A Randy Retirement Pt. 17: Halley

Intro: The exploits of a man whose given name fit him perfectly, Randy, and he certainly was that. He was a high-school history teacher and coach until he hit the lottery and retired early at 52. While he was not averse to returning flirtatious quips from the girls in his classes, he did avoid giving in to the urge, telling the more enticing of them to, "come see me after you graduate." Some did, but these stories deal with his life after hitting it big and building two houses; one along a river bluff 45 miles inland from the Atlantic Ocean and another on a secluded portion of the Northern Outer Banks, both equipped with playrooms. And he still had over a hundred million to spare. All characters are 18+ years of age. All stories can stand alone, but reading the series gives added insights and descriptions as it unfolds.

Synopsis: Halley visits before sophomore year

August, 2017 - River House

It was mid-afternoon on Wednesday when Randy's phone dinged.

'hey asshole, coming home for a few days, i got you penciled in for friday thru sunday, is that ok?'

In his mind he saw the long-logged blonde with the green eyes who would be twenty in December. It had been eight months since they had seen each other due to her school and work schedules. It was more than okay. He texted back one word.

'Yes.'

'great, am wanting some sparks to fly'

He smiled as he thought of how she never used caps or punctuation and he always did. Then another thought hit him.

'I have a tee time Friday at 10, will be home by 3, I can make some sparks fly if that's what you really want. You wanted to be tied up more, how about electricity? Think about it.'

Halley replied with the big-eyed emoji and then a smile.

When he got home on Friday afternoon, he took a shower and a Viagra and then settled in to wait for her. She showed at 4, in a light cotton dress done in a tiger print except instead of black and orange, it was black and pink.

She kicked off her sandals as soon as she entered the house, and he noticed a braided leather anklet on her right foot before she engulfed him in a tight embrace and kissed him deeply. The spaghetti straps of the dress were loose on her shoulders and he could feel that she was bra-less, her nipples already erect. She played the vamp with lots of showing of her tongue and touching herself in all the right places as she walked to the kitchen, stopping briefly at the bar to pour herself a glass of red wine.

Randy wondered how long she had planned this act out as he followed, but he was amused, and it was certainly working wonders for his dick.

He became even more curious as she climbed up on the kitchen island and spread her legs, drinking from the glass while she propped one foot up beside her. She wore no underwear, her bare pussy visible as she asked him about his round of golf. After he replied, she teased him, "Could you get it in the hole?" and she fingered herself.

Ignoring the jab, Randy leaned over and kissed Halley's cheek. "I missed you, pretty lady."

Halley grabbed his neck before he could pull away and Frenched him for a full ten seconds before she leaned back on her hands and looked into his eyes, "I missed you more."

He pulled the spaghetti straps down, exposing her breasts and took the nearest one into his mouth. She had half-inch nubs on the end of the cone of her puffy pink nipples which were raised and excited.

His finger found her wet snatch as Halley began to run her hands inside his cotton shorts and caress his rigid manhood.

Raising his head from her breast, he played with the other one with his fingers and kissed her. Halley still stroked his dick as their tongues danced until he finally pulled back just enough to ask her, "So you want sparks? Are you sure you want electricity?"

She did not reply, just slightly nodded her head yes. Their faces were so close together that their foreheads touched.

Randy pulled her from the counter and pushed her dress to her ankles and she stepped out of it and slid it out from under herself with a foot. He quickly deposited his shorts and shirt with the dress as he turned her to lean over the counter on her elbows, her ass to him and her head turned to the right and resting on her folded hands.

Putting her right knee up on the counter and holding it there with one hand, he used the other to guide himself into her pussy and Halley melted with his entrance. Randy watched as he pulled his cock back and her inner labia pulled out as well, tightly cinched around his shaft.

"Oh, I missed this," she sighed as he fucked her and built up his pace. It was the last intelligible thing that came out of her mouth for the next few minutes as he worked her pussy over.

Eight months had built up and it did not take long for her breathing to change and Randy knew she was on the verge. Just before she came, he pulled out and she pouted, rose to face to him, and stuck out her lower lip.

Randy bent and put his forehead back to hers, "You know that don't work with me."

But Halley had figured out what did work, and she smiled devilishly just before biting her lower lip.

