My first sissy encounter

Im quite the outgoing , but sometimes a shy person. I was eager to try out having sex with a nice shemale.


My curiosity was so high ththat whenever I watch porn videos of ladyboys putting on a showshow, a part of me made me want to find out more.


I had my first meet encounter with this really nice person. She was beautiful with such a nice body structure from her plumpy lips to her sizeable boobs to her big booty that I couldn't stop caressing.


We had a good, short conversation at firstfirst, but the more I held back , the more I want to let out. As I strip down naked in front herher, she teased me by feeling my butt as i bend down to take off my underwear.


It got me feeling excited at first.


I layed down on the bed and she poured nicely, scented oil and massaged me from head to toe. It felt so good and feeling her soft touch in my nether regions, felt too good that I gotten hard so quick.


She played with me even more and kissed me sensually all over meme and then she drain kiss on my neck that made me feel so good.


When I turned around , she massaged me further to the point, she played with my big cock.


At first, she put it in her mouth, oh my gosh....it felt like I'm gonna get eaten by a gloryhole monster. It felt sooo good, that my thing grew even bigger than I expected.


She stops to attach a condom on me says in her sexy voice " I'm ready to take ur giant rod in". this part. As I was drilling her inside , the sensation felt so good that I dropped the biggest load inside her like I want to impregnate her.
It was so amazing. She says to me "Honey, your super hot cum felt so good"






All of a sudden , a feeling inside me comes out and made me kiss her right after. We kissed deeply, exchanging tongues and I reached my hand out to her midsection and felt her cock.
She said to me" Are you ready for me"


My mouth was already full of saliva as she unwraps her panties to reveal her big cock.


The moment I saw her big cock, my feminine side kicked in naturally as my eagerness too over me. I kissed her balls and then took both into my mouth. As I suck her balls, she says "Yes baby, that's so good." I couldn't hold myself back anymore and took her tip into my mouth.


At that very moment, she moaned loudly in pleasure as I swallow her big dick.
I couldn't help but to think the sensation was so pleasant and nice.


She says to me" oh baby, I want to breed you so badly" as her big cock shakes violently in front of my face.


I was in such excitement about what was going to happen next that my cock gotten hard so quick.


I got on all fours and bent out my butt like a good sissy.
She slowly entered inside me.
I can feel her giant rod growing inside me. I shook my hips back n forth in rhythm to her plowdriving me. The sensation went thru the roof that I literally drowned in pleasure. My moans became louder andmore feminine as she goes deeper inside me.


Suddenly, her cock broke and i can feel her real thing plow me hard.


She said "I'm sorry babe, but do you mind if I cum inside you?"
.... Her hot cum...
..coming inside.....me?


It felt so nice that I felt her precum leaking out. I yelled out
" Yes! Yes,please fill me with you
cum!"



Her last words were " I love u babe" . With her loudest moan, she cam literally so much inside me". It felt like a river going out of a control after a dam broke.


Since that wonderful moment, the sissy inside me has let loose and since then, I developed a lot of love for crossdressing.

I'm still quite the amateur, but I'm a quick learner and certain things come out naturally which makes it easier for me.


The more I look at my body in women clothing and makeup, the more it makes me think that I look better feminine. I love to jerk off while wearing lewd clothes. I even love to make nice poses and take selfies of myself in nice clothes.

Recently as an update to my story, Ive been giving it lot of thought and made a decision that will change my life. I decided to start a new journey transitioning to fulltime female.
I started to get excited but took my time going thru the step process. I went to a specialist to get of my questions answered. I went thru doing tests . Now that i got my needed medical treatments, my transition journey starts and I look forward to my changes and embrace it.

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