Breaking Her In, Again

Just as she was sitting down, Jim emerged with a tray of fresh cocktails, shrimp and cocktail sauce on a tray.

"Oh delicious, I'm famished," Brooke exclaimed. She rubbed her hands together as she watched Jim set down the tray.

"Did I miss anything," he asked?

"Just the shadow man over the starboard side," Brooke motioned over her left shoulder.

Jim followed the direction of her gesture. "You mean Dready Locks over there," Jim pointed. That sure is one dark son-of-a-bitch if I do say so. All I can see are his shorts, his hair and black."

"That's about all I saw too," Brooke responded. "I think he's a live aboard. That boat has obviously been around the block. I wonder how worldly the skipper is?" Brooke cast Jim that devilish grin he knew all too well.

"Getting a little jungle fever," Jim smiled back at Brooke?

"I don't' know, he's friendly enough, he waved, and I returned the wave. So far, that's been the extent of our "relationship"," Brook used the finger quotes when she said relationship.

Jim pondered for a moment. "I was thinking of diving on the anchor to make sure it's secure. While I'm down there, figured I'd look around for any treasure that fell over the side coming home from Foxy's. It's amazing the shit people drop overboard, especially after they've been drinking and have to maneuver from dingy to boat. Bottom is no more than 30 feet so, I should have at least 45 minutes of tank time."

"That's fine dear," Brooke told him. "I'm planning on doing nothing but watching people and sipping drinks until it's time for dinner. You go ahead and play catfish if you'd like", she smiled at him.

"You plan on inviting the dark angel over while I'm gone," Jim asked?

Brooke pondered the question for moment, her eyes shifting up and left. "I don't know about invite however, if he maneuvers by on his way to shore, I may be friendly; depending of course on the vibe."

"Sounds like a plan dear. Just be careful he could be a pirate or something."

Brooke smirked, "well, judging by that boat, if he is, he's not a very good one now is he?"

Jim shook his head and smiled, "you've got a point there hon. I'm going to get my gear, the light is fading fast."

In short order Jim had hauled out his BCD, tank, regulator, fins and mask. He slipped on the BCD, put some anti-fog in his mask, made sure his weight belt was tight enough and fell backward into the water. Relatively quickly, Brooke watched the last of Jim's head disappear below the surface.

Not having put on a watch, Brooke had no idea what time it was. There was no cell service available so she didn't bother to bring up her phone. Oh well, it's island time anyway Brooke thought to herself. Shortly thereafter, the first band of the night started on-shore. Reggie music wafted out across the water, serenading all of the boats at anchor.

As the boats continued their lazy dance around their anchor rope, the shadow man's boat again came into view. Since she last watched, he had put on less raggedly looking shorts, a bright yellow and red t-shirt and slip on shoes. Again moving catlike around his boat, he secured the main hatch with a lock, pulled the attached dingy closer to the stern of his boat and deftly stepped in. Unwrapping the rope from his boat, he tossed it in to the bow of the dingy and crouched back to the stern. Two quick pulls of the rope, the little engine on the dingy fired up. A little throttle and the tiny boat came to life. He circled his own larger boat once. Brooke assumed he was making a quick visual inspection before heading in. As he completed the circle, he emerged from the back side of the boat, gunning the little engine on the equally tiny boat. Passing by their much larger boat, the shadow man stared at Brooke as he passed by. When he was close enough, he offered another grand gesture wave and toothy smile.

Watching all of the activity, Brooke failed to notice that her highball glass had been sweating onto her bikini. The crotch of her suit was now completely soaked and somewhat transparent. The outline of her completely smooth lips was now clearly visible.

When she looked up from her moist crotch, the shadow man was waiving again as he passed by. Not wanting to be rude, Brooke offered another waive and smile. At that exact moment, the engine on the shadow man's dingy just stalled. The tiny boat immediately sunk down to the water line and lost almost all forward speed very quickly. Brooke brought her hand down and watched. He was close enough now that she could tell he was not entirely unattractive.

When his engine died, the shadow man set about trying to get it fired up again. After a couple of pulls on the rope, the only response he received was a sputter. He grabbed the screwdriver attached to the inside of the hull and made a choke adjustment. A couple more pulls on the rope, still no response. His options were now, sit there like a pussy and wait for a Good Samaritan, embark on a lengthy swim to shore or, swim back to his own boat. Opting for the shorter swim, he took off his shirt and put it in the boat. He threw out the tiny anchor so the tiny boat wouldn't drift away and promptly fell backward into the water. Turning to get his bearings, he started a slow backstroke toward the larger boat.

