One Year Later

It was June and the three of us - mom, dad, and I - were preparing for our week at my favorite resort. It had been a long year of school with only a mediocre football season, my first year of wrestling, and now part way through baseball season. I would miss a few practices and one game - but of all my sports, this was the least favorite. A little earlier in the summer than last year and with little hope (certainly a desire) for meeting someone like Andrew again. The previous year's encounter had been a molten lava milestone in my sexuality, forming some pretty specific habits as the lava cooled in the months that followed.

I had begun to consume porn more regularly and with more specific tastes. I found I enjoyed jacking off to closeups of large soft dicks. I loved a big package in sexy underwear - preferably snug light blue briefs, but not too snug. I liked to watch the natural bounce and jiggle of a thick, soft dick with a complementary set of large balls. I especially enjoyed watching a big dick grow from soft to hard! I had even found that I enjoyed nonchalant staring at hot high school classmates bulges - whether in pants, shorts, or underwear - and the locker room became my favorite time of the day. In fact, I would say it had something to do with how many sports I joined!

Up to this point in my school sporting activities - junior high - very few guys would shower in the locker room. Freshman year this changed (to my benefit!). All of the seniors and most of the juniors showered every day after practice. Some of the sophomores and freshman showered, but usually those with fucking sexy bodies and cocks they were proud of. From day one as a freshman I went to every practice and showered every day right alongside of those teen gods.  The only drawback - I had to control my hard-on. I had developed a fixation for a handful of guys who had memorable dicks and hot bodies. I jacked off to these favorites nightly before bed and at least three days a week in the stall of the boys bathroom. I managed to secretly grab a few excellent nude photos of a few of my crushes with my phone for just such occasions.

Despite these very specific tastes in guys, I am not interested in being "out". I have dated a couple of girls, with some kissing and some groping, but no actual sex yet.

Arriving at the resort mom immediately recognized one of their old friends. Another couple we used to vacation with was there on the same week. I remembered they had a skinny little kid of a son who used to follow me around like a puppy - he was 2 years younger than me. I was suddenly discouraged that this off week would be more traditional - which translated into boring. As we walked into the lodge to check in Dad greeted the skinny kid's dad and shook hands. Both were excited for the reunion. We went on about checking in as they had just finished the same task and were heading for their room. Dad's friend turned and spoke to someone behind them: "Timmy - grab those suitcases and let's get settled in so we can get to the pool!". Timmy, that was his name - I remember now. But, this wasn't that same skinny kid I pictured. Timmy must have grown 15 inches! Still skinny, but filled out - easily 6' 2" which is about 4" taller than me. He had darker hair and it was styled like so many guys at my school. I admit, on first glance I was intimidated by his appearance. Timmy grabbed the bags and dashed off toward their room. I shook this off and pretended nothing happened, but my outlook on the week was looking up.

We got settled into our room and I got ready to go to the pool. Since last summer I had cut back on my working out. But I maintained a nice toned body with emphasis on my abs. I didn't seem to have as much trouble maintaining my weight any more so I was more confident. Well, not too confident, that's for sure. I still didn't have a confident walk but I maintained my posture - just not making much eye contact. I had on black loose fitting swim trunks. The kind with the mesh sewn in to carry your junk. But, the mesh was loose enough my dick hung down and made a nice bump just low enough anyone interested could see how long my soft dick was. It had grown about 3/4 of an inch toward the end of my growth spurt last year and I was happy with how it looked soft. I didn't mind showing it off in my clothes since that's what I enjoyed looking at.

It was overcast in the afternoon so I headed for the indoor pool with a soda and sat down at one of the tables around the pool. The indoor space was usually occupied by the little kids and parents - equipped with a mini version of the outdoor water slide - but occasionally some older kids would spend time in there. I wasn't in a hurry to get in the water. I thought I'd sit for a while and enjoy the "show". After all, the swimming pool is where more is revealed about guys' packages than any other place outside the locker room! I could do this all day!

There were a few dads with their toddlers coaxing them to go down the slide and catching them as they fell in. They were not impressive though - all a little "30-something", and fatter than my body type of choice. And swim suits too loose to reveal anything of interest. Occasionally, one would sit on the edge of the pool and I could clearly tell there was a great deal going on under that swimsuit, but no visible penis lines or obvious ball impressions. Who doesn't love a great VPL - regardless of age (within reason)? I was intrigued by a younger boy, kind of in-between a kid and a teen, who was wearing a yellow Speedo-like swim suit. When he stepped out of the pool and the water made his suit cling, you could clearly see both balls, about the size of marbles, just below a perfect outline of 2 to 2-1/2 inches of perfectly shaped uncut boy dick pointing to the left and slightly downward. He frolicked and played in and out of the water, running around completely oblivious to the stiffy he was giving me.

