My summer transformation into a sissy

I turned 18 yo. Just graduated high school. Summer time was great sometimes. I was always teased by guys in high school that my body was too feminine. If I wore tight shorts or pants. My bubble butt and wide feminine hips stood out. So most of the time I wore loose clothes. Out of curiosity I looked up my condition. However the computer directed me to hypno sissy videos.

I did not really consider myself gay. But I was curious. What did it feel like to tease a guy in kinky feminine clothes. What did it feel like to have a guy stick his cock into your butt. Was it painful? Did it feel good?

Watching the hypno sissy videos got me excited. Watching feminine guys wearing panties and bras and wigs portray themselves as young females instead of boys. They all looked like they enjoyed it. The voice saying you are a faggot. You are a sissy! You like cock in your butt. Be a slut and let a man cum inside of your boi pussy. I could not stop watching this stuff. I decided to buy a thong swim suit and padded bikini top.

It was a Monday and noticed the landscape crew next door. I looked through the knot holes. Noticed a couple of good looking Mexican workers. I was in my regular swim suit. So I ran inside. Put on the thong and bikini top. I also bought a wig. Applied some of my mom’s makeup. Grabbed the suntan lotion.

A description of me: I am 5-9 skinny with feminine hips and a cute bubble butt. But pasty white. Being skinny i had those two dimples on the top of my lower back. I got onto the cot by the pool. I applied the suntan lotion and laid on my stomach. I had my sunglasses on. I was hoping for one of the young guys to notice me. I had laid on my stomach for 20 minutes. Did not notice anything. Then a young worker was peeping through one of the holes. I heard a voice say that looks nice. The other one says nice butt to fuck. Hell yeah!! I got nervous. I was a guy fooling these guys that I was a girl. They had to leave since they were finished.

Do I wear the same thing next week or go nude showing my penis. I wanted to make sure I did not get killed if they found out I was a guy when trying to fuck me.

During the week I just kept watching hypno videos. I got excited. I at least passed the sissy boy test. I headed over to liquor store. They still had porn mags in the open. I found one with a sex scene. It was a guy fucking a tall chick in a meadow. She was arching her butt into him. She had a smile on her face. I was wondering what she was thinking.He was pushing hard into her like he was cumming. I just loved that look on her face. I tore it out and took it with me. I stared at that picture alot.

Monday came again. I went out when I heard them arrive. I had to let them know I was a sissy boy. I left off the thong bottom but had the wig and bikini top on. I laid on my back. Exposing my little cock. I heard the brush move a little. The two guys peeping through the holes. I heard onesay he is a guy. The other one says I still would love to fuck that butt. I got excited. I got up put in my thong bottom and wiggled my butt to go inside. I decided to put some vasoline in my butt for lube. I walked back outside and they were finished and leaving. Oh man I want his cock inside of me.

During the week I ordered good lube. I bought a small suction cup dildo. It was a Saturday and my parents worked a short day. So I put the dildo on a door at the height of my hole. I lubed it up good. I placed myself in front of the dildo. I walked back onto it. But I had to arch my back a little. The head of the dildo penetrated my butt. Oh crap it hurts. I pushed back more. It broke through the sphincter. So much pain.

I begin to rock back and forth on the dildo.It felt good suddenly. I was fantasizing it was my Mexican landscaper lover pumping my butt. I had my lab top out watching sissy videos. One was sissy style sung by Taylor Swift. A compilation of sissies getting fucked by their lovers. I could not stop. Over and over the dildo was going in and out of my perfect bubble butt. I was ready. I wanted his cock inside of me. The conversion to being a sissy was complete.

It was Monday. Parents left at 7am. I got up showered. I have no facial hair. Applied makeup and lipstick. Put on wig and swim suit. I put the dildo on the door. I lubed my butt up good. I pretended my lover was in front of me. I teased him a little. I turn around and rubbed my butt up against dildo. I pulled down my thong. I was looking in the mirror and realized I had a nice thong tan line on my butt. It looked just like the hypno videos. I pushed my butt onto the dildo. It felt good. Kept pumping my butt until 9 am. Almost 2 hours on the dildo. I was very horny now.

I went out and laid on the cot I put a small pillow under my crotch area. It raised my butt in the air. They just arrived. Everything was ready. I even put extra lube in my butt. They started off early looking through the fence. One said he cant wait. He needed to bust his nut inside of that faggots butt. How do you know she wants it. Look wey her ass is raised in the air. She wants my cock. I got excited. I also wanted his cock inside of me.

He accidentally dropped some hedge clippers on my side of the fence. “Hey missy can you get my clippers for me. “ “ you can come over and get them. I heard him say to the other guy. See she wants it.

I hear the gate open. I had walked over and grabbed the clippers. He said sorry. I said that is ok. I looked at him lustfully. My name is Megan. I am Juan. You thirsty juan. Yes!! Lets walk over to the patio and gets some tea. I gave him a glass of tea. And looking at him with my smoked out eyes. I tugged a little at his shirt. He put the glass down. I went for it. I went in for a kiss. We both got into it. You are a naughty boy Juan. He said yes I am. I am very horny. You have a nice ass. I turned around and said this thing back here. He said yes it looksnice to fuck.

I grabbed the chair. My ass facing him. It was my signal I was ready. He nervously started to rub my body. I turned my head. We kissed more. I was loving it. As we were kissing I felt his boner through his pants. I gooooottttttt excited. He pulls down his pants to his ankles. Grabs my thong and pull them down to my ankle. He sees my tan line. Wow that is a beautiful butt. He goes down on his knees. I am confused!! He stickes his tounge into my butt. He is eating me out. I got horny.

He stood up as he was stroking his cock. He scotches up and we kiss more. You want my Mexican meat in your butt maricon. OH YES JUAN!!! I DO!! He smiles. I feel his 7 inch uncut cock bare placed near my butthole entrance. Megan here it goes!! The head if his cock slips in. I ew and ah as it completely enters my butt. My lover has finally succeeded in pushing his cock inside of me.

Aaaaaaahhhh fuck faggot you have a nice butt. I am glad he knows I am a guy. He begins to push his cock inside of me as I push back receiving his meat. I playback those hypno sissy videos in my head. The woman’s voice saying you want to be a faggot. I am making noises as Juan is behind me pumping my boi pussy. I am enjoying it. Juan “you like Mexican cock now? Yes Juan I want more! He is grabbing my hips. Juan” For a faggot you have a girly body. It looks goooood. I am in ecstasy my eyes roll into my head.

I want to fuck you more in the future. I love your ass. I had a smile on my face. Oh I would love it. Juans pace picks up. I am arching hard to receive each thrust up my butt. I feel his cock swell up. A new sensation to me. You want my Mexican sperm inside of your white boi pussy. OH YES Juan I DO. I squeal in my best feminine voice. All of a sudden Juan presses hard against my ass. I feel his cock throbbing and pulsating. He is filling my guts with his sperm. He would pull back and slam it back into me. We would stay in this position for a couple of minutes. I squeezed my butt muscles to drain each ounce of his sperm.

We pull apart. I feel his cum drip down my leg. We begin to kiss more. Juan “ I love your ass. For a guy you can pass as a girl. I want to fuck you more.” I would love that juan. I give him my cell phone number. We kiss more. His hands on my hips. I have to get back to work. Otherwise I would fuck you all day.