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Description:The fact that I had overthought and hesitated turned that woman off to the point that she lost interest in sleeping with me. If you want to seduce an older woman, take charge. Vulnerability shows a strong sense of self-worth and it creates trust- both of which are key elements in seducing an older woman. Meaningful Older women are used to older men who have mostly settled down and gotten comfortable in their way of life. As we started making out on her bed, I hesitated to take off her clothes. She was thirty-four, tall, blue-eyed, and athletic, a beautiful woman.