Wrapping problems

So I managed to build a Captain’s Wench (easy) and wanted to use it as a manual stretching help.
The issue I run into is slippage- no matter what wrapping I try, the wench slips off.

I’ve tried Theraband (blue), a cotton wrapping, a soft wound dressing, Theraband over cotton, but to no avail. I’ve a pretty small flaccid so that may be an issue.

I’ve read Bib’s excellent suggestions on wrapping on the forum and followed to the letter, yet still get slipping.

Is this down to wrapping, or is the side pressure on the Wench not high enough? Also, as I’m not cut, do you pull all skin back when wrapping? That seems to require an extra hand, hehe.

Any help appreciated!