It hurts. Especially if your partner is a good size, I suggest you do it with some one you care about since most people don't wait to marriage. If he cares about you, he will respect you, and respect how your feeling during the whole process, and therefore ease his way inside of you, instead of just looking out for himself. Lose it to some one not only you love but loves you back, because the situation can be awkward and painful.
My first time hurt so bad. The guy I was with was huge and I think he liked the idea of causing me pain. I told him to go slow and he did at first, but after a while he just started pounding as hard as he could. He kept saying that he was almost there, but it just kept going. It felt like his penis was ripping me apart, and I think that's what he wanted. Ugh.
On the plus side, that was a long time ago and I've had much better sex with much better guys since then. And that first, awful time was just a step that led me in this direction. At least that's what I like to think.
Also something you could do is to slowly kiss him passionately. Kiss his neck, kiss and lick the front of his ears and gently blow in em like breathing on them, touch him all over his body and while you are in the act tell him if it hurts or go slow, it's always good to COMMUNICATE!
If it's your first time, I personally liked that he went slow because it hurt some. As you an him engage in more sexual activity the pain goes away =) once you get it done with there is no stopping you lol. Make sure you're safe too!
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