This was going to be the night! It was Friday, and I had the apartment all to myself . My mom and my older sister were going to be away all weekend. So after I arrived home, I did my homework while keeping to myself and waited patiently for everyone to leave. My sister left first, and I had hoped by the time I finished my homework that my mom would have left, but being her, I knew that it would be a long time, and I was getting impatient. The sun was going down, and she was eating into my timeline, and I didn't want anything to ruin my night! I planned it all for weeks fantasizing and making up hot scenarios in my head, I was going go down to the gay district and hang around where the male prostitute stroll was and hopefully snag me some hot cock, so I helped my mom to the cab and helped her load her luggage, and as soon as she left, I quickly tidied up the condo and hopped in the shower and gave myself a good deep cleaning and then shaved my legs and pubes until I was smooth as a baby.
I was getting so hot and horny thinking of hot meat deep in my virgin ass that I had to fight myself not to jerk off. I didn't want that to quell my desire to have sex with a man, which was so intense, so I made sure my ass was clean and fresh. I had read all the literature on preparing myself for anal sex, and I wore a petite but plug that I had bought online, so I was so ready for the real thing! So I thought, I snuck into my sister's room for perfume eyeliner and found some super tight black booty shorts that she had and found a sweet tiny pink g-string and a tight little white t-shirt got dressed and looked in the mirror, I looked so slutty...maybe too slutty...but I didn't care; I was ready. I was going to be a horny little slut tonight, and no one was going to stop me.
We didn't live that far from the hooker stroll, and I had passed by there many times on my way to school. I would sometimes see young male prostitutes and trans people hooking early in the morning as I rode the bus. I would fantasize about being a tgirl and having sex for money every time we passed that street, so I knew the route very well and planned to ride my bike down there. It would be quicker, and I could stay out of the spotlight and not be seen looking like a real hoe by anyone that might recognize me, and if I chickened out and things looked bad or dangerous, I could quickly turn around and go back home. So I waited a little bit until Dark,then got ready to leave and locked the apartment door and skipped downstairs and hopped on my bike, and headed downtown.I kept to the dark back streets until I made it there. My heart pounded as I stopped across from the stroll,I saw a few young guys standing on the corner and a steady line of cars as traffic circled that street,so i decided i better not go that way, so I decided to ride on in and pointed my my front tire one street over because I was too chicken to go that way so I took a deep and breath pulled my booty shorts up between my ass cheeks and slowly crossed the street and pedaled cautiously down that dark street and it wasn't long before i felt headlights on my back, so I quickly turned to look and saw a big white car coming so i pulled over to the right giving him room as he came up slowly behind me, I thought ok this is your chance!, so bravely i lifted my ass up into the air and coasted for awhile and then bobbed up and down as i pedaled letting the horn of my seat slip between my ass cheeks as those headlights beamed on my ass and as I bounced along I could see up ahead that there were a group of male hustlers on the next block up ahead so I made a right and turned the corner onto the sidewalk and got off my bike and slowly walked down that dark tree covered street.
the same car that had shined its lights on me also made a right and slowly drove behind me , i looked at the driver as he slowly drove by, a big white car with an older white haired man driving slow smiling at me, I looked over at him and smiled shyly, he nodded at me and I nodded back smiling and he pulled ahead and parked up about a block away...my heart raced,"Omg this is it!" i was so nervous as i approached his car, he leaned over to the open passenger window, "hi there..are you working?" he said smiling, I nodded my head nervously and he said "hop in" and I quickly replied 'ok just a sec"and I turned and locked my bike to the railing of a nearby apartment fence and skipped over to his car and hopped in the passenger side smiling and right away he was all hands caressed my inner thigh " so my name is eric " I quickly made up a name.."mike", he shook my hand and replaced it on my thigh saying " I am here on business and got horny and lonely all alone in my hotel room , "i heard about this place so i decided to come check it out, I was looking for someone just like you, and my god you are hott!" I smiled shyly as he looked me up and down.." so how old are you mike?"... I sat up straight and lied and said i was 21, he grinned sliding his hand to the small of my back and said "and do you do anal?"...i gulped and before i could answer he interrupted me and said smoothly " lift that ass for me", so I lifted my ass letting him slip his hand between my ass cheeks pulling me in closer and said "go on mike' as he slowly pulled into traffic stopping at the lights... "ummm..yes I like anal" i said blushing...." and do you bare back? mike?" he said as he leaned over and kissing me deep, I whispered " yes "as i said kissing him not knowing what bare back was but I didn't want to say anything to ruin the moment, this was happening and I was willing to do anything to please a hot cock any cock .
