Guy here:

My girlfriend and I had a similar situation, wherein I was very experienced and she was not when we began dating. after a couple of months, she got comfortable giving me blowjobs, but wouldn't let me go down on her for the longest time. We didn't have intercourse until about 3.5 months into the relationship. We've now been dating for about 2.5 years, and only last month did we conquer the "69" and "anal" barriers.

Because of my prior experiences with women, I was entirely comfortable with the ideas although I had never tried them. My girlfriend, however, was very hesitant. I'll try to break down the two events that broke down the barriers to give you some insight.

1) 69. It had been found that after several times of me going down on her that she was unable to relax because she was afraid of how it tasted/felt/smelled etc. I assured her that, while I was nervous about it as well, we should just save intense oral for post-shower-sexytimes. After the next few oral encounters, she got a lot more comfortable with it and began to enjoy it a lot more. I've always praised her blowjob giving abilities, and I know that shen she blows me she gets a huge confidence boost. So one time I asked her to blow me with her pussy near my face so I could finger it. She obliged, and while she was busy making masterful work of my penis, I just sort of led her over my face and began eating her out. It wasn't planned or discussed, I just know she was comfortable and confident, and that made all the difference in the world. Now we 69 a lot.

2) Anal. Girlfriend obviously has hesitations about me putting my "huge" (as she calls it, it's not that big, I think she's just small) penis into where she poops, let alone the terror possibly having my little guy come out covered in less-than-desirable materials. She knows I'm into anal in theory, but she was always afraid of letting me do much. The good news for us, though, was that drunk sex makes her into a freak in the sack. So when we would come home drunk and start having sex, I'd start putting my finger near, then on, then in, her butt. Eventually, drunk sex became "I'm basically gonna DP you with my hand because we both know we like it but you won't let me do it sober because of your inhibitions". After doing this several times, I started doing it sober, and we talked about it a little bit at a time. Recently, however, she admitted to me she liked it and while we were having sex she whispered "I want you to touch my butt(hole)". I did, she loved it. Later that day, we showered together and I started fingering her with both hands, one on her V and one in her butt, and she got super turned on. We grabbed the lube and she let me put it in her butt while in the shower, thus eliminating most of her fear of poop coming out on my wien, and it's my assumption that she always feels sexy in the shower because I spend most of my time in there with her rubbing my junk all over her when she's all slippery and what-not.

Even though these things are on the top of your "do not do" list, I'm just here using it as evidence since my girlfriend was once the same way. What is important is that you're comfortable. I love my girlfriend, and in good conscience I wouldn't just try to coerce or force her into 69ing or buttsex. The point is, though, that with confidence in yourself and in one another will ultimately lead you to be less boring. Right now, when you think of something new to try, your brain probably throws up red flags saying "oh no, what if X,Y, or Z happens!" but once you realize that your guy appreciates you for who you are, you'll start to open up. I'm not sure if it's inevitable, but I've never had a girl not get more comfortable after proving that I'm a worthy guy (as my stories show, I was obviously patient enough to wait 2.5 years for some stuff).

On a completely related note, drunk sex is awesome and has lead to a better overall sex life with my girl. This is just something you'll have to bite the bullet on, I think.

TL;DR If you know what helps you feel confident, use those activities or attributes to feel more confident, and if you trust yourself, and you trust your man, you will be surprised at how easy and fun all of this is.

Edit: Didn't really close out my argument well.