Jacob made me a sissy

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This is a gay story about me. I was a 16 year old with a slim body and a nice bubble butt. I had a tiny cock. I had no luck with girls. I was straight but i soon decided to fool around. I made an account on a gay dating site. I talked to a lot of men and then i realized i kind of liked it. I started to question my sexuality. I may be completely gay because i never found interest in any girl. I started to chat and talk to men, they would tell me what would they do to me. I hid this part of my life. I never revealed i was gay.

All this was going on for a few weeks. I particularly liked gay older men specially those who are hairy. I mostly sexted with men, i never met anyone. I was still a virgin. Now i never revealed my identity or shared any pics. One day i received a message from a hunky bear. He was hairy in his 50s. I really felt attracted to his body. He even had a monster cock. He had a veiny 9 inch cock.

Now we talked and we sexted, like sexted alot. I was really into him. He would often send me pics of his cock. One day he asked me for mine, i was hesitant but i thought he wont be able to see my face. I sent him pics of my cock and ass. After that this became common, we would often share pics and sext. One day he asked me for a video chat, he said we dont need to show our faces. Well i agreed. I was showing him my ass, that i didnt realize he could see the pictures hanging on my wall. He ended up taking some screenshots.

After we had our video session, he messaged me. I opened the message it was a picture of my face. I got scared, he messaged that he knew me and all. He had all these details of my life. It got me really scared but then he said he wasnt going to tell anyone in the family. He said i knew him aswell but i couldnt recall anyone who was gay in my friends or family circle. He asked me to continue what we had if i didnt want anyone to know. I had no choice but to carry on sexting and video sessions with him.

One day he asked me to meet him. I kept telling him i couldnt and all but he kept pushing me. He somehow knew i had a month vacation from college, he told me to pack my things and come live with him. I kept saying i couldnt do that but he blackmailed to send my pics to my family. I gave in, i told my family i was going out with some friends for a summer trip. I packed my bags and went to the address he gave me. I reached and rang the bell. The door opened, it my dads friend, Jacob. I froze when i saw him. He was smiling and staring at me head to toe. He asked me to come inside. We went inside and i was literally shivering.

He gave me some juice and sat next to me. He then popped the question "How long you been gay?" I said i never did anything i use that site just to fool around. He told me that he was going to fuck me. I got scared and begged him not to. He grabbed my neck with his huge hands and said "Trust me you will like it so much that you will beg for more". He then planted a kiss on my lips. He said "Ill make you into a perfect cock slut" He then went on about how he always wanted to fuck me.

He picked me up and took me to his bedroom. He started to undress me. He undressed me and saw my tiny cock. He grabbed my cock and balls then he said "You were never born to fuck, you were born to get fucked" He lifted my legs and started to lick my hole. I kept telling him to stop and all, he was getting frustrated. He put me down and went to his drawers, he took out some duct tape. He taped my mouth and hands. All i could say was "mmmm". He spread my legs wide and lifted them. He started licking my hole and pushing his tongue inside. He got up and placed a camera. He took out some lube and rubbed on my hole. He also rubbed some on his cock. He turned me on to my stomach, and placed his cock on my hole. He slowly pushed inside, i was in extreme pain. He his tip inside, the pain was really bad. I was crying and trying to scream but my mouth was taped. He slowly his cock in me, He was half way inside. I was about to pass out, the pain was really bad. He then grabbed my waist and pulled his cock out to his tip. He then gave a powerful thrust shoving most of his cock inside and then he pulled out. He again gave another thrust and he was balls deep inside me. I was blacking out, he was pounding me now. My ass was being ripped apart, He kept on pounding me and after some time i passed out.

I woke up to something dripping on my face, i opened my eyes and it was Jacob pissing on my face. He pissed over all my body. I saw my hands and legs were tied to the bed. My ass was sore from the fucking, i could feel his cum was still inside me, i had no idea how much he fucked me. Once i was up he held the camera infront of me, and showed me the video of him fucking me. He fucked me twice and came inside my ass both times. He was hard again, he went back down to my hole and spit on his cock. He then placed his cock on my hole and thrusted, it went inside easily. My hole was completely loose. He said "Now that youre loose, let show you the pleasure of anal" He was pounding me and stroking my cock. I still felt a bit of pain but it was nothing compared to the pleasure i got from his cock rubbing against my prostrate. I came in a matter of mins. He didnt stop, he was still pounding me and stroking my cock, he made me cum again before shooting his load in my hole.

