if it is your 4th date and you are already crying , I would say it is not a match.

i think there should be a..."spark" i guess is the only way to put it. if it feels rehearsed, long gaps in conversation, or you're not truly enjoying the person's company, then perhaps time to end the dating w/ one another. after all, dating is a two way street, and you don't owe anyone anything...except to be honest

no one person is supposed to save you from you unhappiness. you have to be happy to offer happiness. I think

I feel an awkwardness with every guy I ever meet, I feel so fucked up.

Pass.

good luck though.

maybe you shouldn't push yourself to date then

You are very young. have you dated a great deal. if not, awkwardness is normal. hell I'm 56 im awkward on dates.

Whats the best way to tell him it's not working, but I would like to stay friends with him?

I think the trick is to get out more! (Yea, I know, easy to say.)

If there is no spark, then don't push it. Be honest and let your date know where you stand. If it is fun, but no spark use the "fun to be with" thing. If this is a safe thing that gets you out of the house, then that may be hard to deal with.

Hmmm, hard one. Try ranking the following statements in the order they are important to you: (I listed them in alphabetic order.)

Being out of the house and away from the computer.
Being with him.
Where you are going.

My wife and I have been married a long time. Some times it is more important that we are just out of the house, sometimes it is more important where we go, and sometimes being anywhere with my wife is the most important part to me.

So there are no wrong answers, or rather no right or wrong order!

Sorry, you posted #9 while I was composing my first reply!

I hated getting strung along, and I hated getting the easy let down. Be honest. If you just want to be friends and hang with him, tell him. If you just want to end it, then tell him that as well. Be honest, but kind.

Unless he is a real jerk who mistreated you badly; then I'll round up some of the "dad aged ppl here" and pay him a little visit! (jk)

I'm sorry Pepper, I'm a little unclear at what you are trying to say =(

I agree with Donna and vegan to some extent. There is certainly not much that someone can do to "talk you through" this particular relationship. It is certainly in its infancy, so likely the crying is not even related to this person. Do you know why specifically you are crying?....anxiety?.....fear of rejection?....does he smell bad? (sorry- j/k)....what are your fears?....what are your expectations? There are obviously issues that you need to address regardless of this relationship. Be honest with this person and with yourself (although I am not suggesting that you share every detail of your life....but rather your feelings as they relate to him). Good luck

this may sound stupid, but the way i would tell him would be the words i would want to hear. if he likes you, he may be let down, but i'm sure it's better to know sooner than later when you're on the side of being told someone doesnt have romantic feelings for you...just speak from the heart.

Just read your last reply Friend19. If you don't wish to date, but want to remain friends, then you need to tell him. You may however, not be able to retain that friendship. Again, it is a two way street, and he may choose that he would rather not be friends, but you really owe it to yourself to be honest and tell him what you are feeling.