“Should I Wait for My Jailbird Boyfriend?”

I’m 28 and my boyfriend is 30 and about a month ago, he was suddenly and shockingly arrested. The details of his charge are extremely complicated, so I won’t try to explain everything, but he was caught in a sting operation. Since his arrest, he’s been held in jail. His lawyers advised him to not talk about his crime with anyone, which means he’s been unable to offer me any explanation for what happened. Even though my boyfriend has a clean record, his lawyers say the best plea deal they could get him would likely be 4-5 years in jail. Needless to say, this has been devastating and shocking news. I love…

Dear Miles: “He Laughs Like a Little Girl!”

I’m on vacation through May 13th, and in my absence Miles has offered to guest write a couple of columns. Here’s one of them: Dear Miles, The heel of my shoe broke off. I almost fell down and broke my neck and all my boyfriend did was laugh at me! I am so angry right now! Plus, I have to spend the whole day walking around with a broken shoe. What’s so funny about that? I never want to see him again. Also when he laughs he sounds like a creepy girl. The Germans call it shadenfreude. I call it MOA! Jerk. — I Broke My Shoe

“Is My Boyfriend Being Selfish or Am I?”

My boyfriend has a female friend whom he used to be very close to, but they fell out of touch. Recently, she ran into his brother at a bar and got my boyfriend’s number and began texting him. She proceeded to invite him to party and told him to bring me along. At the time, I agreed, but then I found out a friend of mine is coming into town only for that weekend and wants to go to this club we’ve been to before. So I told my boyfriend and he said “That’s the same night of my friends party…” and I told him “Well, I guess we’re not going then…”…

Dear Miles: “I Gained Weight. Is it Love?”

I’m on vacation through May 13th, and in my absence Miles has offered to guest write a couple of columns. Here’s one of them: Dear Miles, I’ve gained 15 pounds since I started dating Mike six weeks ago. I think it’s because I’m in love. Aren’t you supposed to gain weight when you’re in love? My friend Abby says when she met her husband Ryan she got cramps, a stomach ache and dry heaves. She said that’s how she knew she was in love. I think for me it’s gaining weight. Mike says he doesn’t mind. But 15 pounds is a lot. Should I tell Mike I love him? — Angie

Your Turn: “My Boyfriend Talks to Me About Other Women”

In a feature I call “Your Turn,” in which you, the readers, get to answer the question, I’m presenting the following letter without commentary from me: I’m in college and have been with my boyfriend for nearly two years. Overall, our relationship is great: we have a lot of fun, love each other, are about to move in together, and look forward to our future with one another. However, neither of us has many friends, so we rely on each other for comfort/companionship on a daily basis (though I do hope and feel that this will change soon). Sine my boyfriend doesn’t really have any “bros” or male-type friends he can talk…

“How Many Sex Partners Is Too Many?”

Recently I was talking to my 21-year-old boyfriend about how many sexual partners was considered “too many.” I told him how there was a 21-year-old guy friend who says he’s had over 20 partners but they had each meant something to him so he didn’t see a problem with it; only when you have meaningless sex does it become a problem, he said. Most of my other friends, especially my girl friends, only have had a couple partners, and I have always thought that was the norm for most people my age. When I asked my boyfriend how many he thought was “too many,” he said that if you lose count, then…

Your Turn: “He Doesn’t Believe He Can Be Faithful To Me”

In a feature I call “Your Turn,” in which you, the readers, get to answer the question, I’m presenting the following letter without commentary from me: I’m 27 and I’ve been dating my 34-year-old boyfriend for three and a half years, living together for two. We get along fantastically, still love being around each other, have great sex, and have shared interests in terms of our future. I’m in no rush to get married, but I figured that we were comfortably moving in that direction. Unfortunately, I shouldn’t have assumed. He says he can’t imagine life without me, but a year ago, he started expressing doubts not in our relationship, but in…

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