Gay Ugly Old Man Stories

1,000 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com

Old and Bold

by papadomi on Oct 22, 2019
Gay Male

Already in senior high school, I was fantasizing about my teachers. Especially the not so young ones, in their fifties or so. Mating with a mature male, this was the most extreme sexual experience I could possibly think of. For many years though, I never considered doing it for real. It happened that older men would cast unambiguous looks at me now and then....

Father's Friend: A Second Chance

by FridgeMagnet01 on Aug 31, 2017
Gay Male

The summer before my freshman year of college I went to stay with my dad's old friend Ken for two and a half months. I was enrolled in a summer class, but my parents couldn't really afford housing for me outside of the regular semester. Luckily, Ken lived 20 minutes from campus, lived alone, and had room in his condo to spare. It was the perfect set up....

Stroke of Luck

by ChaseAndSuck on Aug 18, 2017
Gay Male

Malcolm sat on the subway car, angry about his life. He was in his late 50s and still worked a grill at a restaurant. He had to take orders from some stupid white kid every day. He hated being ordered around by white people. Malcolm's also gay. He's had very little luck with men lately, though, because he's fat and not that attractive. He's 5'10, 230lbs, an...

Doctor's Orders Ch. 3

by cigarstud on Sep 14, 2017
Gay Male

Thanks to everyone who cared enough to give me their comments! Much appreciated! Chapter Three I was pleasantly surprised as I drove into the driveway of Red’s new home. Of course, it had been his son’s and daughter-in-law’s home earlier, but Red had paid off the mortgage when he moved here from Florida after their death. He was determined that his grandso...

Misdelivered Mail Male Sex Training

by sr71plt on Sep 14, 2017
Gay Male

Allen came to the window of his Maple Street bungalow and looked out at the driveway at the unmistakable sound of the purring of an expensive sports car. He had arrived in time to see Jack unfold his elegant six-foot-four frame out of the red Porsche Carrera convertible and run his hand through a thick mane of auburn hair with frosted highlights. The man was...

Stand for Love Ch. 16

by vanalas on Oct 9, 2017
Gay Male

Nicholas came back home walking inside faster. He was in a really good mood and wanted to spend the rest of his day with Adrian. After a fucking long meeting he had met with the lawyer who he had talked to about suing his mother. He finally pulled through and now he was back home, happy and excited as always. He took a glance at his watch and noticed that it...

Mirage

by Leanmeangoblin on Aug 18, 2017
Gay Male

The house felt vacant, hollow, and huge after everyone left. The whole Marco family went one by one for their three-week individual summer trips. The master and his wife, Mr and Mrs Marco—in whose household and care I have the honour to serve for the past several years—took a cruise, though I know for other personal reasons than the usual tour. "I'll go wa...

Anything for Money - Self Discovery

by whitechocolate3 on May 15, 2019
Gay Male

Hi, my name is Leo (fake name). I'm 25 years old, late self-discovered bisexual, college dropout and barman. The story I'm about to tell happened for one reason only, money. But it started a chain reaction in my life that showed me a whole new world. When the opportunity for easy money knocked on my door, I didn't think twice before answering. A friend, Jo...

Collared & Owned

by DDD1980 on Aug 31, 2017
Gay Male

I'm a 30 year old man whose lover was murdered by strangers just because he was gay. It will be two years June 1st and I wanted to do something dedicated to his memory. My heart died with him but the memories of our seven years together live on. I still wear his collar. He still owns me. DDD Sam sat back letting his legs fall open, and took a mouthful...

Black Gay Man Chronicles

by Samuelx on Aug 18, 2017
Gay Male

Sometimes, I feel like hell is right here on earth, and not in some distant subterranean realm like the Bible says. It's like an intense feeling , one that cannot be ignored. My name is Elroy Samson. Who am I? Just your average, everyday gorgeous six-foot-three, lean and athletic African-American homo fatale. Yes, I'm Black and Gay and totally proud of both....