Since before I had even had sex I'd always wanted to try anal (giving it to a girl). I don't know why, but I considered it, like, the holy (no pun intended 8)) grail of sex acts, and as I advanced in experience I came to have my suspicions confirmed that most girls were not all too excited to venture down this path. Eventually, I was able to try this one out w/ one of my serious girlfriends. Unfortunately, I can't recommend the (impromptu/unplanned) method I used in obtaining it. After a serious argument we engaged in our usual bout of angry/make-up sex, and after giving her amazing oral sex, and after a session of glorious vaginal sex, she was sufficiently lubricated to where I was able to slide it in after a bit of effort. She did make a comment as I was endeavoring to enter, but it wasn't objectionable, so I proceeded w/ assertive caution. As a sad concluding score to this anecdote, I have to confess while I enjoyed the anal sex (as I've yet to engage in a sex act I don't enjoy), it was underwhelming
vis-a-vis all the anticipation, and I've yet to have any anal which trumps vaginal.
Although these circumstances will not mirror your own, and the things you want to try differ, there are some things to take away. First and foremost, we'd discussed it casually a few times in advance (over some drinks), and I knew she wasn't repulsed or even indifferent to an attempt. Secondly, before the attempt, where I maintain I hadn't even planned to initiate anal, I made sure to have thoroughly satiated her sexually. Generally, I find w/ most girls they are more open-minded and willing after a good session of oral sex.
The last thing I will say is it is probably not a good idea to emphasize you've been going out for two and a half years and you would like to 'spice' things up. At least do not word the proposition in a way which indicates you are bored/unsatisfied w/ the current sexual regimen. The way I like to introduce new things is in a loving way, such as highlighting my affections/love for my partner, while concurrently explaining how fond I am of sharing the act w/ someone I feel very special about: it's a meaningful act for me, and you are a meaningful - indeed the
most meaningful - person to me. If it comes from a loving place, you are comfortable w/ each other, and you trust each other, even if she doesn't have a particular fondness for or compulsion to try these new things, she likely will anyway, and probably in the worst-case scenario, repeat them from time-to-time.
Also, don't feel embarrassed or ashamed for liking certain things (just in case you might). It's part of being a human being and individual. If everyone acknowledged and respected that then this planet would be such a better place to live. Good luck, have fun, and go get 'er
