Coaching can be fun for both the coach and the student
Truth is, Dylan has quickly gotten into this new role of coaching Josh and helping Josh to better understand how his body works better than he had planned. Dylan is quickly discovering that Josh is not only learning things that Dylan has only recently learned about himself, but that Josh seems to be enjoying the entire process of being coached and told about various things he can try on and to himself.
In many ways, this entire sequence of events is unique, Dylan is thinking. Surely, younger teen boys in high school or junior high surely do not form pairs and then advise each other on specific, enjoyable self-pleasuring techniques. They wouldn’t dare do something like this in high school even if they wanted to. There is too much danger of being found out and then teased or bullied for being gay or at minimum a disturbed male masturbator. The rules in high school were definite and unbreakable…the only possible way a guy could admit that he was a human being with sexual thoughts and feelings was in the presence of a girl, and better if the girl was quite attractive and much sought after. The rest of this stuff, like the stuff Dylan and Josh have been exploring, was either off limits or simply not there. Guys don’t have these other feelings. Solo sex is certainly a third-rate and normally deeply-hidden activity compared with the real thing, meaning sex with a girl. MOST guys probably enter college thinking that this is how it is, and this is how it always will be.
Or is it? There is lots of stuff going on here. Complicated stuff. Stuff that seems to defy easy explanation. First, Josh has discovered that despite his initial apprehension and deep uncertainty over the whole idea, deep down he does not object to having Dylan in the room and watching him as he gets aroused while first getting into and then wearing the little thong. Granted, this was quite a shift relative to anything he did in the presence of another guy in high school or junior high, but heck, he is now a young adult.
Dylan is learning about himself at the same time. Initially, Dylan wondered if wearing the thong would have the same impact on Josh’s brain and body as it does on Dylan. Dylan quickly found out that in that regard.
In going from puberty at age 11 or 12 to young adulthood at age 18, every guy develops a set of things he enjoys doing in self pleasuring, and as time progresses these things tend to get more elaborate but also more and more fun. The specifics of what is involved here tend to vary depending on the individual. Oftentimes what works is as unique to the individual as a fingerprint, and what I might enjoy doing to myself. There is the standard stuff, in the olden days the porn magazines with the naked women, or, nowadays porn videos. All of this is considered at least somewhat socially acceptable among guys that age, as the focus is not on the guy pleasuring himself, but on the naked women, which the guy dutifully watches while stroking himself to orgasm. As solo sex goes, this one is at least marginally acceptable.
The clothing items used in conjunction with self pleasuring, however, fall into different categories. A guy might steel female panties from a college dorm room. That is considered OK behavior from a sexual perspective even though it is theft. The female might even be a bit turned on if she somehow now knows that it is her guy who has her panties. Merely fondling the panties, even fondling the panties while getting an erection
Buy if the guy dons the purloined panties, and worse, then masturbates into them to an orgasm, he is thought to have a psychosexual problem of one sort or another. Perhaps he is a cross-dresser who gets aroused by wearing women’s clothing, or perhaps he likes to act out being a woman, in which case he might at minimum be a bisexual who enjoys dressing up in woman’s clothing and then watching another guy masturbate. Who knows, but donning the panties crossed a line of sorts.
Dylan and Josh are off in a completely different space, however. Dylan doesn’t have a collection of women’s clothing items in his dresser drawer, but a collection of items made for men. Dylan’s fascination is with how these items make his own body look and feel. The sensations are fun, way fun, and unlike anything Dylan got to try when he was still in high school.
Granted however, the pair of men’s thong underwear that Dylan lent Josh pushes the envelope in this regard, in that thong underwear is more commonly worn by women than by men. The men’s version is designed to fit the male body, with more room for the male anatomy in the pouch.
Still, Josh does not seem to be concerned about this other than what might be considered to be a natural curiosity about whether or not his body parts will fit, and if, so, how the underwear will look and feel on his body. This could be a bit brutal, so to speak.
Guys often have difficulty dealing with situations where they realize that their male anatomy is about to be confronted with a clothing item that is likely to fit really snug around their male body parts. This is all quite normal, as guys generally realize that their male body parts become more active even as nerves become more sensitive if they are surrounded by anything that fits snug and tight. Worse, the mere thought of soon having to wear something that falls into this category can quickly lead to arousal and the start of an erection. To a certain degree, every guy knows this. Every guy is very fond of the sensations and feelings that almost invariable happen in such a situation, but at the same time terrified that “something embarrassing” will happen in the presence of my male peers, something awful that I will be teased and bullied about for the rest of my school days.
Male clothing items that most often create these situations often involve some time of athletic activity, typically activities where the guy is already apprehensive about being able to accomplish what it is he will be called upon to do. Particularly terrifying items include athletic supporters (jock straps) with or without cups and brief-style swimwear, but can also include things like compression shorts and jammers. Apparently, young males in some high schools are apprehensive about wearing singlets for high school wrestling, and some schools are making an effort to allow students to wrestle in less snug-fitting garb.
Dylan would have been apprehensive about being required to wear any of these items in high school as well, in large measure because he was uncertain as to how his male body parts would respond to the new situation. But now in college, Dylan now has a drawer full of these very items, the items that he would have been apprehensive and uncertain about getting into when he was in high school. Further, instead trying to avoid getting aroused, he is actively using each item in an effort to get at least semi-aroused, not to avoid getting aroused.
Even more interestingly, Dylan’s roommate Josh is figuring this all out too. The thong is not the first or only clothing item Dylan will “lend” to Josh. Dylan thinks that is more than a little interesting to see how Josh’s body is responding to the situation at hand. On the other hand, Josh had concluded that it is actually fun to have Dylan standing there and coaching him on what his body should expect and what to do next. Is that somehow gay? Who knows? Who even cares?
At this point, Josh is aroused, semi-erect, and precumming ooze at the tip of his penis, and this gradually growing spots of wetness is quite visible on the pouch of the thong. Dylan is still fully clothed What Josh doesn’t know, at least not yet, is that Dylan has peen precumming as well, and Dylan can discern that too.
What next? Perhaps Dylan should slip into something “more comfortable”.
To be continued….
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