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Relationships

Mumsnet has not checked the qualifications of anyone posting here. If you need help urgently or expert advice, please see our domestic violence webguide and/or relationships webguide. Many Mumsnetters experiencing domestic abuse have found this thread helpful: Listen up, everybody

Should I ask him out?

49 replies

AnotherSchoolRunMum · 16/05/2026 12:50

I'm 31, single mum to 2 DC. I separated from exH a year ago, we were together for over 10yrs before that so the last time I was dating was in my late teens!

There is a man I really like and I feel so out of my depth with dating these days I don't know what I should do! He's a single dad, his DD is in the same school year as my eldest DS. We've known each other in passing for a few years as the DCs went to nursery together but it's only since we've seen each other more regularly on the school run that we've started to talk a bit more.

He's really great, seems so kind and thoughtful. He's a wonderful dad to his DD and very involved parent (50% custody since she was very young). I really admire his parenting style and how patient and understanding he seems to be with her. Everyone I know from the school group talks very positively about him (things along the lines of 'oh have you met Brian? Isn't he such a nice guy?' etc) he seems the kind of person who gets on well with everyone. Physically he's exactly my 'type' and I find him very attractive.

I see him a couple of times a week on the school run and occasionally when the DC are invited to the same parties etc. We've chatted quite a bit at a surface level (about DC, school, weekend plans etc) and the conversation always feels really easy. There have been a few times where it's just the 2 of us and I've felt there's been a connection with more intense eye contact and smiling but I could be completely making that up because I want it to be true!

The problem is I only see him for 5 minutes a couple times a week (sometimes less if we're late / kids are ill etc) and there isn't really a lot of opportunity to get to know him better. I have his phone number because our DC have attended each others parties and there was also a time where he asked if he could take a photo of our DC doing an activity at school together (think sports day / school fair) and said he had my number so would send the pic to me after (which he did). Would I be completely crazy to text him and ask if he'd like to go for a coffee or something? I've never asked anyone out in my life!

I'm worried that if he says no it'll be really awkward and I'll have to avoid him for years until our DC leave school! I'm also in a nice little friendship group of school run mums which includes his DD's mum - we're not close but get along well enough. For what it's worth she is with someone new and has talked about setting her ex up with people before so I don't think there are any lingering feelings there but could still be awkward!

Any advice welcomed please, I feel like a teenager again 🙈 Sorry this is so long!

OP posts:
StarlightLady · 19/05/2026 13:31

UnemployedNotRetired · 19/05/2026 12:00

I'd take a more subtle approach. Invite him to something you are already planning to do and see if he wants to attend.

So, "on Saturday at 11am I'm going to be at the farmers market/cafe/whatever. Would be nice to have company if you're free and get to know each other a little better".

Overly subtle can cause confusion with the other party. Personally l see no benefit in being backwards in coming forward.

RelishingGrpSupport · 22/05/2026 04:25

News you want to share? 😀

WhatNextISay · 22/05/2026 05:02

Come on OP get on with it. I'm invested as fuck!

AnotherSchoolRunMum · 29/05/2026 08:31

So! I did not ask him out (yet) but I did ask if he wanted to do something together with the DC during half term. I suggested a specific date that I knew we'd both have DCs with us - thought it'd be a low pressure way to spend a bit more time with him and it's something I'd do with other school friends so not too suspicious or embarrassing if he said no!

Well, he replied initially to say he needed to check if they were free due to having family visiting this week (fair enough) and that he'd let me know as soon as possible. I thought the tone of his message sounded quite keen so I was pretty excited! But then he didn't reply for 2 days and left it until the morning of the day we were supposed to be making plans before he replied. He says he has to work now (no idea what he does for work) but has suggested doing something on the weekend and gave specific examples of places we could go (one more of a day out and one more low-key).

I don't know what to think? I'm a bit annoyed that he left it so late to reply, feels a bit inconsiderate as I couldn't make any other plans in case he said yes! Also if he messaged me out of the blue asking to do something I'd jump at the chance! But then he has suggested doing something on another day? Thoughts please wise mumsnetters, I don't know if I'm reading too much into this!

OP posts:
croydon15 · 29/05/2026 08:54

Go with what suits you at the weekend, you were keen so it's your opportunity to get to know him better, if you don't go you will regret it.

Sunshineandgrapefruit · 29/05/2026 09:09

I think if he wasn't interested he wouldn't have suggested an alternative. Go if you're free and be a bit flirty. See what happens.

DancingFerret · 29/05/2026 09:13

Don't overthink it. It's a positive that he offered an alternative for the weekend.

YouKnowImRight · 29/05/2026 09:17

A step-father is 10x more likely to abuse your child (National Incidence Study of Abuse and Neglect 2009)

Sunshineandgrapefruit · 29/05/2026 09:25

She's after a date not a husband! Single parents are allowed to have a life.

80smonster · 29/05/2026 09:38

Look, you’ve purposefully framed it as a kids play date thing, so don’t think you can be too sensitive about it. If you’d asked him for a drink, that would be different, as his tardiness would indicate he wasn’t interested.

