April's Fool - Cover

April's Fool

by (Hidden)

Erotica Sex Story: On April Fool's Day, April tricks her best friend Rachel into shoplifting at a mall, leading to Rachel's capture by a security guard. To avoid arrest, Rachel is coerced into doing something naughty that is secretly recorded. How far will April go to get her hands on that footage? Footage which could be the key to making all her domination dreams come true.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Blackmail   Heterosexual   Crime   Humiliation   Light Bond   Masturbation   Oral Sex   .

Author’s Note: All characters in this story are 18 years of age or older.

My name is April, and this is a story about me and my best friend, Rachel. We’ve been besties since kindergarten, always together with each other at the private academy we attend. Rachel is a fiery-haired tomboy with a bob cut and bangs, and an athletic body that makes my mouth water. But this story isn’t about our friendship, it’s about the end of our final semester before graduation, and how an April Fool’s Day prank went so wrong. Well, wrong for Rachel, that is. For me it was a dream come true.

Growing up, we were inseparable. We shared our secrets, our dreams, and our fears. Rachel has always been very sweet and innocent, a rule follower who was terrified of her strict religious parents. My parents are extremely wealthy, and ever since I was old enough to be left unattended, they have pretty much been out of the picture, usually off traveling somewhere in Europe. Rachel spent a lot of time at our house, sleeping over at least every other weekend since we were teens. Her parents assumed my parents were there to supervise, but they rarely were.

Even as best friends, there was always an unspoken hierarchy between us. I was the one who took the lead, the one who was more dominant. Rachel followed my lead, and I knew she secretly enjoyed it. I was the one who navigated to porn sites on the Internet late at night on my tablet while we hid under the covers. I was always finding more perverted stuff to embarrass Rachel, and loved watching her squirm.

By the time we were in high school, I knew that I preferred girls over boys, although I enjoyed playing with both. What I truly lusted after were Rachel’s large breasts that looked so great on her small frame. I occasionally got to touch them when we showered together the morning after she stayed over, but she always giggled and moved my hands away when I got too touchy feely.

I knew Rachel was still a virgin and had never even made out with anyone. We had briefly tried kissing when we were in middle school, but for her it was just one of the girly games we played. I had been sexually active since sixth grade, when I lost my virginity to a ninth grader at a house party down the street that I had sneaked out to attend. I started sneaking out for parties like that any chance I got, but could never get Rachel to go with me.

I had started a game of dares last semester in an attempt to get Rachel to come out of her shell of silly girlishness. The dares were mostly harmless, usually involving something silly that only Rachel would agonize about. I would dare her to wear a pair of my thong panties under our school uniform skirts. Her parents would have a fit if they knew she had them on, which made the dare so delicious as I watched Rachel fret over something so harmless.

Her dares in return were usually something much tamer, like having me pinch someone on the butt as we walked by a locker. Stuff I would do without even thinking about it. The worst she had come up with was daring me to kiss Samantha Greene, who everyone knew was a lesbian. Sam and I had made out last year at one of the house parties, so Rachel’s eyes nearly bugged out of her head when I walked up and grabbed the little blonde by her ponytail and used it to turn her head and kiss her right there in the hallway.

So, back to the point of this story. It was April 1st and a Saturday, and we were at the mall, killing time and trying on clothes and shoes. Rachel owed me a dare, since I had done her last one, which was to blow kisses at someone out the passenger window of her car as she drove us here. So lame.

As we were walking past one of the lingerie shops, I saw my opportunity. I lied and told Rachel that I had snatched my cute bracelet from the mall last week, telling her how easy it was to get away with it. Then I dared her to go inside the lingerie store and steal a sexy pair of thong panties. I could see the hesitation in her eyes, the uncertainty warring with the desire not to back down from a dare.

“Come on, Rachel,” I cajoled, putting on my best innocent smile. “It’s your turn and you have to do it. It’s just a little harmless fun. Besides, if you get caught, you can always play the innocent card and blame it on April Fool’s Day.”

Rachel bit her lip, her eyes darting between me and the store. I could see her weighing the risks, her cheeks flushing with the thrill of the dare. Finally, with a deep breath, she nodded. “Okay, fine. But if I get caught, you’re going to help get me out of it.”

I grinned and nodded, knowing full well that I had no intention of helping her if she got caught. I watched as Rachel hesitated, then headed into the store. A few minutes went by and there was no sign of Rachel. After a few more minutes, I was about to go inside to find her when a security guard escorted her out, his hand on her shoulder as he led her away towards a set of double doors.

Oh, fuck.

I waited anxiously on a bench where I could see those doors for what felt like hours, but was probably less than one. When Rachel finally emerged, I rushed up to her, about to yell out, “April Fools!” The words died on my lips as I could tell she had been crying. She wouldn’t tell me what had happened at first, but eventually, once we got back to my house, she broke down and confessed. The security guard had caught her shoplifting, and he’d offered her a choice: put his penis in her mouth, or get arrested. Terrified and ashamed, Rachel had agreed to blow him.

