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I need advice and opinions.

I’d really appreciate some outside perspectives because sometimes I feel like I’m going in circles trying to figure this out.
Background:
I met this guy online almost 5 years ago we will call him Cohen. We dated long-distance for about two months, but he broke it off because the distance was too much. He had one gf in between and we stayed friends during that time, I am his only ex that he is still in contact with. A little while after he broke up with that gf he admitted that deep down he wished he could be with me, but the thought of it scared him. That he was terrified to lose me and my friendship. Around that same time, I also heard (through others) that he said things like he wasn’t attracted to me, or even made comments about me looking ugly. I never took much offense to that because:
He had been the one to ask me out and tell me he loved me first, even when I looked sweaty and gross after a workout.

His actions never matched those words.

I’ve always suspected (as well as others) that he may have said things like that as a way of convincing himself not to feel what he felt and continue to push down feelings he’s scared of.

A little less than a year later, I moved to the same state for college after some convincing from him, and we became best friends. Then through a twist of circumstances, I ended up living in the same house as him and his conservative Christian parents. Eventually, we slipped into a friends-with-benefits situation that we’ve kept very quiet because of the living arrangement.
Where things stand now:
He’s in the military and currently at AIT. Ever since he left for training, and even before that I’ve been his consistent support person. I’ve answered every call, and he’s leaned on me heavily. He calls me first thing when he lands somewhere, even if it’s just for a few minutes. He’s openly emotional with me in ways he’s not with his family, or even his best friend since elementary school who he used to talk to about everything but now he comes to me. He tells me he hates it there, that it feels like prison, and even gets close to tears. His family’s and friends reactions have been more surface-level (“well, he signed up for this” “he’ll get through” etc), but with me, he’s raw. I think he knows I won’t brush him off, and he trusts me to really hear him.
This past weekend:
He came home for a wedding, and I stayed at a hotel with him. Honestly, it felt more like we were a couple than “just FWB.” He brought me everywhere: the rehearsal, rehearsal dinner, the bachelor party (which was all guys except me), the wedding, family hangouts — he didn’t just tolerate me tagging along, he made sure I was included and kept telling me that I was his plus one, that I was just as much his partner as any of the other partners and that I had every right to be there.
At the hotel, he was freezing me out with the AC in the car all weekend, but when it came to nighttime, he turned it down and told me to scoot closer because “body heat is better.” He kept me right next to him all night. Every time I woke up, he was still there beside me, and it made me feel so safe. We even had little “ordinary couple” moments — ordering pizza in bed, walking to the gas station for snacks, watching a movie together (which we did every night for months together before he left for basic). He kept referencing that he wished we had longer on the trip so we could just enjoy and go explore together and even talked about how, in the future, once he’s back and has money and time, he wants to just pick random cheap flights with me and explore places together.
Other things he does:
He’s protective of me in everyday ways: worrying about my car being a “death trap,” and telling me the next car I buy needs to be a 6 cylinder with more space so when he drives it it picks up speed and is more roomy, he reminds me to bring my gun for safety, and said “I really don’t like that” when he found out I didn’t have a bullet chambered then pushed me to keep a bullet chambered so he could know I was safe, kept checking on me during my part of the trip without him making sure I was safe and then once he was around checking on things like tire pressure, and my brakes.

He told me he’s turned down multiple girls hitting on him at training, including ones who are “pretty.” He even started wearing a ring to make it look like he’s taken. And I know this is true because I overheard multiple of his phone conversations with his battle buddies. Yet with me, one of the very first things he wanted when he saw me again was intimacy. It wasn’t casual — it was urgent and personal.

He relies on me not just for emotional support but also practical stuff. For example, he’ll ask me to check on things with his mom, I have his password to everything, his bank account, and his dog while he is gone. The entire trip I also had his phone and he had me going through old text messages and his photos to find things for him so he’s not hiding anything from me. It’s like I’m his go-between and problem-solver.

The confusing part:
In the past, he’s made comments about me having “no personality,” or not being “wild” enough. He’s used to dating loud, toxic girls who leave him guessing, so I think my quieter nature feels unfamiliar to him. But his best friend has even defended me, saying I do have a personality, I just don’t jump into every conversation, especially ones that aren’t mine. And he’s right, I grew up in New England, in a home where speaking up often got me shut down, so I learned to be quiet. I’m working on speaking up more because I want to grow for myself, but it’s not something I can just flip on overnight.

He sometimes frames my quietness like it’s a “compatibility” issue. But at the same time, he pulls me close in bed, worries about my feelings when someone suggests setting him up with someone else (on the trip his buddy who was getting married was trying to match him up with his soon to be wife’s sister. Cohen and I had had $ex and after he asked if we were still o the original same page about it just being casual fwb’s and I told him yes because I’ve always told him the ball is in his court as far as changing that. Then he told me about his friend trying to set him up with his soon to be sister in law and said he didn’t wanna do it if it would make me at all in any way sad or upset, mind you he has been with people in the past and my feelings on them or the fact that he was in a relationship were never a concern for him. He asked my opinion and I was totally caught off guard but told him I don’t think it’s my place to have an opinion unless something has changed that I’m unaware about. To which he pressed further making sure I wouldn’t be upset. Then when I didn’t whole heartedly agree with an emphatic yes that I wouldn’t be upset, (though I did tell him to go for it because I truly feel I shouldn’t have a say if we aren’t a thing) then even though she was exactly his type he tanked the whole thing), I also am the one he goes to to tell his deepest fears, and discuss his future plans, and he’s always getting my opinions on them. He even asked if I liked his mustache and said if I didn’t he would shave it off, I told him I like it. Then anyone else who mentioned it in a bad way got a very crisp I like it, I’m proud of it, it’s not going anywhere.

