Difficulty having SEX with friend?

Smooth Boss

New member
It just doesn't go in, if it does, it only goes in half way. No matter how hard I push it just doesn't go in. It is extremely annoying and frustrating to the point that after a bit, I get turned off and stop trying. I don't know whats going on. She seems relaxed and I finger her pretty good beforehand (pun intended) but nothing works. What could be the problem? Could I be doing something wrong here? Any suggestions ?
Yes its kind of big and shes kind of small.
 
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