Delilah and Cliff

WEDNESDAY, JULY 24, 2024

My phone rang a little after ten a.m. Delilah. I answered after the fourth ring.

"So, Delilah, did you miss me?"

"Yes, sir."

"How much?"

"Enough that I want you to come over here and fuck me right now, sir!"

"Well, that's going to be a little difficult this week. Two of my best friends from Silicon Valley are coming up to play poker at my house; I'm getting the house ready today for the game. Unless you know how to waitress..."

"I was a waitress a long time ago, sir."

"Huh. They're coming over tomorrow afternoon, and the game usually lasts until Saturday night. You will have to be there the whole time. Do you think Cliff can let you go that whole time?"

"Can't Cliff come and play, too? Sir?"

"Nah, we've been playing just the three of us for years, once or twice a month. To mix someone else up in the game would wreck the tradition."

"I see, sir, but I want to be there."

"Like I said, you can't play, but we could use a waitress and some entertainment. Hmm."

"Maybe I could say I am staying with my sister, sir. Cliff hates her and would never call there to check up on me."

"That's between you and him. I warn you, however, that it wouldn't be fair to Billy and Jeffrey for me to use you in front of them. You would have to follow their orders, just like you have to follow mine."

"Are they really your best friends, sir?"

"I've known Billy for more than a dozen years, and I've known Jeffrey for at least a decade. Yes, they're my two closest friends."

"And they would force me to do the same things that you do? Sir?"

"Undoubtedly. You would have to obey them just as you obey me. You'll bring us snacks, and drinks, and serve as stress relief for the three of us. Expect to be fingered, give us access to your deep throat, and be fucked by any one of us, but most likely, at some point, all of us together." I could hear her softly moaning on the line. "Are you playing with yourself while we're talking?"

"Yes, sir, I am. It's making me so hot thinking about the three of you playing with me while I try to be a good waitress. Sir."

"Tell me what you're doing to yourself, slut."

"When we started talking, I peeled off my panties, and I've been fingering and stroking my clit since you picked up the phone, sir."

"Have any dildos handy?"

"I'm in the bedroom, sir, I have several in my nightstand."

"I see. Which one is your favorite?"

"The biggest one, sir, but it's not as big as you. That's why I need you to come here and fuck me. Sir."

"I told you, I can't do that, slut. But I want you to take your favorite fake cock and start fucking yourself with it, but put the phone by your pussy so I can hear it slurping in and out of that wet cunt of yours."

'Oh my God, yes, sir. Thank you, sir."

I heard the nightstand drawer squeak open, and then a low hum start. The hum grew quiet for a moment, then got louder, then quieter, over and over again. It was accompanied by a wet sucking sound that grew louder as she worked it in and out of her pussy.

"That's what I like. Now switch the call over to video."

Still the same noises, with her gasps getting louder.

"Hey," I said, raising my voice. "I said switch to video!"

"Oh, I'm sorry, sir, I didn't hear you the first time."

The video feed connected, and I was looking at a close-up of her stroking that dildo in and out of her cunt.

"Take it all the way so I can see your gape."

"Yes, sir. Like this, sir?"

Her cunt was open and glistening with her impending orgasm.

"Yes, perfect." I took a few screenshots. "Now, put that nasty thing away. I forbid you to cum until I see you tomorrow. That makes it imperative that you make it to the poker game, doesn't it?"

She picked up the phone so I could see her lust-flushed face.

"I can't even cum with Cliff? Sir?"

"Absolutely not. I forbid you to cum at all until I'm the one to make it happen. You can fake one with your husband, but don't you cum until I tell you it's okay. And believe me, I'll know."

"How will you know that, sir?"

I gave her my best poker face.

"I will know. I have my ways." I laughed at the concerned look that crossed her face. "You don't want to risk my wrath, do you, Delilah?"

"No, sir. I don't."

"Let me see that wanting, needy cunt of yours."

She held the phone low again. I licked the screen.

"Oh, God, don't do that to me, sir. I want the real thing!"

"Then come to my house tomorrow at eight in the evening and wear a maid's uniform. I know you have one in your wardrobe. And no panties, either, but you must wear black stockings and garters. And black high-heeled pumps." I texted her my address.

"I'll be there, sir, I promise."

"Don't be late, or we'll all punish you before you even start."

"I'll be a good girl, sir. I'll be right on time, dressed as specified. Are your friends as horny and imaginative as you are?"

