r/datingoverthirty

Daily sticky thread for rants, raves, celebrations, advice and more! - July 05, 2026

This is the place to put shower thoughts, your vents/rants about dating, requests for quick advice, serious (and sometimes not) questions and anything else that might not warrant a post of its own.

This post will be moderated, so if you see something breaking the rules, please report it.

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u/AutoModerator — 1 day ago

How to go beyond a first date?

38/F and serial first dater (besides an LTR of a few years and some 'casual' interactions).

I can't really say I've really "dated" besides my ex because I don't really go beyond a first date. I need help changing this!!

Honestly my goal for 2026 is to just have ONE fling. Like a 3-month one.

Recently saw someone for a few dates until it fizzled, it really sucked. Thought I was finally going to have my first "short term bf", someone to hang with without the pressure of long term thinking (obvs a bit late doing this im 30s but never experienced this in my 20s as I didn't date then)

I go on first dates a couple times a month or so, but it's usually it's lack of mutual interest (neither of us messaging after a first date), me not wanting to lead them on, or them just not being into it.

I'm a pretty average person. I have plenty of hobbies, great career, interesting life experience. and decent banter. (As per my dates and friends)

I understand why it's hard to find the right long term thing in his day and age but holy crap it feels super difficult to even have someone to have a few dates with.

I read threads here and get quite envious that people even go beyond two dates!

I know I'm struggling to be interested in people because it's hard to find many people on my wavelength. I know it's in my wiring but I'm trying to learn to give things a chance. Any tips?

Pls help me brainstorm! I feel so unlucky lol.

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u/unegamine — 1 day ago

Thoughts on a first date, last minute cancel

Exactly the title. He’d been pretty busy prior so I was excited when we finally nailed down a date. I actually picked our meeting spot as well, and we selected a time.

Day of, I actually planned my schedule around it, as you do. It takes about an hour for me to commute home from work. I missed my bus because of city logistics so sent him a text, asking to push it 30 mins so I’d have time to get home, change out of work clothes and drive to meet him about 30 mins away.

He texted back immediately saying he “was no longer in a good head frame to meet.” I was very confused and asked if he was ok, and I get six paragraphs about some road rage incident and that he “could not be out in the public eye right now.” I don’t even really know what that means?

I kind of let it go after that and was pretty bummed. But I’m wondering if it’d even be a good idea to reschedule because I’ve dated someone who was very inconsistent due to a variety of reasons, and part of me feels like I’d be setting myself up for failure in the future - like how many times would he cancel for similar things?

Or maybe I’m different. When I make plans I keep them and I’m consistent with them. Unless some type of emergency comes up.

Would love to know some thoughts on this, and if this is common with first dates. I’ve been out of the dating scene for about two years at this point.

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Daily sticky thread for rants, raves, celebrations, advice and more! - July 04, 2026

This is the place to put shower thoughts, your vents/rants about dating, requests for quick advice, serious (and sometimes not) questions and anything else that might not warrant a post of its own.

This post will be moderated, so if you see something breaking the rules, please report it.

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u/AutoModerator — 2 days ago

Respectfully handling long distance seperation

Hoping for some advice more than anything.

I was dating a woman back home - we're both in our early thirties and young working professionals - she's from abroad and is still settling into a new city after a couple of years of living there.

We started dating, but we both knew that I only had a couple of months before I was going to be moving to the other side of the world. Communication was upfront and honest throughout, as well as check-ins.

For me, moving to this new country is something I've always wanted to do, and to have a chance at building a new life, as I wasn't happy with my one at home. However, I'd consider moving back, but not to the same city and it would be a very different part of the country if I did.

Long story short, our relationship was beautiful, but an intense period of time where even though we knew it was short term, we eventually did catch feelings for one another.

It was hard leaving her, but I was excited for my new chapter and knew it's something I wanted to do.

We spoke when I got here and I said I can't do long distance, to which she agreed. We said we'd stay friends and we left communication where we'd keep things open and maybe message once or twice a week.

I'm now two months on from leaving, and my feelings about her are mixed. She messages me that she loves me still and misses me.

I do still deeply care about her and I want the best for her. But we're in two very different places right now and I'm wondering how I should handle it.

I've been upfront throughout, but I think it's best if I close communication with her very gently and respectfully for now as I think in her mind she still thinks there's a chance that I'll move back and we can pick up where we left off. The current messaging situation is making it harder for us both.

What do you think?

TLDR: moved to the other side of the world after a short term intense but meaningful relationship. Struggling with how to close things.

