Gay Daddy & Mature Men Stories

GayDemon's gay porn library: in this story category you can find erotic sex stories involving older men, daddy sex & daddies.

9.3
125 Votes

My best friend’s dad

Story by JustAgayGuy

31 Mar 2022 14152 Readers comments 9 Min Read

Nathan, a 21 yo college student gets intimate with his best friend’s dad. Little does he know where this will lead.

Topics: College, Daddy, Jock, DILF

9.3
38 Votes

The Pregnancy Chronicles (ch. 5)

Story by Bill Drake

31 Mar 2022 4289 Readers comments 11 Min Read

Nick and Cam, two escorts/porn stars from Miami visit the private group in New York to spend a weekend trading deep fantasy talk of male impregnation.

Topics: Anal Sex, Verbal, Oral & Blowjobs, Male Pregnancy, Porn Star, Fucking

9.3
213 Votes

Encounter with my Roommates Father

Story by djfmonkey

30 Mar 2022 8497 Readers comments 8 Min Read

Somehow my Roommates father and I managed to get tangled up together, only to suffer the consequences later

Topics: Anal Sex, Hairy men, Daddy, Bareback, Oral & Blowjobs, Age Difference, Shaved

9.6
32 Votes

His Dad’s Hickey-Freemans

Story by Bill Drake

30 Mar 2022 2616 Readers comments 26 Min Read

Two men take the roleplay in their relationship to another level when the younger man brings a box of his dad's old suits.

Topics: Anal Sex, Daddy, Role Play, Oral & Blowjobs, DILF, Suits, Fucking

9.4
129 Votes

Fixing the Machine

Story by Zac Miller

24 Mar 2022 6764 Readers comments 10 Min Read

My college buddy sent me this. A repair job that involves a lot of hard work!

Topics: Anal Sex, Muscle, Hairy men, Daddy, Power Bottom, Plumber

8.9
71 Votes

Kentucky Mountain Man Gives 18 Year Old First Big Daddy Cock

Story by Naughty Eric

23 Mar 2022 5746 Readers comments 7 Min Read

Buck (Jeep Jack-Off Man), a burly big hot hairy horny mountain man, is parked on the side of a rural road masturbating his giant 9 inch cock when an 18 year old comes upon the jeep and discovers how a horny huge dude fucks a rather inexperienced horny teenager until he begs for a break.

Topics: Anal Sex, Rimming, Big Dick, Daddy, Oral & Blowjobs, Age Difference

9.6
83 Votes

My First Year in University (ch. 23)

Story by LittleBuddy

23 Mar 2022 9060 Readers comments 16 Min Read

“Sir it is then boy.” His tongue licked the bottom of my earlobe and he breathed out slowly. “Now I’m going to fuck you like my own toy.” One hand came around my throat as his other hand circled my body. Right there on his couch, still completely dressed except for our pants lowered, Tom fucked me hard.

Topics: Anal Sex, Muscle, Rimming, Alpha Male, Oral & Blowjobs, Age Difference, Fucking

9.3
80 Votes

Locked and Loaded

Story by Zac Miller

22 Mar 2022 4007 Readers comments 11 Min Read

I met Big Andy the summer after graduating from high school. He showed me how to be a man, and we're still going hot and heavy seven years later. A true story!

Topics: Anal Sex, Daddy, True Story, Boss

8.8
9 Votes

Parkside Delivery (ch. 2)

Story by jayare

22 Mar 2022 1714 Readers comments 3 Min Read

Tony was an after-hours delivery to that Park toilet Kurt and Rashid were happy to provide, knowing Tony's friends would be waiting and there was a hungry crowd waiting in the dark who's favorite meal was boymeat.

Topics: Public Sex, Cop, Bathroom, Bathhouse & Saunas, BDSM

8.6
27 Votes

Gerson, my lover

Story by Akira Nishimura

20 Mar 2022 1733 Readers comments 21 Min Read

Ken is apartment hunting. Mr. Batista is the rich owner of Batista Realty. The older man lavishes Ken with attention, much more thant he'd give to any client. Are his intentions true? How is Ken going to take to his approaches? Read this romantic story to find out.

Topics: Daddy, Sex, Age Difference, Lingerie, Panties

8.9
38 Votes

The tutor

Story by Rex

19 Mar 2022 2216 Readers comments 6 Min Read

As an English major I was challenged to complete my degree and transition to law school. The summer before my senior year I took an advance honors course with a focus on Harper Lee, the southern writer who wrote To Kill A Mockingbird. After my first paper I realized I needed to find a tutor to advise me on my next paper.

Topics: Daddy, Bear, Oral & Blowjobs, Age Difference, Mature Men

9.6
59 Votes

Quite Frankly (ch. 7)

Story by LittleBuddy

18 Mar 2022 6138 Readers comments 13 Min Read

He seemed so big before me. I was still a scrawny jock, only 5’3” compared to his bulky mass. His 6’3” 250 pound body looked giant between me. He was all man. And I didn’t care his fiancé was upstairs. I grabbed his shoulders as he spit into his hand and rubbed his cock and then fed his dick into my spread open legs.

Topics: Anal Sex, Muscle, Daddy, Oral & Blowjobs, Age Difference, Size Difference, Fucking

9.4
94 Votes

Getting Used by my Older Barber

Story by Jay Winter

15 Mar 2022 6314 Readers comments 11 Min Read

True story of one of my first experiences with an older man. Late night haircut turns into a hot hook up.

