Making him feel more comfortable?
927449
have you told your parents how worried he is. that might help,so they know to go easy on him and to be nice not to crack no jokes like fathers tend to do.
963672
You could try, "fighting fire, with fire", by doing the same things to him in a very annoying way to let him see what it's like. What you're doing is NOT working, so give it a try. What do you have to lose? Every time he comes around, grab at his crotch...not in a sexy way, but in an aggressive way. He'll get the message!
966528
let him feel comfortable with you at first, then one day...
493794
Just be there for him. The most important thing is for him to be comforted afterwards. There is nothing psychologically wrong with, it's perfectly normal and more common than most people realize. Eventually he will grow out of it or learn to be more secure and deal with it himself.
443788
get him some coucilling, it should help
664361
Work out, get a tan, new hair style, killer hot new outfits, manicure, pedicure,and if you need to, drop a few pounds.  Hold your head up high, let the positive energy and self confidence flow.  When he comes groveling back, (and he will!) Look squarely and sultry into his eyes and politely say "No, dear I have moved on to a better place"
417061
I agree with gailforce wind.  There are some men out there that may feel uncomfortable with a woman trying to teach them new things especially if they know that she is more experienced.  So when you do have sex with him in the moment try to work it in by saying something like do it to me this way or can we try this and see how it feels like.  But in a passionate way in which he feels in charge and comfortable. You will see that he will be willing and up to most things then. I am a male and I speak as one man's opinion.
531354
You can start out by breast feading him still and then finishing the session with a bottle.  It's going to take a few tries for him to get used to but eventually he will take to it and he will even prefer the bottle after awhile.  Good luck.
1026348
take some initiative and call him,let him know you had a fun night and you enjoyed the conversation and all that. He probably didn't know what do to either and didn't want to be too forward or overstep any boundaries.So if you call him I think that would make him more comfortable and it would be easier for him to "make a move" the next time you go out.(hopefully there's a next time) Good Luck!!
185789
love him more ,do what he likes as long as it doesnt bother you ,let him think that you cant do any thing without him ,(but of cource you can ) these tiny things moves there head dear \ndo it and see
1122297
Sit him down and develop a clear line of communication with him. You have to tell him how you feel and establish boundaries for what you are willing to do. You might want to give in to some of the simpler ideas, but he needs to understand that you don't want to be a human sex pretzel. Clear communication is what you need. If he can't understand have him take a good long look at your cast again. He needs to accept your feelings the same as you need to accept his, after that you compromise. That doesn't mean you give in, that means you look for an area in between that will work for both of you and go with that. Sex should NEVER result in broken bones!
644018
You can take him to some of your friends who have kids of his age.Let him play there with toys and you also join them along wih ur friends.He will feel secured and friendly
478654
Make him feel comfortable, because if he isn't, he won't admit anything.  Tell him it's okay to share his feelings, and that you're there for him.  Be sure to tell him that you just want to help, and you're not asking to poke fun at him.
496908
Ask him or casually bring it up ina conversation. If you feel uncomfortable with the situation you're in(Like the laid down rules), then let him know. If he loves you, then there shouldn't be a problem. Good luck.
758752
hmm.. \nprobably just try to tok to him more.. get more comfortable around him.\nif he senses that you feel uncomfortable around him he might think you don't like him or don't want him around and avoid you or sumthing..\njust try your best to get more comfortable around him
4038
try to have him with his shoulders on the bed and with his feet on the floor and holding his hips up in the air. then you can face him or away from him. then you have more control and you can stand up a little and have more movement. this can give you more control on the depth and speed and placement inside you.
693613
Don't let him feel too tied to you or he might want to break free. Give him some space especially if it is for his own good. Try to overcome your insecurities by giving more trust and patience. Keep yourself busy.