a particularly undersized and snug-fitting pair. Putting the strap on over the tighty whiteys seemed “safe” enough. What “harm” would that do?

And the skinny jeans. Randall had also picked out the skinniest pair from his wardrobe. These were the kind that were laced with Lycra® in the denim fabric so the undersized waist could stretch to be buttoned. Almost skin tight in the calves and thighs, they also had a low rise. Randall thought that these were ideal when paired with the strap and those undersized tighty whiteys. And Randall knew that all of this could help sustain his horniness throughout the day, somehow also he was going to have to cope with situation whereby he couldn’t let himself get too horny at least not until the day was over and he got back to the dorm room.

Male “self abuse” when conducted employing the methods Randall was using, can result in significantly more powerful orgasms than a masturbation quickie done on short impulse in the privacy of a residential bathroom. Randall had figured this out some time ago. The really powerful orgasms happen only if the events leading up to the orgasms are interesting from a psychosexual perspective as well. Randall often wondered whether what he knew about all of this might prove useful somehow in having great partner sex as well. Maybe there was more to learning advanced techniques in self-gratification than just the self-gratification of the moment! This is interesting stuff to ponder. Way interesting!

Randall gathered up those soggy tighty whiteys and so that Shawn did not see that they were filled with cum, and gently placed them in his pillowcase laundry bag.

Randall figured he had gotten off without Shawn knowing anything about what had all just happened, but, quite frankly, Randall wasn’t exactly 100 % certain of that either. Maybe Shawn did have some suspicions however careful Randall had tried to be.

Meanwhile, Shawn now seemed in a particularly talkative mood and was raising subjects Shawn had never brought up before.

“That navy blue brief you have been wearing under your pile bathrobe seems to work very well to wear into the showers down the hall. “Where did you get that at?”

Randall replied “I got that at that sporting goods store that is on the spot where the mall is. I found a rack of those in various sizes and colors there.”

Shawn replied “I think I would like to get one of those to wear for showering like you have been doing.”

Randall says “We will have to go shopping this weekend and I can show you exactly where they are in the store. I need some things too”

To be continued…

Last edited by sebbie : 03-09-2019 at 01:06 PM.
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  #376  
Old 03-12-2019, 12:39 PM
sebbie sebbie is offline
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Default Driving your college roommate bonkers: Part XVII It’s Saturday!!!

It is Saturday. Randall and Shawn are planning on hitting the shopping mall and some of the stores on the shopping mall pad, including the big-box sporting goods store. They are going to be searching out a number of different items that they will be able to use in various ways. Shawn has already indicated that he wants to shop for a swim brief like Randall has. Shawn intends to use the brief in the same way that has worked for Randall the past several weeks.

There are two ways guys in the men’s dorm head to the showers down the hall. Some of them have a towel-like pile bathrobe that does a good job not only for covering up in the hallway but also drying off your back right after the shower. The other common option is to just wrap a large towel around your lower body and wander down the hall wearing only flip flops and the towel. Actually, more guys wander around the dorm that way than wear the pile bathrobes.

Shawn has both a pile bathrobe and a couple big off-white towels. Occasionally he has worn a towel and then put a bathrobe over that, but that seems maybe a bit too much cover up under the circumstances. After all, this is a men’s dorm and these are all guys.

Shawn likes Randall’s strategy better. The swim brief seems like a bit more of a cover up than just wearing nothing under the bathrobe, but still not the overkill of the towel plus bathrobe scheme.

Having said that, Shawn has never had an occasion to actually wear a swim brief like Randall has been wearing. And therein (ahem) lies a bit of a problem for Shawn. Shawn is suffering from something that could best be called apprehension about getting himself into a swim brief. This problem is commonplace for guys who have not had the experience of doing so at all during their short lives.

The fact that the brief is, well, brief, is one issue. It doesn’t cover much, but still manages to cover all the male body parts that “need” to be covered for “modesty” purposes. Except, of course, a swim brief is not only brief in size, but also quite snug fitting. Shawn realizes that his male body parts are not always the same size. The apprehension centers on “What will happen if I get something of a hard-on going while I am inside the brief?” and “will others be able to see what my situation is?”

