Dear Shandy

Q&A! Hot For Teacher, Turning The Other Cheek, & A 25 Year Age Difference


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It's Q&A time! We're back, answering YOUR burning questions! If your boyfriend accidentally sees your fetish in your search history, should you address it or leave it be? Is it worth it to explore a crush on your tutor? And is a relationship with a man 25 years older doomed to fail? Come join us in our living room for the Shandy take! 


Thanks to our sponsor!

- Go to https://www.zocdoc.com/SHANDY and sign up for free to book a top-rated doctor!


0:00 - Q1: How Should I Break Up With Him If I’d Have To Travel To Do It In Person?

11:18 - Q2: Does He Only Want What He Can’t Have?

24:37 - Q3: I Exchanged A Gift My Boyfriend’s Mother Gave Me And Now She Won’t Drop It—What Should I Do?

40:12 - Q4: My Boyfriend Saw My Fetish In My Search History And Now I Want To Hide Forever 

51:21 - Q5: I’ve Had A Longtime Crush On My Tutor—Should I Make Move?

1:04:44 - Q6: I’m Dating A Man 25 Years Older—Are We Doomed To Fail?


If you have a relationship question, write us at: [email protected]

Support this podcast at — https://redcircle.com/dear-shandy/donations


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Dear Shandy - https://www.instagram.com/dearshandy

Sharleen Joynt - https://www.instagram.com/sharleenjoynt

Andy Levine - https://www.instagram.com/machinelevine


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Dear ShandyBy Sharleen Joynt & Andy Levine

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