Holding Hands with Henry, a short story by Josh Terrence


Author's note: This short story depicts sexual acts between males of various ages. If you are offended by sex between men, teenage boys, boys or between males of any age, why are you here? If you are not a legal adult or if this content is illegal in your locale, leave now.

This story is a work of pure fiction. The taboo acts depicted in this story are not condoned by the author, this is fantasy only. All Characters in this story are portrayed by actors 18 years of age or older. This disclaimer applies to all installments of this story, past and present.

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This tale and its characters are based on the short story Pleasuring Henry, which can be found in the Gay/Young Friends section of the archive.

The Monday before Valentines Day, I had my backpack slung over my shoulder as I made my way home from school. I was walking solo today because my buddy Roger had a dentist appointment. He was getting braces, and I knew that he was dreading it. As sorry as I felt for my best bud, though, I figured it was better him than me.

Just as I was about to cross the road, I heard a familiar voice from behind.

“Hi Jacob,” Henry said, and I looked over my shoulder just in time to see him batting his eyes and smiling at me. “You look really cute today.”

“Thanks,” I said quietly, blushing at his compliment.

“Wanna walk me home?” he asked hopefully, and I shrugged.

Seeing the look of longing on his face, and gave in and reached for his bag, taking it from him and slinging it over my shoulder while he gave me a shy smile. With his book bag in tow, I reached out and took his hand, prompting him to sigh contentedly and lean into my shoulder as we strolled down the road. I could see the other kids watching but didn't fret over it at all, especially because I was certain that most of the older boys at our school had already been to bed with Henry. It wasn't unusual for me to see a boy who was otherwise interested in girls doting on the cute blonde, an easy indication that they were sleeping with him.

Earlier in the day word got around at lunch that Henry was giving blow jobs in the locker room and a group of excited boys all made their way over to see him. The day before, Henry was hanging all over the most popular boy at our school, an 8th grader named Curtis. After school, the pair were seen making a beeline to the stud's house, where they could be alone for at least an hour. Knowing Henry the way I do, I had no doubt that he would be offering Curtis a ride in his always aroused rear end.

So when Henry and I clasped hands and strolled down the sidewalk towards our street, it shouldn't have been a surprise for anyone watching. As we walked, Henry smiled dreamily at me and said, “This is romantic, isn't it?”

“Yeah, it kinda is,” I admitted, and he nuzzled his baby soft cheek into my shoulder. “Do you want to go to my house or yours?”

“Is your dad home?” he asked curiously, and I shook my head no. “Maybe we can have some fun in your room.”

When we got to my house, Henry and I wasted little time getting down to business. As soon as I closed the front door, he attacked me with a deep kiss while I let our book bags slide from my shoulders. From there, we made a beeline to the couch, where we sat side by side and kissed hungrily. With our tongues dancing freely, Henry made the next move by reaching down into my lap and squeezing the hard lump that had formed in my pants. I let loose with a groan when I felt him groping my hardon through the front of my khaki pants but made no move to stop him.

After a luscious makeout session on the couch, we got up and hurried down the hall to my room, where we both ripped our clothes off and resumed our French kiss. While I was kissing my guest with passion, we found ourselves in my bed, laying on our sides so that we were facing each other. Henry reached down and wrapped his fist around my hard prick, giving it a few strokes while I petted his smiling face. When he puckered his lips, I found myself unable to resist the allure of another deep kiss while he rolled onto his back and opened his legs.

With a naughty smile, I quickly crawled between his thighs and used my hands to grab the backs of his knees. Cooperating with a deep grin on his face, Henry raised his legs so that I could push them back, then they came to rest on my shoulders and I lined my prick up to his hole. It was already a foregone conclusion to me that he was lubed up, and as soon as the slimy head of my 13 year old prick lined up to his winking hole, my suspicions were confirmed. Eager to please, Henry reached up and grabbed his ankles, pulling them back and giving me even easier access than before to his hole.

