Watchman Breaks My Virgin Asshole

Hi there reader, let’s just call me bubble for now. My email is of you want to send me any feedback.

The story takes place a few days after I turned 18, I never had any girlfriends growing up so I had never experienced the touch of a woman. Being an only child I was always lonely and quite chubby with an ass that would make any women jealous and I knew it because of all the bullies I had faced growing up, no one, however, had tried to fuck me though so it was fine.

Until our new watchman was employed, this guy wasn’t very special looking. Just the average dark guy, skinny and rugged looking but he would stare. Every time I would enter the society or exit he would stare and I could feel it. It made me uncomfortable at first, I had just started exploring gay porn at this point and it was driving my insecurities and turning them into lust for this man.. My thoughts slowly starting to wonder what he had inside those pants? And if I would want to give it a taste? Turning me hard every time I fantasized and jerked off to it.

It wasn’t too long until I would get to experience it. It was the month of may and I had my vacations so I was home as always watching porn when the bell rang. My mother was out for work so I answered it and it was him.. I kinda didn’t know how to respond but he spoke first. ‘sir current bill.’ he said asking for money so he could go pay it for us. Taking this as an opportunity I invited him in and asked him to sit to which he was surprised. I smiled, nervous. I didn’t know how to take this forward when I suddenly bent over to reach for the money in the drawer and put my ass out on display through my shorts for him.. Fiddling around as my ass shook and wiggled giving him a show. I did this a little longer before turning around with the money and walking over to him.

‘sir, give me the money so I can go its getting late.’ he said, clearly nervous. ‘whats the rush?’ I said keeping the money to his side on the table and leaning forward to where our faces met. ‘I see you staring at me everyday, you like how my ass sways for you?’ I ask him to which he responds trying to get up from the chair as I push him back into it. ‘sir, let me go.’ he pleads wide-eyed. ‘I know you want this too.’ I say leaning in and planting my lips on his dry lips for a kiss, deepening it as he whimpered through it but slowly turning bold.

‘mmmm’ I give him a slutty moan, reaching down to take off his shirt and throwing it across the room. My fingers running over his skinny hairy chest as the kiss continues. ‘sir,’ he groans breaking the kiss and looking at me with lust in his eyes. It was happening, my first gay sexperience was happening right now. I have no idea what came over me as I dropped to my knees between his legs and started to undo his pants. Mhm, he was clearly hard as the outline made it evident. Running my hand over his bulge before unzipping and sliding his pants down to his knees as his cock sprung up. Leaking precum all over itself, his cock was thick. Almost 8 inches long and thick and black with a thick smelly bush around it. Wasting no time I took in in my hand and squeezed it, stroking the whole length from balls to tip as he moans. Trying to get a good grip on the table as I wrapped my lips around the tip, causing him to jump a little in surprise. Running my tongue over it I started to taste my first cock, oh it was so fucking sexy.

A salty musky cock fucking my mouth and gagging me as I did my best, but I didnt just want it to end so soon. I sucked and licked his cock for a little longer before pulling it out and standing back up in front of him. I began pulling my shorts down for him revealing my 5 inch cock, its thick mind you but not as long as his for sure. I could sense his nervousness to this but I reached down anyways and placed his hand on my ass and bit my lip with a slutty moan.. I wanted him inside my horny asshole and I wanted him now, bending over the table for him as he got up and stood behind me. I turned back nervously as I felt his hands part my cheeks and the tip of his cock covered in my saliva rest on my hole, pushing down hard as I moaned out loud. The head spreading my asshole wider than it ever has before.

I held onto the edges as he continued to push inside of me until I felt completely full, moaning like a slut through the horny pain. I hadn’t had to guide him from here as I felt him pulling out and thrusting it back in, causing nothing but lewd screams to escape my mouth. Each thrust grew harder and faster as I felt his hand reach over and grab me by my shoulders while he fucked me harder and faster. ‘mmmfffff!~’ was all I could moan as my own cock stayed hard and leaking through the humping when he suddenly just buried his cock deep inside of me and came hard, I moaned out loud in pleasure as I felt thick warm cum hit against my sore asshole. I felt his hips twitch before he pulled out of me, grabbing the money and his shirt and running out of my house, leaving me full of his cum and hard like a slut to jerk off alone to my porn.

COMMENTS