Day 481 – 22/07/2026

Today is day two of the 1,000 Stroke Challenge. Mistress Tiffany tied me up, gagged and blindfolded me. Mistress Tiffany then unlocked me, and I was immediately hard, even before I was fully unlocked.

Mistress Tiffany then added some lube and gave me a few up strokes to get me lubes up and hard and then started with the strokes, again without warning, which makes those first few strokes a lot harder to resist. I could start feeling that I would struggle to hold out for much longer, then Mistress Tiffany stopped and put her feet on my face. Her feet did smell quite a bit, but was very cold.

After a few more strokes, Mistress Tiffany stopped again and sat on my face to finish the last of the 200 strokes. I was so relieved when she was done with the 200 without an edge from me. I think I was about two strokes away from edging before she stopped. There is one very specific reason it was so difficult, that I will talk about after the challenge.

After the 200 strokes, Mistress Tiffany continued stroking me with up-strokes, which made me so desperate for an edge.

I was then locked up, and ready for day 3.