It had been about two weeks since Logan had come to me in the kitchen that day. Life had changed drastically for us, that was for sure. It had been the best two weeks of my life.
My favorite memory of the last two weeks was of one specific evening. I had been up on the main deck, looking out to sea from the back. Logan had come up behind me and put his arms around me. Since I was taller I felt his face press against my back, and his hands come around me. He had drawn me from my shorts, and gently, lovingly, jerked me off right there, never letting me turn around or reciprocate. The sun set around us as I ejaculated into the ocean, out in the open, nothing but ocean around us. During the whole thing he kept his face firmly pressed against my back, murmuring soft things to me.
In the evenings we'd lie together and he would show me the stars, and I began to learn about the constellations and learn how to identify them. I'd always looked at the stars, living in Oklahoma, but I was always more interested in harder sciences.
We made love every day. It was paradise. I had even begun introducing him, albeit tentatively, to some anal play. I would slide a finger up his ass while I sucked him off, or while we just lay in bed together, me behind him, my other hand wrapped around his cock. He seemed to like it, and he never said no, but he had never evinced any desire to go any further since that first day. And to be honest, I was as content as I could be.
It's hard to be a bottom, and I was quite willing to do it for him, but I'd mostly topped in my life. Still, I would have done it either way, if he wanted.
In the end it was not me that broached the subject. I probably would have gone as long as he did without ever mentioning anything. But it was an odd time when it came up. We had actually gone into town, in Willemstaad, Curacao, to do some shopping. A good deal of the Caribbean is severely homophobic, and in places like Jamaica especially we were very careful not to let on that we were lovers. Curacao was one of the few places that were totally welcoming to gays and lesbians, and one of the few places we felt comfortable enough to hold hands in the marketplace, which we were doing now.
We'd also taken on some ferrying jobs to at least pay for food and fuel, and had just brought a huge shipment of, all things, cigarettes, to Curacao. It had done well by us and Logan was feeling better that he was not mooching on me.
We were just browsing when Logan looked at me with some mischief.
"Do you trust me?"
I laughed. "Not as far as I can throw you."
"Fair enough, I guess I deserve that. But trust me anyway. There's a place I want to go."
"Sure, of course."
"Let me call a cab." While neither of us could speak Dutch, the lingua franca of Curacao, thankfully Logan could speak some Portuguese, enough to get by anyway. I had picked up a smattering of words (hello/goodbye/where is the bathroom?/how much?) but mainly I relied on him.
Inside the cab Logan spoke in rapid Portuguese to the driver, and off we went. I was curious, but I was completely not expecting where we eventually pulled up. Logan paid the cabbie, and we stepped out.
In front of me was a giant building, and the sign was in English, so I could read it. It said, "Relax – the Adult Toy Superstore". I looked at Logan and he looked at me and we both laughed.
"Come on," he said, taking my hand in his.
Inside was everything anybody could ever want. We giggled like kids over the 18" dildos (black of course), checked out the whips, looked in horror at the love dolls, and eventually ended up at the anal toys.
"Logan?"
"I don't know how to use any of them. That is, I've used them on girls. But," and here he picked up one of the butt plugs. "I know when I...ahem...embarked on this particular venture with a girl, I had to get her ready first. It took time."
He turned and looked me in the eyes and I caught my breath. We looked at each other for a long time. "Which one should I pick?" he murmured. "Have you done this before? I mean, trained someone? I mean," he laughed and shook his head. "I mean, a man."
I nodded, swallowed. "I'll pick a couple. I have done this before. Are you sure you're OK with this?"
He put his hand on my arm, then glanced around. Seeing no one nearby, he gave me a quick kiss on the cheek. "Just be gentle."
"I will."
It was that very night, back on the ship, that we began. I had stocked up on plenty of the right lube, and I kissed him as I eased the first plug into his ass. He grimaced, but when I slowed, he shook his head. "I want to learn."
So I taught him. I taught him with all the love in my heart. Each night I would slip it into his ass, and then suck him off while it was still in him, teaching him to like it, to orgasm with it in him. It was a week before I upgraded to the next one.
Then I taught him to put the old one in my ass. He was even more hesitant if possible, afraid he would hurt me. I assured him he wouldn't.
One night we had gone out to see a movie, and had come back late at night. It was on the piers that he turned to me and put his arms around me. "Can I ask you a question?"
"Of course, Logan."
"Why is it that you rarely show affection in public? It's always me hugging you, or me kissing you."
I sighed a little and drew him close. "You really want to know?
"Of course."
"It's because I don't want to scare you."
