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A Night Out Turns Into an Unexpected Connection

Posted by a gay man:

October 20, 2023

By odinlaw

So this happened about 10 years ago, I was 24 and had just been dumped by my first long term girlfriend. We had been friends since middle school and started dating in senior year of high school, well it turned out she was fucking a guy at her work and left me for him. I was devastated and barely left my house for days when my friends "Mike and Dave" decided I needed to get over her an the best way for that to happen was for me to fuck another woman. They took me to a local club/bar which was totally not my scene I think I have had maybe 2 beers my entire life at this point.
So we are at the bar and they convinced me to have a drink to get loose before I start talking to girls but I end up just sitting there downing beers til closing time. Around 10 Mike disappears with a girl and I don't see him for the rest of the night and a hour or 2 later Dave does the same. So I'm sitting there pretty buzzed and a guy I've never seen before starts talking to me. He's maybe 30 and where I'm average height and skinny he's a little taller then me and built like a linebacker. At first its pretty normal we are talking and I'm nursing my 4 or 5th beer when we are told its closing time. He says he live a couple blocks away and asks if I want to go to his place. In my buzzed and naive mind I genuinely think he means to just keep drinking and talking so I say sure.
We get there and talk for a couple min on the sofa before he is on top of me with his tongue down my throat. I try to push him off me but he is so much bigger than me and as I'm pinned beneath him he starts to fondle my cock through my pants. Next thing I know I'm hard as a rock and I've stopped struggling. I'm not ready to do anything myself but I can just lay there and let him do what he wants. As he kisses my neck he starts to take off my clothes and within min we are both naked. I'm starting to get into things but am not thinking at all especially about how he has been in control this entire time. kissing me, fondling me, on top of me I still don't realize I'm the bottom in this pairing.
He kisses down my stomach and gets to my crotch I think for a sec he's going to give me a NJ but instead he starts to lick my butthole. It felt amazing and honestly I came after maybe 30 sec of him licking. He just chuckles I guess you liked that and all I could do was nod and quietly say yes. He tells me that while I come down a bit from my orgasm I should get him ready. I stare at him for a sec with no clue what he means but he just sits down on the sofa and puts me on my knees with his cock right in my face. Its the first time I've really seen it and it makes my 6ins look like nothing. Its 8ins and as thick as a can of shaving cream he has no hair down there so I can see every inch of it right there in front of my face and it finally hits me he expects me to suck his cock. I'm scared and want to stop right there its just so big it smells so much and there is no way that I can fit it in my mouth right. I'm about to tell him so but as soon as I try to say so he tells me its ok or take my time and do my best I don't know why but the way he said that just made me not want to disappoint him so I resolve to try my best. First I take the tip in my mouth and start to nurse it like a nipple but soon I'm taking more and more of it. I manage to get about 4 maybe 5ins before I gag and know I'm at my limit. I spend the next 5 min doing the best I can with those 4ins trying to mimic what me ex used to do or what I saw in porn.
He then stops me stands up I'm super worried I did something wrong but he just picks me up and carries me to the bedroom. He drops me on the bed face down and gives my butt a light wack before going over to his nightstand. He's back behind me and he starts to rub something cold on my hole I know what's coming and I'm scared and excited will it hurt will I like it. I feel him push at my entrance and for a sec I think its not going to work

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