Being a 26 year old male living alone I was registered for a number of online dating and sex chat sites. This particular evening while chatting to some people online I was introduced to a new gay online dating and casual hookup site, and the best part was it was 100% free. I am bi-sexual so I am completely comfortable chatting about and having sex with either guys or girls. I have always been keen to broaden my sexual horizon with new sexual experiences.
While browsing this new site I had the idea of getting my ass fucked by someone with a large dildo. I struck up a few conversations on the new site and eventually found a single guy with a brand new clear jelly penis dildo that he had never used before. He was a gay man with a similar athletic body type to me. He was a few years older than me and seemed to be keen to play with my ass.
We chatted for a few hours about how we could meet up and what things I was keen to try. During our chat I explained all about my past sexual experiences and how I experienced many sexual acts, except a blowjob. For some reason this seemed to strike a chord with him and it quickly became the focus of our conversation and plans for meeting up, we agreed to meet up at the first time that we were both free, on Saturday, for my very first blowjob. He was excited to introduce me to the experience and give me my first blowjob, he was happy to just focus on my pleasure and there was no pressure to reciprocate.
I arrived at his place on Saturday morning, I was a T-shirt and wearing jeans as the morning was warm. He showed me into the living room and offered me a coffee, we sat and made small talk for a few minutes before he suggested that we take this party to the bedroom. I laid down on his bed and he wasted no time in removing my jeans and underwear, leaving my T-shirt on. He complemented me on having a great looking cock, although my circumcised cock was only semi hard at this point. He removed his clothes so that he was completely naked.
Then he got between my legs and slipped my cock into his mouth, to this day I remember the first feeling was his teeth scraping my shaft, not the best start to a blowjob!!! Regardless of the start I soon became hard as he worked my cock in and out of his mouth.
He proceeded slowly and deliberately blow my hard cock. I was extremely turned on and I had expected that I wouldn't last very long before blowing my load. It was starting to feel really good to have a mouth pleasuring my penis, however I was pleasantly surprised that my orgasm wasn't approaching as quickly as I had expected it would.
I could see that he was really enjoying giving me a blowjob and I noticed that he started slowly stroking his own cock while he was blowing me. The image of him stroking himself while blowing my cock was a great visual stimulus and turned me on even more. I really enjoyed watching him stroke his cock and knowledge that he was also having pleasure at the same time. I am not much of a moaner, even when the pleasure is extremely intense I don’t naturally moan in ecstasy. But this time I felt that I owed him some affirmation, to let him know that he was doing a good "job" and I was enjoying what he was doing to me. During the course of the blowjob I forced myself to let out some intentional moans, my moans definitely seemed to spur him on.
As I lay there I started to close my eyes and really focus on fully immersing myself in my own pleasure. I could feel him occasionally release my cock from his mouth while he rimmed my anus, then continued to lick his way back up past my balls and resume oral attention on my penis. I have always enjoyed the sensations created from having my anus rimmed and this occasion was no different. It also turned me on when he told me that he loved the taste of my anus. While his mouth was on my cock he used a finger to massage my anus.
It took a long time before I started to get that familiar feeling of an approaching orgasm down in my balls, but I really felt like I could control of the orgasm and hold it back longer, which I did to enjoy my first blowjob for as long as possible. After about 30 minutes the orgasmic pleasure became too intense to hold back for much longer. A minute later I was uttering the familiar words: "I'm going to cum".
We had already discussed in our chats, leading up to the event, that he was OK with me shooting my load in his mouth, but I wanting he to know that it was coming. It was a different slower type of orgasm and I moaned loudly as I blew my load into his eager mouth. After I shot rope after rope of my cum into his mouth I came down from the high of the orgasm and lay there in a post orgasmic glow for a few minutes. When I came around I noticed that he had shot his load, I suspect this happened before my orgasm but I'm not 100% sure.
He then got off the bed and pulled out the jelly dildo from his cupboard, still mint in box. He said that the next time he would be OK to dildo my ass, while he strokes my cock, this is also something that we had discussed in our chats. However he tried to sell me on a different idea, he said it would feel much better if he fucked my ass with his nice hard cock instead. I was open to this idea, but currently in my post orgasm low I was not feeling like anything else and said we would have to wait until the next session for that.
I left his place feeling very satisfied and pleased with myself. Looking back at it now I know it was only an average blowjob, but at the time it was a great experience that I will never forget.