After watching the fiddling with his engine, Brooke watched him remove his shirt and jump overboard. Being much closer, Brooke was shocked at the rippled abs covering his torso. It didn't seem like there was one ounce of fat from his belt up.

As Brooke watched his lean body stroke by, without even thinking, she waived again, this time in a come here motion. "Ahoy," she yelled!

The shadowy figure looked over to see the red bikini now waving him over. He was trying to maintain his stroke but, the combination of the bikini catching his attention and what he swore was a soaking wet crotch on her bikini bottoms, he had to stop and tread water.

"Ahoy back," he yelled, smiling broadly again.

Brooke watched him stop and start treading water. "Looks like you're in a bit of a pickle," she yelled at him.

"It would appear so Lady. Permission to come aboard?"

Brooke waived him toward her boat again. She went toward the stern to kick down the attached ladder and unlatch the safety rail. As she watched him now breast stroke toward the boat, she noticed he barely made a splash. His movement through the water was smooth, crisp and efficient.

Brooke took a seat again to watch him finish his approach and clear the stern. She lost sight of him momentarily as neared the ladder, now waiting for him in the water. As he climbed up the latter, she watched with fascination as he slowly rose out of the water. His rippled torso was shedding water and his board shorts were completely soaked. As he crossed over the stern of the boat he stepped down onto the cockpit deck, brushing his black dreadlocks back off his face.

Brooke handed him a towel and sat back down in her seat. She watch him wipe the water from his arms and torso. As her eyes traveled below his belt, she couldn't help but notice the ridiculously defined bulge in his soaked shorts. It seems that his cock was a large as her forearm and went halfway down his thigh. "Oh my, you're soaked," was all she could say.

"Yes lady, that's what happens when you swim in your clothes. I would have taken them off before jumping in but I didn't think the neighbors would appreciate the show."

"Well, perhaps not all the neighbors," Brooke looked him directly in the eyes. "Why don't you hang those pants on the rail, we can run you back to your boat if you'd like. However, if you're going to be removing your pants on my boat, the least you can do is give me the courtesy of your name sir."

"The name is James lady," dazzling white grin accompanying his declaration. "However, my friends call me Jimmy."

"Well, isn't that interesting, my husband's name is Jim. What an odd coincidence."

"Everything happens for a reason lady, and what may I call you?"

"Oh, well, you can call me Brooke. You usually have engine troubles or is that a one off?"

"No, that is definitely unusual Miss Brooke. She's usually very reliable." Jimmy wrapped the oversized towel around his waist, turned around and quickly dropped his shorts after loosening the button.

Brooke watched his shorts hit the deck. She could only imagine what the impressive outline looked like in the flesh. "Can I offer you a drink?"

"Aye, that would hit the spot Miss Brooke. Might you have a beer on board," he asked smiling?

"Heineken or Red Stripe, I think both are cold," Brooke responded.

"I've died and gone to have lady. Red Stripe for me please."

Brooke turned to walk down the short hatchway stairs. As she did so, she swore she could feel his eyes fondling her ass. "You want a glass," she asked?

"No Miss Brooke, just the bottle will be fine. Thanks so much."

As Brooke came back up the stairs, she spied Jimmy continuing to dry himself off. Out of her peripheral vision, she caught his shorts hanging on the rail. He had one leg on the deck and the other raised, resting on the seats. As he dried his legs, she swore she caught a glimpse of his swinging cock as the towel moved back and forth. Brooke cleared her throat to announce her return.

As Jimmy heard her returning, he stopped drying off, stood straight, tightening the towel around his waist. He turned and accepted the Red Stripe from her extended hands. "Ah nectar of the gods," he proclaimed. Raising the bottle to his dark lips, he drained half the bottle in one pass.

"Oh my, you must have been parched."

"Yes Miss Brooke, I was on my way in to have a beer when the engine gave up the ghost. She's usually a reliable one. Just like a woman to let you down when you're dying of thirst. I ran out of ice earlier in the day so, all of my supply is warming up. There's only enough room in my tiny fridge for food so, all drinks have to be kept on ice."

Brooke stared at him with her best coy smile, "It seems to me that one let you down but another stepped in to take her place."

