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lost bet

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Shouldn't bet with mistress on soccer

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I bet her friends don't know she's such a good slut

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Bet you wish this was you

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Bakings tons of fun, but I bet it's even better with someone bending you over the counter

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Bet you want these smooth sissy legs wrapped around your waist don't you?

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I bet if I try hard enough, I'll be rewarded with milk & honey ????

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I bet you want these legs wrapped around you...

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lost a bet and need to wear just this to a gay party with friends next weekend... just trying it on now lol what do you guys think?

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I bet I'm more of a man than you

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I bet this would feel nice for ya ;)

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"Alpha" friend lost a bet and had to wear my thong for the day :D so of course I snagged a pic of his sexy booty

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I bet this would make me fit in here

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A little tease before my 16" show. I'll bet you my sissy pussy I can do it ?. I promise you!

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He lost a bet and I dressed him like this princess for you all to see. Humiliate him on kik: andresissy

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Made a bet, lost said bet, and that is why this pic is posted fml...lol...

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I bet I can make you cum with just my beautiful, brown eyes! ?

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I bet you can't guess what my favorite color is ;)

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I'm only doing this for you guys.. And I bet you don't want me to stop, right? ;-;

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I bet most of ya'll like your sissies locked up ;)

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Girly outfits just look sooo much better on this butt.. I bet all boys do this right?

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I bet my ass feels like a plump, pillowy marshmallow when you're thrusting against it ?

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Here's a gif of me trying to get off in chastity, locktober is getting to me. I bet a real one would help DM open accepting applications :P

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I bet my roommates wonder why I always disappear into my room for so long.. think they'll knock? ?

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I bet mines smaller ;)

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I bet you want to suck this cock

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daddy has kept me in chastity for a month now. i've cleaned the house, dinner is ready and I'm waiting on my knees for daddy to come home from work. I bet he is sooo exhausted, he works so hard! can't wait to make him relax and feel good! I love him, he's

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Stick your hands down my pants and I bet you'll feel nuts (smooth nuts) ☺️

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I bet you would cum in 5 seconds

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DK mode, on. Paintball mode, on. Who is ready to play some golden eye with me?? I bet I’ll find the golden gun first!

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I bet you can’t make me cry

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Still haven't fulfilled the bet I lost to my gf but I can practice dressing up for it

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Bro, I saw your sissy pics. I’m not going to tell your girlfriend but I do want some of that ass. Get against the locker. I bet you’re all shaved and still wearing panties. Fuck yeah sissy, you’re mine now.

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Here because I lost a stupid bet. If i get 20 upvote i will have to post other pics.

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bet you wanna suck it dry

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Hi I will be turned into a sissy sorority pledge this summer and need your help. Please feel free to Kik me at lost_bet_punishment

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We have a bet going to see how long it takes you ;)

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I bet you didn’t know that the cute girl next door has a giant penis! ☺️

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Yea, I may be an emo slut but I bet you'd still fuck my little sissy mouth wouldn't you?

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Yea, I may be a little emo sissy but I bet you'd still let me drain you of every drop of cum you have with my little sissy mouth wouldn't you?

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Yea, I may be a little whore but I bet you'd still let me drain you of every drop of cum you have with my little whore mouth wouldn't you?

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Yea, I may be a little whore but I bet you'd still let me drain you of every drop of cum you have with my little whore mouth wouldn't you?

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Made a bet, if this is popular I have to shoot a porn scene. Thoughts on my Butt?

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I may be a sissy but I bet you'd still fuck me wouldn't you?

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Bet my ass is better than your girlfriends

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I bet this makes you drool, little sub ?

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