Considering the iconic episode aired back in 2009, I’m sure we are all familiar by now with the Gossip Girl Thanksgiving episode where everyone leaves the table while Jason Derulo serenades us with “Whatcha Say.” The culmination of family drama is just too much for everyone; they can’t even make it through the rest of dinner. This scenario is typical in the G.G. universe, but most people probably have less melodramatic Thanksgiving dinners. If you are looking to change that and live out your Serena Vanderwoodsen fantasies, I have just the game for you: dirty Never Have I Ever.Â
These 20 dirty Never Have I Ever prompts are the perfect way to spice up your Thanksgiving festivities. Since Thanksgiving is typically a holiday celebrated with family, I don’t necessarily recommend playing it with them, but it could definitely be a fun twist for celebrations with friends or your cool cousins. After the dinner table, of course.
Anyways, what better way to commemorate friendship than to air your dirty secrets with friends so close you consider them family. This is especially fun considering Thanksgiving comes right after another national holiday: Blackout Wednesday. (You know, the night out that requires enough liquid courage to prepare you for running into everyone you’ve ever met from your hometown?)Â
As Taylor Swift says in “tis the damn season,” going home for the holidays inevitably calls for reuniting with exes or people from your past. What better way to get your friends to admit to their actions than with these dirty Never Have I Ever prompts?Â
20 dirty Never Have I Ever prompts for Thanksgiving 2025
- Never have I ever had a family member pick me up from a boy’s house on Thanksgiving morning.
- Never have I ever had to cover up a hickey on Thanksgiving morning.Â
- Never have I ever woken up with a boy in my bed on Thanksgiving.Â
- Never have I ever hooked up with someone in the bar bathroom on Blackout Wednesday.Â
- Never have I ever thrown up at a family member’s house on Thanksgiving. Â
- Never have I ever been to Thanksgiving dinner with an ex.Â
- Never have I ever hooked up with my hometown fling / high school ex on blackout Wednesday.Â
- Never have I ever been confronted by my family about my partner. Â
- Never have I ever gotten back together with an ex after Thanksgiving break. Â
- Never have I ever not blacked out on Blackout Wednesday.Â
- Â Never have I ever blacked out at Thanksgiving.Â
- Never have I ever had a crush on someone at Thanksgiving dinner.Â
- Never have I ever gone on a “walk” with my sibling/cousin to smoke.
- Never have I ever hooked up with someone at Thanksgiving dinner.Â
- Never have I ever invited an ex to Thanksgiving dinner.Â
- Never have I ever had sex on Thanksgiving.Â
- Never have I ever sent nudes to a long-distance partner on Thanksgiving.Â
- Never have I ever been caught having sex by a family member. Â
- Never have I ever made out with someone in my hometown barÂ
- Never have I ever wished a situationship a Happy ThanksgivingÂ
Everyone is full of secrets, so why not share them when everyone is also full on Thanksgiving dinner? Depending on your family or friend dynamic, Thanksgiving can be one of the tamer holidays, but not if you bring this game to the table.Â