Finally found a key holder!

Discussion in 'Chastity and orgasm denial' started by Elephantdonkey, Apr 11, 2019.

Random Thread
  1. Elephantdonkey
    Offline

    Joined:
    Oct 22, 2018
    Messages:
    73
    Likes Received:
    86
    Trophy Points:
    18
    Gender:
    Male
    Local Time:
    9:01 PM
    I've been seeing a wonderful woman who enjoys playing Chastity games with me! The problem is she always lets me out! She loves to wear my key in her beautiful cleavage she also has me shaved and in panties 24/7! I love this play but want to go longer in chastity as we're not together that often and I am chronic masturbator! Is longest I've gone is 3 days! I really want to try for a week and then go longer! I guess I'm looking for advice that I can show her on this site or at least inspiration to stay self locked for her!
     
    Jblocked and Kate Donald like this.
  2. LesterBallard
    Offline

    LesterBallard Active member

    Joined:
    Oct 2, 2016
    Messages:
    4,241
    Likes Received:
    1,796
    Trophy Points:
    143
    Gender:
    Male
    Occupation:
    Management
    Location: (Country, Region - and perhaps even City?):
    United Kingdom
    Local Time:
    2:01 AM
    you need to talk it through with her and explain what you've just written here. Good luck
     
    Kate Donald likes this.
  3. frankie teardrop
    Offline

    frankie teardrop Active member

    Joined:
    Sep 3, 2014
    Messages:
    342
    Likes Received:
    437
    Trophy Points:
    73
    Gender:
    Male
    Occupation:
    Service Industry
    Location: (Country, Region - and perhaps even City?):
    Oz
    Local Time:
    2:01 AM
    You got 3 out of the way, shoot for 4. Small steps. No point telling her you're good for 6 weeks if you're bug-eyed and dribbling (here and there) after 6 hours.

    Point 2: Just do it!
     
    Bertha, Kate Donald and Ma’ams Slut like this.
  4. Kate Donald
    Offline

    Verified Female

    Joined:
    Apr 6, 2019
    Messages:
    17
    Likes Received:
    371
    Trophy Points:
    48
    Gender:
    Female
    Location: (Country, Region - and perhaps even City?):
    Adelaide, South Australia
    Local Time:
    10:31 AM
    If she is keen to chat with another newbie I'm here :)
     
    Metalman, Consensus, Bertha and 3 others like this.
  5. havke
    Offline

    havke Member

    Joined:
    Oct 18, 2018
    Messages:
    85
    Likes Received:
    48
    Trophy Points:
    28
    Gender:
    Male
    Location: (Country, Region - and perhaps even City?):
    Netherlands
    Local Time:
    3:01 AM
    It's mostly all about communication. And she already plays chastity games with you, so this shouldn't be the hardest conversation at all. Be honest, talk, and increase with small steps...
     
    Elephantdonkey likes this.
  6. Elephantdonkey
    Offline

    Joined:
    Oct 22, 2018
    Messages:
    73
    Likes Received:
    86
    Trophy Points:
    18
    Gender:
    Male
    Local Time:
    9:01 PM
    my beautiful keyholder has agreed to keep me locked for a minimum of seven days! I promised her anything she wants for that week! Should have seen the evil grin that came across her face! Just wanted to share my excitement but I hope I didn't bite off more than I can chew! Wish me luck!
     
  7. LesterBallard
    Offline

    LesterBallard Active member

    Joined:
    Oct 2, 2016
    Messages:
    4,241
    Likes Received:
    1,796
    Trophy Points:
    143
    Gender:
    Male
    Occupation:
    Management
    Location: (Country, Region - and perhaps even City?):
    United Kingdom
    Local Time:
    2:01 AM
    and now it's time for the Mansion motto: be careful what you wish for...
     
    R2002, havke, Giveitup and 1 other person like this.
  8. sixofthebest
    Offline

    sixofthebest Active member

    Joined:
    Jan 11, 2019
    Messages:
    198
    Likes Received:
    322
    Trophy Points:
    63
    Gender:
    Male
    Occupation:
    In Early and Well-Earned Retirement
    Location: (Country, Region - and perhaps even City?):
    Minneapolis, Minnesota USA
    Local Time:
    8:01 PM
    And enjoy the heck out of serving her for the coming week. Make her glad she agreed and give her a good preview of things to come.

    Jamie
     
    Elephantdonkey and LesterBallard like this.
  9. Elephantdonkey
    Offline

    Joined:
    Oct 22, 2018
    Messages:
    73
    Likes Received:
    86
    Trophy Points:
    18
    Gender:
    Male
    Local Time:
    9:01 PM
    Only two Days In over my first full week in chastity! She was very horny so we bought some toys! Now I think she's sold on this idea of Chastity for me! And she loves teasing me and loves the attention!
     
    havke and Chaste J. like this.
  10. Chaste J.
    Offline

    Chaste J. Active member

    Joined:
    Dec 14, 2017
    Messages:
    1,070
    Likes Received:
    1,386
    Trophy Points:
    143
    Gender:
    Male
    Local Time:
    2:01 AM
    And that is exactly as it should be . Enjoy!
     
