Men and women love to tickle each other as a way of flirting. Men do it more often because it puts them in a dominant position. It usually means he likes the woman unless they are just having fun.
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Well really it depends on your boyfriends personality, but really the best way to get your boyfriend to tickle you, is invite him to your house. Take him up to your bedroom (alone) and say you will spend some 'quality chilling time' together. Show him some thing on your phone/computer that will crack you both up. Whilst laughing lie down on your bed and hint 'i usually never laugh: even when some one tickles me.' He will then say (trust me he will, i know boys like the back of my hand) 'oh yeah lets see' and tickle you.
I hope this helps, if you need any more information please contact smog@cartoonw.org
It means he loves to play with you and see you smile and hear you laugh.
My boyfriend does that to me all the time. :)