Option 1: Use a rubber

“We should use a rubber.” You’ve decided to take Cherie up on her offer, but there’s no way you’re doing this without protection.

Cherie shrugs. “Don’t worry about it! I’m on the pill, so you don’t have to stress about knocking me up. All the other dudes I sleep with? I always let them hit it raw. Honestly, I lost count of how many guys I’ve let finish inside me.”

That’s exactly what you were afraid of. Going bare with a girl who’s let god-knows-how-many guys do the same? On your first time? No way. “We should still use a rubber.”

She smirks, like she can see the horror flashing through your mind. “Don’t worry about getting herpes, dude,” she says with a laugh. “I mostly sleep with old dudes. Y’know, dads in their fifties whose wives hit menopause and stopped putting out. They pay a lot to rawdog teenage girls so they can feel young again. And suburban dads are clean, they don’t have STDs.”

“We should still use a rubber,” you insist, firmer this time.

Cherie rolls her eyes. “All right, your loss.”

After you buy the condoms, she takes you back to her place, the same bed where she’s had sex with hundreds of johns. She strips naked fast, her confidence obvious. It’s clear she’s had a lot of practice. Your cock hardens instantly at the sight. Holy shit. A real naked girl in front of you, flesh and blood, not the pixels on your laptop screen you’re used to when beating off to internet porn.

“Like what you see?” the teenage hooker teases, sitting naked on the bed. Black hair, red lips, pale skin. Lip piercing, nipple piercings, even a clit piercing. Her whole body is a canvas of tattoos, meaning she’s been on the tattooist’s table fully nude. You’re her opposite, clean-cut, no ink, no piercings. Your mom would kill you if you even got a tiny tattoo. But your cock is standing tall anyway. She’s sexy as hell. You get why suburban dads would drop a thousand bucks just to spend a night fucking her.

“You’re so hot,” you mutter, staring at the naked goth hooker in awe. Yes, she’s a hooker. Yes, she’s the sloppy seconds of more guys than you can count. But it doesn’t matter. Right now she’s sex on legs.

You strip down, standing naked in front of her with your throbbing cock in hand. Cherie gives you an appreciative look. “Nice cock. Way better than the sad dicks those suburban dads bring me.” She tears open the condom and rolls it onto your cock herself.

You start making out, even though her tongue and mouth have been on the cocks of hundreds of other guys. You try not to think about it. When you finally push inside her, losing your virginity, the condom is the only barrier between your dick and her pussy walls.

“Yes! Fuck me, babe!” she moans, and the sex is incredible. She knows every trick in the book. She blows your dick, licks your nipples, plays with your balls, even rims your ass. She’s filthy, shameless, and it only makes you harder.

“I’m coming!” you shout, and you explode inside the condom while buried in her pussy. Once you’re spent, Cherie slides it off and grins as she examines the load. “Damn, you came a lot. Did I really make you feel that good?”

Panting, you nod. “You did! That was incredible. I’ve never come that much in my life.”

She laughs. “That’s the difference between fucking an experienced girl and jerking it alone to porn. It was fun for me too. Hooking up with my crush is officially crossed off the bucket list. Hey, wanna stay and watch Netflix?”

“Sure.” You cuddle with her afterward, still buzzing from the afterglow. Hooker or not, it feels nice snuggling on her bed, watching Squid Game and Alice in Borderland.

Cherie presses against you, naked and warm. “You should visit again. We can fuck, smoke weed, Netflix and chill, do whatever.”

It sounds good. It feels good. “All right, I’ll come,” you agree. Just like that, you become friends with benefits with Cherie the goth hooker. You visit her often. You fuck, watch Netflix, snuggle, basically everything a boyfriend and girlfriend would do.

You start to wonder what the two of you really are. Just sex friends? Or something more?

One afternoon, you stop by her place without calling first. The door is unlocked, so you let yourself in.

“Yes, fuck me, daddy, fuck me!” Cherie’s voice rings out in a high-pitched moan. You freeze.

She’s working. A threesome with two older men. All three of them are naked, sweaty. And then your stomach drops when you recognize the men.

David Parker, the father of your best friend, Ned Parker, lies on his back, grabbing Cherie’s pale waist, thrusting upwards, as she rides his cock. “You’re so tight, Cherie! Fucking your pussy raw feels so much better than my wife’s loose hole!”

You’ve been in Ned’s house countless times. You know both his parents. And now you’re watching Mister Parker raw-dogging a girl from his son's class, while talking shit about his wife. The sight burns into your brain, a scene you never thought you’d witness.

The other man is Jeff Walker, one of your father's close friends and business partners. He has visited your house many times and you have known him since you were a child. "You are such a good girl, Cherie," he smiles while playing with her pale tits. "I have a daughter your age, but she never listens to me."

"I love you, daddy!" Cherie says, before kissing Mister Walker, their tongues wetly tangling, while Mister Parker moans, "I'm coming, Cherie!" They've been fucking raw, without any condoms, so Mister Parker's aged sperm flows directly inside her, into her pale belly.

Cherie throws her head back moans, as the older man's cum is pumped inside her with hot thick bursts. You make eye contact, as the cum leaks out of her.

Brach split: what’s it gonna be?

Option 1: Join them. Accepting their sloppy seconds. Her pussy is full of cum and should feel amazing to fuck. This is type of kinky no strings attached sex you always wanted from her.

Option 2: Walk away. You realize you want something more than this. A real connection. Maybe you can ask her out, have a serious relationship, instead of just staying as sex friends.