The shopping mall is a few miles from the campus and the two of them will be taking Randall’s vehicle. Shawn has a number of questions for Randall about what happens when a guy gets into a snug-fitting swim brief, and Shawn is hoping he can come up with a way of phrasing each of the questions in a manner that gets to the center of his concerns without being too blunt.

How should such questions be phrased, anyway? If Shawn words the questions to generally (“Randall, what’s it like to wear a swim brief, anyway?”) he may not find out what he really wants to know. On the other hand, if he asks each question too bluntly (“Randall, do you tend to get a big hard-on every time you get into a swim brief?”) maybe that will be too forward and perhaps make Randall uncomfortable.

How about an intermediate approach (“Randall, does getting in and out of a swim brief ever give you any problems that could be embarrassing to you?”) maybe Randall will take the hint about what is actually concerning Shawn without having to be too blunt and Shawn might get an answer to his question that way.

Shawn considers each of these options and decides that the third option is the best one to try.

So as the two of them are driving toward the mall Shawn says “Randall, does getting in and out of a swim brief ever give you any problems that could be potentially embarrassing to you?”

Randall replies “Oh, you mean like getting an unexpected hard-on?” Randall has a silly grin on his face now too.

Shawn replies “Yah, that was one of the things that concerns me about doing this”

Randall responds “That happens pretty regularly to me. You ought to have seen me the first time I tried on a swim brief. I was 14 then, I think. The whole idea was just instant hard-on. Nowadays, I am ‘used’ to wearing them, but that doesn’t mean that wearing one doesn’t still ‘get’ to me sometimes. But the prospect doesn’t scare me quite like it did when I was 14. Still, I can see why you might be more than a little apprehensive about the entire idea."

Shawn replies “ That is what has been kinda bothering me. At one level I think wearing a swim brief into the showers is an interesting way to deal with the situation we are in, you know, the showers down the hall with very little privacy. Still, you can understand why I might be a little up tight about the whole idea. You seem to be so ‘together’ on all of this."

Randall says “I’ve learned to just accept what my body wants to do to me and work my way around the situations that are potentially uncomfortable or embarrassing. I find that the more I fixate on the issues and problems, the more difficult they are to deal with.”

Randall continues “It’s more than that. Sometimes my body tells me stuff it likes and I wish it would not. I’ve never found a way to turn this off and on with my own mind. I’ve learned that a key is learning how to deal comfortably with respect to what is happening, and particularly not feeling sorry for yourself if things seem to not be completely under my own control.”

Shawn replies “That’s quite an answer. I’m not sure I completely understand what you are trying to tell me.”

Randall replies with a stupid grin on his face. “Maybe you will understand what I am saying better once you get into your own swim brief.”

Randall says. “Here we are, at the big box sporting goods store!”

To be continued…
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  #377  
Old 03-14-2019, 02:35 PM
sebbie sebbie is offline
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Default Driving your college roommate bonkers: Part XVIII Shopping at the Mall area stores

The main reason Shawn and Randall are at the mall this morning is to find a swim brief for Shawn like Randall wears under his pile bathrobe. Not that many years ago, the Mall stores that carry sports clothing would have a big rack devoted to swim briefs for men in a host of different styles, sizes and colors. But this trade has largely moved on-line and now the big sporting goods stores carry only a limited selection of basic styles, brands and colors.

Sure enough, Randall and Shawn fairly quickly find a rack of swim briefs, but they are all the basic design, Speedo® brand, 3-inch sides. By far, the vast majority of them are in either navy blue or solid black, but there does appear to be a couple of Royal blue ones here and there.

Still, that is more or less what Shawn was looking for, a conservative black or navy. Shawn wonders a little bit about the sizing as well. Randall tells Shawn that he just wears whatever waist size he wears in jeans, in Randall’s case, a 32” waist. Randall explains that at first the swim brief will probably feel a bit snug, but as a guy wears it over and over and perhaps showers in it too, the brief will quickly conform to Shawn’s body, much like shoes or boots that feel a bit uncomfortable at first usually are fine.

