The Thieving Babysitter [M/F] [NonCon] [Blackmail] [Long]

“Are you fucking serious?” I said aloud to no one, standing and relieving myself at the urinal.

The footage was clear as day. Our new babysitter, recommended by my coworker, no less, was captured rummaging through my wife’s jewelry. The tandem app for our security system was very effective, only capturing when movement was present in a room. I’d received the notification that there was activity in our bedroom, which normally meant our cat was rummaging around. But being that Talia was new, it piqued my interest.

The hidden camera caught her sifting through the ornate jewelry box on top of the dresser in our room, removing a ring box, looking around conspiratorially and then leaving. It was obvious what took place.

“Unbelievable. This is what I get for trying someone new,” I thought to myself. I finished up, washed my hands and went out to meet my wife in the theater lobby. My mind raced as to how to traverse the predicament.

*I could tell her, but maybe there’s a more satisfying solution.*

I saw my wife sitting on a small bench awaiting me. She smiled as I approached.

“Feel better?” she quipped.

I quickly quieted the rage I was feeling and smiled back. “Ahhh. *So* much better. I know we needed that 24-ounce soda to balance out the popcorn, but damn that last half hour was brutal,” I laughed.

“Hah and what a dumb ending! You should’ve just gone pee and skipped it,” she returned.

“For real. Of *course* they end up together, despite him being a complete tool,” I said.

We laughed and ripped apart the movie the rest of the ride back. It was nice to get out and have a bit of a parenting break, but I knew I had a hard conversation ahead when we got home.

———————————

“Hi guys!” Talia said as we came in the door. She had been laying on the couch watching TV, but got up to greet us. She was petite. Long, red hair, milky white skin. She had adorable tits that were on the small side, but perky and nicely pointed. Soulful green eyes, too. They shined like emeralds.

“Hiya,” my wife offered. “How was Tommy? Did he give you any trouble?” Referring to our 2-year-old, who’d been on a bit of a tantrum streak lately.

“Oh not really,” Talia said. “He flipped out a bit when I wouldn’t let him have cookies right before bed, but that passed quickly. He was cuddly and fun the whole night! How was the movie?”

We gave each other a look and chuckled. “Definitely seen better, but it was nice to have a night out. Thanks again for helping us,” I said, disguising my ire.

“Oh it was my pleasure! Little Tom is a joy,” she was gathering up her things and getting her coat. “Anytime you need me, I’m here.”

“Thanks,” my wife added. “We’ll definitely take you up on that. Joe, why don’t you get her money and get her home.”

I reached for my wallet and remembered I’d spent the last of my cash. “Dammit, I forgot to hit the ATM on the way home. Talia, do you mind if I stop really quick and grab it on the way?”

“Not at all!” she chirped. “I got nothing to do tonight.” She smiled at me and I returned one, forced though it was. Not that she noticed.

“Well again, we appreciate it,” my wife said. She wouldn’t be so nice if she knew what Talia did, but I had other punishments in mind.

We headed out after a few more pleasantries, the anger in me rising again. Talia got in my truck and I followed, watching her the whole time.

“This is really going to be helpful to get stuff for college,” she said as we drove. “Thanks for the opportunity.”

She was 18. Just out of high school and primed to be molded in the college machine. Very hot, obviously too confident. She was due for a humbling lesson.

“Mm-hmm,” I noncommittally contributed. After a few quiet moments in the car, I pulled into the parking lot where my ATM was. We live in rural area, and next to the blacktop was a recently plowed field. The road gave way to the firm earth seamlessly, and I drove right to the edge of the lot and into the field.

“Um, Mr. Angelo?” Talia asked, the discomfort in her voice clear.

I said nothing, barreling into the unlit field. The truck buckled and bounced a bit as we hit an uneven patch. A few feet past it, I stopped and put it in park, turning off the headlights. The night overtook us. It was dimly black in the car, save for the quiet gleam of the dashboard.

Talia was fidgeting and went for the door in a panic. I grabbed her firmly by the wrist.

“Wait,” I said flatly.

“Mr. Angelo, I don’t know what’s going on, but I-“

“The ring,” I said.

“What? I don’t know what you’re talking about. I want to go home, please,” Talia said, the fear kicking in.

“Give. Me. The. Ring,” I said firmly.

“Please, Mr. Angelo, I don’t-“ She went to exit the truck again and I tightened my grip on her wrist.

