Dear Tippy Maple, My boyfriend and I broke up after he cheated on me, but he left her and now wants me back. I still have feelings for him, and we’ve started hanging out again and have even had sex several times, but I don’t feel like I can trust
Sex
Three is a Magic Number
Dear Tippy Maple, My boyfriend and I have been thinking about having a threesome. Do you have any advice on where to start or how we should pick the third participant? Sincerely, Three’s Company Dear Three’s Company, What a shame that we’re both writing anonymously because I’d say yes to
Sex Column: Taking Care of Business
Dear Tippy, I have rather the opposite problem of Mrs. Penis Problems’s boyfriend. Instead of reaching orgasm too soon, I fail to reach orgasm at all. Seriously. I’ve been sexually active for the past three years and have never had an orgasm while with a partner. I can cum through
Entering Bootytown
For this week’s article, former TSL sex columnist and sexpert extraordinaire, Tasty Temptations, joins us in answering our latest question. Dear Tippy and Tasty, Why can I never find girls who are willing to do anal but all my friends can? Am I unconsciously attracted to girls that hate buttsex?
Sex Column: The Sex Improvement Project
Dear Tippy, My boyfriend is uncircumcised and therefore super sensitive. It’s hard for me to relax and let go of worries/insecurities because I am constantly on the alert for a request to change speed or switch positions in order to prolong sex. There is no happy time medium: We either
Sex Column: One-Night Stand Your Heart Out, Claremont
Dear Tippy Maple, Can you have a relationship with the person after a one-night stand? Sincerely, Curious Dear Curious, Thanks for asking this question, as it’s one I feel a lot of students at these schools, including myself, wonder about. Let me begin this article by saying that yes, it
Sex Column: Come Undone
Note: Due to the nature of this week’s question, this happens to be a vagina-centric article. I apologize if any penis owners feel excluded, but I encourage you to read it anyway! Dear Tippy Maple, I’m a pretty sexual person. I’ve had my fair share of partners and kinky experiences,
Hookup Etiquette: A “Sex-um”
Greetings, my fellow 5C sex enthusiasts! I’m Tippy Maple, your new anonymous sex columnist, and I’m very excited to have the opportunity to talk with all of you about sex! Of course, my goal for this semester is to give advice that is actually relevant to the collective sex life
Sex Column: Sexy Can I?
For this week’s column, I am accompanied by the stimulating presence of my delicious colleague, Cunning Linguist. As a connoisseur of music, Cunning Linguist approached me, suggesting we collaborate on a column discussing the tantalizing art of love-making music because, as we know, the best music is the music we
Sex Column: My Little Metal Secret
Piercings are fun. They can be sexy, cute and sometimes valuable accessories in completing a certain look. You have a plethora of rings, studs and bars to put through them, giving you the artistic freedom to use your body to express yourself. But they’re not just for expressing yourself artistically.