I needed dick. Now more than ever. This dildo just opened up doors, into a world of sexual experimentation and one I would use hundreds of times over the next few years.
Before the night was over, I had watched all four scenes on that video. I had gotten off believing – at times – that I was the female actress, but also the male actor, and I was numb from the waist down. My ass throbbed from being rammed frequently and deeply by my new toy. Throughout the scenes, I wanted to take the dildo from my ass and suck it hard like I was pleasing my man in every way I could. But since it had been in me, I was leery of doing that, so I would just ride it for a while. Jack off a bit, stick it in me again, and repeat until I would cum.
It wasn’t days later that the second bi-sexual video was in the DVD player and I was back to experimenting with my new toy. But this time, I had purchased some condoms, so I could remove the protection and suck the dick when I wanted to, only to bounce back on top of it when I was ready again. I always seemed to have a mouthful of lube, an ass full of lube, and a dildo that was all lubed up. Needless to say, I bought a lot of lube over the next few months and experimented with other toys.
I got over my fears really quickly after buying my first dildo. The pleasure it brought me and the fun I was having led me to want more. When I would return to the porn store and see a newer, bigger, better-designed dildo, or a vibrator, that women would be using, with a swirling or thrusting head, specifically designed “for her,” I’d buy it. Believe me, they went inside me just as easily as they would have a woman.
Over time, I tried little vibrating bullets, smaller butt plugs, and even things I would have never imagined I would use to satisfy myself. One day I had such an urge to be completely freakish and I bought a small little reddish-colored vibrating butt plug. When I got back to my car, I loaded it with batteries, opened my pants, managed to slide it into myself, and vibrated myself all the way home. Once home and completely aroused, I left it in watching bi-sexual porn on full vibration mode, until I needed a dick in me, and rammed my dildo in my ass deeply until I got off. It was a great day!
I became a master of propping my dildo up on a pillow or in between the cushions of the couch, like I had the brush, riding that toy, letting it slide in and out of me like I was riding a real dick. That is until, I bought the first suction cup dildo and had even more and more experiments with it, in all places around the house. Because now I was hands-free, and it surely wouldn’t move or slide up from the position, I had affixed it to. It got mounted on the wall. On my floor. On my headboard, on a book I used when I rode it in bed. In the shower, on the kitchen table. Wherever I could find a place to suction-cup it to and could fuck it, I did. A multitude of fantasies came to mind and if I could affix it somewhere, or be on my knees sucking it off like it was a real dick. I was doing it.
As fate would have it, I wanted more. And even though I was still dating women, the desire for a real dick was becoming overwhelming. There’d be days I would be on top of my girlfriend(s) pumping her pussy and within day(s), I’d be on top of a dildo riding it while jacking off until I came all over my sheets. My mind was influx and at that moment I couldn’t even begin to tell you what I liked more. The only problem Is I still hadn’t had a male lover. I hadn’t had the real thing again. And as I’ve said many times in my life, fantasy versus reality, is a different beast in itself. And outside of an impromptu, spur-of-the-moment, dick-sucking event years ago, I hadn’t been given the chance.
I wanted to give a blow job again. I wanted to know what it felt like this time, knowing my desire for it. I wanted to be on my knees sucking it. I wanted him to cum in my mouth. I wanted him to return the favor. I wanted to be penetrated. I wanted to experience that. And if given the chance, maybe I’d want it again. Perhaps even again, and again. The bi-sexual porn had heightened that desire and I wished I could have been one of the men in those videos. But I just couldn’t fathom kissing a man. I could suck the dick, that I knew. I just didn’t know what was next for me.
I finally found my next steps, with something called shemales. Today called transgendered women, but back then, simply shemales. I bought – what I believed was another – lesbian lust porn to watch. Unbeknownst to me, what I actually bought was a female on shemale sex video. Amid the opening scene, two beautiful women were making out and slowly undressing each other, just as lesbian porns do, and I was aroused watching them, knowing sometime soon, they’d be eating each other out. But as it developed further, when one actress slid the panties off the other, and “her” dick popped out, I was blown away! I didn’t know what a shemale was, never heard of the term. But suddenly I knew.
I could not believe that this incredibly attractive woman, who had long beautiful hair, a pretty face, all made up, a nice set of tits, who was slender and sexy, had a 6-inch hard cock popping out. Both women sucked and fucked each other and I sat in amazement watching a beautiful woman, with her tits and a dick, fucking pussy and cumming. And I was flabbergasted. I almost couldn’t jack off. I was so intrigued, so affixed and so elevated to a higher level of consciousness that I watched all four scenes and was just stunned by seeing four beautiful women, who all ended up having sexy hot dicks between their legs. And I wanted it.
This led to me seeking shemales and women; and shemale on shemale sex videos. One right after another. And in watching them, seeing a girl with a dick, and being overly aroused by the adaptation, I’d suck, fuck and ride my dildo fiercely, wanting that beautiful woman, with her dick, fucking me. And me fucking her! It was the dawn of the next phase of my sexuality and something I desperately desired. And that my friends opened the door for my first shemale lover.
report But for now, let me explain how that developed, with the help of the modern internet, introducing you to Jillian, my first trans lover and the first dick I sucked since Chuck.