My First and Last Girlfriend

By Jim Sprwkter

Published on Oct 2, 2006

Transgender

Walking on those spiked high heel sandals proved to be a complete disaster! I had to pay attention on the pavements, and tripped a couple of times. Since I wasn't used in wearing this kind of shoes, I had to walk really slowly and I was paying extreme attention to my step. After a while it was much easier and I managed to balance myself pretty well on them.

Being so concentrated on my ass, I completely forgot about my sexy outfit, and my skirt was already high enough giving the opportunity to people passing by to easily check on my white panties, right under my sexy mini skirt. Cum was dripping out of my freshly deflowered hole, and I tried to squeeze my ass cheeks together in an effort to keep my penetrated back-entrance as closed as possible.

I finally arrived home and got myself to the bedroom. I switched the lights on and checked myself in the mirror. I was so hot and sexy! I would fuck me on the moment I could see me! My ass looked so perfect under that skirt and the view of my white panties made my dick go hard again! Without taking my clothes off, I lied down on the bed and started to masturbate while fucking my asshole with an empty bottle of beer, looking at myself in the mirror. The deeper I pushed the bottle inside me, the hornier I became! I closed my eyes and imagined my deflowered little asshole to be torn apart by an imaginary fucker...

Soon my dick exploded my white cream all over me and I felt that sweet sensation of fullness as my ass was squeezing around the bottleneck, at every ripple of cum my dick shot! It was nothing compared to the sensation of having a thick, hot, throbbing live dick inside me, but good enough for a quick jerk off. I was lost in my lust and didn't completely realize that I fell sound asleep, completely exhausted.

My girlfriend woke me up the next morning, having that look on her face! She was shouting and screaming and I understood that our relationship was over. I was still dressed up like a prostitute, and she jumped all over me hitting me with her fists and slapping me everywhere and especially on my cum-soaked butt. After having spanked me enough, she left the house shouting that I was going to pay for what I did and for being such a slut!

Frankly I didn't care at all! She could go and fuck herself off with anyone she wanted! After all she had a pussy and an ass to feed. Fucking her had been great for a while, but getting fucked by a thick hard prick was even better! I went to the bathroom, to take a warm shower and clean the mess off my body. I was full with dried semen, and I had to wash thoroughly. I offered my butt a nice close shave getting it ready for its next experience which I hoped wouldn't take long to happen. I also gave myself an enema cleaning my guts completely. A girl should always be clean, everywhere, I thought.

I got out of the bathroom and looked at the clothes I was wearing last night. They were my bonus I though with excitement. A present for offering my sweet little ass to a horny dick that needed to fuck. The thought of it was driving me crazy. I lubed up my asshole with petroleum jelly, and glided my finger inside. It was so hot and tight and smooth! I would die to fuck an ass smooth and clean like this! The feeling of my finger inside me was thrilling! I had to get fucked again. I had just being fucked once and I was already addicted to it!

One that has done it knows what I am talking about! Before that incident I just couldn't imagine what getting wanted and getting fucked by someone in the ass could be like! You offer your most private part, your manhood, to someone else. You trust it to him and he gives you love and affection and tenderness. He wants you so badly that his dick grows hard for you and only. It gets hard to fuck your own sweet tight asshole and fill it up with its precious cream. Having a dick jammed up your tailpipe, feeling a pair of testicles overwhelming with sperms, slapping against yours, and your hard dick exploding without touching it, makes you understand what real sex is all about! Getting your boy pussy creamed after a wild fuck is the feeling of completeness, a feeling that unless experienced a guy will never feel or understand.

What puzzled me was the behavior of my girlfriend that had accidentally showed me the way to this unique pleasure. I would expect her to understand the logical evolvement, but I guess she was just being jealous and I proved right in the long term. But since that moment I didn't realize that, all I could think that she would go and screw herself with the first guy in hand just to get even with me!

It was only when I decided to go to work that I realized my cell phone was missing! She must have taken it, and what was worse it was full of pictures of my freshly fucked asshole, with me dressed in the clothes she found me. I was paralyzed! She could really make me pay about my mischief! My reputation was completely in her mercy and she could easily destroy me if she wanted! I sat on my bed, with my heart banging loudly in my chest! What would she do? The loud ring of the phone interrupted abruptly my thoughts...

-To be continued-

Do you like my story so far? Please let me know...

-Jim-

Next: Chapter 5


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