Makeing things easy as possible

[SandmanPSU]

I am an 18/m and I have had sex a few times with a few different girls....only one has been a virgin though...and when her and I had sex which was only 4 or 5 times during our relationship she was in alot of pain the entire time...I am asking for some tips on how to have sex with a virgin, that will make it hurt the least amount for her, and have her enjoy it the most amount. What should I do, please help with some tips.

 

[cymbidia]

1. You gotta insure she's wildly aroused before you attempt penetration. That means she will have produced lots of natural lube. If she's dry, it's going to hurt her. If she's just sorta wet, it's going to hurt her. If she's scared, she'll dry up. Don't scare her with growling, primitive animal lust. Remember that she's new at this.
2. Begin with your finger, just the tip, touching over her clit and stroking her vaginal opening. Insert it slowly, just the tip to begin with. Keep kissing her, keep arousing her during this. Push your finger in a little bit at a time, giving her body time to get used to having something of yours in there. After one is accepted and she's still hot and wild, insert another (sorta depends on the girth of your penis; if you're really thick, use a second finger).
3. Go very slowly when you actually begin to penetrate her in order to give her body time to adjust to yours. Your fingers don't feel like your penis. The feel of your body on hers when you're attempting penetration with your penis is something she'll have *no* experience with and it feels different than anything she'll ever have felt before. Recognize the apprehension and fear that might overtake her in that last moment, please, when you're actually on top of her trying to slide your cock into her pussy, and take some steps to reassure her at that moment.

It's a scary thing for many of us, that first time. All of it. The whole ting is scary, sometimes.
Scary things make us dry.
Dry fucking hurts like hell.
Remember to keep her very aroused during all this and to reassure her fears, or it'll all be over.

 

[DarlingBri]

Sometimes...

...it's a grit your teeth a cope sort of thing for a woman. There are women who do really, really want to do it, and do really, really fancy you, but the fear factor will keep them tense and possibly not as wet as would be desired until the whole thing is over. In that case, use a lubricant, like KY and/or a lubricated condom.

If it was painful after the 4th or 5th time (I don't remember that being the case, personally; anyone else?) you really do need to be using a lubricant and taking your time.

 

[Guest 1977]

The ladies have already given thee priceless information and my own offering pales in comparison. But hast thou thought of letting the lady you're with go on top??

If that hast been able to help her produce her sweet nectar and she's moist enough to accommodate two of thy fingers without harm or tension, then let her mount thee. This will allow her to select the depth she feels most comfortable with. As the act of sharing thyselves with one and other becomes more intense, she should become more comfortable with taking more of thee inside of her, until the gates to heaven swallow up the stem of thy flower.

From there Mother Nature should be thy guide.