Grandpa Gay Stories

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Booty Packer

by Samuelx on Sep 16, 2017
Anal

My name is Ashley Tender but most people call me big black mama. Maybe it's because of my size. I'm a five-foot-ten, voluptuous gal with jet-black skin and a chunky but sexy body. Oh, and I've got a basketball-sized booty. That's my cans of junk in the trunk. Yes, I'm a big girl with a lot of everything that's fine and feminine but I am not ashamed of it. Yo...

CD Fun Ch. 03

by 62_goo on Sep 16, 2017
Transsexuals & Crossdressers

"Mikki," Caz asked? "Yeah, babe?" "I've been thinking." "Always a dangerous thing," I said, cheekily. "Yeah, whatever. Seriously, I've been thinking about what happens next." "What do you mean, what happens next?" "Well, you are really beautiful but I was thinking of stepping it up a notch." My wife Caz is the most beautiful woman I know. I love her w...

How To F*** Your Daddy

by sarahhh on Sep 26, 2017
How To

Let me preface this tutorial by saying that fucking your daddy is illegal in the United States. In the state of New York it is a felony with a maximum penalty of four years in prison. So go to France where fucking your daddy is not illegal if you are an adult. The rules of this How-To Contest say, "We will not accept How-To submissions that teach people how...

How I Became A Girly Slut Ch. 02

by richfun71 on Sep 13, 2017
Transsexuals & Crossdressers

Copyright 2008 I couldn't believe what was happening to me. Here I was a normal straight guy dressed in a tight pink t-shirt, stockings and suspenders and black lacy panties under my jeans, wearing bright red lipstick and with a transvestite's cum dried onto my face, and the taste of another man's cum in my mouth. I had a piece of paper with an address on i...

A Slut's Triangle Pt. 06

by Kantarii on Sep 19, 2017
Transsexuals & Crossdressers

My head is still spinning after Tommie and Derek's booty call. There's nothing quite as satisfying as having a threesome with two guys and getting both my holes filled. Anyway, I'm addicted to cock, but I don't know why. Other than the fact that it feels so natural getting fucked, I love to make guys feel special in bed. That's probably the reason why I enjo...

To Drink It All In

by Snapquick on Sep 17, 2017
Loving Wives

Sarah and I have been married for a number of years and our love life was good but not great. Sarah tended to be a little reserved and timid in the bed. Only on a few occasions, did she let her guard down and really cut loose. She would however talk to me about sex and would listen to my fantasies, even helping me when she felt like it. My job had been tak...

The Roommate Pt. 05 - Miranda

by ValoryG on Sep 16, 2017
Transsexuals & Crossdressers

Josh/Lori couldn't stop thinking about Miranda's tear as they continued their daily routines. It was the first time he'd seen a chink in her armor -- that owning him was as important to her as his irrational desire to become Lori was to him. Amid mood swings, he told her he'd make his decision by the following weekend. In Josh's classes, he operated mostl...

Mexican She-Male Ch. 01

by Wally on Sep 14, 2017
Transsexuals & Crossdressers

This is a true story that happened to me when I was stationed with the Army in El Paso Texas. After entering the military straight out of high-school, I was far from being a virgin but was somewhat uneducated about sex. Once when I was out at the adult book stores in El Paso I stepped into a video booth and saw my first movie featuring a she- male. Actuall...

Suspense First Time

by techsan on Sep 17, 2017
Loving Wives

"Hey, Snake! What'cha doin'?" boomed a voice behind me. Without turning around, I knew exactly who was speaking. Only one person in the world called me "snake"; it had to be Jim Acadia. Being a sports fan, he took a cue from the NFL quarterback and converted my real name of Jake to Jake the Snake, shortened to just "Snake." In spite of the way it sounded,...

If Not For a Spilled Drink Ch. 01

by FerdinandButternuts on Aug 29, 2017
Erotic Couplings

Note- If you're wanting to get straight to the action, I have some disappointing news. This story, or at least this part, contains a fair amount of build up that leaves the payoff to the next part. If you can live with that, please enjoy. I look forward to feedback. Also, I apologize if there are any editing errors. I'm transferring this from Google Drive an...