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Help! I’m Graduating College. He’s Graduating High School. Should I Ask Him Out?

Every week, Mallory Ortberg answers additional questions from readers, just for Slate Plus members. Q. Weird May-December romance, or just creepy?: I was at a family friend’s house the other day for a dinner party, and I was talking to their son. Show More Summary

Different Strokes

Get Dear Prudence delivered to your inbox each week by signing up in the box below. Please send your questions for publication to prudence@slate.com. (Questions may be edited.) Got a burning question for Prudie? She’ll be online here on Slate to chat with readers each Monday at noon. Show More Summary

Toy Story

Mallory Ortberg, aka Dear Prudence, is online weekly to chat live with readers. An edited transcript of the chat is below. (Sign up below to get Dear Prudence delivered to your inbox each week. Read Prudie’s Slate columns here. SendShow More Summary

Relationship Unmoored

Mallory Ortberg, aka Dear Prudence, is online weekly to chat live with readers. An edited transcript of the chat is below. (Sign up below to get Dear Prudence delivered to your inbox each week. Read Prudie’s Slate columns here. SendShow More Summary

Friendly Ghost

As a member of Slate Plus, you’re reading this Slate story before anyone else can! This story is exclusive to Slate Plus members until Thursday morning. Get Dear Prudence delivered to your inbox each week by signing up in the box below. Show More Summary

Help! I Lost a Tooth, and It’s Ruining My Dating Life.

Every week, Mallory Ortberg answers additional questions from readers, just for Slate Plus members. Q. Loss of tooth = loss of self-esteem: Last year I had to have a molar (second from my eyetooth) removed when it cracked in half while I was eating. Show More Summary

That Magic Feeling

Mallory Ortberg, aka Dear Prudence, is online weekly to chat live with readers. An edited transcript of the chat is below. (Sign up below to get Dear Prudence delivered to your inbox each week. Read Prudie’s Slate columns here. SendShow More Summary

Baby’s First Sermon

Mallory Ortberg, aka Dear Prudence, is online weekly to chat live with readers. An edited transcript of the chat is below. (Sign up below to get Dear Prudence delivered to your inbox each week. Read Prudie’s Slate columns here. SendShow More Summary

A quick hello...

I can't believe I haven't written on my blog in over 2 years. Basically I got a full time job away from home and stopped posting because I've been busy working and raising teenagers. Do they bring a whole different meaning to the word...Show More Summary

Hurt Felines

As a member of Slate Plus, you’re reading this Slate story before anyone else can! This story is exclusive to Slate Plus members until Thursday morning. Get Dear Prudence delivered to your inbox each week by signing up in the box below. Show More Summary

Help! I’m Tired of Being His Secret Girlfriend.

Every week, Mallory Ortberg answers additional questions from readers, just for Slate Plus members. Q. Is being a widower a valid excuse?: I’ve been seeing a widower since three months after his wife died. We get along awesomely. He is potentially everything I am looking for. Show More Summary

Singing Praise

Mallory Ortberg, aka Dear Prudence, is online weekly to chat live with readers. An edited transcript of the chat is below. (Sign up below to get Dear Prudence delivered to your inbox each week. Read Prudie’s Slate columns here. SendShow More Summary

Spectrum of Support

Mallory Ortberg, aka Dear Prudence, is online weekly to chat live with readers. An edited transcript of the chat is below. (Sign up below to get Dear Prudence delivered to your inbox each week. Read Prudie’s Slate columns here. SendShow More Summary

Using “…” at the End of Sentences in Email

To do this at the end of every sentence is not appropriate and lends to cryptic communications, however, there are times where it is O.K. Just like anything that has to do with how you use technology, discretion is key. For more useful...Show More Summary

He’s Mine Now

As a member of Slate Plus, you’re reading this Slate story before anyone else can! This story is exclusive to Slate Plus members until Thursday morning. Get Dear Prudence delivered to your inbox each week by signing up in the box below. Show More Summary

Help! My Closeted Boyfriend Was Only Dating Me Because He Wanted to Be Straight.

Every week, Mallory Ortberg answers additional questions from readers, just for Slate Plus members. This week’s question is a wild one. Q. Baby daddy jumping out of the closet: About a year ago, I gave birth to a beautiful baby girl....Show More Summary

Not Her Only Mom

Mallory Ortberg, aka Dear Prudence, is online weekly to chat live with readers. An edited transcript of the chat is below. (Sign up below to get Dear Prudence delivered to your inbox each week. Read Prudie’s Slate columns here. SendShow More Summary

Sexy Claus

Mallory Ortberg, aka Dear Prudence, is online weekly to chat live with readers. An edited transcript of the chat is below. (Sign up below to get Dear Prudence delivered to your inbox each week. Read Prudie’s Slate columns here. SendShow More Summary

Finders Keepers, Cheaters Weepers

As a member of Slate Plus, you’re reading this Slate story before anyone else can! This story is exclusive to Slate Plus members until Thursday morning. Get Dear Prudence delivered to your inbox each week by signing up in the box below. Show More Summary

Help! My Friend Is About to Marry Someone Awful—and He Wants Me to Officiate the Wedding.

Every week, Mallory Ortberg answers additional questions from readers, just for Slate Plus members. Q. Unwilling officiant: My best friend recently got engaged to a woman I think is awful. In the year and a few weeks they’ve been together, I’ve never seen her treat him compassionately or tenderly. Show More Summary

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