Morning Quickies: “Should I Get a Different Job Before I Propose?”

I have been dating my current girlfriend since 2006. Before then we had an on-again, off-again relationship for years. I have been struggling with when to ask her to marry me. She works as a veterinarian. In fact, that is how I met her — through taking my cat to the vet. I’m just nervous about whether we would have enough money to stay afloat. I work as a cartoonist for my town’s local newspaper and that pays decent. However, I do have some expenses such as my aforementioned cat along with a dog. On top of that there is food, television, and other such things. Should I try to find some…

“He Ghosted Me After We Hooked Up, Then Texted Me Five Months Later. Should I Respond?”

Your website has helped me a great deal in the past (he wouldn’t even pay for my McDonald’s birthday lunch) and I come to you again with another peculiar love situation. Please feel free to share it wherever possible in the hopes that others in a similar situation may relate and find the means to get through a tricky situation. In about June or July last year, I met a guy through an sex buddy website. We met twice and he stood me up the third time stating he was tired. He messaged me a few days later to apologize, but I responded in an unbothered way. I deleted his number but…

“My Friend Thinks I’m a Charity Case”

My childhood friend and I recently reconnected after more than 50 years! We got together for an overnight visit while I was in town for the holidays. I loved seeing her, and now we exchange calls, texts, and emails a few times a month. She works at a great job and is living well. Her apartment is so nice and she looks fabulous! I suffer from chronic depression and have had to face a lot of challenges without support from a loving family or a support system. I manage my life as best I can, living within my means but not in a state of misery. While I was visiting my friend,…

“It’s Been Thirty Years and He Still Won’t Travel With Me, Give Me Birthday Gifts, or Even Bathe”

My significant other, “Chuck,” and I have been seeing each other for 30 years — yes, 30 years. It’s a long story but I will not go into that. He used to give me birthday cards and gifts and Christmas cards and gifts, but in the past nine years he has become uninterested in doing those things anymore. I have always gotten him a card or a gift or have done something special for him on his birthday. He doesn’t reciprocate anymore and I am getting fed up with it. I went to Chuck’s house to make him a lovely prime rib dinner for Christmas after I had already purchased him a…

Morning Quickies: “My On-Again Boyfriend Hangs Out With His Ex-Girlfriend’s Grown Daughter”

Okay, this is very complicated to me. My daughter’s dad, “Carlos,” and I were together for nine years before we split in 2017. He left and started a relationship with a person we both knew, “Ginger.” He says he didn’t plan it that way, but okay. Well, while he was with Ginger, I also started a relationship with someone we both knew. I didn’t plan it like that either — we were supposed to meet and have sex and go our separate ways. But okay. It developed into a relationship. “My Boyfriend Has Remained Close to His Ex’s Daughter” Well, Carlos and I got back together at the end of 2018 and…

“My Boyfriend is Raising His Ex-Girlfriend’s Kids and He Won’t Get Rid of Them”

I just reunited with my first love after 30 years. He has never married but has two kids from a previous relationship whom he’s raising. That’s all wonderful, but here is the kicker: When he got into a relationship with the woman, she already had three kids who were from multiple men! They became “blended” and then had their two kids together. Well, that didn’t last long before she bailed and left them for a life of drugs and men. He stayed with all the kids. Now, fast forward to today: The oldest is 19 years old and has moved out, but that leaves four kids living with my boyfriend, aged 17,…

“My Friend Wants to Stay in My Vacation Home for Free. Do I Have to Let Her?”

I’m having a problem with a “friend,” “Janet,” who is married to my husband’s best friend. I don’t have a problem with him, but Janet has been very pushy over the years. We have gone on a few vacations together. Every time she has done something extremely annoying, from complaining that her room wasn’t ready early enough and demanding free breakfast from the hotel to complaining that no restaurant menu has anything she can eat to overstaying her welcome when she was invited to our vacation home for a few days. She claimed she couldn’t book the same flights we did and had to stay in our vacation home longer than we…

“My Boyfriend’s Roommate Owes Him Over 10k in Back Rent and He Still Won’t Kick Him Out!”

I’ve been dating the same man for 3-1/2 years. He has a problem with letting people take advantage of him. He found a roommate on Craigslist two years ago to bring in some extra income since he’s retired. This roommate supposedly produced some film projects in the 80s, is now a has-been, and “has working on some new projects.” He also claims that his father is a millionaire; yet, he is always late with rent, doesn’t pay in full (if at all) and makes excuses like his “new contract” has been postponed (several times). I knew this was a serious problem over a year ago, when he owed my boyfriend 2K, and…

“How Can I Make My Male Coworker My Friend?”

I’m a new immigrant in my mid-40s and I’ve already lost my all friends back home, so I really need to make some friends again. It has been almost two years working in a company as a professional. Since the beginning I started working with a gentleman who was in charge of another department. After several months I realized I had feelings toward him. I need to say that I am happily married with two children. This gentleman was so nice, polite, and supportive of me. I truly want to have him as a friend at work. To be honest with you, yes, first my feelings were like a romantic type. But…

“Should I Email the Newswoman I Have a Crush On?”

From the forums: I know this sounds absolutely ridiculous, but please hear me out. I have a crush on this new anchorwoman on one of the local news stations where I live. I think she’s very pretty, but I also think she seems like an extremely nice person. I really enjoy meeting new people and making new friends, but it’s been difficult for me to meet nice girls in the area because I don’t enjoy going out to the bars much and am not much of a party person if that makes sense. I also don’t do online dating or use any dating apps. I thought it would be cool to be…

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