Make him feel like he is the only man that matters....
Call him tiger
And tell him to call you Mary Jane.
Haha, that's exactly where I got it from
can cheap out on love, I learnt that from women
Well is he out of high school yet? LOL Just kidding... I know he graduated last year !
Really now, Why is he shy? Did he have a bad experience with a previous lady?
Well what ever the case may be tell him that you are taking him on a cruise.
Then book a a trip on a NUDE cruise and do not tell him that it is a nude cruise until he gets on the ship.
SURPRISE !!! He will not be shy for long !
YOU WILL BE AMAZED !!! There are travel agencies that deal with this http://www.cruisenude.com/
You can go to the AANR.com website for nudist camps and beaches all over the world, and there may be one right around your home too.
Get yrself a princess leia costume!
Oh wait, are you a girl?
Ice... whip cream... handcuffs... (or my personal favorite, SILK scarves and feathers)
Let him feel in charge to wake up and shake off his shyness. Tell him it is his night and have him remove your clothes and tell you what to do. Give him some hints about what you like. "Tell me to spread my legs for your tongue, tell me lover and I will do whatever pleases you." Be patient with him, let him know you trust him. Maybe start the night by watching a sexy movie. If you like shoot-em up thrillers, try True Romance. Patricia Arquette and Christian Slater have never been sexier.
After he gets a little courage, then you can trade and playfully negotiate who is in charge. Maybe he needs to feel like the initiator, so let him feel in charge and see where it goes. If you awaken his sexual confidence then the rest of his life will lift up. And I hope he finds that there is absolutely nothing sexier than a confident woman.
have him do a speech on how much he loves you in front of a bunch of people
Try new and unusual places..
Tease him about things that he shy~