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Matthew 17. Ask Grandpa
by Circumnavigate9
“How can I help you, son?” Grandpa asked when Matthew sat down in the living room.
“Grandpa, I have a problem. I think something’s wrong with me, but I can’t talk to my dad because its too embarrassing. I don’t know who else to turn to.”
Grandpa’s wrinkled face looked concerned. He clutched his walking stick, sitting down in a chair just opposite a small coffee table from Matthew. “What is it, boy? You can tell me.”
“Grandpa, it’s my wanking. It really hurts. Like a lot. I know it’s not supposed to, but every time I have an orgasm I’m in intense pain,” Matthew lied very convincingly.
“Goodness me,” said Grandpa. “I’ve never heard of something like that before.”
“Please, Grandpa,” pleaded Matthew, “can I show you how I do it? Maybe you can tell me what I’m doing wrong.”
“I don’t know if I’d be able to help…”
“But you’re so old and wise, Grandpa. Maybe you could,” said Matthew.
“Well alright,” said Grandpa. “I guess it couldn’t do any harm. Where do you want to do it?”
“I could jerk off right here if you don’t mind,” said Matthew.
“Sure. I guess. Go ahead,” said Grandpa.
Matthew hooked his fingers into his shorts and pulled them down along with his white Calvin Klein briefs. His pale penis was a limp four inches over his plump pink shaved balls. Sitting down naked in front of this old man, exposing his naked body was enough to get Matthew’s dick growing quickly. Matthew grabbed his semi and started pulling his foreskin up and down.
“I’ll try not to take too long, Gramps,” said Matthew. He spread his strong thighs apart in order to give his grandfather the best possible full frontal view of his dick and balls.
“Just do whatever it is you normally do,” said Grandpa. He looks slightly uncomfortable, but more concerned about his grandson than anything else. “So far you look healthy and virile to me.”
Matthew’s dick was now rock hard. He pumped it with his right hand, using his left thump to massage the skin below his balls. “This part is fine,” Matthew said. “it’s the ejaculation that’s the problem.” As much as Matthew loved masturbating like this for his grandfather, a simple show was not what he had in mind.
“Grandpa, I think you need to move closer. I don’t know if you’ll be able to see properly from there,” suggested Matthew.
“I don’t want to invade your privacy any more than I already am,” protested Grandpa.
“Please Gramps,” said Matthew. “This is important.”
“Alright,” said Grandpa, slowly getting up and walking over to the couch. Soon Grandpa was sitting next to his grandson, half naked and passionately masturbating himself.
“Oh grandpa,” moaned Matthew, pumping his dick and leaving his balls to flap up and down, ”it feels so good right now, but for some reason it all goes wrong at the end.”
“Don’t worry, boy,” said Grandpa, “we’ll figure this out somehow.”
Matthew pulled off his tank top, leaving his muscular swimmers body completely exposed to the straight old man. He could feel himself getting close. Now was the time to put on his most convincing performance possible.
“Grandpa, I think I’m close. Bend down and look at my slit,” panted Matthew.
“Excuse me?” asked Grandpa.
“Look closely at my penis, Gramps. It’s starting to burn.” Grandpa moved his head closer to his grandson’s dick, trying to observe any obvious irregularities.
“Grandpa, I think I’m gonna cum, but it’s so painful!” shouted Matthew.
“Push through it, boy,” grandpa tried to encourage. Matthew held onto his balls, pumping his rock hard eight inch pecker for his granddaddy. He could feel his balls and muscles get tighter.
“Grandpa, I’m scared!” Matthew cried, pumping his dick. “I’m cumming! Oh… oh… ooooooh!” Matthew shot his load right into his grandfather’s face. One thick shot of cum landed on Grandpa’s forehead, two on his cheek, and another on Matthew chest.
“Ooooooowwwwweeeeee!” Matthew complained, milking out his dick. He was in heaven, but he couldn’t let his grandpa know what. “Granddad I’m so sorry! I didn’t mean to hit you in the face. But the pain was so intense… I just couldn’t control myself.”
