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First Time Blowjob
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I had been bicurious for probably about a decade before I finally acted on it. For years I would browse Craigslist, go on Grindr, chat with guys, but in the end I would always wuss out. This is the story of the time I was finally able to go through with it.

I was on a business trip in a new city. As per most of my trips, I open up Grindr the moment I arrive and see if there are any guys nearby. I am there for a few days, so I chat with a couple guys during my visit, but between the busy schedule of meetings and conference sessions, nothing ends up happening the first few days. I did end up chatting with one guy who was pretty chill, and not too pushy like a lot of guys seemed to me, respecting that I was new to this and wanted to take my time. Turns out he was pretty close too, staying in the same hotel as I was with his BF.

My time there is close to coming to an end, as it is my last morning before checking out at lunch. I head out for breakfast and check Grindr one last time. I end up chatting with the same guy again, mentioning I was heading out soon, and he offers me the chance to finally try giving a blowjob if I wanted, letting me know his BF could use one before they went to a music festival together. I was super horny by this point, and thinking this might finally happen. I head back to the hotel, get changed and head over to the hotel bar for a beer to calm my nerves. I send him a message saying I wanted to do it. He gives me their room number and tells me to come up when I am ready.

I have one more beer, then head to the elevator. I take it to what must've been almost the top of the building. This floor was all suites, so there were only a couple doors when I got off the elevator. I found the right one and knocked. He must have been expecting me, as he opened the door pretty quickly thereafter. He was super nice, introduced himself, welcomed me into their suite into what was the entry area with a couple couches. At this time I was in my early 30s and he must've been in his 50s. Worked for me, I had a thing for older guys. After some pleasentries, he said his BF was just finishing up his shower, so he went to go grab him. His BF walked out in a housecoat and introduced himself. The guy I had been chatting with then suggested to his BF that he undo his housecoat and show me what he had. I look over as he undoes the housecoat, leaving himself fully exposed with his cock hanging down. I am just staring at it, then reach down and give it a couple strokes. After I get somewhat familiar with it, the guy suggests we all go into the bedroom, and leads the way.

We walk into the bedroom, and they show off the amazing view of the city. I am enjoying the view, but the BF then shuts the curtains and I know the time has come. I instinctively get to my knees, and the BF stands in front of me. I give his cock a few more strokes before finally putting it in my mouth. I was offically a cocksucker.. I start licking the shaft, sucking it, stroking it, and just enjoying it. I alternate between stroking and sucking as I focus on his cock. This lasts for a little while before he warns me that he is getting close. I keep sucking and pretty soon he tells me he's going to cum, and asks where I want his load. Being my first time, I was too nervous to swallow, so I tell him to cum on my chest. He then unleashes his load all over my chest.

The other guy, who I had been chatting with, had been standing to the side, stroking the entire time as he watched me suck his BF. He then stepped forward, making it pretty clear it was my turn to suck him. I take him in my mouth and start sucking, stroking and licking his shaft. I love the feeling of a cock in my mouth. After a little while, he tells me he is getting pretty close too, and says he can cum on my chest too. I just nod, and before I know it, he is spraying his load on me as well. There I was on my knees in front of two guys who had just cum all over me. I was hooked. I just said thanks for letting me suck their dicks. They offer me a towel to get cleaned up, and pretty shortly I was on my way. I immediately went back to my room and jerked off, as I was incredibly horny by this point. It didn't take me too long til I blew my load too...

Since then I've had a few more encounters, but servicing two guys in their hotel room was a pretty good way to start.

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3 months ago