I was a seventeen-year-old tomboy. I was a petite redhead with green eyes. Despite my boyish attire, I have been told many times that I am beautiful. I didn’t feel beautiful as I had freckles all over my face and body, and a flat chest. That’s right, no boobs at all. Fortunately, I had a sexy ass and what every boy wants, a willing wet pussy.
I was always one of the guys, playing football, stickball, and hanging out at the park. Once I had turned sixteen, it seemed my hormones kicked in. I was known to be a great cocksucker. I would suck a cock at the drop of a hat. Once after playing stickball, I sucked six cocks in a row and swallowed so much cum I got a stomachache.
I have let about a half dozen boys finger me. I loved getting fingered when in danger of being caught. Johnny and Sammy have fucked me. Johnny isn’t that big at four inches, but Sammy has a nice six-inch cock. I have a crush on Sammy as he is tall and cute. He treats me nicely. Most of the others just want sex. Sammy genuinely cares for me. That’s why he is the only one who has eaten my pussy and sucked on my nipples. No other boy has seen my flat, boyish chest.
That brings me to this particular story. Mr. Kingsinton, I call him Mr. K, is a retired headmaster from the closed down all girls boarding school. He is good friends with my grandmother and mother. He had just turned eighty, and when my granny and mother brought him a birthday cake, they noticed his house needed to be decluttered and cleaned. Once they told me, I asked if I could be hired to do the job, as I needed to get new tires for my VW Beetle. I liked Mr. K. I had already cut his lawn for him and kept up his garden. Mr. K agreed to pay me $15.00/hour to keep up his house.
He was very fun to be around as he had a dry wit and funny, sarcastic comebacks. At eighty, he was still a handsome man. He walked three miles a day, played pickleball, and swam at the senior center. His hair was still thick and curly, but instead of chestnut brown, it was pure white. His eyes were crystal blue, and he had a firm jaw and a smooth neck. Most men of a certain age have a turkey neck with loose skin, but Mr. K had great skin.
He was to be gone for hours at the senior center today while I was cleaning his kitchen. About an hour after he left, Sammy came over for some afternoon delight.
Leaning back on the couch, I spread my legs wide, and my shorts and panties hung from my left ankle. My shirt was unbuttoned and fully open. My wild red bush was dripping with Sammy’s saliva and my juices. Sam was sucking my right nipple and three fingers in my cunt as he was trying to make me cum. He failed to make me climax when he ate me out. He felt bad because he had cum in my mouth, and he couldn’t get me to cum. I may have felt too weird having sex at Mr. K’s house.
The outside door swung open, and Mr. K stared right at us. He didn’t seem shocked or embarrassed. I pushed Sammy off me and covered up the best I could with several throw pillows. Mr. K said calmly, “Rachael, stay where you are. Young man, get dressed and leave. I do not want to see you in my house again.”
Sammy pulled his pants up and ran out of the house. Mr. K said, “I’m not surprised by your actions, Rachael. When I was headmaster, your grandma and mother were often in my office, being punished for doing naughty things. Get rid of those pillows and let me take a look at you.”
I started sniveling, and a tear dropped from my eye. “Don’t be such a baby. Stand up and let me take a look at you,” he barked. I pushed the pillows to the side and slowly stood up. “My, my, you have no titties. Your ass is nice and plump, though. Ah, I like your red cunt hair being wild and long, just like the old days,” he continued. “Come, lean over my lap. It’s time for your punishment.”
I shuffled slowly over to him, and I was sobbing. I felt embarrassed because I was totally naked, and I was afraid of punishment. I hesitantly leaned over, so he pushed me fully down onto his lap. His left arm draped over my back, holding me down. His right hand rubbed over my cheeks, and he gave them a couple of squeezes. He leaned over and spread my ass cheeks. He inspected my starfish and stuck his nose between my cheeks and gave a sniff.
I was just getting comfortable with him rubbing me and inspecting me when his hand spanked across both of my ass cheeks. It stung, and I cried out in pain. He gave my right cheek ten spanks and then my left ten spanks. I was wiggling and kicking my feet. “Oh, it hurts! It hurts so badly! Please, please, I’ll be good,” I sobbed. He rubbed his hand over my sore ass and then spanked me again several more times.