"No one is as horny and imaginative as I am." I gave her my most devilish of grins. "But they're close. We've done our share of women together over the years, so you'll be in good hands. Now, I'm going to hang up. Don't be late, and don't you cum before you get there. I want that cunt as needy and wet as it is right now, understand?"

"Yes, sir."

"Say goodbye, Delilah."

"Goodbye, Delilah. Like that, sir?"

"Perfect. See you tomorrow," and I hung up the phone.

I dialed Billy and ensured the two of them would make it. I told them not to be late; I was grilling steaks at five.

THURSDAY, JULY 25, 2024, 5:15 P.M.

I had moved the grill to the front of the house to hear them when they arrived. I shouldn't have bothered; I could hear Motley Crew blasting from the car speakers half a mile away. When Billy pulled into my driveway in his big black Dodge Viper, Jeffrey sitting shotgun, it was like being at a live concert.

Jeffrey got out first. "Those steaks smell terrific! And you're grilling corn on the cob, too? Fantastic!"

"Porterhouse and filet, I couldn't decide which," I replied. "Plenty to go around, whichever strikes your fancy." I clapped him on the back and gave the same bro-hug to Billy when he got out. "Good to see you both. Bad traffic on the way up?"

"We beat most of it," Billy said. "The commuter lane was clear on 101, after the Bridge. I swear, the commuter lanes burn more gas and cause more pollution than having all three lanes open for everyone."

"Yeah, you can't force people to carpool," Jeffrey chimed in. "Everybody lives in the suburbs or packed apartment complexes without enough parking. Even if you wanted to, people are so spread out it's not feasible. So, the solution makes the problem worse, like always."

"Why do you think I moved up here?"

They both nodded in agreement.

"I need a beer after that drive," Billy said.

"There's a pony keg out back. I think everything is ready." I started stacking steaks on my serving tray, followed by aluminum foil-wrapped ears of corn.

"Jeffrey, could you drop the cover over the grill, and let's go back where there's beer."

I led them through the house to the backyard. The picnic table was set with plates, napkins, silverware, salads, and piping hot baked potatoes. Bacon, butter, chives, and sour cream. Steak sauce, hot sauce, and fucking-gouge-your-fucking-eyeballs-out-of-your-face ghost-pepper hot sauce. And, of course, beer glasses. Billy poured brews while I divided the steaks.

We set into making the food disappear. Not much was said, but by six, there was nothing left but dirty plates.

Jeffrey groaned with satisfaction. "Oh God, I'm too stuffed to play right now."

"Bullshit," Billy said. "You can't get out that easy."

"The fatted calf gets gutted first," I reminded him.

"Are you referring to me?" Jeffrey moaned, "After that drubbing I gave you last time?"

"I don't think you'll be that lucky this time."

"That wasn't luck, that was pure skill, Steven."

"I had to hear him crowing about his 'big win' all the way up here," Billy said. "And I'll be hearing about this weekend's losses all the way back."

"Hey, let's start with a couple of rounds of darts," I suggested. "Just leave this mess out here for now, and c'mon inside. Let's get competitive!"

The "family room" was laid out for our poker game, but the dart board was in the corner of the room by the wet bar. We switched from beer to scotch and threw darts, but nobody would bet me, and I won all the matches.

We finally sat down to play cards at about seven. As soon as we sat down, I brought out my new poker chips.

"Hey, look at this, I have real Vegas poker chips," and brought three trays out. "Now, we don't have to handle that filthy money. Same usual buy-in, two hundred and fifty clams. Pay up or go home."

"Yeah," Jeffrey said, "that way you get all the money first."

I picked up the wads of cash from the table, gave each of us a tray, and put mine and their cash in a leather bag behind the bar.

"A responsibility I take very seriously, Jeffrey. Did you do your part for the night?"

"Oh yes, I certainly did." He took out a baggie of crystalline powder out of his pocket. "Do you have a mirror?"

Billy got the party mirror from behind the bar, and Jeffrey chopped lines for the three of us.

"Speed or coke?" I asked.

"Neither," he replied, leaving me hanging.

"Well, what is it?"

"A designer drug from the 1950s. Some call it aminorex or verbosamine, but it is a non-amphetamine stimulant meant to cure housewives of their bulging tummies and love handles. It worked, too. Too well, in fact. It made them smart, vocal, and thin and reduced their need for sleep. Not a good set of attributes for middle-class housewives in the '50s." He finished chopping and offered me a straw. "Go ahead, try one!"

I snarfed up a line and passed the mirror to Billy. Pain shot through my face.

The things we do to get high.

But the pain was short-lived, and the numb sensation felt kind of good.