“Stop it. You know what you did. If I have to come get it from you, you’ll be very sorry,” I said, getting impatient.

She hung her head and stopped trying for the door. Her eyes welled up a bit and got large when she looked up to me, realizing she was in a predicament.

She sighed eventually, knowing she was caught. “Okay.”

She reached down the front of her pants. Her face contorted as she lifted her butt off the seat and leaned forward. A second later, the ring box materialized.

I looked at her in disbelief. “You had it in your pussy?”

She nodded slightly, clearly ashamed.

“Give it here,” I said curtly.

“Well, let me at least clean it off first or something,” she hesitated.

I snatched it from her hand. It was a little damp. Instinctively I held it up to my nose and sniffed it. Very sweet, her scent.

“Ew,” she said, gagging a bit. “You’re disgus-“

Her words were eviscerated as I slapped her firmly across the face. Her eyes widened in shock.

“Shut up,” I said. “You realize this ring is an heirloom in my wife’s family? You think about that when you stuffed it so casually inside your body?” I pointed at her forcefully. “*You’re* disgusting.”

She hung her head again, her valid argument not worth getting hit over. “Well..what now?” she said, almost whispering.

I smiled, just a hint of malice. “What, indeed, Talia. Well…we can do this a few ways,” I said, leaving time in between the sentences. The tension was building and I could feel myself getting erect.

“I could take the footage of you stealing the ring and the ring itself to the police. They’ll ask me if I want to press charges, and I’ll say yes. This is probably the most correct way to deal with this.”

“Wait,” she said. “But I’m just about to go to college! I *can’t* fuck that up. She was panicking, waving her hands in front of herself in a manic way.

“You *did* fuck that up,” I said, scolding her. “You made this choice and you’ll have to live with the repercussions.”

“Oh god! Oh *god*!” she exclaimed. The weight of it all was hitting her.

“Or, we could come up with another solution,” I purred. “Have anything in mind?” I softly touched her on the upper leg. She instinctively recoiled.

“But..you’re married. And I have a boyfriend..” she said, trailing off. She began to quiver like a frightened rabbit.

“Well, you wouldn’t want my wife to know about what you did. I can promise you she’d handle this *very* differently,” I said, caressing her thigh. She ceased pulling away and slumped her body forward. “I can promise you, whatever I do to you, she would do far worse.”

She sat silently for a moment, considering her choices. She huffed a bit, looked to the door again, then turned to look at me.

“Fine,” she said, frowning. “What do you want me to do?”

I smiled and reclined my seat a few notches, putting my left hand behind my head. I nodded down to my cock. “You know what to do.”

She rolled her eyes and sighed, annoyed. “Fine. But *don’t* cum in my mouth.”

I moved my hand from her leg and slapped her face again. “What’s that? You want to swallow all of it?”

She looked at me with eyes of betrayal and put her hand to her face where I’d hit her.

“I’ve..never been able to… to do that,” she whimpered. “It makes me gag. I don’t think I can!”

“Well, for your sake, you better figure out how to,” I said, unconcerned. I began to unbuckle my belt and took my pants down. “You better do it well and swallow all I give you. Or else.”

She sighed again, knowing I had her. “I’ll try, I guess.”

“You’ll do it,” I said. I took down my underwear. My cock was pretty big. Not like horse cock-big or anything, but a solid 9 inches. Her eyes got wide when she saw it.

“Wow. That’s the biggest one I’ve seen in person,” she said, sounding impressed.

“Cool. Get to work,” I said.

She moved in the seat to fold her legs under her body. Apprehensively, she reached across to me, eventually wrapping her hand around my shaft. Her hands were warm and her skin soft. It felt amazing to be touched by a new woman for the first time in years. I sighed contentedly.

Limply, she began to pump my cock in a somewhat clumsy manner. It was pretty clear she hadn’t had much experience.

“Firmly, grab it more firmly,” I guided. “Go all the way to the top, past the head. Yeah, that’s good.” She listened, improving.

She continued in this manner, possibly thinking she could finish me off with her hand. I felt her speed up, confirming my thought, so I stopped her altogether.

“Get undressed,” I said. It wasn’t a recommendation and she knew it.

“Wait, I thought..” she began.

“You thought you could just jerk it and be done? Wrong. Take your clothes off.”

