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Dee Dees Date Night

Dee Dees Date Night

by samantha_sherman
15 min read
3.96 (6300 views)
adultfiction
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Doug called at lunch. He said he would pick me up after work for Date Night. Well, it was about time; Doug owed me a Date Night, and I was tired of waiting.

It's partly my fault for spoiling him. Whenever he wanted a piece of ass, I would gladly give it up. He was so good at doing me that he was hard to resist, but I cut him off after four weeks passed, and still no Date Night. In the fifth week, I wore skimpy outfits to turn him on and then pushed him away when he wanted pussy. That did the trick.

I knew he was probably horny from ogling that bitch, Julie, the dick tease at his job. She's a pretty, voluptuous brunette with big fake titties. I don't know what he sees in her.

She's the type who would make him take her to an expensive restaurant and order the most expensive dish; then, she'd want to go clubbing and make him buy her drinks and drugs. She would dick tease him all night long and send him home with blue balls.

I'm pretty, petite, and blonde. My big titties are the real deal, and I'm not afraid to say that I'm a fucking smoke show, way hotter than Julie. On top of that, I was good in the sack. I didn't just lay there; I served it up.

He's such an asshole; I swear he pisses me off on purpose.

"Hey, Dee-Dee. I'll pick you up after work."

My name is Diane, but he calls me Dee-Dee.

"Wear something slutty."

He tells me to wear something slutty every time. What a pervert.

"Fuck you, Doug. You never take me anywhere good."

"Come on, sis. We'll have dinner and a movie." Hah! Dinner and a movie with Doug meant him picking up a bucket from KFC on his way home and watching Porn Hub while we ate. That was just a regular Friday night. It was not Date Night.

"Shopping, dinner, and a movie, or you can go fuck yourself, Doug. I'm serious."

"Fine, Dee-Dee. We'll go shopping too. You're only getting one outfit, and I get to pick it out. Just have your ass ready to go when I get there."

"Alright, Doug. I'm holding you to it." Huh. One outfit, my ass.

Sometimes, it's like pulling teeth trying to get a decent date.

I could understand a random guy wanting a cheap date since he has a slim chance of getting laid. I stayed away from randos because most of them can't fuck worth a damn. For all the trouble they are, I'd rather stay home and masturbate.

It pissed me off that my own brother was a cheap date, too. After all, I wasn't some random skank like that fake bitch Julie. Doug knew I was no gold digger and was sure to get laid if he took me on a decent date. Plus, I love his sorry ass.

We only had Date Night once every month or so. We went shopping, had dinner, and watched a movie. It's not like I made him spend a bunch of money. We've always been frugal, getting bargains where we can and banking the rest.

Our side gigs were lucrative and added money to the pot. Even the Hellcat was a bargain. It sat on the lot for a year with no buyer. Doug made a deal with the boss, applied his employee discount, and saved thousands.

Every couple needs a Date Night, and we are no exception. At the end of the date, Doug owns my ass all night long.

As much of an asshole as Doug can be, one thing he did well was fuck. I felt sorry for all the other girls who didn't have a man like mine. He was just as hypersexual as me and had excellent stamina. His cock was thick and fit me perfectly. It's like we were born to fuck.

Doug and I hooked up on my eighteenth birthday. He was my first and only man. The first time, he was so lovely, kissing, touching, and whispering to me. I knew he loved me as a sister, but that day, he took me to the next level and loved me like a woman.

He was gentle and considerate and when he entered me, I was so ready. I called out his name and sobbed joyfully. I wrapped my arms and legs around him, and he took me over the edge. He brought me to my first orgasm; the memory of it will be burned into my brain forever. We've been together ever since.

Doug said he would pick me up after work, so I took my time getting ready. I would give him what he wanted and wear something slutty. I tried to tease him on our dates, so he was hard and steel when we got home.

I took a quick shower and dressed for him. I wore a cropped tank top, a denim miniskirt, and white cowgirl boots. The outfit was guaranteed to turn him on.

I heard the dumb fuck laying on the horn as I checked myself in the mirror. He must have gotten off work a little early. I ran out to get in the car before he pissed off the neighbors.

"I said be ready when I got here, bitch," he said the second I opened the door.

"Shut the fuck up, Doug. You're honking is pissing off the neighbors," I said as I slammed the door shut.

He punched it, and the Hellcat howled and sped away.

"Dammit, Dee-Dee, you don't have to slam the fucking door!"

He mashed the gas and went through the gears, and in a flash, we were hauling ass. He knew I loved how the acceleration pushed me back into the seat. The speed and acceleration excited me. It was like he was giving me foreplay with his car.

