The DateMeister’s Debut “Cougars & Cubs” Party @ Madame X


Mary Reilly, The DateMeister®, will hold her first “Cougars and Cubs” party on Sept. 30 at the iconic Madame X Lounge in midtown New York. The ticket-based event designed to allow 40-plus women to enjoy flirtations with men between the ages of 21 and 39, will run from 6:30 p.m. to 9:30 p.m. at the dimly lit, sensuous Greenwich Village bar, located at 94 West Houston St. (between LaGuardia and Thompson). Tickets, which can be purchased at or at the door, if not sold out, are $20 for women and $25 for men.

Reilly, who goes by the name The DateMeister®, is a 53-year-old Cougar, as well as an event planner, writer, and dating expert, who likes to debunk myths that fuel dating frustration and loneliness.

Reilly says jokes about Cougars looking for Cubs for all-night sex surfaced after Demi Moore and Ashton Kutcher became a couple. But sex is typically not the attraction. Reilly says, “I have interviewed folks who have met organically, and the relationship worked because there was a real connection. Many of the women, now in their 60s and 70s, said that their best relationships were with men 10 to 20 years younger. These partnerships blossomed because neither party was outcome-driven—looking for financial stability, marriage or children).”

She adds, “Older women are tired of men who have little energy, too much baggage or are bitter—or too cheap post-divorce. Younger men not yet ready to marry usually dislike young women pressuring them for a commitment too soon. Also, with an older woman the fear of an unwanted pregnancy is greatly diminished.”

Reilly, who has dated younger men, says going out with younger men who are respectful and appreciative can be liberating and fun. Magic happens because both are living in the present and developing real intimacy because they are not focused solely on the future.

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