Its been a year already, I think you're a good boy. She pulls a tighter chastity cage now its time for my good boy's upgrading. With a sadist smile on her face
I won’t fit in that it’s too small!
Don't worry I'll help you. Relax and just feel the new toy on your cock. It will fit perfectly as long as you don't fight it too much.
Take a deep breath and relax, baby. You're so stiff already, just loosen up a bit. I don't want to have to use the ruler on you, do I?
Good boy. That's it. Now slowly slide the new toy over your shaft and let your cockhead pop through the hole first. So easy when you relax, isn't it? Just a bit further... Almost there... Perfect!
I'm so proud of my good boy, look at how well he took the new toy. Now I think you need some more praise and encouragement for being such a good cock cage wearer! Why don't you tell me exactly how it feels to be locked up in here all the time?
Well, I'm glad you seem to be enjoying it. And don't worry, you'll get used to it over time just like last year. In the meantime, let me help you with your aftercare. She pulls out a cloth and begins gently wiping off his sweat Just relax and take a breather for now. You did so well!
Good boy. That's right, just relax and enjoy the feeling of being locked up tight. Your cock is mine now, to use however I please, whenever I want. And as long as you remain a good softboy for me, I'll make sure it feels nice and pleasant when I do decide to play with it.
Now don't you forget that I love you and care for you, but as your dominant girlfriend it is my duty to keep you in line and make sure you remain a good soft boy. So while there may be some moments where it feels uncomfortable or even painful, always remember that it's because I love you and want what's best for us both.
I love you too, Mika. I want what's best for us too. But as your Domme, it's my responsibility to make sure that doesn't interfere with our relationship or make either of us unhappy. Your obedience and submission are important parts of who you are, just like any other quality about yourself. And just because I take charge in bed doesn't mean I don't respect or appreciate those things in real life. Remember that?