A Randy Retirement Pt. 33: Halley

In fact, they engaged in a conversation about how Randy thought teams should defend the hurry-up, no huddle offense throughout much of the second quarter with her questioning him for further details.

It was at halftime he saw that her nipples still showed some effect of the suction from last night. It was noticeable that they were larger and redder and it set his cock off. Taking her by the hand, he began to swing her forearm back and forth. The motion made her tits move and Randy swung her hand faster until Halley picked up on the fact that his dick growing.

"Is this the point in the afternoon when we would have to undress?" she asked playfully.

In reply, Randy pulled her to her feet and made way to the playroom.

He put her in a strappado and as he was binding her, Halley saw the steel bondage apparatus that he had used on both Ellie and Mina.

"I want to try that later," she blurted.

"Oh, you will," Randy replied coldly, and the tall blonde shivered as he raised the clip attached to her wrist cuffs with the winch. She had a spreader bar on her ankles and he pulled out the goat milker as well.

Holding up the claws of the milker for her to see, he told her, "These were designed for cows, but I re-engineered them just for you with this flared end so that it could take all your puffy nipple inside. I'm curious to see how it turns out," and without waiting for her comment her placed the claws on her nipples and watched as her flesh immediately began to move deeper inside with each inhale of the machine.

Halley sucked in air too, the combination of the milker and the activity from last night joining to send a surge of endorphins throughout her body by way of her tits. Then he moved behind her and she cooed, knowing that she was about to get fucked.

Randy rubbed her asshole with his fingers gently as he spit in his other hand and lubed his cock before he pushed it inside. He spread his feet and grabbed Halley's waist as he began to ream her hard enough that his balls slapped her pussy and then even harder so that they reached her clit. The grip of her ass on his dick was heavenly and made him cum hard but he kept drilling until Halley's body fluttered and she started talking gibberish.

He pulled out and watched until he saw parts of what had been inside himself begin to leak from her gaped asshole and then slapped her on the ass hard, making her jump once again before he released her.

They showered together before leaving to eat supper at LKs. In the shower, Randy had examined her nips intently. They were even more puffy and the little tip that was normally the size of a sweet tart candy had grown to more of a peanut M&M. Then he had tongued Halley's right nipple roughly until she gasped.

"Sore?" he asked her.

"Yes."

"You'll get used to it," he told her and began sucking on the left.

A few minutes later she struggled to tell him, "If you keep on you're gonna have to fuck me again," and Randy stopped.

"You're correct, time to dress."

The shower over, Randy had left her in the bathroom to finish and when she emerged, she wore a red wine-colored sweater dress and ankle boots. It was a mini, pleated with off-the-shoulder lantern sleeves and she looked teasingly sexy in it. Her engorged nipples were easily visible as they tented the thin fabric.

Randy added a Lush vibrator to her ensemble before they left, waiting to test it as they made their way from the car to the restaurant. He watched as Halley's gait slowed and she turned to him gradually and whispered with a tight grin, "You asshole."

Just to keep her occupied, Randy left the little pink device on low as they entered the restaurant and Diane the hostess greeted them.

Leading the way to his usual spot, Diane informed them that Daniel would be their server.

"Daniel? What happened to Grace?" Randy asked.

"Grace is on vacation of sorts," the hostess replied, her eyes darting around the room. Then, with an air of hesitation she added, "She is visiting her mentors in Japan, but she'll be back by the middle of January."

At that, Halley spoke up for the first time, "Mentors? What kind of mentors?"

Before Diane could respond, Randy interjected, "My apologies, Diane, this is Halley. Halley, my good friend Diane."

The hostess turned to the tall blonde, "Nice to meet you. Grace did not say what she meant by mentors, only that she was going to visit with them for a few days and return after the new year."

The hostess then turned to Randy. "Oh, by the way. The sale of the restaurant went through, but the new owner hasn't put in an appearance yet. The only change so far had been an increase in salary for the regular staff which included a huge Christmas bonus that should go a long way in retaining folks and helping them make ends meet through the winter, so that's a positive."

"That's good Diane, I hope it all works out," Randy offered.