“Matthew, go grab us some paper towels please,” Grandpa said solemnly, holding his hand against his brow to prevent Matthew’s cum from running down to his eye.
“Yes, grandpa,” said Matthew. Still naked and hard, he got up and ran to the kitchen to get some paper towels. “I’m so sorry Grandpa,” Matthew said when he returned to the room now sporting a swinging semi. “This is so embarrassing, but do you think you can help me. Did you notice anything strange?”
Grandpa wiped the cum off his face. “No,” he said to his 18 year old muscular naked grandson. “I don’t know what’s wrong with you, son. But the doctor will.”
###
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34 Gay Erotic Stories from Circumnavigate9
Johnny Natural 1. For the Hedge
Johnny lived with his father. He was eighteen, with jet-black hair that framed his face in a long fringe. He was a runner – thin and toned, unlike his father who was quite a bit more bulky. Rudy had an impressive physique for a guy in his late forties. The father and son had just finished watching a particularly sexual episode of their favorite show on a Sunday afternoon. Johnny
Johnny Natural 2. Different but the Same
Johnny was really horny. He hadn’t jerked off in almost a week because every time he tried to do it in private he thought about how incredible it had been when his dad had forced him to cum outside in the garden. Masturbating inside was ruined! There just wasn’t that same sense of masculinity and hyper sensation indoors. One day Johnny’s dad was out buying groceries, so he decided to
Matthew 11. Lake Uncle
Matthew was in his bedroom, pants down, anticipating a weekend away with his father and super hot uncle Todd. They were going to the family weekend house in the mountains to have a guys’ weekend away. Matthew’s father was ready to leave and had called Matthew three times from downstairs, but Matthew had other plans. “What is taking you so long…” Matthew’s father stormed into the
Matthew 12. Beach Shoot
Matthew smiled to himself. This was the first time he’d ever set foot on a beach without wearing a tight speedo that showed off his dick. He was walking with Ridge and Fred, the former a classmate who does extramural photography classes, the latter his assistant for the day. Ridge had heard via the grapevine about Matthew’s exhibitionist tendencies, and figured he’d be the perfect subject
Matthew 13. Morning Window
Almost the entire wall in Matthew’s first story room facing the road was a floor-to-ceiling sliding glass door. There used to be a balcony, but the previous owners had removed it for some reason. One of Matthew’s favorite activities was waking up in the early morning, opening the curtains, and jerking off in the moonlight looking out at his neighborhood. It was about 04:00 when
Matthew 14. Swim Practice
Matthew stood on a bench in the locker room in front of the entire senior swim team. He wore his signature light blue speedo, at least two sizes too small to show off his four inch flaccid penis and plump sack. Matthew’s body was perfectly muscled and defined – a swimmers build with a little extra from the gym. His long blond fringe and blue eyes made him look like a grown-up Ken doll. In
Matthew 15. Road Trip
Matthew had just finished packing his dad’s convertible. His parents and sister were away for the weekend and he’d decided to go and visit his hot uncle Todd in the next town, about three hours drive away. Matthew wore a pair of bright yellow running shorts with white piping to accentuate his toned thighs. Normally he’d wear a pair of crisp white Calvin Kleins under them, but today
Matthew 16. Weekend Uncle
Matthew was sitting on his uncle’s chair in the lounge completely naked and masturbating his rock hard dick. It was somewhere past midnight, but Matthew couldn’t fall asleep. He was so turned on by the fact that he was spending the weekend with his incredibly hot uncle Todd. Matthew had made his bed on the couch in the living room, stripped down, and started jerking his dick to the
Matthew 17. Ask Grandpa
Matthew was driving to his grandparents’ house. He knew his grandfather would be there alone because his mother and grandmother had gone off to their weekly book club meeting. He was wearing a tank top and running shorts to show off his defined biceps and muscular legs. A while back his grandpa had seen him jerk off in the middle of the night and told his grandpa-aged friends about it.
