Daisy's Double Date Read online

  Daisy's Double Date

  by K.C. Ripley

  Author's note: All characters depicted in sexual acts in this work of fiction are 18 years of age or older.

  Copyright © 2015 K.C. Ripley. All Rights Reserved.

  I woke to a loud click and the feeling of something snug down there. I blinked and sat up on my elbows to see Gina looking down at my crotch. She was naked, her round breasts jiggling pleasantly as she laughed. I looked down to see what the joke was.

  A plastic cage encased my cock, a ring looping up under my balls.

  “What the fuck, Gina?”

  She looked at me, and that’s when I noticed the key dangling from one of her fingers. I reached out for it, and she snatched it away, jumping up from the bed. Then she wagged a finger at me.

  “No, sir,” she said. “I’ve got a big day planned for us, and I need you to be on your best behavior.”

  Was this a dream? Was I still asleep?

  “Gina, what are you talking about?” Today was Saturday. I’d wanted to sleep in, maybe watch a little baseball on TV later, order a pizza.

  “Get the fuck up,” she said, her voice hardening. “We’ve got a lot of shopping to do to get you ready.”

  “Ready for what?”

  “I’ve been planning this all week,” she said. “We’re going on a double date tonight.”

  “Where are we going?” I asked as we sat in the car.

  “The mall, dumbass,” she said. “You need an outfit.”

  “Can’t I just wear some nice slacks and a dress shirt?”

  She giggled. “Oh, I was thinking of something a little sexier than that.”

  The cage around my dick was starting to feel claustrophobic. I’d had to pee sitting down when I got out of bed.

  “Gina, I know you like a little kink, but isn’t this too far? Let’s pull over so I can take this thing off. It’s starting to really uncomfortable.”

  She reached over between my legs, put her lips to my ear, and squeezed my balls. I pumped the brakes to slow down, afraid I might swerve off the road.

  “Let’s get something straight,” Gina whispered in my ear. “I’m not playing around. You’re wearing this fucking cage all day, and you’re doing what I say, when I say it. Just nod if you understand, bitch.”

  Goddamn, she was ferocious. I wasn’t sure what was going on, but I went with it and nodded. When she didn’t let go of my balls, I nodded harder. Finally she released them and leaned back in her seat.

  At the mall, Gina took me by the wrist and led me into a women’s clothing store.

  “You’re getting an outfit, too?” I asked.

  She just giggled and led me to the section for bigger women. A powder blue dress hung on a rack. Gina took it off and held it up to me. I backed away.

  “What are you doing?” I whispered, looking around.

  She frowned and put her lips to my ear again. “You know those pics of me fucking you in the ass with a strapon?”

  “There weren’t any pics,” I said. I’d let her fuck me last week. It hurt like hell as she’d ridden me, slapping my ass. I’d always been pretty tame in the bedroom. Doggie style was about as outrageous as I got. Six months into our marriage, Gina had started to get wilder and wilder, taking the aggressive role. I went along. I loved her, and wanted her to be happy.

  She pulled her phone out of her purse, tapped the screen a few times, and showed it to me. There I was, face to the camera, my mouth hung open as she fucked me from behind. My eyes were wide with pain and surprise.

  I tried to cover up the screen with my hands. “You put a camera on our headboard? Without telling me?”

  She giggled again and put the phone away. “You starting to get the picture now? You keep giving me flak and we’re going to have a fucking problem.”

  “What does that mean?”

  “Oh, I don’t know. Maybe that your parents might get a special email.”

  My face flushed red at the thought. My mom was a Methodist minister. She and my dad were about as straight-laced as they came. If they saw something like that, they’d flip.

  “You wouldn’t,” I said.

  “You want to try me, motherfucker? If you want today to go nice and smooth, you’ll just do what I say and quit talking back. Now go try on the goddamn dress.”

  “Is everything all right here?” A young, pretty black woman with a nametag approached us.

  Gina gave her a fake smile. “Everything’s just peachy.”

