Yes; time to begin your mission

"Sorry, ladies, but I think I have some business with this girl," you say, pulling up to the curb. Your family seems nonplussed; Julie lets go of your cock and gives you a peck on the cheek, while Christine simply nods and makes herself comfortable in the back seat.

Stepping out of the car, you look the woman over. She seems excited to see you, her hips swaying as she approaches you as fast as her ridiculous heels will allow. She's really gone all-out with her makeup, especially the ruby-red lipstick, although it looks a little smudged.

"Hi there, handsome... I'm Mindi," she purrs, moving in close. "By donation, or I could just spend the night." She bites her lip, running a long pink fingernail down your shoulder.

Wrapping an arm around her, you squeeze her near-naked body against you and feel up her ass. "Donation, huh? What's to stop me from turning you around and taking you right here, without paying a dime?" With that you press her towards a nearby wall. She braces herself against it as you bend her over, rubbing your exposed and rapidly hardening cock up and down her ass crack. While one hand keeps her body from touching the cold bricks, the other slips down to her waist and unclips the fanny pack, which falls to the sidewalk with a heavy 'thud.'

"Ah.. Nothing at all, hotshot.. But you look like you're good for it," she moans over her shoulder. "Gotta spend a little money once in a while, support the business, or else there won't be as many fine ladies walking the streets at night... And you wouldn't want that, would you?" She flashes you a smile. "Besides, those lovely ladies in your car might think less of you if you didn't tip."

Well, she's got you there; if you're gonna fuck a prostitute in front of your dear mother, you probably shouldn't stiff her.

Grunting in agreement, you reach down and pull off the palm-sized sticker hiding her pussy. She replies with a giggle, thrusting her rear out further. You waste no time pushing inside, grabbing her by the hips as you bury your member inside her. She gasps with pleasure and gyrates along with you; it's hard to tell whether it's genuine or professional, but either way she's putting on quite a show.

You're not the only one to take notice, it seems. A young black woman, another streetwalker by the looks of things, is watching you and Mindi rutting. Leaning up against a nearby streetlamp, she's fidgeting with her bikini top's thin straps and shamelessly fingering her exposed pussy.

"Wow, Min... Looks like you've reeled in a big one," she says with a smirk, moving closer to chat with your partner. "He's going all-out, huh?" Mindi nods shakily, letting out a gasp. Giggling, the new girl turns to you. "Well? What's got you so riled up, cutie?"

"Well for one thing.. Ungh.. I'm gonna knock her up. Second of the night," you say with a grin.

"Oh, really?" The woman seems pleased with the news, laughing again before giving her friend a slap on the ass. "I can't WAIT to see you blow up like a big fuckin' balloon... It's gonna be something, seeing that skinny ass all weighed down with this guy's kid." Mindi doesn't reply, simply rolling her eyes and brushing some of her hair back as you keep fucking her.

"Maybe I won't stop with her," you continue, picking up the pace as your excitement builds. "Maybe you'll be my third."

She doesn't take the news nearly as well. "What? No, c'mon! I'll have to stop working and shit... I don't wanna be all knocked-up right now, man!"

"Should've thought of that before you made fun of my girl Mindi here," you reply, eliciting a snort from your partner. "Besides, you can and SHOULD keep working. I'm gonna plant my seed all over the damn place starting tonight, so I expect to see my results out and about. Clear?"

"...Yeah, yeah," she mumbles, shrugging. "So should I stick around, then, or..?"

You nod, burying your cock all the way inside Mindi as you feel the point of no return creeping up on you. "Bend over beside her," you grunt. "Come on, NOW." She shoots you a glare, but quickly obeys.

Your shaft pulses with pleasure as you let out one wave of cum and then another. Luckily, you have the willpower to pull out of Mindi's warm, wet hole before you're totally spent, wasting only one streak of your seed as it splatters on the other girl's ebony backside. Without missing a beat you shove yourself inside her, holding her hips tightly as you pump out the rest of your load.

After taking a few moments to recover, you order the pair onto their knees and begin to wipe your cock off on their pouting lips. "Consider yourself lucky, girls. You're the first of many!" They look unimpressed, but more annoyed than actually angry. "Well, not the first, you correct yourself, remembering your sister. "Still, though... Congrats!"

With that you wave goodbye, and then pull out your wallet and toss the girls a couple of twenties. Mindi smiles and blows you a kiss, retrieving her fanny pack and stuffing her well-earned pay inside.

As you get back into your mom's car, she greets you happily from the back seat. "Wow, you really gave it to her, John... I didn't know my big boy was such a fan of... Um... Ladies of the night."

Your sister laughs. "First of all, yeah, him and Mike are always picking up whores 'round here. Second of all, couldn't you hear them? He just impregnated those sluts."

Your eyes dart to the mirror, watching for your mother's reaction. She seems a little perturbed, raising an eyebrow at you. "What, I'm not enough? You've got to go and knock up two strangers as well?"

"...And Sis..." you mumble, half ashamed and half proud. "...And a lot more strangers as soon as we get to this club."

Christine keeps glaring for a second before an amused smile breaks through. "Well, well. I guess we'd better get a move on, then. Where is this place, Julie?"

With that you pull away from the curb and set off once more towards your destination.