You are here

(M/M) sissy boy gets fucked for first time | 2016

This event occurred last summer when I worked for an auto-body shop as an errands boy. I was 19 at the time and openly straight. I was bi-curious but had never had any gay experiences, only fantasized.

Every morning myself and an assistant manager would get to the shop early and open up before the technicians arrived. One particular morning the assistant manager were changing in the change room. I unknowingly still had these white cotton panties on that i had ordered online. I had used them the night before to fantasize.

The assistant manager, who was several years older, questioned me and laughed. I awkwardly played it off like I had been victim of a dare. From then on the next several weeks at work were weird. Interactions with the assistant manager felt extremely uncomfortable.

One morning when I was using the washroom I heard a knock on the door. "You ok?" "You been in there a long time" I heard on the otherside. Before i could respond I watched the door knob spin. In between the moment of this and him entering the bathroom my heart had stopped.

He had entered the room to see me sitting on the toilet with those same white cotton panties around my ankles.

I told him i'm pissing and i'd be out in a minute. From there i expected him to walkout but his next few actions were completely shocking.

"Do you always pee sitting down?"he asked while pushing the door behind him and locking the deadbolt.

I responded "no."

"Are you sure", he said while he pulled down his pants.

He then told me to stand up and put my hands on the wall. Still stunned, I pulled up my panties, stood up from the toilet seat and obliged. I felt his big fingers find there way inside my panties as he pushed my head into the wall with his other hand. His index finger trickled around my boy pussy a few seconds.

"You're already dripping wet, were you expecting this?" I gulped as i felt his finger slowly slide in me.

He then pulled me panties down to my knees. From there i heard his spit in his hands a few times and then felt his soaked fingers spread both my ass cheeks. I the quickly felt the head up his cock press up against the entrance of my boy pussy. With no mercy for me, he immediately inserted his whole girth into my gooey hole. Forcefully, he drove his cock in and out rapidly, forcing me to grunt and moan in pleasure. I felt his cock pull out of me and then felt him immediately push my head aggressively back into the wall while he told me i was a bad sissy because i had gotten shit on the head of his dick. He told me I needed to make it up to him for not warning him that I was on my "sissy boy period". He told me i could only do so by take his load and wearing my soiled cum stained panties all day.

At this point, i had already felt humiliated enough that i easily obliged. I felt him thrust his meaty cock into my creamy love hole until he spurted his cum load into my anus. i heard a wet sissy boy queef as he pulled out quickly and i knew that my insides were laced with a mixture of his seed and my feces and love juices. He pulled my panties back up and I wore that pair all day.

P.s. i felt his cum dripping in my panties occasionally that day, but i liked it