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!
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!
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...
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!
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
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!
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!
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!
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!
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!
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!