A Randy Retirement Pt. 12: Merry

Merry's eyes and hair were even wilder than before. Drool had escaped from her mouth and she exhibited the signs of a woman unfulfilled and in need. She whispered to him, "Please."

He unclipped her ankles and brought straps down to suspend her knees up and out so that she was supported by three points, each knee and the wrists that were bound together. By suspending her this way, Merry now had a slightly backward lean. Randy looked between her legs and saw that her pink pussy was still open, with both the inner and outer labium glistening and red. He reached out to her and pinched both nipples hard and held them while she howled and then pushed inside her with his rock-hard cock.

Those brown eyes rolled back as he let go of her nipples and began to fuck her, her head lolling back and forth with his strokes. Her face contorted and she continuously made the small little "o" with her mouth as she alternated looking down at his cock going inside her and the determination on his face.

When he had worked the entire length inside her, the small "o" turned into a larger and wider "O" and she stared at him as she tried to pull herself off his dick by her arms. Holding her hips, Randy slammed her back down on it and she howled as he continued to work her toward oblivion.

For Merry, this was too much, too soon and too rough. Still, she did not want it to end. She felt her body give in and yearn for that of which she had no concept, yet wanted still. With no conscious direction from her, and on its own, she realized her body was fucking him back, that it was fervently going after what it craved, what it needed, what it had to have.

Eventually he saw this too. That her petite body, instead of trying to pull itself off his cock, was instead using her bonds to work her pussy on his cock's entire length. It was after several minutes of this unrestrained exertion that the taps opened and her orgasm flowed freely with a wail of desire.

Randy watched her buck and smiled in satisfaction when she did indeed wiggle on his cock as she came, her body undulating on his length. It was even better than he had fantasized. She cried out in garbled sounds and Randy thought she was speaking to him in Cherokee, but decided that it was just incoherent mumbo-jumbo.

When her mouth formed the big 'O' again and her pussy clamped down on his dick for another orgasm, he came himself and shot a massive amount of cum inside her. He stopped his pounding with his dick still inside. He could swear that he felt her heart beating furiously through his cock. Merry was panting in her bonds, out of it and he withdrew and watched the cum ooze from her still pulsating and gaping pussy and then drip to the floor.

He let her down from her bondage and they rested on a mat on the floor after he had retrieved her water. There was not much conversation and Randy wondered what the emotions were that ran through her mind. Was she embarrassed? Confused? Sated? Regretful? He caught her eyeing his still hard cock and he flexed it, making it wave in the air as he sat on his ass with his arms behind him for support.

She laughed before taking another swallow of the water and eyed his body. He was tanned and fit, with no visible excess and she wondered how he did it at his age.

"What?" he asked her.

"Nothing. I just never knew a dick could do that until just then. Of course, there are a lot of things I didn't know a dick could do until today."

"Wanna go again?" he asked hopefully.

She paused a moment and contemplated the water bottle, then screwed the cap back on it.

"What did you mean when you said I tasted like Sprite?"

Randy chuckled. "Caught that, did you? Your pussy tasted sweet and fresh, that's all. Sprite was just the first thing that came to me."

"Oh," and she paused before speaking again, "Yes I wanna go again, but this time can we do it without me being tied up?"

"As you wish, madam," and he helped her to her feet. She did not walk with the same gait as he pointed her toward the little room with the small brass bed.

Arriving there, she turned to him and placed her hands on his shoulders as they began to kiss. To his surprise she began to twirl her tongue around his and they spent several minutes dueling with their mouths before he lifted her by the ass and tossed her onto the bed. Merry spun in mid-air and landed on all fours and Randy grabbed a bottle of lube before he crawled after her, grabbing her ankles and positioning her for doggy.

Without being told, she spread her knees and put her cheek to the sheets between her outstretched hands. He squirted a dollop of the lube on her ass crack and then used several fingers to spread it into her pussy, eliciting little sighs of pleasure.

When he paused to bring his cock closer to her, she started to finger herself, bringing her right hand to her snatch and diving in deeply. He smiled at the lustful creature that was now displayed before him and pushed the head of his cock past the entrance of her pussy as she removed her hand.