Matthew 18. Saturday Mornings
Matthew is a tall, blonde, perfectly built 18 year old swimmer. He loves to show off his body to other (usually straight and uninterested) men. Saturday mornings Matthew got into the routine of driving down to the coast and having a jog by the beach. He wore a white t shirt which ended just above his waistline, and a tight light blue speedo that fit him properly when he was twelve.
Matthew 19. The Doctors
Matthew’s plan had worked. He was sitting on the little elevated bed in his doctor’s office. His grandfather had brought him after Matthew got the old man convinced that he experienced great pain when ejaculating. Doctor Robin was probably in his mid fifties, grey and distinguished looking. The type of doctor you feel comfortable around. Matthew was sure the man was probably really
Matthew 2. Grandpa
Matthew pulled up at a red light in the big black SUV his parents had gotten him for his 18th birthday party. He was thinking about how last week he’d cemented his name in locker room history when he’d openly jerked off onto a towel in front of the entire swim team. His mind wandered to what his grandpa had told him about his days on the swim team, when things were a lot more free.
Matthew 20. Viral
The studio was open-plan: A long rectangular room with a white wall on one end and a glass wall separating it from the street on the other. At the doors sat the secretary, a blonde woman in her late twenties, and a studio assistant, a brunette guy in his early twenties. Matthew, 18, blond, built, beautiful, walked in and announced to the secretary that he had appointment with the
Matthew 21. Hotel Balcony
Matthew walked out of the bathroom wrapped in a glorified hand towel. It was too small to cover his perfectly toned swimmers body. The towel seemed to cling on for dear life, creating a slit that exposed Matthew’s upper thigh muscles as he walked. Matthew’s family was on holiday at a hotel by the beach. Matthew’s dad, mom, and sister had rooms on the other end of the hotel,
Matthew 22. Hotel Lobby
Matthew sat on his bed, naked and almost shaking with fear. He looked down at his penis. He hadn’t seen his dick this small since he’d taken a swim in a freezing lake a few years ago. His flaccid dick had shrunk down from its usual four inches to two. He put his finger around his thick shaft. It was almost hard from being so compact. The reason Matthew was so scared was because he’d
Matthew 23. Hotel Spa
Matthew planned on making the most of his last day at the hotel. His family was off playing golf, so he was by the pool. The 18 year old swimmer with the extra toned body was a sight to see. He sat on a lounge chair wearing a tight light blue speedo that showed off his full nuts and limp four inch dick. His body was flawless and pale, reflecting the harsh sunlight. Every so often
Matthew 24. Hike
Four 18 year old guys were hiking through the mountains in the middle of nowhere. Matthew, the tall blond built exhibitionist was with two of his friends from the swim team. They both had brown hair, were slightly taller than Matthew and in great shape but a bit leaner than Matthew because of their height and because they didn’t supplement their swimming with gym sessions. The
Matthew 25. Woods
Matthew was away for the weekend at an adventure resort with his father who was offering the owner, his best friend, some business advice. Matthew was pretty stoked: he got his very own log cabin to stay in. And best of all, Matthew discovered, the cabin had an outside shower which was on a bank of earth overlooking a forest and one of the main paths that lead to where the activities
Matthew 26. Mr Ryan
Teasing Mr Ryan has been a slow work in progress, starting since Matthew had just begun to show off his body to random straight guys. Mr Ryan was his best friend Mason’s dad. He was a skinny, tall, slightly awkward-looking middle aged man. (Mason was pretty hot in comparison to his parents. Matthew had no idea where he got his looks from.) Matthew always noticed Mr Ryan’s stares when
Matthew 27. Young Again
It was just past midnight, and one of Matthew’s grandfather’s friends was leading him through the halls of the old age home. The 18 year old swimmer wore a sleeveless shirt and running shorts to show off his incredibly toned body which he pumped often at the gym. He was excited for his first act of giving back to the old aged community. Everything had been planned. The old men in the
Matthew 28. Initiation
Matthew felt like he’d stepped into a really hot porn movie. He was standing in the swim team locker room, watching a row of ten guys standing butt naked jerking off onto towels held in front of them by his own team mates. It was the final step in their initiation – one Matthew had insisted on as captain. Each of the naked guys had a really hot swimmers’ body, and they were getting
Matthew 29. Natural
Matthew had just stepped out of his morning shower. His hard muscles were bulging and his alabaster skin was glowing to match his golden hair. Wearing only a towel Matthew walked from the bathroom towards his bedroom, only to be stopped by his mom. “Matthew,” she said. “We need to talk.” “What’s up, mom?” “I know your secret,” she said. “And you don’t have to be ashamed.
