My girlfriend is a virgin, I am not. We are both 24 years old. She is ready to have sex, but is afraid of the pain. Every-time I am about to enter her she makes me stop because she says it hurts too much. It's a real mood killer for both of us when she wants to stop, as you can imagine. I am only able to get little bit inside her and it is very tight. She is a small/petite person, and I am average size. We have been dating for almost a year and are very comfortable with each other. We have been trying for a long time. I do not want to hurt her, and I am going very slow. I try to comfort her and make sure she is not embarrassed or nervous as much as possible. I am a patient person, I love her, and I am not trying to rush her into doing this. She knows that. Part of me wants to just keep going -- to not stop when she says stop. I know once she is over the initial part it will be fine. But I really do not want to hurt her. Any suggestions on how to make things better?
Having popped a few cherries in my lifetime, the key to success is to ensure that your gf is well lubricated before entry is attempted. I've had success by orally stimulating my partner. Once she is good and wet, use one finger to penetrate her. Then use two, then three. To attain your ultimate goal, position her on top and allow her to control entry of your cock into her pussy. You should be good to go...or come, as the case may be.
Holy fuck, you're patient. And so is she. Perhaps she's a-sexual, or close to it? Or getting lots of dick you don't know about? Find out what's really up. When you're in 10th grade, pain is an excuse. Well, for some people. It's just fucking pain, I'm not a woman but I've had various dick injuries, it's not the end of the world. If she's 24, it shouldn't EVEN hurt, that would have been a fucking decade ago. Maybe if she's REALLY down, and wants to do it, tell her you'd like to see how things go on MDMA? One way or another, sounds like you're not really exciting her, stop worrying about putting your dick in her, and start worrying about making her unable to resist your dick. *edit* you meant to say 14, instead of 24, didn't you.... If this is the case, stop fucking caring, whatever happens is cool but this shouldn't be the aim of your relationship, and you can end up totally destroying your relationship and possibly both of your lives. Chill the fuck out and go out and live a little, when you're that age there's lots of urban splunking to do, lots of dangerous things to do on various wheeled contraptions, just lots to do period. Go have a good time without your dick. You still get your shit expunged, grab a spray can, a razor, paperboard, a binder (for carrying reasons) and hit shit up with some stencels.
I Very Much Doubt It, If This Was The Case He Would Have To Hang Onto The Sides Of The Bed To Stop Himself From "Falling In".... I Will Be The First To Admit I'm No Expert On Tight Vaginas, But I Have This Feeling In My Water There Is More To The O.P's Prob Than What He's Told Us.... Cheers Glen.
Stencils are fucking amazing. Stickers, too. Freehand stuff is cool too, I love wet paint period. But stencils are much more politically useful and practical, and can be put all sorts of places you could NEVER free hand. Vandalism, period, is cool (as long as it's contructive vandalism... destroying shit's not cool, of course) I don't care if you're using rollers, glass etching, whatever.... Just make quality shit and be careful.
Can she orgasm? Enter her in the middle of her climax. It probably won't hurt too much, and she sure won't stop you when she's in the middle of the pleasure. Do make sure she is properly lubed. I like coconut oil. Then, position yourself so that you have easy access to get in when the moment arrives. Maybe even rubbing her clit with your penis to get her to orgasm. If she can't orgasm (yet) you really should be working on that, but if you are both eager for full intercourse, make sure she is lubed and as relaxed as possible. Romantic night in the tub with a glass of wine and candles? First time in the tub sounds good. I kind of agree with you, that you really may have to "push through" since she may just keep tensing up and that is not going to work. I actually think that might have been what my, now husband did to me. It was so dang long ago. It's probably going to hurt her no matter, but as you practice, it gets feeling sooooo good! Good luck!