Jesse's Retirement Gift
The summer heat was hot. Jesse loved the heat, but the humidity in Southern Ontario could be unbearable at times. That's why he had put the pool in even though he and his wife had decided not to have children.
It had been eleven years since he lost Candace to a car accident. He still missed her every day, and now he was going to have to decide what to do with the next stage of his life.
He climbed out of the pool and let the heat dry his skin. He grabbed a towel and quickly dried his medium length dark hair, then ran his fingers through it pushing it backwards over his head. His body was hard and well toned. He had started in the steel mill straight out of high school and that alone was enough to keep him fit but activities like hockey in the winter and golf in the summer had helped. He also had a nice home gym for when he needed to release stress.
He walked up the three stairs to the raised deck and sat on the larger of the two sofas. He always chose it because it accommodated his 6 foot height should he choose to lay down. The deck was large and had a reclining canopy. A trellis was behind the sofa for extra privacy. A large privacy fence surrounded his yard. When on his deck, Jesse could be seen by no one.
He reached down and started rubbing the lump in his bathing suit. It had been early May when he had really first noticed his neighbours daughter Emily. He had been driving home from work when he noticed a young woman wearing black tights with an incredibly round firm ass.
"Oh my god who is the new beauty in the neighborhood?" he said quietly to himself as he drove by. A long gaze into the rear view mirror confirmed it was Emily. "Now that just made me feel like a dirty old man. I will be 55 in July and she could be my daughter," he groaned.
In fact Emily had just turned 18 in April. It had been one of the many loud parties held by Jesse's neighbours that he tolerated. He had really liked his original neighbours, who like him had purchased this property because it backed onto conservation land and afforded privacy. Deer and fox could often be seen.
Jesse did his best to tolerate these new neighbours. But because of the upheaval they had brought to the area he was glad when the for sale sign went on the front yard this week.
The only thing he would miss was Emily. Sure he didn't know her. But from his patio door window to his deck, and the first few feet outside there was an excellent view over his neighbours fence.
From there he had first watched Emily playing water volleyball with her girlfriends. She wore a bikini, the bottom rather conservative though her lucious ass cheeks hung out well exposed. There was no possible way the bikini top could hold the weight of her meaty breasts. They were plump and swung heavily as she swung and thrust her arms at the ball, the wet fabric clinging to her curves.
He watched from the darkness of the house through the blinds. His eye's wandering up and down her young nubile body. Her long wet brunette hair framed a pretty face with lovely plump lips. He had horrible thoughts about what those 18 year old lips would look good around. And then the ball went high in the sky and was in his backyard.
"Don't worry, I'll get it," he heard.
About two minutes later his doorbell rang. Standing on his front porch in a crocheted bathing suit cover up was Emily. Her tiny wet bikini and heavy breasts obvious beneath it.
"Hi Jesse, our ball went over your fence. Could you toss it back over for us please?" she said with a grin.
"Um, sure. Just give me a minute," he said stammering like a teenager as he felt his cock begin hardening in his shorts. "You enjoy your evening Emily," he said closing the door. Turning away from that heavenly teen body was nearly impossible. He found the ball in his back yard and tossed it back. The screaming teen girls resumed their game.
****
The school year ended and simultaneously Jesse retired from the factory wth a full pension. At 55 he was financially set. His pension was good enough for him to live off extremely comfortably, but he had also invested the payout from the life insurance wisely and the stock market had made him extremely wealthy. He just had to find a way to enjoy his retirement.
And so he found himself on the Saturday of a hot Canada Day long weekend laying back on the sofa of his deck, thinking of Emily. He heard water splash in the pool next door. Getting up he walked towards his patio door as if to go inside. Then turned, and saw her standing in the shallow end with the smallest string bikini he had ever seen.
It was white and clung to her wet body, her nipples poking through the thin fabric. The bottom was so small that it barely covered her pubic region, and was a thong in the back leaving her glorious ass completely exposed. She saw him looking over and waved.
"Good afternoon Jesse. Beautiful day isn't it?" she said smiling.
"Yes, absolutely beautiful," he said his eyes locked on her shapely body. "Is your family having another party tonight?" he queried.
"Oh no. Mom and dad are off to the cottage for the weekend. I'm all alone," she sounded disappointed.
