The man who allegedly broke into Donald Trump's Mar-a-Lago resort and made an indecent proposal to marry Trump's teenage granddaughter has a disturbing history. Anthony Thomas Reyes, 23, was accused of scaling the walls on Tuesday night to try to reach Kai, as well as hoping to speak to the president to 'spread the gospel.' After he was caught by Secret Service, it emerged the incident this week was not the first time Reyes had tried to breach the estate. On New Year's Eve 2024, Reyes was also issued a warning for trespassing by Palm Beach Police after attempting to enter Mar-a-Lago uninvited. Trump was reportedly there at the time, but neither the he nor his granddaughter were at the club when Reyes allegedly tried again this week. The Florida club has seen numerous attempts at break-ins despite being one of the most heavily-guarded properties in the country, with security beefed up following the assassination attempts on Trump's life last year. Reyes is now facing trespassing charges and was booked on a bond of $50,000 at the Palm Beach County Jail, where he pleaded not guilty. The president was in Washington D.C. at the time and his granddaughter, 18-year-old Kai Trump, was vacationing in the Bahamas. When he was arrested, Reyes told officers he climbed over the towering wall which surrounds Mar-a-Lago in search of Kai, who turned 18 just last month. The teenage golfer was a familiar face on Trump's campaign trail and has amassed adoring fans, sharing behind-the-scenes glimpses of her bond with her grandpa on social media. She attends school in North Palm Beach and is the daughter of Trump's eldest son, Donald Trump Jr. Reyes said he was also looking for Trump because he wanted to talk about 'the gospel.' Reyes is being held at Palm Beach County Jail on a $50,000 bond. He has pleaded not guilty. While Kai has toned down her social media presence since Trump's return to the White House, she did share a video to YouTube just three days ago highlighting a vacation to the Bahamas with her best friend and family. She promoted her YouTube video via Instagram on Tuesday, breaking a 10-day social media silence. In the video, Kai shared her workout routine, a trip to the hair salon and sweet moments with her best friend on their trip. They dined with her mom, Vanessa Trump, and sipped on virgin strawberry daiquiris by the pool as she soaked up the summer sun. In true Kai fashion the keen golfer, who has committed to the University of Miami in the fall, took some time out of her relaxing vacation to check out the golf course. 'I'm gonna hit some balls because why not,' she said in the vlog. 'Worked on my swing a little. It's beautiful. I'm not sure if you guys have ever been to Albany before... I love it.' Her grandfather - who owns 18 courses across the globe, including 11 in the US - also has a passion for golf and frequently enjoys a round at one of his clubs in Florida. Trump recently featured in one of Kai's vlogs to discuss her future prospects of turning pro. 'I just wanna say that I play a lot of golf with Kai and she's a fantastic golfer,' Trump said on camera. 'She's a scratch player, which is amazing. I think some day in the not-too-distant future she's gonna be much better than scratch.' However, the president stressed that there would only be one winner if they battled it out on the course. 'She's doing really well and she wins a lot of matches,' he added. 'And some day she'll be able to beat her grandfather, but I'm not sure when that'll be... it might be a long time!' Trump could then be seen laughing as his granddaughter jokingly challenged him to a one-on-one showdown. Kai's posts are often inundated with messages of support for her grandfather, as viewers beg her to 'pass on messages' to the president and express their adoration.