When and how to tell a date you're really inexperienced?

[chicagooooooo]

The TL;DR of it all is that I'm very shy and haven't really had any successful dates ever, but I'm going to be 30 in November and I want to say that I've tried my best.

I'm very awkward and not used to physical contact at all. My dates so far have all been mostly fine but I haven't wanted to kiss anyone yet. I think I need to maybe push myself out of my comfort zone with that but for now I'm happy to wait.

I'm messaging a new match and he has asked how long I'm single for (in response to me saying I'm new to dating). I don't really want to say a number but neither do I want to say straight away that I'm so inexperienced. But when do I have that conversation? And how?!

If go with "I've been single long enough :)" - as you don't owe him any precise details right now, and he may just be checking to see if you're fresh out of a relationship. I'd avoid the finer details of my life anyway, until I'd met someone in person at least once or twice. Go with broad brushstrokes and give the key facts about you that they'll want to know (age, name, job etc), but don't feel like you owe anyone an explanation of your dating history. My husband doesn't even know my dating past, such as first boyfriend age, or how many people I dated! It's irrelevant. So don't fret about needing to be totally open and honest if you're not comfortable sharing it. If you get to know him and feel more comfortable, then share then if you wish :)

I like that line, thank you.

Even one or two dates doesn't seem quite long enough to announce it all tbh.

Id be careful what you say to someone at this early stage. I'd worry someone would hurt you.

I do too. I am very worried about someone seeing me as a challenge to sleep with.