Cheating Boyfriend turned Gay GayMaker
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My Very First Gay Experience free porn video
This is a story about my first sexual experience with another male who I met on an online dating service. I'm an 27 years old male who lives in the Nordics, quite handsome/cute and fit.
For few months I have been fantasizing about having sex with another man, that is, fuck and being fucked by another man. During these past months, I have often touched my ass, both stroking my hole and finger fucking it while jerking off.
One Friday night I decided to act upon my fantasy, try it out! I registered myself on an anonymous Internet dating website.
My advertisement described my sexual orientation as bisexual, height, weight, hair, eye colour and few words from myself. I wrote something like this, "Seeking handsome male for pleasurable moments, 100% discretion required!!".
After few uninteresting responses, writing back and forth messages to other men who didn't seem interesting or didn't seem physically compatible, I hit jackpot!
On the Internet dating chat service, where I was curiously cruising one night, I started to chat with this one guy and quickly our conversation got erotic. He told me to look at his ad where it said he was homosexual, in his fifties, similar built as I was, and was seeking for the same thing I was, casual sex and promising 100% discretion. His sexual preferences were being both active and passive which made us a perfect match. I wanted my first man to be experienced, no another bi-curious doing it for the first couple of times. Someone who could control the situation, knowing what he was doing.
After him giving me his number and urging me to call him, I did just that! He was very calm on the phone, obviously trying to figure out whether I was in this for real and after exchanging few words he offered me his home address and told me he would be ready to see me in 30 minutes, I should call him again once I was outside his building.
Roughly 30 minutes later I arrived to his building and called him again, now using my mobile. He told me the front door was open and he lived on the fifth floor, I decided to walk up the stairs.
These steps for me were very hard to take,
"What would he look like? Would I chicken out? Was he a psycho? How would I talk myself out of this, in case I chickened out or this was all? A mistake?"
He was in the doorway and as soon as he saw me he smiled a bit and invited me into his living room where we both sat on his sofa. Fortunately the lights were mostly turned off and after awkward silence, he said gently, "So, do you want to do anything?” Expecting something like this, I stuttered, "We can go into the bedroom and see what happens?” He smiled a bit, got up and led me slowly into his bedroom.
Once in there I asked him to turn off the lights that he did and instead lid two candles. He turned to me putting his hands on my hips and gave me a long deep kiss that I automatically returned. The feeling was anything else I had experienced, this was like when I had sex for the first time years ago, the same excitement and longing, something unknown.
Soon he started to feel my bulge with his hands, fondle my ass and consequently started removing my clothes. I at the same time started unbuttoning his shirt and jeans, finally we were both naked and as we stood there, we were stroking each other and fondling with each other rock hard cocks.
We lay on the bed, continuing to explore each other's bodies. I had never touched another man's cock, not to mention take one in my mouth like I did with his. His penis was slightly bigger than mine, 6,5-7" and fortunately not very thick. I had tried objects at home, not as thick as his cock though, but I thought I would be able to take his cock and that was the only thing on my mind at that moment as he was sucking mine and simultaneously rubbing my asshole with his finger.
After more kissing, sucking and fondling, I moved away, lay on my back and said to him "I want you to fuck me". I think this was not what he expected at that moment but he quite quickly reached to his bedroom drawer, fetching small blue tube and a condom.
What he tells me next I can remember, "This is KY, the best lube to use". He then put on his condom, me still lying there watching, he then squeezed the tube putting lube on his fingers, moved slightly towards me and started rubbing my asshole with the lube, inserting his fingers and probing the area inside.
The sensation was strange and good, the lube's touch was cold and resulted in me feeling strangely wet around my hole and inside my ass. Next he applied some lube on his condom covered cock, raised my feet up in the air, laying them on his shoulders and started rubbing his cock to my asshole, trying to gently but steadily pushing it inside.
I decided not to make a sound and tried to hold face so I would not scare him off me, him thinking he was hurting me although he was at that moment. I remember I could not feel his cock pop in (like having read about in other stories) I could only feel pain down there; painful it was, he trying to get through into my tight virgin hole.
He started steadily moving on top of me and I moved my hand down there and could feel most of his dick, moving in and out of my ass. This strange combination of pain and pleasure overwhelmed me, he started moving faster and thrusting deeper inside me. This was unbelievable.
After few minutes I asked him to change position, mostly because of him thrusting his cock too deep inside me. We changed to doggy position and he quickly inserted his cock again into my ass then placing his hands on my hips and continued fucking me.
I was now more in control, being able to move forward when he was thrusting too deep, and also trying to squeezing my asshole for his pleasure. I was delighted hearing him moaning and telling me how good it felt fucking me, this resulted in me trying to squeeze more and take as much of him inside me as I could.
Few minutes later, without ejaculating (I at least think he didn't finish), he pulled away and asked me if I would like to fuck him now, which I was more than willing to do.
He got another condom, applied lube to his ass and to my cock and lay on the back lifting his legs in the air. I was so excited, having just been fucked by him, I positioned myself on top of him and he directed my cock which immediately slid into his ass. Having my cock in his ass was great, the warmth and softness surrounding my cock.
I started sliding my dick in and out of him, very quickly reaching climax and ejaculating while being inside of him.
He raised himself up, removed the condom from my dick and we lay there for few minutes before I told him it was now time for me to go home.
I stood up, dressed myself and quickly left into the January cold and dark night.
Later I realised I had forgot to thank him for our moment together and excuse for me for leaving him so early. I sent him a message on the Internet dating site, saying "I want to thank you for last night and forgive me for leaving so early, Regards....",
He later replied that he had enjoyed having me and our time together, well, something was done right. Partly this message was to leave things open, maybe for further explorations between us.
Jane
- 20.03.2023
- 6
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- Category:
- Gay