  “Okay,” the clerk said, looking just a little afraid of my wife. Hell, I was afraid of her now myself. “Well if you need anything—”

  “We’ll let you know,” Gina said. The clerk moved away, and Gina shooed me toward the dressing rooms.

  I half expected alarms to go off, or a security guard to come to escort me out. I wondered if that’s really what Gina wanted. But the rooms were individual, and I tried on the dress without incident.

  Gina peeked over the door once I put it on. “Ooh, that’ll work just fine,” she said.

  Next was the shoe store, where I bought a pair of pink high heels. She made me walk around the shoe store in them, nearly falling over several times.

  On the way home, we stopped at a costume store. She said I needed a wig. She picked out a curly blond one, and then we were headed for home again.

  At home, she ordered me to take a bath. “You’re going to shave everything below your eyebrows, twice.”

  I did as she said, nicking myself several times as I shaved my legs. I wasn’t a particularly hairy guy, but the drain was nearly clogged with black shavings as I drained the tub. I felt more naked than I’d ever remembered, and I actually started to get excited, but the cage around my cock kept me in check.

  Gina sat on the toilet seat the whole time, a satisfied little smile on her face. When I stood up and toweled myself off, she told me to turn around so she could inspect me.

  “Not bad,” she said.

  She picked out a pair of her own pink panties and made me put them on. They were painfully tight, the crotch squeezing my cage and balls up against me, and the back biting into my ass crack. I wasn’t sure how I was going to walk around with them on.

  Then came the dress, cool against my newly-shaved skin. Even though it was mid-afternoon, she made me put on the heels. She said she wanted me in character. I started thinking about who the other couple might be. We really didn’t have any other friends couples, except for a few people from work. But if she’d called anybody from my work, she was basically getting me fired. There was no way I’d be able to go into work on Monday morning after something like this and still function.

  So, strangers off the internet? Maybe another couple into the same sort of thing, a woman and her man in drag? That would be bad, too, though not nearly as horrible as someone we actually knew. A private dinner at home was the best I could hope for, a short, humiliating evening with strangers.

  Gina got out her makeup box next and went to work on me: base, then blush, eye-liner, mascara, and finally lot and lots of whore-red lipstick. She put on my wig and held a mirror up to me.

  “What do you think?” she asked.

  I didn’t even recognize myself. I actually found myself attractive in a strange sort of way.

  “You’re a pretty little whore, aren’t you?” she asked.

  I just stared at myself. After a few seconds, Gina slapped the back of my head.

  “Oh,” I said. “Yes.”

  “Say it.”

  I looked at her, a menacing glint of joy in her eyes, her teeth clenched. She was loving this. I looked back at my face.

  “I’m a pretty little whore,” I said.

  The rest of the afternoon was spent helping Gina get ready. I poured her a bath
, then shaved her. Just like me, no hair below the eyebrows. I’d shaved her legs before, but never her pussy.

  “Make sure you get it nice and smooth,” she said. “Ready for action.”

  My cock hardened, straining against the plastic cage. All this humiliation might actually be worth it if Gina were turned on enough. I thought we might have some of the best sex of our lives that night.

  After her bath, I helped her into a low-cut red top and jeans. I looked at the clock. It was nearly five. Gina saw me checking the time.

  “They’ll be here soon,” she said, a smile in her voice. “Goddamn, tonight’s gonna be fun. You ready to have some fun, bitch?”

  “Yes,” I said. She grabbed my ear and twisted. It hurt like hell.

  “Yes, what?”

  “Yes, ma’am.”

  “Fucking right,” she said. “Now go get your credit card and keys and put them in your purse.”

  I looked around, confused. “I don’t have a purse.”

  “Yes, you do,” she said, pointing to my crotch.

  I did as she said, tucking my keys and credit card into the tight panties next to my cock cage.

  We waited in the living room for our guests to arrive. Gina had me get on all fours and used me as a footstool while she read a magazine.