His words sometimes push me away, but his actions keep pulling me in.

Where I’m at:
I love him. He feels like my safe person. He can be wishy-washy and sometimes cause me heartache with mixed signals, but he’s also saved my life more than once, makes me feel secure and loved, and this weekend with him, I felt it even more strongly than ever. Everyone around sees it and every one who doesn’t know us closely thinks we are a couple. Our close friends (including his best friend since elementary school) are hoping that once he’s done with AIT, he’ll commit to me fully. I’d be fine waiting, but what’s hard is not knowing if that’s even where this is heading.
What do y’all think?
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ABCDEF7 · M
An Analyses by ChatGPT:

It sounds like you’re in a really complex and emotionally intense situation with Cohen. On one hand, you’re very connected to him—he leans on you emotionally, trusts you with a lot of personal things, and clearly has deep feelings for you in some way. On the other hand, there’s a lot of mixed signals, confusion, and behavior that seems to conflict with what you might expect if someone were truly ready to commit to a serious relationship.

Let’s break this down a bit:

### **1. Mixed Signals:**

Cohen’s actions seem to contradict some of his words. For example, he says things about you “not having a personality” or not being “wild” enough, which sounds like he’s trying to downplay how he feels about you, especially when he is used to dating more outgoing or unpredictable women. This could stem from his fear of vulnerability or commitment. On the flip side, though, his actions—like including you in all aspects of his life, his protectiveness, and how he clearly enjoys your company—show that he does care deeply for you.

### **2. Emotional Dependency:**

It seems like Cohen leans on you a lot—not just emotionally, but in a very practical, almost dependency way (asking you to check on things with his mom, handle his personal matters). While it’s normal to want a support system, there’s a potential risk here that he’s using you as a safety net without fully addressing his own feelings. It might feel like a secure role to you, but is it really a balanced partnership, or more of a caretaker role for him?

### **3. The Relationship Dynamic:**

The friends-with-benefits situation, combined with his actions (like treating you like a partner at the wedding and pulling you close at night), seems to blur the lines between casual and something more serious. The fact that he’s worried about upsetting you or considers your feelings when it comes to dating others (like his buddy trying to set him up with someone else) suggests that, on some level, he does care about you as more than just a casual fling.

However, his tendency to pull away emotionally with comments that undermine your personality or his habit of pushing down his feelings could also indicate that he’s not ready to fully embrace a deeper, more vulnerable connection. His fear of losing your friendship could be paralyzing him from taking the next step.

### **4. His Mixed Messages:**

There’s a strong pattern of emotional intimacy and physical closeness, but there also seems to be an underlying hesitance or avoidance when it comes to defining the relationship. The fact that you’re in a position where you’re unsure of his intentions (because of his past behavior and current hesitation) is tough. The “we’re just FWB” talk, combined with actions that suggest otherwise, likely leaves you in a place of emotional confusion.

### **5. Where Do You Stand?**

You’re clearly invested in him, and you feel safe with him, which makes this situation hard to navigate. But it sounds like there’s some emotional “cost” to staying in this limbo. You want clarity. You want to know if you can expect something more or if you’re stuck in this cycle of ambiguity.

If his actions aren’t aligning with his words (and if you're not on the same page about what you both want), it might be helpful to have a direct, honest conversation with him. Given your emotional investment, you deserve to know if he’s truly open to taking things to the next level when his training ends, or if he’s stuck in a place of uncertainty himself and just not sure how to move forward.

### **Some Questions to Consider:**

* **What is Cohen’s biggest fear when it comes to you and the relationship?** Is it the fear of losing you, or is it something deeper (commitment, vulnerability, etc.)?
* **How long can you wait in this “in-between” state without feeling like you’re compromising your emotional well-being?**
* **Are his actions as consistent as they seem, or do they only appear to be supportive because of your emotional connection?**
* **What would a “clear relationship” look like to you? What are the things that would make you feel secure and valued in this partnership?**

### **Possible Next Steps:**

1. **Talk to him openly about your feelings and the uncertainty.** Let him know you value the friendship and support but need to know where this is heading. Does he want something more? Or is he not ready for that?

2. **Consider your boundaries.** How much longer can you be okay with the ambiguity, or are you ready to move forward with someone who is clearer about what they want?

3. **Assess whether you can stay emotionally invested in this situation without clarity.** Will you be okay if he can’t commit, or do you need more in terms of stability and a defined relationship?

Ultimately, the way forward will depend on both your needs and Cohen’s, but you deserve to have clarity and security in any relationship. It’s great that you’re processing all of this thoughtfully and seeking advice—it shows that you’re not just emotionally reacting, but trying to make an informed choice for yourself.

What are your thoughts after reflecting on all of this?
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WillaKissing · 56-60, M
That is a tough question. I have no answer outside of you need to have that conversation with him and to place a real label on your relationship status.
eMortal · M
"his friend trying to set him up with his soon to be sister in law" means he told his friend he is available.
You do the math. Start planning your exit just in case.
DDK98 · 26-30, F
@eMortal we aren’t together officially and his friend knows he went into basic and AIT single he didn’t have to tell him anything
eMortal · M
@DDK98 you're not being truthful to yourself then. What do you actually want in this relationship? What do you hope for?

 
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