That moment changed everything between us. I knew I should have felt sorry for my friend, but I all I could think about was how to use it to my advantage, to break Rachel down and claim her as my own. I had been reading blackmail and submission stories on a site called storiesonline.net for months now, and I often touched myself with one hand while I read naughty stories on my phone in the other.

I really got off on stories where someone was forced to submit to a more dominant person. The “dom” put the “sub” into more and more degrading and humiliating situations, all to break them down and recreate them as submissive little sluts. Rachel didn’t know, but I often pictured her as the sub in the situations I read about. If things went my way, she was about to embark on a journey of submission and transformation that would forever change our relationship.

Determined to take advantage of Rachel’s secret, I knew I had to act quickly. I decided to confront the security guard myself, to see if I could get my hands on any evidence that might aid in my scheme. I returned to the mall the next day, dressed in a short skirt and tight top, my long brown hair cascading down my back. I may not have been as sexy looking as Rachel, but I knew I had my own allure.

I found the guard, an old guy in his late 20’s with a thick mustache, and asked to see him in private. He looked me up and down, a lecherous grin spreading across his face. He led me through some double doors to a mostly empty room that said Security on the door. My heart was pounding in my chest the entire time, but I was determined to see this through.

Once we were alone, I turned on the charm, acting like I was angry because Rachel was the only one who got to see his cock yesterday. “That’s not fair,” I pouted, my voice dripping with faux innocence. “I’m the one who dared her to steal the panties in the first place. I should have been the one to get the real punishment. I would have been so much better at it than her.”

I played with my hair, flipping it over my shoulder as I batted my eyelashes at him. “I mean, I’ve never even seen a real man’s cock before,” I continued, my voice barely above a whisper. “And Rachel got to see yours. It’s just not fair.”

I could see the effect my words were having on him, his eyes darkening with desire as he adjusted his crotch several times. I knew he was getting excited about doing naughty stuff with me as well, and I couldn’t help but feel a sense of satisfaction. “Men are too easy,” I thought, a smirk playing at the corners of my lips.

As I continued to flirt with him, I knew I had him right where I wanted him. He was putty in my hands, his arousal making him pliable and eager to please. All I had to do was keep up the act, and I’d have him wrapped around my finger in no time.

Finally, he reached down and cupped his crotch with one hand and said, “Baby doll, why don’t you take my cock out and show me how much better you are than your friend?”

I grinned, stepping closer to him. “Gladly,” I replied. I reached my hands out for his zipper and pulled it down. Then I put my hand inside his pants and flopped out his already hard cock. I wrapped my hand around it, squeezing it tight and stroking my hand lightly up and down its length.

Not bad,” I thought. “Not bad at all.”

I lowered myself slowly until I was kneeling in front of him, maintaining eye contact with him and using my hand wrapped around the shaft to ease my way down. Normally I would have played with a nice prick like this and teased him more, but I needed to move forward with my plan. I pulled on the shaft to move it towards my mouth, sucking and licking the tip. I felt him get even harder than he had been before.

I just kept licking and slobbering all over the tip, and just as he was about to reach his peak, I stopped and pulled my head back, looking up at him with a devious smile. “Oh, you thought you were going to come? Not so fast,” I taunted. I reached behind me and pulled my phone out of my waistband, which revealed my true intentions.

Still kneeling, I maintained a tight grip on his shaft with one hand and held up my phone with the other, the screen illuminating my face with a sinister glow. “You know, Alex,” I began, my voice low and threatening, “I know all about what you did with Rachel. The deal you struck with her. And I also know she’s only 17,” I lied.

“Nah, I saw her ID,” he said.

“The fake one you mean?” I replied with a smirk.

I watched as shock registered on his face, his eyes widening in disbelief. Was he really that dumb? I could see the desperation begin to creep into his expression, the realization of the situation dawning on him. “You’re in deep trouble, Alex,” I continued, my grip on his cock tightening ever so slightly.

I held up my phone higher, the screen now reflecting in his eyes. “And just so you know, I’ve been recording our entire conversation to the cloud. There’s no way for you to erase it. You’re trapped, Alex. And I hold all the cards. Now I want all the footage of you and Rachel from that camera up there,” I said as I glanced up at it. I released his deflating cock and stood up. “You have no choice but to agree to my demands.” I could see the defeat in his eyes, the realization that he was at my mercy.

He disappeared for a few minutes, returning with a USB drive in hand. “Here,” he muttered, handing it over to me. “This is the footage of your friend blowing me.”

I took the drive, tucking it safely into my purse. But I wasn’t done with him yet. I reached around and pulled his wallet out of his back pocket, flipping it open to reveal his ID. “And I think you can part with a little more cash, don’t you, Alexander Bond?” I taunted, pulling out the meager $30 in five-dollar bills.