"True, so true, Miss Brooke. You probably saved my life," Jimmy rolled his eyes as he smiled.

"Oh, sarcasm; this from the recipient of an ice cold beer in your dire time of need. It seems you need to learn when to be grateful for little blessings." Brooke was now looking to stay on top of the casual banter back and forth. She hated awkward situations when silence hung in the air like a stifling summer day. She also couldn't stand being the loser in the battle of witty repartee.

All of this happened in the course of about a half hour. Jim casually checked his gauges. A quick calculation yielded a time of about 20 more minutes before he had to return to the surface. He slowly turned, making his way toward where he estimated his boat was bobbing around up at the surface.

About 10 minutes later, Jim came across what appeared to be his anchor. There really weren't any noticeable land marks at the bottom of the bay. Looking up, the light had all but faded. It looked like a dinghy was anchored about 50 yards from where he though his boat was parked. Although it wasn't there when he left, perhaps it came around after Jim cleared the area. Regardless, Jim was running out of time and started his controlled ascent toward the surface. Once he broke through the surface, he filled his BCD with air and confirmed where his boat sat. It seems that he had calculated correctly, breaking the surface very close to where is boat sat. He also confirmed there was a dinghy approximately 50 yards away from Brooke and his boat. He wasn't immediately concerned. If someone had boarded the boat intentionally, they would have attached to his boat. The dinghy was clearly left to its own devices by its owner.

While Brooke new that Jim had been gone quite some time, she wasn't sure how much longer he would be. Jim and Brooke were no strangers to alternate partner lifestyles. She knew that as long as she was consenting, if Jim came back and saw her engaged in some extracurricular activity, he'd probably watch, if not join right in.

"It seems to me Jimmy, you've abused that poor girl you were riding into shore. Surely if you work a girl that hard, you know she can't last forever," Brooke pointed over to his anchored dinghy.

"I'm not sure what you mean Miss Brooke. I wasn't handling her any different than I normally do. As you saw, I was just motoring on in after doing the once around my main boat. We're you spying on me now Miss Brooke?"

Brooke feigned a look of disgust, "I assure you Mr. Jimmy, I was not spying on you in the least. I was sitting here, minding my own business, enjoying my cocktail. Every time the boats swung around, yours is the only one I can see. Therefore, I couldn't help but watch your sorry excuse for policing up your boat before you left." Brooke put her hands on her hips; presenting him with her best smirk and eye roll combination.

Jimmy could see that this Brooke character was a sassy one. "I'll have you know lady that I'm one of the finest skippers in these waters. Just for that smart ass comment, I ought to give you a sound lashing." Jimmy was all smiles as he attempted to respond with phony sternness.

"A lashing you say." Brooke walked around the cockpit, now standing toe to toe with his dark self. "You're not half the man necessary to lash me!" Brooke was clearly taunting him at this stage.

Jimmy looked down at the feisty redhead. She was obviously challenging him. She stood right in front of him staring him straight in the eyes, a semi-serious look on her face. "I assure you Miss Brooke, I'm man and a half for that job." Jimmy raised his arms, sliding them from wrist to elbow across Brooke's shoulders. As his right hand came into position, his hand ran up the back of Brooke's neck, continuing up until his hand was completely embedded in her hair. Just close enough to the scalp to allow for some play, Jimmy grabbed a handful of Brooke's hair. His fist squeezed, effectively drawing her hair tightly from her scalp. His intent was to control, not to harm.

Leaning down, Jimmy put his lips just next to Brooke's left ear. "Let me tell you something Ms. Brooke, I'm going to tongue lash you first, then I'm going to lash you with my cock. He's half a man, all by himself and will be glad to lend a hand" Pulling her head backward, exposing her entire neck, Jimmy ran the tip of his tongue from her ear, all the way down to her clavicle. Working his way back up, he stopped at the base of her neck, sinking his teeth into her flesh.

Brooke closed her eyes as the black hand controlled her head. The teeth of her dark stranger sunk into her neck. While she was not afraid he would break the skin, she was concerned that he would leave a mark. She had goaded him into action and now, she was going to pay the price.

The familiar damp feeling started to permeate between Brooke's legs. Her wetness progressed so quickly, she was entirely moist in 30 seconds or less. "Ugh," Brooke moaned. "If that tongue is your only weapon, you're walking into a gun fight with a knife sir." With her hair being pulled, her neck pointing her face toward the sky, Brooke was smiling as she continued her unabashed taunting. While she was talking, her right hand (her strong side) reached down toward the log she had spied running down his leg.

