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Chapter 19 – Jake
Please take note! Adults Only Literature
The text in this story contains erotic material and is expressly written for adults only.
If you are an underage minor or offended by such material -or- if viewing this file is illegal in your locality, then leave, close or delete this file-story now.
This is a work of fiction, any resemblance to persons living, dead or otherwise is purely coincidental, etc.
Copyright 2004
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"You're very good. Your sister Judith did a great job of teaching you to eat pussy," I said looking down at the top of Jake Masterson's curly head. He had thick black hair like a young lion. I was being honest about his oral skills. He was noisy but highly effective making murmuring sounds as he licked me. Anything he lacked in experience he made up for in enthusiasm. I was spread out on my bed with my thighs rotated outward pushing my cunt toward his busy mouth.
I was the older she slut preying on a not so innocent young boy with a god like physique. We'd just gotten started and I was in the mood to play mind games with my victim. I was having fun at his expense. Isn't that the way it is with the Alpha Whores of this world?
"How did you know that? She didn't tell you did she?" said a surprised Jake looking up.
"Relax, just keep doing what you're doing. Eat Mommy's pussy like a good boy. Show Mommy what your baby sister taught you," I said placing my hand on the back of his head and pushing it back down into my needy snatch. Young men are so gullible. It makes my pussy wet to realize how easy they are to control.
I hadn't known that Judith had taught her twin brother to muff dive. It was an educated guess but one with a good probability of being correct. I didn't have an older brother just a younger sister but in my acquaintance of girls with brother their age or older, a surprising number lost their virginity to their male sibling. A sister is accessible to her brother and his familiarity with her lends itself to contempt for her desires to remain a virgin. Boys aren't bothered much by considerations of incest. Their hormones drive them to ignore such ethical issues as they're driven to seek a warm wet hole to house their cocks.
One of my college roommates had quite a thing going with her slightly younger brother. She'd even asked me to sleep with him when she was coming for a visit and she had gotten her period. I happily obliged her. She enviously sat ridding the cotton pony as I straddled her beloved brother and rode the real thing. Later, she gave him a blowjob just to show she cared.
Jake's physical maturity exceeded his emotional maturity. At six foot and fifteen years of age, he could pass for much older until he opened his mouth. I'd found him right after lunch sitting in one of the many small gardens on the resort's grounds playing some form of electronic game. The plastic box looked ridiculously small in his large hands. I'd just come from the beach. I decided on the direct approach. I saw no point in being subtle.
"Have you ever fucked an older woman?" I asked plopping down beside him placing my naked thigh against his.
"What?" answered a startled Jake his young mind struggling between the prospect of having misheard me and the possibility that I was offering him sex something a fifteen-year-old boy is always in dire need of.
"Have you ever fucked an older woman?" I repeated the question.
"No," said Jake taking a surprising number of seconds to search his memory banks.
"Would you like to fuck me?" I spoke with all the innocence I could muster. I tried to sound as if I was asking if he thought the Yankees would win the series. It was amusing to watch him analyze my question. He looked around to see if there were others hiding in the shrubs ready to spring some awful joke on him.
"Yes," he finally managed to say.
"I'll expect you to perform cunnilingus on me," I said authoritatively.
"Huh?"
"Cunnilingus as in putting your head between my legs and eating my pussy," I said expanding his vocabulary.
"Yeah, I've done that," said Jake.
As it turned out Jake had been tongue sweeping Judith's box since he was thirteen.
"Would you like to kiss me first?" I was being absurdly cruel to the young man. The bitch in me was rampant that afternoon.
"Yes," said Jake obviously a man of very few words.
I put my arms around him and drew him to me for a prolonged tongue kiss. I put my hand on his crotch and gave his boyhood a few strokes. It felt hard as a diamond.
"Go ahead, feel my tits," I whispered in his ear.
His hand slipped inside my top. Fingers rolled my nipple back and forth applying just the right amount of pressure. Physically gifted but mentally challenged was my preliminary and most likely wrong conclusion. Jake wasn't really dumb just awkward.
"Let's go to my villa," I said standing up. He followed me like a puppy dog on the trail of a bitch in season.
As soon as we got indoors I dropped to my knees and pulled down his shorts. Whoever had performed his circumcision had been an artist with the scalpel. He had a beautiful cock. It was smooth lacking the roughness of most of the penises I'd put in my mouth lately. The head was a rosy pink a nice contrast with the lighter shaft. And the under lip of the mushroom gave my lips a purchase that I used as leverage. I figured his first climax would be a quick one and I was not wrong. A few seconds of hand balling his sack coupled with some vigorous tongue action on the cock head and Rozz had her reward. I looked up and opened my mouth to show him that I had captured his semen on my tongue before I almost theatrically gulped down his load.
