[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…