Dating Horror Stories & Valentine's Day Reflections with Paula Pell and Handsome

Valentine's Day Reflections

• 💡 The hosts discuss Valentine's Day, with Fortune initially disliking it due to never having a Valentine, while May's father made it special with games and balloons.
• 📌 May suggests making the day special for a dog or a kid if one doesn't have a date, to bring joy.
• 💬 Tig shares that her anniversary falls on Valentine's Day, but she often has work commitments, like the Independent Spirit Awards.

Paula Pell's Dating Nightmare

• 🎭 Guest Paula Pell asks the hosts to share their worst date experiences, describing them as "a full diaper from beginning to end."
• ⚠️ Paula recounts a date where her match repeatedly delayed their meeting and then revealed she had already eaten at their planned restaurant with a friend.
• 💔 Despite the rude behavior, Paula, having low self-esteem at the time, still hoped for a kiss, which did not happen.

Fortune's Awkward Encounters

• ⚡ Fortune shares her experiences with Craigslist dates after coming out in 2005, describing them as "terrible" and marked by extreme awkwardness, like spilling tea and repeatedly saying "gay date."
• 🧩 She also details meeting two women from a dating app who were already dating each other, leading to confusion about their intentions.
• 😂 Another memorable bad date involved a woman so "deeply boring" that Fortune dubbed her "Textifer Aniston" due to her uninspired texts.

May's Unconventional Dates

• 🇬🇧 May recalls a birthday date in England with a closeted girlfriend who made her push her around a garden in a wheelchair to avoid being seen.
• 🥶 A weekend trip to Big Bear with an ex turned disastrous when they were locked out of their Airbnb in the snow after being in a hot tub, bleaching May's swimsuit.
• 💔 The Big Bear incident served as a "boner killer," highlighting the ex's uncertainty about their relationship and leading to a weekend of discomfort.

Tig's Missed Signals

• 🧠 Tig describes an awkward encounter with a friend who invited her to spend the night but then made up the couch for her, despite clearly wanting more.
• 🚶‍♀️ She also reflects on her internal homophobia in her youth, admitting she would limp while holding her first girlfriend's hand to make it seem like she needed help.
• 💡 Tig acknowledges her past difficulty in recognizing romantic interest from others, often needing explicit gestures like a kiss.