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Dear Di

Dear Di, I usually talk to my friends about sex, but I have a secret I could never reveal except under the guise of anonymity. To put it bluntly, I’m really turned on by Gee-Gee, the school mascot. I can’t e...
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Dear Di

Dear Di,  My girlfriend is a virgin and has a really tight vagina. We have to stop every time we try to have sex because she says her vagina is too small and it hurts. This makes me feel awful because I love...
deardi

Dear Di

Dear Di, My girlfriend has a dildo she likes to use during her alone time. I’m curious as to what it would feel like in my asshole. My girlfriend will think I’m gay if I ask to borrow her dildo, so I’m plann...
deardi

Dear Di

Dear Di, I am obsessed with my roommate. I can’t sleep, I don’t eat much, and I can’t study. I constantly refresh her Facebook  profile to see if she’s been talking to other guys. She doesn’t like me back at...