I have been into boating for the last dozen or so years but my experience has been purely with powerboats. Dave, one of the guys in our office invited me out on his new sailboat and even though I had no sailing experience at all, I jumped at the chance of doing something I had never tried before.
His marina is about an hour's ride from the city and we met at a local Wal-Mart parking lot for the ride down to the boat. I thought it was going to be a little thing but it was forty-two feet long with a beam (width) of over eleven feet. Quite a boat! His father had bought it new a dozen years earlier but had recently died and left it to the son. Dave is just a kid of twenty-three while I am Chuck, the old guy of fifty-one.
The sail out of the marina and out into the Sound went great. Dave was saying the wind couldn't have been any better and from the way I was enjoying the ride I would have had to agree with him. He announced we could sail over to an island and then drop the anchor while we went for a swim and then had lunch. I explained I hadn't brought a bathing suit but he dismissed the problem saying he could probably find one on the boat I could use or I could just go bare ass since there wouldn't be anyone anchored within a mile of us.
We anchored in ten feet of water and were the only boat that I could see for miles. I mentioned to Dave that I had no problem going without a suit if he didn't think we would get into any trouble with the harbor police. He assured me they seldom come around and if they did we would see them while they were still a long ways off giving us plenty of time to climb back aboard.
He went below and stripped naked coming back into the cockpit to untie the swimming ladder that was fastened to the rear railing. I went down below and hung my clothes on the back of the dining area table before joining him back out in the cockpit.
He stood on the stern railing and did a super dive; something I would never try. I jumped in and we swam around the boat for a good while before he suggested we go back up and have a lunch of the goodies he had brought. Lobster salad with French bread and some white wine. I dried off and was just sitting in the cockpit letting the suns rays do the final drying of me as he was making the lunch. He could see out from the galley area and looked out at me and said ever so nonchalantly,
"Chuck, I couldn't help but notice you have a nice cock."
I gulped a little never expecting anything like that but replied, "Nice; it is probably one of the smallest cocks on the East Coast. Hell, I am barely seven inches hard and certainly nothing like those monsters you read about on the Internet.
"No matter, it looks nice to me. "C'mon down, lunch is ready."
We were both still bare ass naked and sat on the nautical chairs enjoying a great salad, bread and wine. I stood to go behind him to grab a napkin and as I passed by him he reached out and let his fingers trail over my now shrunken cock. Mine sort of hides when it gets cool and wet.
"You seem to like my tool Dave. I never had a guy touch it before."
"Oh shit, I would love to do a lot more than touch it. You probably don't know it Chuck but I am gay and have had eyes for you ever since I came to work in the office."
"Dave, I sort of guessed that with the way you suggested we could swim bare ass. You'll have to know I am straight as a string but your gayness doesn't bother me at all."
We finished our lunch and carried our wine back out to the cockpit to enjoy the sun. Instead of sitting opposite me he chose to plop down alongside of me. As his butt hit the cushion he let his hand drape over my upper thigh.
"Chuck, I would love to take your cock in my mouth. Just looking at it is driving me wild. Look at me," as he pointed to his crotch. His cock was harder than steel and standing out at what looked to be seven inches; about the same as mine. He moved over to let himself slide down to the floor of the cockpit and twisted himself so he was sitting between my legs.
"Dave, I have never had a guy give me a blowjob before. Are you any good at it?" I said laughingly.
"Oooh, a virgin. I'll do my best to make you think I am the best in the world." He joked
"Well, no where near a virgin but I guess I am as far as any kind of gay sex is concerned."
As I was saying this he had let his hand move over and was now holding my flaccid cock between his fingers. He let the other hand rise up and was soon fondling my balls. Hell, my cock did something I would have never guessed. It came to life with the encouragement Dave was giving it.
"Dave, if you really want to give me a blowjob let's go below. I don't feel at all comfortable having you do it out here."
He was up in a flash and dragging me down into the main cabin behind him. As soon as I hit the chair I had been sitting on while having lunch he knelt before me and soon had my soft cock buried in his mouth. As soon as he felt it hard he let it slip out and he then moved his tongue up and down the shaft tracing the veins with his tongue. He kept that up till I couldn't stand it anymore and told him to either suck me off or forget the whole thing.
"Quit fucking around and suck me off."
"Oh yes, Chuck." And he instantly had my cock buried and was moving as if he was bobbing for apples. He let it come almost all of the way out of his mouth before dropping on it to take in as much as he could. When it was soft he was able to almost bury it but he could now only take about five inches of it. No matter, whatever he was doing to it when he had it buried felt great.
"Dave, keep that up the way you are and I will be exploding in a minute." I barely got that out when the rush came over me and I was spurting hot come deep in his throat. "Whew, that was terrific."
He raised off me and just started to lick the head of it and then took the head back in his mouth and simply sucked on it. I had never felt any gal do that to me before but I think the difference must have been was that the gals were doing it to please me and Dave was doing it to please both of us.
We stayed like that for a while when I asked if he had any of that great white wine left. He jumped up to the galley and quickly had our glasses rinsed and refilled.
"Chuck, I have been looking at you walking around the office ever since I got there just wondering what it would be like to suck you off. I only sucked my first cock a couple of years ago and knew I loved doing it but I never felt anything for the guy the way I do for you."
"What makes you feel anything special for me?"
"I don't know. Maybe it's that you are good-looking, fit and are sort of a father figure to me. I really loved my own dad and it tore me up when he died."
"Well, whatever it is. You sure gave me one hell of a blowjob."
"Chuck, I'll do whatever you want. All I want to do is to make you happy and glad you came with me today."
Was I reading him wrong or was he suggesting he would be my sex slave? I would soon see by trying something totally different.
"Dave, my ex wife and current girlfriend won't let me fuck their ass. I would like to fuck yours as soon as I recharge and am ready for action again."
Once again he fell to his knees in front of me and took my cock back in his hand and then fed it to his mouth so just his lips were holding it. This guy sucks a cock so well maybe I could have him give my gal-pal some lessons! He was running his fingers up and down the veins of my shaft when it started to come to life again.
"Dave. I have only had it done to me once before and that was only part way up my ass. Would you let me put some lube on your cock to make it easier on my ass? I brought some with me hoping I would get this chance for you."
"Sure but don't cover me with the stuff. I hate the mess Vaseline causes. And Dave, I am going to warn you now. I will be driving it all the way up your ass. That part way stuff doesn't interest me at all."
"OK Chuck, just go slow at first OK?"
"Sure, that's the least I can do for an ass as sweet as yours. Now take this thing in your mouth and get it hard and then lie on your back. You can jack yourself off as I am fucking your ass."
"Oh God, this is going to be so great." He moaned.
