It's the last week of senior year, and with a little bit of struggling we made the seemingly impossible happen -- my cousin graduated high school. Not only did he graduate, but he maintained a solid 3.4 GPA the whole year AND played on his school's baseball team. He had a rough start, but he got through it with a little help from his older cousin.
Halfway through his senior year, he decided he wanted to stay in the area and go to college nearby and continue to live together. I told him I didn't have any problem with that and literally nothing would change, even after he turned 21. He'd have to stick by his parents' rules as long as he was on their dime. He knew how to play the game and he had been there before.
His parents were so pleased by his improvement that they offered what was essentially a blank check for his summer after graduation. They never let him get a passport when he was a kid, and they never gave him his birth certificate after he turned 18 so he could get one himself, so our options were limited. I say "our" because of course he wanted to bring me along. He told his parents, "There's no way I could have done any of this alone. If anyone deserves to go anywhere, it's him," as he put his arm around me on graduation day. I said, "I just did what anyone would do for family."
I never came from money, by any means. I got by, but my idea of going on vacation was a weekend in Vegas. My cousin, on the other hand, had other ideas. He already knew his parents would do something over the top and started putting ideas together. As it turns out, he was looking at chartering a boat to float around for as long as he could get away with, which actually worked. His parents agreed to it, and we went home to pack.
He asked me, "What do you think I should bring?" I said, "You tell me, sailor boy. What do you have planned?" He said, "Not much, but I don't plan on setting foot on dry land for two weeks, so pack accordingly." I packed a bunch of board shorts and t-shirts, a few pajama bottoms, one pair of jeans, a few pair of socks, and I stepped into my go-to DCs and I was ready to go. While he was taking his things to the car, I went into his room and grabbed a few jockstraps, baseball socks, baseball pants, compression shirts, and two pairs of his cleats and stuffed them all in my bag. At the last minute, I went back into my bathroom and put one of the jockstraps on under my clothes and got ready to head out.
We stopped for groceries and other supplies on our way to the marina.
His parents chartered a huge boat. I guess it could be called a yacht. It wasn't so big that it needed a crew. The controls looked like the starship Enterprise, but he seemed to know what he was doing -- it was kind of hot. Kids that grew up with money is something I'll never understand. The rental company took as aboard and showed us around. There were four bedrooms, which I was told are called "staterooms," a small kitchen, called a "galley," a lounge area, the bridge, and then the deck, upper deck, and a storage area for the smaller watercraft. He took us out to sea and set a course, or a heading, I honestly don't know. Apparently, boats have auto pilot. Who knew?
After the boat was doing its thing, he said we should go check out the rooms. Two of the rooms had bunk beds so we basically decided those rooms don't exist. One room had a queen size mattress and the last room was the master stateroom which was the biggest, of course, and had the en suite bathroom and a little couch and a TV.
I told my cousin, "You take the master stateroom, it's your trip, I'm just tagging along." He said, "I wouldn't be here, if it wasn't for you. Literally. I was spiraling." I said, "Shut up. Rock, paper, scissors? I honestly don't care -- it's just for sleeping." My cousin paused for a moment and looked down at his feet and mumbled, "Or we can share this one" I said, "Bro... That's pretty gay..." I saw his face and neck start to turn red, then I lowered my waistband so he could see that I was wearing his jockstrap and he looked up at me and asked, "Seriously?" I said, "How else am I gonna repay you for bringing me along?" He slapped my ass and grabbed it and said, "I dunno, but this is a pretty good start." I said, "Alright, calm down. You gotta take it easy, though. Last time I could sit right for a week." He laughed and said, "Hah, good. Let's check out the rest of the boat."
We looked around and got familiar with the layout and learned where everything was and decided it was a good spot to drop the anchor and take a dip. My cousin went to get changed into a bathing suit and I went to take a look around to see where we were. There was nothing visible in any direction as far as the eye could see -- it was a bit terrifying, to be honest. No land, no other boats. I had no idea where we were or how far from land we were.
My cousin came outside wearing a baseball cap, sunglasses, and the tightest boyshort cut bathing suit I've ever seen, it had to have been two sizes too small -- I swear I could see the wrinkles in his cock through that thing -- and of course, his go-to DC sneakers. I was sitting on a chair and he walked up next to me and looked around. He took off his hat and glasses and put them on the chair next to me then he took off one shoe and dropped it next to me and took off the other shoe and held it on my face and I inhaled deeply while grabbing my crotch. He laughed and said, "You're such a fucking freak, bro." Then he jumped in the water.
I watched him swim around for a while and then went inside to unpack and settle in, putting things away in the dresser and closet. I put the empty suitcases in one of the spare staterooms so they'd be out of the way and then I got a towel and brought it back outside with me and lowered the ladder so it would be available when he was ready to come back aboard.
I have no idea how much time had passed, but I moved inside to watch him from the comfort of the air conditioning. I saw him climb the ladder and put it away and he found his towel that I laid out on the chair in the sun. He gathered his hat, glasses, and shoes and came inside. As he was drying his hair, I could see a tan line starting to form already along his waist and I said, "You should probably lose the suit next time so you don't get a tan line. It's not like there's anyone else out here, anyway." He looked down at his waist and said, "Huh. Good idea." And peeled off his wet bathing suit and kicked it at me.
"Is this what you were hoping to see?" he asked as he walked toward me.
"See? No. I see it plenty at home. You're not shy about walking around naked," I responded as I grabbed his cock a little more forcefully than I intended causing him to jump, "but ride, absolutely. It's been way too long," as I started massaging his massive member, coaxing an erection.
He leaned in for a kiss and I pulled away. "Whoa," I said, "We've never done that before." He said, "Sorry." I said, "Don't be sorry. It just caught me off guard. Hang on. Try again." He said, "No. It was stupid." I said, "If you don't try again, I'm going to blow you and then kiss you with a mouth full of your own jizz." He said, "Fucking gross!" And before he could finish his sentence, I put my hand on the back of his head and pulled him close, tongues intertwining, almost a year of desire being released in that single moment.