I was a little nervous and shy as we got out and walked toward his room. He was old but big and muscular. I followed him like a puppy into the ground-floor room, standing close to him. Omg, he was so tall, and I was so small next to him. As I walked past him into the room and as he closed the door behind me he placed his hands on my shoulders, saying, "You can undress now, please," as he unbuttoned his shirt and started to get undressedand sat on the edge of the bed taking out his wallet and placing some money on the nightstand table and laid down as I stood there nervously smiling, thinking, "wow, things are moving so fast!?" as I shyly removed my shirt and stepped out of my shorts and g-string and joined him on the bed, "omg this is happening!" I thought as I nervously snuggled into his big hairy naked body, draping my knee over his legs, grasping his enormous cock, running my sweaty hand up and down his shaft. I thought, omg! I am finally with a man for the first time in my life!.He then rolled me over onto my back and propped me up slightly against the headboard, then knelt his big frame between my legs. As I lay there breathing heavily, looking up at him submissively, he then scooped my legs together with one hand rolling me back into a ball and grabbed the bottle of lube and squirted a cold glob into my ass and then plunging two of thick fingers deep into my ass making me yelp in pain pinching his fingers as he held them deep hushing me and holding his fingers in deep as he ssquirted lube on his cock stroking himself as I held my knees tight to my chin, watching him with anticipation and lust as he pulled his fingers out and moved in placing the big head of his cock into my ass making me wince as he grunted “mmmm your so tight!” kneeling there, firmly pressing the head of his huge cock into my ass. And as I opened my mouth to tell him to go slowly, he kissed me, shoving his tongue into my mouth as I moaned, wincing as the big head of his cock stretched and passed my inner ring easily penetrating me as I held my breath, closing my eyes as he reamed me open with the massive head of his penis as my hands dropped down to my ass cheeks pulling them apart concentrating on relaxing breathing deeply as I closed my eyes tightly as his giant cock slipped deeper into my well-lubricated ass. He suddenly pulled my legs over his shoulders and started to fuck me hard, making me gasp out loud as his cock slipped deeper and deeper with each stroke.
I whimpered in pleasure-pain as he drove his cock deeper into my ass. I gasped.."oh god, not so deep, oh god!" I reached down, trying to control him with my fingertips. Still, he just held me tighter fucking me harder! Suddenly, the deeper he fucked me, the more pleasure I felt as I slipped into ecstasy, my muscles spasmed hard around his huge cock as I moaned in pleasure," Oh god, so deep in my ass!" I could feel with my fingertips that his cock was all the way in as he pounded my ass fucking me harder. I was lost in deep pleasure. I suddenly felt an orgasm starting to build. "Oh my god, I am going to cum?" I thought to myself as I slipped into a massive orgasm and spontaneously ejaculated, shooting up to my chest. I grabbed my throbbing cock as I came over and over, shuddering in ecstasy. I gasped, " Oh god, I am cumming." This made him fuck me faster and harder.I gasped, catching my breath, swimming in pleasure, rolling and twirling my hungry ass into him. Loving every inch of his hot meat as he moaned .. .fuck yes, I am going to cum baby"... I gasped, "Oh god yes fuck me!" holding my wrists tightly. He reared up, slowing his strokes into hard thrusts as I wrapped my legs around his waist, grinding into him as he gasped, swearing over and over as he pumped his hot load deep in my ass. I could feel his hot cum lubricating me further as his cock slipped freely in my relaxed ass. He continued slowly and deeply until he slowed to a stop.
