I've only encountered this issue once before. And it was after our 2nd BCD! It came out (no pun intended) after a fairly athletic session that included role playing ("I want to be your best slut ever, Daddy!"), spanking until her ass turned past red to purple, and her absolute insistence that she leave no protein unconsumed. After a brief rest I was about to put her on all fours when she told me she'd rather I use a large glass dildo because she is a size queen and really wanted to feel it.
At first, I thought "Well, I'm happy she's comfortable communicating with me." But perhaps due to the post-orgasm induced lack of oxygenated blood in my brain, it took me another 3 full minutes to realize that her "sharing" was really, well not quite complaining, but definitely judging me as too small for her. Now that's a first for me - not because I'm anything bigger than normal (whatever normal is) but because no partner had ever actually told me that before. It didn't really bother me as I've been aware of my dick size for as long as I've been jerking off. But it did connect the dots for me on the stories she told me about her very active sex life: sugar dating rich couples, pulling trains at parties, picking up customers from work (retail store), etc. She was on an endless quest for big dicks.
Now I should have gracefully ended the arrangement after that. But, no, I didn't. After all, dick size aside, the sex was great for me, the allowance was reasonable, and she was cool to hang out with. So I was not prepared when two weeks later she asked me for help with her broken car. She had me pick her up from some side street and take her home. Then two days later later she asked me to advance her $700 to cover the repair and she'd come by for two "free" sessions. Yep... you are correct, Sir. I paid and she ghosted me.
I take little solace in the knowledge that at least my wallet had plenty of girth for her needs.
Life is good
The Cat 
After I told her I am above average in thickness, she agreed to meet me to check it out.
But then I told her I work from home and live with my GF so I can't go out often, she freaked out. She said she will never go out with a married guy or a guy who's in a serious relationship. I was like WTF? I told her this site is for sugar dating and guys here are not looking for any serious relationship or they will be on a regular dating site. No big loss, she lives in Baltimore so it's at least an hour from me and she doesn't have a car. It's too far a drive for me. Plenty of SB's in the DC area.