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I can say I'm more than a little jealous.As a lee, honestly I've never had to ask so I don't know how it would feel. My previous boyfriends really liked torturing me, and as a switch, I initiated it a lot by doing it to them first. With my husband, he knows when I want it, which is pretty much always. Never had to ask him, I don't think 30 minutes ever goes by where he doesn't do it at least a little. And he likes the real restrained torture usually every night.
As a ler, I have had boyfriends ask me to torture them before, it wasn't awkward at all. I love it!

but it would kinda take half the fun out of it.
because an hour or more of tickle torture is part of our routine every time we have a session.Not a fan of actually coming right out and saying "Can you tickle me?"
Not only would I feel like an awkward weirdoooo but it would kinda take half the fun out of it.
I tend to ask for it without really asking for it. Not a fan of actually coming right out and saying "Can you tickle me?"
Not only would I feel like an awkward weirdoooo but it would kinda take half the fun out of it.
^This, basically. It removes the spontaneity, as well as the spirit of the whole love-hate aspect, for me. I don't like my bedroom play to be like something ordered from a drive-thru menu.

Very awkward...but it improves as you get used to each other. 😉It's awkward the first time... but once she knows, never after. As long as the fun involves meeting her needs too.