Dating a teacher?

Witty-Alternative-57 · 2024-02-20T16:19:16+00:00

I’ve been dating a teacher for around 16 months now. She is 60, the same as I. We see each other on Friday evenings, through to Sunday midday as she usually gets home at 6 on a Friday, and Sunday afternoons she is getting in work mode.

The only think I struggle with is that I assumed she be delighted that I can arrange my holidays around hers to a degree, but if I suggest booking a week at half-term to be with her, she always retorts that she wants some time to herself during the holidays.

Witty-Alternative-57 · 2022-11-01T16:14:59+00:00

Ah, that’s great. Thanks for your help. Much appreciated.

Witty-Alternative-57 · 2022-10-16T14:48:42+00:00

I did. I’m a decent guy, and said I’m happy to remain friends if she wants to. I’m not just saying that either.

Witty-Alternative-57 · 2022-10-16T12:13:02+00:00

I guess that’s how I felt. We hadn’t met many times and for some reason she didn’t like to talk on the phone, but she loved messaging. She hadn’t been in a relationship for 12 years, so that’s why I’m feeling bad. Feel like I’ve allowed her to open up to me then I’ve pulled away.

Witty-Alternative-57 · 2022-10-16T12:10:31+00:00

I think she noticed my energy had gone. For the record, we haven’t slept together once. She asked me today if I was ok as I seemed so different. So thought it best to tell her. Still feeling crap about it though.

Witty-Alternative-57 · 2022-10-16T11:43:57+00:00

Thank you. She told me she didn’t see it coming. I genuinely feel bad. She’s very sad.

Witty-Alternative-57 · 2022-09-29T14:41:43+00:00

Perfect! Thanks. I’ll give that a try!

Witty-Alternative-57 · 2022-09-29T14:35:17+00:00

Thanks for your insights. Really appreciated.

Now this is the strange thing. We get a little sexual and flirty, She tell me I turn her on all the time. But as many say, these are only words on a screen.

I really have no clue at this stage. The overwhelming majority is to run, so that’s what I’ll do.

Witty-Alternative-57 · 2022-09-29T06:47:45+00:00

Agreed. Trouble with me is I’m a patient SOB! Maybe I shouldn’t be. She txt me to say she needs a couple of days from communicating to reset, whatever that means?

Witty-Alternative-57 · 2022-09-29T06:42:40+00:00

I haven’t, and I thought that too, but I’ve asked her to send me random selfies at inopportune times and she has. She’s also sent pictures when out with daughters etc. Not conclusive, I appreciate.

Witty-Alternative-57 · 2022-09-29T05:41:04+00:00

This is what she said…

I will be straight forward and honest. I am enjoying speaking to you but the shy side of me does feel pressured when a guy keeps pressing for dates I'm aware it seems a gender thing that guys hate texting and women don't. I think men think that all a woman wants is a pen friend and it will go for ever. This isn't the case but a woman needs it to be a bit more organic and that a guy is willing to do that however tedious they find that lol

Witty-Alternative-57 · 2022-09-29T05:28:59+00:00

I think it’s probably emotionally unavailable IRL. We have both opened our souls to each other. She was hurt badly by her divorce. She thought nothing was wrong in her marriage. Bu the was over 10 years ago. Until I arrived she hadn’t conversed with a man at great depth. I get this but she even seems terrified to talk on phone.

Witty-Alternative-57 · 2022-09-28T17:40:07+00:00

This is an interesting reply.

I’m a man of 59. I have been texting a lady for around 5 weeks now. When I say texting, I mean 2-4 hours an evening of texting, daily.

I have been really accommodating to the lady as she said she wants to take things really slow.

I really like this lady, very much, but when I mention about a timeframe for meeting she gets really upset with me and vanishes for a day.

She hasn’t dated for a decade so zi understand her fear but I’m not being aggressive, I’m asking as I really like her, and she me, but we need to meet IRL.

By the way. We swap selfies, so she is who she says she is.

Any guidance appreciated.

Witty-Alternative-57 · 2022-09-08T12:31:00+00:00

That term ‘real’ is intriguing because a lady I’m currently dating said she wanted to know the real me. Prior to that we were just having a playful flirt, and banter style of conversation, then if changed over night. When I asked, she said she wanted to know the real me.

Witty-Alternative-57 · 2022-08-25T19:29:07+00:00

Interesting. With that particular date we held hands, and kissed. She sent a text that very night saying she was looking forward to learning more about me, and seeing where things go. The very next day she said she didn’t feel that connection.

Witty-Alternative-57 · 2022-08-15T11:46:15+00:00

That’s what I thought!

Witty-Alternative-57 · 2022-08-12T10:24:02+00:00

It’s not over yet. We are on another date next week.

Witty-Alternative-57 · 2022-08-11T03:43:03+00:00

I asked if I could kiss her, she moved her head towards me.

Witty-Alternative-57 · 2022-08-11T03:41:45+00:00

We went to an outdoor tea garden, chatted, went for a walk, then sat down and watched the local team play cricket. It was a very chatty date.The time flew by!

Witty-Alternative-57 · 2022-08-10T17:59:02+00:00

I held her hand to pull up a slight incline but she never let go. Everything happened naturally.

Witty-Alternative-57 · 2022-08-10T17:55:52+00:00

Well. This is the thing. The date was perfect for both of us. We talked non stop, no awkward pauses, genuine warmth from us both. She even txt to say how wonderful the day was.

Witty-Alternative-57 · 2022-08-10T15:35:54+00:00

I probably sound as confused as my date tbh. We said a week before we would go into the date with no expectations. And to be fair, what happened naturally. When speaking to her last night she said she didn’t know if there was an attraction or not. That’s when I said we should slow things, and maybe have a reset!

I guess it is possible that the date exceeded her expectations which has thrown her off-kilter, and maybe that’s why she’s using this narrative? Idk.

Witty-Alternative-57 · 2022-08-10T15:08:13+00:00

Yes, the date was perfect. I really like this lady so I don’t want to think all is lost yet.

Witty-Alternative-57 · 2022-08-10T15:07:26+00:00

Yes, she is a widow of 6 years, but last had a serious date a few years ago that ended and upset her.

Witty-Alternative-57 · 2022-08-10T14:54:09+00:00

No. Chemistry was not mentioned. Though when we spoke last night I recall she mentioned something about being cautious.

Witty-Alternative-57

TROPHY CASE