Still, Shawn has never before been in a swim brief, and as conservative as the navy Speedo® seems to be in this respect, Shawn is still wondering if and how his penis might “react” to the situation. At some level Randall knows that Shawn is more than a bit apprehensive about this but he reassures Shawn that the 32’ waist should be a fine choice. Shawn thinks it looks “a little small” for him, but with Randall’s advice and encouragement he goes ahead. The price at $28 seems a little high to Shawn for such a small clothing item, but he goes ahead anyway. Meanwhile Randall picks out a similar suit but in black. No wait! There is a lone one in 32 in royal blue. Randall picks that one out, instead.

While the two of them are in the store, Randall also wants to see what is available in athletic supporters (jock straps). Randall has enjoyed wearing a strap under his skinny jeans along with his undersized tighty whiteys, but straps often don’t last very long especially if Randall wants to do this on a regular basis. In the back of his mind, Randall is also thinking about how powerful that orgasm was after wearing that strap to classes under his skinny jeans all day long, but, of course, Randall doesn’t dare mention that to Shawn.

Still, Randall and Shawn now have wandered into the athletic supporter section of the store. A basic problem once again is that most big sporting goods stores no longer carry a large selection of old-school straps and this part of the business too has largely moved online. Guys just seem to be much more comfortable buying straps on line in privacy than buying them from a rack in a sporting goods or discount store.

Still, there are a couple of them on the strap rack that interest Randall. The design looks to be “semi” old school with the old-style “rough” elastic pouch but with a fancier 2 ½ inch wide elastic waistband with the brand logo written on it. Randall debates between the SM and the MED size and eventually decides on the MED. Randall says to Shawn “Maybe you would like to get one of these, too”

Shawn responds, “Well I don’t really know if I would wear it anywhere, but maybe OK.

Then, it’s off to see what is available in compression gear. Shawn really likes how Randall looks in that silver gray compression shirt and how useful it seems to be as an undergarment to a polo shirt. Meanwhile, Randall is interested in seeing if he can find a long-sleeved version of the silver gray one he already has. These items are easy to find and Shawn chooses a short-sleeved MED in a shiny navy blue color. Shawn also picks out a pair of sleek compression shorts in the same navy blue color.

The final item Randall wants to look for is a pair of running tights, ideally in the same silver gray color of his old short-sleeved tee and the new long-sleeved version he is buying. Sure enough, the store has the running tights in the same brand and silvery gray color. Shawn admittedly is tempted by running tights in navy blue but for now they are a bit over his budget.

So the two guys each got a new swim brief and an athletic supporter. Shawn got a compression tee with short sleeves in navy blue and matching compression shorts, while Randall got a silver-gray long-sleeved version along with running tights that just matched the shirt.

Enough of shopping for one day and time to head back to the dorm.

To be continued…
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  #378  
Old 03-17-2019, 01:05 PM
sebbie sebbie is offline
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Default Driving your college roommate bonkers: Part XIX Shawn tries on his new swim brief

It may have not been that obvious from what Shawn said, but Shawn was more than a little up tight when he went along with Randall to the big sporting goods store. Shawn and Randall had discussed the items they were going to be searching for. But Shawn was very much like a lot of young guys are when they first think about the whole idea of getting into a garment that is going to fit quite snug around a guy’s private parts.

Some of this, of course, might be just an unfounded apprehension about the whole idea of wearing a snug-fitting swim brief, an athletic strap or supporter, or even a close-fitting compression gear item.

Shawn tried not to think about this, rationalizing to himself in his mind that countless other guys wear these items and it doesn’t seem to “bother” them in the least. So, why should Shawn be any different? Shawn tried to rationalize the entire sequence of events by arguing to himself that he couldn’t be that much different from any other guy.

