>>649234245>>649235164>>649235774OK I'll stop being a cock:
Loads of lube (a bit of saliva won't be good enough)
Use 1 finger until its sliding in and out without any discomfort then up it to 2 fingers and then a toy (if you have one)
Apply more lube and ease yourself in, probably half in and slowly thrust in and out (no more than half in) until she's used to it.
Finally give her full lenght thrusts slowly gradually increasing the force and speed until your where you want to be.
...oh and film it and put webm on /b/