1. Halloween Opportunity


    Date: 4/20/2024, Categories: Cuckold Author: HereWeGoAgain, Source: LushStories

    This too is a true story.
    
    Ever since I sercretly watched (from another room) my girlfriend Cassie get fucked very aggressively and squirt all over a stranger at a couple's massage, I've been hooked on the idea of her fucking another guy. However, she still does not know that I know it happened, and whenever I try to propose a new idea she won't agree. Therefore, I've been trying to find the perfect situation, and I finally did this past Halloween.
    
    Our mutual friend Greg was having a big costume party at his house. Greg is our age, twenty-six, and has my exact build. I've known Greg for about ten years now since he moved into our town. Greg has a girlfriend named Ashley; an absolute sweetheart and also an absolute smoking hot piece of ass.
    
    Ashley is about 5' 6", blonde and has a fat, amazing ass. She's a little thicker than Cassie, who stands at about 5' 2" with a petite build, perky small/medium tits and a nice toned ass from running track in high school. Greg mentioned to me before the party that Ashley sent him nudes and I told him that he HAD to show me upon arrival.
    
    He texted me, replying, "Fine but you'll have to owe me big time. She doesn't want me showing anybody", as to which I immediately agreed.
    
    Cassie and I got changed into our costumes before heading to Greg's. I wore an all-black suit with furry gloves and a full-face covering werewolf mask. Cassie dressed as a "slutty genie": she had glitter on her face and carried a lamp and wore a bright pink sports bra, a neon green mini skirt, fishnet stockings that went up to mid-thigh, and also a neon green g-string thong. It was so fucking hot and I knew she would be stared at all night. She wouldn't shut up about how much the werewolf costume "turned her on".
    
    So we pulled up to Greg's and Cassie and Ashley broke off to the bathroom and started to typically gossip about the other girls there. Greg pulled me aside and said, "You ready?" He then opened up his phone and showed me an incredibly sexy picture of Ashley kneeling down with no shirt on, tits out, staring up and smiling at the camera. Awesome.
    
    He then asked, "Okay now what do I get in return?" I had no nudes of Cassie because she never really sent them to me, so I told Greg that I'd get him back before the end of the night.
    
    The crowd got pretty big pretty quickly. The music was booming and the lights were off and the fluorescent neon lights turned on. Greg was so extra he even ordered a DJ. We were all drinking and having a good time.
    
    Cassie was across the room with Ashley and she texted me: "Bring me upstairs soon. I want you in that werewolf costume and I want to suck your dick so hard while you keep it on."
    
    I got hard just reading this. Then I got an even better idea. I pulled Greg over to me and yelled over the overly loud music, "Hey! Will this do the job of returning the favor?" as I winked and simultaneously motioned my finger to my lips to say, "shhhh".
    
    Greg's jaw dropped and he pulled me close ...
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