What to wear?

[sebbie]

For many if not most guys, the first year of college is a huge learning experience in all sorts of ways, and it goes without saying that not everything a 19-year old guy learns happens inside the classroom. Out on their own for the first time, most college freshmen are delighted to have some additional freedom to do things that they would have not felt comfortable doing when living with their parents and siblings.

We all know what is traditionally on this list. College freshmen frequently get into a lot of trouble with teen-age drinking, DWI etc etc, plus things like sex with maybe not entirely willing females. A lot of this can quickly turn into stuff that ends up being illegal and results in a lot of issues and problems.

But Dylan, as you might have already expected, is none of this. Dylan is the shy, quiet type, and would never even think about getting involved in doing anything that would get himself into trouble with the law. Dylan is basically a “nice kid”, sometimes called a “sweet young man”. He is so laid back in terms of his behavior that he sometimes almost just blends into the background. He was famous for NOT engaging in the stuff in high school that the “rowdier” kids did, and his behavior in this regard has not significantly changed once he got to college. Dylan is still a sweet young man, affable, but not even that talkative.

Having said that, this does not mean that Dylan also lacks the drives and urges the other college guys have. Dylan has often felt the urge to beat off, sometimes in what would be considered unexpected times and places, but as a high school student, Dylan quickly learned that he needed to be able to control his “base instincts.”

Now in College, however, Dylan is starting to feel a bit more open about all of this. Dylan is not in any sort of a partner relationship though he is starting to think that this is something that he would eventually like to at least try to engage in at some point. As a consequence, Dylan has no reputation as a ladies’ man, but neither does he have any sort of reputation as a guy’s man, either or that he is somehow attracted to guys. Sexual orientation-wise, Dylan just blends into the background.

As I have suggested before, Dylan has long been aroused just thinking about the possibility of wearing snug-fitting clothing, and the idea of making the Amazon® order was in some ways a real break though for Dylan’s shyness. This was something he would have never tried doing had he still been living at home. And Dylan himself did not know exactly where this would lead. He soon found out.

Need I also mention one more time that the college living arrangements in freshmen dorms usually involve twin rooms, and oftentimes a guy does not know who his male roommate is going to be until they both move in. Two male roommates, living together in very tight quarters, can easily have drastically different habits, behaviors and views. (Would a college knowingly pair two gay guys in the same dorm room if they knew both of the guys were gay males?) Could two sexually-involved gay males get a double room in a men’s dorm without question, and sexually cohabit as roommates? I see no reason how the system could prevent this from happening. A lot of this old system still assumes that every guy in the dorm is straight no matter how silly that is. The key point here is that college roommates frequently have no clue about the sexual orientation of the roommate until after school starts.

It goes without saying that Dylan thoroughly enjoyed himself over the weekend when Josh went back home. Dylan has discovered a whole bunch of stuff about himself and his body that turned out to be terrific fun. He has never before had so much fun pleasuring himself, and these special self-pleasuring moments ended up getting replayed in his brain over and over again, which in turn ended with another powerful under-the-covers orgasm in bed when he was not even wearing any of the special stuff in the Amazon® order, just thinking about the possibilities wearing some of this. Plus Dylan still has a bunch of other stuff in the order he has not yet even tried on, let alone played with.

As a learning experience, all of this has been moving at a very rapid pace for Dylan. The entire experience has been so much fun that deep down, Dylan thinks he would like to shout out what he did and exactly what happened. Well, maybe not stand up and explain all of this in some public forum, but perhaps (????) share a little of this with his roommate Josh. Now Dylan and Josh are well-paired as roommates. Both good students, they are both quiet and somewhat shy with others, particularly with members of the opposite sex. Josh is a sweet guy too. The problem is that if Dylan starts to discuss any of what he has been up to with Josh, Josh might begin to take it the wrong way, especially perhaps start to assume that Dylan, at minimum, has a gay side, and that the discussion about singlets, jocks etc is the start of some sort of gay “come-on.” That is the real down side of having any sort of discussion. There are risks that it could all go quickly the wrong way, and college guys like to avoid roommate battles at least until late in the school year.

At the same time, Josh is not brain-dead. Ergo, he must engage in self-pleasuring (masturbation) too. Assuming this is true, Josh must be facing some of the same issues Dylan is dealing with in having a male roommate, and trying to maintain the “image” for Dylan’s benefit that he never ever masturbates. As the semester drags on, this gets tougher and tougher to do. But Dylan knows that he has taken all of this a step beyond where he thinks Josh is. Dylan has had this “thing” for snug-fitting clothing that goes all the way back to before puberty. Dylan is clueless as to whether this thing he has is widespread among 19-year old college roommates, and, if it isn’t, whether or not Josh would get uncomfortable knowing a little more about Dylan than he really wanted to know.

What a dilemma! Best to take this slow with Josh and proceed at a measured pace, if at all. What can Dylan comfortably share with Josh? Well, Josh already knows about Dylan’s forest green wrestling singlet and is, well, wondering what exactly is up with that. Josh is stumped. For starters, Josh knows Dylan is NOT a college wrestler.

Meanwhile, in the other dorm room, Joe and Bill have crawled into bed wearing their thongs and singlets. They are both having fun, and feeling pretty good. Bill knows that Joe in the bed a few feet away is enjoying himself clad that way. Joe knows that Bill in the bed a few feet away is also experiencing some pleasurable moments. The night is young. Can Bill and Joe make it through the night OK? More than OK? We will see.

To be continued…