“Hey watch it!” A man pushed past my shoulders, as I stood lost in the streets of New York City. I had just moved here from a small town in Iowa, a big difference from the loud streets in NYC.

A rain drop hit my forehead and I looked up to see rain clouds rolling in. Another drop fell and then another. I sighed in frustration and moved closer to the building to shield myself from the rain. My phone GPS said I was still a 30 minute walk to my apartment.

Rather than walking miserable in the rain all the way back, I decided I would try to flag down a cab. I had watched countless people call cabs and get in, how hard could it be?

I stepped up to the curb of the street and saw a cab coming my way. I tried to whistle and put my hand up to get their attention. Instead of stopping like I expected, the cab sped past, splashing a huge puddle all over me.

“Jesus!” I swore, looking down at myself. My whole front half was soaking top to bottom. My long dark hair was now dripping and flattened against my chest, my white button up blouse was practically see through now. My skintight blue jeans were now splotchy, and my sneakers soaking.

Before I complain, I saw another cab turning down the street and heading in my direction. I took a deep breath and put my soft lips together and whistled as loud as I could. The cab came to a stop at the curb in front of me and I sighed in relief. Finally, now I’ll be home in no time.

I grabbed the handle of the door and got into the back of the cab. “Thank you so much, the asshole before you got me soaking wet.”

As I settled into the backseat my eyes met the driver’s through the rear view mirror. His eyes widened for a second and then he turned to face me.

“Hey darling, where you headed?” His eyes tracing from my face down to my wet shirt. The man was as attractive as most men in New York, his light shaggy hair brushed across his forehead. His eyes were pools of liquid sun, and earth. His nose was a little crooked, as if he had broken it at some point and never got it set. My stomach twisted a little when he calling ‘darling’.

“1345 126th St” I said quietly, breaking the eye contact and looking out the window. He sat unmoving for a second and then turned to face the steering wheel.

“Got it sweet cheeks” He winked at me through the rear view mirror, my stomach twisted again. Was I uncomfortable or did I secretly like it? I couldn’t tell. I settled my gaze out the window as the driver started off in the direction of my apartment.

The ride was silent most of the way, the man kept sneaking peaks at me through the mirror and I kept acting like I didn’t notice. Why was he staring at me so much?

I looked at his hands on the steering wheel. His knuckles were callused and it showed he used his hands a lot. I wonder what it would feel like if they ran up my thighs? Blush crept it’s way up my cheeks and I slightly shook my head to dismiss the thought. The man seemed to notice though because a smirk formed on his face.

“What’s your name?” His voice was gruff and had an air of authority in it.

For a moment I considered giving a fake name, but decided against it at the last minute. “Penelope”.

“I should have known it would be as beautiful as you are.” He winked at me again, “I’m Damien”

The car rolled up to the curb of my apartment complex. The car ride went faster than I thought. I reached into my bag and retrieved my wallet.

“That would normally be $30 but for you I’ll do $20” His voice turned a little huskier as he said this.

“I appreciate that a lot! Being a student and all money is tight” I opened my wallet and instantly the color drained from my face when I realized that I had spent the rest of my cash at the food court today. I paused not sure what to do or say.

“What’s wrong, darling?” His eyes moved to see my empty wallet, and a slow smile spread onto his face. “Oh”

“I-I don’t have any money, I forgot that I spent the last of my cash at-“

“Don’t worry,” His hand reached out and wrapped around mine. “I know another way you can pay”

His other hand slid to grip the front of his pants, I noticed a bulge pressing against the front. Dread and excitement pooled low in my stomach, pleasure prickling in the best places.

“I don’t think that would be a good idea,” I nervously chuckled and tried to draw my hand back.

“I know you’re excited thinking about it, the moment you got in my cab I could tell you wanted me, deep down.” My eyes widened when his grip tightened on my hand. I looked around and realized he had parked in a pretty secluded spot by my apartment. No one would be able to see anything, would I care once his hands were tracing all over my body? I swallowed loudly and met his gaze again.

“C’mon sweetheart, you have no other way to pay. I need you to take care of this” His fingers traced the growing bulge in his pants “then your debt will be settled”

“But… I’ve never done anything like this. I don’t know you, and I’m pretty sure it’s illegal” I felt panic rising in my throat, I pressed myself against the back of the seat. Ripping my hand free, I started grabbing my bag.

“You can’t leave yet, you haven’t paid.” The man gracefully moved himself next to me in the back, his arm snaked around the back of my neck and his hand reached down to pinch my nipple through my shirt. It hardened the instant his fingers touched it, I wanted this man whether I liked it or not. But I could do this.