Still, there was stuff that was bothering Shawn to a degree. Shawn had seen Randall in only his swim brief. In fact he had seen Randall completely naked many times. Shawn thought that Randall slipped in and out of his swim brief with the ease of a master swimmer, even though Randall was not much of a swimmer, if at all.

Still, Randall was more than a little curious about some of the items Randall chose to wear to class and why he chose to wear them. Randall’s skinny jeans to Shawn at least seemed to be skinnier and fit tighter to Randall’s thighs, butt and calves than the fit that most of the other guys wore. But Randall seemed to delight in wearing his tight-fitting jeans.

The tighty whiteys Randall wore also seemed to be more than a little out of place for 2019. The guys Shawn was aware of mostly wore looser fitting undergarments, but then most of them were not squeezing themselves into jeans with as snug a fit as Randall wore, either. And then there was that idea Randall had of wearing a strap over the tighty whiteys. What was that all about , anyway?

Still, there was something that was pressing Shawn forward, too. At some level Shawn had concluded that there was maybe a bit more to what Randall wore than it might at first appear. Shawn was thinking that once he and Randall got back to the dorm room, the first thing he wanted to do was to get some of his fears out of the way by trying on that new navy blue swim brief for the very first time. At one level, Shawn just wanted to get the whole experience over. But at another level, he was starting to feel horny about the prospect of finally getting to wear a swim brief like the one he had just bought.

Shawn’s body was already starting to react to the situation. Randall said “The first thing we need to do is to try on our new clothing items.” Shawn was not surprised by this, but the swim brief they had just purchased still had tags on it. The tags are easily removed using a simple fingernail clipper, but in doing so Shawn got a better feel for the smoothness of the slick material the brief was made from. And he also got a better look at how small the 32-inch waist Speedo® really was.

Actually, Shawn had been precumming a little ever since the trip to the mall started. That was something Shawn could deal with, but now something more significant had started to occur. Shawn was starting to get hard at the mere thought of being inside the little brief. Shawn could readily sense that there was significantly more blood flowing into his penis than out. The sensation itself is an interesting one because a guy not only starts to feel the exciting physical sense of becoming hard, but the events quickly lead to a degree of mental involvement as well. Whether or not a guy finds this pleasant more or less depends on who he is with and where.

Randall wants also to try on his new swim brief, the royal blue Speedo® he bought. Maybe that will help Shawn better deal with a situation that Randall somehow knew was likely causing Shawn some concern.

So Shawn removes his clothes including his underwear and is now standing naked in the room with Randall right there doing exactly the same thing. But, Guess what? Shawn suddenly can’t hide the fact that now he has a quite significant hard-on. Randall acts as if he is trying hard not to notice the condition Shawn is in, but something else strange is happening too.

Amazingly, on seeing Shawn is such a situation, Randall can feel sensations that tell him he is about to get his own hard-on too. It’s almost as if there is some unsaid communication between the two of them. If a guy sees another guy obviously in such a state, the observer may start to have the same “problem”. Randall reassures himself that this is not an indication that he is gay or even that he has a gay side, indeed that this would likely happen to any guy under such circumstances. But, he actually is not certain about what all seems to be happening either.

So Shawn struggles to get into the new Speedo that is obviously not any too big for him. It feels quite snug, and Shawn is having a major issue in trying to figure out how to position his now significantly oversized penis within the confines of the little brief. Randall tells him about the three options, down, sideways and up. But Shawn is too swollen for the first two options to even be a possibility. The only real option is up.

The “problem" with the up position is that it puts the smooth-and-slick fabric of the brief in direct contact with the sensitive underside of Shawn’s penis. Besides, Shawn’s penis is now so oversized that the glans is on the verge of coming out over the top of the waistband!

This has been a significant learning opportunity for Shawn. He never realized before that the underside of his penis could possibly be that sensitive to the smooth, slick fabric of the brief.

Randall has been watching Shawn try and deal with all of this while pulling on his own new royal blue Speedo®. Watching Shawn, Randall is quickly heading down a path leading to a point of no return too.

