I was in my late 20s and this was before apps like grinder, however there were various chat rooms and at the time these were widely used.
I was on my own and single after revently breaking up with a girlfriend after having had a few beers I was curious and got chatting to a young man in his early 20s. He told me he was gay and after me mentioning I was curious he was keen and began asking me lots of questions. He asked me for a photo so I sent him one of me chilling on a beach in Spain. Almost immediately the speed of his messages increased and he then asked for a picture of my dick. Luckily it was rock hard so I obliged, although lets face it, its an odd thing to ask for. Although identifying as straight, curiosity got the better of me and i admitted that I wanted to experience being with a man at least once in my life. Being horny with some Dutch courage I got a taxi over.
I knocked on the door and boy was I nervous. I just didnt know what to expect. I'd seen only a picture of his cock and in that instance, I wondered if this was a big mistake. He opened the door and looked at him. I am about 6 foot with a muscular build and he was probably 6 inches shorter with a slim build. He was well groomed and not unattractive, but had applied a load of aftershave which was some what overpowering. We said our hellos made some small talk. He then asked what I want to experience and I just said "pretty much everything." I sort of figured that if this experience was going to a once in a lifetime I may as well aye. We then kissed and I unzipped his jeans and as we undressed each other and I was greeted by an erect cock about 6 inches in length and fairly girthy and for the first time in my life a placed my hand on another mans cock.
I'm not sure if it be the smell, the nerves or the beers I didn't get hard. Not sure what to do, I put my hand on his hard cock and gripped it in my hand, it felt odd and yet somehow familiar. It grew in my hand and clearly he was enjoying things. I felt my cock stiring a little but yet it did not spring to life. As i'm writing this, I am hard as a rock. so clearly I was turned on. I stroked his cock and he sort of jolted a little so clearly I was doing something right.
We then ventured into bedroom and out of a bedside drawer, now completely naked, he produced some lube. Shaking with fear I asked him to use a condom and he nodded and grabbed one from the drawer. I guess I was hoping for some direction but didn't receive andy.Not knowing about positons, I then pretty offered myself sort of doggy style and he put the condom on, he applied a tiny amount of lube and tried to push it in with literally no preparation or anything other than that. I still wonder if he should have done more? I'm not sure how much he got in but it hurt like hell. I winced in pain and I think the head of his cock entered me but probably no more. This wasn't going to work and he offered no solution. Perhaps he wasnt as experienced as I had hoped? I still wonder to this day whether I should have endured more.
As he pulled out, he seemed disappointed and as he removed the condom and looked at me with an element of hope. What was I to do? ...
I decided to move my mouth towards his cock and he was response was to shift his hips forward forcing all his 6 inches in my mouth. I sort of froze and gagged a little as he proceeded to fuck my mouth. I could feel a tiny bit of precum and took this as encouragment to continue. After a few minutes I tried to emulate what girls had done to me but his hips continued to move faster and faster bucking away. More of a face fuck than a blowjob really. I had managed to control the gagging but was actually struggling to breath and literally he was balls deep. I could tell he was close and I guess I could have pulled away but instead allowed him all the way into my mouth with his cock gently pulsating and he came. Most of the cum went straight down my throat which was a turn on with the remainder on my tongue. I looked into his eyes and he looked at me satisfied as. I could feel my own cock responding as I felt the cum on my tongue. I swallowed the lot.Afterwards we both fell asleep and In the morning, I got up and said very little and walked home. It felt sort of surreal and in some ways bad and in some ways enjoyable. I was disappointed about my lack of getting a hard on until the end, but luckily I have had one more experience and with less nerves things went better in that department, but that's a different story. I am still a little dispointed not to properly lose my cherry. On the plus side I was glad i swallowed and one day hope to taste cum again. Never mind aye. Any thoughts?