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pegging chastity cum pictures and galleries

Because he rode me so well I let him cum, still in his cage of course [X-Post r/pegging]


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Learning to cum like a woman, dripping + take your breath away


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Haven't cum in a week, starting to get desperate.


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Caged sissy cumming


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Sissy Maid Cums in Chastity Cage from Brand New Dildo


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Caged and recently fucked - cum on cage


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pounding away at my lil butt yesterday. still no cum. *sigh*


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machine anal fucks the cum outta me


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Making the effort to cum handsfree


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I love how a little bit of my cum gets fucked into my ass!


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Only way he's allowed to cum now


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Cumming to women who would never let you touch them with that clit


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Cum while caged [repost from r/CumFromAnal]


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Me cumming in chastity ;)


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The only way I get to cum...


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My gorgeous and sexy wife/goddess took this photo of me just after fucking me hard with a dildo. I begged her to release me and let me cum but to no avail since she is trying to train me to orgasm while being locked and fucked!


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Trying to cum while caged is hard work. More in the comments


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So the Mrs didnt let me cum last night, instead she gave me hard pegging, this is before it all went down haha


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Leaking cum while taking daddy’s cock


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my sissygasm cum forced into my pussy


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Does cumming in my cage make me a good sissy or a bad sissy?


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Even with this giant tunnel plug in I couldn't cum.. :(


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Would have most certainly cum again if the machine hadn't broke. No refractory period at all. amazing.


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That moment when he fills me with his cum (with sound!)


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Up to Day 3 of Loctober, and I'm already getting desperate to cum


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Trying my hardest to cum...even if I can't get hard


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Any tips on cumming from anal?


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Locked up and locked in heels, leaking cum from a sissygasm which looked too yummy to waste


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I was so desperate and still couldn't cum


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I allowed my good boy to #cum in #chastity from #anal! He was serving me very well, so why not? Wanna be denied sex as well and get #sissigasm? #Mommy accepts only good boys, ready to #serve, please and follow rules. #teaseanddenial #sissy #LOCKEDUP #team


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Anybody want to help me cum from anal?


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