Goditsmemargaret · 29/05/2026 09:43

Yeah I see why you're disappointed after being proactive but as a pp said you framed it as a playdate so it's not an indication of his interest.

Well done btw!

I think you should get back to him about the weekend and go along (looking gorgeous) if and only if it suits you.

I hope you have a lovely day and remember the purpose isn't to get him to like you it's to get to know him a bit better and see if you even like him.

its2025 · 29/05/2026 09:49

YouKnowImRight · 29/05/2026 09:17

A step-father is 10x more likely to abuse your child (National Incidence Study of Abuse and Neglect 2009)

Oh FFS!!! not particularly helpful to this thread is it??!! She's asking about a date not for the guy to move in for heavens sake!

Anyway @AnotherSchoolRunMum I think if he didn't like you - he wouldn't be suggesting an alternative day for the kids activity. But actually by making this a kids play date you've mudd-ied the waters a bit - he might be a bit confused what you're after.

Go ahead with plans for the weekend and see how it goes - then assuming everything goes well at that - ask him out directly for coffee.

AnotherSchoolRunMum · 29/05/2026 10:16

Thanks everyone, appreciate the comments about making it more confusing by being a playdate. My intention was just to get to know him a bit more outside of the school run setting and also open the communication channels so it would feel less weird to text him out of the blue and ask him out. 🙈

We have plans with friends this weekend so I've let him know we can't make it but would love to do something another time. I'm hoping that's the right thing to say!

OP posts:
2chocolateoranges · 29/05/2026 10:27

If he is anything like my dh or my adult son they are both very last minute planners. Dh hates making advance plans and prefers to do them as late as possible.

go with the flow, see if he suggests another day out with your children.if he isn’t keen then he wouldn’t get back to you.

ivegotthisyeah · 29/05/2026 10:34

I am overly invested in this! I think that a great idea the first meet being with the kids as a play date it gives you time to get to know him
more, so therefore you have to treat his delay in replying as if it where any other school mum/ dad.
i don’t think it’s a negative remember he has no idea you like him yet! Do the play date then progress to no kids date etc - you’ll get more of a vibe the more you see him

StarlightLady · 29/05/2026 11:11

He may have left it a little while so as not to appear overly keen. In the early stages some might prefer that.

RelishingGrpSupport · 29/05/2026 13:18

Great there's progress! Thanks for the share 😌

YouKnowImRight being a bit out of context, put mildly

AnotherSchoolRunMum · 30/05/2026 14:20

Update - he has suggested a day in a couple of week's time that they'd be free and gave some more suggestions of places to go which I've agreed to. We're doing something that's a little more of a day-out type activity and should have plenty of opportunity for us to chat while walking around. Will let you all know how it goes! 🤞

OP posts:
Goditsmemargaret · 30/05/2026 14:35

Exciting OP! I think the fact he's planning in advance looks promising.

Amandasummers · 30/05/2026 14:59

YouKnowImRight · 29/05/2026 09:17

A step-father is 10x more likely to abuse your child (National Incidence Study of Abuse and Neglect 2009)

Wow 🙄

AnotherSchoolRunMum · 14/06/2026 13:49

Well we went on the playdate! It was so wonderful, I don't think I've stopped smiling since. To start with it was a bit awkward neither of us really knew what to say but once the conversation got going we found so many things in common and it felt so easy talking to him, we were both smiling and joking around a bit by the end. We went into a little cafe, he was in the queue ahead of me and when I went to pay he had already paid for me! The lady on the till also said 'aren't you two together?' which made me blush a bit! When we were about to leave there was a moment where the conversation went quiet and I thought maybe he was going to ask me out but he didn't. He did ask if I wanted to do something else with the kids though and we booked a date in the calendars for that so I'll be seeing him again!

OP posts:
Goditsmemargaret · 14/06/2026 13:57

Sounds promising OP! Would you be brave enough to suggest something just the two of you if this one goes as well?

Thebigonesgetaway · 14/06/2026 14:46

AnotherSchoolRunMum · 14/06/2026 13:49

Well we went on the playdate! It was so wonderful, I don't think I've stopped smiling since. To start with it was a bit awkward neither of us really knew what to say but once the conversation got going we found so many things in common and it felt so easy talking to him, we were both smiling and joking around a bit by the end. We went into a little cafe, he was in the queue ahead of me and when I went to pay he had already paid for me! The lady on the till also said 'aren't you two together?' which made me blush a bit! When we were about to leave there was a moment where the conversation went quiet and I thought maybe he was going to ask me out but he didn't. He did ask if I wanted to do something else with the kids though and we booked a date in the calendars for that so I'll be seeing him again!

It sounds good, but Were the kids there or was it just the two of you?

GreatOffWhiteFalcon · 14/06/2026 14:56

My friend in similar circumstances wrote'do you want to meet for coffee' in a piece of paper and handed it to the man concerned, and he said he was about to ask her. Go for it.

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