Evolution of My Topping

After losing my virginity in 2002, I was a total bottom for about 2 years. Always knowing that eventually I would become versatile, but for the moment, I was a total bottom, and okay with that. That is why I always tells customers in the sex shop to be patient with themselves for whatever their goal may be.

Once I started topping, I always said that after 2 years of being a total bottom that in my versatility I am a much better bottom than top. No matter what percentage of being a top or bottom I was, even when my versatility reached 50/50, and a good number of playmates praising me as a top, I still felt my skill set made me a much better bottom.

I recently had 2 encounters with which I saw myself becoming more confident in my topping skills. An evolution, if you will. The signs of this evolution might not seem obvious at first, but I will explain how so, and why it is for the better later.

The first incident happened at The Cock. I was behind a curtain, and this guy was sucking me off. Right next to me was a short hottie that I've played with before. As he watched me get my cock sucked, he laid on his back on the bench while playing with his hole. The blowjob was pretty good, but watching that short hottie play with his hole made me rock hard, and needing to be engulfed by not a mouth, but the 98.6 degree and rising warmth of a hungry bottom's ass tunnel.

The past times I topped the short hottie, he assumed the position to be topped doggy style. Being the ass-man that I am, that made it easier to get turned on, start fucking him, and keep fucking him. This time however, seeing him in position to bottom in missionary made me want him right away. My craving wasn't to look at his ass while inside it. No, it was solely about being inside him. Seeing the beauty of his ass was no longer a crutch to get me hard and keep me hard. Just the thought of being inside him in any position was all I needed.

Before I'm called a hypocrite regarding Rule #5 in my rules of blowjob etiquette, I initially was planning to give my dick to the guy giving me a blowjob. But he was sucking me for so long that he seemed like sucking my cock was all he wanted to do. A man that is going to be worth my interest knows to do as I do - stop sucking to check on his playmate to see if he eventually wants that cock made hard by a cocksucker so it can go in his cocksucker's ass, like it should be. This guy never checked in with me for that. He was sucking me for all eternity and I was getting bored by it. As I mentioned before, he sucked it pretty good, but he never offered his asshole. My playmate from my past laying on the bench next to me did offer his asshole.

I went in my pouch and got out some lube to put on my cock. I then slid my cock inside him and started pounding with so much passion. A degree of a passion I've done while topping doggy style, but never in missionary. The more he moaned in pleasure. The more I touched his bare skin not covered by his harness and jockstrap. The more I wrapped my arms around him to go deeper inside him. It all made me not want to stop. But I did stop, so I wouldn't come. Because I have a feeling that if I did come, I would not have stopped. I would have probably shot a raw load in his ass, and kept pumping so I could try and shoot another. Fucking him so long that the lights would come on in the bar because of it nearing closing time.

The other instance happened at a Milk Chocolate NYC party.

I had already topped from behind while standing this sexy guy who was around my height. The entire time I thrusted into the soft cheeks of his ass, as much as I loved looking down to see those cheeks squeeze with my every inward thrust, I wanted him on his back. So I could look in his eyes right below those sexy eyebrows.

Later on in the night, he and a guy that he and I both had bottomed for earlier were sitting on a sofa in the space. Another guy put his legs up and started fucking the hottie. This put the thought back in my head of how much I wanted to look in his eyes while my cock is inside that amazing ass. Then the other guy stopped. So my chance opened up. And when this hottie saw my hard cock eager to get in him again, he opened his ass up along with that chance.

I got on my knees and put my hard cock inside him, with his legs leaning on my shoulders. He lit up the deeper I went in. And when I started pumping into him, he lit up even more. Maybe because my cock was also swelling from feeling his body hair and playing with his big dick. In any case, his being pleased was undeniable for me to see because I was looking right into his eyes.

So how do these 2 occurrences show that I am evolving in my topping skills?

I have long been saying that sex is not just a physical connection, but also a spiritual connection. The latter is one many gay males try to deny. Hence why doggy-style is the most common position at a sex party or backroom. For both connections exist even in a backroom/sex party tryst, and doggy-style, while a great position for a top to view the ass he is pumping into, it also helps a top avoid looking into his sex partner's eyes, which are windows to the soul.

With that said, those 2 encounters with me craving, then being a top in missionary shows me evolving because before then, my spiritual connection that I said was part of sex was obtained in my mind, but less obtained by our sexual position. Therefore, giving no guarantee as to whether or not the spiritual connection that was obtained before the sex was truly maintained during the sex. By me topping in missionary, a more intimate position, I have now evolved to obtaining that spiritual connection by more physical and definite means. A position where my playmate and I look each other in the eyes. Where we can see the beauty of healthy lust, and ask for more. Or see its ugliness and part ways soon after.

Since in addition to being horny, I need to vibe with positive sexual energy from the person(s), I believe the lust we'll have will most definitely be the beauty of healthy lust.