Why the F*CK cant I F*CK?...someone please help me

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Hi. I am 20 yrs old, and my bf is 21. We are both virgins, and after 3 years of being together, we have decided to make love. We are very open with eachother, and we can talk about anything. We tried to have sex on new years eve, but it was a disaster. There was plenty of fore-play (kissing, hugging, rubbing, etc for what seemed like hours of pleasure) my chest was heaving, his "manhood" was throbbing, and we just had to have eachother right then and there. So he popped on a condom, and thats when disaster struck. He tried and tried, and was being really gentle, but he just couldn't get it in. I was well lubricated, but it was like he was hitting a brick wall. We have tried practically every day since then, but to no avail. He has made me orgasm by performing oral sex on me, and afterwards there's about a 90 second window that hes able to slide his finger in me- other than that, it hurts when he tries to finger me. On top of all my natural juices we've tried using ky jelly too. Whenever we are in the moment, we want eachother so bad, but when he's on top trying to penetrate, and I say "ouch, ouch, ouch" or whince in pain, he gets so scared and damn loses his erection all together. He is so concerned and tries so hard not to hurt me and whenever I squirm or make a painful face he tries to console me- and I really love him for it.....but damn I'm ready to get some. I'm so frustrated, and any advice would be greatly appreciated.

That can be normal on the first try and many tries afterwards. It happened with me. Just stay relaxed and keep trying...it will happen. Don't get negative or frustrated.

You/he should work with the fingers more. If he can get 2 fingers in, he should be able to penetrate.

Wow, such fast responses, thanks! I guess we will keep trying with the fingers, and try not to get too frustrated...wish me luck

Amanda is correct, in everything she said. May I suggest a woman superior position? Then you can control penetration and pleasure.

OMG...well we tried again today and no luck again. We tried doggy, missionary, me on top, to the side, me hanging upside down over the edge of the bed, me sitting on my dresser and him standing in front of me, and nothing worked. Now that I think about it, it was pretty funny. We came the closest when we were in doggy position, and I was controlling penetration(or lack there of) lol by "backing" up onto him.Now I have another question for you people, if you dont mind. He was able to get 3/4 of a finger inside me which I consider good because he's 6'6" with long fingers(among other things lol). But anyhoo, when he was fingering me, there was no real sensation. It didn't hurt, but it wasn't pleasurable at the same time. Is this normal? Do most women feel pleasure from one finger, or is there more pleasure if he tries more fingers?

I think you two are just trying too hard. He needs to find your G-spot and use a "come here" stroke with his finger. Also, this a winner, lay on the side of the bed with your belly down and legs stradled on the floor. Place a pillow under your pelvis. Have your bf enter you from behind and pile-drive that g-spot!

3/4 of a finger????? Honey, the length has nothing to do with it. It's the width. If he can't even get his whole finger in, his penis is not going to fit either. When he is able to get 2 fingers in, his penis will fit easily.

my first time, we tried a pillow to elevate me. try that...it helped relax me too. get on a pillow...like sit on it...then lay back...your elevated...and it might be a lil easier for him to penatrate

Have you had any luck yet on penetration? If not, your hymen sounds like it's what stopping it. 3/4 of a finger only sounds like he is hitting your "wall" as you call it. If he can't break through with his fingers, a doctor can do this for you. There are some women that need a doctors help to open you up. Also try breaking through yourself when you are alone with your fingers. There is a way in.

could be a good thing if anyone ever tried to rape you

i don't find that funny

yeah i agreee...uncalled for

this wall you guys talk about, that is the "cherry" rite?

You mean hymen, yes, but it should be easier to break then described.

The reason you can't has nothing to do with you, he just doesn't know what his doing. Get on your knees and elbows, with your knees spread wide, while he's kneeling behind you. Make sure that thing is pointing up at him so he can see it, he should have no problem then.

have you actually tried grabbing it with your HAND and putting it in yourself? or are you just assuming it will go in all by itself?