Good thread, glad I came across it, so to speak. I don’t think I’ve ever asked up front but usually make it clear from the outset what I’m after. Get naked quickly and make no effort to hide my junk, make at least a couple “accidental” rubs of her leg and if she doesn’t object move onto a gentle caress.
Of course that usually does the trick but also takes away a bit of the excitement of will she or won’t she?
Actually just as I type this a memory comes back to mind:
I once had a massage at a very nice business hotel in India. The masseuse was a tiny, youthful Nepalese woman and despite being in her corporate attire she was sexy as hell. I was almost certain nothing would come of it but pushed my luck anyway. Didn’t do the “leg rub” thing right away but when I did she stopped the massage and angrily gave me a lecture. Told me how inappropriate it was, how when people do that it makes her feel disappointed that she chose that profession, etc. Made me feel very bad, which I know I deserved! Anyway, made some lame excuses and she finished the massage (to her credit, with almost as much effort as she started with).
The next day I was in the swimming pool with a colleague and I spot her standing near the spa entrance (which was next to the pool) speaking to some male colleagues. Still feeling guilty (and nervous that she’d expose me publicly) I kept her in the corner of my eye. At one point I see her looking at me and saying something, at which point the colleagues turn and look at me and start giggling. I went underwater quite quickly at that point!
Haha, I fucked up! Luckily nothing else was said - I thought she might call me on it in front of my own colleague.