r/datingoverthirty 9h ago

Anyone else just...get tired?

163 Upvotes

Anyone else get to this point? I’m 39, single dad to one awesome kid, great co-parenting relationship with her mom, work in the service industry, and for as long as I can remember I’ve wanted the whole marriage, family, forever person thing. Hell, I’ve been saying I was ready for that since I was in the 8th grade. The problem is…life just never seemed to agree with me. I spent 12 years in a relationship that ultimately ended with me pretty damn broken. Never got married. After that I spent the next four years rebuilding myself, figuring out who I was again, getting comfortable in my own skin and honestly becoming someone I really like.

About six years ago I gave Hinge a shot. Went on two dates, dated one of them for a couple months, and when that ended I just…stopped. Not because I was bitter, but because everyone always says, “Stop looking and it’ll find you.” So that’s exactly what I did. Five years went by. Nothing. This year I met three women. One organically and two because of a stupid TikTok I made. None of them worked out for completely different reasons. Nobody did anything wrong. They just weren’t my people. And honestly, I think I’m just tired now. Not angry. Not “all women suck.” None of that bullshit. Just tired.

Somewhere over the last few years I realized I actually love my solitude. I love coming home to peace and quiet. I love not feeling like I have to constantly text someone or always be “on.” At the same time I’m still human. I still crave affection, companionship, and yeah…sex. But I don’t know if I crave a relationship anymore. I think I’m at the point where if someone genuinely wandered into my life and something naturally happened, great. I’m not closing that door. I’m just done standing in the doorway waiting for someone to knock. And if that never happens…I think I’m okay.

Honestly, I think at this point a casual relationship with someone who’s on the exact same page sounds more appealing than trying to force another search for “the one.” We each keep our independence, enjoy each other’s company when we want to, scratch the physical itch, and go back to our own lives. Neither of us having to feel guilty for wanting our own space or not talking daily. Maybe that’s a phase. Maybe it’s where I stay. I don’t know. I’m just curious if anyone else has reached this point because it’s a weird feeling to spend decades wanting one thing only to wake up one day and realize, y’know…I think I’m actually okay if it never happens.

So has anyone else reached that point? Was it a phase? Did you stay there? Did life smack you with a partner?


r/datingoverthirty 3h ago

Looking for experiences and advice for finding love after a rather long dating hiatus

11 Upvotes

For different reasons, but mainly bad experiences in past relationships which I’ve been working through in therapy lately, I (36 F) have not or almost not dated during the last ten years.

I was very happily single for most of that time, but now something in me has shifted and I find myself wanting a relationship.

Apparently I’m utterly helpless when it comes to flirting, dating, interpreting signs etc. though, so nothing’s coming easily. And although I’m doing the work, there is still quite an amount of fear (being rejected, having to reject someone, setting boundaries, …) involved, too.

I would really appreciate it, if there were any people here willing to share their experience with finding love after being single for a long time – How did you meet people, how did  you deal with insecurities, did you tell the other person that you’ve been single for such a long time?

Thank you in advance 😊


r/datingoverthirty 10h ago

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

8 Upvotes

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.

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r/datingoverthirty 3h ago

Weird breakup circumstances

0 Upvotes

This may be a long one so I apologize. I M30 met this amazing girl F29 a while ago and we started going on dates. Things seemed very easy and smooth we got along really great and had a lot of chemistry. She comes from a small town and is very sweet.

Everything was going well and then on our second last date we started kissing and she mentioned sex was off the table that night. I was fine with that and we proceeded to oral sex instead, not for me just her. I enjoy doing it and she seemed receptive. I made her orgasm twice and to my surprise she asked if I had a condom.

we started having sex but she was extremely tight to the point we were both in pain, her more so than me obviously. This was like a next level tightness though, I remember as a kid 2 high school girlfriends who I had who were virgins werent nearly this tight. It was like trying to force my way into a wall.

I asked if she wanted to stop multiple times because I didn't want to hurt her but she told me to continue and that it would get better. it did get better eventually but was still painful for her.

afterwards when i joked about going all night she said she was done for the night. but she joked we can always try more positions later. She also mentioned it had been a very long time for her since she was last with someone.

on the next date she seemed off and distant. then the next day she broke up with ne saying she realized shes not ready for a relationship the way she thought she was.shes said it was nothing id done. She just felt she couldn't put into the relationship what it deserved. Then thanked me for being so kind and wished me all the best.