"Hey, this stuff is pretty good, Jeffrey," Billy said. "Rapid onset. I feel a little bit of the alcohol I drank, but I'm remarkably clear-headed. What about you, Steve?"

"That's precisely it, remarkably clear-headed. Nothing like coke or speed. It's very... intellectual."

"It's not something that's out there much," Jeffrey said. "I know a guy who knows a guy who knows a guy type of thing...so, you like it?"

"Yes!" we all agreed.

"So, let's play some cards! Cut to see who has the first deal."

I cut to the ten of hearts, Billy cut to the seven of spades, and Jeffrey cut the King of diamonds. I handed him the deck. "What are we playing?" I asked.

"You know me, I like Omaha." He dealt.

Poker, on this new drug, was a cerebral affair. Hands went fast, and everyone expected each outcome before it happened. We were all breaking even. It was

interesting

, but not especially

fun

. Hmmmm.

"Okay, okay, shots for everybody," I decreed. We tossed back three in rapid succession and felt a little giddy, but that was it.

"Is it even possible to get drunk on this drug?" Billy wanted to know.

"Maybe," Jeffrey said. We all busted up laughing.

At a quarter to eight, I realized that this was not going to go the way I planned. I'm not sure what state Delilah was going to be in when she arrived, but it probably wouldn't be in synch with us. I wasn't even sure I could play her "owner;" the whole vibe was wrong for ordering her around and degrading her, which is what she got off on.

It became a strategy problem, and fortunately, aminorex was an excellent drug for strategizing. I came up with a plan, plotted it out, checked it, improved it, and perfected it, all in the amount of time it took for me to cut the deck and Billy to deal the hand.

The doorbell rang at the stroke of eight.

"Who could that be?" Jeffrey asked. Billy put the party mirror behind the bar. We weren't used to company during our games.

"Relax, everybody, it's our waitress," I said, drawing puzzled looks from my friends, "I thought a little pizzazz was needed for tonight."

I answered the door, and Delilah, in her French Maid costume, stockings, garters, and no panties, strode into the front room.

"Right on time, slut." I said, trying to get into character.

"You said I would be punished if I was late, sir." She looked up at me and fluttered her eyelashes. "Am I presentable enough to meet your poker buddies?"

She lifted up her very short skirt, and I ran my index finger between her legs. She was dripping already. I made her suck my finger clean.

"Perfect. Follow me." We made our way to the "family room," where Billy and Jeffrey were waiting. Billy let out a wolf whistle, and Jeffrey gave a standing ovation.

Delilah blushed and basked in the attention.

"What do you men need first? Drinks, snacks, or...?"

"Uh, what about the respect, slut? Jeffrey, did you hear a 'sir' when she addressed you?"

He caught on immediately and grew instantly offended.

"I certainly did not. Who trained this wench?"

"Unfortunately, her husband. Strictly an amateur." I turned to Delilah and said, "Delilah, these are your masters for the weekend, Jeffrey and Billy. You are to afford the same obedience to them as you give to me. You know that one word that should come out of your mouth every time you speak is 'sir.' I can't believe you were so disrespectful. Lean over that table and pick your skirt up."

She did what I ordered.

"Gentlemen, please observe." They both got up and examined Delilah's shapely ass and glistening cunt. Billy moistened a finger and did a taste test.

"Outstanding! But completely disrespectful." He took a step back, then smacked her ass hard, leaving a dark red handprint. Delilah whimpered with excitement.

"I think you should sample her again, Billy."

His inserted finger was visibly wetter than the first time.

"I like this one," he said. "She's a sport!"

Jeffrey performed his own "before and after" smack test. "Wetter, still!"

By this time, Delilah was making a little puddle on the floor.

"I'm sorry for my disrespectful attitude, kind sirs. I beg your forgiveness for my rudeness."

"What about the mess you made on my floor, hmm?" I said. "Get down there and lick it up."

She got down on all fours, and made a very noisy slurp, while keeping her ass high in the air.

"Like this, sir?"

I stuck three fingers in her cunt and wriggled them around. She gasped, then went back to licking the floor. Once my digits were well-lubricated, I worked them, one by one, into her ass, while my friends observed.

"Does that feel good, slut?"

"Oh yes, sir, very good. Very, very good!"

I cupped my fingers and ordered her to stand again, not bothering to vacate her ass. She moved gracefully and even pulled my fingers deeper into her. The feeling of her, the intimacy, was profound. Or was it the drug? I found myself falling out of character...no!

