Is he going slow or rushing? You need to have a lot of foreplay, a lot of fooling around and kissing and touching before trying it. And even then, you have to go slow, ease in, let your body adjust to it. The more often you do it, the easier it gets, but you have to let your body adjust – he can’t just ram into you before you’re ready especially when your body is very new to this.
Are you sure you’re wet enough? Try using a water based lube and see if that makes a difference. Also, if you’re worried or nervous about the penetration – that works against you. It’ll make you tighter and dry. Try to relax, lie down comfortably, kiss and touch and have him rub circles around your clit for a little until you’re soaking wet and then he can slowly push a finger in and test it out. He shouldn’t be jamming them in and immediately trying to fuck you.
There was a post on tumblr I saw recently that said girls enjoy fingering when “you know the difference between summoning a genie and stuffing a chicken”. So accurate.
Your body needs to relax in order to open up more to the intrusion. Have you tried oral sex? Having him go down on you? That’s one of the best things to make penetration more pleasurable for you – if he can get you to orgasm BEFORE penetration, the contractions from your orgasm will naturally open your channel and you’ll be well aroused and ready for him. Even if you don’t orgasm through oral, the oral still helps a lot because that pleasure will help your body relax, open, lubricate itself with your arousal, and make you ready for penetration. Send him down there and let it happen! Oral is gold.
If none of this works then I would say it’s time to see a doctor because it’s possible there may be some health issue going on or an obstruction that’s causing you pain. (If you can use a tampon without pain, then there’s no obstruction.)
The point is, sex should not hurt. So keep asking why and don’t ever just accept things the way they are. You will figure it out and you will experience pleasure, just keep looking for different answers/ways because sex does not and should not hurt (unless you want it to, but that’s a whole ‘nother thing).
