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Teddy's First Time

by Matteo48


I adore my older brother Fred. The two of us were exactly a year apart, nineteen and eighteen respectively. We were very close, and I was devastated when he left for college. I was elated when he finally came home the night before Thanksgiving for the long, weekend holiday.

After dinner Fred, saying he was tired after the long drive from his school on the Canadian border to Long Island, asked to be excused to take a shower. He kissed our folks good-night and went upstairs. I followed an hour later. When I entered the attic bedroom we had always shared, his bare chest was visible to where the sheet covered his lower torso. He was reading one of his college texts.

He looked up as I entered.

"Hey, Teddy. Good to be home. I missed you."

"I missed you too, Fred."

He looked at me with an intensity I'd never seen before. We looked into each others eyes for what seemed like forever, until he broke the spell.

"Go take your shower."

When I returned, he threw back the covers of his single bed. I'd seen him naked many times. How do you grow up with a person, share a bed room, shower together, and not know your brother's naked body. His was lean. Though not a swimmer, he had a natural swimmer's build. His chest, nicely developed, was covered with fine, dark hair that funneled down his stomach on its way to his quite hard dick. Like I said, I've seen him naked lots of times, but I never saw my brother erect.

He took his 6 1/2 inch dick in his hand and began to stroke. A big drop of pre-cum dripped out the tip. I stared mesmerized as he touched the drop with his index finger and pulled the fluid into a strand. When the strand broke, he patted his bed and said, "Get in."

I hesitated and he patted it again.

"No big deal for two brothers to watch each other whack-off," he said.

I looked at him, thinking. I was horny anyway so I dropped my towel and got in next to him.

I immediately got hard and felt a drop of pre-cum drip out of my pecker, just a half inch or so shorter then Fred's, as I felt the warm flesh of his right thigh as it pressed against my left side.

He was stroking his dick, slowly caressing it, then playing with the abundant fluid that was oozing from the now bluish mushroom head of his dick. He would then rub it into his now glistening shaft. Then he dropped his dick, and with that same right hand, he took hold of my pecker.

"No reason two brothers can't help each other out, is there?"

I wasn't going to disagree. Up to this evening, the only other hand to beat my meat was mine. His pre-cum slick hand felt so good as he began to stroke me. He started out slowly, sometimes stopping to rub my pre-cum into the tip of my dick. Then he took a gob of my fluid on his finger and took it to his mouth.

Without hesitation, I took a drop off of his pecker and took it to my mouth. It tasted salty, like mine, which I tasted every once and a while.

Then I began to stroke him.

"Ah, Teddy, that feels so good."

He began to stroke me faster and faster, gripping my engorged cock more tightly. I was doing the same to him. Then I saw his toes curl, he let go of my dick, and he arched his back off the bed. His dick began to spew its load all over his chest. As he slowed down, I felt the residue in my hand.

When he recovered, he reached over and took me in his hand again. To my shock, he leaned over and took my pecker in his mouth, first the head, which he ran his tongue around, and then he licked the shaft. Finally, he opened his mouth and took the whole thing in. I'd never felt anything like it.

"Feel good?" he asked, before returning to the blowjob.

"Ahh. Great. Great. Ohh! Ohh! Ohh!"

Like he had just done, I arched my back; I warned him that I was about to shoot. He continued, and as I began to erupt, he began to suck and swallow the cream out of my organ. Finally, the sensation became too intense. I arched again.

"Okay. That's enough. Where did you learn how to do all that?"

"My roommate. It helps to pass those cold nights in the dorm."

He told me that one rainy Friday night back in September, his room-mate Marty and he had smoked a little dope. Their conversation turned to sex, he said, and before they knew it, they were naked, playing with each other's dicks. The next time they tried sucking each other. And so it went.

"No reason I shouldn't share what I learn at college with my little brother."

I didn't disagree with him as he put his arms around me. We fell asleep that way, in each other's embrace, our come combined as we rubbed against each other. We woke up the same way, still holding on to each other, our cum now dry and crusty, when Mom called us to breakfast. Our hard, dripping dicks were pressing into us. I reached down to begin stroking Fred. He took my hand away.

"No. We'll play later. Cousin Nick is coming, Mom said at dinner last night. Aunt Mary and Uncle Harry will sleep on the pullout in the den and Nicky will bunk with us. Maybe we can get him to..."

I got his drift, hugged him, and threw on my sweats to go have breakfast.

We introduced our cousin to the fun we all could have. And that Christmas, Fred taught me and Nick a few more things that men in a loving family can do to make themselves feel better.

But those are stories for another time.

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2 Gay Erotic Stories from Matteo48

Teddy's First Time

I adore my older brother Fred. The two of us were exactly a year apart, nineteen and eighteen respectively. We were very close, and I was devastated when he left for college. I was elated when he finally came home the night before Thanksgiving for the long, weekend holiday. After dinner Fred, saying he was tired after the long drive from his school on the Canadian border to Long Island, asked

Teddy's First Time, Part 2

Uncle Harry, Aunt Mary, and our cousin Nicky arrived just before noon for Thanksgiving dinner. Nicky was my age, 18, and was about 5'6", slender, and with thick black hair, big black eyes, and the longest lashes. He was quite the looker. My brother Fred pulled me aside and said, "Wait ‘til later" and winked. I felt a drop of pre-cum ooze out of my dick in anticipation. After a wonderful

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