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Relationships

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Now he is single, is this developing or just convenient?

23 replies

Shelley4621 · 03/09/2026 22:14

I’m 46 and have known this man since we were about 14 We reconnected last year after not really being in each other’s lives properly for 20 years. There was always some history/attraction there from school.

Over the last year we’ve had a very intermittent sexual relationship. For the first few months, I was unaware that he was in a relationship. Once I knew, I kept things emotionally at arm’s length and didn’t initiate contact. He initiated the contact/meet-ups. I knew the situation was messy and never expected him to leave anyone for me.

Despite it being casual, we’ve always talked a lot. When we see each other it’s not just sex — we can talk for hours about our families, marriages, kids, work, money, travel, school memories, his family , children past relationships etc. I’m naturally someone who asks lots of questions, so I know I encourage people to open up, but he also asks about my life and remembers things about me.

Things have become more frequent recently. We’ve seen each other a few times in a month or so , which is much more than previously. We unexpectedly ended up on the same holiday in Portugal with our respective kids and met there. We met up secretly and he’s told me later he was happy about that .

I stayed at his house overnight for the first time properly a month ago . We talked from around for a few hours that night , slept there, spent the morning together and he made me a brew in bed.
That night he told me something I hadn’t known: his three-year relationship had effectively ended around six weeks earlier, before Portugal, although it sounds like the final ending was only more recent.

His ex is still contacting him daily and they still have belongings to sort out.
He was very relaxed about me being in his house and even said his ex girlfriend had only slept at his house twice in two years. He’d also been happy for me to stay there alone in the morning if he went out and told me just to lock up when I left.

Since finding out he is single, I’ve realised the dynamic feels completely different to me. When he was taken there was an obvious ceiling and I didn’t have to wonder what any of this could become. Now I do.

He talks about being very independent and liking his own space, but he has also said things like it would be nice to wake up with someone in the morning. He talks a lot about future plans, travel, hobbies, events and things he wants to do.

However, I’m worried I’m simply a comfortable/convenient person for him while he gets over his ex, and that I’ll be around giving him companionship and sex while he eventually finds someone else. That would hurt me.

I’m not looking for someone to move in with me or become a stepdad to my children. At this stage of my life, if I were in a relationship I’d actually want something quite independent: monogamous, consistent, dates, sleepovers, trips away, making plans together, but keeping separate homes and finances while I raise my children.

I know he genuinely enjoys my company and is attracted to me, but I don’t yet know whether he sees me as anything beyond a very comfortable casual arrangement. I also know that even if he thinks I only want casual, he is perfectly capable of making a move if he wants something different.

I’m not looking for judgement on how it started — I know it was messy, and I was unaware of the relationship for the first few months. I’m asking about what the dynamic looks like now that he is single.

From the outside, does this sound like a situationship that could naturally develop now he’s single, or does it sound more like I’m a convenient familiar person he enjoys while he transitions out of his relationship? Would you wait and watch what he does next, or create some distance before getting more attached ( end it now ) ?

thanks for reading , please be kind :/

OP posts:
Dozer · 03/09/2026 22:17

Someone who treats his main partner and OW like that isn’t going to become a prince.

Seems like you’ve invested way too much time and energy in him. If you want the opportunity to find a good relationship he’s not that.

No contact would be best.

whippersnapper55 · 04/09/2026 06:58

Well, the only way you're going to know is by asking him! Although the fact that he was quite happy to sleep with you behind his girlfriend's back should be enough to make you wonder if he is really someone you want to have a serious relationship with 🤷‍♀️

cumbrians · 04/09/2026 07:01

Why on earth did you not tell him to fuck off when you found out he had a partner? There is no way I would be looking for a relationship with a man who treated his partner so poorly.

overnightangel · 04/09/2026 07:03

Shelley4621 · 03/09/2026 22:14

I’m 46 and have known this man since we were about 14 We reconnected last year after not really being in each other’s lives properly for 20 years. There was always some history/attraction there from school.

Over the last year we’ve had a very intermittent sexual relationship. For the first few months, I was unaware that he was in a relationship. Once I knew, I kept things emotionally at arm’s length and didn’t initiate contact. He initiated the contact/meet-ups. I knew the situation was messy and never expected him to leave anyone for me.

Despite it being casual, we’ve always talked a lot. When we see each other it’s not just sex — we can talk for hours about our families, marriages, kids, work, money, travel, school memories, his family , children past relationships etc. I’m naturally someone who asks lots of questions, so I know I encourage people to open up, but he also asks about my life and remembers things about me.

Things have become more frequent recently. We’ve seen each other a few times in a month or so , which is much more than previously. We unexpectedly ended up on the same holiday in Portugal with our respective kids and met there. We met up secretly and he’s told me later he was happy about that .

I stayed at his house overnight for the first time properly a month ago . We talked from around for a few hours that night , slept there, spent the morning together and he made me a brew in bed.
That night he told me something I hadn’t known: his three-year relationship had effectively ended around six weeks earlier, before Portugal, although it sounds like the final ending was only more recent.

