“Gladly,” Rebecca said. “Why don’t you take off that bathrobe and get onto the bed for me? All fours, if you please.”
Joe nodded, letting his bathrobe slip from his shoulders and puddle to the floor. His outfit from earlier had left little to the imagination. Still, Rebecca enjoyed his body: taunt, wiry. He would be fun to play with. Obeying her instructions, he climbed onto the large, king-sized bed near the center of his suite and got onto his hands and knees.
“Good,” Rebecca said as she set down her bag of tools next to him. “Now, I need you to look forward. No peeking, at all. Got it?”
“Yes, Mistress,” Joe said, gripping the sheets beneath his hands.
Rebecca opened up her bag and looked down at all of the tools that she had collected over her time at the resort. Various dildos, butt plugs, lubricants, oils, lotions, and a trusty strap on harness . Everything that she would need when she had a little more personal time with guests.
“Since this is your first time,” Rebecca said. “I’m not going to go too rough on you. What’s the biggest thing you’ve taken inside of yourself yet?”
“Just my middle finger,” Joe said, keeping his eyes straight ahead. “I bought a six-inch toy but it hurt too much when I tried to push it in, no matter how much lubricant I used.”
“You probably went too wide,” Rebecca said as she picked out a bottle of lubricant from the bag. “Classic rookie mistake. Now, I need you to start breathing nice and easy for me. In through your nose, out through your mouth. It will help relax you. I’m going to lube you up and use my little finger to work you open, okay?”
Joe nodded, not looking back as he had been told. Rebecca smiled, opening up the bottle and putting a dollop of lube right at the apex of Joe’s crack. She watched as the oily liquid ran down the cleft between his cheeks, coating his puckered hole. He shivered as the lube ran down. Rebecca took her short finger and pressed just the tip against his hole before starting to encircle it slowly. Joe let out a soft gasp of pleasure, his hips already trembling.
“Focus on our breathing,” She insisted. “And relax. I’ve done this more times than I could count on both hands and my toes.” She giggled.
He nodded, still slowly taking in and exhaling breaths. His grip relaxed on the bedsheets. Rebecca kept her finger swirling slowly around his back door, rubbing at that puckered muscle slowly. She could feel the warmth coming off of his body and slowly feeling him relax under her hand. The tip of her pinky finger pressed against his hole once more. But instead of teasing it again, she began to apply pressure. Joe let out a soft groan as her finger pushed past the tight, tight muscle of his asshole and into him properly.
“Good,” She purred, licking her lips. “You’re doing great, sweetie.”
Joe groaned out softly. His head began to tilt back towards Rebecca. She wouldn’t allow that. Her hand came down hard onto his ass, drawing a loud yelp from his lips that was certainly heard in the next room.
“I said not to look back,” Rebecca said, her voice even and steady as he drove her pinky finger deep inside of Joe, all the way to the knuckle.
He moaned, his forehead now resting on the sheets as she slid her finger inside of him all of the way. She could almost, almost touch his prostate but not quite yet. He was going to need to open up more before she tried anything like that. Back and forth, she began to saw her finger in and out of his tight back door. More moans and the occasional whimper was pulled from his mouth as he panted. They were all delightful sounds to Rebecca’s ear.
“I’m going to push my ring finger into you and open you up more,” She said softly, laying a kiss onto his lower back. “I need you to keep breathing slowly and stay relaxed.”
Lubricating her ring finger, she began to slide it inside of him as well. Joe let out deep groans as his hole was stretched out further by her fingers. She could see beads of sweat running down his back, his grip tightening on the sheets again. Nice and slowly, she reminded herself. She didn’t want to scare him or hurt him. Once her ring finger had joined her pinky, she began to pump both of them together. The moans coming out of Joe were sweeter as he took them without much trouble. Rocking her fingers back and forth, pumping them slowly, she kissed his lower back again.
“That’s a good butt slut,” She whispered against his skin. “You’re almost ready for one of my toys.”