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u/bearabovethewave — 1 day ago

I’m scared about timelines

My boyfriend (36M) and I (35F) have been together for 7 months and it’s been going great. We’ve talked about the future and it seems we’ll move in together in about a year.

I made it clear to him I want a family and he knows this and he wants them too. I even was like “realistically I need to have them within the next five years” and he was aligned with that too. I just have all this anxiety about timelines. I’ll be 36 by the time we move in together and with all this info about after 35 years old kids are impossible I just worry we’re taking too long. But emotionally it also feels aligned.

It’s so confusing and I’m just wondering if anyone has any words of wisdom.

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u/Delicious-Owl-4390 — 3 days ago

Daily sticky thread for rants, raves, celebrations, advice and more! - July 03, 2026

This is the place to put shower thoughts, your vents/rants about dating, requests for quick advice, serious (and sometimes not) questions and anything else that might not warrant a post of its own.

This post will be moderated, so if you see something breaking the rules, please report it.

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u/AutoModerator — 3 days ago

flaky people

I've gotten cancelled on (and stood up once) the last 3 dates I've planned with people I've met on dating apps, usually pretty last minute like the night before or day of. Usually very poor excuses. It's especially upsetting because with some of these people we've spent weeks trying to work out a date, make plans a week or so in advance, and they end up cancelling last minute anyways. This didn't happen a single time in my entire 20s, despite going on way more dates then compared to now.

All these people asked to meet up with me, not the other way around. I don't really feel like it's something I'm doing wrong since I didn't have experiences like this before this past year, but are people flakier nowadays in general? Or as I'm getting older, maybe I should stop entertaining people in their late 20s entirely? (I only say this because 2/3 of these people were late 20s, age difference is 4-5 years). And if there is something I should maybe do differently, I'd love to know what.

Also, I don't know if it's relevant to mention but I've also planned a bunch of "friend dates" with people I've met online or through meetup events in the past year and not a single one has cancelled or flaked out last minute. Like, what gives?

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u/semicharmedliife — 3 days ago

Daily sticky thread for rants, raves, celebrations, advice and more! - July 02, 2026

This is the place to put shower thoughts, your vents/rants about dating, requests for quick advice, serious (and sometimes not) questions and anything else that might not warrant a post of its own.

This post will be moderated, so if you see something breaking the rules, please report it.

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u/AutoModerator — 4 days ago

Great first date, she asks for a second date, then backed out

I went on a date with a girl I met on a dating app, and it honestly went really well. In fact, as we were saying goodbye, she was the one who suggested we meet again the following week.

Over the next few days, I texted her here and there—nothing excessive or clingy, but I didn't completely disappear either. Then I noticed her messages becoming a bit colder and less engaged. Eventually, she told me she's terrible at keeping up with her phone and said she'd rather have someone "hate her a little now than a lot later" because she'd probably end up disappearing anyway. Because of that, she said she'd rather not go ahead with our second date.

A few weeks have passed, and now Instagram has suggested her profile to me. Would it make sense to follow her and send a casual message like, "Hey, you popped up in my suggested accounts. How have you been?"

Part of me feels like the reasons she gave for ending things were pretty vague, and maybe due to an avoidant pattern, or just stress (she was out of town for work the entire week) so I'm wondering if enough time has passed that it wouldn't come across as weird— or if I'd just be reopening something she already chose to end. I'm 39 and she's 32.

TL;DR: Great first date, she suggested a second one but then cancelled saying she's bad at texting and would likely disappear. A few weeks later she popped up on Instagram - worth trying following and texting her or just moving on?

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u/Netw3 — 4 days ago

Help I need advice on this white lie/ secret that I've been keeping from guy I've been dating almost 2 months

Been dating him almost 2 months. It is starting to get serious in the sense that he is just pursuing me more and more. He has told his friends about me, is asking would my brothers like him, my sister etc. Other than that his interest is just really high. I haven't met his family yet and we haven't discussed labels but just last week he said he has paused his hinge account. We have an upcoming concert on Sunday to see a band he knows I love that he booked a month ago. Right to the white lie/secret etc

Basically I have a twin sister who has been through a lot the last 3-4 years. She had to leave her pharmaceutical job because she had a breakdown due to stress and having aspergers. She had to end up going into a psyche unit for a few months.

To sum up she is now a cleaner with a year partime and she relies on disability allowance too. Im proud of her that after putting up a lot of weight and nkt taking care of herself and through my encouragement she is doing much better. She also had to motivate herself too.

However I have massive silly insecurities and always feel like people judge people on their jobs and lifestyle. So on the second date with this guy i told him she works in the pharmaceutical when she doesn't. He obviously asked what her job was first. So I have kept up the secret because it has only come up a few times but id refer to her hours that she worked before ie shift work.