As he stretched her once again, Merry arched her back and her head came up. There was a mirror there, but she was unseeing as the pleasure waves broke over her, but Randy was empowered by the view of the grimace on her face. The little 'o' was trapped in a snarl and her eyes emitted her need over flared nostrils.

"Unnhhhh, fucckkk. Unnhhh, sooo biiggg, unnhhh fucckk meee!"

Surprised that she had used the word, he granted her desire by grabbing her hips and eventually he worked his cock inside the tiny woman again. At first, she squealed with every stroke, but as she became accustomed to it, she began to let out soulful moans of pleasure in between bouts of intense concentration. Then she started fucking him back.

Smiling, he put a thumb in her ass. Merry did not slow down, but craned her head up and let out with a howl. He could not tell if it were in pleasure or pain, but she continued to work her pussy back to meet his thrusts and this brought his thumb completely inside her asshole. He used it like a handhold to fuck her and asked if she would like him to fuck her ass during one of her quiet moments of concentration.

It took a second before his question registered in Merry's hormone filled brain. She rose on her hands and looked back at him with a quizzical face.

"Huh?"

"Your ass Merry. Would you let me fuck you in the ass?"

It took another second or two, but she again began to work her hips back into him in a steady rhythm and proceeded to blow his mind when she growled through gritted teeth, "I'm saving that for my fiancé on our wedding night."

Randy slowed but did not stop as Merry continued fucking him. Many thoughts flooded his brain as he let her continue to back herself onto him.

'Fiancé? Well damn.'

'I didn't see no ring. How'd I miss that?'

'So, she's planned to save anal for her honeymoon huh, little Miss Innocent my ass.'

'Oh, well, no need to quit now, my dick's already in her.'

And he picked his own pace back up; the fact that she was engaged and didn't wear a ring spurring him to pound her harder. He watched as her pussy lips distorted to the strokes of his cock going in and out of her once tight hole.

Merry began to cry out louder, more often and more incoherently. He became captivated seeing her toned little body as it surrendered to his dick and when her orgasm came it brought a chill down his spine as once again she wiggled. In doing so, she impaled herself completely on his entire ten inches and came loudly; grunting out a guttural "Ohhhh, yessss" and then she went silent and motionless.

Randy hadn't gotten to cum in her again and waited to see if she would pick back up so he could, but she was limp on his cock. He withdrew and walked on his knees to her head. When he pulled her upright, she moved in slow motion and slapped slowly on the mattress with the palms of her hands as if in a stupor. He looked in her eyes and could tell she was off to la-la land.

"Well, I'll be damned, she's dick drunk." This was remarkably like the la petite mort that he had seen in an earlier conquest of his from decades ago. Figuring that she had had enough, and that the tryst was over, he picked her up and carried her to the guest bathroom. Along the way she mumbled incessantly to him about how big his cock was and how hard she had cum and it was all he could do not to laugh out loud.

He propped her into a corner of the shower and used a forearm to keep her upright as he started the water and regulated the temperature. He then put her back to his chest and held her there as the water flowed over them both. When she began to return to the land of the conscious and could stand again, albeit on wobbly legs, he began to finger her pussy and then to draw little circles on her asshole at the same time.

Merry picked back up with her moaning as he worked both her lower holes in concert. Randy inserted a finger into her ass up to the third knuckle and she squirmed and moaned some more. When she did not resist, he inserted a second finger and began to widen her anal cavity and her moans came faster. It was then that she involuntarily reached out to touch the anal nozzle.

'Nothing ventured, nothing gained,' he thought.

Randy asked her again, "Do you want me to fuck your ass?"

The cameras were still rolling and yes, there were cameras in the shower as Merry silently nodded yes.

"I'm going to need to hear you say it," he told her as he thought she might still be dick drunk.

She turned her head to him over her shoulder and with a sultry voice told him, "I want your big ass cock in my little ass hole."

Randy almost melted, but told her, "Wait right here, I'll be right back," and he hurried to the playroom and grabbed a pair of handcuffs on a six-inch chain. When he returned, she had worked two of her own fingers inside her ass and was holding the anal attachment and looking for a way to make the water flow from it.

