Hey, (and hello to the forum - was just lurking but though I better reply to this one as it's so timely),
Just wanted to give my encouragement to the OP and others like 'funandfrolics' who, to put it simply, would like their other halves to give them a good shafting....!
I'm a mid 20s straight male who's been into solo anal play for a few years - had a few toys which I got out on occasions and had a good play with, but never thought that it was something that might continue if I was in a relationship.... I was wrong!
Have been in a very happy relationship for going on 8 months now and, at some point a few months back she noticed that during sex she could feel around 'back there' to get some interesting new expressions on my face. One thing led to another, and I eventually built up the courage to spill the beans about my toys, and soon enough she was using them on me, and boy was it fun! She was entirely new to the whole world of toys, fetish, et al, but believe me she's a fast (and enthusiastic!) learner... so anyway, I mentioned strap-ons, she seemed plenty keen, so last week I ordered this: http://www.lovehoney.co.uk/product.cfm?p=8569 ...I'll save my detailed impressions of the product for a review, but sufficed to say, at the weekend we got it out, she put it on , and I got pegged good & proper. And was it good? Fuck yea!
And so my advice: only you can judge how your GF will react to this kinda thing, but it has to be worth a try! Take it slowly, maybe get her a toy if she's never had one, and when she wants another (she will!) show her Lovehoney and maybe "accidently" browse to strapons and ask her if she fancies a roll reversal - keep it jokey and you can always abort if she ain't going for it, but if she's got a glint in her eye you could be in!
And practical wise, if you're new to anal play and just like the idea, for god's sake don't just jump onto a strapon (so to speak), get yourself a little dildo or buttplug and have a go first. It can take a bit of practice to get used to having something up there, and you don't want a nasty shock when you try first time with the GF. And use lube! Lots of it! And clean up there, otherwise things can get messy - I have an anal douche which I like to use, but even that isn't perfect (used mine at the weekend but there was still a bit of mess - luckily the GF is awesomely understanding, and has a good washing machine!)... I'm keen to get a better solution soon (suggestions welcome!)
Wow - crazy long first post - sorry about that... hope you guys have your strapon dreams fulfiled soon - it's worth the wait!
SWW
p.s. Wanna try one of those feeldoes! Let us know how it goes Lancs Dave!