I regained my composure and wriggled my fingers even deeper. Her asshole welcomed me and drew in my hand.

"Sir, are you going to fist my ass now?"

Jeffrey and Billy were watching my hand being drawn into her.

"You'd like that, wouldn't you, Delilah? But what are you going to do for your other masters? I think you should treat them to a display of your oral talents."

Jeffrey immediately dropped his pants and got in front of her. "You can treat me to your talents, servant." His erection bobbed and weaved in her face. Delilah slowly reached around and grabbed his buttocks, then engulfed him, head, shaft, and balls in her oral cavity without the slightest hesitation. I watched as the muscles of her jaw and neck worked to manipulate his cock inside her face. At the same time, her rectum drew my hand in, until only my wrist showed outside of her body. Then she began to thrust herself, to and fro, taking more of us inside her mysterious depths.

I looked at Billy.

Do you believe this?

I thought, but I could tell by the look on his face that he was as fascinated by her performance as I was. Long minutes went by; she swallowed Jeffrey's manhood so thoroughly that she must be breathing through his cock.

She was taking control back, and I couldn't let that happen. I began stroking my fist in and out of her ass, rubbing her G-spot through the thin wall that separated her two canals. Before long, every stroke brought a squirt of her cunt's nectar shooting across the floor. Billy got down on his knees and made his mouth a target.

I could feel the gland inside her cunt swelling, building pressure, and I knew she was about to pop. Jeffrey was grinding his hips hard against her relentless sucking, and I could tell he was about to pop as well. I timed my thrusts with his and as I saw his body tighten, I pushed deep into her ass up to my elbow, relaxed my fist, and pulled out of her completely.

The debauched tableau before my eyes almost made me cum! As I pulled out, Delilah pitched forward, her ass prolapsed and open, and a stream of her squirt jetted into Billy's face. At that moment, Jeffrey grabbed her falling head and pushed himself into her, using her forward momentum to make her choke as he pumped his seed into her throat. He rocked and rolled his hips into her face until he was spent.

Billy fell back on the floor, covered in vaginal fluid, and Delilah, unsupported, collapsed on the floor. She swallowed every drop of Jeffrey's cum, and reached out for his cock again, but he was out of her reach.

I dropped trou' and immediately grabbed her hips, pulling them into the air and driving my swollen cock into her. (Her asshole was still gaping open, I didn't think I would feel anything in there.) I dove deeper and deeper into her tight cunt.

"Billy, you've got to get some of this!" I pulled out and turned around to straddle her back, holding her open as he slid into her. I enjoyed watching his cock disappear into her as she exclaimed her faith in God with every thrust.

I stood up from her back and reversed until I could see her face's lecherous grin.

"Do you like that, you cock sleeve? Is he fucking you good?"

"Yes...GOD...sir...FUCK...your friend is FUCKING my sorry cunt so...GOOD...so FUCKING GOOD...SHIT...OH MY FUCKING GOD...sir? Can I...FUCK-FUCK-FUCKING CUM?!?!?"

"Yes, you can cum, as long as you suck on this," and I shoved my cock as deep in her throat as it would go.

Her orgasm was monumental. The pressure of her squirt jetted Billy out of her cunt, but her subvocalized cries of passion and her relentless swallowing sent shivers through my core, and I immediately came into her mouth and throat. A vibration of lust that I hadn't experienced before had me twitching and shaking like someone had stuck a live wire into my ass. Billy redoubled his efforts and got back in her cunt, thrusting and shoving his hard dick into her. Spent, I pulled out and watched as he pushed a few more orgasms out of her and finally painted her womb with semen. But he kept on pushing until, at last, his flaccid cock dropped out of her clenching cunt.

Delilah rolled over on her back and kept antagonizing her clit, until she had exhausted whatever reservoir of girl cum she had. Then she collapsed into the puddle of spent sexual fluid.

Jeffrey stood up and clapped. I grabbed a comforter off the couch and wrapped it around her. Billy started clapping, too. I drew my arms tight around her and pulled her onto the couch. When my friends had finished their ovation, we all put our arms around her and held her close. All the role-playing and acting was over, and the three of us hugged and caressed her. We became a pile of wet, exhausted, joyous puppies together.

Eventually, we carried her to my bed, and, wet and sex-splattered as she was, tucked her in. Billy decided to stay with her and cuddle.

Jeffrey and I walked out into the living room. Our clothes on the "family room" floor were soiled and soaked, but at least they were sponging up the puddle. I poured us a couple of neat scotches, we downed those and I poured again.