Cocksucking The True Beginning
- 1 year ago
- 14
- 0
My First Crossdressed Cocksucking (true Story) free porn video
It happend few years ago. My ex gave me a "hall pass" to explore my sexuality although she didn't like me dolled up and looking like a cheap slut.
I was chatting for some time with this man on the IRC. He liked crossdressers, boys on the way to become fem sluts. He was mature, around 50. And he was also travelling through Europe.
One day, he caught me online and told me that he will be passing my town and stopping by in the hotel. I was supposed to meet him on friday night at the hotel. He gave me only one day warning, so i had to prepare the next day for the meeting. I didn't tell my ex about it that day... she found out about a week later.
I wanted to look good for him, so i did what every nice slut would do - shower, getting smooth allover my body, deep cleaning in anticipation of possible love hole using.
Then i dressed in sexy lingerie: garter belt, shiny stockings, lacy panties nad bra.
I couldn't go dolled up like a girl... i am not that good and i didn't have proper things. So it was just me in normal clothes on top of sexy lingerie and smooth body hidden in boy stuff...
My heart was pounding as i was riding a tram to the center of the city. I had an impression, that everyone looking at me, could see through my normal clothes and know what i wear beneath my jeans. I think i was blushing a little... i felt the bra pressing in my chest and panties pushing up my bum all prepared for ... anything.
The most stressing part was in the hotel, when i came to the counter around 9PM, and asked to call his room, because i had an appointment. I was probably all red from blushing, when a girl over the counter took my ID to confirm and let me inside.
He was not answering the phone...
With heart pounding like a hammer, i went upstairs and knocked on his door. He was not answering for a while... I thought this was it... just a meeting that went bad and i will go home in few seconds...
But then the door went open and he invited me in. He was a bit sleepy, resting from his travel. I found out that he didn't answer the phone, because he is jew and after the dark the sabbath has started, and he couldn't do that.
God, i was soooo nervous, but i knew i had to do at least one thing - the purpose of me going out that night, was to suck a cock for the first time in my life.
He invited me in, tried to make me feel more comforable. He also had some girly clothes for me to wear if i din't have any of my own, but i packed some stuff in my backpack. The outside was just a boy, but under a layer of usual clothes, there was a sissy fag just wanting that first naughty experience.
It really didn't take long for me to unzip my jeans and drop them, taking off my blouse to show my lingerie i picked especially for him... and seconds later i was on my knees in front of his crotch, silently begging for the cock.
He was pretty small, a big cockhead, circuumcised. I was thankful enough for that, because i was able to take him all in my mouth. It was a strange feeling. First time sucking on a cock, making a mature guy horny... and he really wanted it.
He grabbed my head and stardet to push inside my mouth. Pulled meon the bed and made me suck him while he was lying comfortably with me between his legs. I felt his hands pressing on my head, no way to escape... i felt used... but i knew i made a first move - i dropped to my knees and took his cock in my mouth.
He pushed in my mouth few times and came. All the time keeping my head in his hands, he ordered me to swallow
My first cum... forced in my mouth... no possibility to back out... it lasted a few seconds, but i managed to swallow his salty-bitter cum. He felt it, because after i gulped his semen, he released my head and hugged me.
I felt a little sick - my last pure macho feelings were fighting for survival... and lost the fight. It was like a bright star in my head: I DID IT! I made a guy cum into my mouth and swallowed it! It felt so strange, so improper... but also good.
I took few of my toys with me and he used one on my ass as i was lying in his bed. With my legs spread, panties aside and a smooth cock aroused, i was his show for the night. He was pushing a toy up my ass, watching me stroke my cock and moaning slightly.
He was not very experienced with my toys, so i took over and pushed my favourite thing against my prostate, rubbing it harder and harder untill i came allover my belly and the lacy garter belt.
I felt fulfilled... I did something i was planning to do for a long time. I was a real sissy slut and proud of it.
He also looked happy, kissed me few times, hugging me and caressing.
I just wanted to go home and think of that experience and really let it sink in my mind. It was my first time and i felt a little overwhealmed by that situation.