  A little after six the doorbell rang. I looked at Gina.

  “Don’t just sit there,” she said. “Get the fucking door.”

  I jumped to my feet and nearly twisted my ankle on a wobbly heel. I strutted to the door, anxious, wondering how all this would play out.

  I opened the front door to two men. One had short dark hair, a light beard, and broad shoulders. He wore a blue dress shirt and slacks. The other wore jeans and a tank top. His skin was brown, either Hispanic or maybe mixed-race. He had a diamond stud in one ear. He looked me up and down and smiled.

  I heard Gina from behind me. “Hi, Oscar,” she said, stepping past me to the man in the blue shirt. She drew herself close to him, leaned in, and gave him a long, slow kiss.

  I felt my stomach sink. All this time I thought we were going out with another couple. I realized that’s not what Gina had in mind. This guy Oscar was going to be her date. And that meant—

  “Aren’t you going to introduce me?” the man in the tank-top asked, eyeing me hungrily.

  Gina pulled her lips off Oscar with a loud smack, then giggled. “You must be Renaldo,” she said.

  “My friends call me Renny,” he said.

  “Well, Renny,” she said, “this is your date for the night. Her name is Daisy.”

  Oscar drove us to the restaurant, and I sat in the backseat with Renny. As he squeezed my thigh, I wondered if he liked women, men, or just men who dressed up like women. I faced the rest of the evening with dread now, wondering what Gina had in store for me next. It wouldn’t take long.

  Gina looked into the back seat at me. “Since you’ve been so good today, you can eat your dinner on the way to the restaurant,” she said. She arched her eyebrows and looked down at Renny’s crotch.

  “Oh no,” I said. This was where I drew the line.

  “Oh yes,” Gina said. “Or we’re still going to go out for a nice meal, but Oscar here will drop you off on 32nd street. That’s where all the hookers hang out, sweetie. And then maybe we’ll call the cops and have you picked up for solicitation.”

  “But I didn’t—”

  “I’m sure Renny will tell the cops that you offered to suck his cock for fifty bucks.”

  I couldn’t believe she was doing this. I couldn’t believe I was doing this. I swallowed hard, then began to unbuckle Renny’s belt. I could feel his cock straining as I unzipped his jeans. He was wearing white briefs, and I reached into them and felt the hot stiffness. Renny was breathing hard now.

  I pulled it out, a long, thick veiny tube. Gina whistled when she saw it. I looked at her, then back at Renny’s cock. I bent down to start sucking and felt a slap on the back of my head.

  “You are a rude little bitch,” Gina said. “You ask a man’s permission before you take him into your mouth.”

  I looked up at Renny, who was grinning from ear to ear.

  “May I please suck your cock?” I asked.

  Gina slapped my ear this time. It hurt like hell, ringing. “Sir?”

  “May I please suck your cock, sir?”

  “Heh, sure Daisy,” Renny said. “Before you do that, though, go ahead and give a little kiss to each of my balls.”

  I reached into his briefs and flopped out his balls, shaved smooth. I gave each one a little peck, leaving two smidges of red lipstick behind.

  “Nice,” Renny said, putting his hands behind his head. “Now you can suck it.”

  I tucked the hair from my wig behind each ear and bent down to slide my lips over his cock, careful not to use my teeth. I’d never given a blow job, but I had a pretty good idea what would feel good.

  He tasted musty and meaty. I felt a little dollop of pre-cum hit the roof of my mouth as I took him in. Renny moaned, and I began to slide my lips up and down on the shaft.

  I slid as far as I could, the tip of his cock pushing against the back of my throat, my eyes watering. Just then the car hit a bump in the road, jamming him hard into my throat. I gagged and pulled myself up, coughing and choking.

  Gina laughed, then grabbed the back of my head and shoved me back down hard. “No one told you to stop, you dumb little bitch.”

  I was still coughing, but tried to get it under control, to start sucking smoothly again. Five minutes of me sucking and slurping cock later, the car came to a stop.

