To Get Advice on When to Have Sex with Guy I'm Dating

OFGS OP is 50 not 15,why does she need to be " in a relationship" it's 2025 not 1925.

Talk to him about it - but have that conversation face to face, not over text messages. And if the moment is really really right you'll probably find things happen just because you're both in the moment and having a great time. Remember too that there are plenty of toe curling activities that can go on before one has full on sex - there's no need to get right onto the main event when one can have a perfectly delightful time with all the bases that happen before a home run.

Just be prepared - and be safe of course! Now is not the time to end up with the gift that keeps on giving: a genital herpes infection! (Or worse).

The best relationships are based on good communication and having a giggle. He's very likely to be nervous too.

It's rather tricky for anyone to tell you exactly when having sex is the "right time" - these things usually are pretty obvious in the moment. Though it is far easier to tell when it's the wrong time.

Have fun - stay in the moment, and remember that condoms and lube are your friends!!!

Just ask him if he's seeing anyone else.

Hanging about and procrastinating will have no benefit at all. Follow the passion you feel and remember, smart women carry condoms.

In this case I would have the exclusivity chat first.

I'd also say enjoy this time. If you're not ready then that's fine. What's one more week (or whatever).

Hey OP,

I am in the same boat. Am mid 40s. Met someone OLD, we have had two dates (both daytime) and are just arranging to meet this Saturday evening. So I'm also wondering the same thing as you.

I did message him yesterday and said something along the lines of, just so you know I'm not seeimg anyone else, I don't really go for the modern thing these days of dating multiple people. And he replied that he felt the same, and that I'm already more than enough for him to handle at once

In my case we haven't even kissed yet. Just a couple of brief hugs as we've only met in public so far. The messages are getting quite flirty though, so the chemistry is definitely there.

Hope your third date goes well. I'm just going to try and relax and enjoy mine and whatever happens, happens!

Shag him but safely. STD rates are high in your age group and you do not want to discover you can still get pregnant the hard way…….

You’re right, that is silly. 6 years is nothing in middle age. If you were 23 and he was 17, that would be a different story. Besides you want someone who can keep up, if your sex drive is still high.

My darling parents were married over 50 years and were very much in love. My mum was 15 years older than my dad, though she initially only admitted to 10.....🤣

I'd say 3rd date is too soon

Especially if you don't even know if you're in a relationship

If you're really interested in each other, why didn't you meet earlier?

Nah, ride him like you stole him...

There is no timeframe for asking about things that you have preferences for, it's never too early if that is something you would like to know.

If he says not exclusive then OP has a decision to make. That's not to say he can't lie about it but you can ask and mention how it makes you feel if it is important to you.

But there’s only 6 years between you?!

Anyway, you should definitely go ahead and sleep with him if you want to - forget about dating ‘rules’ and trust your gut!

No set time, whenever feels comfortable to you, but a few things to bear in mind;
-how would you feel if it was just the sex for him and drifted away shortly afterwards? Would you be ok with essentially a one night stand?
-he sounds like a good eligible Batchelor so what's he been doing during the year you've been on and off. I doubt sitting at home like a monk.
-I think its too early for the exclusive chat but maybe you need that if you're catching feelings hard
Good luck whatever you decide!

Just enjoy it! May not end up in a long term relationship but still worth to enjoy yourself!

I’d be going for it! 3rd date very respectful

Dont decide now, but be ready for anything. Any "personal" grooming you feel comfortable with, and nice (but easy to remove!) underwear. In my experience, though an all-in-one "body" looks great and smooths out your bumps, it can hurtle up like an out-of-control window blind once the crotch snaps are undone, and then form an almost impossible to remove roll under your boobs. Not exactly the sensual striptease desired.....

What I mean is whatever he tells you, surely you'd be using a condom.

You need to have that conversation because like you I'm not keen on being one of several at the same time. He could still lie but you have been building a relationship so you'd have a better chance of knowing if he's lying his arse off or not.

Eek. Be even more careful then. Have you done the freedom programme online?

as long as you keep your feet on the ground and realise that it may not go anywhere, just go for it, have fun 😁. It may not end up as a long term relationship so take appropriate precautions!