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Well... I have the same problem! But at the minit, I use a LITTLE dildo and when im on my own, I use on myself... to loosen my self up.
Once you have done this for a couple of weeks then maybe try fingers again and try with your boyfriend using a lot of lube and VERY VERY slow to begin with...
Its hard to begin with but SHOULD get better...
GoodLuck 
When you get the dildo you have to make sure it has a base - get a butt plug. If you use something on your bum that doesn't have a flat base you could end up in emerg. The reason being is that butts have a suction, so a regular dildo could easily get suctioned up in there. The base provides a bottom so it cant go all the way in.
As for doing it - its so uncomfortable at first and takes a lot of foreplay. I remember the first time I tried it he had to use his fingers for like 45 minutes. Just don't go right for sex - you need to get used to having the fingers in there first. When you are ready to try with his penis, lay down and get him to lay behind you and put it in - like spooning. I find this position allows your butt to relax. I think the reason you were having troubles is because you were nervous so you weren't relaxing your butt. When you are nervous your butt starts to tighten up which makes it nearly impossible to stick anything in. That's why this procedure takes so much effort and time.
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About anal
About anal
Ok, this is a bit dirty, but I have to ask!!
I have been with my boyfriend for a year, we have had sex and eveything and its a good relationship. he first mentioned anal to me as a joke when we first got together, but we started talking about it more...
seriously, and both agreed to try it at some point. this was before christmas, and then finally last month we tried, but with lube and condoms etc, but it didnt work, like go in, so we tried 1 finger and then 2 and that was fine, but 3 hurt sooo much, I actually cried. so, how the hell do people have anal... I wasnt nervous, I was relaxed and also a little drunk, so I dont get it, how do I losen up, its annoying.
Thanks, sorry a bit rude!