Gay Big Cock Shemale Stories

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My First Gloryhole Visit

by Gregjm on Sep 14, 2017
Gay Male

I visited a gloryhole for the first time last week. I was not very experienced as I have only sucked off a few shemale escorts before, and they usually don't cum because of hormonal treatments. But I was quite curious after reading about them on the web. I chose 11:30 on a holiday Friday in a sex shop. When I got there, there were a number of cars in the lot...

The Long Trip

by TheBlackStallion on Mar 6, 2018
Gay Male

Editor's note: this story contains scenes of non-consentual or reluctant sex. This is my first story, please give me some feedback. Parts of this story of true, some of it isn't. I'll leave you to decide * I've been a young sailor for almost two years now. We've been at sea for almost 75 days. Tomorrow we will be pulling into Thailand. It's been a long ri...

Amazing

by Suavebollo on Jul 15, 2020
Gay Male

At 50, I was still lost as to who and what type of person I was. Being married most of my adult life, I was scared and hesitant to come out of the closet. No one and I mean no one would ever suspect me of being bi or gay, but here I was again, walking into Amazing Lingerie in Dallas. I used to visit bookstores to get my cock sucked, but sometime in my late...

My Inner Slut Ch. 06

by SlutAlexR on Oct 30, 2018
Gay Male

Daddy had been gone for a few days. He was away on a business trip. We communicated frequently, and he reminded me a few times that he had a surprise for me this coming Friday. So I waited anxiously for the end of the week. On Friday morning, I received a text: "Hello luv. I have been in contact with your Owner. We will pick you up at 6 tonight. But be ready...

Business Trip

by Diego99 on Jul 16, 2019
Gay Male

This is a true story of my 1st experience with another man while away on a business trip. Names only have been changed for privacy... *** I'm 32 years old married with kids and have been straight all my life - up to now. My curiosity about experiencing with other men started years ago because of watching porn. I was initially into lesbian porn, then threes...

Experiencing Oral

by Jjdoesit1 on Aug 18, 2017
Gay Male

This story is of my discovery and my first time with a dildo in my mouth and my first experience sucking a man's dick. Yes, this story is true and yes, the names have probably been changed (lol). All subjects are well over 18. Feedback is certainly welcomed, I will answer any questions as I see them. Enjoy, JJ. ***** The question has been asked "what wa...

Discovered!

by Three_Curious on Aug 18, 2017
Gay Male

I had been curious about sucking cock for years, but I always kept it in the back of my mind. When I was really horny, images of getting down on my knees and worshipping a big, hard cock would spring into my mind. I would fantasize about a hard-on pulsing between my lips and shooting spurts of warm spunk into my mouth – and in particularly horny moments, I w...

Admitting My Secret Ch. 02

by HerLittlePiggy on Oct 22, 2019
Gay Male

Chapter 2: Gang Bang "Get on your fucking knees pig," the powerful Dom demanded. I was naked in Master Steven's basement dungeon. My wife Julie was fully dressed and sitting in a chair in the corner of the room watching me submit to a man. I was not gay, but I have always been very submissive and I had recently accepted my bisexuality. My eyes flashed at...

Finally My First Time

by bisibi on Nov 21, 2017
Gay Male

This is the story of my first time with a guy. My name is Simon and I'm 25, 5'10" 13st with a slightly athletic build. I had been bi curious for a long time, I watched a lot of gay and shemale porn and experimented with butt plugs and dildos while masturbating. I first became aware of my sexuality while watching straight porn and being slightly jealous of th...

Long Time, No Suck Ch. 04

by Stontstr on Sep 1, 2017
Gay Male

That weekend was amazing. I felt really great about my relationship with Marc. Cloe, Stephanie's girlfriend, turned out to also have a surprise. See, she turned out to have a rather nice penis, a nice extremely large, uncut penis. Cloe had even named it, Clarence. Marc had to go back to town on business for several days, but Stephanie said he knew all about...