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*note: caption edited from the original submission* “I thought you said last week was just a one time drunken mistake, big brother, so why are you watching me take a shower like a big perv? I bet I was a way better slut for your big cock compared
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IÂ want my gf like this.
The Jig is Up: It’s all over now, Jeffery. Unless you wanted to stay this way for the rest of your life and have your wife in complete control, you shouldn’t have said anything. Now you have hormones and implants to look forward to…
Good Guys: Sometimes there are guys out there that like you for who you are and not because they just want to bone the hell out of you. That’ll come later.
Just 200 more blow jobs to go and you can get them removed. Who knows, by then you might enjoy the new job!
The Walk of Shame
Throwing the game: guess who’s going to be doing this more often.
This wasn’t my first post, but it was my first caption. I still love this one, a lot, too! If I had that many daughters (or nieces) then you can bet they’d be on mind all the time … and on my dick if I were lucky.
incest-caption: “The moment I found out you were bi lil bro I had to show you something” “Holy shit, you have a dick?” “I bet you thought I was a girl all these years right?” “Yeah I did” “Well
strapon-captions: I BET YOU REMEMBER MY NAME NOW BITCH!!!! If I say no would she fuck me harder?
I altered the book for the caption, creating title, author and blurb. But I’ll bet you can’t read it. It’s Raising Femdom Boys by Emma Skalater and the blurb on the front says “Helping him grow into the man who happily accepts
fairchastity: I’d say all of this sounds great. Maybe you just let fate decide? Or in a way, she decides - so it’s a bit like losing a bet, see recent posts on this here and here.The above caption has been made upon request from an unnamed source
thedeadguyintheback:how much you wanna bet that was filler text that they completely forgot to replace with an actual caption
strapon-captions: welove2peg: Yeah if I were as sexy as she is I would never leave a room full of mirrors and toys. I bet she can get off looking at herself get off THIS IS YOUR NEW WORKOUT PLAN BITCH!!! BETTER GET USE TO IT
femslut21: “The Bet for Rent” by Mistress Kaila. Link back to the author’s caption blog
incest-caption:“Oh hey lil bro, I bet you want to yank this zip down and wrap my tits around your rock solid tiny cock right? Well guess what, do it, I want you to abuse your big sister, do what you want to me, pin me down, fuck my big titties,
I bet he deliberately misplaced the key himself.
If three brothers set out to complete a quest, you can bet that the first two will fail. It would be unimaginably impolite of them to succeed. Likewise, it would be unthinkably impolite of a dragon or giant not to let itself become defeated by a tailor.
Usually in this kind of story, the man bets his freedom and looses. But what if that already happened?
clickthelock: Ok honey, come on in, I’m ready. I bet you’ve been looking forward to this so much haven’t you honey? I told you, if you were a good little chastity slave I’d fuck you at the end of the month. caption by http://clickthelock.tumblr.com
Your new girlfriend is very sweet, but also very strict. She sees you more as her servant then an actual boyfriend. As soon as she moved you into her apartment, she provided you with a list of chores and let you knew that she was the one in charge. Next,
Come on honey, I really need your cock in me tonight. Only a few minutes. I bet I’m gonna cum in no time and I promise you to lock it back in its snuggy home for the rest of the month, ok? It’s not that difficult, right? You can even let your
“I added one week for each point we won by.”
Corssdressing Caption - A Bet
Halloween Caption - A Bet’s a Bet
Crossdressing Caption - A Lost Bet
No caption, I just really like this pic. I bet her hair smells like strawberries.
Alchamine.tumblr.com
kylecrusoe-captions:I was so proud of my dad, he had managed to win the final game even though it’s been many years since he played football. I bet having my young body helped, and going to my practices as well. You see, we had initially freaked
thedeadguyintheback: how much you wanna bet that was filler text that they completely forgot to replace with an actual caption
Oh silly boy.You weren’t trying to see if I am wearing my princess plug were you?I know how it makes you hard just thinking about it.I bet it makes Kali’s teeth bite, doesn’t it?For now you just keep crawling around behind me. When my friends get
I bet you would like to squirt your little cum all over this chocolate icing before you lick it off me.You could if only you were allowed to cum.Instead, I think this is far too much chocolate for any one person so I have invited some of your friends
So this is the Professor I get for the semester?My Sorority Sisters must be joking. He is at least 60. I’ll bet his pubic hair will be as grey as that mess on his head. Not for long, I’ll make him shave his pubs.I know he is avoiding looking at me.
eisuverse: arbutus-blossoms: Hey guys, sign my guestbook. // Please do not repost nor remove captions. I bet kids these days don’t even know what a web ring is…
tricias-captions: “Stop complaining, Michael. Of course all the guys are checking out your legs. That’s why you wear a short skirt. Did you catch the package on that dude back at the corner by the way? Bet you’d love to get your lips around
beepin: shit-mummy: these two are smiling so much i’ll bet they are best friends this picture and caption are so happy
tricias-captions: “Do I still read defiance? Do I still see some sass in your eyes? Oh my. Did I mention how much I loved breaking women like you? Doesn’t matter. You’ll be betting for my fingers in your snatch within an hour. I promise you.
I bet you regret buying that high-powered, rapid-fire gun now. And if you don’t, you will soon.
sweetsupplepeach: Bet you didn’t know the Akatsuki got down like this🤭🌹💋❤️ If you delete my caption, I will block you✌🏽👋🏽
stumblering: What?! I bet you shower naked too! (Keep caption intact)
humiliation-captions-and-more: Is this where you wife prepares your meals and fixes your drinks? Why don’t you come over here and have a taste of my juices. I bet you like teen pussy. I am sure I taste much better than anything your wife makes.
humiliation-captions-and-more: Do you fantasize about having sex with your girlfriend’s younger sister? Do you wonder if I am tighter than my sister? I bet I am. Would you like to fill me up and have her lick you clean as you pop out of me? Maybe you
bowchickawahwah: “I’m sorry I kept you waiting Master…but look I’ve prepared myself for your big fat cock. How about you fuck some sense back into me?” I smile and start to stroke my saturated pussy. “I bet you want to pound me
ruski75: Lucy - I’m betting slave wasn’t banking on this happening when he gave me complete control of his sex life. but how is that my fault? he hasn’t had sex in I don’t know how many years now and I’ve not even let him have an orgasm for
professormonkeybusiness: “I bet you’d cum while I was sliding your cage off. Maybe even sooner. Too bad you’ll never find out. Oh. Did you just cum in your cage imagining it?”
non-binary-girl: I bet I can make you cry with desperation because there’s no escaping from the vice.