His ex is still contacting him daily and they still have belongings to sort out.
He was very relaxed about me being in his house and even said his ex girlfriend had only slept at his house twice in two years. He’d also been happy for me to stay there alone in the morning if he went out and told me just to lock up when I left.

Since finding out he is single, I’ve realised the dynamic feels completely different to me. When he was taken there was an obvious ceiling and I didn’t have to wonder what any of this could become. Now I do.

He talks about being very independent and liking his own space, but he has also said things like it would be nice to wake up with someone in the morning. He talks a lot about future plans, travel, hobbies, events and things he wants to do.

However, I’m worried I’m simply a comfortable/convenient person for him while he gets over his ex, and that I’ll be around giving him companionship and sex while he eventually finds someone else. That would hurt me.

I’m not looking for someone to move in with me or become a stepdad to my children. At this stage of my life, if I were in a relationship I’d actually want something quite independent: monogamous, consistent, dates, sleepovers, trips away, making plans together, but keeping separate homes and finances while I raise my children.

I know he genuinely enjoys my company and is attracted to me, but I don’t yet know whether he sees me as anything beyond a very comfortable casual arrangement. I also know that even if he thinks I only want casual, he is perfectly capable of making a move if he wants something different.

I’m not looking for judgement on how it started — I know it was messy, and I was unaware of the relationship for the first few months. I’m asking about what the dynamic looks like now that he is single.

From the outside, does this sound like a situationship that could naturally develop now he’s single, or does it sound more like I’m a convenient familiar person he enjoys while he transitions out of his relationship? Would you wait and watch what he does next, or create some distance before getting more attached ( end it now ) ?

thanks for reading , please be kind :/

“I’m an awful person but please be kind”

ThatAquaRobin · 04/09/2026 07:08

He's prepared to cheat to get sex.
That tells you all you need to know
He's not a good man or a good prospect.
He's probably telling you any old BS to get what he wants.

ImmortalSnowman · 04/09/2026 07:12

What makes you think you are the only one he was screwing behind his long term girlfriend's back? You are convenient.

Jk987 · 04/09/2026 07:19

Who looked after the kids when you hooked up in Portugal?

aberturret · 04/09/2026 07:27

Setting aside the dubious way you got together, why not just talk to him and tell him what you want, you’re an adult who knows her own mind! “I’d like an exclusive relationship but I’m not looking to live with anyone or blend families any time soon, I’d prefer to maintain separate households and enjoy quality time together when we can.” Enjoy it for what it is?

napody · 04/09/2026 07:32

aberturret · 04/09/2026 07:27

Setting aside the dubious way you got together, why not just talk to him and tell him what you want, you’re an adult who knows her own mind! “I’d like an exclusive relationship but I’m not looking to live with anyone or blend families any time soon, I’d prefer to maintain separate households and enjoy quality time together when we can.” Enjoy it for what it is?

That makes sense with most of OP's list of wants:

I’d actually want something quite independent: monogamous, consistent, dates, sleepovers, trips away, making plans together, but keeping separate homes and finances while I raise my children.

The huge glaring klaxon is the word 'monogamous'. He ain't that. OP the only way this can work is if that one isn't important compared to the rest.

Wornouttoday · 04/09/2026 07:36

I don’t understand how you “unexpectedly” ended up at the same holiday destination. What are the chances of that 🤨

Mistachio · 04/09/2026 07:40

I think you sound perfect for each other.

OldrNWisr · 04/09/2026 07:43

You know you have behaved appallingly so let’s leave that to one side. He’s a proven liar and a cheat, where’s your self respect?

toroyjabali · 04/09/2026 07:44

He lied to you for months about being single, he lied and cheated with his ex. And he has you tied up in knots wondering if he likes you or you are just a convenient shag.

SharkPants · 04/09/2026 07:44

Shelley4621 · 03/09/2026 22:14

I’m 46 and have known this man since we were about 14 We reconnected last year after not really being in each other’s lives properly for 20 years. There was always some history/attraction there from school.

Over the last year we’ve had a very intermittent sexual relationship. For the first few months, I was unaware that he was in a relationship. Once I knew, I kept things emotionally at arm’s length and didn’t initiate contact. He initiated the contact/meet-ups. I knew the situation was messy and never expected him to leave anyone for me.

Despite it being casual, we’ve always talked a lot. When we see each other it’s not just sex — we can talk for hours about our families, marriages, kids, work, money, travel, school memories, his family , children past relationships etc. I’m naturally someone who asks lots of questions, so I know I encourage people to open up, but he also asks about my life and remembers things about me.

Things have become more frequent recently. We’ve seen each other a few times in a month or so , which is much more than previously. We unexpectedly ended up on the same holiday in Portugal with our respective kids and met there. We met up secretly and he’s told me later he was happy about that .