On a walk yesterday evening he again asked a bit more directly about her hours just briefly but it made my heart sink because I was planning on telling him about her, but unfortunately I reinforced the lie and just quickly changed the subject

So its been eating me from the inside out. He's coming over Friday evening to stay over and I know im definitely going to have to tell him. Also I'll be honest and say I repeated a year when I was in school and he said so you graduated like me in 2010 (we're the same age) and I just said yeah because I was embarrassed about repeating that year. That has never come up since obviously but I know its another white lie. Im not a dishonest person at all in day to day life but through dating in recent years and mainly with this guy i have let my insecurities get the better of me.

Id like your honest opinions and how to approach this with him please

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u/Massive_Fee_101 — 4 days ago

Not sure whether to run for the hills or stick it out.

I’ve been dating this guy for a few months and we have butted heads a few times over small things. I’m at the point where idk if I want to even try to communicate with this person anymore, but I’m conflicted because outside of the following we have gotten along really well.

We have different communication styles verbally and all I’ve asked and stressed was to respect my boundary on fighting fair. Twice before when we had a disagreement he quickly went to name calling. That included basically calling me stupid or names referring to mental disabilities or psychiatric illnesses. The last time we bumped heads it seemed like he got the message, was able to be accountable and apologized and I could tell a difference in his communication.

Outside of that things are great and we have been able to work out scheduling issues, general wants/needs, without issue and have a great time together. The only time we really come to an impasse is over small trivial opinion based things that come up in random conversation but have no further bearing on anything. However it always seems to turn into a huge thing because he goes to name calling.

I had a rough couple of days but knew he wanted some attention last night and when I reached out to him, he started talking about how he went over and took care of his baby mama bc she wasn’t feeling well. I think co-parents should work together and support each other, but with boundaries. I’d never expect my coparent to come over and nurse me back to health bc Im not feeling well. We have boundaries and have both developed our own support systems.

It just sounded weird to me, especially after explaining to him the last 48hrs had been hell on wheels for him and his response was basically “yikes. Lol” Like he could have very easily not let me know that he spoon fed his ex soup to fix her tummy ache and I told him as much that I was uncomfortable with that. His immediate response was to go back to calling me names, accusing me of various mental illnesses, and ultimately calling me a bitch multiple times. Not saying I was “acting like a bitch” or a variation of that, flat out calling me a bitch like “you’re such a bitch…” and rapid firing multiple texts with the same language and tone.

Apparently, that’s a similar communication pattern he had with his ex and he’s emphasized he doesn’t want to repeat that dynamic, but it seems like old habits die hard and I’m not sure if this is something that can be worked through or if I should exit stage left immediately. I feel stupid for questioning myself but I am.

Does anyone have any advice?

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u/Open-Restaurant3967 — 4 days ago

People with Attachment Issues, How do You Decide Whether or Not to Keep Seeing Someone?

I (30F, queer/bisexual) have a disorganized attachment style that comes from about 20 years of familial and DV-related trauma. I've been in therapy for a handful of years, and overall I'm doing really well - great friends, community, a job I love, hobbies, etc. The one area I still struggle with is romantic relationships.

One of two things always happens to me. Either I develop an intense and emotionally fraught situationship with someone who clearly doesn't have the capacity for a relationship, or I try to settle into a relationship with someone stable and just feel....nothing. Obviously I'm trying to steer clear of scenario A, so I now find myself navigating scenario B.

I've been seeing this girl for about a month. She's sweet, and even though she's a bit quiet the silences don't feel awkward and I enjoy her company. We both like to read, so we've been exchanging book recommendations which is nice. Physical intimacy hasn't been an issue so far, which in and of itself is great for me because I've been struggling to want to be physical with anyone lately.

The problem is that my feelings have just kind of plateaued there, and I can't figure out if it's because there's just not enough between us or if it's my attachment issues. I don't miss her when we're not hanging out, don't light up when I see a text from her, don't fantasize about a future together. And whenever the date ends I feel kind of sad - but not like an "I miss you and don't want to leave" sad. More like a lonely, empty sad.

I'd love to hear from people with disorganized attachment especially. How do you delineate between a healthy connection that's not about "chasing the spark" versus a connection that's just not right for you?

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u/Left_Eye9481 — 4 days ago

Daily sticky thread for rants, raves, celebrations, advice and more! - July 01, 2026

This is the place to put shower thoughts, your vents/rants about dating, requests for quick advice, serious (and sometimes not) questions and anything else that might not warrant a post of its own.

This post will be moderated, so if you see something breaking the rules, please report it.

