How do you initiate sex with a shy boyfriend especially if you are shy yourself?

[starforsure]

I have been dating my boyfriend for a while now. We are in university. We hug and kiss. I give him hand jobs and oral. We've done everything but sex I know he wants to have sex, and I really want to have sex with him too. He doesn't pressure me. He's actually a pretty shy guy, and I am quite shy myself. I don't think he will try, so how can I go about initiating sex? Again, I am super shy so if anyone has some tips I'd be very grateful! Suppose we are making out properly on the bed, what do I do to make him understand I'm ready for the next level. He's too much of a gentleman really lol

[jenjen2010]

wow first of all I think youve found yourself a gem shy or not most men will try its good he's got respect for whether he thinks your ready or not. I agree with vendrix and anon you gotta take charge a little bit, maybe text him a little while before you see him about what you want (dont know how dirty you are in texts usually) tell him how you can't wait to see him so he can (add what your favorite thing is that he does to you) then mention how you'd love to feel him inside you, this way he has a little time to know what to expect next time you get it on and you can avoid any arkwardness!

[starforsure]

:) thnaks

[Vendrix]

Have a condom with you, get both of you naked, give him oral and when he's enjoying it and hard, pull out the condom and put it on him. He'll be surprised momentarily and this is when you give him a big kiss and smile innocently.

Next is to straddle him and enjoy. Since both of you are shy, you're going to need to take charge. Once your going, instinct should take over and wonderful entertainment will ensue.

Bring 3 condoms just in case. (1 for if you put it on wrong the first time, another if you're up for doing it again)

Enjoy

[starforsure]

Right right :) Should try this

[Anonymous]

"Conversation and communication are essential"...NAH!

Surprise him.. Assuming you are both naked and doing "everything but"...

Give him oral until The Moment is on the horizon.

Stop and mount up into Cowgirl. Let his p3nis lay flat on his tummy and lip-ride him (gotta be clean shaven or long-trim and sloppy wet).

As you are doing this, just say to him:

"Want to go inside?"

I'd bet he says yes as his hear pounds.

If he does, lift up and guide him straight in.

[starforsure]

A Sounds good :)

[tzdc21]

How about you just tell him you want it?

[Anonymous]

let him sniff your feet :)