My first finger in the ass

It was the Argentine autumn of 2019, we were not yet in pandemic and there was that faint cold in the atmosphere, the climate had not yet decided to make it hot or cold. But even so, it was a beautiful climate, it was Saturday morning and I helped my girlfriend with her bag since she would stay where her friend from Saturday to Sunday for a girls' night out, it seemed fantastic to me, I could do thousands of things that I didn't have space to do to have quality time with her.

She left and I stayed alone in the house, only the tap-tap of the keyboard could be heard as I worked or did anything, suddenly I got hot and opened an incognito tab, typed xvideos and searched for some Latin video and started masturbating. I felt like my penis (19 centimeters long with a small curvature downwards) was growing in my hand from the flaccid to the thick at the same time as I watched the typical porn video of the Latina housewife being fucked by her boss in the kitchen, it's a classic but it left me hard and I enjoyed the moment.

But this time I didn't want to cum quickly, I wanted to enjoy the moment, I kept on masturbating slowly and enjoying when I had an orgasm, each time it happened I saw more pre-seminal liquid coming out of my tip and felt like it was ending but still wasn't. I got bored with the videos and searched for something else (if I spent about 15 minutes masturbating but this made it end up more tasty and strong). A transsexual video came out, and I clicked on it, I've always been an admirer of futanaris and shemales, when I was little I always asked what would it be like to have breasts? how would you feel? the video I found was a shemale being fucked by another man, then fucking a woman. It turned me on to see a woman with a penis being fucked and seeing her penis and balls bouncing in the air while her ass was being drilled.

But I found a video that caught my attention. A man giving oral to the girl, I felt like my penis got harder and started feeling that tingling sensation. I kept watching as the man was giving a girl oral sex as his penis entered and exited her mouth until I saw a video where they were tearing her anus open for a man and he ended up just receiving that penis in his anus, an anal orgasm.

I thought what if...

I went to bed, put a towel down, sat on the towel, and applied water-based lubricant to my anus, which my girlfriend and I use to enjoy it more, and started introducing my finger into my bum, from my mouth came out a moan that my neighbors must have thought I had brought a slut home.

I started getting myself off with my finger slowly, my penis started to get soft but my moans didn't stop, I remembered the prostate and started searching for it, barely felt something hard and gave me the sensation of urinating, I thought here it is.

I started getting myself off and making sure to rub that point, at that moment I wasn't in my right mind, I was getting myself off with my finger and wanted more, I felt like with each click I felt an orgasm near but then it would move away from the plain of my anus. It was delicious and didn't stop enjoying every entry and exit.

I didn't think about it anymore and went to the kitchen, looked for a banana, put a condom on it and filled it with lubricant, entered my anus slowly, felt like I was tearing apart a little but oh so tasty.

I started with the in and out, didn't stop moaning and all I thought was how will it feel to have a piece of real meat?, kept entering that natural yellow-colored dildo giving me pleasure in my anus at the same time as I was masturbating my penis, I didn't know if I wanted to cum yet or if I wanted to cum through my bum.

I felt like with every time I entered mine, a stream of cum wanted to come out.

At that moment a thought came into my mind, it was like a vision I couldn't avoid, I saw a trans woman with the most beautiful breasts I've ever seen, red hair like Canadian autumn leaves, and on top of me, her flesh entering and exiting me, saying take it, slut, take what's yours, after many years you were a slut, the next... What's happening is an orgasm, the strongest I've ever felt, as if my asshole tightens, my prostate expands and my balls empty into my stomach a lake of hot and thick sperm, the smell of semen fills the room. I pass my hand over this lake and smear myself all over my chest, not avoiding smelling my hand, licking it and tasting my juices.

I don't stop thinking 'what do I do now? I have hours left for myself'. I saw my girlfriend's clothes...... In the next story