At that moment Daniel appeared and Diane made her exit.

Randy and Halley both ordered sweet tea with Halley requesting a straw and as they waited Randy slowly dialed up the Lush with his cell phone, gaining a muted gasp for his effort.

Daniel brought their drinks and Randy thanked the young man as he continued to play with Halley via the vibrator. He watched as her hands shook while she took the straw from the paper wrapper and speared it into her tea.

It was Halley's second time with the Lush in public, the first being at her high school graduation party, and Randy watched the crowd to see if anyone was watching her. When he turned back to Halley, she too was watching the crowd with her head turned far to the right and over her shoulder, her lips pursed. She had her chin propped on the palm her left hand, all the fingers curled down but the middle one as she flipped him off discreetly in public.

Randy responded by lighting her up with the Lush full blast in the fireworks mode. Slowly her head came back straight as her body folded in on itself, like she had gotten brain freeze from a slushy. Randy laughed as she shuddered noticeably and then relented, dialing down the pulsations, but not turning them off. When she had gotten control of herself, her head rose and in a squeaky voice, she barely got out, "Asshole," before sucking provocatively on her straw and eyeing him.

Then she asked, her voice still wavering, "Who's Grace?"

Randy shrugged, "An Asian-American waitress who works here, usually in this section."

"Is she one of your one-offs?"

"No, she isn't."

"Will she be?"

Again Randy shrugged, "To be determined."

"How about the hostess?"

"Diane? No, she's not been under my spell either."

Halley laughed heartily, "Your spell," and she paused to laugh again, "I like that."

They ordered and enjoyed their meal, the Lush buzzing away inside her the entire time but on low; just as a reminder that it was still there.

As Halley placed her napkin on her plate and pushed it away, she told him, "That was really good. Thank you."

"You're welcome Halley. That's why this is my favorite restaurant."

Then, completely unrelated, she added, "I hope all this teasing is worth it later."

Randy hit the dial on his phone and watched her squirm, "Has anything I've ever done to you not been worth it?"

"No," she squeaked and he turned the Lush completely off for the first time since they had gotten out of the car.

He called for the check, paid, and they both said their goodbyes to Diane.

Walking out, Halley asked if Randy was worried about his favorite place changing with the new owner.

"I'm not," he replied.

"Why not?" she asked as they got into the car.

Once settled inside the quietness of his vehicle, Randy answered her. "Because I'm the new owner. They just don't know it yet. I worked on it for over a year and it finally closed the first of November."

"So you took care of all those people?"

"I did. Good help is hard to find. If they're good and you want to keep them, then you have to pay them. It reduces the profit margin but it's not like I'm in it to make money, I just want to break even."

"That sounds just like something you'd do," Halley replied.

She moved herself at that moment to lean over the console and pulled out his dick, giving him an impromptu blow job. Randy didn't know what brought it on, but if it was what he had done for the restaurant staff maybe they deserved another raise.

Slowly he drove out of the parking lot and then reached down and moved his seat back a little with the electrics. Halley's blonde head was bobbing in his lap and Randy drove left-handed, entwining his right in her yellow tresses as he encouraged her.

He caught a stoplight and while waiting looked to his left. A man in a white Chevrolet was sitting beside them in the left turn lane, but the man's eyes were looking in curiosity at Randy as the blonde head rhythmically made an appearance above the door sill. For thirty seconds the man stared until Randy pulled Halley's head up by her hair so that the man could see her saliva covered face. A smile slowly pervaded the thirty-something's face until the car behind him blew its horn and the man turned to see his light had turned green. He gave an envious wave and motored off as Randy pushed Halley back down on his stiff prick and then reached for his phone which was under her on the consol.

When his light turned green Randy drove away and worked the Lush on his phone with his right hand, making her cum just before they got to his house while she continued to suck him off.

*

The bowl game from Jacksonville, Florida was in the pre-game when they got to the house; Randy taking Halley straight to the living room. She still had precum and saliva all over her chin and cheeks and he didn't let her wipe it off as he began to remove his clothes. She took the hint and stripped out of the sweater dress.

"Leave the Lush where it is," he ordered and she obeyed, though she fingered the pink tail of it, the little red light lit bright.