“I could scream and someone would find us” I breathed out, cursing myself for how affected my voice was.

“Stop talking” Damien growled out, his head bending so his lips brushed my neck. “Just take it like a good girl.”

His quickly reached down and popped my blouse fully open, exposing my barely covered breasts. I gasped as cold air met my bare skin, my nipples hardening further, from cold or arousal, I was unsure.

“Amazing” the man cupped both hands around me and brought his head down, slipping my nipple into his mouth.

“Wait no, stop. You can’t-“ His teeth dug into my nipple, telling me to be quiet. I squirmed as my panties began to feel damp and an ache starting growing between my legs. As much as I didn’t want this to be happening, I could t deny the excitement growing in me at the thought of his cock inside me.

My breathing started coming out ragged and the man slipped his hand down the front of my jeans. His finger pushed my panties to the side and slipped into the wetness.

“You complain, yet you are soaking wet for me” He eyes met mine and I begged him with my eyes to keep going, I couldn’t bring myself to say anything. If I opened my mouth I would protest, but the last thing I wanted was for him to stop touching me. “Fuck. Don’t look at me like that or I may just rip these pants down and fuck you harder than you’ve ever had it.”

Something bubbled up in me and I whispered “then do it”.

His body froze and his breathing hitched. I was afraid he hadn’t heard me. Suddenly, my face was pressed into the leather seat of the cab and my knees were beneath me. My ass fully in the air facing the man. He tugged my jeans down my thighs to my knees and ripped my panties off. My pussy and ass were completely exposed to him, I was dripping. His hands left my body for a moment as I heard his belt buckle and his pants fall down.

“I’m going to love every moment of this, your pussy looks so tight” Instead of thrusting into me like I thought he would, he slowly eased two fingers into my pussy. I couldn’t help but let out a moan at the pleasure that ripple through me. It was so wrong what we were doing, but I had a debt to pay off right?

“You are so fucking tight, I’m going to fill you up so quickly” I peeked back and saw him sliding his fingers in and out of me as he stroked his hard cock. I was practically drooling, hoping he would slide that inside me soon.

“Please” I squeaked out, need dripping from my voice.

“That’s all I wanted to hear” His lips formed a smirk and he removed his fingers from me. Lining his hips up behind mine, I felt his cock press at the entrance of my lips. He slammed into me so hard, I screamed out in surprise. Every inch of him felt amazing, my pussy clenched around him needing more. He moaned and started thrusting in and out.

He slapped my ass, the sound ringing in my ears and I winced, yet pleasure rippled through me. “I want to feel you cum all over my cock” He curled my hair around his hand and yanked back, snapping my head back. “I’m going to tell you when I”m finished with you”

Using my hair to hold me in place, he pushed into me harder and harder. Going to deep inside me I started seeing stars. Slowly his pace started picking up. His other hand gripped my hip, bringing me foreword and back as my ass slapped against him. I felt it building inside me with each thrust, my pussy clenching tighter and tighter around his cock. I moaned out, squirming, needing more.

“Make me cum” I begged. His hand pulled on my hair hard and his pace picked up again. Just as I was about to reach pure ecstasy, he stopped. I started to protest, but before I could get a word out his length pressed at the entrance of my asshole.

“Have you ever done this before, darling?“ He leaned down to whisper in my ear.

“No! Never” I started to squirm, but he slipped to fingers inside me again. I moaned and turned to jelly beneath him as the pressure within my started building again. It felt so good to feel his fingers inside me. His hips thrust forward and felt a sharp pain in my ass. I yelled out in pain, but it slowly turned to moans as he stretched my asshole and continued fingering me as he thrust. I never knew it could feel this good. The orgasm started building inside me as he thrust harder into my ass and his fingers moving inside me.

“Cum for me” He growled, his cock twitching in pleasure. I moaned out as I felt it reaching the surface and finally I exploded. My vision danced and the most amazing pleasure rippled through my as my pussy clenched his fingers and my asshole squeezing around his cock. He moaned as his warm load filled my ass, and his thrusting came to stop.

For a moment the only sounds in the car was our heavy breathing and my skin moving on the leather as my chest heaved.

“That definitely paid off your debt to me,” The man removed himself from me and pulled on his pants. I slowly sat up, embarrassment and heat covering my face. “Don’t worry, Love. I enjoyed every second and know you did too.” He ran his finger down my lips and moved back to the drivers seat. He turned back to me as I was reaching for the door. “If you ever need a ride again and don’t have any cash, here’s my card” I grabbed the business card from his hand and looked at him. I felt a small smile form and I nodded once before getting out of the car and heading into my apartment. I wonder how many times I’m going to do that? I thought, pocketing the business card.