Topics: Anal Sex, Rimming, Daddy, Oral & Blowjobs, True Story, Barber

9.1
58 Votes

Lakes of Malabar

Story by Habu

10 Mar 2022 2737 Readers comments 24 Min Read

Young handyman is handy indeed in retirement community.

Topics: Prostitution, Daddy, Relationship, Interracial, Disability, Mature Men

9.2
49 Votes

The Virgin in the Woods (ch. 4)

Story by Greg Stevens

8 Mar 2022 2702 Readers comments 7 Min Read

“Come on boy. We gotta get back on the road” I said. Brian shot me a disappointed look but let the boy go. We finished cleaning up and got dressed before Brian opened the rolling door of the trailer and let us out into the cold night. The boy followed me back to the pickup and we got back onto the road towards my next destination.

Topics: Piss, Anal Sex, Forced, Daddy, Age Difference

9.8
37 Votes

Sleazy Stepdad Thirsty Son (ch. 7)

Story by Caleb

2 Mar 2022 5813 Readers comments 17 Min Read

Dad and Son are blackmailed into an intense and erotically charged threeway by Ben's handsome, hairy Uncle Dan. In the midst of their dirty, sleazy hotel-sex Ben finds unexpected pleasure and deep satisfaction in having, both, his Uncle and his hot AF Daddy inside him at the same time.

Topics: Anal Sex, Uncle, Bisexual, Incest, Dad & Son, Stepdad, Fucking

9.3
157 Votes

One for the Road

Story by Bill Drake

28 Feb 2022 11721 Readers comments 8 Min Read

A college student enjoys his affair with his best friend’s dad.

Topics: Daddy, Young Top, DILF, Married, Fucking

8.6
55 Votes

Coach Cock Book

Story by Benjie's Stepdad

20 Feb 2022 4561 Readers comments 26 Min Read

He longs to run his hands over each of the boy’s firm ass, as they are a testament of their intense labors in this weight room. Their cocks glisten with the spittle from their mouths and the juices freely flowing from each of their cocks.

Topics: Group Sex, Masturbation, Daddy, Coach, Gym, Footballer

9.5
22 Votes

The Widowers Club (ch. 17)

Story by ZlatyB

18 Feb 2022 913 Readers comments 11 Min Read

Roger and Mark share a sensuous shower together to clean up after fucking, then go out into the garden where they have oral sex.

Topics: Friends, Shower, Daddy, Oral & Blowjobs

8.1
78 Votes

Rent paid with my Ass

Story by btm14u

17 Feb 2022 11405 Readers comments 9 Min Read

Landlord makes me pay past rent with my ass in so many ways

Topics: Anal Sex, Spanking, Forced, Daddy, Landlord

9.7
48 Votes

The gym coach (ch. 6)

Story by JustAgayGuy

15 Feb 2022 2590 Readers comments 11 Min Read

Me and Jeff go for a weekend at a cabin in the woods with Rick and his brother. Things turned out better than I imagined…

Topics: Group Sex, Daddy, Incest

8.6
92 Votes

A Jack of all trades

Story by Rex

14 Feb 2022 6568 Readers comments 5 Min Read

As a middle school administrator I took great pride in running my school. My leadership style was I’m not going to ask any of my staff members to do anything I’m not willing to do. A week before Christmas break we had a winter weather forecast that I knew was going to require all hands on deck.

Topics: Black Men, Anal Sex, Rimming, Daddy, Sweat, Armpits, Oral & Blowjobs, Mature Men

8.3
14 Votes

Daddy and Baby

Story by Paul François

14 Feb 2022 3958 Readers comments 4 Min Read

On this Valentine’s Day, here is a personal story about a 74-year-old Daddy and his virtual 38-year-old Son.

Topics: Daddy, Grandpa, Age Difference, Nipple Play, Fucking

9.4
113 Votes

A Santa Speedo Run (ch. 5)

Story by Chuck Miller

2 Feb 2022 5130 Readers comments 12 Min Read

James had gotten fucked by two different men in the span of 30 minutes. Once a straight suburban Dad with a wife and two kids, he’s now getting fucked by Mike on a regular basis and letting Mike’s friends fuck him too.

Topics: Big Dick, Threesome, Speedos, Married

9.2
27 Votes

The Magician's Assistant

Story by Habu

1 Feb 2022 873 Readers comments 18 Min Read

Post-WWII Florida school principal fetisher meets the circus.

Topics: Humour, Submission, Rentboy

7.9
18 Votes

Arab Dom Alpha Daddy (ch. 4)

Story by Asiansublovealpha

26 Jan 2022 5834 Readers comments 3 Min Read

Sucking that big brown Arab dick makes me so horny. And I know that my mission and my purpose are for daddy’s pleasure. He fucked me hard and made me lick clean his dick every time he pull out from my bussy …

Topics: Asian Men, Arab, Daddy, Interracial, Alpha Male, Domination, Fucking

9.5
61 Votes

Perks of the Job (ch. 7)

Story by cmac96

24 Jan 2022 1969 Readers comments 11 Min Read

Jess and Benjamin return to Chicago and solidify their recently declared feelings in a hot night together.

Topics: Hairy men, Romance, Bear, Sweat, Underwear, Smells, Sex, Fucking, Love