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The Georgia player, heavily favored by the gallery, dashed to a 2-up lead. Gregory, meanwhile, enjoyed her own fans. With Frank Stranahan, an Ohio professional, cheering her from the sidelines she began to rally. She squared the match on the 17th. On the home hole, she hit a clutch shot, firing a three-iron over a pond to the putting surface. When Jordan hit her ball into a bunker and bogeyed, Gregory had two putts to win the match.
"I stroked my putt, turned my head away and heard the ball fall into the cup," she remembered. "All of the people began to applaud for me. When I made that deuce to win, my caddie turned a somersault. The club fired him for that. When I asked for my caddie the next day, the caddie master told me he had been fired."
Gregory lost her third-round match, 6 and 4.
"After I lost, the club president invited me into his office," Gregory recalled. "He told me that I had exhibited myself as one of the most beautiful ladies to ever walk that golf course, and that I was welcome to play there anytime I was in that area.
"I thought, He's got to be crazy! I would never come back there to play after all of the things they put me through."
There would be other incidents. When she played in the 1960 Women's Amateur, in Tulsa in August, the manager of a white hotel would not honor her reservation and sent her to a shabby black hotel with no air-conditioning. Ann and Percy sat on the hotel steps eating ice cream until she was tired and cool enough to sleep.
At home in Gary, Gregory played at Gleason Park, a public course. Only whites were allowed to play the 18-hole layout at Gleason Park, while blacks had to make do with a nine-hole course. One day in the early 1960s, Gregory slapped her money on the counter and announced that she had outgrown the short layout.
"My tax dollars are taking care of the big course, and there's no way you can bar me from it," she said.
She teed off and played without interference. Soon Gary's black golfers began to make tee times on the longer course.
In 1971 Gregory nearly won the U.S. Senior Women's Amateur, at Sea Island (Ga.) Golf Club. In the final round of stroke play, only one woman stood between her and a national championship, her old rival and friend Carolyn Cudone. Cudone parred the last hole to beat Gregory by a single stroke.