There are many more stories like this one, but someone asked me in a comment if there were any bets I myself suggested instead of my wife or Derek, so here’s a story of one that I suggested and still lost.
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The story is after my previous one, and it was on a Saturday. I hadn’t been allowed to cum for a week by Emily, who has tease and denial as one of her main fetishes. She loves doing it to me and she loved having it done to her as well. Like I said in the previous post, she’s always wanted to get me into chastity, but I was too scared to try it until I lost that bet and I had to. And since she’s gotten me locked up, she’s been edging me every day and only letting me cum on Saturday after even more edging.
A little more backstory is that last Saturday when they fucked, Derek got Emily to agree to not cum for the whole week until next time. Usually I edge her and make her cum every day, but for this week, I just edged her. I remember one time she was making me breakfast and not wearing any panties, and there was a drop of wetness just hanging out of her pussy she was so horny. So by the time Saturday rolled around, both she and I were insanely horny from a week of tease and denial. I was teasing her when Derek arrived, and she was soaking wet, literally leaking down her leg.
So then Derek shows up and she’s telling him to fuck her and get it over with already, saying she can’t take it anymore and she’s so horny, and Derek says he’s not going to fuck her unless she lets him tickle her feet while she’s tied up. And usually she refuses this request for both of us because her feet are so ticklish, and she just can’t take it, but that day she was so horny she just agreed to let him. When she agreed, my eyes were bugging out of my head and my cock was leaking and twitching in the cage just thinking about it. I love her perfect little feet and I always want to tickle them but she usually doesn’t let me, so it was an extra mind fuck.
He gets her tied down and starts fucking her slowly, not letting her cum, and shes going crazy, begging him to let her cum right away, but he just keeps going and since she’s tied up, theres nothing she can do to stop the edging on his cock. After about 20 minutes of listening to that, I hear him start tickling her, and she’s laughing her head off, begging him to stop and saying she can’t take it. I won’t go into too much detail here because not everyone has a tickling fetish but long story short it was super hot and I leaked everywhere listening to it.
So at the end of the tickling, she’s promising to do anything for him to stop it, and then they come to a whispered agreement that I can’t hear, and then it goes back to him edging her on his cock. After about 30 more minutes, he lets her cum, and then unties her and she finishes him with a footjob.
And after that, she comes out and climbs on top of me, making out with me and teasing me through the cage, and then she starts sucking my penis through the cage as well. And its one of the metal ones so you can feel everything between the gaps so she was driving me crazy.
And then she asks me if I want to cum for her after listening to that all happen, and I’m ravenous so of course I say yes, please make me cum I can’t take it any longer.
Then she tells me that in order to stop the tickling, she agreed to cancel my orgasm this week, and I’ll have to wait until next week. And I let out such a frustrated sound that Derek laughs (he’s an asshole so he loves convincing her to deny me so I have to be extra horny in my cage)
And of course I’m in such a horny state I can’t think straight and I’m trying to cut a deal and she takes the opportunity to ask me if I want to make another bet.
So I say yes and suggest whoever can take more edging before saying they can’t take it. And the stakes are if I win, I get to cum this week and if Derek wins, I don’t get to cum this week or the next week. And I was so sure I’d win because I get edged all the time, but I forgot to take into account how horny I was. I just spent the whole week in the cage getting edged every day and also listened to them fuck and her get tickled.
She takes me into our room and puts her feet on my face and starts giving me an intense handjob, much more than the usual light teasing she does to edge me. And she has this mischievous look on her face like she knows I’m going to lose and she’s going to do everything she can to make sure I lose. She’s using the technique I love where she twists her hand right under the head of my penis, and all the while she’s telling me about the ways he tickled her feet and how she was so helpless to stop him, and saying how horny that must have made me, and keeps talking about the tickling. And then she tells me to go ahead and tickle her feet a little bit, so I do, which only makes me more horny.
I just keep getting edged over and over from the combination, and she also keeps teasing me saying I better hang on, or else I won’t be able to cum for 2 more weeks, and she’s going to tease me so bad for those two weeks, and she’ll miss her little guy’s cumshots on her feet.
And with all the teasing she was doing, and me tickling her feet, I was only able to last about 30 minutes of edging before I was begging her to stop saying I was going to cum if she even touched me one more time. Then she re caged me and took Derek back into the guest bedroom and edged him for 30 minutes until he beat my time, and then they fucked again.
He left after that and she unlocked me again for more teasing, this time with a makeup brush, and I was begging her to let me cum but she didn’t. And so I stayed teased and denied for 2 more weeks after that, 3 weeks total, and at the end of the three weeks, I had the most intense orgasm from getting a tickling footjob from her.