She dropped her head in a showy way, but complied. Shaking her head, she took her t-shirt off to reveal a lovely, lacy baby blue bra. It complimented her skin tone nicely. She slid her black yoga pants off next and the matching underwear completed the picture.

“So hot,” I said quietly. She shot me a glance indicating her displeasure, but I saw her blush just the same. Even though the car was dark, my eyes had adjusted quite well. Her pale skin couldn’t hide the redness. Somewhere deep down, she was enjoying this.

She reached her hand over then towards my cock. I grabbed it midway.

“I said get un*dressed*. All of it.”

She squeaked a small sound of disapproval and narrowed her eyes at me as she undid and removed her bra. Her tits were perkier than I had first thought and were a perfect roundness. I immediately reached out to grab the right one. She pulled back a bit at first, then scooted closer to me in her seat.

“The panties, too,” I said as I lightly pulled and rubbed her nipple. It had hardened and grown in my touch. I licked my thumb and forefinger and resumed playing with it.

Talia scoffed and lifted her pelvis up to remove her underwear. She was shaven clean. I was actually a little disappointed as I’d hoped to see her red public hair, but her pussy looked amazing. She’d closed her legs after removing the panties, so I stopped playing with her tit to spread them.

“Put your back against the door,” I told her. She complied. “Spread ‘em.” She did so, turning her head away from me.

Her pink mound was tight-looking, with small lips and a clearly present clit. She looked quite turned on. I pulled out my phone and opened up the camera.

“Hey wait a second,” Talia said. “No pictures.”

“You don’t call the shots, girlie. I’m going to do with you whatever I like.” I turned on the flash and took a photo. The car flooded with light momentarily and Talia flinched and looked away. In the short illumination, I could see how wet her pussy had gotten.

“Jesus Christ man! Give a girl some warning, fuck.” She was rubbing her eyes.

“Alright, look at me.” She did, making a mocking expression.

“Okay, say “cumslut!”” I said, taking another shot.

“Hilarious,” she scoffed, flipping me off.

I set the phone down and reached over to her pussy, finding her sopping wet clit instantly. I gently rubbed it and she twitched.

“You like this, huh?” I smirked, feeling her body react to my masterful touches. “Such a bad little slut.”

“Oh fuck yourself. This is biological.
Just cuz you touch- UNGHHH!”

She stopped as I put a finger inside of her and began to slide deep inwards. She closed her eyes and leaned her head back, her chest rising and falling as I lightly fucked her.

I pulled my fingers out and licked them, savoring her sweet taste. “Mmm,” I said. “Okay, enough of this. Get back to work.” I pulled at her left nipple and she snapped out of it, shooting me a death glare.

She hoisted herself into a crouched position and reached over to touch my still-hard cock. I reached behind her and wrapped my hand into her silky red hair, guiding her head down.

She opened wide and took me in about an inch, her throat instinctively closing itself in preparation. She grabbed my cock at the base and licked the head in a surprisingly effective move. It felt amazing.

“Ooh there’s a good slut,” I commented. “Now take me back in your mouth and put your fingers into an “okay” sign. Now follow the path of your mouth with your fingers,” I instructed.

She did as told and it improved the blowjob. A nice rhythm took hold, her technique taking on a life of its own. Her other hand went to my balls and cupped them, massaging. I ran my fingers along her pale back and she cooed against my dick. She liked it. I reached her ass and gave it a light slap, increasing her speed.

“Woah, woah, slow down, sexy,” I muttered. “I want this to last a bit.”

She listened, taking me out of her mouth and licking the head again. She looked up to me with her brilliantly green eyes and maintained eye contact as she took me a little deeper. The saliva had built up some and her throat relaxed, enabling her to accept more of it.

Sliding my hand along her tiny ass, I reached her clit again and rubbed it with my middle finger. She was sopping wet and accepted my touch. She pushed against it and it made my finger slip inside of her. I added my ring finger and felt her soft walls hug them.

“Mmm,” she offered, sucking better by the minute. She was quite good at it, once I shaped her actions. Her instincts were strong.

My two fingers inside her were lubricated well and moving smoothly. I used my free index finger to rub her clit again. She moaned in pleasure as I pushed her closer to orgasm.

She stopped sucking for a second and dropped her head in ecstasy. “That feels so good,” she said. Her makeup had run some and her hair stuck to her face where the saliva had collected. She closed her eyes, letting me pleasure her.

Opening her mouth widely, she attempted to take more of my veiny cock, which stood firmly, at the precipice of explosion. She gagged as it hit her throat.

