Boat delivery
Well, never thought I'd be telling this story. I'm Bill, 32, 5'10" good shape, I swim a lot. Married to Mindy, she delivered twins a year or so ago. We're schoolteachers, well, Mindy's taking time off.
I grew up in a boating family. During the summer Mindy and I had a business delivering or moving boats up and down the coast. The smallest was fifty-feet, the biggest so far, one hundred and twenty. The job pays well and it's nice being on really expensive boats. We conceived the twins during a storm on a seventy-foot trawler. We both have a very dynamic sex drive.
After the twins were born, I needed a crew for a transfer from the west coast of Florida to a port up north. An older couple, yacht club friends, suggested Tara, their twenty-year-old daughter. Her credentials as a boat handler were perfect. It was just business for me but by the end of the trip, she had seduced me, and we were fucking and sucking all over that boat. No, I did not tell my wife.
Now, Tara graduated, and I need a crew for this summer. Tara suggested her little brother Chaz. What I wanted was another horny co-ed. I'd gotten rather used to naked boating with morning blowjobs. I stalled a little, nothing else came up. Tara figured it out and teased me remorselessly. Well, I had Βa sixty-foot motor yacht to deliver so Chaz got the job. With Mindy off work, we needed the money.
I was in the main saloon of the "Fun Surprise" when I felt it shift from somebody coming on board.
Chaz was a younger, male version of his sister. I'm not into guys at all but this young man was beautiful. He wore loose nylon shorts and a tank top. My height, a swimmer's build, long lean, tight abs, wide shoulders. Brown sun-faded hair that would not behave and blue eyes that swallowed your soul. This kid must have girls, and their mom's throwing themselves at him.
"Permission to come aboard, skipper?"
I extended my hand, "Granted and no need to ask again. I'm Bill."
"Chaz, Tara's my sister."
"I see the resemblance."
He gave me a soft smile, "Yeah, but her tits are bigger."
How much did she tell him? Chaz laughed, "Gotcha. Sorry. Sis and I look a lot alike and I get that all the time. I drop that line to fuck with people."
"Well, ya got me. We need to push off in an hour. Stow your gear and meet me on the bridge."
Ten minutes later, Chaz came up in board shorts.
"Fuel tank is full, oil and fluids good on the engine. Sewage and gray water tanks empty, water tank full. Bilge pumps working."
I hadn't asked to do any of those things yet. This was going to be a good trip, but oddly distracting. I could not stop looking at this boy.
"Wow, thank you. You took the lead on that. I'm impressed. Let's get underway."
If the weather is good, I prefer to run out in the sea. The Intracoastal is nice but you have to pay attention more. Plus at sea, you can crank the motor up. This one has two v-12 diesels and an auto-pilot.
I was up on the flying bridge, wearing nylon shorts and no shirt, or briefs. Tara had gotten me a couple of speedos and that was my uniform on our trips; when she wasn't pulling them down so I could fuck her. I didn't think they would be appropriate for this trip.
Chaz came up the ladder and surprised me again. He had on a black speedo. I couldn't help looking at his crotch. He looked like he had a nice package. I quickly reset to his eyes. He shrugged.
"I didn't want to put this on in the marina, but I didn't think you'd mind out here. I like to tan as much as possible."
"Chaz, the boat rules are, 'what happens on the waves, stays on the waves.' Wear whatever you like. I'm good here for a few hours. Go relax, you can relieve me after lunch."
Instead of finding a piece of deck, Chaz stretched out on the couch at the back of the flying bridge, past the tarp. He had a small bottle and rubbed oil all over before placing a towel and reclining.
We talked. He was just eighteen, going to college in the fall. Tara had told me about the family, mentioned him, but never gave much detail. Chaz was a much better student and was getting a full ride. The conversation got a bit more adult and we shared stories. My crew was a busy boy. He's had a few girlfriends. He was currently un-attached since his girlfriend found out she was sharing him with her mother. We both got a big laugh out of that. I told him I was jealous. Having twins wore Mindy out and life in bed was pretty dull, for now. Chaz asked me what my most outrageous sexual adventure was.
I told, in graphic detail, how I met a professor's wife, in her forties, at an event. She asked me to dance. I told him how it felt close to her curvy body, how she pressed against me. How she pushed her crotch into my cock bulge. I laid it on, reliving a great moment. I kept going, I had her number. I went to their house. She answered the door in a sheer robe. "Let's just cut to the sex scene." She says.
I glanced over. Chaz was hard. The head of his cut cock stuck above the waist of the speedo. He didn't seem to care. His hand lay on his thigh, fingers close to that fat bulge. I couldn't look away and I couldn't understand why.
I told, still in graphic detail, how this married woman stripped me and, on her knees, sucked my cock until I came in her mouth. Getting up, swallowing, she said, "Now you'll last longer fucking me."
"So, Chaz. I'm I this professor's house, in his bed. His curvy wife is on all-fours in front of me facing the open door. I've got my hands gripping the flare of her hips as I ram her pussy. She's howling 'fuck me, fuck my pussy like you hate it!" I'm thinking it doesn't get any better than this and then, there's her husband, my English professor, in the door, watching.
"Don't stop! She growls. I figured I'm screwed so I might as well see what happens. My professor, a nerdy, skinny guy watches for a few seconds and then comes in. I figure this is where I get hit. He steps up to his wife, drops his pants, and feeds his cock to her hungry mouth. I couldn't believe it. Turns out the whole thing was a setup. He and I fucked her all afternoon. It didn't feel weird either. I mean he and I bumped uglies a little, we did a DP and ended the day jacking loads on her face. College was good after that."
Reliving the story got me hard too. Chaz had his fingers just running up and down his boner. I turned so he could see me in the same condition.
The marine radio squawked. A boat in distress. I answered and we headed that way, even though it was a couple of miles.
Chaz stood and took the other captain's chair. After twenty minutes the Coasties notified that they were on scene. I got back on course and Chaz went below. I wanted to masturbate. Telling that story brought it all back, plus the other times I visited them. I was pretty sure Chaz was down below tending to his 'down below', but I didn't want to get caught.
Why was my cock hard envisioning this boy on his bunk naked, stroking his cock? I shook my head to clear the thoughts and got back to driving the boat.
Chaz came up, right on schedule, to relieve me. Still only in that tiny black speedo. We chatted for a few. I told him what was going on the radio, which wasn't much. He knew our course.
I went down to the master cabin, under the saloon to catch a nap. I had a small marina for an anchorage tonight. I don't run at night unless the owner authorizes it in writing. So, the nap is just killing a little time. Sliding off my shorts, I lay on the king bed, naked. As I pictured Chaz in his speedo, my cock grew. I've never even looked twice at a guy and this happens. I resisted the urge to masturbate and purged my mind of the visions of my beautiful crewman with his sleepy blue eyes and tousled sun-faded, brown hair. I dropped off to sleep with half an erection. Twenty minutes laterβI'd set an alarmβI woke up and slid my shorts on.