Jacob brought a vibrating dildo and shoved in inside my hole. It wasnt as big as his cock. He then turned on the vibrator, it was vibrating inside me. He taped the dildo so i cannot push it out. He came to my face and said "Enjoy" then he left. The dildo vibrated till its battery died, i had ejaculated 3 more times by then. My balls were aching. I went to sleep with it still inside me.

Next morning i woke up to being untied, the dildo was still inside me and my mouth still taped. I removed the tape and also took the dildo out. I could barely stand up, i smelled of piss and cum. I managed to walk out of the room, Jacob was watching tv. He saw me and asked me to come to him. I limped towards him, he asked me "Did you enjoy? Did you cum alot?" I nodded. He said get on your knees i have something for you, i got on my knees. He grabbed me by my hair and shoved my face in his cock. He asked me to take it inside his mouth. He then started pissing in my mouth and told me i better not waste a single drop. I drank every drop of it. I then went to take a shower, i showered and i felt my hole was so open i could fit my hole hand in it.

After that he fucked me whenever he wanted, i was enjoying it too. He made me wear a chastity and locked up my cock. I always had a butt plug inside me, he even told made me cross dress. He told me "i am going to make you into the perfect sissy slut". He trained me to become his sissy for a week. Now he was going to take things on another level.

He made me cross dress into a school girl. I was wearing a short skirt and knee high socks. My cock still inside a chastity. A buttplug inside my ass. I was also wearing a wig. He made me get on my knees and suck him. I was sucking him off when the door bell rang. He got up and opened the door, 5 guys came inside, all the same age as Jacob. They were his friends, All of them were hunky bears. They came inside and saw me on my knees, they said "Is that him?" Jacob laughed. They started undressing, they all had big cocks. All about the same size as Jacob, but this one guy Mark, he had a very thick cock. Jacob told me to go suck each of them while they sat on the couch. I sucked each and everyone. They were now ready to fuck me, I was sucking mark or should i say barely able to suck him that one guy removed the butt plug. All the cum that Jacob stored in my hole leaked outside, then he started fucking me. I was fucked by each of them. It was now Marks turn, i was really scared. He placed his cock and slowly pushed in, i felt the same pain i felt with Jacob the first time he fucked. Mark however was gentle with me, he allowed me to rest everytime the pain got worse. After some time Mark was balls deep inside me and pounding me. It felt like two Jacobs have their cock inside me. Mark fucked me for good 30 mins, then one guy came and came on my face. Then one by one each of them came on face. My face was completely covered in cum, i couldnt even open my eyes. Finally it was marks turn and he blew his load inside my ass. Mark then put the butt plug back inside but my hole was so loose that cum still leaked through it. I liked clean all the cum from my face.

That night they all gangbanged me again. They came inside my mouth making me swallow all their cum. Jacob even asked them piss, and they all made me drink their piss. This one guy shoved his cock in my ass and pissed in it. They made me hold it inside while they spanked my ass. After being spanked for 30 mins i couldnt hold it, i bursted out all the piss. They left in the morning, Mark stayed back and fucked me one more time before going.

I was fucked everyday by Jacob, on weekends his friends would come over and gangbang me. I myself had embraced this side of me, i used to get up every morning and dress up as a sissy slut. I would wear sexy clothing for Jacob. I had accepted myself as a sissy.

It was also pride month so there were pride parades going on. Jacob decided to take me, Now during these parades cruising spots were filled with men. He took me to this cruising spot, it was near a lake, there were a lot of men there. He pushed me against his truck, and turned me around, he pulled my skirt up and dropped my panties. He made me spread my legs. He was fucking me in the public, soon people gathered. Jacob let countless men shove their cock in my ass. My ass was covered from cum, my hole dripping cum. I myself was leaking cum through the hole in my chastity. We went there at noon and I was still being fucked by men by sunset.

I spent 2 months at Jacobs, he fucked me alot and got me fucked by alot more. My hole was completely ripped. I had completely turned into a sissy whore. When i went back home, i came out to my family as gay. They werent supportive so i soon moved out and moved in Jacob and the story continues.

This website is for sale. If you're interested, contact us. Email ID: [email protected]. Starting price: $2,000