“Oh sh$#@t”, Shawn shouts! “I’m cumming!” just as Shawn says that a powerful set of involuntary spasms engulfs Shawn’s body, and Shawn’s upward pointing penis is shooting powerful jets of semen out over the top of the elastic waistband of the swim brief. Randall thinks Shawn must be having a great time, and that quickly edges Randall past that same point.

Soon, it is all over. Randall says to Shawn “Now you might better understand why I thought you might like to have possession of a swim brief.”

Shawn replies “OK Randall, I think you have clearly made your point. Maybe we need to leave the straps and compression gear for another day.”

Now to get all the semen in various places around the room cleaned up.

To be continued…
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  #379  
Old 03-20-2019, 11:30 PM
sebbie sebbie is offline
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Posts: 1,529
Default Driving your college roommate bonkers: Part XX Shawn’s dilemma

Shawn is in an interesting dilemma. On one hand, he was embarrassed by what happened when he got into the swim brief, that almost instantly he was out of control and could delay a powerful ejaculation no longer. Did this mean Shawn had a “problem” of some sort? Since no female was involved in the orgasm, did that mean that he might be gay or even bisexual? These questions were bothering Shawn.

Still, the orgasm while wearing the Speedo® was really powerful and fun. Shawn had no idea that something would happen quite like this. Shawn’s penis quickly got ultra sensitive to the feel of the brief in all sorts of interesting places, places Shawn was only vaguely aware of before this all happened.

Randall too was doing some deep thinking as well. Randall couldn’t help remember how his on body had responded to getting into a Speedo® just over two years ago, when Randall was still 16 years old. Now Randall was 18 going on 19, and Randall thought that by now he would have developing a degree of ejaculatory control. After all, he had gotten in and out of a swim brief almost routinely.

But Randall realized that being able to watch Shawn struggle with his erection while wearing the new Speedo® had added a erotically new element into the mix. It was if Shawn were somehow communicating with Randall even though the two of them were several feet apart when all of this happened. What gives, anyway?

Maybe human sexuality and how a guy’s own body responds in a situation like this is a lot more complicated than either Shawn or Randall had realized before. To be sure, by suggesting that he and Shawn go shopping for clothing items that routinely “got” to Randall, Randall was either setting Shawn up for this or at minimum for Randall to find out if other guys had a similar problem when confronted with wearing snug-fitting clothing. Randall quickly found out that Shawn was not that different from Randall in that regard. However, extending this to the idea that nearly any guy when stuck in a situation like this would end in approximately the same outcome was impossible to do.

Still, at one level, Randall and Shawn both enjoyed their nearly simultaneous orgasms while wearing new Speedos® immensely, and since neither of them had steady girlfriends, there is something to be said for a strategy that allows a guy to deal with his urges without any real downside.

And in this particular case, both Shawn and Randall had quickly gotten off employing only the first item they had bought at the mall sporting goods store. But they had also purchased other items on the shopping trip--straps, compression gear—that they had not even gotten to attempting to wear. Would these items prove to be as arousing as the Speedos® turned out to be? That is a good question.

Both Randall and Shawn need to recover from this episode and maybe wait two or three days before they run any more of these experiments.

From Randall’s perspective, Shawn seems to be happy not down in the dumps. Randall thinks that maybe Shawn was hoping to find a way to get off without the risks involved in getting into some sort of partner relationship at their age. Shawn now realizes that Randall’s behaviors especially when he is getting dressed for class are indeed quite logical.

So, there are no problems that need to be addressed right now. Randall and Shawn still think of themselves as heterosexual males rooming together in a cramped men’s dorm room who on occasion particularly enjoy the company of each other while still pursuing their respective academic majors and college classes. Shawn has learned some stuff both about himself and his roommate and so has Randall.

Everything is good, but especially the Speedos®. But Shawn now wants a pair of those skinny jeans like Randall has, and a package of those tighty whiteys like Randall wears too.

To be continued...there is more!

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  #380  
Old 03-21-2019, 01:27 PM
singletlover singletlover is offline
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Location: Virginia Beach, Va.
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Default

Still reading and enjoying it immensely.

Thank you
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