"Sorry," he muttered.
"It was delicious. I loved it. Let's get in bed," I said taking him by the hand and leading him toward the bedroom. I shed my bathing suit in record time and hopped up on the bed and spread my legs wide like a high school cheerleader who'd agreed to pull the entire team's train if victory was achieved.
It was obvious that someone had trained Jake and when I suggested Judith his response confirmed the correctness of my guess. I lay there enjoying the moment for a while before I resumed our conversation.
"Do you fuck Judith often?"
"Not anymore," responded Jake working a finger into my vagina. I rewarded his efforts with a heart felt moan.
"You two have a falling out?"
"Kind of."
"Tell me about it. Oh I like what you're doing with my ass," I said. Jake was performing anilingus. I was pleasantly surprised. I've known grown men who didn't eat butt. Jake was working my brown hole like he was trying to make certain there was nothing but turds contained therein. I recalled that I had visited the Ladies Room after lunch and had a loud and messy bowel movement. Jake was cleaning up anything the toilet paper missed. I lifted my legs and grabbed my big toes to tilt my asshole skyward improving Jake's access.
"She got into some weird shit," said Jake.
"Explain."
"Judith wants guys to spank her. She asked me to use my belt on her bottom. She even went out on the WEB and bought this whip. She practically begged me to tie her up and whip her."
"And you didn't care for that," I remarked.
"I'm a lover not some crazy women beater," said Jake as he wiggled his tongue in my rectum. Once he had me opened up, I felt his finger in my ass as he returned his mouth to my clit. Obviously he understood the art of the Dirty Sanchez. Fingers on Jake's other hand had located my G-spot. Frankly, he was playing my body like he was first violin in the Boston Pops and I was his Stradivarius.
"Has Judith found anyone to meet her needs?"
"I don't think so. There was this older guy who she met online. She told me he trained slaves but when he found out she was fifteen, he said no way. He didn't want to go to jail."
"So have you fucked your step mom? She's very hot."
"No, that wouldn't be right," said Jake displaying a disappointing understanding of right versus wrong.
I was also surprised that horny Marilyn had not taken advantage of the well-endowed Jake.
"How about Karen? She strikes me as the horny type."
"She was engaged until right before we left. She caught Roland in bed with her best friend. She's pretty broken up about it."
"So its Maria that you're bonking," I said.
"Guys aren't supposed to talk about things like that," said Jake.
"Latinas are hot. They sizzle when you get them in bed," I spoke based on my experience at the military hospital where there was a surfeit of Latina nurses. They would climb on a dying soldier who'd just had the last rites to give him the more useful sacrament of the final Latina fuck. Some guys decided to hang around after they had experienced the peculiar suction sensation that the average Latina can induce with their pussy. The staff called it resuscitation by cunt. I was looking forward to sex with Maria.
I closed my eyes and relaxed allowing Jake to eat my pussy without having to answer further questions. He took me to the cliff's edge and I stepped off for a long free fall. One advantage we women have over men is that we can prolong our orgasm. It was like I was parasailing. I swooped and soared on the thermals for what seemed like forever. I chanted curse words and writhed back and forth enjoying an unusually long and pleasurable Big O.
"That was intense," was Jake's comment when I was done.
"I need a break. Want a beer?" I said climbing off the bed.
"Sure," said Jake. What fifteen year old wouldn't want a beer after he had just eaten pussy? Beer and pussy go together at that age.
We cuddled a bit then I went back to work on his cock. Once he was hard I got on top and rode him until he released a load in my vagina.
"Want to eat a creampie?" I asked still mounted on his dick. It was softening and slowly retracting from my pussy.
"Huh?" said the vocabulary challenged stud.
"Creampie, a vagina loaded with semen," speaking like a schoolmarm.
"Yeah," said Jake reaching out to move me into position on top of him. I put my pussy over his face and covered his mouth and nostrils. Having a guy breath into your cunt is an odd sensation. Some guys get their rocks off being pussy smothered. He eased me off his face when his air ran out and stuck his tongue in my snatch as far as it would reach.
I sucked his slimy limp cock and he tongued his semen out of my hole for a while. He got hard again.
I turned around facing him reaching behind me to stroke his shaft. I'd placed my pussy over his mouth aiming my urethra with the skill of a consummate piss queen.
"Want a little squirt?" I asked. Jake communicated his assent by opening his mouth wide. I put my piss hole right over his maw and released a short burst.
"That is so fucking hot," said Jake after he swallowed.
"More?" I asked not wanting to leave his need to ingest my urine unsatisfied.
"Yeah," said Jake once again showing me his molars.
I released a longer burst, waited for him to swallow and repeated the drill.
