Sex advise, is there a better way to do it?

So I have a girlfriend in a long distance relationship, we get along well and we meet every few months. The thing is, when we meet again and have sex, it takes her a couple of days to get used to... Well... My size.
I always try to go gentle and do lots of foreplay make sure she's excited and wet, apply more lube, and check with her if it's going alright, but it still hurts her and I feel bad for her.
After a couple days like that she gets used to the size and it doesn't hurt her anymore, but as we are a long distance couple, we're not always together, so every time we meet it's the same story.
Is there a way to make it easier on her? A particular angle, position, trick... Anything?

P. S. We usually do it from the back, she lies of the bed face down and I clone in from behind her.
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Most Helpful Girls

  • My boyfriend are together for months at a time and then apart for months at a time. The same thing happens to be me when we start having sex again after being apart for the long. I think it’s normal. I don’t think there’s anything wrong with the position you’re doing it in. From the back can cause deeper penetration, but I’m pretty sure she just hurts because she’s tense because she hasn’t had sex in a while.

  • I have the exact same thing with my boyfriend, it sucks. You definitely go deeper from behind though, I think personally, sideways is the most easy on me length wise. If she wants to get a dildo and use it regularly to try to prevent it, she could try that. But that's completely up to her.

Most Helpful Guy

  • She wants you to hurt her that way. Just give her what she wants.

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What Girls & Guys Said

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  • You always do it from the back? That position tends to be deeper so maybe you should try missionary for once

    • We tried it, but she said it was bad too. We usually do it from the back because it's her favorite one.

    • Try her on top. It’s the best for losing virginity if she’s extra tight

    • At least start with her on top. It lets her control it

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