He nodded, panting like he had been a part of her running group that morning. Reaching into her bag, she removed a narrow, curved, four-inch pink plastic toy. Once this was inside of him, he was going to lose his mind. Keeping her fingers pumping in and out of him, she lubricated the toy with her free hand.
“Alright,” She said softly to him. “I’ve got one of my favorites ready for you. Close your eyes and start counting out loud. When you hit ten, I’m going to push it inside of you.”
Joe nodded and began to count. Sliding her fingers out from his hole, she picked up the toy in her right hand. With her left hand, slick with lubricant, she wrapped it around his cock. His voice hitched at ‘six’ and she teased the tip of the toy against his prepared ass. As he counted closer, she began to apply a light amount of pressure that slowly grew. And as he hit ‘ten’ she slid the toy inside of him and began to stroke his cock.
The effect was instant. As the toy slid inside of him and pressed against his prostate, he came. Her stroking hand held his cock steady as shot after shot of thick, creamy cum was released from the tip of his cock, spraying the bedsheets below his groin. No noise came out from between his lips. Oh, she would have loved to see the look on his face when he came like that. Maybe next time. She pressed the toy against his rim and worked it side to side, making sure it rubbed hard on his prostate. More cum was milked out of his shaft as she kept jerking out every last drop.
“That’s it, slave,” She whispered. “Cum for Mistress.”
And cum he did. Semen leaked from his shaft for nearly a minute after she finished pressing the toy against his prostate and jerking his cock. She watched, enjoying the sight of his body twitching as he rode the aftershocks of his powerful orgasm.
“Holy shit,” Joe managed to mumble as he looked over at Rebecca. “That was amazing, Mistress.”
“You just have to pace yourself when it comes to anal,” She said, wrapping her fingers around the toy once again. “And it’ll bring you an amazing amount of pleasure.”
Carefully, she removed the toy from him and set it aside. She knew that he would not be able to stand up right now and she needed a bath. Heading into the suite’s bathroom, she started up a nice hot bath for the two of them to share. Stripping out of her workout clothes, she came back into the bedroom and helped Joe to his feet.
“Easy now,” She said. “Your legs aren’t going to be able to support your full weight right now. Just lean on me.”
Rebecca helped Joe into the bathroom and carefully lowered him into the hot water filling up the tub. She sat at the edge, letting her feet rest in the waters, sighing out in contentment. It took a few minutes of the hot water soak before Joe seemed to be able to collect himself.
“I’ve never had an orgasm like that before,” He said, splashing some water into his face.
“Well, now you know how to have them all the time,” She said. “But you’ll never forget your first.”
He smiled up at her. “How can I repay you?”
She shook her head. “It’s all part of the job. Just leave a good review for me when you’re checking out.”
Joe shook his head. “No, I mean there has to be something you’d like from me.”
Rebecca grinned. “Well…” She spread her legs. “Why don’t you come between my legs and put that cute mouth of yours to work?”
“Gladly,” Joe said as he shuffled over to her, kneeling between her legs.
As his mouth descended on her sex, Rebecca let out a deep moan. His tongue went right for her clit and was circling it slowly with just the tip. She could tell that this was going to feel amazing. Grinning ear to ear,
she closed her eyes. Reaching down, she ran her fingers through Joe’s hair as his tongue serviced her sex. He licked up and down, exploring her and moaning into her. His arms came up, wrapping around her hips to help hold her steady.
Rebecca let herself be taken away by the pleasure that she felt. Squeezing his head between her thighs, she panted softly.
“Yeah,” She moaned. “That’s it. Lick it, slave. Pay me back for giving you an anal orgasm that you won’t ever forget!”
Joe’s tongue began to work at her harder, his fingers digging into her hips. Rebecca swiftly felt her first orgasm approaching and she knew that it was going to be one of many by Joe’s mouth.
Life was good, working at the Femina Domina Resort. Life was good.
The Femina Domina Resort 2 Page 2