Tiffany Wisconsin, 36, also known as “Wisconsin Tiff,” started her journey on OnlyFans during the Covid pandemic. But it wasn’t until she began making content with older men that her popularity grew.
After a longtime partner became unavailable, Tiffany decided to find new senior gentlemen. She has now planned a tour of nursing homes across the Midwest.
“I want to visit places like Chicago and Milwaukee,” she said, though she hasn’t confirmed the exact dates yet.
She believes the Veterans Health Administration (VA) is a great place to meet older men. “A lot of them visit the VA for their health checkups, so it makes it easier,” she explained.
Tiffany prefers older men because they are more thoughtful and attentive.
“They take their time, and they actually enjoy the moments we share together,” she said.
She also feels that men her age aren’t as patient. “Younger guys just rush things. But with older men, I can actually sit and have a conversation.”
Tiffany was married for 17 years but eventually left her husband. She said she didn’t feel valued in the relationship. “I was tired of feeling unappreciated,” she shared.
Now, she enjoys working with senior men, and many of them don’t even need enhancement pills. “Jack Moore, who is well known in the industry, stays healthy and doesn’t use them,” she said.
Tiffany expects her nursing home tour to be successful and profitable. She is making sure to follow all rules and get proper consent from participants.
“I have to ensure everything is legal and follows platform guidelines,” she said.
She once had a personal relationship with a 70-year-old man but later moved on. “That’s how I started this nursing home search—I needed more options,” she explained.
Tiffany prefers working with everyday older men rather than other male content creators. “It makes it more relatable for my audience,” she said.
Many of her followers see themselves in the men she chooses. “They tell me, ‘Hey, I go to the VA too!’ That’s what makes my content different.”