Having had one of his buttons pushed, Randy turned her harshly back onto the counter and put her knee back upon it as well. He re-entered and his dick immediately flexed inside her, bringing a quiver to her long, lean body.

"Your cock takes getting reacquainted with," she sighed as she arched her back.

Quickly he slid out again and pushed the first four inches of his cock into her asshole. Halley breathed in deeply.

"Ahhh ... Ohhh"

And then Randy pushed the rest of it inside her.

"Ahhh," and a small smile came, "Mmmm."

At that point he began to fuck her ass steadily.

"Myyy, ahhh," and then all the stiffness in her body melted away, and she purred, "Ohhh, fuuuckkkk."

He fucked her ass for several minutes, allowing the hormones inside her to do their work; but again, just before she was about to cum, he pulled out and she shuddered. Halley stood weakly from the counter and cussed him as he helped her.

"Dammit, you ass. I was almost there."

Randy smiled at her and it was all she could do not to smile back. He took her arm and led her to the stairway as Halley called him an asshole in every way she could imagine all the way up to the playroom.

Randy had decided with the vamp act that he was going to tease her as unmercifully as he could and see how she handled it.

Using leather suspension cuffs, he attached her ankles and wrists to a steel ring and hauled her up to waist height. She was suspended horizontal with her belly toward the floor, arms pulled backward, and knees spread.

When she heard the familiar sound of the Hitachi, she knew he was going to be mean.

"Oh shit," and he could see her body tense.

At first he was gentle, and lightly let the vibrator take her, but as time ticked away he began to grind it into her pussy and use his fingers to spread her lips and assault her clit. Halley's face had turned red and her responses had turned to blubbering. The closer she got to cumming, the more her long legs began to strain in the cuffs, and she began to beg for release.

"Gaaah, p-p-please, hah-aaaah!" and then he pulled the wand away,

"N-no ... p-please ... ha-aaah p-please!"

Randy smiled as he stood behind her.

"Asshollll..." and he cut her off as he brought the wand back to bear on her clit and her entire body flexed as it hung there, "Aaahhh, yeessss!"

Halley's hips worked her legs as she tried to grind her sex back into the vibrating bulb. Her breathing shortened noticeably, and her body strained as he again pulled the stimulus away.

"Nooooo!! Pleassseee, Randy!! Oh fuck ... no ... NO!! I was nearly there! PLEASE! Go on ... please ... PLEASE!!"

He checked her glistening pussy. Her juices were just before running freely from it, the labia red and completely coated in her wetness.

He wasn't through denying her yet and began to place the Hitachi as close to her as possible without touching her. Halley could feel the vibrations in the air between the bulb and her clit and tried to rock herself back into it. Every time she succeeded; Randy would just pull the wand a little further away from her. When she cussed him again, he pressed it hard onto her clit.

"Oh yes, oh yes, I'm, I'm, YES ... YESSSS!!" and then he denied her release once again.

"OH, FUCK NO, NO, NOOOO!! You can't! No, you asshole, not again, please!! Please let me cum..." she was on the verge of crying now, crying being something she rarely did, so he knew she was really in need.

"I gotta cum. Please! You fuckin' asshole."

As he stepped between her legs, he asked, "Did you say something about fucking an asshole?"

Halley tried to elongate her body in the ties that bound her, "Yes! You're an asshole for not ..."

And then he rubbed the head of his cock from her pussy up to the brown, puckered hole above it.

"Oh ... Oh yes! Put it in Randy, Pleassseee put it in," and he did, parting her cheeks and going ten inches deep in her ass in one slow, steady push. At the same time, he reached under her and pressed the Hitachi tightly to her clit.

Her back arched and she convulsed on his cock as he began to plunder her rectum. The body that was speared on his cock trembled as Randy fucked it toward what it desired.

"AAAH! Oh yes ... t-t-there, right there! Oh, fuck yes! Oh FUCK! OOOOH FUUUUCK! C-C-CUMMMMING!" and she commenced another slow contraction and expansion of her body.

To the unwitting, it would seem to be agony. But he knew well that she was in pure bliss. She let out a long, rumbling wail for over a dozen seconds as her orgasm wrenched itself from her body and gained release. Her juices coated both their legs as she finally hung limply and fought to regain her breath.