"Well if you want, you can swim over here in my pool and neither of us will be alone," he said somewhat confidently. "I don't feel like cooking today, but I will order whatever you want for dinner. What do you say?"
She smiled a cute teenager smile, "I'd definitely rather not be alone."
The next thing Jesse knew he was lying back in the summer heat in his bathing suit watching this hot little girl swim in her near nakedness in his pool. He needed to cool off so he jumped into the deep end. She swam up to him and splashed water in his face. He retaliated, by splashing her back. Soon they were laughing and splashing each other. They were interrupted by the sound of his doorbell chiming through his phone.
"I imagine that means our food is here," he said.
He excused himself to go retrieve the food. "What the fuck am I thinking playing around with this little girl. I hate her parents but she seems perfectly pleasant. I should feed her and thank her for her company," he thought to himself.
"Do you work out Jesse? Your in really good shape for someone your age. My dad has a belly, without any of the muscles that you have," she said as her eyes stared at his firm chest and stomach.
"I exercise a bit, lift some weights. Mostly I play sports. My job was pretty hard labour and kept me in shape the past thirty five years," he said gazing into her beautiful teenaged eyes. They were brown and the fire from his propane fire table was dancing in them giving them an ethereal quality.
His hungry eyes couldn't help but keep finding their way to her heavy, firm teenage breasts. The crocheted bathing suit cover up she wore hid nothing, and the tiny triangles of her suit barely contained anything. "I had planned on renting a movie tonight. There are plenty of new, good rentals available. Your welcome to go get changed and join me."
She stood up and smiled. The summer heat had dried her long brunette hair. She ran her hands through it, building it's volume. Jesse groaned as he watched. Her breasts jiggled and bounced as she shook her hair, then gathered it behind her head in a ponytail. She shrugged off her bathing suit cover, and sat back down. This time she was sitting much closer to him.
"I'd rather stay right here. It's only late afternoon and the fire table is so inviting," her mood was changing, unsure, less confident. Then her hand was moving up his arm, and resting on his muscular chest. "Jesse, did you know I'm 18 now?" she said seductively. She sounded almost hopeful to him.
"Yes. You had a party a few months ago," he stammered.
"Well you have a really hard body, and your a sexy, handsome man," she was like a hunter, slowly stalking her prey. Her hand was now resting on the huge outline of his hard cock that his bathing trunks could not contain. "You don't mind do you Mr Peterson?" she queried, her hand stroking his length.
Jesse was highly aroused. He could feel himself twitching, harder than he'd been in years, "No, no, of course not. It feels amazing. As long as you're comfortable with it."
She was now laying on the sofa, her head resting on his chest. Her long soft hair flowed down his chest and stomach. "I've never been with a man before," she said her face moving towards his manhood. She started kissing and sucking at his hard member through his suit. "It's so big, like in the movies!" she said giggling.
He moved his hand to her head and began running his fingers through her hair. She put her fingers into the waistband of his trunks and pushed them down, his large nine inch cock bounced free. It stood righteously at attention, the large cut head dripping precum.
"My god it's even bigger than I thought. And it's leaking goop out of the tip!" she squealed excitedly. "I've never done this before. I've only just pretended and practiced on my dildo". She dipped her fingers into his pooling precum and began to suck them clean. "Yummy! It's so delicious!" she whispered wantonly.
Her head slowly lowered and took his head into her mouth. Her tongue swirled around the tip as she tightened her lips and sucked. Slowly she bobbed her head on the first three or four inches of his cock.
"Emily, your mouth feels so good on my cock! Make it nice and wet for me," he panted, as he reached down placing his hand on her nice plump breast. The other hand he put on the top of her head, grabbing her by the ponytail, pacing her, speeding her up. "Good girl Emily, suck that big cock faster for me."
She slurped and moaned as she sucked faster and faster. He had removed her bikini top and her plump firm breasts swung freely as she bobbed in his lap. He could feel the pressure building as his balls tightened and he got closer to cumming.
"Keep sucking me, your going to make me cum!" he pleaded softly. And then it was happening. Her pace never slowed as his cock started twitching and jumping in her mouth. He exploded violently sending gob after gob of cum into her eager mouth. She kept sucking until he was entirely spent. Then she pulled off his cock turning to him and opened wide showing him her huge mouthful of cum. She then swallowed it in one gulp.
