ok.. So my boyfriend has been trying to finger me for a while, he did it twice with virtually no pain after the first time. But the past 4 or 5 times he tried it hurt insanely and I asked him to stop before he even pushed it in. Last night he got it in with a little pain, I asked him to go faster because it started feeling good, then the pain was horrible again. But I didn't tell him because he seemed so happy that he was actually pleasuring me.. Why did it hurt? =/
how lubricated were you? If you were wet enough for him to slide in then you should be ok. He may have a rough spot on his fingers or nails. You can check this easily by looking at his hands.
If you were not lubricated enough, you can try using spit (don't actually spit there, it could be a mood killer), KY or any other lubricant that is safe for that area. The lack of moisture is going to cause friction which turns into pain quickly.
The other option is to have him rub you on the outside for a little longer getting you in the mood. A little dirty talk for what he wants to do to you and what you want to do to him will also get your juices flowing. Once you are wet enough he can slowly go inside you. Just be sure to have him pump it in, then out, then in a little deeper each time. This keeps the whole area wet and will work better for long term pleasure.
If you were not lubricated enough, you can try using spit (don't actually spit there, it could be a mood killer), KY or any other lubricant that is safe for that area. The lack of moisture is going to cause friction which turns into pain quickly.
The other option is to have him rub you on the outside for a little longer getting you in the mood. A little dirty talk for what he wants to do to you and what you want to do to him will also get your juices flowing. Once you are wet enough he can slowly go inside you. Just be sure to have him pump it in, then out, then in a little deeper each time. This keeps the whole area wet and will work better for long term pleasure.
You should also make her cum before you pull it out, so she will not hesitate to let you in the net time. Don't suck on her tits too hard, so they get sore.