Best Job Ever: Private Dick - illustrated
Copyright© 2025 by CreepyUnclePete - by Limnophile
Chapter 2
Erotica Story: Chapter 2 - Wealthy blonde woman hires a homeless Black veteran. Instead of looking at a job application or resume, she checks what's in his pants. - - - Chapter 1 has mild non-sexual violence, and an arousing first meeting. Graphic sex starts in chapter 2.
Caution: This Erotica Story contains strong sexual content, including Ma/Fa Consensual Heterosexual Fiction Crime Rags To Riches Interracial Black Male White Female Anal Sex Oral Sex Safe Sex Voyeurism Size Prostitution Violence Illustrated
Author’s Note: This is my first chapter using a thesaurus and an AI assistant. I did write about 80 percent of it myself. Please vote, so I can tell if it’s better or worse than usual. Or better yet, leave a comment or message me.
The breath lozenge tasted like wintergreen and desperation - the kind of flavor that makes you acutely aware of your own grime. Gwen’s nose wrinkled slightly, but her smirk never wavered. She just patted my cheek like I was a misbehaving dog she found charming.
“Hop in, hero,” she purred, sliding into the driver’s seat with the practiced ease of someone who’d spent too much time in cars worth more than houses. The leather groaned under me as I climbed in, still half-convinced it was a hallucination brought on by bad dumpster food.
After a satisfying greasy cheeseburger, we stopped at a gas station. She ordered, “Fill her with premium. I’ll get condoms.”
Once we climbed back in, she pressed “Inizio”, the start button. The quad-turbo V16 engine snarled to life again. “You’re staring at my chest,” she noted, without looking at me.
I lied with a playful accusation. “I wasn’t. You’re crazy.”
She laughed, loud and unguarded. “So I’ve been told.” She stomped the gas pedal, flinging the car downroad with the acceleration of a popped balloon. In barely a block, the speedometer hit triple digits! It’s amazing what a million bucks and two thousand horsepower can do. She piloted the aspiring aircraft between a pair of trucks with only inches to spare! Her driving was scary as infantry warfare, and more dangerous!
The hotel wasn’t just fancy, it was the kind of place where the doormen wore gloves and judged you with their souls. Gwen tossed the valet her keys. His smile changed to a frown as his gaze moved from her abundant cleavage to the filthy bum escorting her.
I was quite uncomfortable wearing a torn T-shirt and dirty jeans. All the employees and most guests wore suits or fancy designer clothing. Three with nametags stared with suspicion in their eyes. She grabbed my hand. “Relax. They’ve seen worse.”
The elevator ride up was silent except for the hum of machinery and the sound of my heart trying to escape my chest. Gwen leaned against the mirrored wall, studying me like an unfinished puzzle. “You’re not what I expected.”
I asked, “What did you expect?”
“A man who’d take the money and run. Or rob me. Or fuck me right there against the dumpster.” She touched a fingertip to the corner of her mouth and sighed. “Shove me down on a pile of trash, and rape me to a three-hole creampie. Or grab my hair and give me a pearl necklace in public.” The smile and longing tone in her voice surprised and aroused me. She stroked my thigh, inspiring a slow growth. She giggled and continued, “You did do the heroic thing, though. That was ... unexpected.” The elevator dinged. I couldn’t tell if she meant it was a good surprise or bad.
Her suite smelled like roses, jasmine, and money. She kicked off her expensive high heels, so I untied and pulled off my worn work boots. The shower was glass-walled and big enough for eight. Gwen didn’t bother with preamble. She peeled off her dress in one smooth motion, dropping it to the bathroom floor. No bra. Just those red panties, with a dark moisture streak down the middle.
“Your turn,” she said, nodding at my rags. I hesitated. She rolled her eyes. “Oh, please. You already flashed me. Don’t pretend you’re shy.”
I wasn’t. But the sudden shifts from street fight, to traffic terror, then luxury seduction left my emotions dizzy. Still, I stripped.
Gwen whistled. “Damn. Even soft, you’re impressive!”
“You, too!” I gently grabbed a weighty breast and led her into the shower. The hot spray was more relaxing and comfortable than I expected.
Gwen lathered her hands with some fancy shit that smelled like raspberry, lemon, and lust. She soaped most of our bodies, then lightly dragged her sharp nails down my chest. “So,” she murmured, her breath warm against my shoulder. “You’re really a Marine?”
“Was.”
“Hmm.” Her fingers traced a scar on my hip, the one from an AK-74 bullet. “Explains the reflexes.” Her touch wandered lower, making me groan. She laughed against my skin. “Oh, that’s the sound I wanted.”
We kissed, washed, and fondled each other a delectably long time.
She tickled my belly and made another offer, “I’ll pay for every orgasm you give me, if you don’t cum tonight. Can you avoid dumping a wad, for a big wad of cash? Five grand a climax, if you don’t cum yourself?”
I desperately wanted to breed her, but the promise of abundant money when I had none...
“What do you say, stud?” The numbers fizzed in my skull like champagne. Five thousand a cum! Gwen’s greedy little smirk told me she thought I’d blow a load after just one or two, maybe even pop first. Her fingers circled my cockhead, thumb rubbing the tip like she was sealing a deal.
“Sure!”
“You’re betting against biology,” she growled. I palmed her ass hard enough to lift her. Water sluiced between us. “Women can go multiples. Men? You get one shot.”
“Oh, I know. But if it’s a cannon blast through the heart...”
Gwen giggled and ripped open a condom pack, quickly rolling it on me. She ground her pelvis against my thigh, her wet womanhood painting my leg. I teased, “Marines have discipline, but you?” Her teeth grazed my earlobe. “You’re desperate, craving oral and a big dick. You look ready to drown me in your needy pussy.”
She laughed and asked, “Can you control yourself and get me off half a dozen times? Ten grand extra if I cum six times and you don’t. Think you can do it? For forty thousand dollars?” The challenge lit up my nerves brighter than the hotel’s chandeliers.
I spun her around, her tits flattening against the chilled glass as I bracketed her hips. I dragged my thick cock through her slick folds. I said, “Enjoy it. I know I’ll enjoy your money. Oooh! And fucking your superhot body.”
Gwen’s laugh turned into a gasp when I shoved in, filling her fully, totally, touching her cervix. She was the first White girl I ever screwed, and one of the tightest! I smiled seeing I had four inches left over. Her back arched, red nails scraping condensation off the shower walls. “Fuck - yes, that’s - Oh GAWD! Right there!”