Blackmail Your Sissy

By John Nail

Published on Dec 5, 2017

Transgender

It has been awhile since I finished the first part of the story but here is chapter 2 and I will be happy to hear comments especially from any non-genetic lady at johnnail302@yahoo.com

I was at the nightclub and I was getting disappointed yes the women here were really attractive ladies and I had fun talking and dancing with a few of them but that is not the reason why I was there. I was looking for my potential sissy and was about to leave. I went to the restroom and was standing at the urinals and I looked over at the guy next to me and I couldn't believe my eyes he was wearing panties. Now, this kind of bar is the bar that if you are a guy and you are wearing panties no guarantees about your well being.

I walked over and took the hold of the panties and I said," Cute panties."

The man briskly pulled up his pants and said," Please you can't tell anybody."

I said," Wow you are also pretty for a guy. Ok, what are you willing to do to keep my confidence?"

He said," Anything sir."

I said," Well, then tomorrow you come over to my place and oh I want you to bring over a really thin and nice negligee and you to be wearing red lipstick. Now I also want you to have a sexy wig and a really short skirt and oh yes practice walking in heels."

He looked at me in horror and asked," What time do you want me to come to your house?"

I said," Oh get to my place around 9 and oh ya be ready to be fucked a lot from tomorrow night til Sunday and who knows I might have you move to my place."

I was at the next evening and I heard a soft knock on my door and I turned on my porch light and loved what I saw. That sissy was wearing such a sexy wig and I saw the skirt she was wearing and she looked so embarrassed and I slowly opened the door.

She walked in and those heels had her hips swaying really accentuating those cheeks.

She timidly said," I can only do this til Sunday evening."

I looked at her and said," Oh, you think you decide? No, I decide better yet I got a picture of you in that getup."

She lowered her head and said," Whatever your wish."

I started kissing her at first she resisted then she started kissing back and started massaging those cheeks.

I took off her skirt and panties and then took off her blouse and bra.

I took her to the bedroom and put her doggy style and I started to lube my cock and her hole.

She said," Nobody has ever penetrated me."

I said," You are so pretty in those panties." \

I started to push my cock in and she started screaming and I love the sound of a sissy scream.

I kept pushing my 7" cock deeper into her pink puckered hole.

After about 10 minutes I finally felt my balls against her cheeks and said," You will no longer try to live your life as a man."

She/he said," I have to live as a man."

I let her hole adjust to my cock and I started to thrust in and out getting a little faster.

She moaned like a bitch in heat I knew she wasn't a man and she would never live her life as a man again

I started thrusting in and out of her now boicunt and hearing her moan. I was starting slow and then I slowly speeding up and hearing her moaning and I felt her giving up her manhood.

I fucked her/him for a good 2 hours and I thrusted deep and felt my cock buck about 4 times filling her tight little hole with my cum.

I whispered in her ear," You have just been bred by a man and you will no longer be dressing as a man."

She started crying and said," I have to I have a job."

I whispered into her ear," By the way look around I borrowed cameras from my friends and we are online and what a show you have given. If your boss sees this he will probably want a crack at you if not disgusted."

I let my cock pop out and said," Clean my cock and accept your life."

She did and she was about to leave and I said," I am not done with you get back in bed. It is time for you to get used to sleeping with a man."

She crawled into my bed and laid down next to me and I kissed the back of her neck and she moaned and scooted back.

I fell asleep spooning her and my cock between the cheeks of her ass and smiling knowing she was now mine.


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