A Memorable Gloryhole

by Tullum123

24 Oct 2023 4694 readers Score 8.5 (88 votes) PDF Mobi ePub Txt


6 foot tall, dark green eyes, and short black hair. Isaac always had caught my eye. I was a family friend who knew him since he was younger. He was always cute, but i never thought of him sexually. He had a piercing smile, red cheeks, and a lanky build. His dad was similar, who had been my friend for years.  I never got the chance to suck his dad, but his offspring was not off limits.

In present day he was freshly 18 and found himself in my honey trap. 

I had moved a few roads over, and decided to set up a gloryhole. It was setup at the top of my stairs, a good sized hole ready for cum dribbling cocks.

I adverted it on grindr, and decided to setup my first visitors. 

"Hey, can i get my first gloryhole blowjob?" the messaged replied to my profile, advertising my mouth. I put no age, and not many details as i wanted to keep my identity completely anon. The guy messaging said he was 18, i instantly got interested. I had never sucked someone half my age, i was 35 and spent 10 years of that married. A picture came through, it was a 7 inch dick with a slight trace of dark hair. It took me a few minutes, but i eventually remembered the bathroom the picture was in, this was certainly Isaac. 

As soon as it came through, i messaged back

"sooo hot. I'd suck you so hard. Wanna come over now?"

"Yes. I can't wait to cum in your mouth you slut" Isaac messaged back.

"I'm gonna leave my boxers for you after i cum. You'd like that slut, snffing my 18 year old cock everyday."

I sent my adress to Isaac, telling him my front door would be open. I was looking forward to 

tasting his cum, and having a pair of underwear as a memento of this blowjob. I also decided to secretly film it, as i wanted to use the video as bait for future dicks. Get my future grindr guys a little taste of what has happened in ths hole.

Skinny legs and short black hair could be made out from the window, it was Isaac. I heard his footsteps creak up the floor and heavy breathing. He was

nervous and that turned me on. He eventually reached the hole. He was wearing tight dark blue jeans with a white shirt. "Unwrap me" he squeaked, he was still a teenager with a voice that was slightly high pitched. His cock on the other hand, was very manly.

I discreetly turned on my camera from pointing towards the hole. It had the perfect angle of his increasing boner throbbing through the blue jeans. I slowly unbuttoned his jeans, deciding to savor every moment. I eventually had undone every button, i unzipped him and pushed down, his jeans fell to the floor.

He had black calvin klein boxers on, which suddenly popped into my face. He got his hands and pulled them down himself, and then posted it through the gloryhole. They had small dried cum stains throughout the front, i was turned on. His 7 inch cock popped through the hole, it was long and skinny. Buldging with blue veins. He had a tight foreskin, which i slowly pulled back as i kissed his cock. I engulfed him slowly reaching down to the base, he moaned.

I slowly began to suck at a good rythm. I bobbed my head up and down on Isaac keeping a constant wet pressure on his dick. i was loving this blowjob,

i was imagining Isaac's cute face as he had his dick drained by someone the age of his dad. I started slurping, trying to be as noisy as possible as i lazily slobbered on his dick. "Faster, make my teenage cock cum" Isaac said. I sped up and caressed his balls, fondling his little sperm factory. 

As i continued to suck hard and fast, Isaac's breathing sped up, and a loud knock at the door came. A flurry of warm cum flooded my mouth. i kept sucking until he stopped dribbling cum, and then i swallowed hard. His cum tasted like apples, sweet and fresh. "Thanks, that was my first Blowjob." he confessed, pulled up his trousers, and speedily walked away. I stopped the camera, and felt content that i could replay this blowjob at any point. 

I decided to inspect his boxers, which was a size small. He was such a skinny and lanky lad, he had a slight musk too him as well. 

The next day i saw him while walking to the shops. He stopped and seemed to remember me from years ago. 

"How was my gloryhole" i smiled, shocked and surprised he blushed. "It felt great, thanks". He gave me a worried look, but quickly hurried away. I smiled.