Why does sex always hurt?!
Question: Why does sex always hurt?
You do not get more 'loose' from having sex more often. What happens is you become more relaxed, so the muscle naturally relaxes and loosens.
The best thing you can do before sex is plenty of foreplay, kissing-even a vibrator helps to get you more relaxed and turned on (naturally very wet).
Another problem is you may have developed vaginismus, or spasms of vaginal muscles because you are now afraid that sex will hurt.
There is also a recent invention called the "Come Close" which is basically like a cushioned ring at the base of the penis that can help reduce the length of the penis entering the vagina (so it'd be like having sex with, say, a 6 inch man instead of a 9 inch man, and should be just as enjoyable for him because most of his nerves are in the tip and foreskin anyways.
What's "the larger side"? You could just be naturally smaller.
Are you guys doing foreplay? Try getting more aroused so you become wetter and loosen up. If he just puts it in you right away while you aren't fully aroused it will hurt.
Do everything you can to open up your vaginal canal while having intercourse. Try positions that allow you to spread your legs, and maybe take the top so you can control the depth of penetration.
You could have a tilted cervix. Have you tried other positions? Sometimes other positions are more comfortable.
If size is the problem than the cure is repetition repetition repetition. Need to stretch it out.
PREPARE YOUR MIND FOR SEX. PREPARE YOUR VAGINAL WALL MUSCLES FOR SEX(KEGAL EXERCISE) YOU GET GOOD SEX GOOD ORGASM.