A Randy Retirement Pt. 08: Anya

Randy felt his seed building for release and as he continued, he reached around her and pulled down on the chain of the clamps causing her to scream and both of them to cum in unison as he cream-pied her.

He finally relented and withdrew from her cunt. Walking around to face her, he released her nipples from the clamps and tears rolled down her cheeks as she bellowed. He rubbed the sore nubs gently in his fingers to encourage the blood back to them and bent to kiss her. Anya passionately kissed him back and between entanglements of their tongues told him, "That was magnificent."

Moments later he straightened and released her arms from the cuffs and removed her tattered shirt. He looked down at her shorts and boots, covered in her juices from the squirt. "I think I've ruined your clothes."

Anya enveloped herself in his arms and replied while she kissed him intensely, "Who gives a fuck." After a moment she looked down and smiled at him, "I think I have some of my cum inside my boots," and they laughed until she again kissed him.

When she let him come up for air, he told her, "I was worried there when you started crying, but your pussy was too good to stop."

She grasped his face in her hands and brought hers in close, "Those were tears of passion. Yeah, the clamps hurt and your cock is, well, it is a lot to handle, but I was enthralled. Delirious. Enraptured," and she paused for a second. "You got any ice cream?"

Randy laughed and shook his head. They dressed in long, white bathrobes and he retrieved a gallon of butter pecan from the freezer. They ate it out of the cartoon, each with their own spoon, as they sat under the gazebo and watched the effervescence of the moon on the water before going to bed.

*

There was a note on the bed when Anya awoke on Monday morning.

'I've gone for my morning walk on the beach. I'll be back around 11, if you're hungry there's stuff in the frig. Help yourself.'

She rousted herself from the bed and showered, deciding on a whim to use the douche nozzle. When she had finished she dressed in the same purple micro bikini she had worn at the grocery store, sans the cover-up.

She took eggs, ham, onions and peppers and made two omelets, timing it out so that she was sitting outside under the gazebo with two plates and orange juice as Randy walked up from the beach.

He was pleasantly surprised by her cooking skills and they laughed and flirted as they ate; cleaning up and taking the plates inside before returning to the deck and entering the hot tub.

Anya lay back against his chest and his hands roamed her body as they relaxed in the jets of hot water bubbling around them.

Randy ventured a question, not sure if it was appropriate, but plunging ahead anyway. "How'd you get into your line of work?"

Without a hint of embarrassment, Anya related how she had gotten kicked out of an expensive prep school for, and she used air quotes, "indiscriminate sexual activity." Her well-to-do parents had disowned her, leaving her penniless and on the streets of New York. She had managed a waitressing job in an upscale restaurant that catered to Wall Street's finest and they all loved to flirt. Eventually she figured out she could make more money in a night of fucking one of them than a month of bringing them their lunch and she started servicing them and quit the waitress job. Within a year she was making six figures and had a nice apartment in the West Village. She related how it was a decent life for her and how even though she played a sub that she was always in control and she liked that.

She turned then and moved slightly away from him, splashing him as she did. "That is until I met this shyster on the Outer Banks who entranced me with his dick," and she laughed as she spattered him with more water.

Randy rose to meet the challenge, "Entranced huh?" and as he reached her he whipped the bikini top off and wound it around her neck. He used the improvised lasso to pull her to him and kissed her hard on the lips; using the hand that wasn't twisted in her purple top to entice the folds of her vulva. Anya breathed hard into his mouth in rising passion.

"Fu me," was all she could manage around his lips and he rose from the water, pulling her up with the top twisted tightly around her neck. He led her inside to the dining room table, water cascading from their bodies as they went.

Moving chairs out of the way hurriedly, he pushed her face down on the table and told her, "Don't move," before heading briefly to his bedroom and returning with two bundles of green climber's rope.

Working quickly, he removed her bikini bottom and tied her ankles wide to two legs of the sturdy table and then stretched her body out across the table making her rise on her tiptoes before tying her wrists to the two far legs.

He had also brought a bottle of lube and she moaned to him, "Hurry Randy, I need your cock."

