Chapter 4

After leaving Karen and Sean, I made my way home and dug into schoolwork, including making a deal with a professor to turn in a project early. Once more, I was heading out of town. Unlike Alyssa, “Elaine” and “Boyd” sent me a plane ticket, and I started my journey to meet them. After a brief layover in Miami, I headed across the Caribbean.

A former European colony, the island they’d selected, hosted a lot of tourists. As such, I blended right in, gliding through the airport in loose putty-colored cotton trousers. My untucked button-down ivory shirt flapped around me in the warm ocean breeze as I strode to the taxi stand. A short drive later, along ever rougher roads lined with dense vegetation, found me standing before the address Boyd had provided.

It was a single-story villa. The typical island home’s faded blue-painted wooden slat shutters were propped outwards from the blindingly white stucco walls. The shutters shaded the narrow windows against the intense sunlight speckling through the swaying palms surrounding the modest structure. They liked to keep things low key while with me. Hence, we were on the windward side of the island, away from the main tourist areas, yet close enough to a little village.

The sound of the pounding surf wandered up from further along the well-rutted road. Lined on one side by a low white coral rock wall, the winding single-lane asphalt strip led downwards to the town and the nearest beach access. The other side of the sand-strewn gray trail crumbled into the scrubby underbrush beneath tall trees that provided mottled shade. A smile slid onto my lips; we’d trudged the narrow chalky limestone foot trail that counted as its sidewalk many times over the years.

At the base of the small hill, was nestled the nearest cluster of buildings; basically a handful of restaurants, dive bars, and dance spots that catered to an eclectic mix of in-the-know visitors like us. And locals, some dodgy, others just looking for a good time—or a good tip, or both, from said visitors.

After a long inhale of the ocean air, with hints of bananas and other wild fruits, I hefted my bag to my shoulder and headed for the front door. No sooner had my knuckles rapped on the blue-painted wood than Boyd tugged it wide. A beaming smile appeared as he waved me inside.

Looking every single one of his forty-plus years, his hair prematurely graying and thinning, Boyd was normally a hard-driving, hard-nosed mastermind in state politics. Since his election almost a decade before, he already had that too much of everything look about him. Too much paunch for sure since he’d little to no time for the exercise and healthier living he used to enjoy. But he was still a jovial fellow once you got him away from business. And, here, he was as far away from state concerns as you could get.

“Hiya Tommy! Great to see you.” Dressed in a ballooning red-orange Hawaiian shirt and large blue cargo shorts, he placed his hand in mine while lifting the bag from my shoulder. “Drinks are on the table. Help yourself. I’ll, uh...” His eyes went to the closed bedroom door before returning to me. “She’s, uh, still getting ready—for you. So, I’ll, um, put this over here, okay?”

As he lowered my pack against a wall of the main room, I nodded and lifted one of the three half-full glasses. My nose twitched; that was excellent brandy. Glossy deep-brown tiled floor ran from the small kitchenette on one side of the main area to a set of open, dark-wooden, shuttered doors. Outside the kitchen was the small round dark mahogany table and four chairs where I stood. Straight ahead was the sole bedroom. With a grin, Boyd walked further into the main room towards a pair of overstuffed armchairs. They flanked a comfortable leather couch before a solid-looking dark-wood coffee table. A long sideboard cum wet bar, topped by a high end, large TV lined one wall.

Beyond the open shuttered doors was a good-sized pool amidst a white concrete deck littered with wooden chaise loungers, tables with umbrellas, and a built-in, coral-faced grill. In the distance, the ocean filled the vista to the horizon. Small but exceedingly well situated; low key, yes, but it wasn’t cheap.

Just as I was about to comment, the bedroom door opened and air hissed from my lips as my heart sped. Okay, not sped like with Karen, but, geez, for an older woman, Elaine was ... Well, if you didn’t inspect her driver’s license, you’d have no idea she was in her forties. She appeared half that. With long straight honey blonde hair swaying along her bare back, the tiny, toned woman clicked out atop white, heeled sandals.