With my own sense of eagerness, I slipped my rod into his hole and pushed straight in. He let loose with a sigh of relief when my hardon slid into his rectum, then he let go of his ankles and they came to rest on the tops of my shoulders. While I rested inside of him, he puckered up and I found myself moving in for yet another one of his intoxicating kisses. Soon, our tongues were doing a happy dance and I began to slowly hump along the walls of his bottom. Henry began to moan softly as I fed him thrusts of my dick, his eyes sparkling with joy while our kiss lingered. I found myself longing to be closer to him at that moment, so I slid my forearms under his shoulders and he responded by wrapping his arms around my neck.

His legs were rocking back and forth as I continued to ride his rear end for all I was worth, and it suddenly dawned on me that we were making love. I felt my heart starting to flutter with joy and my tingling groin started to burn with pleasure and passion. Henry's fingers were running through my brown head of hair and he had a look of sheer decadence on his face while I ran my boy rod along the walls of his love tunnel.

Out of nowhere, the pleasure in my groin grew to a fever pitch, so much so that I could feel it in my core. My head was spinning with unchecked emotion as I looked down at the boy I was in bed with, feeling my lust swell until I couldn't take it anymore. With a final series of thrusts that I wanted Henry to enjoy, I felt my orgasm swelling and I let loose with a high pitch whine. At that exact moment, my hard cock pulsated and I felt the rush of a strong orgasm pour over me like a waterfall, then I became aware that I was pumping hot cum into Henry's chute.

The look on my lover's face was nothing short of intoxicating. His deep red lips were frozen with a smile and his eyes were fluttering as the romance of the moment danced around our heads. I could feel the walls of his chute squeezing my 4 ½ inch boner over and over again, matching the rhythm of his heartbeat. Unable to resist, I planted one more kiss on his lips and said, “You were amazing, Henry.”

“You were amazing too, lover,” he sighed, then he ran his fingers through my head of hair again. Feeling his well manicured fingertips scrubbing my scalp sent a strong shiver through me, and I realized that I didn't want our union to end. Picking up on my desires, Henry pulled my head down and we shared another long kiss while his hot hole grabbed my cock over and over again until I started to thrust. And just like that, I found myself making love to Henry all over again, pleasuring him in my bed while he moaned softly and gazed into my eyes with affection.

Coming Soon...

Henry Strolls through the Alley


♥Jacob's Valentine♥

Feedback: joshterrence154@gmail.com

Other Work by Josh Terrence:

Gay/Adult-Youth Fiction

Gay/Incest Fiction

Gay/Urination Fiction

Gay/Young Friends Fiction


All You Can Eat

The Persistent Trespasser

The Boy at My Door

The Coupling


The Trouble With Austin

Bobby's Thanksgiving Feast

The Birthday Boy

Saturday Morning Splendor

Taylor Made


Alan's Brown Experience

James' Secret

Kyle's Afterschool Snack


Simon Spreads His Legs

Short Stories:

Oliver's Eatery

Friday Night Delight

Spencer on the Prowl

The Rear Entrance

Justin's Peculiar Tail

Sticky Sweet Relief

At The Park

Ethan's Shameless Turn

Mason Gets Laid

A Package for Simon

A Ride Through the City

Andrew's Pajama Party

Keith's Guilty Pleasure

Corey in the Morning

Adam Needs a Ride

Sean's Day Out

A Curious Tug of War

A Stir in Ian's Bottom

Jason in the Men's Room

An After School Quickie

Short Stories:

Bobby Starts Christmas Break

The King and the Prince

Rite of Passage

The Family Seed

Daddy's Boy

Rearing Derick

Home for Lunch

Spare the Rod

Daddy Takes Control

Daddy's Little Prancer

Jimmy's Chaperone

Stuart's Insatiable Itch

Short Stories:

Tanner Orders a # 2

Kenny Reports for Doodie

Breakfast in Bed

Cooper's Naughty Craving

Hunter's Fetish

The Party Pooper

The Park Toilet

Phillip's Spending Habits

Short Stories:

Pleasuring Henry

Mating Sason for Caleb

Saturday Morning Cruise

A Quickie for Bobby