Similar words: to the point, in point of, point of view, get into the habit of, point out, into the bargain, point, in toto.
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1. He was anxious to the point of neurosis.
2. She is unusual to the point of eccentricity.
3. His face was hollowed out to the point of emaciation.
4. The hot sun enervated her to the point of collapse.
5. He was abrupt to the point of rudeness.
6. He was modest to the point of self-effacement.
7. They are nationalist to the point of xenophobia.
8. His manner was abrupt to the point of rudeness.
9. We worked all night to the point of collapse.
10. She was critical to the point of rudeness.
11. He was rude to the point of being aggressive.
11. Sentencedict.com try its best to collect and make good sentences.
12. He was evasive, to the point of secretiveness.
13. Its dramatic nuances were often generalised to the point of opacity.
14. He has an enthusiasm for art, to the point of obsession in my opinion.
15. She was very thin, almost to the point of emaciation.
16. The car had rusted almost to the point of uselessness.
17. The story is convoluted and opaque, often to the point of total obscurity.
18. Some children are bullied to the point of suicide .
19. She is very reclusive, to the point of shutting me out of her life.
20. Ticket holders should return to the point of purchase for a refund.
21. They were angry to the point of erupting into riot.
22. Several times I almost brought myself to the point of speaking to him(sentencedict.com),then my courage failed me.
23. He was tired to the point of crying.
24. Live to the point of tears. Albert Camus 
25. They were both unconventional to the point of eccentricity.
26. Fiona's such a prattler - I wish she'd get to the point of what she wants to say.
27. He is a mild man, who is reasonable almost to the point of blandness.
28. Please stay with me a moment longer I'm getting to the point of the story.
29. The driver of that taxi-cab seemed to me familiar to the point of impertinence.
30. Coarse and shy and cynical and vain and rude and insecure to the point of self-hatred.
More similar words: to the point, in point of, point of view, get into the habit of, point out, into the bargain, point, in toto, points, in total, point to, appoint, pinpoint, significant other, viewpoint, appointed, standpoint, pointless, go into, focal point, checkpoint, disappoint, point-blank, appointment, pointillism, counterpoint, selling point, disappointed, a case in point, by dint of.