The Morning After

Dear Emily,

My boyfriend has an extremely large penis. Don't get me wrong, the sex is great! But sometimes, it hurts. How do I tell him without hurting his feelings? Or, what are some exercises I can do to make things, well, a little more enjoyable?

- Painfully Tight

Dear Painfully Tight,

Ah, the time old tale. You are either very inexperienced in the bedroom, or are just genetically disposed to have a tight vagina. Either way, can't say I envy you. First, let me adddress what you can do to stretch out that ladypart of yours. Of course, there's the painful option: have sex enough times so that your boyfriend's penis stretches you out. Or, there's always a dildo. I'd reccommend starting with a smaller size. You can pleasure yourself with one size for a couple of weeks, then move on to a bigger one, then a bigger one. However, if you feel like this is a topic you must address with your man, then it's something you must do. Follow your heart! Sit him down over a nice bottle of wine (if you're 21, ginger ale if you're underage) and say to him, "Babycakes, you're just too big." Tell him that you love making out with him and also enjoy the oral activities you guys inevitably participate in. Go on to say that since his member is so large, sex can sometimes be painful. If your man is understanding (and he better be), ask him for his advice. Should you guys keep on sleeping together (wink wink) until your body adjusts to his size? Or should you both abstain from vaginal penetration and focus solely on the oral business? Another possible solution: he can help you out with the didlo. It could be a fun bonding experience for the two of you. Perhaps your personal relationship will grow day by day, just as your vagina will. I hope this helps you, Painfully Tight. Godspeed!

- Emily

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