Gay Strap On Stories

22,764 results
Orientation
Length
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Infinite Scroll

Unexpected Surprise Ch. 3

by rjohnson on Sep 1, 2017
Gay Male

Carol and I spent a lot of time with Tom and Tina over the next few weeks. We went out together and slept together. Almost every waking minute of the day, we were together. Today was going to be like any other day in that we would spent some time relaxing and then would end up in bed with each other. This did not turn out to be an ordinary day though. Sitt...

Summer Hosting Pt. 01

by LthrBndBy on Sep 14, 2020
Gay Male

I stare at the flyer on the wall of the coffee shop. I have the summer off for the first time in several years. I still have a youngish looking face, despite being almost 35. My body isn't bad either and I need something to do, and making extra money isn't a bad idea either. I sent the email off with a body picture of myself as instructed, and I soon recei...

Strap-on Fantasy Twisted

by talk_2_me_whenever on Aug 18, 2017
Gay Male

We are at the bar and you are playing great music and I keep coming up to the dj booth to tease you because I am in a short skirt but tonight I don't wear any panties. You are drinking to the point of no return and you called your wife and told her you were going with "the boys" so she didn't have to come and pick you up at the bar. Well needless to say, I a...

Friday Night Football

by sr71plt on Aug 18, 2017
Gay Male

They had told me that it would be just a matter of time. That I needed to adjust to being out of the battle zone and back in civilization—just to take life at a low key for a while and be happy to hold down a low-stress job for a while and enjoy TV and playing videogames at night. But I couldn't tell them what all of the stressors were in coming home to a co...

Fuerteventura

by Pissdrinker on Jan 6, 2018
Gay Male

Although essentially a true story, I'm a firm believer in safe sex with strangers and condoms were used although for the purpose of fantasy I have omitted this. ***** I'd decided on the Canary Islands to get some winter sun and an all over tan- we'd been before- and I'd carefully chosen an apartment only 20 minutes walk from the beach, supposedly a gay bea...

Daniel's Initiation

by dhope75 on Aug 18, 2017
Gay Male

Daniel walked slowly across the room to the chest of drawers as Roger had instructed him to. He opened it and looked inside. There were several bondage-style items present, including a couple of lengths of strong-looking rope, what looked like a blindfold and of course a leather strap, curled up around itself. When he saw it his heart sank - even though Rog...

I, Mannequin

by sr71plt on Aug 18, 2017
Gay Male

I came to with a jolt—literally—Dwight was standing over me, naked, except for those horn-rimmed eyeglasses he hadn't taken off in the living room either. He was leaning down and jolting my nipples with a vibrator with a big, globular head. I was flat on my back, legs together, and arms straight out from my side like someone being crucified—and I could feel...

Daddy's Boy Ch. 04: New Normal

by ashlaurchamp on Jun 1, 2020
Gay Male

"Rise and shine, whore." Was the first sound that I woke too in the morning. At first, I didn't know where I was or remember anything that had happened in the past couple of days. I groggily lifted my head off of my mattress, feeling a pressure all the way around my neck and also inside of my ass. I shifted on my bed, feeling my anus probed further. "Ow, o...

Glory Hole Favors Ch. 03

by Kent100 on Sep 4, 2017
Gay Male

This new stranger, that now stood so quietly behind me, had just locked my door. This ensured his complete uninterrupted privacy with me, as my cock and balls hung helplessly into the wall's glory hole. Pressed tight against the wall and strapped in by my wide spread ankles, my wrists strapped above by head, a large very tight strap around my waist and a str...

Nympho Discovery, Love of Cocks

by Alluring_Crimson_Shifter on Aug 31, 2017
Gay Male

Ricky was getting ready for his first sales convention with his new job. He hoped he would make a lot of valuable contacts. Looking in the mirror he straightened his tie, and practiced a charismatic smile. For a 19 year old he was confident and knew he would be successful in his new sales career. He had opted to postpone college and try making a successful c...