Taking hold of both her wrists, he handcuffed her to a hook bolted just below the shower head, forcing her on tiptoe. He took the attachment, switched the water to it and cleaned her out until the water ran clear and down the drain. He used the force of the water to herd all the excrement toward the drain before replacing the nozzle and turning the shower back on. Then he grabbed a bottle of lube from the rack and prepared her asshole for what was to come.

With his hands, Randy arched her back and Merry's pert ass stuck out to greet his cock. He lined her up and began to press inside. If she had still been drunk from his cock, she sobered up quickly, turning her head toward him with the mouth open again and howling. It was when she pressed her ass back to him that he knew to continue.

Merry was in pain and felt as if the head of the dick trying to invade her ass would surely tear her, but she was determined to see this through. She had not a clue as to why, her body just told her that this was something that she needed to do, and she moved herself back into him further. The anticipation of it inside her was almost too much as the pressure built on her rectal muscles and when the crown of his cock popped into her asshole she almost passed out. When she had recovered, she felt his cock deep inside her ass and Randy was picking up the pace. She was grateful for the lube.

Randy had just over half of his cock inside Merry's ass and railed her as the water cascaded down upon them. He relished the view of her ass cheeks as they moved with the tempo of his strokes. When he had first gotten his dick inside her she had grown quiet, but now as he picked up the pace and, slowly but surely, worked in the last few inches, she had started fucking him back again and moaning loudly.

He watched the water run down her long wet hair and across her skin and was emboldened by the sight.

Reaching down and grabbing the underside of her thighs with each hand, he lifted Merry up and leaned her back to his chest. Automatically her arms reached up and back to clasp his neck for support and the final few inches sunk home. She turned her head to look at him with the biggest 'O' yet and her eyes were windows to her wonderment. He wondered if she was thinking, 'How does that thing fit?'

In this standing anal position, it did not take long before she wiggled again on his dick when he came in her ass and it was all he could do not to drop her, but his cock was solid. It reminded him of spearfishing, when the fish still wiggled as you pulled it from the water, but the spear remained steadfast and unmoved. The only intelligible word she uttered was "Damn!"

*

Afterward, he retrieved her clothes and offered for her to spend the night, but she declined.

He had put on some shorts and a shirt when he got her stuff, so he watched her as she dressed, and they talked.

"That was a nice little bombshell you dropped about being engaged," he told her.

"It seemed to spur you on I noticed," and she smiled wickedly at him.

"Even so, I wish you had worn your ring. I don't make a habit of fucking women who are attached."

"It's a one-time shot, like a comet passing, remember? Don't worry about it, I'm not. No one will ever know but us," and she shrugged as she finished putting on her jewelry. She looked in the mirror and replaced the clips in her wet hair and asked him nonchalantly, "Are you sure you don't want to sell the house?"

Randy paused and then smiled.

"Did you do this because you thought I would sell afterward?"

Merry hesitated a moment and then decided that the truth would suffice, "I turned around when you called me back because the thought crossed over my mind, but then I saw your dick and I just had to know what it felt like."

"You ever fucked someone to make a sale?"

"No, but I've considered it. But in the end, I wouldn't ever do it because I love Ben."

"Ben's your fiancé?"

"Yes."

"He's a lucky man in many respects, most of them he probably doesn't even know about yet."

Merry smiled at him.

He walked to her saying, "Looks I totally misread you. Here I thought you were this sweet, petite, innocent young lady."

Merry smirked.

She had finished dressing and he led her downstairs in silence. As they approached the door, he handed her a small white box.

"What's this? And when did you have time to get it?"

"I picked it up when I went to get your stuff. It's a little something to remember the day."

With her binder held tight to her side by an arm, she opened the box and read the inscription on the antique looking, round necklace. Inscribed on it were the words "Once upon a time..."

As she stared at it, Randy added, "Because once upon a time you spent an evening being a slut. Wear it if you ever decide to come back for a second go-round."

Merry took the necklace from the box and had him put it on her. As he finished, she checked it's look in the entryway mirror and then turned to him and replied, "I don't think there will be a return engagement. I can't handle all your debauchery," and she mock sniffed at him.

He appreciated the sarcasm.

"But you had a good time?" he asked.

She gave him a smile with a lewd gleam to it as she winked at him and then walked stiffly to her car.

Randy closed the door and dialed up Halley. It was time to admit that he'd just had his one miscalculation for the year.