“Sorry,” she whispered. “I know you don’t like that.”

“You’re doing good, Talia. You’re learning quickly,” I pet her head. “Maybe somebody’s a bigger cock lover she let on, eh?”

She looked up to me and smiled genuinely for the first time. “I dunno,” she shrugged.

I sped up my hand on her pussy and she took me back in, sucking smoothly and quickly. I could feel the tension building as my own orgasm was bubbling.

“Oh fuck, baby, I’m getting close!” I said, feeling her body tense up in preparation for the onslaught of cum as well as her own impending release.

She sped up further, her hands on my cock and balls working frenetically. I moaned as I felt my cum working its way toward the tip. Her body started quivering as my fingers worked her engorged clit. She was on the brink.

“Fuuuuuuuck here it comes!” I exclaimed. Her sounds of pleasure increased to a fever pitch.

Simultaneously, I exploded into her mouth and felt her body pulse as she climaxed. My cum came out hard and I heard a slight gag as it hit her throat. She didn’t stop or remove me from her mouth an inch, though. I fired heavy ropes into that warm mouth repeatedly, the gag replaced with an “mmm” vibration all through my cock.

She shuddered into my hand over and over as orgasms rocked through her body, making her final sucking motions jerky and inconsistent. My cock was still emptying dabs of cum into her mouth while she sucked it. The feeling was nearing too much for both of us, so our motions slowed dramatically.

She removed my shrinking member from her mouth, and tipped her head back to allow the cum to slide down her throat. Her eyes welled up and she swallowed three or four times before opening up to show me. Fine strands of white cum coated the sides of her tongue and corners of her mouth, but she’d accomplished what I wanted.

“Good work, Talia,” I encouraged her. “You’re a great little swallower.”

She made a disgusted face, but her cheeks were flush. She sat back on her seat and looked to me in anticipation.

“Thanks,” she said shyly. “It wasn’t that bad. A boy has never made me cum before.”

“Did you like that?”

She nodded, looking away.

“It’s ok. Don’t be ashamed. This will be our secret,” I said, sounding unintentionally predatory.

“Ok,” she said, looking relieved. “So are we good then?”

“Good? I mean, sure, but we’re just getting started,” I said, watching the comfort drain from her face.

“But..I thought you said..”

“Said what? That my wife would do worse? She would,” I said, pulling my underwear and pants back on. “But we’re not done.”

She sighed, defeated.

“So it’s, what, June 15th today? You still have a few months before you have to leave for school. That’s a lot of time to get stuff done,” I smirked.

She hesitated. “Well I could your wife..”

“What are you gonna tell her? That you stole her ring? That you blew me to cover it up?” I replied casually. “I have video of you doing one of those. Who do you think she’s going to believe?”

She hung her head again. “Ugh, fine. But just blowjobs, okay?”

I held her gingerly by the chin and smiled. “No, sweetheart. There’s so much more we need to do. But, no matter which hole I fuck you in, you’re going to swallow every time. Now get dressed. I better get you home before I recover and want to put this cock into again.”

That got her moving. She scrambled to find her various clothing items and get redressed.
I flipped the headlights back on and reversed and turned the truck until the parking lot came back into view.

“Seatbelts,” I said. She smirked at me and rolled her eyes, complying.

We drove across the field again, avoiding the uneven patch this time, through the lot and rejoined the road, Talia’s home a few blocks away.

“Wait, what about the money?” Talia asked, looking back towards where we’d just left.

I laughed. “Really? Do you want to know what that ring is worth? You’ll be lucky if you can repay me by summer’s end.”

She slumped in her seat. “Awesome,” she said.

I stoked her leg, but she slapped my hand away. “Aw, don’t be like that, baby,” I said, smiling. “Imagine all the life experience you’ll learn this summer! Those college boys won’t know what hit them when I’m done training you.”

“Just shut up,” she said. I raised my hand to strike her again. “Please! Please, sir. Can we just drive in quiet? I’m sorry.”

I nodded, returning my hand to the wheel. We drove the rest of the way in silence. Talia looked out the window and I dreamed of how tight her pussy was gonna feel around my cock. I smelled my fingers again and swam on the aroma.

This was gonna be a fun summer, indeed.

Source: reddit.com/r/eroticliterature/comments/phuhoa/the_thieving_babysitter_mf_noncon_blackmail_long