So since so many of you wanted another story from my first post, I thought I would give you this one. I must preface this by saying this is quite possibly the cruelest thing I’ve ever done.
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So, we’ve been into cuckolding for a little over 2 months at the point when this happened. A bit of backstory: I have a very good friend called Anna. We’ve been close since middle school, and she is very attractive. Blonde, blue eyes, tiny but huge tits. Great ass too. I caught my boyfriend staring at her multiple times while we were hanging out together, and he told me that, understandably, he found her extremely attractive.
One time while he & I were hanging out, I asked him which one of my girlfriends he would want to have a threesome with the most, and of course, he told me it was Anna. I am sure he eventually came to regret saying that.
Now for the story:
My boyfriend, her boyfriend Joseph, Anna, and I decided to go to Joseph’s place out of town during spring break. His family is kind of wealthy, so he has his “weekend place” out in the woods, an hour's drive from where we lived in the city. Anna knew that my boyfriend and I started this cuckolding dynamic a few months ago, and she was very curious about it. She is a bit of a wild one, like me, so she didn’t judge; in fact, she was very fond of the idea.
Slowly, I talked her into helping me cuckold my boyfriend. I told her about how attractive he finds her and how devastated he would be if she helped me cuckold him. As she likes to be quite dominant sometimes, she liked the idea. Now we only needed to get Joseph in on it too.
Getting her boyfriend to go for it wasn’t all that difficult; he seemed to like me almost as much as my boyfriend likes Anna. We explained our plan, and although hesitant at first, he succumbed to the plan after some light teasing and hints of what’s to come 😉
The “deed” happened during our second day of stay there. Since the house we stayed in had a private gym, we decided it would probably be best to do it there when the boys testosterone was high from lifting 😉
Anna and I decided to wear the absolute tiniest gym clothes that each of us owned. We both put on very short sporty shorts that made half of our asses visible from behind and a sporty bra. I don’t have a particularly perky chest, but her tits looked absolutely massive even in the sports bra. We looked hot as fuck. I could tell my boyfriend realized something was up when he first saw us, but he didn’t say anything, so I just smiled at him and went about my usual warm up routine.
About 10 minutes into our "workout,” Anna was sitting on the bench right next to my boyfriend, and I decided to pull the trigger and go “help” her with her set. I came over from behind and squeezed her enormous tits. My boyfriend's face went pale. His eyes glued to the scene unfolding in front of him.
Anna and I started making out, which left him even more shocked than before. I told him that today was the day he would see Anna naked, but he wouldn’t be able to touch her. He immediately understood what it meant. I captured the exact moment his facial expression went from shocked and confused to horny and excited.
Joseph, who was standing near us the entire time and smiling noticeably nervously, came over, and we dropped his shorts and pulled his dick out. He was huge. Anna told me he had a pretty big dick, but I could never have pieced together it was THAT big. We started to go down on him, licking, sucking, grabbing, all the good stuff.
My boyfriend was moaning louder than Joseph was. He was so fucking excited, I think I could have finished him off in 10 seconds if I tried. Me and Anna went fucking mental on Joseph’s cock. It was sloppy, precum dripping everywhere; Anna was sucking his cock while I was sucking on his balls, and then I licked all the sloppy spit and precum from Anna’s tits and went on to give my boyfriend a peck on the lips.
Then Joseph made me go on all fours on the bench and put his enormous cock inside of me. The same as last time, I made my boyfriend hold my hand while Joseph was fucking the christian out of me. Anna kept whispering to my boyfriend about how big of a slut I am and how good Joseph’s dick felt inside my tight pussy.
Then he grabed me and switched my position to lying on my back and the same thing continued for another 10 minutes. He kept fucking me so good I came an uncountable amount of times. His dick was so huge I felt like my organs were getting beat up inside of there. Anna was making me suck her tits while still whispering to my boyfriend about how good Joseph’s dick felt.
It was all so fucking hot. My boyfriend was practically begging to cum, but I told him he wasn’t allowed to until Joseph came. And cum he did. Completely unexpectedly, he pulled his dick out and came all over my stomach, tits and a good part of his thick warm cum slpashed onto my face and Anna’s tits.
Anna licked up most of the cum on my stomach and started making out with me with all the cum still in her mouth; we eventually licked all the cum off of each other's faces. Then I made my boyfriend make out with me while I finished him off with a handjob. I have never seen cum shoot out so fucking fast.
Overall, it was a crazy fucking experience; all involved loved it and we did end up having this sort of thing again a couple of months later, but nothing can beat this first time 😉