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My boyfriend and I met two and a half years ago and began dating a few months later (he’s 40, I’m 25). He enlisted in the Army the month that we met with a 1-year contract. He went away for some training that June but apart from that we had a wonderful summer doing everything together. We began talking marriage that October. The day after we talked about marriage he got orders to leave in two weeks for some specialized training in Texas. I was excited for him and told him that I’d wait the 3-4 months and then we could start talking more seriously about when we’d like to plan for…

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 have been with my boyfriend for almost two years. We’re silly together, the sex is good, and we’re a good team. I’ve never had jealousy issues in a relationship before, and tend to be the opposite of insecure-crazy; we watch porn together, talk about other girls (and guys) together, and have even had a threesome with another woman (which, believe it or not, was my idea). The problem is that over the course of the past four months, I have caught him speaking to other…

I am 25 years old and I have been with my fiancé for only six months. We immediately moved in with each other when we met as he was needing a surety (I know he sounds great already, doesn’t he?). He was caught with some bad people and he honestly was not really involved in what he was charged with (eventually the charges were dropped). He has a bad past but has his stuff together now, working a good job and we have a nice house we are renting. I had never lived with a guy ever so it was a new experience. In the beginning it was rocky; I think he…

New readers, welcome to Dear Wendy, a relationship advice blog. Read some of the most popular Dear Wendy posts here. If you don’t find the info you need in this column, please visit the Dear Wendy archives or the forums (you can even start your own thread), do a search in the search bar, or submit a question for advice at wendy(AT)dearwendy.com. I’m in my early 20s and met my boyfriend of three months on an online dating service. We fell in love within the first two weeks of our relationship and have recently started to discuss our respective pasts. Before we met in person, my boyfriend told me he believed he…

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 work at a small grocery store in my hometown. I’ve worked there for a little over two years and I enjoy it for the most part. I started there when I was a junior in high school, and it allowed me to become very close to a girl I only vaguely knew before. We were practically inseparable and our manager would schedule us at the same because many of the customers said we were like a free comedy show. Last July, I decided to stay…

It’s time again for Shortcuts. For every question, I’ll give my advice in three sentences or less, because sometimes the answer to a person’s question is so obvious and the need to hear it so great, being as clear and frank as possible is simply the best way to go. Today we discuss post-breakup photo etiquette, lying spouses, and traveling with an undocumented immigrant boyfriend.