I climbed over the console to straddle him, pressing my little thong on his big bulge. I put my arms around his neck and kissed him at nearly a hundred miles per hour. He couldn't see shit.

He pushed me off his lap just in time. We careened through the intersection, got sideways, and Doug floored it, narrowly missing a dump truck and accelerating onto the freeway. I was laughing like crazy.

"Yee-haw!" I screamed; the adrenaline rush was exhilarating.

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"What the fuck is wrong with you Dee-Dee? Are you trying to kill us or what?"

"Man, that was a blast, bro!"

"Aww...I'm sorry, baby. Maybe I can make it up to you somehow," I said as I reached over and rubbed his bulge. I opened his pants and pulled out his cock. Wrapping my warm hand around it, I stroked him as he drove.

He didn't say a word as I edged him all the way to the downtown exit and into the Ladies' Store parking lot. I leaned down and gave his dick a sloppy wet kiss, and sat up.

"To be continued, bro. Come on, zip it up." I kissed him and got out.

I stood in front of the car while he put his junk away. He had an eyeful of my little top struggling to contain my big braless tits. The outline of my nipple rings pressing against the thin material matched the ring I wore on my belly button. The hem of my pleated denim miniskirt barely concealed the turn of my cheeks, something I knew drove Doug wild. My white cowgirl boots were short ankle boots that stopped above the ankle, exposing my calves to view.

I heard the car door shut, and he stepped up behind me, putting his hand on my ass cheek under my skirt. A shiver ran down my spine.

"Doug, behave yourself. People can see us, you know," I pretended to scold him, secretly loving the feeling of his big hand on my ass.

We went inside, and I selected a few things off the clearance rack.

"Dee-Dee, I said I was picking out one outfit for you. What's all this shit?"

"Doug, this stuff is BOGO. It's on sale, so it doesn't count. Go pick something out, and I'll try it on."

"BOGO doesn't count? What the fuck are you talking about, sis? Everything counts."

"It's girl math, Doug, something a dumbass like you wouldn't understand."

"I understand bullshit, Dee-Dee."

"You should, Doug, because you're full of it. Now go pick out an outfit, or you can forget about fucking me later."

I looked around and found a few more cute items on sale; I had a basket full of items for under twenty dollars.

Doug came back with a sweet outfit. It included tight, low-cut distressed jeans, a cropped denim vest, and a neon blue backless bodysuit with high-cut legs, the same color as the Hellcat.

I was impressed. He usually picks out something stupid, like panties, saying, "Eat Me."

"Wow, bro. I like it. Let's go to the fitting room so I can try it on."

We checked our stuff with the girl, and I went in to change. The room was more like a booth with no ceiling and a curtain instead of a door. I decided to tease Doug, who was chomping at the bit to see me in the outfit.

I removed my top and tossed it over the top of the booth.

"Here you go, Doug. Catch."

I removed the miniskirt and tossed it over next.

"Here's another one, Doug. Are you catching these?"

"Yes, of course, I'm catching them Dee-Dee."

I giggled; I could almost hear his eyes roll. I was taking my time, torturing him. I pulled off my wet panties, wiped my pussy with them, and tossed them over.

"I put special sauce on those, baby."

"Geez, Dee-Dee. You're soaked."

"Why don't you taste them, Doug?"

"You're a slut, Dee-Dee." I giggled.

I put on the bodysuit and looked in the mirror. The bottom was like a thong with a narrow strip that extended up to my belly. The front was tight enough for my nipple and belly rings to show.

I wriggled my ass into the tight jeans, put on the tiny vest, and checked the mirror again. Wow.

The low-waisted jeans stopped well below my belly button, with the leg openings of the bodysuit exposing the skin of my hips and sides. The short vest stopped just below my boobs. It barely closed enough to cover my nipples, and there was no way it would button up. I put my boots back on and stepped out.

Doug's eyes bugged out, and his mouth dropped open when he saw me. I turned around so he could check out my bare back with my long hair in a ponytail. The tight jeans made my ass look even more spectacular than usual. When I turned around to face Doug, he was all over me.

The girl was off helping customers, so I let Doug feel me up. First, he manhandled my boobs, kneading them with his hands. Then he pulled me in for a kiss as his hands moved down to squeeze my ass. He felt me up so good, and I really loved the sexy outfit.

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"You taste good, Dee-Dee."

"Pervert," I said, giggling again.

"Where's my skirt and stuff?" He had them in a bag the girl had given him, sitting in the basket with my BOGO stuff.

"Well, what do you think? Is it a keeper?"

"Fuck yeah, it is. You are one hot piece of ass, Dee-Dee. I'm so lucky to be your brother."

"That's right, Doug. Don't you forget it. Now let's check out, I'm starving."

