So David flipped, flopped back on the pillow, planted his feet flat on the mattress and leveraged his ass up over the mattress. JM pushed his thighs under David’s ass and positioned his long, curved dick at the entrance. He lavished lube on the hole and his pole. Then, he moved closer in and began pushing his dick head inside again. The curve was perfect in this position. It quickly found and stroked the prostate. David sucked his gut in and his cock stretched up toward it. JM bottomed, then reached behind David and drew him into his lap and chest. David squirmed with the fullness, brought his lips to JM’s ear lobe and nipped. Then his tongue came out and he traced the hollow of JM’s neck sending shivers down JM’s spine. The guys were locked in a tight embrace; David enjoying the fullness and JM feeling the depth.
JM fell forward and deepened his penetration. David wrapped his legs around JM’s waist as JM stretched out his legs, exaggerating the contact between cock and cunt. Then he started doing push ups, driving his hips forward with each downstroke. David was moaning and thrashing, really enjoying the ride when he felt the fluid rising along the tube along the back of JM’s dick. Then he felt the internal hot gush of JM’s French seeds. Once, twice, another spasm, again and again. It was too much. David exploded between them, covering both with his creamy white spunk. Oh, he loved this guy–and the way this guy turned him on. He was pleased they were going to be apartment-mates in Manhattan in a few weeks. Another shower was needed. Who knows? Maybe they were meant for each other.
********
Two days later Pete called. He had arranged a two-day charter to Dry Tortugas on the same Beneteau cat. Sophia’s sister had arrived with her young daughter and he was going crazy with all the French girl talk and the kids. No Sophia this time. No kids. Were David and JM interested?
David had taken the call since JM was occupied with a young red-haired Texan (Scotty) that he had hooked the previous night at the small gay club behind the touristy Margaritaville Bar. He claimed to be a virgin, but David had wondered. After all, he was 20, obviously out, and very attractive–and he was in Key West! At any rate, JM had liked Scotty’s young, clean innocent look and decided virginity was always in the eye of the beholder. Both of the guys were now together in Scotty’s room which was conveniently only three doors down Duval from their B&B. David was trying to imagine how Scotty would convince JM that he was indeed a virgin.
Later, JM and Scotty returned and all decided to do a happy hour tour. JM was smiling and sported the satisfied look of the cat that gotten the canary–at least the canary’s cherry–while Scotty had all the signs of a newly-fucked young bottom–his eyes were dreamy; he was flushed; he sported a few dark hickeys on the back of his neck; and, he walked a little too carefully. He couldn’t keep his hands from JM’s shoulders and waist. In fact his fingers were hooked into JM’s waistband. Maybe Scotty was not a virgin, but he was young, inexperienced, presumably tight–and into JM. David winked at JM and told him about the call. JM was excited about the prospect of the sail and wondered if Scotty might be welcome–he was not letting this young conquest out of his grasp quite yet. JM was enjoying being the top, the teacher, who called the shots. He intended to make the most of this fresh meat before releasing him to the world. So JM introduced Scotty.
Scotty (nee, Jim MacIntosh) was about to enter his second year as a cadet at the Coast Guard Academy in New London. He was obviously an avid and accomplished sailor. He was just 20, 5-11, with curly red hair and a face full of freckles. He had a nice boyish body with light, but cut, muscles and a ruddy tan. Not a twink–but not far from it. So David called–and the date was set for the four guys with an early morning departure the next day. This would be the capstone of David and JM’s vacation. It was then going to be time to head north and begin real life. Scotty was also due back in New London in a few days’ time. His Key West roommate had already left after a family emergency and would join him there.
The next morning, at dawn, all of the guys were actively examining all of the equipment on the Starfish II. A two day sail without an intermediary marina or provisioning depot definitely requires careful checking before departure. David examined the provisions, checked the water and fuel levels and pronounced everything to be in order. Pete had all the charts, knew the GPS system on the cat, and had weather reports. There was a tropical disturbance stalled south of Cuba, but it was not expected to impact their trip–except possibly in a positive way by providing stronger than normal winds. So Scotty double-checked the reefing lines if less sail were needed. As the sun rose, they were slowly motoring out of the marina, headed west to the National Park.
Within minutes they were outside the harbor marina, cut the engines, raised the main, and within a half hour, there were no other vessels visible on the horizon. With good winds (and no motor use), it would take five to six hours to reach the remote desert island. Pete was at the helm and immediately stripped–no thong this time. The thong had not hidden much. Pete was hung. He was broad shouldered with big tight muscles. David and JM followed. Scotty at first was surprised and maybe a bit shy, but he wasn’t going to be the “man out” so he too stripped. To cover his embarrassment, Scotty remarked that he needed 45 sunscreen since parts of his body had never before seen the sun. All the guys laughed and Pete threw the tube to Scotty. “I can tell you, it makes lousy lube.”
Scotty went below. So JM called after him, “Let me help with that,” and went down as well.
Pete looked over at David, “I guess that’s the pairing for these two days. Is that okay with you–or were you planning to play with JM and Scotty too. Are you a top or a bottom, David?”
“Usually a top, but I’ve bottomed for JM.”
“That’ll work for me. I usually top–but I like my partners to be built, hung, and athletic. You seem to fit that description. I’m going to make you my bottom for this trip. You’ll be my cabin boy with benefits.”
“Aye, aye, captain. But I do hope there’ll be time for us to try both.”
“We’ll see about that. Come over here and take the helm. I want to try some preliminary reconnaissance.”
David stepped into the cockpit, took the wheel and spread his legs akimbo to stabilize his stance as the cat lightly heeled to starboard. Pete stepped behind, pulled David back into his broad, hard, chest, pushed his long hair back from his forehead, and started the exploration of e-zones. He found many. David was a sensuous animal, with surface nerves that aroused easily. And they all seemed to be connected to the brain in his dickhead. Pete caressed his pecs and pinched the nipples which came erect immediately. E-zone one. Then his hands trailed down to the abs and into the vee, just teasing. David groaned. E-zone two. Inner thighs were stroked. E-zone three. Pete’s head dropped forward and his lips captured ear lobes and the neck hollow below. His hands went to the muscle cords in the neck and he pushed on them, pulling David hard into his body while turning his head and capturing his mouth. Four and five. Finally Pete sat back on the padded bench and pulled David back into his lap, carefully placing his long thick cock into David’s crevice. David was by then writhing in pleasure, ready to give Pete anything he wanted. Pete had practiced his foreplay and David was a willing recipient. He guessed he would be mostly a bottom to this hunky daddy.