We want to try anal, but it hurts, a lot! Help

Ive had anal from other men, but that was years ago and they were much smaller then my current boyfriend. Now he wants to do it and I want to do it for him but he's so big and it hurts. I can take the tip but it feels like he's tearing me in half. I've tried it drunk to relax, I've done it sober... Show More

Most Helpful Guy

  • lube up and take it SLOOOW. when it starts to hurt, hold it there until it doesn't, then slowly proceed.

    You can also try adding a drop of liquid oral jel to your bum to numb it a little, but I'm not sure how well that works since it's just what I've heard and never had to try... being 4 inches has it's upsie :)