I couldn’t help but scoff at the pathetic amount, rolling my eyes at the thought of an old guy like him carrying so little. I stuffed it in my purse as well before tossing the wallet back at him. I definitely didn’t need his money, since I have Daddy’s AMEX Black card, but I do like to be in control. I stood there smirking, leaving him to stew in his own guilt and humiliation. I knew I had won, and the satisfaction was intoxicating.

So, no matter what you think of me so far, I’m not a monster. Alex had a nice cock and I had enjoyed my time with it, so there was no reason to leave him in the lurch. As he stood there looking angry at me, I kneeled in front of him again and looked up at him with an innocent expression, batting my eyelashes. His eyes went wide but he wasted little time before he was unbuckling his belt.

My eyes locked onto his cock as he dropped his pants and underwear down to his ankles. It was not completely limp, but still hung down towards my face. I licked my lips, savoring the impending taste of the prick I was about to savor. Wrapping my hand around the base, I felt the pulsating rhythm of his arousal, the veins throbbing under my touch. I brought up my other hand and squeezed his balls gently, eliciting a sharp intake of breath from him. It didn’t take long until he was fully hard again, his cock standing tall and proud, pointed towards the ceiling.

Lowering my head, I took the tip of his cock into my mouth, swirling my tongue around the sensitive head, collecting the pre-cum that already began to gather at the small slit. I could feel his body tense as I continued my assault, flicking my tongue over the opening, teasing him with my touch.

Slowly, I took him deeper into my mouth, inch by inch, feeling the thickness of his cock stretch my lips. My hand moved in tandem with my mouth, stroking the remaining length that didn’t fit. I hollowed my cheeks, creating a vacuum, as I bobbed my head up and down, the sound of wet suction filled the room.

His breathing grew ragged, his hands found their way into my hair, gripping tightly as he tried to control the pace. But I wasn’t going to let him dominate this encounter. I maintained my rhythm, my other hand now fondling his balls, rolling them gently in my palm.

“Fuck, nobody gives head like you little rich bitches,” said Alex. I smiled as I kept swallowing him, letting him fuck my mouth. It was true, after all. I’ve been sucking cock since I was about twelve, so I knew exactly what I was doing. I started making glurking noises as the tip of his rod started hitting the back of my throat with each stroke. I knew that all men loved that sound, and Alex was no exception.

As I felt him begin to swell even more, I knew he was close to his peak. I hollowed my cheeks further, increasing the suction, my hand pumping faster on his shaft. My other hand tightened around his sack, feeling it contract as he was about to climax. His hips bucked involuntarily, a silent plea for release.

And then, with a guttural groan, he came, his hot seed shooting down my throat. I swallowed greedily, milking him for every last drop, my mouth still working his cock as he shot several more diminishing loads, jerking his hips and pulling my face in tighter with his hands pulling my hair.

Finally, I released him from my mouth, his cock now spent and softening. I looked up at him, a satisfied smirk on my face, as I wiped my mouth with the back of my hand. With a final glance at his deflated cock, I gave the tip a kiss and tucked it back into his pants and zipped him up, sealing the deal.

“Now then,” I said with a smile as I stood and faced him. “Let’s talk about what’s going to happen going forward.”

“Oh, come on, I gave you the footage like you asked. Are you going to try to blackmail me now?” he said.

“First off, stop whining,” I said as I put my hand on my hip and gave him a disapproving look. “Older guys shouldn’t ever whine like that.”

“I’m only...,” he started to say, but I held up a hand to stop him.

“I know you’re an old perv who likes young women to suck his cock, so here’s the deal. I’m going to come back to the mall this Saturday with my red headed friend Rachel, and you’re going to bring us both back here and show Rachel security footage of her shoplifting, and then the footage of her sucking you off.”

“I gave you the footage,” Alex said.

I shook my head and rolled my eyes. “I know you kept a copy, don’t play dumb with me.”

He looked like he was going to argue again, but then just nodded his head.

“Then you tell Rachel that your boss saw the footage of her grabbing the panties and wants you to report her to the police and she’s going to be arrested for shoplifting. Then tell her you’re sending the footage of her blowing you to her parents. She’s terrified of her parents.”

“Okay,” said Alex. “Then what?”

“Then you ask her to put on a little show for you, and you make me do it as well. Make us both take off our tops and tell us to play with each other’s tits.”

“How would I make you do it?” he asked.

 
There is more of this story...

For the rest of this contest entry you need a Registration + Paid Premier Membership
If you have an account, then please Log In with a Free Account (Why register?)

 

WARNING! ADULT CONTENT...

Storiesonline is for adult entertainment only. By accessing this site you declare that you are of legal age and that you agree with our Terms of Service and Privacy Policy.


Log In