My wife is 58. She has amazing tits for her age and can still pull it off. When I met her in her early 20s, she rarely wore a bra, and had no problem wearing sheer tank tops when we went out.
For the last 10 years or so, we go to a local Indian casino to gamble. I start her with $60 or $80 bucks. If she loses that, I pay her to go braless. she's OK since we never see anyone we know, except on 2 occasion when we ran into a friend of ours.
One time he was playing the high stakes blackjack. She was already braless and pretty drunk when we saw him. He bought her in and she played with him and 2 of his friends. They were paying a lot more attention to her tits than they were to the cards. Amy lost, but our friend won over a thousand.
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