Well you obviously have to tease her at first with stuff like "your team sucks" and so on to get her pumped and eager to make a 'big bet'.
Quote:
Bet her a cola.
Then when she won it say: k lets go get ur cola
and ur outside of work. rest speaks for itself
This is actually pretty good but I'd go somewhere in the lines of : " Ok , you won your Cola , you'll get it tonight at dinner" or something like that.Don't ask her to dinner , TELL her you're taking her to dinner.(I don't have to tell you to do it smoothly and so on , I hope)
Only problem with this is that I don't see a good alternative for your team loosing or for the tie.
Depending on how close you guys are or how much comfort level there is you can always bet on something like a massage.
I win - you give me a massage , my place
You win - I give you one , your place
Tie - we both do it , (preferably your place , because you'll want to be able to prepare the enviroment for the best outcome , right ?)
So you have 2 to 1 chances.
If she wins and you get to give out no massage tease her about the one she's giving you. Try to slowly build sexual tension , and if everything all fails , when she's done ask her if she wants one and then do your thing.
It's slippery though , if you pull it off well you can get a f-close quite easy but you can also get exactly what you bet for , a lame ass massage and nothing more.
I actually did this with some girl I liked a while back. Things worked out pretty well , got the tie.
She came at my place later on and gave me the massage. She wasn't really generous with the eroticism of it. I was tho , and at one point she just turned and jumped me.
Hint : Use massage oils , some music maybe and a room with dim to no light.
Good luck bro, hope this helps.
PS: Most important , whatever you do , YOU MUST massage her after and I mean this , AFTER she massages you.