The girl cashed us out. The outfit was over a hundred dollars, and my items were another twenty. Doug didn't flinch when he paid her. He never does when he thinks with his dick.

The Chick-fil-A was on the way to the movies. I made Doug take me inside for a proper meal. Fuck that drive-thru bullshit and eating in the car. It was Date Night, after all.

I sat at a booth toward the back while Doug got our food. We always got the same thing: Spicy Deluxe Sandwich, Waffle Fries, and sweet iced tea. Doug brought the food a few minutes later, and we chatted while we ate.

I told him about all the stuff I got BOGO at the Ladies' Store. Denim hot pants, yoga pants, running shorts, tank tops, crop tops, T-shirts, sundresses, socks and undies. Mix and match; there were at least ten outfits for twenty dollars. He was amazed.

We talked about the movie, too. This week's movie was about a naughty college girl getting gangbanged by big black guys on the basketball team. I finished eating, so I sat back, kicked off my boots, and played footsie with the bulge in his lap.

My back was to the counter, so nobody could see me pulling my nipple rings except Doug. My nipples were always stiff; pulling them made them even stiffer. There was no way anyone could miss them.

I told him a dirty story about me getting tied down and used by a bunch of big black guys. I told him how he would be the coach, spanking me for being a naughty cheerleader, and then the whole team would fuck me.

"Goddammit, Dee-Dee, how did you get so fucking slutty?" asked Doug.

Honestly, I don't know how I got this slutty either, but I embraced it. My purpose in life was to please men, suck cock, and be their fuck toy. Especially Doug's.

"Are you complaining, Doug?" I asked as I gave him a quick flash of my erect nipples. I felt like a naughty, decadent tramp flashing my tits to my brother in a Chik-fil-A restaurant.

"I wanna fuck you right now, sis." I could feel how hard he was with my feet.

I abruptly stopped, put my boots back on, and fixed my top. "Come on, let's go. It's movie time."

The movie theater was busy. There were quite a few couples like me and Doug in attendance, white girls and their white men fantasizing about her being taken by big black men.

I was frothin', and it looked like I wasn't the only one.

The waterworks were on full blast between my legs. My new jeans already had a wet spot on the crotch.

The lights went down, and the movie came on. We watched as the coach caught the naughty cheerleader sucking off his star player. The coach spanked the slutty girl, and naturally, he fucked her too.

Doug turned to kiss me. I opened wide and let him devour my face. He pulled my top down and sucked my tits as I watched the girl on screen sucking that massive black schlong. It barely fit in her mouth, but the guy forced her to suck it anyway. He pulled out and shot ropes of cum all over her face and tits. I wanted to be her.

Doug tortured my tits. He pinched them hard and pulled the rings, stretching my nipples to the limit. I let out a little yelp when he bit them. I rubbed my pussy through my jeans, pressing the seam of the crotch into my clit.

"Ooo, Doug. Fuck my mouth," I moaned. He lifted enough to pull his pants down over his ass and pulled my face onto his dick. Mmm...that's what I needed, a mouthful of stiff cock. Doug's cock was delicious as he pumped his hips up and down, blowing his load in my mouth.

I sucked Doug dry and came up for air as the coach spanked the naughty cheerleader with his hand. It looked painful and sexy at the same time. Her cries became moans when he finished spanking her and started fucking her instead. Doug stroked his cock, watching the coach and the naughty girl.

I continued rubbing my pussy. My orgasm came while I watched the girl on screen get used.

The naughty girl ended up sucking and fucking the coach and five big black guys, all with massive cocks. I wasn't sure I could wait to get home.

"Let's go, Dee-Dee," Doug said, leading me out of the theater by the hand and putting me in the car. I was still needy and trembling, rubbing myself through my jeans as Doug sped home.

We pulled up to the house, and the car door opened. I stood up on shaky legs.

"Doug. Fuck me." I'd never seen him move so fast. He pulled down my pants, pushed me up against the Hellcat, and railed me. I didn't know if anyone could see, and I didn't care. I knew I needed fucked deep and hard, and Doug would take care of me.

"Mmm..." Doug put his hand over my mouth to keep me quiet and fucked me hard. His thick cock stretched me perfectly, pumping me full of cum. He pulled out and spun me around to face him.

Doug threw me over his shoulder and carried me across the threshold like a newlywed wife. The thought got me all romantic, and I started to cry. He carried me to his big bed and undressed me.

I laid back on the big pillows, watching my man get undressed. He was gorgeous as he climbed into bed with me and loved me. I laughed and cried as he brought me to orgasm again and again. Doug is so good to me. I loved my big brother.

Until our next date...

END

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