"It's time for a bet."

Halley's head turned slowly sideways. "What kind of bet?" she asked warily.

"I have the team in the dark jerseys, you have the team in white. My team scores you blow me until I cum, once I cum the bet is back active. If you team scores I eat you until you cum, once you cum the bet is back active."

"What about this?" and she held out the tail of the Lush.

"Oh, that's just a little bonus," Randy grinned.

Randy's team scored just twenty-six seconds into the game and he had Halley get to her knees with her back to the television.

She took his cock and sucked greedily on the first third of it, just as she had done in the car just a little while ago. For her bonus, he dialed up the Lush about halfway and put his phone down.

"Don't worry about the game," he told her, "I'll watch it for you," and with that he took her head and pushed deeper into her mouth.

Halley gagged and Randy relented just enough to do it again. Slowly he worked on her throat, pushing his cock in until she retched and then backing off. The walls of her throat closing on his dick was stirring and he managed to hold off on cumming when Halley's team kicked a field goal with just over two minutes left in the first quarter.

"Too bad, your team scored but you haven't finished your payment yet," he told her.

It wasn't until the commercial break between quarters that he finally came, his cock now just over halfway inside her.

Halley's hand came up to brush her mouth as she breathed hard, still on her knees.

"No!" he shouted, "You don't clean your face off until the game is over."

She reacted with a pout, but the arm dropped as she turned to take in the game as it resumed.

Four seconds into the second quarter Halley's team scored a touchdown and Randy had her lay on the coffee table with her head on one of the couch pillows. He put both of her legs across his shoulders and down his back as he finally pulled the Lush free.

"I want full access," and he dove in, pushing his face hard into her slit and lavishing her with his tongue. Halley's legs closed as she howled and her back arched. With that, Randy used the opportunity to insert his thumb in her asshole and hold her pelvis up by it for even better access. He had done this before and found that it provided the most erotic of handles.

He moved slowly, so as not to make her cum too quickly and when he glanced to the TV and saw her team driving again, he stopped completely and backed off for a moment. Halley was breathing heavily and her pelvis ground on air as he patted it softly.

Once her lungs had caught up, she whined, "Hey, I thought you were supposed to do me until I came!"

Seeing that her team was about the kick another field goal he agreed with her, "You're right. My apologies," and he raised her butt by the thumb that was still in her ass and went to work on her clit.

A shrill coo filled the room just as Halley's kicker booted through a 49-yard field goal and by the time the following commercials were done, and the ensuing kickoff occurred, she was blathering incomprehensively and wriggling on his thumb with his mouth trying to keep up with her thrashing.

Despite a 13-7 lead, that was the last time the team in white scored. Ten minutes later Halley was back on her knees taking his cock even deeper. Randy throat fucked her through another score by his team and he didn't cum until halftime was almost over, pulling out to spray her face with his seed.

Semen was literally dripping from her nose as she sat on the floor with her knees on the couch pillow. It covered both her eyelids and the minimal makeup she had used was a mess as she softly laughed.

"Ready for the second half?" Randy asked as he stood before her and smoked a cigarette.

"Of course, asshole," she answered, her voice hoarse.

Halley turned her body so that she could attempt to see the game without having to turn her head and four minutes into the second half Randy's team got a pick-six. Without a word she closed her matted eyes and opened her mouth, tilting her head up to receive him.

"You do the work," he told her, and she grasped his member and throated herself, eventually getting it two-thirds of his cock down. When Randy came, he held her on his dick as she struggled and wormed to get air, coughing and choking when he finally relented.

"That's a good slut," he told her as she filled her lungs, her abdomen heaving.

Randy's team scored four more times before the game was over, but two of them occurred with his dick already inside her.

The capper was the score with just :22 left, making the final 52-13 and leaving Halley with his ten inches fully inside her esophagus and his balls almost spent. Fifteen minutes into it, he had to remind her, "You're gonna have to really work for it slut 'cause I've shot so many loads I'm about empty."

Her eyes came up to him and Randy smiled down at her, her lips stretched thin over the base of his cock. Halley shook her head side to side, roughly moving his dick and Randy grabbed her cheeks to still her.

