1) Maybe, if you break her hymen if she has one... or i guess if you're really really bad at it. Just go slow, make sure she's plenty excited and make sure your fingers and nice and slippery by either licking them yourself or using her own wetness.

2) You mean for you? It's going to be really smooth and moist... and slippery. Stick out your tongue and rub the bottom side of it, that's the closest thing i can thing of that'll feel like the inside of a vagina... short of sticking your finger up your butt that is.

Cptnpants. I would hate to know how you know that the inside of your anus feels like a vagina...

Suraj, this article may help you and your girlfriend ease your pain worries...It has advice from people who did and didnt experience their first time fingering.

http://www.sexinfo101.com/forum/pleasing_her/24171-the_hymen.html

[QUOTE=surajk;208690]Well,ive been with my gf for 3 months and few dats now and she agreed to me fingering her,but she has some concerns. And i knew this was the right place to ask questions. Well i have like a few questions, can you answers them for me please.

1)Does fingering hurt the girl in anyway if its her first time?
2)How does it feel?

Thank You,
SurajK [/QUOTE]

1) It may or may not. A lot depends upon the state of her hymen, whether it is intact, partially or completely eroded away, how large an opening exists between it and the vaginal wall, how sensitive it is, how deftly you are when attempting penetration, whether she is fully aroused before--or not, and on and on.

2a) For her? Generally the only feeling is what she experiences from the nerves around and just inside the entrance. She can also derive a sense of fullness that is often emotionally satisfying.

If he rubs the G-spot and/or the Fornix areas this can be quite stimulating, although not necessarily during the early stage of a woman's sexual awareness.

2b) For him? In addition to the sensations previously mentioned, he can feel the neck and mouth of the cervix, the ridges of the G-spot, the amount of wetness, the ripples and texture of the barrel's membrane. In addition, he can feel the vagina expand as she becomes more highly aroused, and any contractions that follow an orgasm. There is much more to enjoy than just the texture.

I agree that his finger should be lubricated. Her mucus may be enough although in many cases you can only get enough on it by dipping inside. Since this is the first time, I really recommend having a bottle of lube handy and ready to use. (Do not be stingy with it. Apply plenty all along your finger and rub the solution so it covers the entire finger including the tip.)

If your girlfriend does indicate that what you are doing is hurting, and your intent is not to rupture the hymen (yet) assuming it is still intact, then you may have to stop and reposition your fingertip. Ask her to place your finger or guide you verbally or by hand to the actual space between the hymen and vaginal wall. Use pressure, never poke, push, shove, or jab in an attempt to gain entrance.

If this fails you may have to stop and let her do some stretching exercises.