Doing a Straight Guy

Kenny, the sweet and handsome brother of my boyfriend, moved into our apartment during our college years. What could go wrong? Or hopefully right?

  • Score 9.6 (27 votes)
  • 1040 Readers
  • 1563 Words
  • 7 Min Read

My relationship with Jack had somehow survived our college years, even though he was a pain in the ass  — insecure, jealous, neurotic, entitled, demanding and narcissistic. I wonder to this day why I got involved with him.

To give the devil his due, he was intelligent, a charming conversationalist and passionate in bed. I guess that’s why it took so long to bolt.

Would you like to know Jack’s best asset? That’s easy. He brought his younger brother into my life. Kenny was Jack’s opposite — agreeable, kind, modest, soft-spoken and sane. And he was better looking than his older brother.

Kenny was one of those rare straight dudes who didn’t care a fig if the guys he hung out with were gay. He loved to accompany his brother and me to gay clubs. He said the atmosphere was more exciting than anything straight bars offered.

He had been living with his parents in a town outside Boston. When he got a job in the city, he asked if he could crash at our apartment.

Jack probably felt some filial obligation to oblige Kenny, but my assent was based on something else. I was in lust with him, wishing he were gay and my fuck buddy. Surely my attraction might lead into dangerous territory. So be it.

Kenny was slender like Jack, 5-9 like Jack, and had hair on his chest like Jack. Unlike his balding brother, though, he had a full head of curly hair. I wondered if he had a fat circumcised penis like Jack.

One night while Jack was at work, a gift from heaven arrived. He called to say that after his night shift he was heading to his boss’s birthday party and would be coming home late.

Kenny and I were in the living room watching a Red Sox game, with him sitting on the daybed where he slept. It was miserably hot — a typical humid summer evening in Boston.

“That was your brother,” I said. “He’ll be home late. So we don’t have to turn the volume down, watch how much we drink or walk on eggs tonight.” We both laughed.

“I’m getting a Bud — want one?”

I already knew he did. He loved beer and our fridge was well-stocked.

Over the next hour, we drank one six-pack and nearly another.

Kenny mentioned how hot it was — there was no AC in Boston’s old buildings — and asked if it was OK if he took off his T-shirt.

It was more than OK. How could I be so callous as to let Kenny sit there and sweat? Wink-wink.

He removed his shirt and lay back on the daybed. It was my first look at his naked body. He had a line of hair between his nipples  that morphed into a narrow treasure trail that disappeared into his green corduroys. I could see the elastic band of his white Hanes briefs. Almost every guy wore tightey-whiteys in the ‘60s. Beer had lowered my inhibitions, which led to my brazen stares at his large pink nipples and toned body. Beads of sweat saturated his hairy chest and treasure trail.

I got us both another beer.

Kenny would take a swig, put down the can, lean back and place his hands behind his head in the classic pose guys make when they want to get blown. Or more likely,  wishful thinking on my part. 

After five beers each, we were both slurring our words as we watched the Sox lose to the Tampa Bay Rays.

I looked at my watch — it was 9:30 and Jack wouldn’t be home for a couple of hours I hoped. I figured it was now or never.

“You have a great body, Kenny. Did any of your girlfriends ever tell you that?”

“No. I’ve only had one girlfriend,” he replied. “And she barely looked at me. She was only interested in herself. I’m embarrassed to say that I haven’t gotten laid in months.”

Pervert that I am, all I could think of was the full load he must have been carrying in his balls.

“Sorry to hear that. You’re such a quality guy and handsome. You sure the girls aren't chasing you around?”

He smiled shyly and said, “They really aren't, but thanks for the compliment.” I thought to myself, “How stupid girls are. I’m glad I wasn’t into them.

I pulled my folding chair closer to the daybed and continued my seduction. “Your stomach is nice and flat, Kenny,” and I leaned over and rubbed it, feeling his sweat. He made no effort to stop me. “You have an innie belly button,” I said. “Your brother has an outie, in case you didn’t know that.”