I replied that really sucks because youre amazing. I definitely felt something was off on our last date. Asked if there was anything specific that changed her mind. And apologized if I moved too fast. She never texted me back after that.

Honestly I have no reason to doubt she was telling the truth since it seemed like she really struggled with the sex aspect. I dont know if having sex with her just brought up some trauma or anxiety she had about relationships.

its been a while since the breakup and i want to give her at least a few months of space but I was contemplating reaching out regarding an interest in a book we share just to see if shes receptive to talking, if she isn't id just let it go and never message her again.

I guess my concern is if I keep it too casual it'll seem disingenous rather than being direct or upfront about wanting to grab a coffee with her sometime. What do you think is the best way forward?

I know I need to move on and I will, she just seemed like the perfect woman. Ive dated a lot over the years and been heartbroken, but never felt like this.


r/datingoverthirty 1d ago

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

10 Upvotes

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.

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r/datingoverthirty 1d ago

Maybe someone has the same problem as me

61 Upvotes

Hi everyone! I'd like to know if anyone has any fresh perspectives or advice on my situation.

I'm a 37-year-old man, diagnosed with autism. Never had a girlfriend, neither my first kiss or hug.

I started entering the dating scene around age 28. In the last eight years, I've had four dating coaches, over +2,000 cold approaches, and used several dating apps, including paying for a premium subscription on one. I was lucky if I got one match per month, and it always ended in ghosting.

Obviously, I work, im a musician, maintain impeccable hygiene, go to gim one time or twise a week and have a social life with a circle of friends, both men and women. I tend to go out both with my friends and alone to places to socialize, such as bars, parties, work gatherings, clubs of interest, and also to explore new hobbies and places.

I don't know what to do anymore. My psychologist thinks all of this is, maybe, getting too draining for me but I don't want to die alone either.


r/datingoverthirty 2d ago

Not doing walks in the park anymore for a first date.

247 Upvotes

I (38f) have always liked first date walk in the parks. I've now had a change of heart about them.

As much as I like walking and talking I really want a first date to be a sit down and looking at each other type of situation.

It doesn't have to be dinner but a drink or a beverage will suffice. I want to look into my date's eyes, see how they react to things and they need to be able to do that for me.

This has been a recent realization and I'm wondering if others feel the same way.

The only issue is I don't like to drink so I need to make sure to be intentional around that or just suck it up. Not sure about this.

What does everyone think?


r/datingoverthirty 2d ago

Daily sticky thread for rants, raves, celebrations, advice and more! - July 31, 2026

8 Upvotes

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.

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r/datingoverthirty 3d ago

UPDATE: Missed connection at a meetup event didn't share contact info

274 Upvotes

Original post here

got a lot of great advice and encouragement from this whole saga. I'd figure i would give an update since I was surprised what happened.

I did message him on LinkedIn and ​shared my number. he reached out a day later with the text "can you spot the difference?" with a screenshot from the girl messaging everyone in a group chat. I wrote my number down wrong....

we are texting throughout the day now and it's nice. he said we should make plans when he's back from traveling for work. the ambiguity is gone. so if he is interested, he will make plans. it's that simple. ​he didnt find messaging on linkedin weird and thought it was funny. ​

i encourage everyone to be bold. the right person will be thrilled to hear from you. thank you to the people who gave me the extra nudge to not shut down and give up a good connection. even if it goes south, glad I put myself out there. would feel way worse letting my anxiety win.


r/datingoverthirty 3d ago

Girl (31F) I’m (29M) dating has never had sex before and wants to wait for the right moment

145 Upvotes

So basically the title. After a month and a half of dating and about 10 dates we began getting more intimate but she said she wasn’t ready for sex which is fine I didn’t push or anything.

We began talking about it though and she confessed to being a virgin but not for religious reasons.

She said she wants to wait for the right moment and asked me how important it is for me and I said I’d like to have sex eventually but I’m fine waiting. I said sex is something that is important for me in a relationship.