"Gently now, you're gonna want it somewhere else later," and with that she began to pump him inside of her, going full bore.

It took another ten minutes before Randy growled and pulled out, planting his cockhead on her chin and spurting one weak cumshot on her lips.

"I think you've finished me," he announced and carried her to the shower, where he washed her body lovingly as she sat on the tiled bench.

*

It was still warm outside as they nakedly watched the fireworks from down the beach announce the new year. They stood there looking up, Randy holding Halley against him from behind with his arms wrapped just under her breasts. He thought about when he watched the July 4th fireworks in the very same spot with Ellie. The knowledge of Ellie had not seemed to bother Halley and Randy was pleased by that.

As the pyrotechnic display ended, she turned to him, her elbows on his shoulders as she came in close for the New Year's kiss and after pulling back told him, "Time to ring 2019 in right, fuck my ass."

"Out here?" he asked.

"I really don't give a fuck where, just do it," she commanded, and she led him to the gazebo and sat in one of the wooden cushioned chairs. Slouching down so that her wide ass hung off the edge she raised her legs, hooked her knees over the arms of the chair and began to rub her clitty.

Needing no further provocation, Randy knelt and took over, using his mouth and tongue to bring her close to the edge. She was just beginning to babble when he stopped and pulled her to her feet.

In the playroom, Randy led her to the steel apparatus she had requested earlier. He hurriedly strapped her in, spreading her feet wide and doing the same with her arms.

It was a bondage rig made of black powdered coated steel. The base consisted of a two-foot by two-foot steel plate bolted to the floor. There were two rods that supported an oval of steel that had a padded stomach cushion about the size of a legal pad and five inches thick. The height was adjustable and there were rods that stretched outward to the sides to cuff her wrists. The same setup existed on the support rods for her feet. Randy, in that very moment, decided that he would call this 'The Apparatus' from now on.

Stepping back, he admired her still engorged nipples and reached out to finger them.

"I love these," he told her, and Halley strained her neck to look up at him, capturing the left half of her lower lip with her teeth.

"Oh you slut, you know what that does to me," he confessed as his hand encircled his dick and began to jack it to hardness.

As he came around to her rear, Halley had a confession of her own, "That's what I was counting on," she blurted with bated breath.

Randy continued to prepare his cock as he stood and admired her larger ass. The view of her legs spread reminded him of a large A with the metal bar holding her ankles being a low crossmember. He noted that both her pussy and asshole were winking open, evidence of their use so far and it sent the last ripple needed to his cock as it finally came to full attention.

He went at her hard, his cock entering either hole with impunity as he hammered her. Halley took it with relish, a rush of words coming as she lauded him before those words turned to nonsense and she climaxed with his dick in her snatch.

Randy kept pumping, with no rhyme nor reason to which hole his cock filled. Once or twice, he missed completely, his dick riding up between the cheeks of her ass before he grabbed it and filled a wanting hole.

He loved the look of her ass moving with his cock, her cheeks trying to clap, but she was spread too wide for that.

Finally, he concentrated on her ass, the thin membrane of her asshole showing the strain as it pulled out and then disappeared again until Halley shook the entire frame and came hard in the evening's finale.

***

Tuesday, January 1st -- New Year's Day

Halley awoke to find Randy's side of the bed empty. She dressed in indigo Levi's and a gray sweatshirt and made her way to the kitchen where he was eating a bowl of Cheerios without milk, but with a side of strawberry yogurt and coffee.

"Ewww, how do you eat that dry?" she said, her nose wrinkled in disdain.

"Because I don't like milk?" Randy replied sarcastically.

Her mouth opened in surprise, "You don't like milk? How do you get vitamin D?"

"I'm in the sun a lot and I take a multi-vitamin."

Halley went to the refrigerator for orange juice and held out an opened quart of milk to him, "Then what's this for?"

"Cooking."

"Oh," and she shrugged and poured her own bowl of cereal, added milk, and joined him.

Sitting her orange juice down, she looked at him as he checked the news on his phone, "I want to see everything you take."

"What?" he asked absently.