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u/AutoModerator — 5 days ago

How to build a strong foundation in early dating stage

I’ve been seeing a guy who is a really good match me for almost a month now and everything has been going really well. By this, I mean that we’ve both been very communicative, respectful, and are both what each other is looking for in a person so far. My issue now is that I’ve never been in a healthy relationship so I don’t know where to go from here. For more context on this, I’ve done “the work” in therapy and I’m more emotionally mature than I’ve been in the past. I feel ready to start a mature and healthy relationship without sabotaging it.

How do we build a strong foundation for us to make this last? Is it by focusing on building a friendship first? We met on a dating app and started getting intimate 3 weeks after first meeting each other.

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u/Both-Trainer-1308 — 5 days ago

Daily sticky thread for rants, raves, celebrations, advice and more! - June 30, 2026

This is the place to put shower thoughts, your vents/rants about dating, requests for quick advice, serious (and sometimes not) questions and anything else that might not warrant a post of its own.

This post will be moderated, so if you see something breaking the rules, please report it.

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u/AutoModerator — 6 days ago

Daily sticky thread for rants, raves, celebrations, advice and more! - June 29, 2026

This is the place to put shower thoughts, your vents/rants about dating, requests for quick advice, serious (and sometimes not) questions and anything else that might not warrant a post of its own.

This post will be moderated, so if you see something breaking the rules, please report it.

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u/AutoModerator — 7 days ago

Relationships, Reciprocity, and Religion? 31yo wandering in a wide open world.

To start, my belief structure is complicated. I was an atheist, agnostic, and pushed into Bible College by a church that did not want to answer questions, but sought to drop me as a bad habit. During all of that, I was also pushed into a marriage with my then-girlfriend that turned into a 10-year-long ordeal that developed, died, and decomposed as a result of trauma that we both contributed to actively.

Background to Support Inquiry: I'd call myself a skeptical relationalist who leans heavily on his faith now to maintain some sense of normalcy. But I also understand that my biology, emotional development, and personality are the result of earthly and possibly beyond factors. My spirit, my God, is in the details and the in-between and has called me to be a creature of Love, Compassion, Joy, and Reprieve to others despite differences, and that is where I feel that I differ from a portion of the broad Christian Community. I am not called to judge; even those I passionately disagree with, I will love until I die, because they deserve love, life, and the human experience. It honestly makes me feel ostracized in a lot of ways, and thus, I am worried about being single after 30. How do I stop that worry?

This places me in this camp, where I find myself unable to locate people to do life with who think in a similar vein. People are trying to change my beliefs, and will ultimately be unsuccessful. I took that Bible College degree into a Master's and developed and deconstructed until I found myself here. Now I am restarting(as detailed in my last post) and trying to figure out the pieces of this Love Cup I call a soul.

So what do I do? Where do I go? Love seems so far out because I am stuck in this spot. But I know in my heart of hearts that there is someone out there. Someone who will reciprocate the love that I have, and that will be a cherry on top, not my reason for loving, living, or alike.

One of the problems I have is the idea of society-imposed obligations for religious individuals rather than what their own structure truly believes. I want my relationship to be a choice, someone I choose each and every day because I love them and enjoy them. Not some obligation that I have to have, or a drug that I need to remain stable.... So how do I find that? The impulse, the indiscriminant voice in my body that argues for my demise, says it's impossible. Call it the devil, call it self-doubt, call it whatever, it's clearly there, and it is alive. So I push, I work on myself, I start programs, I volunteer with Nerds, I love on people, and I listen, that voice gets smaller and smaller.

So TLDR, my fellow people of religion. How do we date? How is intentionality important in your life? What do you love and how do you share that with others? Do you stick to church to date? What apps do you find helpful?

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u/DM_Stapes — 6 days ago

Australian dating scene

Fellow over 30s based in Australia - how are you approaching dating these days, if you have the intention of finding a genuine connection?

I (F, Sydney based) haven't really dated for a couple of years & completely missed Hinge turning into a hook-up app. I loathe OLD, but also accept it as part of "modern life". However now I don't even know what apps to use.

I'm also socially active & take part in plenty of activities. I just feel a bit clueless when it comes to dating!

Any & all advice welcome :)

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u/crlyx — 6 days ago

Daily sticky thread for rants, raves, celebrations, advice and more! - June 28, 2026

This is the place to put shower thoughts, your vents/rants about dating, requests for quick advice, serious (and sometimes not) questions and anything else that might not warrant a post of its own.

This post will be moderated, so if you see something breaking the rules, please report it.

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u/AutoModerator — 8 days ago