“I Am Obsessed With the Woman I Let Get Away”

“I’m male, 40 years old. At one point several years ago, on an overseas business trip during the final downhill slide of my long marriage, I fell in love with a wonderful woman, “Jill” – intelligent, loving, passionate, beautiful. We spent ten months in a clandestine relationship which started as a fling but quickly became serious. Everything matched perfectly – emotions, cultural tastes, humor, sex, life aspirations. Still, when the time came for me to leave, I went back to patch up my marriage – mainly for fear of “losing” our young children. I launched myself into a terrible, 18-month emotional ordeal which ended up with me losing both the marriage and…

“I’m Scared to Introduce My Boyfriend to My Homophobic Family Yet”

I’m a 24-year-old gay man who has been in a relationship with my 27-year-old boyfriend for about a year and two months and so far things have been good. Recently, we went out with a group of his friends and they inquired about my family, so I showed them pictures, etc. Then they asked my boyfriend if he has met my family or anyone else close to me, and I said “no.” Then they made faces, and I think the girl next to him said something to him. I brushed it off since my boyfriend and I have talked about it before and we were both on the same page since he…

“My Boyfriend Keeps Asking Out Other Women”

I have been dating a lovely man for almost a year. We work together so no one at work knows we are together and I haven’t met his friends, but he has introduced me to his family. He has more female friends than male friends and most of the female friends are single. He does not go into detail about what he does with them but does let me know when he is going to see them. We have had a few discussions regarding boundaries and we are on the same page. Recently he asked a single co-worker out to coffee and it progressed to dinner. He reassured me that he is…

“My Boyfriend’s Paid My Bills for Years But Won’t Marry Me”

I’m a 31-year-old female who has been in a relationship for nearly eight years. We’ve lived together almost the whole time, and I am his domestic partner on his insurance. He is very successful and has supported me financially for the last six years, meaning I haven’t worked and I have, for all of my purchases, a credit card that he pays off every month. I take care of everything at home: the cleaning, laundry, cooking, etc. Everything about our life is just like we are married, except that we aren’t. We’ve been engaged twice and both times, when it came to start making the arrangements, he couldn’t go through with it….

“My Boyfriend Moved in With Two Women Without Even Telling Me!”

A little more then a week ago my boyfriend of a year and a half and I got into a blow-up argument via text. We have had little spats before, but nothing to this extent, and I’m not sure what to do about it. A little bit of our history: When we met, I was not looking for a relationship, so there was no pressure on my end for any kind of commitment. He lives 2.5 hours away from me, but the distance aspect never really came into play. We both work a lot, so, when we had free weekends, we would spend them together. After about two months of dating he…

Shortcuts: “My Boyfriend Follows Naked Women on Instagram”

It’s time again for Shortcuts. For every question, I’ll give my advice in just a few sentences because sometimes the answer to a person’s question is so obvious and the need to hear it so great that being as clear and frank as possible is simply the best way to go. My boyfriend is 35 and I’m 21. He likes asses. I don’t have a big one so I get insecure because he loves them! He follows naked girls on IG all the time, and , when I’ve said something to him about it, he just says it’s for entertainment. He follows like 2-3 new ones every week. I repeatedly tell him…

“Should I Move Away From My Son to Follow My Girlfriend?”

I’ve been in a relationship for just over five years with the most amazing woman I have ever met. We are madly in love, but she has been offered a job in another state and she wants me to come live with her. My dilemma is that I have joint custody of my 15-year-old son. I feel that he would be mature enough to understand why I would move, but I’m conflicted because I don’t want him to later feel like I abandoned him. I’ve talked with my parents and they are saying that, “We support whatever you do,” which is not helping me. My ex is dead-set against me moving, but…

“My 48-Year-Old Boyfriend Won’t Move Out of His Mom’s House”

I am a 48-year-old independent woman who has thrown caution to the wind and lived in different locations and had different careers over the past 20 years. A year and a half ago, I moved back to my home state and in with my dad to pursue a stable career and spend time with family and close friends. No regrets, it’s been the best decision of my life so far. Now comes my dilemma. Upon my moving home, an old boyfriend whom I dated 20 years ago started pursuing me. We have been together ever since. It was so much fun and his family loves me and I love them. They are…

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