He sighed.."oh my god, I love your ass. he then grabbed a towel and placed it under me. I blushed, covering my face as he pulled his huge long cock out of my ass, slapping my butt cheek with his big palm as I held a towel, expecting a mess. I quickly inspected the towel and saw that it was clean with no cum! so I gathered the towel up, grabbed my money, and shyly pranced towards the washroom, gracefully squatting to pick up my clothes along the way, smiling shyly at him as he cleaned himself in the bar sink watching me in the reflection of the mirror, he said you can find your way back cant you mike?... I said..." oh yes, no problem!"...Ummm, but can you call me a cab?..." sure," he said, walking back towards the night table.
I sat down to use the toilet expecting a bunch of cum but I was clean? so I thought he must of shot it deep in my ass which made me so horny so I stood up and flushed the toilet and hopped in the shower and quickly cleaned myself feeling fucked and super dilated. That made me feel so hot and sexy and loose. I was still somewhat shocked and bewildered from the experience but felt good, somehow more feminine...changed, I felt so submissive. I loved it. I had finally found myself. I was a cum slut. I paraded out. I skipped over to his side as he pulled me close, and we made out for a couple of mins, and then he handed me his card saying that he wanted to hear from me, slapped my ass, and then I ventured out the door into the downtown lights.
On the way to the cab, I noticed that I was walking funny oh god, I was so loose!..*giggles. I had the taxi drop me a few blocks from where I had locked my bike so I could meet someone else, someone younger. It was early morning, the sun was coming up, and the streets were quiet, so I kept walking and was only a block away when this yellow cab slowly drove by and then turned and came around again this time, he stopped and said do you need a taxi?, he was a balding older middle eastern man,
no thanx I am good! I said, smiling as He looked me up and down and said flatly, 'how much for a blow job?" I stood there shocked and didn't know what to say, so I blurted out 40 bucks bravely bouncing my hips, thinking that he wouldn't go for it but he said hop in!...so I jumped and skipped around to the passenger side and got in smiling shyly. Pretending like I didn't notice that he had his cock out, I asked him sweetly if we could please pick up my bike and that I knew a place where we could do it in privacy. He agreed, and we stopped, and I picked up my bike, threw it in his trunk, and hopped back in.
I noticed that he was playing with his cock so i scooted over sitting close as i said softly and sweetly " oh please let me take care of you ok?" so i wrapped my hand around his shaft slowly stroking him i feeling him grow harder in my hand , i rubbed my thumb smearing the precum started to appear over the head of his penis,he gasped "oh yes that's it baby" his words made me so hot, mmmmm that meat wanted in my mouth!, he began to moan and move his hips, he then pulled right over and parked pulling his seat back pulling his pants down on the busy street, i looked around and slipped my small frame under his steering wheel and between his legs and dived in whimpering with lust running my hot wet tongue over his balls sliding up to the tip while cupping his big hairy balls before i sucked his cock deep into my throat holding him there rolling my head whimpering, wanting him deeper, he gasped holding my head forcing it down hard, I breathed deeply through my nose as i bobbed my head up and down sucking noisily and wildly worshiping that juicy cock,
I was a total natural at this!, easily managing his small thick cock as I poured out my best to please him, sucking and twirling my tongue around his shaft. My mouth was watering, so I let it leak down his shaft and rubbed it into his balls. He moaned, bucking his hips as I hungrily sucked his cock. It wasn't long before he grunted loudly, exploding in orgasm, shouting in his language. I felt his cum shoot and spray four times, pulsing as he came. I instinctively swallowed his huge loads, cleaning his juicy cock. His cum tasted like spider webs as I licked my lips, wiping my mouth. Oh my god, I was loving this. I was such a slut. He thanked and paid me, dropping me off near home, then handed me his number saying, "I want to see you tonight...call me" I wiggled my ass at him as I walked my bike to my apt. I locked my bike, went upstairs and drew a bath, and masturbated on the edge of the tub, remembering my hot night. I thought to myself, "Tonight was going to be night #2 " I was hooked.
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