Jake Masterson was kind of an oddity I concluded. Not too many clean-cut good family fifteen-year-old boys would consider Water Sports.
"Hold the last one in your mouth so we can share," I said sensing my bladder gage was approaching empty. I delivered my final shot then leaned down and kissed his pissed covered lips. He spit my own piss back in my mouth. I swallowed half and spit the remainder back. He swallowed most of that then spit back what's left. I gulped that down and we engaged in some torrid tongue action licking the insides of each other's mouth. I made a mental note to call housekeeping later and have them change the bed.
"Climb on top and fuck the shit out of me," I ordered after we had exhausted the piss supply. I was in the mood to pick up the pace. Jake rolled us over as a unit and mounted me.
"I want it hard and fast. Tell me I'm a piss drinking slut whore," I yelled.
"You're a piss drinking slut whore," intoned Jake.
"Suck my tits hard. Make them hurt," I said. Jake was a big strong boy. He captured my left nipple in his mouth and managed to suck it so painfully I wanted to scream. God that was hot.
He slammed into me and I raised my hips to hump back. We got into it. The best sex is when you let go of the civilization and fuck like an animal that's in desperate need. I once saw a nature show on television in which this species of squid gather off the California coast one night a year to breed. The squid gather from hundreds of miles to this one spot. The scientists have no idea how they know the time and place since every year it's a new generation. The undersea camera showed millions of squid humping insanely shooting sperm everywhere. The males die almost immediately. The females live long enough to bury a load of fertilized eggs then they're off to squid heaven. I thought of those squid as Jake and I fucked.
Cursing, sweating, spiting in each other's mouth, we finally we blew our wads and collapsed together. The bed was wet with perspiration.
"Time for another beer," I said padding off to the kitchen.
"Man that was something," said Jake after he got his breath back.
"You're a terrific lover, Jake," I said making a contribution to his self-esteem. I owed him that.
We cuddled for a while. It was nice lying there with his muscular arm around me my bottom firmly pressed against his dick.
"Are you ready for the finale?" I asked.
"What do you have in mind?" said Jake.
"I need my shit packed, my turds tamped down, my butt reamed. You up for that?"
He nodded so I grabbed a tube of lubricant out of the bed table drawer and hand it to him. I got into the head down knees and elbows position adjusting my stance so my buttocks separated and Jake had a clear unimpeded path to my brown hole.
"I never met anybody like you," said Jake working some lube into my anus.
"How's that?"
"The way you talk. It's dirty."
"It's the Boston girl in me. Girls in Boston love to talk dirty," I said.
"Must be the schools up North," said Jake.
"Jake, can I ask you to do me a favor?"
"Sure, what?"
"As you know, I'm a recent widow. My dead husband was an incredible warrior and he loved to fuck my ass. I loved for him to do it. Out of respect for his memory and in honor of the country he fought and died for would you butt fuck his widow the way he used to."
"I'll try. What did he do?" said Jake solemnly.
"He stood over me and fucked down in my ass like he was drilling for oil. He took a firm grip on my cheeks pulling them apart till I wanted to scream. Periodically he delivered a powerful slap on my ass the kind of slap that turned my butt red and showed his palm print. He was brutal and rough treating me the way all great warriors have treated not only their own women but also the captured females of the enemy. I know you mentioned that you weren't a woman beater and that's very admirable especially in someone your age. Young men are often so callow. But if you could put aside your own feelings and in honor of Captain Trace Scarborough Donaldson of the 5144 th Special Operations Brigade deliver an uncompromising vicious and cruel ass fucking to his widow, I would feel honored."
"I'll do my best," said Jake looking as if I had just appointed him to lay the wreath at the tomb of the Unknown Soldier on Memorial Day.
"One more thing."
"Yes."
"At the finish when you're ready to blow your load, take your shit stained cock out of my ass and ram it down my throat and blow your load. Then wipe your cock off in my hair The Captain always finished that way," I said.
"In memory of Captain Trace Donaldson," said Jake quietly as he positioned his dick against my anus and started to push.
I can sum it up by saying Jake came through. He reamed my ass out taking long deep strokes that straightened the curves out of my lower bowel. His open palmed bitch slaps raised whelps in the same shape as his hand. I had to bit down on my fist to keep from screaming my lungs out. And when it came time for ejaculation he spun me around like a rag doll and rammed a shit stained cock in my mouth and a couple of inches down my throat. I swallowed a mix of my shit and Jake's sperm. He dutifully used my tresses to wipe the shit off his dick.
If you do anal and you don't douche out your ass first, it's messy. When I looked in the bathroom mirror after I staggered in to brush my teeth, I looked like someone who'd been eating brown gravy with a crooked spoon.
I hopped in the shower inviting Jake to join me. I gave him a blowjob to finish another perfect day in paradise.