    Elephantdonkey likes this.
  11. Elephantdonkey
    Offline

    Joined:
    Oct 22, 2018
    Messages:
    73
    Likes Received:
    86
    Trophy Points:
    18
    Gender:
    Male
    Local Time:
    9:01 PM
    She does have a couple of bulls that she sees on a regular basis! Before she put me in chastity she was a little shy about it! Her neighbor knows about my chastity situation told her about the word cuckold! She's growing so fast and I love her so much! We even discussed having me watch her with her bull! Omg!
     
  12. Elephantdonkey
    Offline

    Joined:
    Oct 22, 2018
    Messages:
    73
    Likes Received:
    86
    Trophy Points:
    18
    Gender:
    Male
    Local Time:
    9:01 PM
    Thanks Kate! Love you!
     
  13. Elephantdonkey
    Offline

    Joined:
    Oct 22, 2018
    Messages:
    73
    Likes Received:
    86
    Trophy Points:
    18
    Gender:
    Male
    Local Time:
    9:01 PM
    Third day in Chastity now! Super horny but everything seems okay down there except for my nighttime erections! She's impressed already that I've been in this long! Also this is the first night she's been with her lover and openly told me about it! I just hope she lets me out after 7 days!
     
    Kate Donald likes this.
  14. Elephantdonkey
    Offline

    Joined:
    Oct 22, 2018
    Messages:
    73
    Likes Received:
    86
    Trophy Points:
    18
    Gender:
    Male
    Local Time:
    9:01 PM
  15. Elephantdonkey
    Offline

    Joined:
    Oct 22, 2018
    Messages:
    73
    Likes Received:
    86
    Trophy Points:
    18
    Gender:
    Male
    Local Time:
    9:01 PM
    Wanted to spend some time with my key holder today but apparently that's a no-go! She's still with her lover from last night and tells me she's too sore! She's constantly sending me teasing text messages while she's with him! I guess this is what I signed up for and I can tell she's having fun so I guess it's all good! Just trying to make it to 7 days! She has hidden my spare key in the garage in case of emergency! I'm starting to get worried that she'll extend my sentence!
     
  16. R2002
    Offline

    R2002 Active member

    Joined:
    Aug 28, 2017
    Messages:
    331
    Likes Received:
    344
    Trophy Points:
    63
    Gender:
    Male
    Occupation:
    Attorney
    Location: (Country, Region - and perhaps even City?):
    USA
    Local Time:
    9:01 PM
    Sounds like you're have the time of your life
     
  17. Mimi
    Offline

    Mimi Member

    Joined:
    Jan 9, 2018
    Messages:
    136
    Likes Received:
    64
    Trophy Points:
    38
    Gender:
    Male
    Occupation:
    House maid
    Location: (Country, Region - and perhaps even City?):
    UK
    Local Time:
    2:01 AM
    As said above take your time as this does look to be heading the right way
     
  18. Elephantdonkey
    Offline

    Joined:
    Oct 22, 2018
    Messages:
    73
    Likes Received:
    86
    Trophy Points:
    18
    Gender:
    Male
    Local Time:
    9:01 PM
    Update! Last night we spent together and she is hidden my key somewhere in my house! The only other one is around her neck and her daughter knows what it is also! Tomorrow will be my seventh day and she can't stop saying how impressed she is! She suffers from anxiety so this is difficult for her to dominate me but I think she's really getting into the groove and enjoys my oral service a lot! She is already canceled coming to see me tonight to be with her Bull! And I have a strong feeling that she'll extend my sentence in chastity! I know she'll give me my key if I really begged her I'm trying to get her to become more Stern! I just talked to her on the phone and she said to post this and ask the members if they think I should be released or how long I should stay in! I have been in 7 days now and I'm desperately horny as this is new to me!
     
  19. Elephantdonkey
    Offline

    Joined:
    Oct 22, 2018
    Messages:
    73
    Likes Received:
    86
    Trophy Points:
    18
    Gender:
    Male
    Local Time:
    9:01 PM
    Just wanted to leave an update! Michelle slipped up and told me where my key is last night! I was just shy of seven days! I did ask her and beg but I was hoping she would say no! so it really is my fault she is coming along way and when she saw the disappointment on my face she said I'm learning and next time I'll do better! Gosh I love her!
     
  1. This site uses cookies to help personalise content, tailor your experience and to keep you logged in if you register.
    By continuing to use this site, you are consenting to our use of cookies.
    Dismiss Notice