This story is total fiction...
When I felt Jakes big cock slide into my hole, I knew two things! The first was that I had just lost my butthole cherry, which was something I NEVER intended to do, and the second was that this would probably not be a one-time thing.
I'm 23 and recently divorced. I've known Jake since I was about 12. Jake was always the popular jock, one of the best looking guys around, a big swinging dick in the showers. Now he never made a big deal out of it, but it seemed he took every opportunity to show it when he could, and I'm not criticizing as I'm sure I would too.
Don't get me wrong, I have a decently thick 7.5"er, but it's not a shower. Over the years under different circumstances I've seen Jake soft and hard, and he's a grower AND a shower. It's about 5" swinging and better than 8" hard. I know because not only have we worked out together and played sports together, a couple of times we've banged chicks together, that's mostly when I've seen it hard.
Jake is one of those guys that when he does something it's never half assed, he does everything balls out, that's why I knew if he fucked me once he'd do it again and again. I couldn't believe we had gotten to this place, but fuck we'd been buds forever. We'd been in drunken stupors before and a little grab ass had happened, but nothing like this!
Danny and I have known each other since we were kids! We hit it off right away, we liked and enjoy a lot of the same things. I have known for some time that Danny is into me, but not just me, he is really interested in my big cock. At one point a couple of years ago I decided to move on that. We were buzzed and watching porn one night and I convinced him that we should give each other a hand. I knew right then and there that he could be mine, hell I felt like he should be mine.
Sure we had banged chicks together and I fucked plenty of girls, I'm not really into guys, but Danny is different! The first time I saw his gorgeous blue eyes and long thick eyelashes I thought they belonged on a girl! I wanted a girl with eyes like that to look up at me while I was fucking. It was sometime later in a late night masturbation session that I thought about Danny's eyes and then I thought about Danny's body, especially his butt, I decided I could fuck a guy with an ass like that to be able to have those gorgeous eyes to look into. I also decided it didn't matter that much that he was a guy, especially since I was pretty sure, that Danny would be a guy who would worship me.
Not too long after the mutual masturbation session Danny got pretty tight with a girl, so I backed off, next thing I knew he was engaged and then married, hell I was his best man! But, now he was single again, and I had spent a lot of time planning to turn him into my bitch! Now I mean that in a good way, but I think I know more about what he wants than he does, I just have to show him and I'm pretty sure Danny will realize what he wants!
Tonight we weren't shitfaced, but did have a bit of a buzz going. We'd gone to an early happy hour and left when the prices went up since there really wasn't anyone around that we knew. At his place the drinks were free and he said he wanted to smoke a bowl. We were pretty light smokers and usual only fired up the 420 on weekends, but Jake said he had some killer weed he wanted me to try.
It was an unusually hot mid-June evening and as soon as we got to his place he stripped down to his boxer briefs and suggested I do the same. The a/c was doing an okay job, but since it had turned hot late in the day, it was a little warm in his house. I had no problem being in my underwear or even naked in front of Jake, we'd both seen everything, and although he is larger in stature we are both in great shape. Yes his cock is bigger than mine, but like I said, mine's pretty decent too, but since I was newly single I had decided to update my underwear, and had some pretty damn sexy low cut briefs on, I liked them so much I had bought them in several colors and I laughed to myself thinking what he would have to say about the bright pink color.
Danny's ass was just one of many reasons I am so attracted to him and wanted to make him mine! Two nice full round muscular dimpled cheeks as smooth as a baby's, but when he bent over and his cheeks spread a bit, there was a thick forest of dark hair in his deep crack that just made him look so fucking sexy I had a hard time not just staring!
I stepped out of my shorts, and heard a long low whistle..."Holy fuck bro, you have been working those glutes, your ass looks amazing, and those tight pink panties you're wearing just make it look better!" I know I blushed a bit, and turned around and flipped him off, and he laughed even harder!
We were watching a game and our team was getting stomped. Jake said, "Fire up that bong Danny its already loaded, I'm going to put on some porn!"
"Oh come on Jake, we've both seen all the porn you own at least five times, because you're too cheap to buy anything new!"
"Ha, not true, first off, I'm not cheap just no sense in buying what you can find on the internet...but better than that a buddy of mine at work, told me he just figured out how to download a bunch of free porn and he burned me a few discs. I've only watched one of them, not all the way through, but its just clips, I like that better than the long drawn out thing where they try to make a story out of it!"
Jake and I had watched porn together a few times, but had mostly just rubbed ourselves through our shorts, but there was one time when we were pretty buzzed and we'd hauled cocks out and stroked them, and we ended up helping each other out. It was no big deal and neither of us had ever mentioned it again. I wondered if since we were getting high he wanted that to happen again, it seemed like he was setting it up. Normally I would not have been up for it again, but since I'd been single a few months and hadn't had much action, I already knew I'd be up for it if he brought it up.
He grabbed the remote and started the video; I grabbed the bong and fired it up.
In ten minutes we were both leaning back on his couch rubbing our cocks watching some girl on girl action. Normally this would turn me on like crazy, but these were some pretty skanky looking women, a little older than my type, but what the hell it was women eating each other's pussies. Jake commented that a lot of this video was homemade stuff his buddy had downloaded, and a lot of it was short clips. We both agreed that it wasn't doing much for us, so after fast forwarding through several similar scenes, Jake got up and ejected the disc and put in a different one.
He sat down and we finished the weed, and this video started with a gal about 30 who was wearing a school girl uniform trying to look underage, and was getting fucked by a man who had to be late 60's or early 70's. Jake didn't say anything, but after a few minutes I said, "Fuck Jake, this sucks, hell I'm losing my boner!"
"Yah Jake agreed, your turn to pick a disc, hey get us a beer while you're up, okay?"
I hit the eject button and while waiting for the disc to stop and slide out I went to the frig and got us each a beer. When I came back I handed Jake his, sat mine down and moved two discs aside and grabbed the bottom one and put it in the slot. Again Jake whistled at my ass and pink briefs!
I said, "Fuck off Jake, you've seen my ass for years, just bought some new sexier underwear since I'm single, it can't hurt!"
"Well buddy, it's hurting me, my cock is so hard it hurts!"
