Kyle Jones, a 31-year-old from Pittsburgh, prefers relationships with much older women, not the typical youthful pin-ups. His current relationship with 91-year-old Marjorie McCool, whom he met at a bookstore in 2009, showcases this unique preference. Despite the significant age gap, the couple shares a fulfilling physical connection. Marjorie expresses, “The physical side of our relationship is wonderful. I amaze myself, he amazes me,” and maintains a playful approach to intimacy, commenting, “I wear sexy outfits to bed. I try to keep my bra on though because I don’t have much left.”

Kyle, who is also in a relationship with 68-year-old Anna Roland, appreciates the natural beauty of older women, saying, “Women worry about their boobs sagging but I think the natural hang looks great.” Despite initial doubts about his intentions due to the age difference, Anna finds Kyle’s attention flattering and remarks, “He’s very attentive. He just makes you feel good.”

Kyle’s mother, Ceceila, who is the same age as his first girlfriend, supports her son’s unconventional dating life, stating, “As long as he’s not hurting anybody I don’t think it’s anyone else’s business.”