If Jimmy had been paying attention to her face, he would have witnessed the mixed look of shock, fear and lust firing off serially. Trying to visualize the black pipe under his shorts, Brooke could safely say she'd never seen anything like this before. She mentally searched the black porn she had seen and just couldn't put a picture to the beast filling her grip.

"That's right lady, after I've had my fill of your pussy on my tongue, I'm going to smack you with that until you beg me to stop and stuff it in you." Jimmy continued to whisper very close to her ear. "You may have had someone fuck you before but, you've never had anyone break you in like I will. I'm going to finish what all those other guys started."

Jim swam slowly toward the boat. He slowly approached where the hull met the surface. With his BCD full, he could casually maneuver about without much effort or noise. Jim's first contact was toward the stern of the boat on the starboard side. Listening carefully, Jim thought he heard the telltale sounds of Brooke in the throws of orgasm. However, she seemed to be unusually vocal. He also thought her heard her yell "OW" in amongst her usual declarations.

Not sensing any immediate danger, Jim decided to swim forward toward the main stateroom in the bow. As he approached, both through the hull itself and out the open hatch and window, Jim could distinctly understand each of Brooke's gasps and moans. This didn't sound like her soft moans, usually derived from self-pleasure. This sounded like Brooke was clearly getting fucked, and hard. Jim could hear the rhythmic slapping of flesh and flesh between each of Brooke's declarations.

Even in the cool water, Jim's cock started to fill out. Anticipating what he was going to find, and brushing away any concern that Brooke was being harmed, Jim paddled back toward the stern ladder where he could board the boat.

Reaching the ladder, Jim slipped out of the inflated BCD, tying it to the ladder. This freed him from tank, vest and weights in one motion. Laying his fins and mask on the swim deck, Jim carefully climbed out of the water. Attempts at stealth were difficult with a dripping swimsuit. However Jim took his time climbing up the ladder, making as little noise as possible. His slow, consistent movement up the ladder and onto the deck limited the clambering noises associated with getting on to a boat.

Jim grabbed a towel off the rails, shedding his wet suit to the deck in one motion. His cock was now ¾ full in anticipation of what Brooke had got herself into. Jim carefully climbed down the cabin stairs, heading toward Brooke's yelling at the front of the boat.

Jim peeked around the forward cabin doorway. The headboard of the bed was toward the front of the boat. On the bed was his beautiful wife. Brooke was laying on the bed with her head toward the headboard. Her thighs were spread as wide as he had ever seen; her legs wrapped around a pair of coal black thighs. Attached to the black thighs was a young, tight coal black ass. The black ass was pistoning up and down like a mechanized device. Underneath the coal black ass was a slightly lighter penis. The fucking thing looked like it was as wide as Brooke's forearm and damn near as long. Seemingly mesmerized by the black cock burrowing itself in and out of Brooke's cunt, Jim temporarily ceased to hear Brooke continuing her chant of "ohmygod...ohmygod...fuck me, fuck me, fuck me" Judging by the heavy cream build up on the black Louisville Slugger pushing in and out of Brooke, she was heavily lubricated or this was past round number one between them. Judging by the consistency of the cream, Jim guessed it was a combination of both.

Carefully, Jim pulled his head out of the doorway, heading back through the cabin to the companionway stairs. He quietly climbed the stairs, ending up outside on the back deck of the boat. Jim reached down into the water, banging his tethered BCD against the boat's hull. He then made a racket hauling the tank and BCD up on to the deck. Approaching the companionway door again, Jim yelled "I'm back babe, everything okay?"

Hearing the husband's voice and clambering on the deck, Jimmy stopped pushed his black auger into Brooke's tight pussy. Still laying on top of her, the enormous cock buried to the hilt, he asked "what do you want to do now lady?"

Not missing a beat, Brooke yelled "come down here, I've got something to show you." Like they were dancing horizontally, Brooke told Jimmy, "quick, move with me." Together they shifted 45 degrees to the left. This new position had the couple perpendicular to the traditional head and foot of the bed. Brooke scooted up so her head was hanging off the side of the bed. The top of her head pointed directly to the floor and her mouth was positioned perfectly facing the port side hull. "Get up on your knees and slowly push that black rod in and out of my pussy. Make sure he can see you splitting me open."