First attempt at keeping myself in chastity

Discussion in 'Chastity and orgasm denial' started by Sissyboi Trisha, Aug 7, 2016.

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  1. Sissyboi Trisha
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    I bought a metal cock cage and lock a while ago but have only put it on for short periods of time giving in to temptation almost immediately after feeling the urge begin to grow. I have been feeling especially girly lately as I've begun replacing my masculine underwear with bikini and thong cut underwear, I've also started consistently penetrating myself in the shower with a glass dildo. Without getting too off track lets just say I've gotten good at being penetrated. So now that I'm feeling a little more feminine I want to try going without masturbating my penis at all for a somewhat extended period.

    I found a chastity "fap roulette" that had what I thought were reasonable outcomes and rolled 14 days (out of a possible 20) caged and in panties with the additional rule that I wear only panties (and cage) whenever in private for the entire two weeks. My reward roll determined that after being released my orgasm would be denied and I would have to roll again.

    I'm not sure if I'll make it on my own. No one in my real life knows about my fetish, that I know of. I think if I make it for the full two weeks I'll roll again and follow the new instructions until I'm not commanded to re-roll.

    I sure could use some encouragement or even to be told off if you find me disappointing.
     
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  2. Mascara^Snake
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    Mascara^Snake Banned

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    I think this is a very practical approach. Following instructions from dice is far simpler than coercing and manipulating a partner into becoming your fantasy Domme.

    Nonetheless I do find your situation overwhelmingly disappointing.
     
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  3. Jasmic68
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    Jasmic68 Long term member

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    I would encourage you to do this and obey the dice. You will have achieved something to be proud of and it will do a lot to help you understand why this chastity lifestyle is worthwhile. It will give you an incredibly powerful orgasm when you do eventually roll a release. It will also show you how you can be in control of your sexuality and not allow it to be in charge of you. You will have to fight the urge to give in. If you manage to do so then you will not be disappointing.
     
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  4. Sissyboi Trisha
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    I'm sorry. What can I do to be less disappointing?
     
  5. Mascara^Snake
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    Mascara^Snake Banned

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    I think following Jasmics suggestion might be a good start.
     
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  6. DonnaSue
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    DonnaSue Long term member

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    Find yourself a KH and give up control! That should get you well on your way!
     
  7. Missy Tanya
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    Missy Tanya Senior Member

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    Chastity needs trust to get the full effect. I make up scenarios all the time for myself and use Emlalock from time to time too. Just pretend your cheating on your Keyholder if you give in. Works for me. I total know your feeling of the girly side coming out and finding other way to find pleasure while in chastity. Funny thing about not having him to play with changes your mindset.
     
  8. Precarious PET
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    Precarious PET Long term member

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    Hey Trisha,
    I have a simple fun easy 'self lock' game I have enjoyed....
    Lock up the naughty little play thing.. put ALL keys you have in an envelope... then on your next trip as far away from home as possible...
    Mail to yourself!!!
    The rush of dropping the keys down the mail box is amazing!
    \after you try that,... find a friend her on CM to mail them to!

    FUN FUN
     
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  9. Tombow
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    Tombow Active member

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    What are the practical implications of wearing your cage? By that I mean does you personal life and employment allow you to wear for extended periods?
     
  10. Sissyboi Trisha
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    Thank you all for your suggestions. It has been encouraging to know that there are others and that they get it. I have made it so far. Waking up in a cage is quite unusual and sleep was also strange. I normally sleep face down and do a fair bit of tossing. Last night finding a comfy position face down took a bit of effort. No pain so far though, I guess I got lucky with the inexpensive cage from Amazon ;).

    Tombow, I'm just discovering what the implications are now. I went to the store last night and the weight of my cage and member swung into the self checkout machine and made a noticeable thunk. I think I might buy a new plastic cage to be more discreet. I can't think of any specific obstacle that I think will be too much but I have yet to encounter or spend time with friends family while locked. I'm supposed to go see my sister soon and I don't want to be noticed to be certain.:oops:
     
  11. Sissyboi Trisha
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    First off I want to say again thank you all. This has been a great experience and I have gained a lot of respect for what you all experience. I regret informing you I will be removing my cage before my roulette date

    In the last day and a half of being locked up I found my thoughts constantly fixated on chastity.I thought about my own motivation for being caged and after a good deal of googling and reading I realized that I hadn't grasped the difference between short term fetish chastity and long term lifestyle chastity. Being honest with myself I'd say that I'm not much of a sissy either I just like the fetish.

    I did enjoy my time caged and have yet to remove it as I write this. It seems to have not functioned the same way (psychologically) that it would if I had a partner. In summary, I don't think that long term denial without the rest of what relationships offer is worthwhile.

    Lastly I want to remark that I would like to remain a member and look in from time to time as I still find chastity interesting and would be open to a chaste FLR in the future.

    Sincerely,
    ST
     
  12. Jasmic68
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    Jasmic68 Long term member

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    I must admit it is the fact that my Wife holds the key to my chastity device and the benefits I get from that arrangement that make this long term lifestyle worthwhile. If you ever find someone to be your keyholder you should definitely give it a go.

    Good luck.
     
  13. sandman9355
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    sandman9355 Junior Member

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    Sissyboi Trisha, maybe it would be a better idea for you to consider solo chastity play simply a learning tool instead of a goal in itself.

    Also, there's nothing inherently wrong about enjoying only short-term chastity or about enjoying sissy play but not wanting a sissified lifestyle. You don't have to follow some internet-based stereotype; experiment and discover what makes *you* happy.

    This way, you'll know what you like, what your limits are, and what to look for in a future partner.
     
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  14. Sissyboi Trisha
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    You're right sandman. I actually just had a new experience that might lead to a key holder relationship.

    I apologize if this gets too graphic or off topic.

    I have been thinking about talking to my guy friend about fooling around. I noticed on FB that he was interested in "men and women". I got a little drunk to give myself nerve and texted him asking if he was interested in trying something. That was Tuesday night. Now it's Thursday night here and he just left. We had a good time and watched some porn. I played with his cock and ass but we both ended up masturbating to finish. His cock is easily 2 inches longer than mine and is extra thick just below the head. It was only my second experience with a guy and even though I didn't suck him off I liked this a lot. Also, luckily, things seem to be just like they were before I mentioned anything. He said he wants to meet up and play again. I even told him about my sissy fetish and mentioned chastity. That last part was embarrassing even after talking about how I feel in women's underwear. I think I might ask him to lock me up next time we are having fun. :D:oops::p
     
  15. Glychlock
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    Glychlock Dominant and Mentor

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    Have you considered a remote Keyholder? it can be safe through a site like Chastitylocked.com. Or you could give in to the real rush and wear someone's lock that they send you.

    I'd be glad to help you with that.
     
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