Should You Trust Your Fiancé’s Guys’ Nights Out?

Should You Trust Your Fiancé’s Guys’ Nights Out?

Gender

Female

Age

44 years old

Race

White

Question:

Hello, I have been engaged for about 3 months, and we’ve been together for almost 3 years. A few times a year, my fiancé goes out with his buddies, saying it’s a guys-only night. However, most of the time, someone brings girls along. While many of his friends are unfaithful to their wives, he claims that’s their issue and insists he isn’t like that. Recently, he went out, and once again, girls were there. He told me it wasn’t his fault and said he prefers being honest with me. I expressed that I don’t think it’s appropriate for an engaged man to go to bars where there are girls. When I asked how he would feel if I did the same, he said, ‘I don’t care, I know you come home to me.’ What should I do? I love him, but I’m not in my 20s, and I’m not sure he’ll ever change. Please help! Thank you.

Answer:

Alright, here’s the deal. You’re 44, not 24, and you’re looking for stability, not excuses. Your fiancé going out with his boys isn’t the issue—it’s the fact that these “guys’ nights” always seem to end up with women joining, and he doesn’t see that as a problem. That’s a red flag, plain and simple. The fact that most of his friends cheat and he just brushes it off like it’s their issue? Come on, he’s putting himself in situations where temptation is always around and you can bet he’s also participating!

Now, when he says, “I don’t care, I know you come home to me,” that’s a cop-out. It sounds nice, but it’s just a way to shut down the conversation and avoid accountability. You’re not in your 20s, playing around and hoping he’ll mature. You’re a grown woman, and you need to know if he’s going to step up and be serious or keep acting like he’s single.

If he isn’t willing to respect your concerns and adjust his behavior, you need to think long and hard about whether this is the man you want as your husband. Love’s great, but trust and mutual respect are non-negotiable. So, what should you do? Lay it out straight. Tell him exactly how this makes you feel and that it’s not just about trusting him—it’s about the kind of life and respect you want in a marriage. If he’s not on board, then you’ve got your answer. Don’t waste your time hoping he’ll change if he’s not willing to make that commitment now. Be smart.

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Is He Just Being Nice or Looking for a Sugar Momma? How to Spot the Signs

Is He Just Being Nice or Looking for a Sugar Momma? How to Spot the Signs

Gender

Female

Age

60 years old

Race

Latina

Question:

I recently met a man at a car service center who fixed my car and didn’t charge me. I was surprised, but then the following week, I returned for another repair, and he once again didn’t charge me, saying all he wanted was a hug and calling me beautiful. This seemed strange, especially since I felt I looked my worst. Why would he do this and only ask for a hug in return? What’s really going on here?

Answer:

Look, at 60, you’re not turning heads like you used to, unless you’re some exception like Madonna. This dude at the mechanic shop? He’s probably seeing you as an easy mark. He’s flirting with you and playing the nice guy card to see if he can get his foot in the door. Guys who aren’t making much money—like a mechanic who doesn’t own the place—will sometimes look for a way to upgrade their lives. If you’re rolling up in a nice car, he’s already thinking, “Okay, she’s got money.”

And let’s be real—single women at 60 can sometimes crave companionship, and he’s betting on you being one of them. Don’t be that woman who gets suckered into buying him stuff or letting him freeload. Before you know it, he’ll be hinting about needing help with bills or worse, trying to move in. If you’re interested in him, fine, but don’t make it easy. Make him prove he’s not just after your wallet or a comfortable ride. Don’t fall for the sweet talk and compliments.

Bottom line: don’t be naïve. Guard your heart and your bank account, and don’t let loneliness make you do something you’ll regret. Be smart and watch your back.

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How to Tell if Your Long-Time Guy Friend Wants to Take Things Further

How to Tell if Your Long-Time Guy Friend Wants to Take Things Further

Gender

Female

Age

29 years old

Race

Mixed

Question:

Hi, I’ve known this guy for years, and recently we’ve started talking a lot more. We’ve both liked each other at different times in the past, but the timing was never right. Now, it feels different, but I can’t tell if he’s just being friendly or if he wants more, especially given our ten-year friendship. He recently bought me flowers, and last night he called me gorgeous, saying he’s always thought so. But he hasn’t asked me out, and I’m unsure of his intentions. It’s been a while since I dated anyone, and I’ve never dated a friend, so I’m confused. Any advice? Thanks!

Answer:

The ten-year friendship?

Forget about it for a second. If a guy is buying you flowers and calling you “gorgeous,” trust me—he’s not just trying to be friendly. Guys don’t pull out the compliments and flowers routine for someone they only see as a buddy. He’s trying to make it clear he’s into you, but he’s playing it cautious because he has been in the friend zone for so long. He’s testing the waters here, giving you these big signals without diving in headfirst, hoping you’ll pick up what he’s putting down.