As Boyd chuckled into his glass, I swept from her glinting hazel eyes to scan her strikingly appealing face. A hint of make-up highlighted her well-defined jaw and high cheekbones. My smile widened as I wandered his wife’s lithe frame, barely covered by a mid-thigh length, halter-style, yellow and white flower-print sundress. Backless, in the front, the straps plunged, barely covering her jiggling cones, to her slim waist.

“Oh, Tommy. She’s missed you something awful,” he said as we both watched her clack to him, pull his drink free, and take a lengthy gulp. After running her yellow painted nails along her husband’s cheek, she walked closer. Her hazel pools blazed at me.

Show time.

No sooner had she stepped close enough, than I swallowed the brandy, dropped the glass to the table and grasped Elaine’s wrist. She bit into her lower lip as I spun her and slapped her back against my chest. After driving a hand under one strap, then the other, I mashed one of her tiny tits with my arm while cupping and squeezing the other. As she arched into me, her pony tail trapped between us, I thrust my other fist under her swaying skirt and pushed into her panties.

Freshly shaven, her silken skin raced under my diving fingers until I straddled her hard nib; my fingertips curled upwards pulling a whimper from Elaine as her head raised to mine. When I pressed into her, dribbles slithered down my seeking fingers.

“Yep, she’s missed me. Haven’t you, Elaine?”

Rather than speak, she lurched upwards on her tiptoes to push her lips against mine. Her little pointed tongue, seeking, twisting and plunging, found mine. Now cupped beneath her, my hand pumped into her sloppy folds as my other fingertips pulled, rolled, and squeezed a spiky nipple stem. When his wife’s trembling fingers lifted her swaying hem to give him a view of my pulsing palm in her taut undies, Boyd sucked in air.

In almost no time, Elaine bucked and slipped against me as her muffled cries filled our mouths. Slippery warmth from her spasming insides flowed over my palm. I hadn’t placed one finger inside her—yet. They liked the slow burn.

Even as she gasped when I pulled my lips from hers, I looked at Boyd and grinned.

Rip!

His eyes tracked the sodden ball of lace after I tore it from his wife’s shaking pelvis and tossed it to land in a pile beside the bedroom doorway.

“She won’t be needing those anymore,” I said before staring down into his wife’s open-mouthed stare. “Will you, my little toy,” As I spoke, I pressed inwards, to the very gate of her tightness.

“No ... No, Tommy.”

With a grin, I pried her curled nails from her hem and sucked on my fingertips while her skirt fluttered back down. After taking her by the waist, I headed for the door.

“Let the fun begin,” I said. Elaine mashed against me, heels clacking over the shiny dark tiles.

Boyd dashed ahead to tug the door open before following us into the afternoon sunshine.

As Elaine and I, trailed by her husband, descended the dusty path beside the road, my nostrils flared with the aroma of flowers, both the natural ones surrounding us and the ones in Elaine’s perfume. Whenever a humid gust covered me in her drifting golden strands, the stronger scent of fruity shampoo tickled my nose. Each puff of air also sent her halter straps flapping open, tempting me with glimpses of her firm tits and the sharp points atop them.

As usual, it wasn’t long before she slid fingers into my trousers to tug along my swollen shaft.

“Tommy, please.” Her hot breath skimmed along my neck as her fist stroked me. “I did so miss you. Please.”

When I glanced down at her, she tried to surge upwards to catch my mouth, but I laughed as I pulled away. Not amused, her lips pursed and her hand squeezed—tight; I jolted as I sucked in air.

“Please, Tommy.” Elaine’s hand once more started moving.

Approaching a gentle bend seawards, we were almost there. After pulling her closer, I slipped my palm under her dress, over the silken curve of her thigh and into her moist heat. Her lips flew apart as I stroked her smooth petals in time with her pumping fingers. While walking awkwardly with my hand between her legs and shaking as I caressed her, Elaine’s teeth clenched until she dropped her head to my chest.

Behind us, the soft trudging footsteps of her husband stumbled as Boyd emitted ever faster breaths. Tremors skidded through his wife when the little alcove hove into view. Consisting of a stone bench on a wide tongue of land jutting from the roadside, the scenic overlook was shaded by tall, swaying trees. The same waist high coral rock wall encircled the area and breaks in the brush provided a magnificent vista of the white-tipped waves.

