The first "Successful" encounter

I've had the goods and bads among experiences. My first two experiences were like fizzled crackers - may be I had too many expectations. The second one was certainly not something I had been looking forward to. After the first two, I had taken a break for a while. I continued searching for matches on the same dating app later. I met more people on the app, and over the months, things went well with 3 of them! I would not be writing my experiences in any particular order going forward, and the one I am talking about here is one among the 3 successful matches I got in the app. 

I think this was in 2016. I had this habit of browsing through the dating app while traveling. I was traveling from my hometown to my workplace in a bus that evening, and I got a ping on the dating app from a muscular top. The guy seemed to have a liking for chubs (Slang for an overweight gay man) - and I seemed to have ticked all his preferences. We kept chatting for a very long time on the app, and then exchanged numbers to continue talking over an instant messaging app. We exchanged photos, and I was in love with him from the images I saw. He also ticked all the preferences, rather fantasies, I had. It turned out that he was from a place close to my hometown.

We continued talking and decided to meet on my next visit to my hometown. Although I had visited my home town a number of times after this online date, I never had the opportunity to meet him in person. A few months went by, and our meeting never happened. At times, we missed meeting each other by very close margins. After a few months since we first met online, we decided to meet in person. He informed that he could arrange a place if I was interested. I gave him the go ahead. 

We decided to meet at a city near my hometown. I drove down to the place - about an hour away from my place. I saw him waiting at the agreed place. I stopped a little away from him and kept observing for a while. I understood what a cold feet was. He was muscular, and could easy overpower the meeky me. I just wanted to run away from the place, and was really anxious about what would be in store for me. I was in a split mind - whether to go forward or not. I gave myself a few minutes to decide - after a few cycles of deep inhalations and exhalations, I decide to go ahead. It took me almost 2 years to meet a guy like this one - and I shouldn't let go off such an opportunity. 

Gathering all courage, I drive my vehicle forward, and stop close to him. He gets into the car on spotting me. We drive down to a hotel nearby, where he had arranged a room. We walk in to the room and sit down to talk to each other. We introduce each other, spoke about our jobs, and a lot of other things under the sun. At one point, we move over to the main theme of the meeting. He asks if I was ready to go ahead. I replied that I was ready to give it a try - I tell him that I was anxious, and wasn't really sure if his thing would fit into my h*le. I also tell him that I might bitting my nipples was a turn off. He asks if I was ready to give him a blowj*b - I replied in affirmative.

We shed our clothes soon after, and I start off my very first blowj*b. This was the very first time I had a proper BJ. His tool was big - certain atleast twice mine (both in girth and length). I was enjoying every second of blowing him - the thing kept releasing pre-ejaculate fluid to lubricate itself as I progressed. It was a heavenly feeling, and I must say, I got addicted to c*ck after this one! I was getting eager to progress to the next stage already - and asked him if we got the next level. He was excited to say yes!

He knew that this was my first time, and he surely guessed I was afraid of his cobra, which was now raging to go! He had carried cond*ms and lube - he started off with fingering me slowly - starting with one finger and then going to two. That surely helped in loosening the muscles. After some time fingering me, he was now ready to go for the thing. He applied generous amounts of lube on the cond*m and slowly entered. He wanted me to ride his tool - I tried, but it felt impossible. I asked him to go missionary instead.

Image from the internet. 


Almost every influencer website suggests that a first timer must use a cowboy/riding position so that the bottom could control the pace and depth of insertion. However, I felt the missionary was the best position - provided the top is experienced and empathatic to the bottom. It might be a challenge if the top is rough, though. I was lucky though. So, he slowly slides his tool into my hole. I am not sure if "slide" is appropriate - I was still quite tight. He didn't push it in - I was feeling the pain as it slowly slid in. 

With a little patience, he slowly managed to have his tool completely inside me. A moment I felt proud of myself (I did nothing except lying down with my legs up, though) at this achievement. He slowly began going in-and-out, building up pace very slowly. I must say - I was on cloud-9! It was a heavenly feeling - something that cannot be described in word. I was getting orgasmic as he increased pace. I had an erection without even touching my teeny-weeny thing. He had the stamina to go on - we did it for about 10-15 minutes or so before deciding to stop. 

Whether that was 10 or 15, it was minutes of esctacy! A feeling that made me do it again! We did it a few more times - will be up here soon. What I liked the most of the missionary position was the connect I could have with him. I could see his face, he thrusts and his pleasure - he could see me, my expressions and whether I was comfortable. This connect is missing in the doggy position - this position is the best to go long, though! 

After we were done, and after we got fresh - he told me a fact. He though I was evading him, and I was fraud because it took us over 6 months to meet, and I kept giving reasons every time we missed meeting (I must say, atleast 50% of the reasons I gave were true - and weren't to evade. I must also say, I did develop cold feet before meeting him, and I had butterflies in my stomach when I saw him standing far away. I was sweating and my heart went on an overdrive when I saw his tool, as well). But he was happy after the revenge filled session we had - he surely enjoyed every minute of having me around. Needless to say, I was esctatic and was already looking forward to the next time!

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