Gay First Dildo Stories

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18th Birthday Surprise

by Sexual_Penguin on Aug 22, 2017
Gay Male

As the clock hands meet at the '12' mark, Jacob, Chandler, and Leo made one big jump to celebrate the 18th birthday of his little buddy, Kevin. Kevin giggled behind his hand, "Haha thanks guys. Finally, I'm a man." "Yeah man!" They all cheered. Then lit up again like a light bulb was over their heads, "Guess what's the gift you'll get!" Usually it's just s...

Virginity Lost in a Online Hookup

by Bigmeat_Stud on Aug 31, 2017
Gay Male

My name is Jason and I was a 26 year old virgin. I've always been interested in sex and constantly horny, but the opportunity had never presented itself. That was until last night when I was perusing a dating/ hookup app, and the local guys. Let me start out by describing me before getting into the action. As stated, I am a 26 year old, white male. I stand...

Time to Try The Real Thing

by Versatile2008 on Sep 14, 2017
Gay Male

Even though my new roommate was straight, he never had any problem with me being gay. In fact, from the start I think he was intrigued by it. More and more he was hanging out with my gay friends and acting totally comfortable among them, unlike many other straights guys I've known. Brian was a freshman and was assigned as my roommate after my old one dropped...

More Tom with Aaron, Carl, Frank...

by THoward95th on May 15, 2019
Gay Male

I was becoming a cum slut and I liked it. Guys were so easy and straightforward when it came to sex. "Hey, can I suck your cock?" "Sure." I still like women; but they just aren't as straightforward as men. You know what I mean? Anyway, one day my girlfriend Cyndee and I were having dinner and we got into an odd conversation. She asked me if I had ever w...

I Hate My Master Ch. 03

by maxpotter on May 1, 2018
Gay Male

Rimming was horrible, but I had no choice. I didn't have choice in anything anymore. Chris was enjoying my work and my humiliation. The only good part was that I was in a relatively easy position so my sore body got to rest some. But at such a high cost. I'm sure Chris dozed while I continued. He was enjoying himself at my expense. After well over an hour...

Married, with Dildo

by bjking on Sep 14, 2017
Gay Male

Sharon and I have been married close to seven years now, and for the most part it's been great. The sex isn't as plentiful or varied as it was at first, but I gather that's par for the course. I've never felt the need to have sex with anyone else, unless you count Bruno. I consider myself completely straight, but a while back I bought a dildo (that's Bruno)...

Dirk’s Domination Ch. 03

by dirtyword on Sep 16, 2017
Gay Male

July During the weeks to follow, I spent a lot of time thinking about Dirk. It was clear to me that he didn't really like me much. But that didn't keep him from using me. I continued to straighten his apartment and keep his clothes clean. I was hoping that being around him while I cleaned would result in Dirk being a little nicer to me. As far as Dirk was c...

Sissy Dream Come True

by Sjen451 on Oct 6, 2020
Gay Male

It was Friday and I had one job left before I could start my weekend. I didn't have much planned other than watching some of my favorite sissy porn and playing with a few of my larger dildos. Not too exciting, but it's how I spend most of my weekends when I don't have other plans. Today I wore my red lace panties under a pair of black break-away running pa...

Be Careful What You Wish For Ch. 01

by tiger_guy on Feb 6, 2018
Gay Male

I stood at my door holding my bags of groceries, waiting a few moments before going in. Just around this time every day, the young college frat guy who lived in my apartment complex returned from his run. He was absolutely gorgeous. Tall, athletic, muscular, with dark blond features. As for me, I am in my mid-thirties. Single. In decent shape due to a very a...

My Buttslut Ch. 02

by thatrileyguy on Dec 16, 2019
Gay Male

This story is about a college guy named Keith that meets another college guy named Maximillion, who has a big juicy bubble butt. Max ultimately becomes his loving buttslut. After our weekend together, I did not know how to act towards Max. I had never had a serious boyfriend before, probably because not a lot of people know I am gay and not a lot of guys ca...