Headed down to the village, a truck roared past as I led Elaine from the trail. After passing the bench, I walked her closer until her hands flew forward to grip the top of the rough stone wall. Her frame swayed as Boyd settled on the stone slab behind us. Yeh, we’d done this before.

“What do you want me to do, Elaine?”

“Fuck me, Tommy! Please, fuck me.”

From the bench, Boyd’s chuckle merged with my laughter before getting drowned out by the sputtering motor of a small red sun-bleached Citroen trundling uphill. After catching sight of us, its pathetic little horn tooted. With a grin, I ignored it and flipped Elaine’s flowery hem upwards. Fingers clenching and yellow nails scratching the white rock, Elaine paid the battered car no mind either. She’d been waiting for this moment since last winter. Poor thing. As quivers slipped over her bare back, Elaine spread her legs wider. Another soft, salt-tinged breeze carried the pungent, syrupy aroma of her need; my smile widened as I inhaled.

As soon as I lowered my fingers to her hip, air flew from her lips. Eyes wide, she whipped her head to stare over her shaking shoulder at me through her wind-driven tresses. Poor horny thing. Still clothed, I placed my other hand on her and rocked forward, running my cotton-trapped staff between her trembling ass cheeks.

“Please, Tommy. For God’s sake ... stop—”

“You hear that, Boyd. Your beautiful bride wants me to stop.”

As he laughed, I let out a chuckle, but her shrill cry cut us off.

“Stop teasing me! Damnit, Tommy! You bastard. Fuck me ... Please!”

Eyes desperate, she was still swaying back into me when I yanked down my trousers, grabbed my shaft and lurched forward. My head, after pushing aside her petals, found the tight little slick hole it knew so well, and drove deep. She was so wet. And tight. And alive. With a scream, Elaine arched upwards, her fists clawing at the rock as her butt pushed into me.

“Now, there’s that tight pussy I love so much.” While clasping her hips, I grunted as I thrust.

“It’s not tight ... God, almighty! Tommy—oh, fuck!” The wind kicked up her skirt and blew her hair along her shivering back, as she tried and failed to look at me over her shoulder, before adding while once again arching skyward. “You’re just so fucking—huge. He’s enormous, honey.”

A blowing gust buried Boyd’s muttered reply as I continued my plunge into the yielding tightness within his wife’s shuddering frame. While swaying her shaking butt towards me, the heels of her sandals scratched lines in the chalky dust. With ever faster motions, I plowed the quivering little woman until the rapid slapping of our bodies at last echoed across the stone-enclosed alcove.

“Oh, God! Honey, he’s ... I’m going to—” Elaine’s voice became a scream. With her frame twisting in my grip, her head whipped from side to side while her insides undulated along my speeding shaft.

After tightening my grip, I spared a glance at Boyd. Eyes wide, his face had paled as he watched his rocking wife; his shorts pitched tight over his crotch. Yeh, he was still enjoying this. However, no matter how many times we did this, I always checked. Sometimes things could change with a client. But, with Boyd and Elaine—not then. Not yet.

When Elaine’s fingers slipped and she lurched forward, I ripped her upright and slapped her squirming frame against my chest. On the toes of her sandals, she bounced, crying out as warm wetness pulsated from her to spatter at our feet.

“Tommy! You—you’re fucking amazing!”

Yeh, I get that a lot. After shifting to avoid her swaying hair, I slid both hands under her halter to crush her little boobs. My fingers found and squeezed her stems. That was it. Overloaded, the little nymph—shorted out. Elaine froze, mouth wide as she drifted to face me. Eyes wide and unfocused, her pussy pulsed along me while she wobbled on her toes.

“Make me come...” I said as I let the smile on my face broaden. Her eyes slid back to the world while she waited for the next word. Her word. “Toy.”

With that, she wailed at the sky. Her walls pummeled my shaft as her torquing little body bucked into me. Wave after wave of jetting fluids sputtered free of her to spray muddy dirt around our ankles. That single word marked her official status with me over the next ... Well, however many days I spent with them. My plaything. Not her husband’s.