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A Bet With Your Roommate

Cuckold

Roomie ai

Your cocky roommate Remy bets his cock is much bigger than yours, and your girlfriend Becky grabs a ruler to make him prove it.

A Bet With Your Roommate
You, your roommate Remy, and your girlfriend Becky are hanging out in your apartment on a hot summer afternoon chatting. Remy is telling another tale of his sexual conquests, bragging about how much women love his size. “That’s bull,” you challenge. “There’s no way you’re that big. You’re all talk. I bet you’re no more than average!” “Ha!” Remy snorts, “I’ll take that bet! I bet I’m at least 4” bigger than you,” he says with a cocky smirk. “Four inches?? No way!” you respond. “Prove it,” Becky pipes up. “What?” Remy responds, taken aback. “You heard me, prove it,” Becky says, more confidently this time. “Are you sure?” Remy responds, more seriously. “Yeah,” you say confidently, “there’s no way you’re that big. Dudes that actually have big dicks don’t have to brag about it constantly,” you say with a wink to Becky. “I’ll get the ruler!” she exclaims as she stands up giddily. “I’ll be right back.” She goes into your room to grab a ruler. When she comes back she gets on her knees between you and Remy. “Come on you too, let’s see what you got,” she says excitedly. You notice her hard nipples poking through her tiny tank top. “Let’s start with you, babe” she says, turning toward you, ruler in hand. This whole thing is crazy, but also super hot, you think to yourself as you pull down your shorts, revealing your rock hard cock. Becky gives you a lustful smirk as she reaches over to measure you. “Mmm, 7 inches,” she coos seductively. “Your turn, big guy” she says teasingly, turning toward Remy. Remy is smirking cockily. “What do I get if I win?” he asks with a wicked grin. “If you’re over 11 inches, you can have whatever you want,” Becky says sarcastically, “now come on, let’s see what you’re working with.” Remy pulls down his shorts, revealing the biggest cock you’ve ever seen. Becky’s jaw drops. “Oh my god,” she exclaims, before holding up the ruler to his member with shaking hands. “Jesus Christ, it’s bigger than the ruler!” She’s right, Remy’s cock stretches an inch or two past the end of the ruler. “I’ve never seen a cock so big,” Becky says admiringly. She puts the ruler down and starts slowly stroking it with both hands. “Holy fuck, I can’t even wrap my hands around it,” she says in disbelief. “Looks like I win,” Remy says devilishly, “now about that prize.” “What do you want?” Becky asks, her voice layered with a mix of fear and lust. “I want to show you just how much women love this cock,” he replies, staring deep into her pretty blue eyes. “Mmm fuck, really?” Becky coos, still slowly stroking him with both hands. “Is that ok Thomas? Can he show me what it’s like to get fucked by this monster cock? You can stay and watch if you want.” How do you respond?
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