ktspktsp....cool!!!! This is something Dave and I do and he REALLY enjoys it...I myself cant see why cause I cant stand it, but I dont have the prostate gland up in there
When we do this kind of thing I start off giving by giving him a blow job(making sure I have lube near by)....licking and sucking and biting (yes he likes that) him til he gets really good and hard, making sure to pay attention to his balls too. This usually makes him relax really well so since his dick is so wet from being in my mouth I slide my hand up and down the shaft making suring to get my first finger wet (its the only finger that I can do this with) then I take hold of him at the base and while sucking on his balls I start to slide my finger in really slow.....since ya'll have done this Im sure she can tell when you've gotten used to it enuff to slide it farther in. I make sure to have his dick IN my mouth and get him used the the in and out motion while alternating, dick all the way in my mouth finger not all the way out, but not pushed in, then I start to slide his dick out and hold the head between my lips while pushing my finger in. I'll usually do that for about 10 minutes then get the lube and drizzle it on my finger (while still sucking) and work it in.
Im already wearing the strap on so with the other hand I work on getting it lubed as well. When everything is ready I let him get in which ever position he's in the mood for...sometimes its doggie, sometimes its him on his back, sometimes he does the on top turned around backwards thing...depends on our mood, and I say our because us being who we are....sometimes hes restrained and doesnt have a choice on how I take him. (At those times its doggie and Im flogging him while fucking him).
Never shove the strap on in it has to be worked in slowly, but once you're ready you'll know it....just make sure to tell her when you can take more of it in. When we do it doggie Im stroking his dick while fucking him, which he loves cause he actually has two different kinds of orgasms...if he's on his back I'll do the same but I wont let him have the "dick" orgasm, once he's had the one from fucking I finish off the bj I was giving him.
Damn, thats longer than I meant....I hope it helps some