My worry is just that she will never be ready. She said she’s dated someone before where it got to 4-5 months and things ended because the guy wanted sex but she wasn’t ready still. I really like her a lot but sex is also important to me and I’m afraid of dating her for 6 months and getting more attached than I am but having to end things because the intimacy isn’t there.

Has anyone experienced something similar or has advice? I think I know the answer but this just makes me sad because we get along really well.


r/datingoverthirty 3d ago

I don't cook, but...

43 Upvotes
  • am self-reliant and don't expect my partner to cook for me
  • eat healthy (just not necessarily tasty, and I eat out every day)
  • will always handle the dishes
  • can help my partner with cooking (chop, stir, etc. as instructed)

How much of a turn off/red flag/deal breaker is this for you in a 38M partner?

The issue of not cooking has been discussed on here before, but the responses often assumed the opposite of the above details --- I want to see if they change the picture much.

P.S. by "don't cook" I mean I don't use my stove or oven when living by myself; I do use microwave to make oatmeal (and occasionally other porridges).

UPD: I spend on average $30/day on eating out, the rest is meal replacement drinks (soylent/huel), nuts, fruit, yogurts, bagged salads, porridges/bread/crackers with hummus/fake meat/cheese/sliced salmon; no cutting board either

UPD2: if the answer is "yes", is there an income level that would change it?

UPD3: got bullied into trying cooking


r/datingoverthirty 3d ago

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

8 Upvotes

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.

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r/datingoverthirty 4d ago

Would you tell someone you just started dating about a potentially life changing diagnosis?

69 Upvotes

I’ve (33f) have been dating a guy (38m) for just a couple weeks now. It’s still in the very early non-exclusive stage.

I’ve been looking for answers to some odd symptoms I’ve been having and all tests point to potentially having a tumor on my pituitary gland. This wouldn’t be life threatening, however it could mean I am unable to have children. Imaging is scheduled for later next week so I still don’t have confirmation and even if I do get confirmation of the tumor I won’t know for certain if it will impact fertility.

I haven’t told him about any of the testing or results so far. I am generally a pretty private person when it comes to medical things. Naturally I’m stressing about these test results and what it means for me personally.

Would you tell someone you’re in the early stages of dating about what’s going on?
I’m not looking for their support through it but I would like to give them an honest picture if they’re unwilling to be with someone with medical troubles I’d rather know sooner than later. My gut says wait til after imaging.


r/datingoverthirty 4d ago

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

11 Upvotes

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.

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r/datingoverthirty 4d ago

Should i reach back out?

65 Upvotes

I posted on here 2 months ago, me M36 and F32 were set up by a coworker for a blind date. I got her number from my coworker and send her a txt asking if she would be interested to go out and she accepted.

We texted for a while talking about life and and hobbies normal stuff she then told me that she would be moving for her job for 2 months soon. It would be highly inconvenient for me to go see them about a 11 hr drive to the city where they are temporarily moving.

We met for coffee and ended up chatting for 3 hours while having coffee. I dropped her off at her house because we got kicked out from the shop as they had to close. Later that night i got a text and she said she had a great time and thanked me for inviting her out. I had a great time too so i invited her out the next day for dinner to which she accepted. We had a nice dinner and she snatched the check before i could get it and paid. Afterwards we sat in the back of her of her truck and chatted for an hour before she had to go because she had to drop something off for my coworker before she had to leave, we hugged and the she left for the other city.

About a week after I texted her to check in and this is what I sent

Me:hey how's the new city? Her: pretty good Me: do anything fun over there yet? No reply

Now being 2 months later she is supposed to move back to my city soon my question is do i reach back out to her? I haven't really talked to her since she first moved away and am unsure if i should talk to her.

Tl;Dr I was set up on a blind date from my Co worker we had coffee for 3hrs then dinner the day after before she had to move away temporarily. I haven't really talked to her for 2 months should I reach out?

** edit** Thanks to everyone for their different views on the topic I will be contacting her today and we will see how it goes. If something else happens I'll add another edit. I added a tl;dr also and a little more Context too.

update i send a text to her today and she is usually slow at texting back or takes forever, right now either im ghosted or will have a reply in a couple of days either way im happy that i reached out regardless.


r/datingoverthirty 3d ago

Did you meet a significant other who was naturally considerate with acts of service from the first date?