Matthew 3. Punished
This was intense. Matthew walked into the sports hall to find just about every senior boy sitting on the stands in anticipation. In front of them stood Coach Walden and the new guy who had held his towel for him when he jerked off in the locker room in front his team mates last week. He knew this was what the gathering was about: the coach had told all the senior boys they’re encouraged to
Matthew 30. Last Day
This is the final chapter in the Matthew saga. ____________________________________ A knock at Matthew’s door woke him from a deep sleep. “Come in!” he called. In walked his dad, Andrew. He was wearing a lose shirt and baggy shorts – his usual pajamas. “Son, I need to talk to you. Do you mind?” Andrew asked. “Not at all,” said Matthew, still a little sleepy. “What’s up,
Matthew 4. Dad
Matthew had been getting much braver when it came to acting on his exhibitionist fantasies. It was partly because he didn’t care as much about his reputation because he was leaving school and town at the end of the year, and partly because every time he exhibited himself it turned out great. Matthew was ready to take thing to the next (and ultimate) level: his dad. Matthew had
Matthew 5. Next Door
After a recent episode with his father, Matthew had become braver than ever in living out his exhibitionist fantasies. The fact that he had a swimmers body that he worked to amplify at the gym was probably the reason he’d never gotten in trouble for his escapades. Well, that and the fact that he was the most popular guy at school. Matthew could not say the same for his popularity in
Matthew 6. Demonstration
Driving to his grandpa’s house in his black SUV, Matthew couldn’t help but wonder what the urgent text massage had been about. It had just said to come over as soon as possible, so Matthew drove to his grandpa’s house in his shorts and vest after swim practice, enjoying the cool wind on his arms from the open window. Once inside the house, Matthew found neither one of his
Matthew 7. Greg Comes
Matthew was naked in his bedroom, doing push ups. He was getting really excited about his cousin Greg coming to town and staying with his family for the week. Greg was Matthew’s favourite cousin, two years his senior at twenty, tall and defined like Matthew, but with jet-black hair where Matthew was light blond. Matthew thought Greg was fucking hot, and though Greg was straight, he was
Matthew 8. Greg Shoots
Cousins Matthew and Greg were humping the ground in Matthew’s front yard, secluded by bushes from the road. Trying out Greg’s latest creative masturbation plan, the two guys had dug dick-size holes in the ground under the grass, filled it with a little water, and were now fucking the earth like two jack rabbits. Both guys were wearing loose vests, their shorts and underwear pushed down
Matthew 9. Greg Lasts
It was 2am when cousins Matthew and Greg snuck out of Matthew’s house butt naked. Greg was always up for a wild jerk-off game and wanted to end his stay with a bang. “Alright. We run around the block jerking until one of us cums,” said Greg. “Whoever cums first gets to tell the other guy where to cum – it can be anywhere.” “Awesome!” smiled Matthew, his dick already rock hard.
Men of Matthew 1. Casey's Run
Casey was doing his daily run. It was an especially hot day, so he didn’t bother with a shirt. The 18 year old rugby jock jogged only in a pair of black running shorts that stopped mid thigh. He wasn’t very tall, but he was extremely well built. He had the body of a rugby god, perfectly complemented by a tan from many runs like this one. Casey’s route was a popular one for athletes in
Thick Trip 1. Shower Window
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