My new Altima hummed quietly as I idled outside his apartment. I clutched the wheel, wondering if I was crazy, if I should just back out now. I had hooked up with plenty of guys before but I had never used a hook-up app nor had I ever slept with a guy older than 20. As I felt the doubt creep in I pushed it away with a steel resolve, reminding myself the promise I made.
Six months ago on my 18th birthday I was getting rammed from behind by my skinny college tutor, Andy (something I made him promise to do to me as I nibbled on his nerdy little ear and rubbed his hard-on through his jeans in the public library.) He blew his load and at the same time, I closed my eyes and came hard. But instead of seeing his penis spilling thick juice into my pussy like I usually did, I saw Andy's dad. His face contorted with pleasure and his fat cock contracting as he erupted inside me.
A week later I was masturbating in the park on Sunday. It was early, the sun had just risen and I had tucked myself into my favorite hiding place among some bushes to rub one out half-way through my run. A cliché couple consisting of a gray-haired man and a much younger woman who looked to be in her thirties were jogging and had stopped for a drink. The woman said something funny and the man roared with laughter, throwing his head back before gently placing his hand on her back and stepping in to kiss her. The kiss deepened and when the man began to groan I realized the woman was rubbing his cock through his thin shorts. I began rubbing my clit furiously and was about to climax when, to my dismay, the woman pulled away and sweetly said, "You have to do better than that," before giggling and taking off down the path. It was only seconds after they left when I let out a loud groan as I squirted all over the grass and leaves.
Pulling myself out of my daydream, I leaned back into my seat. The only thing holding me back was my inexperience with strange men. It took me two weeks to work up the courage to get an app, then another month until I swiped on a total DILF who had put in his profile that he liked long hair and younger women with "a nice round ass". We matched, unsurprisingly since my profile was filled with quality shots of me in various expensive lingerie on my bed and one of me suggestively eating a banana, mostly because I couldn't help myself.
I opened the app and re-read what we had discussed, including our safe word. I had detailed exactly what I wanted which he agreed to with only two requests: a little bit of acting on my part and he got to finish inside me. My nipples hardened at the thought and I squirmed in my seat. I hadn't told him but the thought of a guy filling my pussy with his cum was my biggest turn-on. I closed my eyes and imagined his huge, fat cock pumping his jizz into my cunt until it came seeping out. I rubbed my nipples, pinching them until they were blatantly visible through my thin tight, red long-sleeve crop top. It left nothing to the imagination, hugging my ample, perky breasts. My black lace thong was undoubtedly soaked through already.
I heard a squeaky door open and I looked out the car window to see the man from the pictures. He was 56 years old and 5' 10" tall with a hanging beer-belly, a scraggly gray beard and nasty yellow teeth. He was rubbing himself, watching me from his doorway only five feet away. Soaking wet, I shut off the engine and stepped out of the car. My skirt swayed in the light breeze, revealing just a bit of my jiggling ass with each step. I walked slowly over to him, making a show of touching my black leather thigh-high boots. When I made it within arms reach of him, he grabbed me by my hair, pushing me into the dark hallway.
Shoving me up against the wall he pushed his groin against my ass. I gasped at the onslaught but my surprise at the gentleness behind it quickly turned into further arousal. He whispered furiously in my ear "I saw you there, in the car." He paused to slowly inhale my scent. "You dirty," he slapped my ass, "nasty—", he reached the tip of his fingers under my flimsy skirt waistband, "little puta" he spat as he ripped it right off. Liquid dripped down my thighs and onto my boots knowing that I was in a public hallway, with a strange man, in nothing but a thin crop-top, a lacey black thong, and thigh high boots. I trembled as he licked my neck from my shoulder and stopped to nibble my ear.
"Bad girls like to be punished, no?" He growled as he slapped and grabbed my ass.
"Y-Yes" I gasped, biting my lower lip.
He slapped my ass harder, "That's 'Yes, Papi' you stupid bitch." I let out a soft moan and pushed my ass into his groin, rubbing it up and down along the shaft of his enormous penis. "Yes Papi, forgive me Papi" I moaned.
"You'll have to do better than that to earn my forgiveness, puta." He grabbed me by my hair again, pulling me away from the wall and dragging me down the hall, through another creaky doorway. He threw me on to a stiff bed that smelled like sweat and sex and looked as though it hadn't been cleaned in months. Bent over the bed, he admired my ass, groping, slapping, and biting it. With each nibble I felt myself get wetter and start dripping onto the floor. I started to reach for my nipples when I felt him slap my ass, hard, leaving behind a stinging mark.
"No, puta, you don't get to touch yourself." Ripping my shirt off, he walked to the other side of the bed, pulled me onto the mattress and tied my hands to the bedposts. Now, unable to leave on my own and kneeling on a strangers bed with my ass in the air, excitement flooded me.
"Please fuck me Papi, I need to be punished," I begged, squirming and making a failed attempt to play with myself.
Behind me I hear the jingle of a belt being undone and the soft thud of clothes hitting the ground before I felt the bed shift. I could smell him behind me, rancid body odor flowing into my nostrils. I was about to beg him to touch me when his dick pressed against my back as he leaned over me, pinching my nipples. "Oh, Mami, you're so bad." He hissed into my shoulder. "You're going to get punished tonight like the little puta you are." He said through his teeth as he pulled straight down on my nipples.
I let out a harsh shriek, "AH! Oh god, Papi, oh yes." My nipples flared with pleasure, making my whole body feel hotter than it already was. I felt his dick tremble against me.
"Please destroy me Papi," I begged as desperation seeped from my voice, "I can't take it anymore, please."