Mr. K’s hand rested on my red ass. It slid slowly between my ass crack. He ran his fingers around my anus and gave a prod or two. His fingers slipped further between my legs and pushed through my outer folds. Long, lanky fingers snaked through my wet lips and found my pink entrance. He patted my pussy a few times, splashing in my juices. “You are such a sexy little girl. Headmaster is going to teach you a lesson,” he mumbled.
I had quit crying and was panting a little bit. Mr. K moaned as two fingers sank deep into my tight young pussy. I moaned as well. I loved being fingered. He expertly found my G-spot as he worked his masterful fingers in and out of my cunt. I jumped when I felt his cock grow and move across my belly.
His fingers pulled out of my, and he reached way under and yanked my pubic hair. It hurt as he continued to yank on them. His forefinger found my love button, which had pushed out from under its hood. He rubbed it tenderly and softly pinched it. My back arched upward, and I flooded his lap. He released me, and I fell to my knees between his legs.
Exhausted, my head rested on his lap as he stroked my hair. I looked into his eyes and unzipped his pants. His mouth opened in disbelief as I pulled out his old cock. “Oh my God, Mr. K! Your cock is huge,” I screamed in surprise.
At eighty, he still could get stiff. It wasn’t rock hard, but it was hard enough to grow to ten inches and as thick as my wrist. Seven inches is as big as I have seen, and I only had it in my mouth. I sat up straight on my knees as I looked at his cock in my hands with wonder and lust. I asked, “Can I suck it?”
Mr. K kissed me on the forehead and replied, “You are going to suck it and then take it deep in your whore pussy!” I shivered at the thought of his massive cock stretching my tiny pussy.
I held his cock with both hands and licked the rim around his pink cockhead. He pulled my hair to one side so he could watch my lips stretch over his shaft. My mouth slid over his cock until it hit the top of my hand. I had a good six inches of fat cock stuffed in my mouth. I was in heaven; it felt like two cocks in my mouth at once. He moaned as I bobbed my head up and down his monster. “You’re a good little cocksucker, aren’t you?” he asked. “You know I caught your father sucking a black man’s cock in a town alley a few years ago. For payment, so I wouldn’t tell your mother, I got to spank him and fuck his ass.” I knew my dad was bisexual, so his attempt to shock me didn’t work.
I was having a good time with Mr. K’s cock in my mouth. I sucked his hog for twenty minutes; my wrists and jaw were tired. “You will not make me cum, girl, so climb up into my lap and let me stuff your cunt,” he ordered. A long string of spit hung from my lips and his cockhead when I pulled off.
I straddled his lap, facing him as he held my ass cheeks in his hand as I hovered over his rocket. “I do love your flat chest; it’s like I’m fucking a young man,” Mr. K lamented. He sucked my sensitive nipples into his mouth as he lowered me onto his cock. Fortunately, I was soaking wet as his mushroom pushed between my folds and entered my gaping pussy. I felt so full as I slid down his pole. It was stretching my tight pussy, but it felt so damn good. Every nerve in my inner walls was being massaged so much that the sensation almost made me pass out.
I sat fully on his lap, taking him, all of him, in. I felt his blood pulsing inside me. I looked down and saw my fiery red bush mixed with his pure white bush. My hands used his shoulders as leverage as I rode his horse cock. Sounds were coming from my mouth that I had never heard before. I fucked him hard for ten minutes. My forehead and chest had sweat beading up on them. Finally, I heard Mr K. growl, “Oh, baby girl, I’m about to cum. Holy shit! Oh, fuck, aargh!” His warm, sticky cum filled my pussy, and I felt it spread deep inside me.
I just stayed on his cock, having orgasm after orgasm, feeling his cock soften and shrink inside me. Fully flaccid, he was still inside me as he was still at six inches. Our cum poured around his flaccid cock, down his long droopy balls, and onto the chair cushion.
He whispered in my ear, “It’s time you started dressing like a proper lady. Put on some makeup, wear fancy lingerie, and sexy dresses. Know that as long as you have that hot pussy, you are in control. Now get dressed and go home. Don’t come back until you are willing to take me in your ass.”
I got dressed slowly as my ass and pussy were sore. I waved goodbye. I knew I would never be back, because he would never put his monster cock in my sweet ass.