I stayed at his house overnight for the first time properly a month ago . We talked from around for a few hours that night , slept there, spent the morning together and he made me a brew in bed.
That night he told me something I hadn’t known: his three-year relationship had effectively ended around six weeks earlier, before Portugal, although it sounds like the final ending was only more recent.

His ex is still contacting him daily and they still have belongings to sort out.
He was very relaxed about me being in his house and even said his ex girlfriend had only slept at his house twice in two years. He’d also been happy for me to stay there alone in the morning if he went out and told me just to lock up when I left.

Since finding out he is single, I’ve realised the dynamic feels completely different to me. When he was taken there was an obvious ceiling and I didn’t have to wonder what any of this could become. Now I do.

He talks about being very independent and liking his own space, but he has also said things like it would be nice to wake up with someone in the morning. He talks a lot about future plans, travel, hobbies, events and things he wants to do.

However, I’m worried I’m simply a comfortable/convenient person for him while he gets over his ex, and that I’ll be around giving him companionship and sex while he eventually finds someone else. That would hurt me.

I’m not looking for someone to move in with me or become a stepdad to my children. At this stage of my life, if I were in a relationship I’d actually want something quite independent: monogamous, consistent, dates, sleepovers, trips away, making plans together, but keeping separate homes and finances while I raise my children.

I know he genuinely enjoys my company and is attracted to me, but I don’t yet know whether he sees me as anything beyond a very comfortable casual arrangement. I also know that even if he thinks I only want casual, he is perfectly capable of making a move if he wants something different.

I’m not looking for judgement on how it started — I know it was messy, and I was unaware of the relationship for the first few months. I’m asking about what the dynamic looks like now that he is single.

From the outside, does this sound like a situationship that could naturally develop now he’s single, or does it sound more like I’m a convenient familiar person he enjoys while he transitions out of his relationship? Would you wait and watch what he does next, or create some distance before getting more attached ( end it now ) ?

thanks for reading , please be kind :/

Read this bit:

However, I’m worried I’m simply a comfortable/convenient person for him while he gets over his ex, and that I’ll be around giving him companionship and sex while he eventually finds someone else. That would hurt me.

This is exactly how you have just witnessed him treating his ex.

He lied to you that he was in a relationship, he cheated on her. He didn't let her stay. Now he's making you feel that you're more special than her because you are allowed to stay! Sounds like more than a few red flags in regards to this man's conduct.

Honestly, find someone better.

Justbrieme · 04/09/2026 07:49

I had one of these when I was younger. He strung me along for 3 years all very casually but with vague ideas of what might be to come.

Thankfully I met my now DH and unceremoniously dumped him, unfortunately I missed out on a ticket to see the Cranberries.

Literally my only regret.

HalzTangz · 04/09/2026 08:23

So you want to get with a cheater? Once a cheat always a cheat in my view. Also, supposedly split from his ex for 6 weeks yet belongings haven't been sorted. I doubt he split at all

HoChiMince · 04/09/2026 08:25

Men who really want you don’t play games. They don’t treat you like a part time hobby: they make active plans to see you frequently which they then follow through on. They don’t leave you in any doubt where they stand, even the quiet, shy ones. They don’t leave you asking the kind of questions you’re asking.

Get on with your life and don’t set aside time to see him. Be a bit busier and don’t text/call so much. Withdraw a bit. If he suddenly gets his arse in gear and makes a lot more effort, consistently, then fine. But as it is it doesn’t sound like you’re a priority. I’m not someone who thinks that a messy start is a hanging offence or that it’s always doomed to failure but it’s not sounding promising even if the start had been perfect.

Brightbluesomething · 04/09/2026 08:36

You sound perfect for each other. You didn’t care that you were the OW when he was cheating on his partner. Will you care when he cheats on you? Get STI tested regularly.
I predict another post in 6-12 months when the veil has dropped and he’s found someone else.

Thatsthebottomline · 04/09/2026 19:26

cumbrians · 04/09/2026 07:01

Why on earth did you not tell him to fuck off when you found out he had a partner? There is no way I would be looking for a relationship with a man who treated his partner so poorly.

Really ? Come on now. This time it'll be different because time hes changed. You remember how it goes, "changed" until, surprise, surprised he hasn't.

Tale as old as time, women lap it up.

outerspacepotato · 04/09/2026 20:17

So he's been cheating on his GF for nearly a year with you?

That man doesn't sound like this man

if I were in a relationship I’d actually want something quite independent: monogamous, consistent, dates, sleepovers, trips away, making plans together, but keeping separate homes and finances while I raise my children.

Forget about monogamy with this dude. 🙄

RemindMeIn15Minutes · 04/09/2026 20:22

You’re no better than he is!

FaceIt · 05/09/2026 00:16

He sounds like a charmer and a user.
I would keep him at arms length.

grinandslothit · 05/09/2026 00:54

The false intimacy that you've known this guy since you were 14 even though you haven't seen him for 20 years.

That means he is a stranger.

You did find out some things about him though. that he is a liar and a cheat and he was able to do it easily

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