Why can't you get it in? Not sure....are you able to palm a basketball? If so, that just might be your culprit. I've read some really sound tips for fitting that last bit of hand in, and I'd agree that it's going to be a combination of the amount of lube used and your ability to collapse your fingers and thumb inward as you're sliding your hand in (at last).
Viking1064 pointed out that you and your gf will most likely feel much closer after. If you can't get your hand out, then this will be doubly true!
Yes, I'm deliberately injecting some levity into this, and am doing so for two reasons: It's a goal (and getting there is half the fun!), and it's not a crisis situation (as it would be if you couldn't get your hand out.....).
Good luck to the both of you! I'm all for having some novel fun in a relationship, so you've got my support!
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