On one hand my boy ego was trying to puke, on the other hand my sissy fag self was glooming with pride. I had to figure that out after a few beers and a night of sleep;)
Guess which side won?
I was chatting for some time with this man on the IRC. He liked crossdressers, boys on the way to become fem sluts. He was mature, around 50. And he was also travelling through Europe.
One day, he caught me online and told me that he will be passing my town and stopping by in the hotel. I was supposed to meet him on friday night at the hotel. He gave me only one day warning, so i had to prepare the next day for the meeting. I didn't tell my ex about it that day... she found out about a week later.
I wanted to look good for him, so i did what every nice slut would do - shower, getting smooth allover my body, deep cleaning in anticipation of possible love hole using.
Then i dressed in sexy lingerie: garter belt, shiny stockings, lacy panties nad bra.
I couldn't go dolled up like a girl... i am not that good and i didn't have proper things. So it was just me in normal clothes on top of sexy lingerie and smooth body hidden in boy stuff...
My heart was pounding as i was riding a tram to the center of the city. I had an impression, that everyone looking at me, could see through my normal clothes and know what i wear beneath my jeans. I think i was blushing a little... i felt the bra pressing in my chest and panties pushing up my bum all prepared for ... anything.
The most stressing part was in the hotel, when i came to the counter around 9PM, and asked to call his room, because i had an appointment. I was probably all red from blushing, when a girl over the counter took my ID to confirm and let me inside.
He was not answering the phone...
With heart pounding like a hammer, i went upstairs and knocked on his door. He was not answering for a while... I thought this was it... just a meeting that went bad and i will go home in few seconds...
But then the door went open and he invited me in. He was a bit sleepy, resting from his travel. I found out that he didn't answer the phone, because he is jew and after the dark the sabbath has started, and he couldn't do that.
God, i was soooo nervous, but i knew i had to do at least one thing - the purpose of me going out that night, was to suck a cock for the first time in my life.
He invited me in, tried to make me feel more comforable. He also had some girly clothes for me to wear if i din't have any of my own, but i packed some stuff in my backpack. The outside was just a boy, but under a layer of usual clothes, there was a sissy fag just wanting that first naughty experience.
It really didn't take long for me to unzip my jeans and drop them, taking off my blouse to show my lingerie i picked especially for him... and seconds later i was on my knees in front of his crotch, silently begging for the cock.
He was pretty small, a big cockhead, circuumcised. I was thankful enough for that, because i was able to take him all in my mouth. It was a strange feeling. First time sucking on a cock, making a mature guy horny... and he really wanted it.
He grabbed my head and stardet to push inside my mouth. Pulled meon the bed and made me suck him while he was lying comfortably with me between his legs. I felt his hands pressing on my head, no way to escape... i felt used... but i knew i made a first move - i dropped to my knees and took his cock in my mouth.
He pushed in my mouth few times and came. All the time keeping my head in his hands, he ordered me to swallow
My first cum... forced in my mouth... no possibility to back out... it lasted a few seconds, but i managed to swallow his salty-bitter cum. He felt it, because after i gulped his semen, he released my head and hugged me.
I felt a little sick - my last pure macho feelings were fighting for survival... and lost the fight. It was like a bright star in my head: I DID IT! I made a guy cum into my mouth and swallowed it! It felt so strange, so improper... but also good.
I took few of my toys with me and he used one on my ass as i was lying in his bed. With my legs spread, panties aside and a smooth cock aroused, i was his show for the night. He was pushing a toy up my ass, watching me stroke my cock and moaning slightly.
He was not very experienced with my toys, so i took over and pushed my favourite thing against my prostate, rubbing it harder and harder untill i came allover my belly and the lacy garter belt.
I felt fulfilled... I did something i was planning to do for a long time. I was a real sissy slut and proud of it.
He also looked happy, kissed me few times, hugging me and caressing.
I just wanted to go home and think of that experience and really let it sink in my mind. It was my first time and i felt a little overwhealmed by that situation.
On one hand my boy ego was trying to puke, on the other hand my sissy fag self was glooming with pride. I had to figure that out after a few beers and a night of sleep;)
Guess which side won?
Brandy
- 22.08.2021
- 2
- 0
