I was so stupid to have allowed myself to even be put into this situation. I have always been a little bi, but I had never acted on the gay side of my sexuality.
This changed once I went off to college. I was able to get a single and this privacy is what led me to be more adventurous.
I am 5'9", I have brown hair, and a 4.5 in cock. I am not bad looking, but sometimes I wish I was taller and had a larger cock.
I put an ad on Craigslist saying I wanted to suck someone's cock and found someone. My first mistake was giving them my number so that we could text. My second was letting slip that I was a college student. This was a mistake because there was only one college in the area. My third was giving my real name.
My final mistake was the one that sealed my fate. I agreed to meet at his place. Looking back it is easy to see these mistakes, but at the time they seemed tiny.
I arrived to his house at night. I took a bus because I did not have a car. The house was nice. It was not huge, but it was a good size. The lawn was manicured that sort of thing.
I knocked and a well built 6 foot man opened he was handsome and probably 15 years older than me. He didn't say a word, but led me through his nicely furnished house to his living room. He unzipped his pants and I got on my knees.
"Strip" he said to me and I did not feel like arguing so I got up and stripped. I was then kneeling completely naked
This was the first cock I had ever sucked. I did an amateur job and gagged a lot but it wasn't terrible. My cock got hard through the experience, but I didn't feel like jerking off in front of the man.
He finally began to cum and he pulled out of my mouth splattering my face with his seed. Once he was done he smiled down at me kinda creepily. I reached up to begin wiping my face, but he caught my hand stopping me.
"Don't touch your face." He said in a commanding voice. He walked over to a table and picked up a laptop opening it. He then turned it to show me the screen. It showed stills of me sucking his cock. I realized that he had been filming me the entire time. He then turned it back to himself clicked a few buttons and turned it back to me. It showed my Facebook page.
"Here is your situation. I have changed the password to your facebook account and have complete control. I also have emails for the head of your department as well as the dean for your college. If you disobey me I will post the video of you sucking my cock completely naked to your Facebook and send the videos to your school effectively ruining you. Do you understand that I own you now?" He paused waiting for my answer
I felt completely trapped. I answered a quite and defeated "yes".
He then left the room and came back with handcuffs, soapy water, towel, and a razor. He put down everything except the handcuffs. He put my hands behind my back and handcuffed them together. Somehow I felt more exposed now.
He then later the towel down and told me to lay down on my back with my ass in the middle of the towel. I struggled not having my hands to balance myself, but I managed.
He picked up the razor and water and told me to sit still. He then shaved every bit of hair off my cock and balls until there was not a follicle anywhere.
He then lifted me up. And walked away. He came back with a pair of panties and a chastity cage. After all the attention my cock had been given it was still hard. He grabbed an ice pack and stuck it directly to my dick. It quickly shriveled down in size and he then stuck the cage on. The cage had the lock built into it and there was nowhere to cut it so it would fall right off. I would have to cut with some serious equipment right next to my cock in multiple places. This thing will never come off without the key.
He then took pictures of every inch of me especially my now bald and locked cock. He now has even more evidence against me.