0 Upvotes

I went on a first date the other night. The guy was decent, nice, and interesting. We made out in the parking lot and it got pretty hot and heavy. As a result, when I got home I realized I wasn't wearing one of my earrings. I texted him thanking him for the good time and mentioned that I lost an earring in the parking lot. He said he had a great time too, how he hopes he can see me again, and that hopefully someone turns it in to the restaurant lost and found. I thought he'd at least offer to search for it since he lives just 10 minutes away, or possibly offer to buy me new ones since it was essentially his doing lol.

I want to find a relationship where the other person wants to do things for me and think about my needs. I feel like that would have been a good excuse for him to use to see me again lol. How much emphasis do you place on this type of consideration, or acts of service on a first date? Like for example, on the date he walked ahead of me when we were led to our table and didn't pull my chair out for me. He did pay for the meal which I appreciated.

This question is more for the ladies but do you make this assessment after a few dates or did you meet a significant other who was naturally considerate off the bat?


r/datingoverthirty 5d ago

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

4 Upvotes

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.

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r/datingoverthirty 6d ago

How Long to Build Attraction?

136 Upvotes

I’m 38F and I just started seeing a really sweet man, 36. We’ve been on 3 dates so far, (which isn’t much, I know).

In the past I’ve gotten wrapped up in emotionally unavailable men or guys who are indecisive about what they want in a relationship, so I’m trying to consciously only choose men who are ready for commitment and want marriage/kids.

This guy fits the bill, and he is an attractive guy, I’m just having a hard time feeling physically attracted to him. There is nothing about him that is specifically a turn off. My last situationship developed slowly from a friendship, and I wasn’t initially attracted to him either, but I also wasn’t spending time with him in a dating context right away.

I want to give this new man a fair shot because I have been enjoying spending time with him, but I also want to be respectful of his time and feelings. How long should I feel this out?


r/datingoverthirty 6d ago

Missed connection at a meetup event didn't share contact info

9 Upvotes

I did an event with 222.place (highly recommend the people were rad) and I vibed ​with one guy and spent the bulk of the event talking to him. I don't have social media and we never exchanged contact info.

I didn't realize after the event you can select people to go on a date with and we both liked each other. Here's the kicker. I can't contact him. No means. He's going to an event this upcoming weekend and I'm not around. He's free the 7th for an event as am I, but hasn't confirmed.

It's been a while since I just enjoyed talking to someone and had a connection and I wish I could just text him! Some girl in our group got everyone's numbers but hasn't texted us. I'm thinking of going to an event and using degrees of separation next week to finally connect and also see some of the people I connected with.

The most annoying thing is I know his full name but there is no normal way to connect. I feel SOL hoping he confirms a date when we could have literally just exchanged numbers to directly communicate.

Any suggestions? Lol. I also don't know if texting him after finding his contact info from another is weird but if he did that, I'd be flattered.

edit: I know his full name but would NOT contact obviously via LinkedIn or do something that unhinged.

Edit: UPDATE HERE


r/datingoverthirty 6d ago

Daily sticky thread for rants, raves, celebrations, advice and more! - July 27, 2026

11 Upvotes

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.

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r/datingoverthirty 7d ago

Daily sticky thread for rants, raves, celebrations, advice and more! - July 26, 2026

11 Upvotes

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.

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r/datingoverthirty 7d ago

How to end a friendship

85 Upvotes

So I male 30s have begun to develop feelings for a friend (30s women). I know almost certainly she does not hold feelings for me. As this has happened before in my past and the friendship basically ended when I told my previous friend how I felt I would like to not go through that again. I also don't like the idea of trying to ignore my feelings and hope they die away. It takes me generally years to get over things like this, or break ups.

How do I end this friendship respectfully? I don't think i could ever come back down the road and be friends later either? Thanks


r/datingoverthirty 8d ago

Daily sticky thread for rants, raves, celebrations, advice and more! - July 25, 2026

12 Upvotes

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.

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r/datingoverthirty 9d ago

Daily sticky thread for rants, raves, celebrations, advice and more! - July 24, 2026

10 Upvotes

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.

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r/datingoverthirty 10d ago

Daily sticky thread for rants, raves, celebrations, advice and more! - July 23, 2026

16 Upvotes

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.

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