He hasn’t made a move because he’s probably worried about wrecking what you two have if it doesn’t go his way. But here’s the reality: if he liked you back then, he likes you now. Guys don’t just drop those feelings, especially when they’ve been low-key carrying a torch for you all these years. So if you’re even a little bit interested, start giving him a sign. Lean into the flirting, make it obvious you’re open to more than just friendship. That way, he knows it’s safe to ask you out without thinking he’s about to nuke a decade of friendship.

 

Bottom line?

Stop overthinking it. If you’re into him, show it. And if you’re not, then put it out there so he doesn’t waste his time. But don’t sit there confused when he’s all but waving a neon sign saying he’s interested. Make a move or give him the green light to make his.

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Stuck in a Sexless Relationship? Here’s How to Handle It When He’s Just Not Into Intimacy

Stuck in a Sexless Relationship? Here’s How to Handle It When He’s Just Not Into Intimacy

Gender

Female

Age

38 years old

Race

Canadian

Question:

I’m in a relationship that’s become completely sexless, and I’m at my breaking point. My boyfriend and I have been together since April 2022, and while things started off with mutual attraction, our sex life quickly fizzled out. After our first amazing time together, we went six weeks without intimacy. When I brought it up, he brushed it off as just ‘the way he is.’ But the gaps kept growing. We went seven months without sex, and despite my telling him I need more frequency, nothing’s changed.

I’ve tried everything he suggested to spark his interest, but nothing works, and he keeps finding excuses. It feels like he’s just staying with me for a place to live. I’ve even offered to let him stay as friends, but he insists he loves me. I’m frustrated and exhausted by the mixed signals. What should I do?

Answer:

Alright, here’s the hard truth:

you’re in a relationship with a guy who just doesn’t prioritize sex, and for someone with a high sex drive like yours, that’s a problem. You’ve done the work here—you’ve communicated, tried his suggestions, and made it clear what you need to be happy. He’s given you nothing but more of the same empty promises and excuses. This pattern—promising change but delivering nothing—speaks louder than any words.

 

Here’s the deal:

relationships are a two-way street, and both partners need to have their needs met. It’s pretty clear he’s not willing (or able) to meet yours in this department, and it’s causing you real frustration and resentment. You’ve already offered him a fair solution—staying friends and letting him keep his place, so you’re not forcing him out on the street. He’s holding onto the relationship because it’s convenient, not because he’s putting in the work to keep you fulfilled.

Now, let’s address the elephant in the room. There’s a real possibility that he could be gay. Sometimes, men of a certain age have made a quiet decision to never come out and might not ever admit it, even to themselves. If you’re curious and want to know for sure, try fishing for hints. One way to test it? Suggest a threesome. If he’s open to the idea of two guys and you, that’s a big sign. Most straight guys would be more interested in two women than the other way around.

 

Bottom line?

You deserve someone who’s as into you as you are into them—someone who shows up for the relationship in all ways. If he’s not giving you what you need, it’s time to decide if you’re willing to keep waiting or if you’re ready to move on and find someone who matches your energy and desires. Don’t settle for excuses when you deserve effort.

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He says he doesn’t want a relationship but acts as he does. I’m confused!

He says he doesn’t want a relationship but acts as he does. I’m confused!

Q: I reconnected with an ex from college and we have started a casual friends with benefits situation.  He lives in another state about 4 hours away so we always have to plan when we see each other in advance.  I am open to the possibility of something more serious but he said that he wants to keep it casual because 1) He got his heart broken with his last relationship; 2) He doesn’t want to feel tied down because he works a lot (which is true, he is in law enforcement and I can understand because I’m in the legal field) and 3) he said because my ex is an abusive man and my “friend” is a police officer, dating me would put him at risk of losing his job in the event an altercation happened between him and my ex (my ex and I have a child so he’s not really going anywhere).  


Despite his reasons for not wanting to be in a relationship, he still texts me all day everyday and we talk about anything and everything.  Additionally, he is the one who normally initiates the contact.  He gets jealous when I am around other men, and when we are together we spend more time outside of the bedroom than in it.  “Casual” relationships do not act the way we do, he reaches out to me everyday and says goodnight to me every evening.  


What in the world is this guy thinking? Or am I just that naive to think his actions do not match up with what he claims he wants out of this whatever it is? I want to be logical and take his words at face value but at the same time my BS meter is going nuts. From your perspective, what’s his deal?

A: Sounds to me like this guy actually likes you but at the same time knows that having a relationship with you means a lot of trouble. He knows that the smart thing to do is not to be serious with you but also really likes you. At the end of the day, he is probably keeping his options open and has other women (who are local) in his life but you guys have a history together and that really puts you in a different category.

My advice to you is to not get stuck on this guy or think it will eventually lead to something serious because it probably never will. I don’t think long-distance relationships are smart since things can become very difficult and people often are unfaithful because it is so easy to be.

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