"Delicious. That was just like the movies! Except I wish I tried to deepthroat you. I'm a little intimidated because I tend to still gag on my dildo," she said as she busily licked the remaining cum leaking from his cock.
"As of this very moment I volunteer to help you learn to deepthroat, and with any of your fantasies," he stated boldly.
She turned to him her eyes wide. "Any of my fantasies? Do you promise?" She was eager and excited.
This little girl had been turning him on for weeks, he couldn't resist or deny her. "Anything," he said.
"Can we start by going inside and jerking off while watching porn?" she asked.
"Absolutely," he said as he helped her up off the sofa, then pulled her tiny teen body to him. He kissed her lips gently, his tongue darting into her mouth. Her breasts were crushed against his chest as his hands explored her body. He found the tie to her bikini bottom and pulled. It hit the deck. "Now you're ready to go inside I think," he said between kisses. He picked her up and carried her downstairs to his huge media room.
The media room had a huge L shaped sofa facing a TV over a fireplace. He lay her on the sofa, and turned on his entertainment system. Staring at her hard body he asked, "What kind of porn do you like Emily? I'm sure I can find it."
She was grinning a wicked grin at him as she answered, "I like gay porn. Twice as many hard cocks to watch, twice as much cum, and they usually have killer bodies. And I love watching a guy suck another guy off."
He had agreed to her demands and soon found himself watching a gay porn where some young twinks with enormous cocks sucked and fucked each other in every hole. Watching Emily with her feet up on the sofa, legs spread wide as she vigorously fingered her clit was enough to keep him hard. "Rub that pretty little clit Emily. I love your hot little teen body. God you're beautiful. I can see your juices from here."
"You turn me on when you talk to me like that Jesse. I love watching you pump your huge cock! Look at those twinks sucking each other. Pump your big cock for me," she panted.
Surprisingly he found himself watching the movie. He always enjoyed anal porn and the close ups of huge cocks fucking twink ass sometimes made him forget he was watching a gay porn. It also made him realize how much he enjoyed looking at big cocks.
"It's really hot isn't it? Watching those big cocks fuck those assholes," she squealed while watching him masturbate to the gay porn. "I would rather watch another guy suck your cock, and you fuck his ass though," she said hopefully.
The words were hardly out of her mouth and he felt his cock grow harder. "How would we go about that?" he said without realizing it.
"Give me your phone and I'll set you up on an app," she demanded. He unlocked his phone and passed it over. Within ten minutes they were scrolling through a gay cruising site. Emily said they wanted someone who was a bottom, who was subservient, and wanted to be watched. Thirty minutes later the doorbell rang.
Mike was six feet tall, skinny with red hair and a fat 8 inch cock. Jesse was laying back in a recliner as he knelt between his legs. He was working on sucking Jesse's entire ballsack into his mouth, his tongue licking sloppily as he sucked. Jesse had never fully understood the term "cock worship" until then. Emily was busy watching, learning as she frantically fingered her clit.
Mike's free hand pumped Jesse's hard 9 inches while he tongued his balls. Then he dove a little deeper, his tongue finding his ass. Jesse squirmed and screamed under Mike's tongue. His tongue moved away from his ass and returned to sucking his gigantic cock. But shorty after, Jesse felt a finger push its way into his virgin asshole.
"Oh god, fuck my ass with your finger!" he cried.
Never had he felt such an intense feeling before. At the same time Mike was sliding Jesse's cock deep into his throat. Gagging noises filled the room as he throat fucked the big cock as hard as he could. Jesse screamed as his cock expanded. Yelling he grabbed Mike by the head and held his cock deep in his throat. His cock erupted and load after load of hot semen shot straight down his throat. Mike smiled as he slid off his cock.
"Thank you, I love your big cock. The feeling of your cum shooting down my throat was incredible," he said while licking cum as it leaked from Jesse's cockhead.
Emily was smiling wickedly as she played with herself. "That was totally hot! Are you ready for something different now Jesse?"
She stood and grabbed both men by their hard cocks and led them into a spare bedroom. She pushed Jesse onto his back, giggled and whispered something to Mike. She then climbed onto Jesse, straddled his body and sunk her pussy slowly onto his throbbing manhood.