By the time he had let her down to relax for a few minutes she was beaming broadly, her face still red from exertion.

"I've missed that so bad."

"All of it?" he inquired.

"Yes asshole, all of it. It only makes me cum harder. Thank you."

"You're welcome, my slut," and they kissed while he played with her hard, puffy nipples.

He went to get her some water and when she had taken several swallows, she recapped the bottle and looked into his eyes, "So, tell me about this electricity thing."

"Oh, just a little something-something. I put you in a predicament, where if a certain thing occurs, you get a little shock to some tender part of your body. You, of course, try not to let that certain thing happen."

"So it's like a game?"

"Yeah, you could say that" he smiled at her and she knew what that smile meant. It didn't matter what she did, she was going to lose. She didn't care, she knew she was going to get to cum.

"Okay, I'm in."

Randy entered the storage room and brought out several items. He handed Halley a pair of two-inch wide nipple cups which she licked and applied to her already hard nipples. With her legs sprawled out in front of her, Randy strapped a spreader bar to her ankles and extended it to 30 inches.

Then, without showing her what was in his hand, he walked around behind her.

"Open wide."

When she looked up at him and opened her mouth, he seated a ring-gag behind her teeth and cinched it tight behind her head. He pulled her to standing and turned her around, holding her wrists tightly behind her back.

"Don't move."

He slid a black leather arm binder up to her shoulder blades and began to tighten the straps, pulling her elbows tightly together as both her arms became one inside the cowhide. Halley grunted a couple of times as the last two straps were tightened and then he took the ring at the bottom and attached it to a cable from a winch in the ceiling.

Hitting the switch, he watched as her arms were pulled toward the ceiling and her lithe body was bent at the waist until her tits pointed straight down.

The pressure on her shoulders and elbows was intense and she moaned through the ring in her mouth as the drool started to escape from it in rivulets to the floor.

"Okay Halley, this is how this is going to go," and he pulled the suction cups off her nipples one at a time and pinched them hard to her squeals. Every pinch made her jump and put further pressure on her shoulders and arms. He finished the thought, "Pleasure and pain, Halley. Pleasure and pain."

He spread some lube on her nipples and turned on a vacuum pump. He then attached a clear plastic tube to each nipple; the tube pulling the nipple deeply inside, almost three inches.

"These particular suction tubes are special Halley. On the inside of each are two electrodes. The suction will pull your nipple deep into the tube and past the electrodes on each side. When the time comes, the electricity will flow from one electrode, through your nipple to the other electrode."

Halley moaned and flexed her knees until the pressure on her shoulders caused her to still.

Randy then lubed her asshole and pushed an electric bullet deep into her ass, using his fingers to place it as far inside as possible.

Without a word, he began to set up a metal bar on the floor directly under her abdomen, between her tits and belly button. It had a polished, stainless steel bar that made it T-shaped at the top. It extended to within an inch or so of touching her.

"Now, here's your predicament. The electrodes on your nipples and in your ass are connected to a power box, as is the steel bar under you. The power box is computerized. I am going to fuck you and if you touch the bar it will send a shock to either your nipples or your asshole, or both, for 5 seconds. Every time it gives you a jolt it will take it a minute to recharge, so to speak, before it can jolt you again. But the next jolt will increase ten percent in intensity.

Again she whimpered and tried to flex.

"I'm going to fuck you Halley, until you make me cum," and he walked in front of her and put a cock ring on, letting her know that he was going to prolong the process as much as possible.

Halley responded by trying to call him her favorite pet name.

"Ahh-hol"

Randy smiled at her and slapped her lightly on the cheek. "How many times you get zapped is up to you slut."

He walked behind her and flipped the cord from the bullet in her ass out of the way, pushing his cock slowly but steadily inside her pussy until he hit her cervix. She almost came right then but bucked up and raised her head to stare at a spot on the far wall.

Grabbing her ass cheeks, he squeezed them tight, digging his fingers into her flesh and began to fuck her with long, steady strokes. Right off the bat she got a shock, he couldn't tell where, but she whimpered sharply.

Three more times he counted her reacting to the electricity, each one more urgent than the last, before she came on his dick. That earned her another jolt.

Without giving her time to recover, he continued to work her pussy, pounding it harder and harder.

