The Cuck Chronicles Chapter 7: My Fiancée blows a Boat Captain on Spring Break [Cuck Perspective] [Oral] [Fiction]

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The last day of our Spring Break trip Liliana was dying to go on one of those dolphin watching cruises. Since we were flying back to the cold northeast the next day, we decided we might as well look for one of those charter boats.

Text here. Visuals inside.
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Hindsight being 20/20, we should’ve planned ahead better. See, most of the bigger, better known boats schedule farther out in advance. When we started looking, all the nice big boats were already going out on the gulf. The only one we could find was this older boat that may have been a retired tuna fishing boat. The captain of the boat was standing on the back, rolling up line or something (don’t kill me…I’m not a fisherman).

Liliana really wanted to see dolphins. She pointed at the boat. The captain wasn’t looking at us, and probably hadn’t noticed us approaching him yet. He was wearing a gray shirt with the sleeves cut off, a pair of red swimming trunks, and a ball cap with the Confederate flag on it that said “Rebel Proud”. He had stubble on both his first and second chin, and a faded tattoo on his upper left arm.

Liliana looked back at me. Her hair was tied up in her characteristic ponytail, oversized sunglasses on her face. She was wearing a white bikini with a white sarong, and the bikini top was perfect in my opinion.

“What do you think?” She asked. “This might be our only option.” I looked at the boat and shrugged.

“I don’t remember when I got my last tetanus shot,” I said. This elicited a firm punch to my shoulder. The smack drew the attention of the boat’s captain. His eyes scanned our faces first, but firmly rested on Liliana’s chest.

“Can I help you two?” He drawled. My normally shy fiancée stepped forward.

“Actually, we’re hoping you can,” she replied. “We’re from out of town, and we’re hoping to see dolphins before going home. Do you offer dolphin watching tours?” The captain barked out a laugh.

“Really?” He asked. Liliana nodded, firmly taking the lead.

“We’ll pay,” she said quickly. He raised an eyebrow looking at her.

“How do you know I’ll accept?” He asked. Liliana glanced back at me for a moment before pushing forward.

“What if I suck your cock?” She asked. The boat captain seemed taken aback. He looked at me quickly, gauging my reaction. When he saw my subtle shrug, he looked back at her and licked his lips.

“Are you serious?” He asked. She popped her tits out of her bikini top, her nipples hard in the Gulf breeze. The boat captain let out a low whistle. “Okay you’ve got yourselves a deal. Come on board.”

I was both in shock and turned on by this turn of events, but I followed Liliana on board dutifully. The captain gestured towards a couple of seats, and within fifteen minutes we were taking off into the gulf.

Liliana kept her tits out of her bikini top as we motored farther away from the shore. As promised, the boat captain found a group of dolphins swimming and jumping above the water. Liliana was excited, bouncing up and down as she watched them swim by. Finally, she turned toward the captain.

“A deal’s a deal,” she said. She dropped to her knees on the boat deck and beckoned him forward. He stepped forward, pulling his swim trunks down. His cock was on the smaller side of average, poking out beneath his belly. Liliana is not a size queen; I myself am about average in size. She reached out, cupping his balls first before stroking his shaft. She looked up at him, her eyes locking with his, and she quickly gobbled up his cock.

He groaned as she bobbed her head up and down on his cock, her nose touching his gut and his balls grazing her chin. Her eyes were closed in concentration.

He reached down with one hand to rub one of her tits, but he just pawed at it like an animal. Liliana put up with it though; it was payment after all.

The boat captain began to groan, and both hands flew to the back of her head, his thick hands running through her hair. He began to bounce her head off his cock, and she kept slurping, kept focusing as he began to thrust his hips into her face. His breathing was ragged as he fucked her face, and all I could do was sit back and watch. The waves rocked the boat back and forth, and the setting sun cast a seductive glow on the whole scene.

“Mmm yes you little slut,” the Captain growled. “Take my cock in your pretty little face.” Liliana did as she was told, her hands holding on to his thick, hairy legs tightly.

It was finally too much for him. His small cock slipped out of her mouth and into his meaty hand. He began pumping his cock and grunting, and within seconds thick milky white ropes of cum were splashing across her perky tits. She was looking up at him, smiling, and she had pressed her tits together for him. He had cum so hard I was afraid he was going to pass out. He dropped back in his Captain’s Chair and fought to catch his breath while he still held his limp cock in his hand. Liliana remained on her knees on the deck of the boat, his thick white cum coating her tits and running down her cleavage.

“How was that?” She asked with a smirk. The captain was still trying to catch his breath, so he could only nod and give her a thumbs up.

As we made our way back to the dock, I figured it must have been a while since he had gotten a blow job. He seemed to recover by the time we were pulling back in. As we got off the dock Liliana, now cleared up, thanked the captain again, and I did again. He returned the gesture, and that was the last we ever heard or saw of him. The next day we checked out of our hotel and we flew home to finish classes and prepare for the last leg of the semester until graduation and until we moved. But that Spring Break had been memorable and very, very relaxing!

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