  I looked up, my eyes watering, my lips numb, a trail of spit and cum dangling from my lips. We were at Demetrio’s, the steak house I’d brought Gina to on our first date.

  “Hey,” Gina said, “Who the fuck told you to stop?” She pushed my head back down like before. “Okay, here’s the deal. We’re all hungry, so you’ve got exactly one minute to make him come. If not, this is going up your ass and staying there for the rest of the evening.” She pulled something out of her purse and waved it in front of my eyes.

  It looked like a shiny black turnip. I didn’t understand what it was at first, then my eyes grew wide at the realization. I wasn’t sure the butt plug would even fit up there, but I damn sure didn’t want to find out.

  I reached out with both hands, grabbing the base of the shaft with one hand and cupping his balls with the other. Slow and steady wasn’t going to do it anymore. I wrapped my lips around his cock and began to bob my head like a frantic chicken.

  Renny started to moan louder.

  “Thirty seconds,” Gina said. She and Oscar both looked on and laughed.

  I hummed as I worked my mouth up and down, squeezing the base of his cock. Come on, I thought. Please.

  With ten seconds left, Gina started to count down. Oscar joined in. “Ten, nine, eight…”

  I tried to pick up the pace, but couldn’t go any faster. Renny tensed, pushing his hips up into me and grunting. Yes! It was happening.

  “…three, two, one.”

  Nothing filled my mouth. Renny lowered himself back down and tapped me on the back of the head. I groaned in defeat.

  “Nice try,” he said. “You suck dick real good.”

  Gina tossed the butt plug in my lap. I looked down at it with dread.

  “Well?” Gina said. “Hurry the fuck up. We’re hungry.”

  I picked it up, shocked at first to find it coated in lube, then thankful. Trying to shove that thing up my ass without help would have torn my ass apart. It still might.

  I lifted up my ass, pulled the tight panties down, and sat down onto the plug. It was like taking a shit in the opposite direction, only the shit felt as big around as my fist.

  I grunted as the bulb went all the way in, leaving the little fluted piece of rubber hanging out of my ass. I tucked my panties back over it and looked at Gina through the tears in my eyes. She was smiling, of course.

  “Let’s go eat,” she said
.

  I hobbled through the parking lot. Renny took my arm like a gentleman and helped me not to fall on my face. My dick and balls felt crushed in front, and my ass felt like it was going to explode. I wasn’t sure how I was going to make it through dinner.

  The hostess gave me a strange look, as did every single diner as we walked to the table. Gina had made reservations, so we didn’t have to wait.

  When the waiter came, Gina ordered a filet, rare. Oscar got the T-bone, and Renny asked for a Porterhouse. They also got a bottle of wine.

  “And for you?” the waiter said, looking at me.

  “She already ate,” Gina said.

  The waiter coughed nervously, still looking at me. I just gave him a little shake of the head. No thanks.

  When he left the table, Gina took a sip of her water. “You’re paying for all this,” she said.

  I just shifted in my seat and winced, hoping I could make it through the meal.

  I did, and I paid. They all took their time eating and drinking, though. Gina reached down several times to rub between Oscar’s legs. She kissed him a lot, too. I just sat and watched, feeling like my insides were being rearranged.

  Afterward, I paid. The bill was over three hundred. All I had was a glass of water. The plug was still up my ass and had been for at least two hours.

  We got back in the car. I asked Gina if I could take out the butt plug. She told me to shut the fuck up. The next stop was the Holiday Inn out on the highway.

  “Go get us a room,” Gina told me as we stopped in front of the office.

  I climbed out of the car and limped into the lobby on wobbly heels, my legs shaking.

  “Yes…ma’am?” the short, pretty brunette working the front counter said. “May I help you?”

  “I need a room, please?”

  “How many beds?”

  I hadn’t thought to ask, but I couldn’t go back out to the car. I had barely made it in here. “Two queens?”