I Flew My FWB to Hawaii on And In Return, She Drained My Balls Dry Every Single Day

This was around 10 years ago. My FWB and I had been hooking up casually for months and always had fun. Once summer, I had a work conference in Hawaii, and instead of going solo, I offered her the deal: all-expenses-paid trip to paradise, first-class flights, luxury resort on Maui, the works. In exchange? She keeps my balls empty. Completely drained. Every. Single. Day.

She laughed at first, thinking I was joking, but when I showed her the tickets, her eyes lit up like fireworks. "You're serious? What's the catch?" she asked, biting her lip in that way that always gets my cock twitching. "No catch," I said, pulling her close. "Just you, me, and as much cum as you can handle." She shivered against me, her nipples hardening through her thin tank top, and whispered, "Deal."

The flight over was torture in the best way. We were in those lie-flat seats, but privacy screens up, and she wasted no time. Halfway through, she slipped under the blanket, her hand sneaking into my pants. "Gotta start the vacation right," she purred, her fingers wrapping around my throbbing shaft. God, she's got this magic touch, slow strokes at first, teasing the head with her thumb until pre-cum was leaking like a faucet. I had to bite my fist to keep quiet as she jacked me off right there, 30,000 feet up. When I exploded, shooting ropes of hot cum into her palm, she licked it clean with a wicked grin. "First load down," she said. My balls were already aching for more.

We landed in Maui and checked into this oceanfront suite with a private balcony overlooking the crashing waves. The view was insane, but honestly, who cared when she stripped down immediately, her perky tits bouncing free, nipples like ripe berries begging to be sucked. Her ass swayed as she walked to the bed. "Your turn to pay up," I growled, pushing her onto the sheets. I dove between her thighs, lapping at her dripping pussy like a man starved. She was so wet already, her juices coating my tongue, sweet and musky. "Oh god, yes," she moaned, grinding against my face, her clit swelling under my lips. I fingered her deep, curling into that spot that makes her squirt, and sure enough, she came hard, flooding my mouth.

But that was just the appetizer. We fucked like animals that first night. I bent her over the balcony railing, the warm tropical breeze on our skin as I slammed into her from behind. Her tight cunt gripped my cock, milking every inch. "Harder, fuck me harder," she begged, her voice husky with need. I grabbed her hips, pounding relentlessly, my balls slapping against her clit until she screamed my name, her pussy clenching in orgasmic waves. I pulled out just in time, painting her ass with thick, sticky cum. She reached back, scooping some up and sucking her fingers clean. "Mmm, delicious. But I'm not done with you yet."

The next days blurred into a haze of sun, sand, and nonstop sex. Mornings started with her waking me up by deepthroating my morning wood – her lips stretched wide around my cock, throat relaxing to take me all the way. She'd bob her head, slurping and gagging just enough to drive me wild, until I erupted down her throat, feeding her my load like breakfast in bed. Afternoons by the pool? She'd sneak me into a cabana for a quickie, riding me reverse cowgirl so I could watch her ass bounce while she creamed all over my dick. Her moans were muffled by the ocean, but fuck, the way her pussy quivered around me...

One night, we hiked to a secluded waterfall,crystal clear water cascading down rocks, totally private. Sara stripped naked, her body glistening in the mist, and pulled me into the pool. "Fuck me here," she demanded, wrapping her legs around my waist. I thrust into her underwater, the cool liquid contrasting with her scorching heat. She was so slick, so eager, clawing at my back as I pinned her against a rock and railed her senseless. Her tits heaved with every stroke, water splashing around us. When she came, her whole body shook, pussy pulsing like it was trying to suck the soul out of me. I followed seconds later, filling her up with hot cum, watching it leak out into the water.

By the end of the week, we'd christened every inch of that resort. My balls were perpetually drained – she kept her end of the bargain like a champ, swallowing, taking facials, letting me cum inside her dripping folds. But the best part? The way she'd look at me after, eyes hazy with lust, body trembling. "You're insatiable," she'd whisper, already reaching for my cock again.

Honestly one of the best vacations I have ever been on.