I circled his nipples with my fingers to see if they were an erogenous zone. They were. His dick was pushing against the front of his corduroy pants.

“Some guys’ nips are sensitive and some aren’t,” I said in a sly effort to make what I was doing sound partly educational. “Ya know, Kenny your nubs got hard when I rubbed them. That means they’re an erogenous zone.”

“I didn’t know that,” he said. “Thanks for clueing  me in, Pete.” No one has ever rubbed them before, and I never have either. Never knew they were so sensitive.”

I knew that I could move on to more.

He moaned as I pinched the nubs, then I did something bolder. I leaned over and licked his nipples and lightly bit one, then the other.

He squirmed with pleasure.

“Jeezus, Pete, that’s making me hard.”

“Kenny, I’m teaching you how excited men can get from nipple play. Most guys have no idea.”

“Thanks,” he said politely. I owe you one.”

 Kenny was delightfully naive.

“Just relax and enjoy this. I think you’ll like what I’m going to do. You must be really hot in those corduroy pants. Let’s take them off.”

On my knees I unbuckled his belt, unbuttoned him and unzipped his fly. His white Hanes briefs popped into view. I told him to lift his pelvis so I could pull down his pants. He had removed his sneakers earlier, so it was easy to slide his corduroys off. He made no effort to stop me.

His cock tented in his tighteys. I was eager to see it. Kenny lay back and closed his eyes. There was no turning back, even if his crazy brother had come home early and interrupted us.

Kenny’s dick was not as long as his brother’s 7-incher, but it was just as thick with a perfectly shaped helmet head as the cherry on top.

I pulled his briefs off. His pink cock and balls sat aglow in a generous bed of light brown pubic hair. His crotch looked moist.

So far this seduction had gone swimmingly.

I bent over him and pushed my nose into his pelt. It smelled gamey and ripe, exactly as a man’s bush should smell on a stifling hot evening.

It was time to give Kenny what no woman would ever give him — a thorough blowjob.

I licked his mushroom cap, letting my saliva coat the beveled head. He made cooing noises. His pee slit produced a dollop of pearl precum that tasted sweet. As I took half of his cock into my mouth, his body tensed. Then he did something surprising. He put both hands on the back of my head and pushed me all the way down onto his dick until the head hit my tonsils. He was more aggressive than I expected. 

Kenny’s dick got much bigger as I gripped the shaft and lathered him with my tongue. His cooing noises got louder as I applied pressure and moved my mouth up and down. His precum was plentiful.

His sounds of gratitude prompted me to up my game. After several trips up and down his cock, I decided to try something more daring, something a straight man might not allow.

I fingered under his balls and rubbed his moist taint, then I poked my finger around the rim of his hairy hole. His butthole twitched. His initial shock was replaced by something I hadn’t expected.

“Please keep doing that, Pete. I love fingering my hole when I jerk off.”

Heat and sweat emanating from his hole engulfed my finger and it became apparent that no lube was needed for me to continue.

As I continued to suck his cock, I pushed my finger all the way inside him. He twisted and squirmed as inch by inch my finger entered and met his prostate. That sent him over the edge. He spasmed, let out a wail and shot his load into my mouth. Reams of his juice filled me until my cheeks bulged.

As I slowly swallowed, savoring the sweet and sour flavor, he surprised me again.

“I hope that was OK, Pete?” he said politely. “I hope I didn’t cum too much and ruin it for you. I haven’t jerked off in two weeks.”

“Not to worry, Kenny. “That was fantastic. You gave me the biggest and best load I’ve ever tasted.”

It was almost midnight. Time we both got to sleep. I thanked the stars that Jack had stayed out late and prayed to St. Jude that he’d do it more often. I closed my eyes and grinned a satisfying grin.

Report
What did you think of this story?
Share Story

In This Story