I live in suburbia, in a house with a fully furnished spare room. Wasted space. I wanted some rental income so I put an ad up on Craigslist. It had been up for about a month. All I’d gotten were a few emails that went nowhere. I patiently waited. Finally, Princess emailed me. She needed a furnished room immediately. We made plans for her to come take a look.
The next morning, she was at my house right on time. She texted me when she got there. Was she at the right place? I peaked out the window. She had no car and was being chauffeured by a Colombian kid in a rice burner. Red flag. Yeah, it’s the right house. I let her in. Homeboy drove off to circle the block.
She was an attractive 18-year-old. Half-Latina, half-white. Pretty face, not beautiful. Tight body, big tits, tan skin, long brown hair. Already heavily tattooed, with a large tramp stamp on her lower back. She was kind of ghetto. Of course, she was a stripper. She was ready with the rent money and deposit. Almost a grand in cash. She wanted to move in that evening. I knew what I was getting myself into. Stupid and impulsive. I said yes anyhow. I watched her sweet teenage ass walk out, my spare house key in her purse. The hairs prickled up behind my neck just a little.
Fuck, I hope I don’t end up regretting this.
I was in the garage hitting the heavy bag later that night. Garage door open to the street. Princess arrived with her Colombian chauffeur. I introduced myself to him. He was young, skinny, harmless. Everything Princess owned fit into two pink suitcases, and I helped her bring in her bags. Her orbiter bounced out in his Subaru.
We hung out for a while after she unpacked and changed. She came downstairs in a t-shirt and panties. We sat on the back patio in the dark as she smoked a cigarette. She’d recently gotten her nipples pierced and proudly showed off her barbells. They were irritating her. I obligingly stroked one breast for a few seconds, before she pulled away. She was going to make this easy for me. But it was late and time for bed. I didn’t try anything else that night.
Later the next day, we smoked a little in her room. She lounged in her panties and t-shirt. I relaxed back in my boxers while she changed right in front of me. She stopped mid way and lit up a joint. She was about two feet from me. Wearing just the short little t-shirt. No panties. I pretended to not notice. Avoided looking at her tan, perfectly waxed pussy. A few minutes later, still half naked, she demanded that I put her lighter back on her nightstand.
“You’re not crippled. Do it yourself.” I said.
“No man has ever said no to me.” she said.
I didn’t know if she was being serious or not. Either way, she did it herself. I passed her shit test. We didn’t see each other for a few days after that. She was out and about, and I was busy working.
Three nights later, we were alone again. We lounged and smoked a few bowls in her bed. Both half naked. Then I got up to go sleep in my room. But, she didn’t want to sleep alone. She asked me to stay in bed with her. I wasn’t planning on banging her. We both fell asleep, intertwined.
I woke up a few hours later. The wee hours. My hand was gripping her inner thigh. Close to her pussy. I squeezed her leg, woke her up. She didn’t stop me, thrust her hips towards me. I stroked her tight body. Massaging her thighs, rubbing her belly and tits. Her nipple barbells got in the way, so I sucked them instead. The metal felt cool on my tongue. They clicked against my teeth. Then I spread her legs and pulled myself up onto her. My hands went down past her panties. I rubbed her already dripping pussy. I pulled off our underwear. She grabbed my dick and started rubbing it against her wetness.
I started having second thoughts. My own brain was giving me last minute resistance! She kept grinding her hips against me. My hindbrain went cloudy, I relented and penetrated her. I savored a few glorious, unprotected strokes before my subconscious screamed at me to stop.
“That’s it!” I gasped, pulling out. I needed to put on a condom.
“Please fuck me…” she begged. “Fuck me in your bed.”
“Ok” I said.
We went to my bed. I finally put on a condom.
“I’m old enough to be your father.” I said, while we fucked.
She was seventeen years younger than me. Of course, I enjoyed every second of it. She took some work, but I pulled a few orgasms out of her.
Princess and I had sex a total of four times. Even using condoms, I felt uneasy with her. That’s because I’d found out she sometimes whored herself out, sold her pussy to men at the strip club. She also had a boyfriend who was older than me. And, she’d just fucked her Colombian driver. I didn’t care about the other dudes; I was still running my harem. But I didn’t feel comfortable banging a (former?) prostitute. I told her we couldn’t sleep together anymore.
So, we stopped. But, she continued walking around half-naked and rubbing herself up against me. It’s tough having naked 18-year-old ass in your house, and not fucking it. I regretted ending our sexual relationship, but couldn’t change my decision. She was now nearly worthless to me. She had stripper smarts, a kind of reptilian cunning. But she was dumber than a rock. And, iPhone addicted. Intolerable. I made it clear that she couldn’t use me for anything else, so she quickly lost interest. Luckily, she was rarely home. I still asked her to move out.
She left a few days later. I gave her the deposit back. She’d lived with me for about three weeks, total. It was an interesting, but potentially dangerous experience. It could have ended badly for me. Not something I’ll do again.
Time Spent: 5-6 hours to first sex
Lesson Learned: Don’t live with teenage strippers.