I went to the bathroom a couple of times and finished my soda. The sun was emerging from behind the clouds now. I had just stood up to head outside to the pool when a couple of guys came running through the indoor pool area dripping wet, one chasing the other. I didn't recognize the kid in front - small frame, no muscle, probably 12 or 13 years old. But once he was past, I recognized Timmy as the chaser. No tan yet, trendy haircut now drenched, a solid slender torso shimmering wet, navy blue loose-fitting swim trunks, and long well-shaped legs with hair on them only below the knees. The forward momentum combined with the just-out-of-the-pool water content in his trunks outlined a petite, shapely pelvis with what must have been like a new toy to this 14-year-old - a hefty 5-1/2 to 6 inches (soft) of thick, cut dick (if you're a watcher, you know when he's uncut), expertly paired with a set of man-sized balls. They bounced and jiggled just the way I like, causing me to lose focus on what I was doing.

While the view of Timmy's new teen package was causing my heart to race, it's important to understand the context a little better. Those earlier years when Timmy had followed me around like a puppy involved some changing into swimsuits together where I distinctly remember this lad only having the smallest of jewels and frankly, no endearing body characteristics. Seeing the same glorious teen package on a total stranger would never have caused this level of excitement alone. No, the image of Timmy discovering his own substantial dick and balls the way I did as a pre-teen - was more than a turn-on! I could just imagine him soaping that shaft up in the shower and stroking to an oh-my-god orgasm every day before school. Then I could see him pushing down his underwear while lying in his bed, stiff cock all ready to be jerked and tortured into submission before nodding off to sleep. I visualized a small to medium size load of cum, all pearly white and pure from this newly matured set of balls, launched all the way up his smooth, flat torso - maybe even getting some on his face. I even pictured him diligently wiping up that cum with two fingers, taking care not to miss a drop, and putting it in his mouth, licking those fingers clean with each scoop.

I sat there a while longer as Timmy and his friend tore through the indoor pool area several more times. Each time, taking in the magnificence of the show going on between his legs in those trunks. The outline, the bounce with each step, gave the whole package indescribable definition. Combined with my vivid imagination this was causing electric shocks to shoot through my torso and pelvis. Then suddenly, Timmy stopped. He turned and looked at me with a giant smile and shouted "Marty!". Looking straight at me he headed over. Then I could see those familiar puppy dog eyes and boyish smile from those earlier years. "Dude - I'm so happy to see you! We should totally hang out!". We made small talk for a minute, where he quickly corrected me that he was now just Tim, all the while I was glancing down at his slowly drying package. Each second more pool water dripped away causing the clinging effect to diminish. Soon, all I could see was a bump - which was obviously the top of his dick just below the head. He had enough mass there to make the head point down even in wet trunks.

I said I was just heading for the outdoor pool and some lounging time on a floatie and invited him and his friend to join. We got situated in the pool where I learned his friend's name was Matt. He was a year younger than Tim's age but clearly hadn't had his growth spurt yet - he was only about 5 foot tall and a much smaller build. Matt wore a tighter swimsuit that didn't initially spark any interest. However, later in the afternoon Tim stealthily attacked him from under water, flipping his floatie and grabbing him around the waist pulling him under water. They wrestled and laughed for a minute or two before settling back onto flotation devices - at which time I now noticed Matt had a slightly more pronounced package and his small dick - which had previously hung slightly to one side - was now pulled up as though it had been tucked under the waistband in order to conceal a hard-on. It was clearly NOT hard now but certainly engorged a little still and it was having a similar effect on mine! I was thoroughly enjoying this unexpected afternoon and all the eye candy that was giving me attention.

The boys had to take off when Tim's mom said it was time for dinner. I stuck around a little longer and then headed back to my room. I showered before dinner and spent a little extra time in the bathroom soaping up my own dick with these new tantalizing images fresh in my mind.

In the early morning hours, before light, mom and dad were up and rustling around in the kitchen. Apparently they had received a call from Tim's dad, asking for a favor. The AC in their room had gone out. At peak season, the resort only had one late cancellation for a single bedroom unit. Mom suggested the parents stay in my room and I bunk with Tim and Matt in that one available room the resort had comped. Who knew she could be so insightful! For the rest of the week our separate vacations would be merged into one big group activity.

After the excitement subsided, it was agreed a trip to town for groceries was in order. Tim's mom drove their Suburban on the short ride. Tim and Matt played grab-ass most of the way giving each other horse bites on their inner thigh. There were also some attempts to rack each other just before we got to the store. It was plain to see these two were close and didn't have any reservations about touching the other guy. Inside the store Matt made an obscene gesture to Tim, holding a banana in front of his crotch. This seemed to embarrass Tim a little. Later Tim made a similar gesture holding a peanut he'd grabbed from a barrel in the produce department. This seemed to annoy Matt and they settled down the rest of the way back to the resort.

The two boys were a bit juvenile, but I was beginning to appreciate spending time with them. They seemed to give in to whatever I suggested we do - so naturally, we spent lots of time at the pool. On the first evening of our new sleeping arrangements we were exhausted. After having spent the entire afternoon at the pool I couldn't wait to have a shower and lay around playing video games. I showered first, then Matt, then Tim. One by one, I showed them both how to play the game I was into and they were both eager to learn. Sitting in the center of the couch, perfectly positioned in front of the game, Tim sat on my left while Matt showered. I asked him what set Matt off at the grocery store and he laughed a bit and shrugged it off with - "oh, he's just got a little dick. He hates when I joke about it."

