I’ve been confined in my chastity device since November 14th, 2011, taking short breaks for cleaning and such. My current release date is set for May 17th, 2012. I have been pleading with Mistress for a bit of relief, but she remains firm that I must stay locked up. Now, however, she has proposed a challenge to me.
If I endure a caning of 50 strokes without complaint, she will grant me an ejaculation; yet if I cannot handle the full beating, my release date will be pushed further out.
I have previously managed only 20 consecutive strokes before. Although I am desperate for relief, I worry that 50 might be too much to bear. Does anyone here have experience with longer caning sessions?