Halley's mind was reeling. Her shoulders and jaws were fatigued and tense from the bondage devices. The first two shocks were mild and more surprising than painful. The next two were quite the ordeal however. And then she had cum, and it had been glorious. And then she got zapped again.

Now she was bordering on delirium, fighting to maintain focus. She had no idea when or where the next shock would come. She was trying to keep her body off the bar, but was having trouble as the bondage of her body was winning. The most salient aspect of her predicament, however, was his dick inside her and what it was doing to her.

"Arrgghhh," her nipples were on fire as another shock hit her, causing her body to convulse and clench on Randy's cock.

By the time she had orgasmed the second time she had received at least three more jolts. Halley had finally seized on the fact that the only way out was to fuck him back. Despite the ache in her shoulders and jaw, she concentrated on squeezing her pussy to milk his cock. One more shock came and sizzled her asshole before she felt the familiar flinch of Randy's cock and she knew the rise of jism in his balls had started.

She tried to milk his dick harder, but he quickly withdrew before he could spew inside her and instead came in front and roared as he shot his load inside her mouth though the ring gag. By the time he had finished, Halley's face was covered in white. The spunk slid down her face to her chin and dripped to the floor in large droplets carried along by her drool.

Randy turned off the power box and set about releasing her.

She seemed whipped, tired, down for the count, and she mumbled incoherently as he cleaned her face and body. When he was done, he carried her on the elevator to his bed.

*

Randy had barely put his head on the pillow beside her when he felt Halley crawl on top of his thighs and began caressing his still hard member. He opened his eyes and saw her as she quietly looked at him in the soft light from the atrium, eyes pleading. He nodded once.

Rising on her right foot, she inserted him inside her pussy and sunk down its length to her knees before beginning to move her ass up and down on him with her hands on his shoulders.

She bent until her face was inches from his as she rode and whispered, "I love you."

"Show me," was the only reply and she straightened and began to ride faster.

For the next half dozen minutes, she rode him with the heat of passion, trying hard to stay silent but not being able to keep little yelps of pleasure from escaping. The slapping sounds of their bodies making contact as she bounded on top of him filled the room until they both arrived at their climax in unison.

As he began to cum inside her, Randy rose from the bed and embraced her shuddering body tightly with his arms and whispered in her ear, "I love you too, Halley."

*

Afterward, they settled in to sleep as they always had, naked. Halley tucked into Randy on her left side, her ass and back to his chest, and his head nestled just behind her right ear. Before he could drift off, she asked softly, "Randy?"

"Yes," his voice was tinged with approaching sleep.

"Do you have to take the little blue pill?" she questioned with an emphasis on 'have.'

He chuckled softly and explained, "No. I don't have a problem getting it up the first two times, it's the third or fourth time getting it up that would take a while," and he paused to yawn. "The pill just speeds the process along and has the added benefit of keeping me hard so that I can make you cum and keep right on fucking you."

"Yeah, I like that," she replied and settled herself further into him.

"So, how many guys are you fucking in Savannah?" he softly asked in her ear.

"None," her voice was soft but without hesitation.

"None? How do you go that long without cock? I could never go that long without fucking."

"I decided that you were the only one I wanted to fuck. Once I committed to that, it was easy. Plus, I play with myself, a lot," she turned her face over her shoulder to him, and he could see her smiling in the dark. "But I know that you never could do that. It's not in you."

"Hey, I had about fifteen years there where I was in the desert."

"Yeah, and you are doing your best to make up for it now in your own little oasis."

"Does that bother you?"

"Not in the least," and he could tell by her tone that she was sincere.

"Now shut up and hold me," and she was sincere in that as well.

The Sandman came as they lay together, Halley holding his hands together on her bare stomach.

***

When Saturday morning dawned, she awoke to find Randy's hands had moved up to her breasts and he was palming them. She looked down at how they fit neatly into his hands before carefully extracting herself so as not to wake him.

Putting on his housecoat, she made her way on bare feet to the kitchen of the house that she now considered her home. She opened the refrigerator and contemplated breakfast. She decided on scrambled eggs with bacon and toast, poured two glasses of orange juice, put it all on a wooden tray and padded back to the bedroom, where she woke him.