***I am writing this after finishing the story below. I apologize that it rambles a little bit, I am writing this absolutely hungover after having hung out with this guy last night. While the below did not happen last night, I got so horny this morning recalling this, that I wanted to put it into words and share. I also apologize for any grammar or writing errors.
I have a friend that I have known for a little over the decade, and we are both 23 now. I am a very-closeted bisexual and he is very-straight (one of those trump loving types) and has a girlfriend. He is around 5 foot 11, has dark brown hair that covers his body, a slim build, and a fat but firm ass. I can say with absolute certainty that nothing of any sexual nature has or ever will happen between us. There has been some nudity between us since we started drinking around age 18, but a lot of times it only happens on special occasions where we are fucked up or on vacation. It's mostly mooning from both of us, but that only happens every once and a while, and I only get a peek at his ass for a few seconds. There have been a handful times where we have seen each others dicks, but for the most part he covers it anytime he is naked in front of me. The first time we flashed each, we were on a couch at my house absolutely hammered and somehow we ended up in our boxers (I think I was still wearing shoes lol). The details are fuzzy to me now, but I think I said something like "hey ____, look at this" and I pulled my shaft out and whirled it around, but kept it slow for a few seconds so he could see it. He said something like "fuck, I just saw your dick like 3 times, I never thought would see you like that. Guess I can't leave you out". He reached in his boxer-hole and pulled his shaft out, but held his tip so that something was covered, but he let go at some point and I saw the whole thing. Another time we crossed streams, he tried to cover his dick up with his hands but I could still see it clear as day, and I just let mine hang there for him to see if he was looking. There is another time on a beach trip in Cali where he saw me full hard in the shower, but that is a whole other long ass memory, and I don't want to half ass it.
The main thing I wanted to talk about, is seeing his hole. I am a top, and pretty much since I developed a desire for men, I have wanted to see this guys asshole. Like I said before, we have mooned each other quite a few times over the years and I have gotten to see his glorious ass. He works out some and its naturally fit down there, but it does have some jiggle to it. He has hair that pokes out of his crack, and he has mentioned on a few occasions how hairy it is down there. He trims his pubes, so the front isn't that hairy. I do have a video of his ass, on that beach trip, and we were out on the beach late at night, alone. I set up my phone in the sand and started recording a video and we both were standing in front of it, looking at the moon over the water, it was kind of beautiful. I pull out my ass and say "gotta give us something to look at later, this view isn't nice enough" and he laughs and follows, and we just stand there for like 4 minutes, talking with our asses out. This video has been a go-to for me at 2am several times lmao, and we watched it together the morning after we filmed it. Back to the main story. He got a DUI when we were 20, and completely totaled his dads car. He was fine (thank fuck) and did not hurt anyone, but he did have to go to jail that night and deal with the court.
One night around 3 months ago, it was just me, him, and one other straight friend our age. We had been drinking and taking hits from a water bottle bong, just talking and reminiscing. He started talking about what it was like being booked in jail, and that he had to strip down in front of a cop and bend over/spread his cheeks. We laughed and went past the topic, but like 20 minutes later he wanted to take more shots of vodka. I fussed saying I didn't want to and he kept arguing. The perfect idea came to me and I said "alright, I will take 3 shots of vodka at once if you recreate what it was like to get cavity searched by that cop". At this point in the night, it is about an hour from being light outside on a Tuesday, I work the next day at 10am, and we have been drinking and smoking since 8pm, so I do not think he thought I would follow through with it. He said something like "oh fuck you. You just want to embarrass me. we have a deal, you'll chicken out".
I quickly get up, measure out 3 shots into a cup and without thinking I knock it back. He says "oh shit". I am holding myself together pretty well, considering my beating heart and the substantial amount of liquor that just entered my body. A few minutes go by of him being shocked that I would do that, and other subjects, and then I say "time to get on it, you're going to pussy out aren't you". He says "nope, I'm gonna man up to it, but you guys aren't even gonna look, neither of you want to see my hairy butthole". Our other friend says "its not like we haven't seen worse shit on the internet, this will be a fucking cake walk". I say "yeah, I've seen worse and I look at my own all the time". He says "alright, fuck it".
He gets up in front of us (we are on a couch) and he is wearing khaki golf pants that fit him tightly, a sporty polo shirt, and a white undershirt. "Alright, the cop that was booking me was a guy. He brought me into this dimly lit, cold changing room and told me to take everything off". He starts doing just that, first he unbuckles his belt and takes that off, then takes off his polo, and slides his pants off. Our friend does a cat call whistle and I am sitting there laughing. He honestly looked so hot standing there his his undershirt and skin-tight grey briefs, his bulge was big and his ass looked as good as ever. He went off about something else for a minute, I think it was how the cop looked, and that the cop was literally our age, and looked like someone we went to school with. He says "alright, prepare yourselves" and turns away while slowly pulling his briefs off, revealing his pale hairy ass. I don't know what it is, but it turns me on so much when a guys ass-crack is partially covered by their t-shirt. He stood there for a second with his legs together, his perfect ass on full display. He turns around, using his briefs to cover his junk. He says "yeah I am still not gonna walk around with my cock flopping around" and I reply "thank you, but we wouldn't have been able to see it, its sooooooo small". He says "Fuck off, you and I both know that isn't true. I'm just gonna get this over with. After like 15 seconds of standing there naked, the cop just said 'alright, bend over and spread your butt' and I did what he said and I think he shined a flashlight up there". He turns back around facing his ass to us, but this time he keeps his legs a few feet apart. He drops the boxers and I can see his dick and balls dangling between his legs. Suddenly, he is bent over pretty far, his hands are peeling his ass cheeks apart, and his t-shirt his halfway up his back. I got a full view of everything. His ass was indeed as hairy as he said it was. He has dark brown hair surrounding his hole, that goes all the way to his taint and then stops where the shaving starts and goes all the way up his crack. His fingers were gripping his cheeks so hard that the tips of his fingers were turning white. His balls were dangling there mostly shaven and not shriveled, they looked full as fuck. I could only see the top of his shaft and his pink head, because the rest of his dick was covered by his balls. His hole was just beautiful. His hair stops just before his hole, and I could tell that it would normally be tight and puckered, but since he was bending over and spreading, his hole was wide open and I could pretty much see into him. As a clean freak, I was very proud of him, that was not an issue with him at all. He only kept his ass open for 10-15 seconds, but I milked every second of it and made a mental snapshot that I will never forget. His fingers let go and his cheeks bounce back together and he gives them a little jiggle. I said "Fuck we literally just saw into you from the wrong end". He is turning around and bending over to pick up his briefs, but he doesn't cover his dick so I can see it for a split second. He isn't huge flaccid, maybe 3-4 inches, but he is well groomed and has a nice looking cut, pale-white dick. He pulls up his pants with a last ass flash, and sits on the couch in his boxers and t-shirt. Responding to what I said a second ago, he says "yeah I really went for the bit, hopefully I was clean down there". I reply "I don't even want to think about that" and we discuss the male anatomy of that area a little more than I think I want to write lol. That was pretty much the end of that night in terms of things that are interesting here.
There are a few more stories that I can tell, but I think there is already a slim chance someone gets to this point. Ironically, like two weeks after the above, I showed him my asshole after we were recalling what happened that night. That's something for a different time.
Does anyone else have any stories like this?
