Chastity and orgasm denial discussion

Question

I find myself in a rather peculiar, slightly messed-up spot! I’ve been secured inside my holy trainer for nine days now and absolutely loving every moment. My keyholder offered to give me the keys after seven days, but I turned her down because I decided I wanted to stick with two weeks of locking this time around. For those who don’t know, my KH is actually my ex-girlfriend. She’s pretty much vanilla and agrees to hold onto my keys for whatever amount she wants at any given moment, though I make sure to be generous.
Anyway! About a week ago, I met a new girl at work. It was immediately clear that she had feelings for me. I couldn’t believe my luck because she is both smart and attractive. I left work thinking, wow.. maybe I can start dating this girl who likes me and leave behind my chastity fetish!
I went home that night hoping to dream about a fresh start, but I was also painfully aware of the cage on my cock.

I didn’t see this new girl again until yesterday evening. It was hard not to flirt because we both fancy each other! I ended up asking for her number and got it. Later that night she texted me to ask if I’d had dinner yet. I hadn't, but I hesitated to invite myself over just yet in case things progressed quickly and my cage got a good feeling-up!

I told her I had eaten already, suggesting we grab a drink instead. The dilemma is this: I want to get together with her as much as she wants to do so with me, which means delaying that part without putting her off entirely. Until the keys come back, it’s a torturous balancing act! It hurts because I can tell she really wants me. If I weren’t secretly locked up, I probably would have had sex last night.

She sent three messages this morning. She is clearly very horny, but there isn't much I can do until my keys return! I’m going to message my KH now to see when she’s back from London and if it might be possible for an early release.
The situation really proves the saying: be careful what you wish for ':o

member_e0dd5b5c9b · Answer

Wouldn't sex feel so much more rewarding if you got to know this woman first (and ideally built some emotional connection beyond just physical attraction) rather than jumping into bed at the very first opportunity? You might feel constrained, but I sense your device is doing you good, even if it isn't quite what you desire. Hopefully your ex cares enough about you to give you what you truly need.

member_e1641a6ac8 · Answer

I’m not entirely sure how I feel about having an ex-girlfriend hold the key for me (even with money involved), but that’s between your ex and you. Best of luck with that arrangement.

Now, back to the story about the new girl: it's good that she fancies you as much as you fancy her. She left three messages in the morning just like you mentioned. Sure, you made a very strong impression and she is interested in your company, but "horny af" is... I don’t know, maybe you are moving through the steps too quickly.

On a side note, wearing Holy Trainer for such a long time without removing it raises some health concerns.. it's a closed device with not much breathing room. I really hope you get the key back soon and avoid any infection or issues.
I am trying to keep from sounding critical, but it’s just slightly difficult not to be.

member_80d1e53f29 · Answer

Wasn't you the one who stated clearly that "you aren’t looking for a new girlfriend because you couldn’t satisfy a woman" or something similar in another thread? And you also mentioned that what makes your KH so Dominant is her ability to do exactly as she pleases, which you love about her. Yet here you are, topping from the bottom and asking for the key. Basically, it seems you only act submissive and stay in chastity when there’s no one else around... *looks at you up and down, shakes my head, turns around and leaves the room*

member_4e66923338 · Answer

William, as they said: make your bed and lie on it.
Make up your mind.

member_80d25735c0 · Answer

> LadyBlaze said:
> Wasn't you the one who stated clearly that "you aren’t looking for a new girlfriend because you couldn’t satisfy a woman" or something similar in another thread? And you also mentioned that what makes your KH so Dominant is her ability to do exactly as she pleases, which you love about her. Yet here you are, topping from the bottom and asking for the key. Basically, it seems you only act submissive and stay in chastity when there’s no one else around... *looks at you up and down, shakes my head, turns around and leaves the room*
> Click to expand...
LOL, I really think he's just chasing drama. As you said a moment ago, he pays his ex to keep his key while crying about being ignored. Then in the next breath, he’s in another thread hoping to get his key back so he can hook up with this new girl. Sounds like quite high maintenance.

member_261c7352c4 · Answer

To be honest, I don't believe a word of it. Sorry.

Chastity and orgasm denial discussion

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