Hello MN. Firstly, full disclosure: I'm a male, but I'm posting as I'd like to (hopefully) receive some friendly female advice. Please be kind, as this is something that is fairly sensitive...
So, I'm in a bit of a predicament. I recently turned 30, but it's fair to say I'm much more inexperienced in love than pretty much anyone else this age.
At school, I was always very shy around the opposite sex. Literally, I was the sort of guy to turn down girls who asked me for hugs! I'm not joking, I'd sometimes cross the road to avoid talking to some girls.
This kind of continued when I started uni. Still very shy/socially awkward, and I really felt like I didn't fit in. I suppose it didn't help that I lived at home and commuted, so I was socially isolated through that as well. But uni really wasn't a good time for me. Because of how I felt, I developed anxiety and struggled with my eating for a while. So I never experienced the typical 'student lifestyle'.
It took me a while after graduating to get better, but unfortunately only a couple of years later, I went through a very traumatic family event. To avoid the full details, essentially I ended up becoming a part-time carer for my mum unexpectedly. Because of this, for quite a few years, dating/relationships were really the last thing on my mind.
Anyway, eventually I got through that, and a couple of years ago, I got to know a friend of a friend very well, and I developed strong feelings for her. Unfortunately it wasn't mutual; she made it clear that she only considered me a friend. I was devastated, as I really felt to begin with that there was the possibility for more. But in a way I was relieved, because I was aware that she had much more life experience than me. She'd had a couple of long-term relationships (including living with a previous partner), as well as a few flings. I never admitted my inexperience to her, but she knew I'd never had a relationship before, and it made me realise that if she had been interested in me, I might have been quite 'disappointing' to her compared to other people she'd been with.
I've spent time working on myself since then, and have recently started OLD. Things have been going fairly well - I've had quite a few matches, and several good conversations. I feel comfortable chatting to people - I'm not totally socially inept! But, obviously, my concern is that if things continue to progress, things might become more difficult.
To be clear: I've never so much as even had a kiss, and yes, clearly I'm still a virgin too...
I know some people will probably read this and laugh, and wonder how it's possible, whether I've been living under a rock all this time or whatever. But I hope the context makes sense. As per my name, I feel like my 20s were a lost decade in my life compared to most other people.
I'm acutely aware that for many women, this is probably a huge turn off. At this age in life, you want a "man" and don't want to have to teach somebody everything...so in some ways, I guess it's better to not admit anything?
But equally I'm scared it'll then become an issue. And obviously, the longer I go without experiencing these sorts of things, the more left behind in life I become. It's not something I can really talk to anyone about, because there's quite a bit of stigma associated with it. I keep it to myself. My friends know I've never been in a relationship, but they don't know the full extent of it.
So, from a female's perspective, what would you say is my best course of action? Be upfront and honest with dates about my inexperience (at the appropriate time, obviously!), and hope it doesn't scare everyone off, or keep it to myself and just hope that things come to me naturally when they happen?
Thanks to anyone who has got this far.