Page 57 of Sailor's Delight

Finally, Jenn brought her hands slowly around the back, letting her fingernails drag lightly over the skin above his boxers. She hooked her thumbs beneath the hem and drew them down, cupping his cheeks with her hands in the process. The back pulled down, but the front got hung up, as she knew it would. The back of the boxers hooked beneath his bum; she danced her fingers across his flesh to address the hang up.

The strength of Trey’s erection held the boxers straight out and tight against his hips. Jenn allowed herself the teasing luxury of circling her fingers around Trey still inside his boxers. She let her hand drift, not rubbing, simply tracing its outline beneath the fabric. Trey groaned audibly.

“Oh, please!” he whispered.

“Shhh!” Jenn hushed. “I didn’t say you could speak.”

Trey didn’t say anything more, but beneath her hands, she could feel him trembling with anticipation. She placed both hands on his bare belly then slowly ran them both down, beneath the boxers, until she cupped his base in both hands. She slid them both slowly and lightly up his shaft, freeing him from the boxers. She let him go, guiding the boxers down over his hips and onto the floor. Trey didn’t move, obediently waiting for whatever came next.

With Trey now completely naked, Jenn wrapped her arms around him and pressed herself, cheek to calf, against him in the dark, letting him feel her and feeling him in turn. The warmth of his back pressed against her chest, pushing her tits apart. She wiggled slightly to adjust them to a more comfortable position, then stilled. His perpetually cold ass cheeks pressed against the warm skin of her belly and thighs, and she smiled at the chance to warm him. Their thighs and legs pressed together,warm and already slightly damp with sweat in the dark. She held him, his hands still on the wall, her cheek pressed to his shoulder, and let their breathing synchronize and deepen. She could feel his heartbeat faintly against her chest, hammering behind his ribs.

She held him that way for another several seconds, long enough that she could feel some of the tension leave his body, simply enjoying the closeness and intimacy that they’d been missing for the last several months.

After several more seconds, when he audibly relaxed with a long, steady sigh, Jenn made her move.

She let go of him and darted in front of him, ducking beneath his arm in the dark, and squatted before him, ass resting on her heels, her back against the wall. She ran a hand up the inside of his leg and found him in the dark, still warm, still full, but not quite hard.

We can change that, she thought.

She opened her mouth and slid as much of his bouncy length into her mouth as would fit, pushing toward him until she felt the warm tip touch the back of her throat. She gagged slightly despite her best efforts, and she heard Trey gasp sharply as her throat muscles constricted around his cock.

She slid backward across his shaft, nothing but her lips touching the sensitive skin of his shaft, the mushroom head, the tip of his penis.

She started moving her head slowly back and forth, sliding up and down the length of him, which continued to grow as he responded to her attention, the warmth and wetness of her mouth.

She continued until she felt Trey start making small thrusting movements of his own back and forth, his own reactive attempts to drive more, faster, deeper. She pulled back off of him with a slurp, then stood up between his arms and wrapped her own arms around his chest, pressing her breasts to him and searching for his lips in the dark. He bent to kiss her, his mouth hungry and warm.

To her surprise, his hands stayed obediently on the wall in front of him, waiting for her instruction to do otherwise. It was time to reward his patience.

Jenn pulled back from him and took one of his hands from the wall in the dark. She said nothing, simply led him through the dark toward the only source of light in the room: the faint moonlight that came in through the sliding glass door to the balcony.

She undid the latch and slid it slowly open, the sea breeze whistling across the opening at first, then helping push the door the rest of the way open.

Jenn led Trey onto the balcony, which was dark, as were the adjoining ones. It must have been early enough in the evening that most cruisers were at dinner or other pursuits, leaving them with the glorious illusion of being completely alone, the ocean stretching away in front of them endlessly, the moon casting dancing ripples of light across its surface.

Jenn shivered against the cool breeze. She dropped Trey’s hand, went to the rail, and bent down, resting her hands and forehead on the rail second from the top. She turned to look back at Trey, smiling though he couldn’t see it, and wiggled her ass at him.

“Come fuck me,” she whispered.

Trey needed no second invitation. He closed the distance between them, slid one gentle hand between her legs to feel for her opening, and used the other to direct himself in. There was a bit of resistance at first, but he slid a fingertip inside her to wet it, then used her own wet to ease his entry. He slid the rest of the way inside her without difficulty, causing them both to gasp together.

Both his hands went to her ass, pressing the skin, gripping the bones at her hips as he thrust slowly, steadily, and deeply into her. She felt him bump against the end of her and winced slightly.

“Am I hurting you?” he asked quietly.

“No. Keep going,” she whispered back.

He obeyed, his thrusts even, consistent, and controlled. She knew it felt good for him: she could hear it in the low hum in his chest. She knew he was enjoying the sensation of simply being inside her, sliding through her, becoming part of her. She gave it to him readily, eagerly, even. She sighed, her breath coming out in staggered puffs with each thrust of his hips.

She knew, at this pace, he could last for hours, if needed. It felt good but wasn’t enough to take him to and over the edge of orgasm. She gave him another several minutes of breaths, of steady pushes and the rhythmic sound of clapping thighs on cheeks, before she stood, forcing him out of her.

Again, she didn’t say anything, simply led him inside and to the bed. She knew he could wait for hours, but she couldn’t. Jenn left Trey at the door and felt her way to the bed, where she flicked on a single bedside lamp.

She pointed to the bed. “Lie down.”

Trey did so without question, trusting her completely.

Jenn walked to her closet and lifted the lid to her second small piece of luggage, fingers searching through its contents. She deftly picked out several objects, creating a small stack against her naked belly. When she had what she wanted, she returned to the bed, depositing her collection.