I’m sorry about sending this letter to you via snail mail. I don’t want to send an e-mail because I’d rather not have a record of this living forever on some server somewhere.
About six months ago, after watching my girlfriend insert a tampon, I asked if I could do it for her next time. She thought it was an odd request but agreed. After “helping” a few times, the conversation turned to what it felt like to wear one. Her response was, “Want to try one yourself?” With her help—and a little lube—soon there was a string hanging out of my butt. This has now become a regular feature of our sex life. And I have started doing this when I masturbate alone. I went out and got my own box of tampons—Tampax Pearl Plastic Regular are the best (they’re the easiest to insert)—which I keep hidden.
I have a...