"Dear god you have a fat cock Jesse! And it's going so deep! Fuck me hard. Please fuck me hard," she squealed as she leaned forward and her mouth found his. Jesse began thrusting his hips slowly at first as their tongues frantically toyed with each other. He then brought his feet closer to his body to provide leverage and started pounding Emily for all he was worth. The harder he pounded, the louder she screamed into his mouth as they kissed. Her plump breasts shook violently against his body.
Jesse knew she had experimented with dildos, Emily had told him as much. Her hymen was no longer intact but she had never before known a man inside her. Her tight dripping virgin pussy clung to his man flesh as he thrust deep inside her angling towards her sensitive g-spot.
It had been a long time since Jesse had fucked anyone and to be treated to such a fuckable little virgin was quite the treat. He pounded her cunt, stretching her to the limit until she was able to accommodate his entire length.
She screamed above him and he felt her tense as she leaned back biting her lip, moaning as her vagina tensed and pulsed around his cock.
"Oh Jesse you made me cum! Fuck yes, that was amazing!"
She looked every bit an 18 year old. Young and firm and totally erotic. "I'm not done with you little girl. Will you suck my cock for me some more?" He had plans of what he wanted to do to that young firm body.
In a heartbeat she was laying in a 69 position her head resting on his groin looking down towards his feet. She pulled his legs up for better access and went to work. She began licking at his ass, moved to his balls and then slid her mouth on his cock. She continued playing with his anus while forcing his cock deep in her mouth.
"Relax your throat baby and stick your tongue out. Let's see how much you can take," he said placing his hands on her head. "One inch at a time baby. Slowly now, and just breath through your nose," he coached his little teen cocksucker.
He felt his cock head hit the back of her throat. She gagged slightly, but as he pushed in deeper her throat relaxed and she was fine. He continued until he was balls deep in her throat.
"Good girl Emily. Good girl. You've got my entire cock in your throat!" he said as he affectionately stroked her hair as if he was petting a dog.
It was then that he felt Mike's well lubed cock start to push into his ass. He tried to scream in protest, but found his mouth suddenly smothered with Emily's 18 year old pussy. His cries were drowned out as she ground her clit against his face.
Slowly inch by inch Mike's cock filled him up. "There you go Jesse. That's the whole thing. You've taken my entire 8 inches you hot bitch! What do you have in your ass Jesse?"
"Your big cock," he whined into Emily's cunt.
"Do you like my cock in your ass? Do you want me to fuck you?" Mike shouted.
"Yes! I love your cock in my ass! Please fuck me. Fuck me hard!" Jesse said, his cries muffled by Emily's dripping snatch.
Mike's hips started thrusting, slowly at first but gaining in speed. His cock pounded in and out of Jesse's virgin ass. Emily had a perfect view as she worked hard trying to deepthroat Jesse's cock. She loved gay porn and to actually see one guy fucking another was an incredible turn on. Jesse was busy licking her clit and and put some fingers inside her dripping wet slit.
"Oh fuck Jesse, fuck my little kitty with your fingers. Lick my clitty for me," she begged.
Jesse pushed his fingers into her pussy, his fingertips pushing towards her navel. His tongue flicked across her clit, as she forced his cock in and out of her throat. Mike's cock pounded his ass with hard furious thrusts. He never thought he could feel such bliss. He started screaming into Emily's sweet mound and his cock erupted for the third time that evening. The cock in his ass made it so much more intense as it massaged his prostate. His cock twitched and sputtered while Emily sucked him dry.
Emily was feeling an intense pleasure. Jesse's huge cock was deep in her throat and she had managed a fairly steady throat fuck. His cock in her throat filled her up so much it was a major turn on. And the entire time she was watching Mike fuck Jesse's ass! Suddenly Jesse screamed and she felt his cock pulse. Then a huge stream of cum shot straight down her throat. The feeling was incredible! She didn't have time to process it before another and another shot straight down her throat. She had enough sense to pull his cock out of her throat, and catch the rest in her mouth. Four more huge gobs of cum spread across her tongue. She felt the warmth before she actually tasted the sweet salty flavour. She had never tasted cum before today but now knew she was addicted.
She removed herself from Jesse, and moved up his body as if to kiss him. He passionately pulled her mouth to his, and she fed him her mouthful of his cum. "Swallow it for me. Swallow all your cum baby," she panted and begged of him.
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