As he brushed the wet hair from the side of her upturned face she smiled and then he spanked her hard on the nearest ass cheek.

Anya jumped in her bonds, "Ow!" and he repeated himself on the furthest cheek, again eliciting a cry of sudden pain. By the time he had reached a half dozen smacks of her ass, Anya had turned her face to the tabletop and rested her forehead on it's coolness as she responded.

He rubbed the red handprints on her ass and began to lube her asshole. Anya, realizing what was in store, flexed her body and tested her bonds in lustful anticipation.

Her legs were working up and down as best they could being bound and she groaned as she felt his cockhead touch her. When he forced it inside she gritted her teeth and groaned louder, bringing her head up and pulling tightly on her wrist restraints.

As he had with her pussy at mid-day, Randy attacked her asshole; relentlessly pounding into Anya for all he was worth. Her anal muscles squeezed his cock tightly and pulled out as he did so and this sight only spurred him onward, harder and faster.

For her part, Anya was like a trapped rag doll. She endured and enjoyed the pounding, it made her feel every inch of her being and made the blood course throughout her body. She wrapped her hands in the rope that extended from her wrists and pulled hard on it as she grunted in lust, calling in a raspy voice for him to fuck her ass harder.

It was when she turned her head back to him and bit her lower lip that Randy turned animalistic in his fucking and began to spank her ass hard with every thrust. This caused the heat to rise in her body and sped Anya quickly to orgasm with Randy pausing just long enough to switch holes and drive his ten inches entirely into her pussy. Anya tilted her face to look straight ahead and howled in delight and pain as he reset her meter and plowed her in a fervent desire to make her orgasm again as fast as possible.

In no time she was cumming on his cock, her body thrumming uncontrollably on the table. Randy's own orgasm was nearing and he quickly withdrew from her and rushed around the table to jack his cock twice and spew a bucketful of cum into her face. Anya opened her mouth after she realized what he was doing and caught as much of it as her bondage would allow, howling as she did so.

*

After a joint shower and cleanup of the dining room, they ate a light dinner and went out again to the gazebo. The last of the day was fading fast and they watched the sunlight disappear from the ocean as the sun set on the other side of the house.

Randy lit a cigarette and Anya asked for one. They sat and competed with each other in blowing smoke rings and laughed until he finally turned serious and asked her, "So, you think that was good enough to last you all the way to New York tomorrow?"

Anya laughed warily, "I think I'll be reminded of today all the way to next weekend."

Returning her laugh, he asked, "What time do you need to leave?"

"My original plan was to leave before daylight."

He nodded once, "No need to change the plan. Most of the traffic was today, so you should make decent time."

"Yeah, I know. Um, do you ever get to New York?"

Laughing, Randy related how he had been talked into driving through the city on the way with some friends to Boston. It was a Sunday afternoon and they got stuck in traffic on the GW Bridge for three hours. "That was all I wanted of New York City," and they both laughed.

Anya added wistfully, "Yeah, it's not for everybody. Do you think I could have your phone number, just," and she paused, "just in case I ever get back down here?"

"Sure thing, let me go get my phone and we can exchange," and he went back inside the house.

Anya lit another of his cigarettes and looked out on the water. This had been a welcome respite for her, one that she sorely needed and sorely she would remember it, but if the opportunity presented itself, she would like to revisit this place and this man.

When Randy returned he asked for her phone and tapped his number and name into her contacts. He asked for her number and keyed it into his phone. He also had a little white box that he spun onto the table.

"A little gift to remember your vacation."

Anya's eyes lit up like Christmas, "For me?" and when he nodded she seized upon the box and opened it; a giant grin coming over her face.

Inside were a set of solid gold handcuff earrings and a matching necklace with a set of handcuffs as a pendant.

"Thank you Randy and she rose to kiss him. When she pulled away he held her hand and told her, "Whenever you wear those I want you to remember one thing about this weekend above all the other things you will remember."

"What's that?" she asked with a smile.

Randy let her hand drop and lit a second cigarette of his own and blew a blue stream of smoke upward, "Always be wary of fossils, Anya."