This confirmed that Tim and Matt had a special relationship - something about which I wanted to know more. While Tim was in the shower, Matt sat on my right and came up to speed on the game. He was a little different when Tim wasn't around - gentler, caring, eager to connect personally. He asked me about school and my sports, and how much I work out. I had caught him staring at my arms and chest more than once. He sat close, and leaned on my shirtless back while I was playing the game with Tim.

It was not late, but all of us were tired from the pool. Then came the discussion about sleeping arrangements. With only one king-sized bed and a love-seat style couch, there didn't seem to be any objections to all three of us sharing the bed. Matt offered to take the middle and at not quite five feet tall and only about 90 pounds, there was plenty of room for Tim and me on the outsides. We were all out in a matter of minutes.

As I lay on my right side, the clock on the nightstand next to my side of the bed read 12:25. I had been asleep only a little more than 2 hours. I assumed it was Matt climbing out to go to the bathroom that woke me. I turned onto my back to get comfortable and bumped my elbow on Matt's back. He laid on his left with his back to me. Both boys lay still so I couldn't tell who had moved or what woke me. I lay there quietly, staring up at the ceiling for a few more minutes, just thinking. Then I noticed very subtle movement out of the corner of my eye. A light down the hallway shown ever so dimly through the bedroom door slightly ajar. Lifting my head quietly, directly between my gaze and the hall light splaying softly on a lower section of the wall, I could see the silhouette of Matt's right hand wrapped around Tim's dick, stroking ever so slowly up and down.

A surge of electricity shot through my pelvis and my own dick began to swell. The outline of Tim's soft dick in his swim trunks, which I had enjoyed all afternoon, was no indication whatsoever of his fully erect size! True, it was dark. But there was no mistaking - this was one big dick. I laid quietly with my head now turned to watch the spectacle. Matt's body blocked my view slightly, so I could only see the top half of the stroking motion. For an instant I thought I saw the glistening of pre-cum at the tip of his dick. It appeared this had been going on for a while and Tim was beginning to spread his legs and pump his hips slightly. After another minute or so he shuddered slightly and the stroking stopped. I couldn't see the prize, but it was obvious he had cum.

I was now fully hard and way too wound up to go back to sleep. Tim had pulled up his underwear and turned over on his left side and was soon breathing heavy indicating the feeling of satisfaction had put him to sleep. Matt had turned over onto his right side, now facing me, and had been quiet for a few minutes - but didn't seem to be asleep. With a raging hardon there was no way I would be sleeping anytime soon unless I got some release too. I considered getting up and going to the bathroom to rub one out. But, I couldn't pass up this opportunity. I concluded Matt wouldn't mind if I were to invite him to help me out with my problem. I reached slowly over and felt for his left arm and took him by the wrist. I guided his hand over to my rock hard dick straining beneath my underwear. I held the back of his hand and moved it up and down on the tent I'd made and he got the idea. He took matters literally, into his own hand and proceeded to feel the goods through my underwear - from tip to crotch and every inch in between.

After a little of this groping he put a thumb under my waistband and lifted, indicating to me to pull them down. As I obliged, I didn't have them even halfway to my knees - I was still pushing them down and he had his small hand on my dick, wrapping his fingers around and almost touching his palm, but not quite. At the end of my growth spurt last year my dick measured 7 and a half inches. It's thick too - evenly thick from base to tip. And, perfectly straight except for a slight curve upward. I am cut, but I still have a fair amount of loose skin to wrap around the large perfectly shaped head on upward strokes.  My balls weren't huge, about the size of an elongated golf ball, but they were perfectly proportioned to my dick, I felt.

Matt seemed to agree. He spent a few minutes slowly stroking my thick dick the full length. Then he would stop and feel my balls for a while. After a few times switching from dick to balls, he focused on my dick. He was squeezing slightly tighter now, adding a twisting motion and hitting harder on the downward strokes. It was becoming obvious that Matt was experienced at stroking a dick. Another minute of those firm strokes and I began to climax. He could sense this as my body tensed, my balls tightened, and my dick became even harder, growing right in his hand. By this time he was sitting up slightly leaning in toward me, resting on his right elbow. He moved his head over my stomach just a fraction of an inch from the head of my dick and waited for the cum. This was an intense orgasm. Before he even touched me I had begun to pre-cum in my underwear. The build-up was so fucking exciting! Now my dick began to pulse streams of cum directly into his only slightly open mouth. I don't think he was expecting this much cum! After the first pulse, and the initial shock, it shot directly onto his face. Some went over his head and landed on my face and chest. In a second, he got his senses back and opened his mouth for the rest of the load.  …9, 10, 11, 12 pulses of my thick dick shot hot cum, mostly into his mouth.

He swallowed at least 3 times before the pulsing subsided, then savored the mouthful of cum that remained. He licked a little off his fingers and licked up the bit that flew over his head, landing on my chest. After a bit of silence he whispered "thanks!" and rolled over and went to sleep. Now completely satisfied, I fell to sleep almost immediately.

 

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 Stay tuned for night #3 of this 7-night stay - in part 2.